QUATERNIZED NITROGEN CONTAINING COMPOUNDS

Abstract: The invention relates primarily to quaternized compounds having formula (I), wherein m is an integer having a value of from 1 to 4; R is alkylene having from 3 to 8 carbon atoms and is optionally substituted with C1 to C4 alkyl; R1, R2 and R3 are each independently selected from the group of alkyl, alkyleneoxyalkyl, alkyleneoxyalkenyl, alkylhydroxy, aryl, aralkenyl, aralkyl, alkaryl, alkyleneamidoalkyl, alkylenecarbamoylalkyl, arylcarbamoylalkyl and arylamidoalkyl radicals, said groups each having from 1 to 30 carbon atoms and at least one of R1, R2 and R3 is a radical having from 8 to 30 carbon atoms, except that R2 and R3 with the quaternized nitrogen can form a 5 to 14 membered heterocyclic ring having from 1 to 2 heteroatoms selected from the group of oxygen, nitrogen and sulfur, in which case R1 can also represent a double bond in the quaternized heterocyclic ring.

Description: - 1 - QUATERNIZED NITROGEN CONTAINING COMPOUNDS In one aspect the invention relates to novel quaternized compounds which possess viscosity enhancing and hair and fiber conditioning properties, which can be used in formulations particularly those containing anionic surfactants. In another aspect the invention relates to novel quaternized compounds having bactericidal properties. Still another aspect of the invention relates to the preparation of said quaternized compounds and in still another aspect, the invention relates to the use of said compounds in several fields of application. BACKGROUND OF THE INVENTION The selection of components for hair and skin treating formulations presents numerous difficulties involving compatibility. Several hair treatment and shampoo formulations have been developed which aim to provide conditioning action during, cleansing so as to leave the hair soft, manageable and lustrous and thus to eliminate a separate application of cre e rinses or conditioning treatments. Problems arise from the limited compa ibility of anionic detergents with commercial cationic conditioning agents which precipitate out of solution in shampoo formulations. Shampoo formulations have employed conventional anionic surfactants such as sodium lauryl sulfate, ammonium lauryl sulfate, amine lauryl sulfates and sodium lauryl sulfate ethers which have been found to be incompatible with most cationic conditioning at effective concentration levels. - 2 " - Additionally, reproducible thickening for formulations containing anionic detergents such as sodium _ -olefin sulfonates is very difficult to achieve. Still another problem encountered in hair conditioning shampoos is one of a preservative nature. It has been found that shampoos, containing inadequate preservative, on standing develop strands of pseudomonas aerouginosa which are clearly visible in the liquid and which may cause scalp infection. Consequently, separate biocidal agents are added to the formulation to prevent development of this bacteria and prevent skin infection. These and many other problems are encountered in the formulation of various shampoos, conditioners and cream rinses. Certain of these difficulties are also encountered in skin lotions, healing salves, mouthwashes, etc. Accordingly it is an object of this invention to minimize or obviate the above problems while providing additional benefits in hair and skin treating formulations. Another object of the invention is to provide novel quaternized nitrogen containing compounds having unique properties. Another object is to provide novel quaternized nitrogen containing compounds having excellent hair conditioning and thickening properties when incorporated into a shampoo and having high compatibility with components of hair and skin treating formulations. Another object is to provide an economical and commercially feasible method for the preparation of said novel quaternized nitrogen containing compounds. Still another object is to provide processes for the use of said quaternized compounds. These and other objects will become apparent from the following description and disclosure. - 3 - THE INVENTION According to this invention there is provided quaternized compounds having unique properties and defined by the formula wherein m is an integer having a value of from 1 to 4; R is alkylene having from 3 to 9 carbon atoms and is optionally substituted with C to C alkyl; R, , R- and R, are each independently selected from the group of alkyl, alkyleneoxyalkyl, alkyleneoxyalkenyl, alkylhydroxy, aryl, ,aralkenyl, aralkyl, alkaryl / alkyleneamidoalkyl, alkylenecarbamoylalkyl, arylcarbamoylalkyl and arylamidoalkyl radicals, said groups each having from 1 to 30 carbon atoms and at least one of R. , R ? and R- being a radical having from 8 to 30 carbon atoms, with the exception that R„ and R_ together with the quaternized nitrogen ' atom can form a 5 to 14 membered heterocyclic ring having from 1 to 2 heteroatoms selected from the group of oxygen, nitrogen and sulfur, in which case R.. can also represent a double bond in the quaternized heterocyclic ring; and X is a chloride, bromide or iodide anion. Also included in the scope of this invention are the quaternized compounds of the above general formula wherein R_ and R.. together with the quaternary nitrogen form a 3 to 9 membered ring, said ring containing from 1 to 2 hetero atoms selected from the group of - 4 - nitrogen and oxygen and said ring being saturated or unsaturated as may occur in the rings of pyrrolidine, morpholine, pyrrole, pyrroline, oxazole, isoxazole, pyrazole, imidazole, pyridine, picoline and diazine. In compounds of this type, R. may be any of the R, groups defined above " containing from 1 to 30 carbon atoms. Accordingly compounds included within the scope of this invention include the following subspecies having the specific formulae: wherein m is an integer having a value of from 1 to 4; R is alkylene having from 3 to 8 carbon atoms and is optionally substituted with C. to C. alkyl; R. is alkylene having from 1 to 4 carbon atoms, phenyl or naphthyl optionally substituted with lower alkyl; Y is 0 0 C-N- or -N | -ft where • 6 R 6 R g is hydrogen or lower alkyl; R- is alkyl of from 1 to 30 carbon atoms; R and R., are each independently selected from the group of -R.-Y-R-, alkyl, alkylene¬ oxyalkyl, alkylhydroxy, aryl, aralkyl, aralkenyl, alkaryl and alkyleneamidoalkyl radicals, said groups having from 1 to 30 carbon atoms and at least one of R_, R_ and R_ being a radical having at least 8 carbon atoms and X is a chloride, bromide or iodide anion. - 5 Preferred compounds within the above group are those wherein m is 1; R is -CH -CH -CH -; at least one of R„ and R_ is methyl; * Y is -M-C- I R 6 and X is a chloride anion. The most preferred compounds of this group are those wherein R_ is alkyl containing at least 8 carbon atoms in a linear chain. Examples of compounds within this preferred group include: N-methyl-N-allyloxybutyl-N-C (2-pyrrolidonyl )methyl]-N-(3- dodecanamidopropyl ) ammonium chloride N, -dimethyl-N-C (2-pyrrolidonyl )methyl]-N-(3-octadecanami o- propyl ) ammonium chloride N, - ime hyl-N-C (2-pyrrol onyl )methy 1-N- (3-heptadecanami o propyl ) ammonium chloride N-methyl-N-e hyl-N- (2-pyrrolidonyl )methyl]-N-(3-octadecan- amidopropyl) ammonium chloride N-methyl-N-styryl-N- (2-pyrrolidonyl ) ethyl _?-N-(3-nonanamido propyl) ammonium chloride N-methyl-N-tσlyl-N- (2-pyrrolidonyl )methyl]-N-(3-octadecan- amidopropyl) ammonium chloride N-methyl-N-phenyl-N-C (2-pyrrolidonyl )methyl -N-(3-hexadecan- amidopropyl) ammonium chloride N-decyl-N-methyl-N-C (2-pyrrolidonyl )methyl ]-N-(3-dodecan- amidopropyl) ammonium chloride N-methyl-N-C (2-pyrrolidonyl )methyl]-N, -d (3-hexadecanami o- propyl) ammonium chloride N,N-dimethyl-N- (2-pyrrolidonyl ) ethyl ]-N-(undecanamido- phenyl ) ammonium chloride - 6 - N-methyl-N- 2-pyrrolidonyl) ethyl]-N,N-bis(3-undecanamido- •■ propyl) ammonium chloride N-methyl-N- (2-pyrrolidonyl)methyl]-N, -bis(undecanamido- phenyl) ammonium chloride N,N-dimethyl-N- (2-pyrrolidonyl)methylJ-N-.3-octanamido- propyl) ammonium chloride N,N-dimethyl-N- (2-pyrrolidonyl )methylJ-N-(3-dodecanamido- propyl) ammonium chloride N-butyl-N-methyl-N-C (2-pyrrolidonyl )methylJ-N-(3-dodecan- amidopropyl) ammonium chloride N-phenyl-N-methyl-N-C (2-pyrrolidonyl)methylJ-N-(4-tetradecan amidobutyl) ammonium chloride U-benzy1-N-methy1-N- ( -pyrrolidonyl)methyl1-N-(2-hexadecan- amidoethyl) ammonium chloride N-octadecyl-N-methyl-N-C(2-pyrrolidonyl) ethylJ-N-(3-octa- decanamidopropyl) ammonium chloride N, -dimethyl-N-C (2-pyrrolidonyl)methylJ-N-(3-eicosanamido- propyl-) ammonium chloride N-dodecyl-N-methyl-N-C (2-pyrrolidonyl)methylJ-N-(4-docosan- amidobutyl) ammonium chloride N-methyl-N- (2-pyrrolldony1)methylJ-N, -bis(3-decanamido- propyl) ammonium chloride N-methyl-N- (2-pyrro1idony1)methylJ-N,N-bis(2-dodecanamido- ethyl) ammonium chloride N-methyl-N-C (2-pyrro1idony1) ethyl]-N, -bis(tetradecanamido- methyl) ammonium chloride N-methyl-N- (2-pyrroll ony1 )methyl]-N,N-bis(3-hexadecanamido propyl) ammonium chloride N-methyl-N-C(2-pyrrolidony1)methyl -N,N-bis(3-octadecanamido propyl) ammonium chloride - 7 - N-decyl -N-methyl -N- C ( 2-pyr ro 1 i donyl ) methyl J-N- ( 3-propanami c propyl). ammonium chloride N-dodecyl-N-methyl-N-C (2-pyrrol idonyl )methylJ-N-(4-propan- amidobutyl) ammonium chloride N-methyl-N-(3-octadecanamidopropyl )-N-C (2-pyrrσlidonyl )- methylJ-N-(3-tetradecanamidopropyl ) ammonium chloride N-methyl-N-styryl-N-C (2-pyrroli onyl )methyl -N-(3-eicosyl- amidopropyl) ammonium chloride and N-methyl-N-(hydroxyhexyl )-N-[ (2-pyrrolidonyl )methy J-N-(4- docσsanamidobutyl ) ammonium chloride, etc. However, it is to be understood that other halide salts and that the following quaternary compounds represent examples also within the scope of this invention. N-methyl-N-(hydroxyethyl )-N- (2-pyrrolidonyl)ethyl]-N-(3- dodecanamidopropyl ) ammonium salt N-ethyl-N-hexadecyl-N- (2-pyrrolidonyl )methyl -N-(2-octa- decanamidoethyl ) ammonium salt N, N-bis (2-allyloxyethyl )-N-C (2-pyrrolidonyl )methylJ-N-(8- propanamidooctyl) ammonium salt N-methyl-N-benzyl-N- (2-pyrrolidonyl )methyl ]-N-(14-hexan- amidotetradecyl ) ammonium salt N,N-distyryl-N-C (2-pyrrolidonyl )methylJ-N-(3-hexadecanamido- propyl ) ammonium salt N-ethyl-N-C (ethylamino)ethyl3-N-C (2-pyrrolidonyl )methylJ-N- (3-octadecanamidopropyl ) ammonium salt N,N-bi s(4-buty oxybutyl )-N-C (2-pyrrolidonyl )methyl -N-(3- ecosanamidopropyl) ammonium salt N,N-di (3-propanamidopropyl )-N-C (2-pyrroli onyl )methylJ-N- (4-tetradecanamidobutyl ) ammonium salt N,N-ditolyl-N-C (2-pyrrolidonyl )methyl]-N-(3-octadecanamino- propyl ) ammonium salt - 8 - N, -dipropy1-N-[ (2-pyrro1idonyl)methyl -N-(4-decanamido- butyl) ammonium salt N,N-diσctyl-N- (2-pyrrolidonyl )methylJ-N-(3-hexanamido¬ propyl) ammonium salt N,N- iphenyl-N- (2-pyrrolidonyl)methylJ-N-(2-decanamido- ethyl) ammonium salt * N- (2-pyrrolidonyl)methyl -N, , -tris(3-tridecanamidopropyl) ammonium salt N-C2-(2-pyrrolidonyl)ethylJ-N,N,N-tris(pentadecanamido- phenyl) ammonium salt N-methyl-C(2-pyrrolidonyl)methylJ-N,N-bis(tetradecanamido- naphthyl) ammonium salt N- (2-decylcarbamoyl)phenylJ-N, -dimethyl-N- (2-pyrroli- donyl)methylJ ammonium salt N-C ' -(2-octadecylcarbamoyl)ethylJ-N,N-dimethyl-N-C(2-pyrroli- donyl)methyl ammonium salt N- C2-pyrrolidonyl)methylJ-N, , -tris-(3-octadecanamido¬ propyl) ammonium salt N- (2-pyrrolidonyl)methylJ-N,N r -tris-(3-tridecanamido¬ propyl) ammonium salt N,N-didecyl-N-C(2-pyrrolidonyl)methyl]-N-(6-hexadecanamido- hexyl) ammonium salt N- (2-pyrrolidonyl)methylJ-N, ,N-tris(3-heptadecanamido¬ propyl) ammonium salt N,N-di ethyl-N- (4-methyl-2-pyrrolidonyl)methyl -N- (6-pentadecanamidohexyl) ammonium salt N-methyl-N-[ (4-butyl-2-pyrro1idonyl)methyl -N,N-bis(8-hepta- decanamidooctyl) ammonium salt N,N-dimethyl-N-C(2-piperidinonyl)methylJ-_τ- (2-heptadecanamidoethyl) ammonium salt N-methyl-N- (2-azacycloheptanonyl)methyl -N,N- bis(octadecanamidσbutyl) ammonium salt N-methyl-N- (2-azacyclodecanonyl)methylJ-N, -bis(3-tetra- decanaraidopropyl) ammonium salt N-methyl-N-C (2-azacyclononanonyl)methylJ-N, -bis(dodecan- amidohexyl) ammonium salt and others, and other alkylcarba oylalkyl and N-heterocyσlic counterparts of the above alkylamidoalkyl ammonium salts. - 9 - wherein m and p are each integers having a value of from 1 to 4; m is an integer having a value of from 1 to 4; R is alkylene having from 3 to 8 carbon atoms and is optionally substituted with C. to C^ alkyl; R ς is alkyl or. alkenyl having from 1 to 30 carbon atoms; R- and R- are each independently selected from the group of -(CH_) OR., alkyl, alkylhydroxy, aryl, aralkyl, aralkenyl, alkaryl and alkyl amidoal yl radicals, said R„ and R- groups having from 1 to 30 carbon atoms and at least one of R^, R„ and R_ being a radical having from 8 to 30 carbon atoms; and X is a chloride, bromide or iodide anion. Preferred compounds within group B are those wherein m is 1; R is -CH^-CH -CH--; at least one of R- and R.. is lower alkyl and X is a chloride anion. The most preferred compounds of this group are those wherein at least one of R,-. Rp and R~ contains at least 8 carbon atoms in a linear chain. Examples of the compounds of this invention include: - 10 - N, -dimethyl-N- (2-pyrrolidonyl)methylJ-N-C3-(octyloxy) propyl . ammonium chloride N,N-dimethyl-N- (2-pyrro1idonyl)methylJ-N-C2-(dodecyloxy) ethylJ ammonium chloride N, -dibutyl-N- (2-pyrroli onyl)methylJ-N-C -(tetradecyloxy) ethylJ ammonium chloride N-methyl-N-hydroxyethyl-N- (2-pyrrolidonyl)methyl -N- 3- (tetradecyloxy)propylJ ammonium chloride N-methyl-N-hydroxyethyl-N-CC2-pyrrolidonyl)methylJ-N-C3- (hexadecyloxy)propylJ ammonium chloride N,N-diphenyl-N-C(2-pyrrolidonyI)methyl -N-C4-(octadecyloxy) butyl ammonium chloride N,N-didodecyl-N- (2-pyrrolidonyl)methylJ-N-C4-(ethoxy)butylJ ammonium chloride N- (2-pyrrolidony1)methylJ-N, ,N-trisC3-(dodecyloxy)propylJ ammonium chloride N-C(2-pyrrolidonyl)me hyl -N, ,N-tris 3-(decyloxy)propylJ ammonium chloride N-butyl-N-benzyl-N- (2-pyrrolidonyl)methylJ-N~C2-(eicosyl- oxy)ethylJ ammonium chloride N-methyl-N-tolyl-N-C (2-pyr olidonyl)methylJ-M- -(docosyl- oxy) thylJ ammonium chloride N-phenyl- (2-pyrro1idonyl)methylJ-N,N-bis 3-(decyloxy) propyl ammonium chloride N-ethyl-C(2-pyrrolidonyl)methylJ-N,N-bisC3-(dodecyloxy ~ > propylJ ammonium chloride N-dodecy1- (2-pyrro1idonyl)methyl -N, -bisC2-(ethyloxy) ethylJ ammonium chloride N-propyl-C(2-pyrrolidonyl)methyl]-N,N-bisC2-(hexadecyloxy) ethylJ ammonium chloride N-octadecyl-C(2-pyrrolidonyl) ethylJ-N,N-bisC3-(octadecyl- oxy) ropylJ ammonium chloride N-propyl-N-styryl-C(2-pyrrolidonyl)methyl -N-C4-(dodecyloxy) butyl ammonium chloride - 1 1 - N-butyl-N-octadecyl-C (2-pyrrolidonyl )methylJ-N-C2-(allyloxy-)- ethyl] ammonium chloride N-propyl-N-ethylamidoethyl-C (2-pyrrolidonyl )methyl]-N-C4- (hexenyloxy)butyl] ammonium chloride N,N-dimethyl-C (2-pyrrolidonyl ) ethylJ-N-C -(dodecenyloxy) butyl] ammonium chloride N, -di ethyl- (2-pyrrol donyl )methylJ-N-C3-(t tradecenyloxy) propyl] ammonium chloride, etc. However, "it is to be understood that other halide salts of the following quaternary compounds represent examples also within the scope of this invention. N-methyl-N-ethyl-C2-(2-pyrrolidonyl )ethyl]-N- 3-(dodecyloxy) propyl] ammonium salt N-ethyl-N-hexadecyl-C4-(2-pyrrolidonyl )butyl]-N-C3-(octa- decylσxy)propyl ammonium salt N, N-dimethyl-C2-(2-pyrrolidonyl )ethyl ]-N-C3-(octyloxy) propyl] ammonium salt N,N-dimethyl- 3-(2-pyrrolidonyl )propylJ-N- 4-(dodecenyloxy) butyl] ammonium salt N-methyl-N-dodecyl-C4-(2-piperidonyl)butyl]-N-C3-(propyloxy) propyl] ammonium salt N-hydroxyethyl-N-ethyl-C ( -piperidonyl )methyl ]-N-C2-(decyl- oxy)ethyl] ammonium salt N-benzyl-N-butyl-C4-( 2-azacycloheptanonyl )butyl]-N-F3- (dodeσyloxy)propylJ ammonium salt N-benzyl-N-methyl-C (2-piperidinonyl )methylJ-N-C2-(octenyl- oxy)ethylJ ammonium salt N-styryl-N-methy.l-C (2-azaσyclononanonyl )methyl J-N-C4-(hexa- decyloxy)butyl] ammonium salt N-phenyl- (2-azacyclodecanonyl )methyl]-N,N-bis 3-(dodecyl¬ oxy)propyl] ammonium salt - 12 - N-hexylamidoethyl-N-methyl- 3-(2-piperidonyl)propylJ(3-octa— decyloxy)propylJ ammonium salt N,N-dimethyl-N-C(2-azacyclononanoyl) thylJ-N- 3-(tri- acontyloxy)propyl ammonium salt N,N-didodecyl-N-C3-(2-azacycloheptanonyl)propylJ-N-C2-(ethyl oxy)ethylJ ammonium salt N,N-dibutyl-N-C4-(2-pγrrolidonyl )butylJ-N-C4-(tetradecenyl- oxy)butylJ ammonium salt N-C2-(2-pyrrolidonyl)ethylJ-N,N, -tris 2-(octadecyloxy) ethyl ammonium salt N-C4-(2-piperidony1)butyl -N,N,N-trisC2-(decenyloxy)ethyl ammonium salt N-C (2-azacycloheptanonyl)methylJJ-N,N,N-tris 4-(tetradecyl- oxyjbutyl] ammonium salt N,N-dibutylhydroxy-N-C (2-azacycloheptanonyl JmethylJ-N-C3- (nonyloxy)propylJ ammonium salt N,N-didecyl-N- (2-azacyclononanσyl)methyl]-N-C3-(hexadecyl- oxy)propyl ammonium salt N- (4-ethyl-2-azacyclononanoyl)methyl -N,N, -trisC4-(octa- decyloxy)butyl ammonium salt N,N-dimethylamidoethyl-C(3,4-dimethyl-2-pyrrolidonyl)methyl] -N-C3-(octadecyloxy)propyl] ammonium salt N-xylyl-N- (3,4, 5-tributyl-2-pyrrolidonyl)methylJ-N,N-bis- C3-(hexadecyloxy)propylJ ammonium salt N,N-dimethyl-N- (4-methyl-2-piperidinonyl)ethyl]-N- -(hexa¬ decyloxy)ethylJ ammonium salt N-p-ethylphenyl-N-C(3,4, 5-trimethyl-2-ρiperidonyl)methyl]-N, N-bis-C3-(propyloxy)prσpyl ammonium salt N,N-tetradecyl-N- (4-butyl-2-piperidonyl)methylJ-N-C3-(octyl oxy) ropyl] ammonium salt N-(8-octamidooctyl)-N-C(4, 5-diethyl-2-azacyclononanonyl ) methyl]-N,N-bis 3-(dodecyloxy)propylJ ammonium salt and others. - 13 - wherein X is a chloride, bromide or iodide anion; is an integer having a value of from 1 to 4; R is alkylene having from 3 to 8 carbon atoms and is optionally substituted with C to C . alkyl; R forms a double bond in the heterocyclic ring with the quaternized nitrogen or is alkyl, alkyleneoxyalkyl, alkylhydroxy, aryl, aralkyl, aralkenyl, alkaryl and alkylamidσalky , said groups containing up to 30 carbon atoms; and R. together with the quaternary nitrogen atom forms a 5 to 10 membered monocyclic ring, a 9 to 10 membered bicyclic ring or a 13 to 14 membered tricyclic ring, at least one of said rings containing from- 1 to 2 hetro atoms selected from the group of nitrogen, sulfur and oxygen and being saturated or unsaturated as may occur for example in the rings of thiazirine, N-methyl-thiazine, N-methyl-oxazine, thiazepine, N-ethyl-oxazoci e, diazocine, N-methylazonine, antipyrine, conyrine, coniine, collidine, diaziαe, imidazole, isoxazole, lutidine, N-methyl hexahydro- pyridine, morpholine, oxazole, picoline, piperidine, pyrine, pyrazole, pyridine, pyrrolidine, pyrrole, pyrroline, N-ethylbenzopyrrole, N,N'-dimethyl-dipyrryl- ethane, decahydroquinoline, methyl indole, nicotine, quinoline, quinaldine, acridine and σarbazole. - 14 - As indicated, a heterocyclic ring of the R moiety may contain carbσnyl substitution or the ring itself can be substituted with a lower alkyl, amino or amido group. Preferred compounds within group C are those wherein m is 1; R is -CH--CH -CH -; R is a double _. _. _. α ' bond or a group having C„ to C„ ? carbon atoms, most preferably alkyl and X is a chloride anion. The most preferred compounds of this group are those wherein R q together w ' ith the quaternized nitrogen forms a oxazolidinyl, pyrrolidiny] , piperidinyl, morpholinyl, pyridinyl or imidazolinyl ring. Examples of the present polycyclic compounds include: N-hexadecyl-N- (2-pyrrolidonyl)methyl] pyrrolium chloride N-octadecyl-N- (2-pyrrolidonyl)methylJ pyrrolidinium chloride 2—ethyl-N- (2-piρeridonyl )methyl 2-oxazolinium chloride N-octadecyl-N-C(2-pyrrolidonyl)methyl1 oxazolidinium chloride 5-methyl-N-C (2-pyrrolidonyl)methylJ isooxazolium chloride N-ethyl-N-C(2-piperidonyl)methyl isooxazolidinium chloride 2-methyl-N- (2-pyrrolidonyl)me hyl thiazolinium chloride N-dodecyl-N- (2-pyrrolidonyl )methylJ thiazolidinium chloride l-(2-hydroxyethyl )-2-heρtadecyl-l(or 3)-[ (2-pyrrolidonyl) methyl -2-imidazolinium chloride 1-(2-hydroxye hyl)-2-pentadecyl-l(or 3)- (2-pyrroli onyl) methylJ-2-imidazolinium chloride - 15 - l-(2-hydroxyethyl )-2-heneicosyl-l (or 3)-C (2-pyrrolidonyl ) methyl]-2-imidazolinium chloride l-(2-hydroxyethyl )-2-tridecyl-l (or 3)-C (2-pyrrolidonyl ) methyl]-2-imidazolinium chloride 1-methyl-2-dodecy1-1 (or 3)-C (2-pyrrolidonyl )methyl]-2- imidazolinium chloride 4-hexadecyl-N-C (2-pyrrolido ' nyl )methyl] pyridinium chloride N-octadecyl-N-C (2-pyrrolidonyl )methylJ piperidinium chloride 1 , 4-diethyl-l (or 4)- (2-pyrrolidonyl )methy ] piperazinium chloride 2-methyl-l (or 3)-C (2-pyrrolidonyl )methyl pyrimidinium chloride N-octadecyl-N- (2-pyrrolidonyl )methyl] morpholini m chloride N-octadecyl-N- (2-azacycloheptanonoyl )methyl] morpholinium chloride 4-ethyl-N-C (2-pyrrolidonyl )methyl] quinolinium chloride 4-methyl-N-C (2-pyrrol donyl )methylJ tetrahydroquinolinium chloride 4-ethyl-N- (2-pyrrolidonyl )methylJ isoquinolinium chloride 4-ethyl-N- (2-pyrrolidonyl ) ethylJ tetrahydroiso- quinolinium chloride N-methyl-N-C (2-pyrrolidonyl)methylJ benzisooxazolinium chloride N-ethyl-N-C (2-pyrrolidonyl )methyl] benzthiazolinium chloride N-octadecyl-N- (2-pyrrolidonyl )methyl] indolinium chloride N-dodecyl-N-C (2-pyrrolidonyl )methyl] indolinium chloride 2-hexyl-N-C (2-pyrrolidonyl )methylJ benzimidazolinium chloride - 16 - N-ethyl-N-C (2-pyrrolidonyl)methylJ acridinium chloride N-methyl-N-C(2-pyrrolidonyl )methylJ-9-acridinium chloride N-octadecyl-N-C(2-pyrrolidonyl)methylJ carbazolinium chloride N-C (2-pyrrolidonyl )methylJ thiazepinium chloride N-methyl-N-C (2-pyrrolidonyl)methylJ thiazinium chloride N- (2-pyrro1idonyl)me hyIj an ipyrinium chloride N-C(2-pyrrolidonyl) ethyl] diazinium chloride N-propyl-N-C4-(2-pyrrolidonyl)butyl] pyrazolinium chloride N-dodecyl-N-C2-(2-pyrrolidonyl)ethyl pyrrolinium chloride 1, 2-bis-C2-(2-pyrrolidonyl)ethyl antipyrinium chloride N,N'-bis-C(2-pyrrolidonyl)methylJ nicotinium chloride methylene-bis- N-methyl-N- (2-pyrrolidonyl )methylJ pyrrolium chloride N,N r -dimethyl-N,N'-bis- (2-pyrrolidonyl)methylJ diazacyclohendacanium chloride N,N' -diethyl-N,N'-bis- (2-pyrrolidonyl )methylJ diazacyclotetradecanium chloride and other lower alkyl substituted species of quaternized halides of N-haloalkyl 2-pyrrolidones, 2-piperidones, 2-azacyclohep anones, 2-azacyclσoc anones, 2-azacyclononanones, and 2-azacyclododecanones - 17 - More specifically, the products of this group can be described by the formula: wherein z has a value of zero when the quaternized nitrogen atom is bonded in the heterocyclic ring by a double bond and a single bond and has a value of one when the quaternized nitrogen atom is bonded in the heterocyclic ring by two single bonds. All of the remaining definitions of R, R Q , R Q and m being the 9 8 same as set forth above. wherein m is an integer having a value of from 1 to 4; R is alkylene having from 3 to 8 carbon atoms and is optionally substituted with C, to C . alkyl; R, Λ , 1 4 10 R_ and R- are each independently selected from the group of alkyl, alkylhydroxy, aryl, aralkyl, alkaryl and aralkenyl, said groups each having from 1 to 30 carbon atoms and at least one of R, Q , R~ and R. is a radical having from 8 to 30 carbon atoms; and X~ is a chloride, bromide or iodide anion. - 18 - Preferred compounds within group D are"those wherein m is 1; R is -CH^-CH -CH_-; at least one of R _, R- and R, is methyl and X is a chloride anion. The most preferred compounds of this group are those wherein at least one of R_ and R- is alkyl containing from 8 to 22 carbon atoms. Examples of compounds within this preferred group include: N,N-dimethyl-N-nonyl- (2-pyrrolidonyl)methylJ ammonium chloride N,N-di e hyl-N-decyl-C(2-pyrrolidonyl)methyl ammonium chloride N,N-dimethyl-N-dodecyl- (2-pyrrolidonyl)methyl ammonium chloride N,N-dimethyl-N-tetradecyl-C(2-pyrrolidonyl )methyl ammonium chloride N,N-dimethyl-N-hexadecyl-C(2-pyrroli onyl) ethylJ ammonium chloride N,N-dimethyl-N-octadecyl- (2-pyrrolidonyl)methylJ ammoni m chloride N,N-dimethyl-N-eicosyl-C (2-pyrrolidonyl )methyl ammonium chloride N,N-dimethyl-N-docosyl-C(2-pyrrolidonyl)methyl ammonium chloride N-methyl-N, -didecyl-C(2-pyrrσlidonyl)methylJ ammonium chloride N-methyl-N,N-didodecyl-C(2-pyrrolidonyl)methylJ ammonium chloride N-methyl-N,N-di etradecyl-C(2-pyrrolidonyl) ethyl ammonium chloride N-methyl-N,N-dihexadecyl-C(2-pyrrolidonyl)methylJ ammonium chloride N-methyl-N,N-dioctadecyl-C( -pyrro1idonyl)methylJ ammonium chloride - 19 - N-methyl-N,N-dieicosyl-C (2-pyrrolidonyl )methylJ ammonium chloride and N-methyl-N,N-didocosyl-C (2-pyrrol donyl ) ethylJ ammonium chloride However, it is to be understood that other halide salts and that the following quaternary compounds represent examples also within the scope of this invention. N-methyl-N-ethyl-N-dodecyl-N-C (2-pyrrolidonyl )ethyl ' ammonium salt N-ethyl-N-styryl-N-octadecyl-C(2-pyrrolidonyl )methylJ ammonium salt N, N-dimethyl-N-xylyl-C (2-pyrrolidonyl )methyl ammonium salt N, N-diphenyl-N-octadecyl-C (2-pyrrolidonyl )propyl ammonium salt N-methyl-N,N-bis(dodecylhydroxy)-C (2-pyrrolidonyl )ethylJ ammonium salt N-ethylhydroxy-N-ethyl-N-pyrrolidinyl- (2-pyrrolidonyl )- butyl] ammonium salt N,N-dibutyl-N-hexadecenyl- (2-pyrrolidonyl )methylJ ammonium salt N-methyl-N,N-bis(3-butenylphenyl )-C (2-ρyrrolidonyl )ethylJ ammonium salt N-methyl-N,N-bis(decyl )-C (2-p ' yrrolidonyl)propylJ ammonium salt N-dimethyl-N,N-ditolyl- (2-pyrrolidonyl )bu yl] ammonium salt N,N-dime hyl-N-triacontyl-C (2-pyrrolidonyl)methyl] ammonium salt N,N-dimethyl-N-octadecylphenyl-C (2-pyrrolidonyl )methylJ ammonium salt N,N-didecyl-N-hexadecyl- (2-pyrrolidonyl )methyl ammonium salt N,N,N-tris(octadecyl)-C (2-pyrrolidonyl )ethyl ammonium salt. N,N-diethyl-N-octadecyl C (4-methyl-2-pyrrolidonyl )methylJ ammonium salt N,N,N-tris(3, 5-diethylphenyl)-C (2-pyrrolldonyl)methylJ ammonium salt N-methyl-N,N-dihexadecyl-C(4-butyl-2-pyrrolidony1)methylJ ammonium salt N,N-dimethyl-N-hexadecyl-C (2-piperidinonyl)propyl ammonium salt N-methyl-N,N-dioctadecyl-C(2-azacycloheptanoyl)methyl ammonium salt N-methyl-N,N-ditetradecyl- (2-azacyclononanoyl)methyl] ammonium salt N-methyl-N,N-didodecyl- (2-azacycldecanonγl)ethyl] ammonium salt and others. The present quaternary compounds possess unique properties, among which is their ability to build viscosity, e.g. -for liquids having a viscosity less than 50 centipoises, and also to provide a hair and skin conditioning capability in cosmetic formulations containing anionic surfactants. In the context of this application, "conditioning" includes the functions of moisturizing, softening, cleansing, penetrating, disinfecting, luster enhancing, hair combability, dye leveling, thickening, dye retention and others. These compounds are highly compatible with < . -olefin sulfonates and anionic surfactant salts conventionally employed in shampoos, skin lotions and textile treating products. Their compatibility is such that up to 5% by weight or more of the quaternized compounds can be incorporated in the formulation, a characteristic which permits the formation of effective formulations as liquids or gels. In contrast, most prior quaternary viscosity building conditioning compounds are incorporable only up to 0.5 or 1 wt . percent based on total anionic formulations. The pyrrolidonyl compounds which contain an octadecyl moiety on the quaternary nitrogen are particularly outstanding for their compatabi lity, viscosity building and fiber and hair conditioning properties. The pyrrolidonyl products having a hexadecyl or dodecyl moiety or, those which contain sulfur in the group attached to, the quaternized nitrogen possess antibacterial and fungicidal properties and can be used in the control of dandruff or as a highly compatible preservative in shampoo, hair conditioners and hand or body lotions. It is contemplated that mixtures of pyrrolidonyl compounds, such as those containing C... and C. Q alkyl terminally substituted compounds, can be employed in shampoos, hair condi ioners, skin lotions and textile softeners as an agent which incorporates thickening, scroop, conditioning and preservative qualities in one additive; thus eliminating the need for separate chemical components to accomplish these individual needs. These mixtures may also be used to control dandruff or bacterial infections of the scalp and body skin. Generally, the quaternary compounds of this invention are mixed with a standard formulation of shampoo, cream rinse, hand or body lotion or creams, mouthwash, etc., in an effective amount which ranges from between about 0.05 to about 8% by weight, preferably between about 0.5 and about 5% by weight, of the total formulation. The compatability of the present compounds with anionic (-^ -olefin sulfonates is surprising since most anionic compounds cause precipitation of cationic agents. However, the present compounds in concentrat ons up to 5% by weight show no tendency to precipitate after extended periods including periods up to 6 months or more. - 22 - The quaternary lactam products of this invention are prepared by an economically feasible process which involves the reaction between a N-haloalkyl lactam having a 5 to 10 membered ring and a tertiary amine coreactant. A general equation for the preparation is defined by the equation: wherein m, R, R_ , R_, R_ and X are as defined above and X is chloro, bromo or iodo. Examples of suitable N-haloalkyl lactam reactants include the N-chlorbethyl, N-chloropropyl, N-chlorobutyl, N-chloromethyl, N-bromomethyl and N-iodopropyl derivatives of 2-pyrrolidone, 4-methyl-2-pyrrolidone, 4-butyl-2- pyrrolidone, 2-piperidone, methyl-2-piperidone, 2-azacycloheptanone, 2-azacyclooctanone, 2-azacyclononanone, 2-azacyclσdecanone and C, to C . alkyl substituted derivatives located on an alkylene group in the heterocyclic ring of these lactams. Mixtures of these lactam reactants can also be employed to provide a correspondingly mixed quaternary product, if desired. Of these lactam reactants the N-halomethyl-2-pyrrolidones, _-* N-halomethyl 2-piperidones and 2-azacycloheptanones are preferred and the N-chloromethyl lactams are most preferred. - 23 More specifically, synthesis for the above subspecies can be defined as follows. For subspecies A: wherein m, R, R_, R , R , R , Y and X are as defined above and X is chloro, bromo or iodo.' Preferred tertiary amido amine coreactants employed in the present process include methyl and ethyl tertiary amido amines having one or more Co_ to C_____ alkyl groups, for example N-methyl-N-dodecyl-N-(3-decanamidopropyl ) amine; N-ethyl-N-methyl-N-( -dodecanamidopropyl ) amine; N, -dimethyl-N-(3-tetradecanamidobutyl ) amine; N, N-bis(hydroxyethyl )-N-(2-oc anami oethyl ) amine, N-ethyl-N-decyl-N-(3-octadecanamidopropyl ) amine; N-butyl-N-methyl (2-hexadecanamidoethyl) amine; N,N-dimethyl-N-(4-decanamidobutyl ) amine; N-methyl-N-tetradecyl-N-(butyramidobutyl) amine; N-methyl-N,N-(3-tetradecanamidopropyl ) amine; N-methyl-N-phenyl-N-(3-hexadecanamidopropyl ) amin ; N, N-dibenzyl-N- ( 2-octadecanami doethyl ) ami ne ; N-methyl-N, -bis(3-undecanamidopropyl) amine N-propyl-N,N-bis(3-un ecanamidophenyl) amine etc. Other suitable coreactants including any of the carbamoyl amine counterparts of the above compounds, e.g. - 24 - N-butyl-N, -bisC (decylcarbamoyl)phenylJ amine, and any of the tertiary amines corresponding to the aforenamed quaternized products of this invention, are also suitably employed. Also included in the scope of this invention are tertiary amido amines or carbamoyl amines wherein a C„ to C_ 0 alkyl group represented by R_, R or R- is itself substituted with alkyl or alkoxy of 1 to 4 carbon atoms, phenyl, tolyl, xylyl, halo substituted mono cyclic aromatics, styryl, benzyl, amido. Tris C to C_ alkylamidoalkyl coreactants can also be employed in the reaction, examples of which include tri (3-hexadecanamido¬ propyl) amine, tri (4-oσtadecanamidobutyl) amine, tri (2-dσdecanamidoethyl) amine, tri (3-decanamidopropyl) amine, etc. The most preferred amino coreactants of this invention are those wherein R_ is methyl, R- is methyl or R^-Y-R_ and at least one of R-,, R_ and R_ is Cg to C 22 alkyl. Synthesis for subspecies B can be described as follows: wherein , p, R, R^, R_, R- and X- are as defined above and X is chloro, bromo or iodo. - 25 - The tertiary ..ether amines employed in the above equation include reactive methyl and ethyl tertiary species containing at least one group having 8 to 22 carbon atoms, for example N-methyl-N, -didecyloxy propyl amine, N,N-dimethyl-N-octadecyloxy propyl amine, N, N-dimethyl-N-dodecyloxy ethyl amine, N, -dimethyl-N- hexadecyloxy butyl amine, N, -dimethyl-N-eicosyloxy propyl amine, N-ethyl-N, N-dihexadecyloxy propyl amine and others including any of the ether amines corresponding to the forenamed quaternized products of this invention, e.g. N-methyl-N-ethoxy-N-hexadecyloxy propyl amine, N-phenyl-N,N-didecyloxy propyl amine, N-dodecyl-N, -diethoxy ethyl amine, N-octadecylamidopropyl-N, N-dimethoxy ethyl amine, etc. However, also included in the scope of this invention are reactive ether amines wherein a C_ to C_ group is itself substituted with alkoxy of 1 to 4 carbon atoms, phenyl, benzyl, amido, as well as tertiary ether amines having 1 to 2 aryl groups, eg. phenyl, benzyl, tolyl, xylyl, etc., such as a dibisphenyl ether amine, a ditolyl ether amine, a benzyl phenyl ether amine, and halo substituted phenyl ether amines. Tri- C_ to C σ 2.2. alkoxyalkyl amines "can also be employed in the reaction, examples of which include tris(hexadecyloxypropyl) amine, tris(octadecyloxybutyl) amine, tris(dodecyloxyethyl) amine, tris (decyloxypropyl ) amine, etc. The preferred ether amine reactants of this invention are those defined by the formula: R-O(CH-) -N-R- 3 2 p ( 2 wherein R 2 is methyl, R 3 is methyl or -(CH 2 ) OR. and R- is C„ to C_ 2 alkyl. - 26 - Synthesis for "subspecies C is described as follows wherein m, R, R_, R g and X are as defined above and X is chloro, bromo or iodo. Examples of suitable lactam reactants. include the N-chloromethyl, N-bromomethyl and N-iodomethyl derivatives of 2-pyrrolidone, 4-methyl-2-pyrrolidone, 4-butyl-2-pyrrolidone, 2-piperidone, methy1-2-piperidone, 2-azacycloheptanone, 2-azacyclooctanone, 2-azacyclononanone, 2-azacyclodecanone and C to C alkyl derivatives substituted on an alkylene group in the heterocyclic ring of these lactams. Mixtures of these lactam reactants can also be employed to provide a correspondingly mixed quaternary product, if desired. Of these lactam reactants the N-halomethyl-2-pyrrolidones and N-halomethyl caprolactams are preferred and the N-chloromethyl lactams are most preferred. Suitable nitrogen heterocyclic amino coreactants include any of the compounds defined by the aforementioned R--N-R. heterocyclic group. Preferred of this group are pyridine, oxazolidine and N-alkyl substituted pyrrolidines, piperidines, morpholines and imidazoles wherein most preferably the alkyl bonded to the heterocyclic nitrogen contains from 8 to 20 carbon atoms. Also, the most preferred heterocyclic amine coreactants of this invention are those wherein R_ is a hydrocarbon group having a total of 4 or 5 carbon.atoms. - 27 - The preparation for subspecies D can be described as follows: wherein m, R, R ιn I- ' -, and X are as defined above and X is chloro, bromo or iodo. Preferred tertiary amine coreactants employed in the reaction of group D include reactive methyl and ethyl tertiary amines having one or two C_ to C_- alkyl groups, for example N-methyl-N,N-didecyl amine, N, -dimethyl-N-octadecyl amine, N,N-dimethyl-N-dodecyl amine, N, -dimethyl-N- hexadecyl amine, N, -dimethyl-N- eicosyl amine, and N-ethyl-N,N-dihexadecyl amine. However, also included in the scope of this invention are reactive amines wherein a C„ to C__ alkyl group is itself substituted with alkoxy of 1 to 4 carbon atoms, phenyl, benzyl, amido, can'be employed, as well as tertiary amines having 1 to 3 aryl groups, eg. phenyl, benzyl, tolyl, xylyl, etc., such as triphenyl amine, dimethyl tolyl amine, ethyl di (phenyl) amine, methyl di(nonylphenyl) amine, dimethyl chlorophenyl amine and other halo substituted phenyl amines. Tri- Co to C 22 alkyl amines can also be employed in the reaction, examples of which include trihexadecyl amine, trioctadecyl amine, tridodecyl amine, tridecyl amine, etc. Also included are heterocyclic tertiary amines such as morpholine, imidazoline, piperazine, pyridine etc. - 28 - The most preferred amine coreactants of this invention are those defined by the formula wherein R, is methyl, is methyl or C„ to C- alkyl and R 3 is C_ to C_- alkyl. The above processes are effected by reacting the haloalkyl lactam and the tertiary amine coreactant at a temperature between about 25° and about 150°C, preferably between about 60° and about 100°C, under a pressure of from about 0 to about 50 psig, preferably atmospheric pressure, for a period up to about 10 hours, although usually not more than 5 hours is required to complete the reaction. The process is effected by reacting the haloalkyl lactam and the nitrogen heterocyclic amino coreactant at a temperature between about 25° and about 120°C, preferably between about 60° and about 100°C, under a pressure of from about 0 to about 50 psig, preferably atmospheric pressure, for a period up to about 10 hours, usually not more than 5 hours is required to complete the reaction. From the above equations, it is seen that most often stoichometric amounts of haloalkyl lactam and amine are used in the reaction. However, an excess of one. or the other of the components is practicable in the process. Generally, for economic considerations, and where the coreactant contains a single quaternizable site, a mole ratio of between 1:1.5 and about 1.5:1 is employed; although, a slight excess of the tertiary amino coreactant to insure complete reaction of the lactam is recommended. Accordingly, the most preferred mole ratio of lactam to amine is about 1:1.01 - 1:1.03. It is to be understood, however, that in instances where more than one quaternizable site is present in the coreactant, the molar amount of the haloalkyl lactam can be increased accordingly, depending on the degree of quaternization desired. It is recommended that the haloalkyl lactam be added gradually or dropwise to the amine at the beginning of the ensuing exothermic reaction. Generally, at the completion of the reaction, a solid product is formed and recovered. Since the reaction is quantitative, the product can be used as is or, when a slight excess of the amine is employed, it can be neutralized with a weak acid such as acetic, lactic or citric acid. For incorporating into a standard formulation of shampoo, cream rinse, hand or body lotion, textile treating solution etc., the present product is dissolved in an inert solvent such as water, propylene glycol, ethanol, etc., and the solution in the desired amount is mixed into the formulation to provide a homogeneous liquid, gel, cream or lotion. Incorporation of the present product is usually affected at room temperature under atmospheric pressure and requires no special formulating technique. However, for certain formulations incorporation of the present product can be effected at temperatures up to about 85°C. Amphoteric- containing shampoo formulations are best prepared by initially preparing an aqueous solution of the quaternized product and the amphoteric surfactant and then adding the solution to the shampoo formulation. Having generally described the invention, reference is now had to the accompanying examples which set forth preferred embodiments, but which are not to be construed as limiting to the scope of the invention as more broadly set forth above and in the appended claims. - 30 - The preparations and testing of the various compounds of this invention are based on the individual subspecies A-D set forth above and are separately reported below. However, it is found that all of the compounds within the scope of this invention share a community of properties and uses and can be employed interchangeably. GROUP A EXAMPLE I To a 1 liter, 4-neck flask equipped with mechanical stirrer, reflux condenser, thermometer, and dropping funnel is added N, N-dimethyl-N-(3-octadecanlamido propyl) amine (0.505 mole) which is heated with stirring to 70°C. under N blanket after which the heating source is removed and N-chloromethyl-2-pyrrolidone (0.5 mole) is added to the amine dropwise over a period of 25 minutes. An exothermic reaction ensues and is controlled at 100°C. by the rate of addition of N-chloromethyl-2-pyrrolidone. The reaction mixture changes from a liquid to a paste during the addition of N-chloromethyl-2-pyrrolidone and finally to a solid on completion of the reaction. The yield of N, N-dimethyl-N-C (2-pyrrolidonyl)methylJ-N-(3- octadecanamidopropyl) ammonium chloride, m.p. 45-50 β C. is quantitative; the content of the quaternary product being determined by titra ion. (Mercuric Acetate method as described by Sidney Siggia, "Quantitative Organic Analysis via Functional Group", 1963, 3d Ed., John Wiley & Sons, pages 552-554) . - 31 - EXAMPLE I I The reaction of Example I was repeated except that the amine used was N,N-dimethyl-N-(3-docosanamidopropyl ) amine (at a 2% molar excess with respect to N-chloromethyl-2-pyrrolidone) . The product, N,N-dimethyl-N-C (2-pyrrolidonyl )methylJ-N- (3-docosanamidopropyl) ammonium chloride, was recovered in quantitative yield. EXAMPLE III The reaction of Example II is repeated except that the amine used is N,N-dimethyl-N-(2-decanamidoethyl ) amine. The corresponding N, -dimethyl-N-C (2-pyrrόlidinyl )- methyl]-N-(2-decanamidoethyl ) ammonium chloride, is recovered in quantitative yield. EXAMPLE IV The reaction of Example II is repeated except that the amine used is N-methyl-N,N-bis-(2-decanamido- ethyl ) amine. The corresponding N-methyl-N-C (2-pyrrolidonyl )m thyl]-N, -bis-(2-decanamidσ- ethyl ) ammonium chloride, is recovered- in quantitative yield. EXAMPLE V The reaction of Example II is repeated except that the amine used is N-hexadecyl-N-methyl-N-(4-octanamidobutyl) amine. The corresponding N-hexadecyl-N-methyl-N-C(2-pyrrolidonyl )- methylJ-N-(4-octanamidobutyl ) ammonium chloride, is recovered in quantitative yield. EXAMPLE VI The reaction of Example II is repeated except that the amine used is N-(hydroxypropyl)-N-methyl-N- (2-tetradecanamidoethyl) amine. The corresponding N-(hydroxypropyl)-N-methyl-N- (2-pyrrolidonyl )methylJ-N- (2-tetradecanamidoethyl) ammonium chloride, is recovered in quantitative yield. EXAMPLE VII The reaction of Example II is repeated except that the amine used is N,N-dioctadecyl-N-(3-hexanamidopropyl) amine. The corresponding N,N-dioctadecy1-N- (2-pyrro1idonyl)methyl]-N-(3-hexanamido¬ propyl) ammonium chloride, is recovered in quantitative yield. EXAMPLE VIII The reaction of Example II is repeated except that the amine used is N,N-didecyl-N-(2-propionamidoethyl) amine. The product, N,N-didecyl-N-C (2-pyrrolidonyl)methyl -N-(2-propionamido- ethyl) ammonium chloride is recovered in quantitative yield. EXAMPLE IX The reaction of Example II is repeated except that the amine used was N-methyl-N,N-bis(3-undecanamidopropyl) amine. The product N-methyl-N-C (2-pyrrolidonyl)methyl -N, N-bis(3-undecanamido¬ propyl) ammonium salt was obtained in quantitative yield. - 33 - EXAMPLE X The reaction of Example II is repeated except that the amine used is N,N-dimethyl-N- (2-octadecylcarbamoyl )phenylj amine. The corresponding N,N-dimethyl-N-C (2-octadecylcarbamoyl )phenyl -N- (2-pyrroli- donyl )methyl] ammonium chloride is recovered in high yield. EXAMPLE XI The reaction of Example II is repeated except that the amine used is N,N,N-tr s(pentadecanamidophenyl ) amine. The corresponding N-C (2-pyrrolidonyl )methy1]-N,N,N-tris(pentadecanamido¬ phenyl) ammonium salt is. obtained in high yield.. EXAMPLE XII The reaction of Example II is repeated except that the amine used is N,N-dimethyl-N-(3-docosanamidopropyl ) amine. The product, N, N-dimethyl-N-C (2-pyrrolidonyl )methyl]-N-(3-docosanamido¬ propyl) ammonium chloride, mp. 62-66°C._ obtained in quantitative yi'eld. EXAMPLE XIII The reaction of Example II is repeated except that the lactam used is N-brσmomethyl-2-azacycloheptanone. A high yield of the product, N, N-dimethyl-N-C (3-azacyσloheptanonyl )methyl] (3-docosanamidopropyl) ammonium bromide is recovered as a solid. Other products described herein are prepared by the general procedure outlined above with the substitution of the desired 2-pyrrolidonyl-, 2-piρeridonyl-, 2-azacycloheptanonyl-, 2-azacycloctanonyl-, 2-azacyclononanonyl-, or 2-azacyclodecanonyl- lactam reactant and/or the substitution of the desired tertiary amine. - 34 - Although all of the present quaternized compounds possess excellent surfactant properties, certain members are particularly recommended for incorporation into specific types of cosmetic formulations. Table I lists some of such uses for individual quaternized products within the scope of this invention, together with a brief description of the benefits derived from their incorporation. Generally, the present products are added to the formulations in amounts between about 0.1 and about 5 wt. %, based on active ingredients. The quaternized compounds in Table I have the general formula: except No. 15 which has the formula: and No. 16 which has the formula: TABLE I Compd where For Formula¬ Benefits Achieved 3-octadecan- cream rinse improved wet/dry amidopropyl combing improved or luster & shine 4-(oσtadecyl- carbamoyl ) phenyl 3-octadecan- hair condi¬ improved wet/dry "amidopropyl tioner combing overall or conditioning & 4-hexadecan- improved luster & shin amidobutyl 3-hexadecan- blow-dry styl¬ protection from amidopropyl ing lotion heat, improved luster, • or shine, body & overall 2-octadecan- conditioning, preser¬ amidoethyl vation and styling 3-octadecan- moisturizing facilitates rub-in, amidopropyl lotion smoother feel & high or σompatability wi h undecan- other components amidophenyl 3-octadecan- bubble bath high compatab lity, amidopropyl smooth after-feel & or viscosity enhancement 4-oσtadecan- amidophenyl 2-hexadecan- mouthwash good germidical amidoethyl properties clean, pleasant taste 3-dodecan- syndet bar high compatability & amidopropyl improved feel 3-octadecan- after-sun high compatability, amidopropyl lotion smoother feel & or facilitates rub-in hexadecyl- carbamoyl- phenyl TABLE I (Continued) 3-octadecan- non-alcoholic conditioning, improved amidopropyl mousse body, luster & shine, softer feel 2-octadecan- self-heating high compatability, a idoethyl aerosol shave smoother skin feel, cream thermal stability & improved spreadability 3-octadecan- mousse hand improved rub-in and amidopropyl & body smoother after-feel or lotion hexadecan- amidophenyl Compound where conditioning combined overall con¬ Z is a mixture shampoo ditioning and cleaning, of 3-octadecan- compatability with amido propyl + anionic components, 3-hexadecan- improved wet/dry amidopropyl in combing, luster & n-dodecyl-2- ' shine, viscosity pyrrolidone enhancement & extra body Compound where oily hair "greaseless" condit¬ Z is 2-octa- shampoo ioning, viscosity decanamido enhancement & improved ethyl in wet/dry combability, n-dodecyl-2- shine & luster pyrrolidone Compound where hair mist improved wet/dry comb¬ Z is a mixture conditioner ability, luster & of 3-octa- shine, preservation decanamido- and conditioning propyl and 2- hexadecanamido ethyl hot oil improved conditioning, treatment luster, shine, wet/dry combability, hair body & preservation after shave improved rub-in, skin balm conditioning & preser¬ vation and smoother skin feel - 37 - TABLE I (Continued) 15 3-octadecan- conditoning dry compatability, amidopropyl hair spray improved luster, shine and manageability. 16 dodecanamido- sun blocking filters out harmful phenyl agent rays good skin substantivity 17 octanamido- sun tan agent filters out harmful phenyl rays good skin substantivity 18 hexadecyl- sun tan agent filters out harmful carbamoyl- and hair rays good skin phenyl conditioner substantivity plus good hair combability 19 • decanamido- hair improved hair tolyl condi ioner combability, luster and shine 20 nonanamido- sun tan filters out harmful xylyl agent rays good skin substantivity Examples of specific formulations for the above uses achieving the benefits noted are presented as follows. - 38 - CREAM RINSE Ingredients _______________ Compounds No. 1 in Table I 270 cetyl alcohol 2.0 emulsifying wax 2.0 citric acid to pH 4 deionized water qs fragrance qs preservative qs HAIR CONDITIONER Ingredients Parts by Weight Compounds No. 2 in Table I 4.0 PEG-8 -Distearate 2.5 mineral oil 1.5 lanolin alcohol 1.0 stearic acid 1.0 PPG-20 methyl glucose ether 1.0 hydrolized animal protein 0.25 citric acid to pH 4 deionized- water qs preservative qs fragrance qs BLOW DRY STYLING LOTION Ingredients Parts by Weight Compounds No. 3 in Table I 1. ethanol 3. polyquaternium* 11 2. PEG-10 Castor oil 0. fragrance 0. phosphoric acid to pH 6 deionized water qs CONDITIONING HAIR SPRAY Ingredients Parts by. Weight Compound No. 15 in Table I 0.6 ethanol 75.0 ethyl ester of PVM/MA** copolymer 4.1 2-amino-2-methyl-l-propanol 99% 0.1 fragrance 0.2 propellant 20.0 * the quaternized ammonium polymer formed by reacting dimethyl sulfate and a copolymer of vinyl pyrrolidone and dimethylamino methylacrylate ** vinyl methyl ether/maleic anhydride - 39 - CONDITIONING SHAMPOO Ingredients Parts by Weight Compound mixture of No. 12 in Table I Z is 3-hexadecanami opropyl 1.5 Z is 3-octadecanamidopropyl 1.5 N-dodecyl-2-pyrrolidone 0.6 polyquaternium 11 0.5 sodium laureth-4-phosphate 0.8 ammonium lauryl sulfate 40.0 silk protein 0.25 tetrasodium ethylenediamine tetra-aσetic acid 0.2 deionized water qs colorant qs fragrance qs MOISTURIZING LOTION Ingredients ' Parts by Weight Compounds No. 4 in Table I 2.0 mineral oil 70 CTS 2.0 stearic acid 3 . 0 emulsifying wax 3.0 Dimethicone* 200 CTS 1.5 Carbomer 934** 0.15 Oleth-20*** 1.0 triethanolamine 98% 1.0 deionized water qs preservative qs fragrance qs * a mixture of methylated siloxane polymers end-blocked with trimethyl siloxy units (dimethylpolysiloxane) ** cross-linked polymer of acrylic acid *** PEG ether of oleyl alcohol - 40 - BUBBLE BATH Ingredients Parts by Weight Compounds No. 5 in Table I 3.0 ammonium nonoynoI-4-sulfate 30.0 sodium cocoyl isothionate 10.0 cocamidopropyl hydroxysultaine 10.0 cocamide diethanolamide 6.0 sodium methyl cocyl taurate 20.0 aloe vera gel 1.0 coconut oil 1.0 glycol stearate 1.0 deionized water qs preservative qs colorant qs SHAMPOO FOR OILY HAIR Ingredients Parts by Weight Compound No. 13 in Table I 3.0 n-dodecyIpy ro1idone 1.0 tetrasodium ethylenediamine tetra-acetic acid 0.2 sodium lauryl sulfate 20.0 alpha-olefin sulfonate 20.0 polyquaternium 11 0.5 deionized water qs preservative qs colorant qs fragrance qs added inorganic salts as desired for viscosity modification MOUTHWASH Ingredients Parts by Weight Compound No. 6 in Table I 0.05 alcohol, 190° 20.00 thymol 0.03 glycerine 10.00 flavor 2.0 distilled water qs polysorbate 80 2.00 2985 - 41 - SYNDET BAR (Superfatted) Ingredients Parts by Weight Compound No. 7 in Table I 0.5 stearic acid, triple pressed 32.00 kettle soap 9.80 sodiumcocoyl isethionate 49.00 sodium methyl cocoyl taurate 6.90 citric acid, 50% aqueous 0.60 titanium dioxide 0.20 fragrance 1.00 WATER RESISTANT EMOLLIENT AFTER SUN LOTION Ingredients Parts by Weight Compounds No. 8 in Table I 3.0 mink Oil, Light Fraction 11.00 glyceryl stearate, self emulsifying 1.00 stearic acid 2.50 mineral oil and lanolin alcohol 2.00 myristyl myristate 3.000 mineral oil 10.00 PVP/Eicosene copolymer 2.00 triethanolamine 0.70 sorbitol 3.00 hydroxyethylcellulose 0.30 distilled water qs preservative qs fragrance qs NON-ALCOHOLIC CONDITIONING MOUSSE Ingredients Parts by Weight Compound No. 9 in Table I 5.00 PVP K-30 2.00 Oleth-20 0.50 fragrance qs deionized water . 77.50 propellant A-46 15.00 - 42 SELF-HEATING AEROSOL SHAVING CREAM Employed dual dispensing valve for metering oxidant from H2O2 container and reductant from aerosol can. Ingredients Parts by Weight Compound No. 10 in Table I 2.00 stripped coconut fatty acid 1.10 sorbitol 10.00 stearic acid 4.20 PEG-40 soritan peroleate 2.00 triethanola ine 3.00 potassium hydroxide 1.00 potassium sulfite 9.00 fragrance 0.80 butyrated hydroxy toluene (BHT) 0.01 butyrated hydroxy anisole (BHA) 0.01 deionized water qs propellant qs HAIR MIST CONDITIONER (w/o added preservati e) Ingredients Parts by Weight 50/50 Mixture No. 14 in Table I 1.00 propylene glycol dicaprylate/ dicaprate copolymer 0.30 oleamidopropyl dimethylamine 0.50 deionized .water 98.2 CATIONIC MOUSSE HAND/BODY LOTION (Used 85 Parts of the following formula to 15 parts propellant A-46) Ingredients Parts by Weight Compounds No. 11 in Table I 0.50 acetylated polyoxyethylene lanolin .2.00 ethσxylated lanolin alcohols 1.00 glyceryl stearate, self-emulsifying 5.50 cetyl alcohol 1.50 mineral oil, 70 CTS 1.50 stearyl alcohol 1.50 glycerin 3.00 isopropyl myristate 4.00 dimethicone, 100 CTS 2.00 water qs preservative qs fragrance qs - 43 - HOT OIL TREATMENT - (w/o added preservative) Ingredients Parts by Weight 50/50 mixture No. 14 in Table I 1.50 oleamidopropyl dimethyl amine 1.00 polyethylene glycol 6000 distearate 2.00 hexylene glycol 4.00 lactic acid, 88% to pH 4.4 color qs deionized water qs AFTER SHAVE BALM Ingredients Parts by Weight 50/50 mixture No. 14 in Table I 1.00 Carbomer 941 0.20 tetrasodium ethylene diamine tetra- acetic acid 0.10 cetearyl alcohol* and polyethylene glycol ether of cetearyl alcohol 2.50 isopropyl myristate . 1.00 01eth-20 1.00 methyl gluceth 20 2.00 triethanolamine, 98% 0.20 propylene glycol 3.00 SDA denatured alcohol 7.50 PVP/dimethylaminoethyl methacrylate 7.00 fragrance 1.00 distilled water qs * 50/50 mixture of cetyl and stearyl alcohols - 44 - SUN BLOCK LOTION Ingredients Parts -by Weight Compound No. 16 in Table I 7.93 Acetylated lanolin 1.22 Isooctyl acrylate/octadecyl acrylate/acrylic acid terpolymer (mol ratio = 40/40/20) 3.05 C _ 3 isoparaffin solvent 9.15 Isopropyl palmitate 9.15 Isostearyl alcohol 4.27 Carnation mineral oil 4.27 Deionized water 60.96 SKIN TANNING LOTION Ingredients Parts by Weight Compound No. 19 in Table I 5.0 Cetyl alcohol, NF 3.6 Cσceth-6 0.9 Hydroxyethylcellulose (Cellosize QP-100 M; Union Carbide Corp.) 0.6 PEG-8 (humectant) 1.0 Perfume 0.4 Titanium dioxide 0.15 Ethanol 53.5 Water (balance) 35% The above examples are representati e or preferred embodiments of the present invention; however, it will be understood that other species of instant quaternized lactams can be substituted in the above formulations to provide the benefits indicated. Also, in the preparation of the quaternized lactams described in Examples I-XIII, other lactam and/or tertiary amine reactants described herein can be substituted to provide the corresponding quaternized products which are also included within the scope of this invention. Particularly recommended among these substituted species are the halomethyl-2-piperidonyl reactants and the other tertiary amido amine reactants which also provide useful bactericidal and viscosity enhancing properties. - 45 - GROUP B EXAMPLE XIV To a 1 liter, 4-neck flask equipped with mechanical stirrer, reflux condenser, thermometer, and dropping funnel is added N, N-dimethyl-N-C3-(octadecyl- oxy)propylJ amine (0.505 mole) which is heated with stirring to 70°C. under N ? blanket after which the heating source was removed and N-chloromethyl-2-pyrrolidone (0.5 mole) is added to the ether amine dropwise over a period of 25 minutes. An exothermic reaction ensues and is controlled at 100°C. by the -rate of addition of N-chloromethyl-2- pyrrolidone. The yield of Iqiuid N,N-dimethyl-N-C3-(σctadecyl- σxy)propyl1-N-C (2-pyrrolidonyl )methyl] ammonium chloride is quantitative which is determined by titration. (Mercuric Acetate method as described by Sidney Siggia, "Quanti ative Organic Analysis via Functional Group", 1963, 3d Ed., John Wiley & Sons, pages 552-554). EXAMPLE XV The reaction of Example XIV is repeated except that the ether amine used is N,N-dimethyl-N-C2-(hexa- decyloxy)ethyl amine (2% molar excess with respect to N-chloromethyl-2- pyrrolidone). The product, N,N-dimethyl-N-C -(hexadecyloxy)ethyl -N-C (2-pyrrσlidonyl )• methylj ammonium chloride is neutralized with acetic acid and recovered in quantitative yield. - 46 - EXAMPLE XVI The reaction of Example XV is repeated except that the ether amine used is N,N-dimethyl-N-C4-(tetra- decyloxy)butylJ amine. The corresponding N, -dimethyl-N-C4-(tetradecyloxy)butylJ-N- (2-pyrrolidonyl) methylj ammonium chloride is recovered in quantitative yield. EXAMPLE XVII The reaction of Example XV is repeated except that the ether amine used is N,N-dimethyl-N-C3-(dodecyl¬ oxy)propylJ amine. The corresponding N,N-dimethyl-N-C3- dodecyloxy)propylJ-N- (2-pyrrolidonyl)methylJ ammonium chloride is recovered in quantitative yield. EXAMPLE XVIII The reaction of Example XV is repeated except that the ether amine used is N,N-dimethyl-N-C3-(decyloxy) propylJ amine. The corresponding N,N-dimethyl-N-C3-decyloxy)propyl -N- (2-pyrrolidonyl) methylj ammonium chloride is recovered in quantitative yield. EXAMPLE XIX The reaction of Example XV i-s repeated except that the ether amine used is N-methyl-N-octadecyl-N-C3- (octyloxy)propylJ amine. The corresponding N-methyl-N-octadecyl-N-C3-(octyloxy)propyl -N- (2-pyrroli- donyl) methylj ammonium chloride is recovered in quantitafive yield. EXAMPLE XX The reaction of Example XV is repeated except that the ether amine used is N,N-C3-di (octadecyloxy)propyl]-N-methyl amine. The corresponding N-methyl-N,N- 3-di (octa ecyloxy)propyl J-N- (2-pyrrolidonyl ) methyl] ammonium chloride is recovered in quantitative yield. EXAMPLE XXI The reaction of Example XV is repeated except that the ether amine used is N, -didecyl-N-C2-(methyloxy) ethyl] amine. The product, N-C2-(methy1oxy)ethy1]-N,N-didecyl-N- (2-pyrrolidonyl ) methyl] ammonium chloride is obtained in quanti ative yield. EXAMPLE XXII The reaction of Example XV is repeated except that the ether amine used is N, N-dimethyl-N-C3-(tridecyloxy)propyl] amine. The product, N,N-dimethyl-N-C (2-pyrrolidonyl )methyl J-N-C3-(tridecyloxy) propyl] ammonium chloride is obtained in quantitative yield. EXAMPLE XXriI The reaction of Example XV is repeated except that the lactam used is N-bromomethyl-2-caprolactam, the N, N-dimethyl-N-C2-(hexadecyloxy)ethylJ-N- (2-azacyclo- heptanonyl)methylJ ammonium bromide is recovered as a solid product. Other lactam containing products described herein are prepared by the general procedure outlined above with the substitution of the desired 2-pyrrolidonyl-, 2-piperidonyl-, 2-azacycloheptanonyl-, 2-azacycloctanonyl-, 2-azacyclononanoyl-, or 2-azacyclodecanonyl- lactam reactant and/or the substitution of the desired tertiary ether amine. Although all of the present quaternized compounds possess excellent surfactant properties, certain members are particularly recommended for incorporation into specific types of cosmetic formulations. Table -II lists some of such uses for individual quaternized products within the scope of this invention, together with a brief description of the benefits derived from their incorporation. Generally, the present products are added to the formulations in amounts between about 0.1 and about 5 wt. %, based on active ingredients. The quaternized compounds in Table II have the general formula: except No. 16 which has the formula: TABLE I I Compd where For Formula¬ Benefits Achieved X' is tion In C3-(octadecyl cream rinse improved wet/dry oxy)propyl] combing improved luster & shine C4-(octadecyl- hair condi- improved wet/dry oxy)butyl] tioήer combing overall or conditioning & C3-(15-octa- improved luster & shine decen-1-yl- oxy)propyl] C2-(hexadecyl- blow-dry styl ¬ protection from oxy)ethyl] i ng lot i on heat, improved luster, shine, body & overall • conditioning, preser¬ vation and styling C3-(alkyloxy) moisturizing facilitates rub-in, propyl] where lotion smoother feel & high alkyl is a compatability with mixture of other components C 12 to C 15 derived from NEODOL 25 C3-(octadecyl- bubble bath high compatabi 1i y, oxy)propyl] smooth after-feel & or viscosity enhancement C5,6-(diethyl) heptyl-1-yl- oxy)propyl ] C3-(dodecyl- mouthwash good germidical oxy)propylJ properties clean, pleasant taste C3-(octa- syndet bar • high compatability & decyloxy) improved feel propyl] TABLE II (Continued) C4-(octa- after-sun high compatability, decyloxy) lotion smoother feel & butyl] facilitates rub-in or C4-(ll- dodecen-1- yloxy)butyl] C2-(octa- non-alcoholic conditioning, improved decyloxy) mousse body, luster & shine, ethyl] softer -feel C2-(octa- self-heating high compatability, decyloxy) aerosol shave smoother skin feel, methylj cream thermal stability & improved spreadability C4-(octa- mousse hand improved rub-in and decyloxy) & body smoother after-feel butyl] lotion C3-(alkoxy) mousse hand improved rub-in and propyl] in & body smoother after-feel which alkyl lotion is a 50/50 mixture of and C g compd. where conditioning combined overall con¬ X' is C3 shampoo ditioning and cleaning, (octa- compatabi lity with decyloxy) anionic components, propyl] improved wet/dry + compd. combing, luster & where X' is shine, viscosity C3-(hexa- enhancement & extra decyloxy) body propyl] combined in n-dodecyl-2- pyrrolidone TABLE II (Cont inued) 14 compd. where oily hair "greaseless" condit¬ X' is C4- shampoo ioning, viscosity (oσta- enhancement & improved decyloxy) wet/dry combability, butyl] shine & luster <_. in n-dodecyl-2- pyrrolidone 15 compd. where hair mist improved wet/dry comb¬ X' is C4- conditioner ability, luster & octadecyl- shine, preservation oxy) and conditioning butyl] + compd. where X' is C4-(hexa- decyloxy) butyl] hot oil improved conditioning, treatment luster, shine, wet/dry combability, hair body & preservation after snave improved rub-in, skin balm conditioning & preser¬ vation and smoother skin feel 16 C3-di (ocfca- conditoning dry compatabi1ity, decyloxy) ** hair spray improved luster, shine propyl] and manageability. Examples of specific formulations for the above uses achieving the benefits noted are presented as follows. EXAMPLE XXIV CREAM RINSE Ingredients Parts by Weight Compound No. 1 in Table II 2.0 cetyl alcohol - 2.0 emulsifying wax 2.0 citric acid to pH 4 deionized water qs fragrance qs preservative qs HAIR CONDITIONER Ingredients Parts by Weight Compounds No. 2 in Table II 4.0 PEG-8 Distearate 2.5 mineral oil 1.5 lanolin alcohol 1.0 stearic acid 1.0 PPG-20 methyl glucose ether . 1-0 hydrolized animal protein 0.25 citric acid to pH 4 deionized water qs preservative qs fragrance qs BLOW DRY STYLING LOTION Ingredients Parts by Weight - Compound No. 3 in Table II 1.5 ethanol 3.0 polyquaterniu * 11 2.0 PEG-10 Castor oil 0.2 fragrance 0.2 phosphoric acid to pH 6 deionized water -qs CONDITIONING HAIR SPRAY Ingredients Parts by Weight Compound No. 16 in Table II 0.6 ethanol 75.0 ethyl ester of PVM/MA** copolymer 4.1 2-amino-2-methyl-l-propanol 99% 0.1 fragrance 0.2 propellant 20.0 * the quaternized ammonium polymer formed by reacting dimethyl sulfate and a copolymer of vinyl pyrrolidone and dimethylamino methylaerylate ** vinyl methyl ether/maleic anhydride CONDITIONING SHAMPOO Ingredients " Parts by Weight Compounds of the type in Table II where X' is a mixture of C3-(dodecyloxy)propyl] and 1 . . 5 3-(tetradecyloxy)propyl] 1 . , 5 <&. N-dodecyl-2-pyrrolidone 0. 6 polyquaternium 11 0. 5 sodium laureth-4-phosphate 0 . 8 ammonium lauryl sulfate 40. 0 silk protein 0 . 25 tetrasodium ethylenediamine tetra-acetic acid 0 . 2 deionized water qs colorant qs fragrance qs MOISTURIZING LOTION Ingredients Parts by Weight Compound No. 4 in Table II 2.0 mineral oil 70 CTS 2.0 stearic acid .3.0 emulsifying wax 3.0 Dimethicone* 200 CTS - . 1.5 Carbomer 934** 0.15 01eth-20*** 1.0 triethanolamine 98% 1.0 deionized water qs preservative qs fragrance qs * a mixture of methylated siloxane polymers end-blocked with trimethyl siloxy units (dimethylpolysiloxane) ** cross-linked polymer of acrylic acid *** PEG ether of oleyl alcohol . BUBBLE BATH Ingredients Parts by Weight Compounds No. 5 in Table II 3.0 ammonium nonoynol-4-sulfate 30.0 sodium cocoyl isothionate 10.0 cocamidopropyl hydroxysultaine 10.0 cocamide diethanolamide 6.0 sodium methyl cocyl taurate 20.0 aloe vera gel 1.0 coconut oil 1.0 glycol stearate 1.0 deionized water qs preservative . qs colorant qs SHAMPOO FOR OILY HAIR Ingredients Parts by Weight Compound No. 14 in Table II 3.0 n-dodecylpyrrolidone 1.0 tetrasodium ethylenediamine tetra-acetic acid .0.2 sodium lauryl sulfate 20.0 alpha-olefin sulfonate 20.0 polyquaternium 11 0.5 deionized water " ' qs preservative qs colorant qs fragrance qs added inorganic salts as desired for viscosity modification MOUTHWASH Ingredients Parts by Weight Compound No. 6 in Table II 0.05 alcohol, 190° 20.00 thymol . 0.03 glycerine 10.00 flavor 2.0 distilled water qs polysorbate 80 2.00 - - 55 - SYNDET BAR (Superfatted) Ingredients Parts by Weight Compound No. 7 in Table II 0.5 stearic acid, triple pressed 32.00 kettle soap 9.80 sodiumcocoyl isethionate 49.00 sodium methyl cocoyl taurate 6.90 citric acid, 50% aqueous 0.60 titanium dioxide 0.20 fragrance 1.00 WATER RESISTANT EMOLLIENT AFTER SUN LOTION Ingredients Parts by Weight Compounds No. 8 in Table II 3.0 mink Oil, Light Fraction 11.00 glyceryl stearate, self emulsifying 1.00 stearic acid 2.50 mineral oil and lanolin alcohol 2.00 myristyl myristate 3.000 mineral oil 10.00 PVP/Eicosene copolymer 2.00 triethanolamine 0.70 sorbitol , 3.00 hydroxyethylcellulose 0.30 distilled water qs preservative qs ' fragrance qs NON-ALCOHOLIC CONDITIONING MOUSSE Ingredients Parts by Weight Compound No. 9 in Table II 5.00 PVP K-30 2.00 01eth-20 0.50 fragrance qs deionized water 77.50 propellant A-46 " 15.00 SELF-HEATING AEROSOL SHAVING CREAM Employed dual dispensing valve for metering oxidant from H 2 02 container and reductant from aerosol can. Ingredients _. Parts by Weight Compound No. 10 in Table II 2.00 stripped coconut fatty acid 1.10 sorbitol 10.00 stearic acid 4.20 PEG-40 soritan peroleate 2.00 triethanolamine 3.00 potassium hydroxide 1.00 potassium sulfite 9.00 fragrance 0.80 butyrated hydroxy toluene (BHT) 0.01 butyrated hydroxy anisole (BHA) 0.01 deionized water qs propellant qs HAIR MIST CONDITIONER (w/o added preservative) Ingredients Parts by Weight 50/50 Mixture No. 15 in Table II 1.00 propylene glycol dicaprylate/ dicaprate copolymer 0.30 olea idopropyl dimethylamine 0.50 deionized water 98.2 CATIONIC MOUSSE HAND/BODY LOTION (Used 85 Parts of the following formula to 15 parts propellant A-46) Ingredients Parts by Weight Compound No. 11 in Table II 0.50 acetylated polyoxye hylene lanolin 2.00 ethoxylated lanolin alcohols 1.00 glyceryl stearate, self-emulsifying 5.50 cetyl alcohol 1.50 mineral oil, 70 CTS " 1.50 stearyl alcohol 1.50 glycerin 3.00 isopropyl myristate 4.00 di ethicone, 100 CTS 2.00 water qs preservative qs fragrance qs - 57 - HOT OIL TREATMENT - (w/o added preservative) Ingredients Parts by Weight 50/50 mixture No. 15 in Table II 1.50 oleamidopropyl dimethyl amine 1.00 polyethylene glycol 6000 distearate 2.00 hexylene glycol 4.00 lactic acid, 88% to pH 4.4 color qs deionized water qs AFTER SHAVE BALM Ingredients Parts by Weight 50/50 mixture No. 15 in Table II 1.00 Carbomer 941 0.20 tetrasodium ethylene diamine tetra- acetiσ acid . 0.10 cetearyl alcohol* and polyethylene glycol ether of cetearyl alcohol 2.50 isopropyl myristate 1.00 01eth-20 1.00 methyl gluceth 20 2.00 triethanolamine, 98% 0.20 propylene glycol 3.00 SDA denatured alcohol 7.50 PVP/dimethylaminoethyl methacrylate 7.00 fragrance 1.00 distilled water qs * 50/50 mixture of cetyl and stearyl alcohols The above examples are representative or preferred embodiments of the present invention; however, it will be understood that other species of instant quaternized lactams can be substituted in the above formulations to provide the benefits indicated. Also, in the preparation of the quaternized lactams described in Examples XIV-XXIII, other lactam and/or tertiary amino ethers described herein can be substituted to provide the corresponding quaternized products which are also included within the scope of this invention. Particularly recommended among these substituted species are the halomethyl-2-caprolactam reactants and the alkyl amidoalkyl-substituted or hydroxyalkyl-substi uted tertiary ether amine reactants which also provide useful bactericidal and viscosity enhancing properties. GROUP C EXAMPLE XXV To a 1 liter, 4-neck flask equipped wi h mechanical stirrer, reflux condenser, thermometer, and dropping funnel was added pyridine (0.505 mole) which was heated with stirring to 70 β C. under N_ blanket after which the heating source was removed and N-chloromethyl-2-pyrrolidone (0.5 mole) was added to the amine dropwise over a period of 25 minutes. An exothermic reaction ensued and was controlled at 100°C. by the rate of addition of N-chloromethyl-2- pyrrolidone. The reaction mixture changed from a liquid to a paste during the addition of N-chloromethyl-2-pyrrolidone and finally to a solid (powder) on completion of the reaction. The yield of N-C (2-pyrrolidonyl )methyl pyridinium chloride, .p. 160-162°C., was quantitative. The content of the quaternary compound was determined by titration. (Mercuric Acetate method as described by Sidney Siggia, "Quantitative Organic Analysis via Functional Group", 1963, 3d Ed., John Wiley & Sons, pages 552-554). EXAMPLE XXVI The reaction of Example XXV was repeated except that the amine used was N-methyl-morpholine (2% molar excess with respect to N-chloromethyl-2-pyrrolidone) . The product, N-ethyl-N-C (2-pyrrolidonyl)methyl] morpholinium chloride was recovered as a paste in quantitative yield. - - 60 - EXAMPLE XXVII The process of Example XXV was repeated except that the amine used was 3-octadecyl oxazolidine. The yield of N-octadecyl-N-C (2-pyrrolidonyl)methylj σxazolidinium chloride is quantitative. EXAMPLE XXVIII The- process of Example XXV was repeated except that the amine used was 5-methyl-isoxazolidine. The yield of N-hexadecyl-5-methylN-C (2-pyrrolidonyl)methyl oxazolidinium chloride is essentially quantitative. EXAMPLE XXIX The process of Example XXV was repeated except that the amine used was l-(2-hydroxyethyl)-2-heptadecyl-2- imidazoline. The yield of l-(2-hydroxyethyl)-2-heρtadecyl-l (or 3)-C (2-pyrrolidonyl) methylj 2-imidazolinium chloride is quantitative. EXAMPLE XXX The process of Example XXV was repeated except that the amine used was l-(2-hydroxyethyl)-2~undecyl- imidazoline. The yield of 1-(2-hydroxyethyl)-2-undecyl-l(or 3)- (2-pyrrolidonyl) methylj imidazolinium chloride is quantitative. EXAMPLE XXXI The process of Example XXV was repeated except that the amine used was 3-hexadecyl-pyridine. The yield of 3-hexadecyl-N-C (-2-pyrrolidonyl )methyl J pyridinium chloride. EXAMPLE XXXII The process of Example XXV was repeated except that the amine used was N-octadecyl-piperidine. The yield of N-octadecyl-N-C (2-pyrrolidonyl )methyl] piperidinium chloride is quantitative. EXAMPLE XXXIII The process of Example XXV was repeated except that the amine used was N-octadecyl-morpholine. The yield of N-octadecyl-N-C (2-pyrrolidonyl )methyl ] morpholinium chloride is quantitative. EXAMPLE XXXIV The process of Example XXXIII was repeated except that N-chloromethyl caprolactam was used instead of N-σhloromethyl-2-pyrrolidone. The yield of N-octadecyl-N-C (2-azacycloheptanonyl )methyl] morpholinium chloride is quantitative. EXAMPLE XXXV The process of Example XXV was repeated except that the amine used was N-dodecyl-indoline. The yield of N-dodecyl-N-C (2-pyrrolidonyl )methyl] indolinium chloride is quantitative. - 62 - EXAMPLE XXXVI The process of Example XXV is repeated except that N-octadecyl thiazine is substituted for pyridine. The yield of N-octadecyl-N-C (2-pyrrolidonyl)methylJ thiazinium chloride is quantitative. EXAMPLE XXXVII The process of Example XXV is repeated except that N,N'-diethyl diazacyclotetradecane is substituted for pyridine and the amount of N-chloromethyl—2-pyrrolidone reactant is doubled. - The yield of N,N'-diethyl-N,N'-bis-C(2-pyrrolidonyl)methyl diazacyclotetradicanium chloride product is quantitative. EXAMPLE XXXVIII Although all of the present quaternized compounds possess excellent surfactant properties,, certain members are particularly recommended for incorporation into specific types of cosmetic formulations. Table III lists some of such uses for individual quaternized products within the scope of this invention, together with a brief description of the benefits derived from their incorporation. Generally, the present products are added to the formulations in amounts between about 0.1 and about 5 wt. %, based on active ingredient's. The quaternized compounds in Table III have the general formula: - 63 - TABLE I II o. Compound where 2 is/R. is For Formulation Benefits Achieved In -<CH 2 ) 7 -/ -C 2 H 4 0H cream rinse improved wee/dry combing-1uster- softness -<CH 2 ) 4 -/ -C 6 H 4 -C 8 H 17 hair conditioner improved wet/dry combing overall conditioning S. increased luster & shine blow-dry styling protection from heat- CH, & moisturizing increased luster, shine, 3. CH lotion body & overall condition¬ 3-«v > 1 "C 6 H 5 ing (derived froπ ancipyrine) H 25 C 12- ^ ι ) bubble bath & high compatability, I -CH. textile softener smooth hand & viscosity enhancement (derived from _-do- decyl piperidine) sturizing - bility & (3erived from N-octa- decyl morpholine) N , non-a lcohol ic conditioning-increased mousse body, luster & shine / - 14 H 29 (derived from N- tetra- decyl imidazole) (6) / -* aerosol shave high compatability- creams improved spreadability skin smoothing (derived from pyridine) Co 2 H 25 mousse hand & improved rubb-in & body lotion smoother af ter- feel (derived from N-dodecyl indole) ^ -C 16 H 33 mois urizing high compatability- (derived from N-hexa- lotion good skin substantivity decyl carbazole) and penetration - 64 - TABLE III (cont inued) ) hair conditioner improved combability, luster ≤- shine (derived from N-hydroxy- echyl-2-hepcadecyl imidaz - l-πe) 11 -CH-CH-O-CH-CH-/ -C- 2 H 25 conditioning overall conditioning & shampoo cleaning- compatability (derived from N-dodecyl v/ith anionic components- oxazine) viscosity enhancing. 12 -(CH 2 ) g -/ -C 6 H 4 (CH 3 ) oily hair greaseless conditioning- shampoo viscosity building- improved wet/dry comba¬ bility 13 -«3H 2 ) 4 -/ -CgH 3 (CH 3 ) 2 hair mist improved wet/dry combing conditioner luster & shine 14. /-C 8 H 16 HH-C-C a H 17 hair hot oil improved condi ioning, treating lotion luster, shine, wet/dry (derived from N-octylamido- combability & body octyl pyrole) a er-shave easy rubb-in, skin lotion conditioning & lasting effect dandruff shampoo good antibacterial and 1 "C 16 H 33 & skin edicant fungicidal properties ( derived from N-hexadecyl- thiazolidine) 17. / -C 12 H 25 dandruff shampoo good antibacterial and _. skin medicant fungicidal properties (derived from N-dodecyl- thiazolidine) 18 -(CH 2 ) 4 -NH-(CH 2 ) 4 -CH 2 -/ hair shampoo con- improved moisturizing ditioner _ ■ setting for damaged hair - C 12»25 lotion (derived from N-dodecyl diazacyclohendecane) * forms a double bond in the heterocyclic ring Examples of specific formulations for the above uses achiev ¬ ing the benefits noted are presented as follows. EXAMPLE XXXIX CREAM RINSE Ingredients Parts by Weight Compound No. 1 in Table III 2.0 cetyl alcohol 2.0 emulsifying wax 2.0 citric acid to pH 4 deionized water qs fragrance qs preservati e qs HAIR CONDITIONER Ingredients Parts by Weight Compound No. 2 in Table III 4. 0 PEG-8 Distearate 2.5 mineral oil 1.5 lanolin alcohol 1.0 stearic acid 1.0 PPG-20 methyl glucose ether 1.0 hydrplized animal protein 0.25 citric acid to pH 4 deionized water qs preservative qs fragrance qs BLOW DRY STYLING LOTION Ingredients Parts by Weight Compound No. 3 in Table III 1.5 ethanol 3.0 polyquaternium* 11 2.0 PEG-10 Castor oil 0.2 fragrance 0.2 phosphoric acid to pH 6 deionized water qs CONDITIONING HAIR SPRAY Ingredients Parts by Weight Compound No. 15 in Table III 0.6 ethanol 75.0 ethyl ester of PVM/MA** copolymer 4.1 2-amino-2-methyl-l-propanol 99% 0.1 fragrance 0.2 propellant 20.0 * the quaternized ammonium polymer formed by reacting dimethyl sulfate and a copolymer of vinyl pyrrolidone and dimethylamino methylacrylate ** vinyl methyl ether/maleic anhydride CONDITIONING SHAMPOO Ingredients Parts by Weight Compound 11 in Table III 3, 0 N-dodecyl-2-pyrrolidone 0.6 polyquaternium 11 0, 5 sodium laureth-4-phosphate 0. a ammonium lauryl sulfate 40, o silk protein 0, 25 tetrasodium ethylenediamine tetra-acetic acid 0.2 deionized water qs colorant qs fragrance qs MOISTURIZING LOTION Ingredients Parts by Weight Compound No. 9 in Table III 2.0 mineral oil 70 CTS 2.0 stearic acid 3.0 emulsifying wax 3.0 Dimethicone* 200 CTS 1.5 Carbomer 934** 0.15 Oleth-20*** 1.0 triethanolamine 98% 1.0 deionized water qs preservative qs fragrance qs a mixture of methylated siloxane polymers end-blocked with trimethyl siloxy units (dimethylpolysiloxane) ** cross-linked polymer of acrylic acid *** PEG ether of oleyl alcohol BUBBLE BATH Ingredients Parts by Weight Compound No. 4 in Table III 3.0 ammonium nonoynol-4-sulfate 30.0 sodium cocoyl isothionate 10.0 cocamidopropyl hydroxysultaine 10.0 cocamide diethanolamide 6.0 sodium methyl cocyl taurate 20.0 aloe vera gel 1.0 coconut oil 1.0 glycol stearate 1.0 deionized water qs preservative qs _ colorant qs SHAMPOO FOR OILY HAIR ■ Ingredients Parts by Weight Compound No. 12 in Table III 3.0 N-dodecyl-2-pyrrolidone 1.0 tetrasodium ethylenediamine tetra-acetic acid 0.2 sodium lauryl sulfate 20.0 alpha-olefin sulfonate 20.0 polyquaternium 11 0.5 deionized water - qs preservative qs colorant qs fragrance qs added inorganic salts as desired for viscosity modification MOUTHWASH Ingredients Parts by Weight Compound No. 6 in Table III 0.05 alcohol, 190° 20.00 thymol 0.03 glycerine 10.00 flavor 2.0 distilled water qs polysorbate 80 2.00 SYNDET BAR (Superfatted) Ingredients Parts by Weight Compound No. 5 in Table III 0.5 stearic acid, triple pressed 32.00 kettle soap . _ 9.80 sodium cocoyl isethionate 49.00 sodium methyl cocoyl taurate 6.90 citric acid, 50% aqueous 0.60 titanium dioxide 0.20 fragrance 1.00 WATER RESISTANT EMOLLIENT AFTER SUN LOTION Ingredients Parts by Weight Compound No. 8 in Table III 3.0 mink Oil, Light Fraction 11.00 glyceryl stearate, self emulsifying 1.00 stearic acid 2.50 mineral oil and lanolin alcohol 2.00 myristyl yristate ' 3.000 mineral oil 10.00 PVP/Eicosene copolymer 2.00 triethanolamine 0.70 sorbitol 3.00 hydroxyethylcellulose 0.30 distilled water * qs preservative qs fragrance qs NON-ALCOHOLIC CONDITIONING MOUSSE Ingredients Parts by Weight Compound No. 6 in Table III 5.00 ' PVP K-30 2.00 Oleth-20 0.50 fragrance - qs deionized water . 77.50 propellant A-46 15.00 SELF-HEATING AEROSOL SHAVING CREAM Employed dual dispensing valve for -metering oxidant from H2O2 container and reductant from aerosol can. Ingredients Parts by Weight Compound No. 7 in Table III 2. .00 stripped coconut fatty acid 1. .10 sorbitol 10. ,00 stearic acid 4. .20 PEG-40 soritan peroleate 2. .00 triethanola ine 3. .00 potassium hydroxide 1. .00 potassium sulfite 9. ,00 fragrance 0. ,80 butyrated hydroxy toluene (BHT) 0. ,01 butyrated hydroxy anisole (BHA) 0. ,01 deionized water qs propellant qs HAIR MIST CONDITIONER (w/o added preservative) Ingredients Parts by Weight 50/50 Mixture No. 9 * & 10 in Table III " l ' .OO- propylene glycol dicaprylate/ dicaprate copolymer 0.30 oleamidopropyl dimethylamine 0.50 deionized water 98.2 CATIONIC MOUSSE HAND/BODY LOTION (Used 85 Parts of the following formula to 15 parts propellant A-46) Ingredients Parts by Weight Compound No. 8 in Table III 0. .50 acetylated polyoxyethylene lanolin 2. .00 ethoxylated lanolin alcohols 1. ,00 glyceryl stearate, self-emulsifying 5. .50 cetyl alcohol 1. .50 mineral oil, 70 CTS 1. ,50 stearyl alcohol 1. ,50 glycerin 3. ,00 isopropyl myri state 4. ,00 dimethicone, 100 CTS 2. ,00 water qs preservative qs fragrance qs HOT OIL TREATMENT - (w/o added preservative) Ingredients Parts by Wei ■ ght 50/50 mixture No. 4 & 14 in Table III 1 - 50 oleamidopropyl dimethyl amine 1 . 00 polyethylene glycol 6000 distearate 2.00 hexylene glycol - 4. 00 lactic acid, 88% to pH 4. 4 color qs deionized water qs AFTER SHAVE BALM Ingredients Parts by Weight 50/50 mixture No. 16 & 17 in Table III 1.00 Carbomer 941 0.20 tetrasodium ethylene diamine tetra- acetic acid 0.10 cetearyl alcohol* and polyethylene glycol ether of cetearyl alcohol 2.50 isopropyl myristate 1.00 Oleth-20 1.00 methyl gluceth 20 2.00 triethanolamine, .98%. 0;20 propylene glycol 3.00 SDA denatured alcohol 7.50 PVP/dimethylaminoethyl methacrylate 7.00 fragrance 1.00 distilled water . qs DANDRUFF SHAMPOO AND SKIN MEDICANT Ingredients Parts by Weight Compound No. 16 in Table III 4.2% Sodium lauroyl sarcosinate, 30% 10.0 TEA lauryl sulfate, 40% 25.0 Magnesium aluminium silicate 1.0 Hydroxymethyl cellulose, E 4000 1.25 Water, perfume, color (D & C Green £5) qs * 50/50 mixture of cetyl and stearyl alcohols The above examples are representative or preferred embodiments of the present. invention; however, it will be understood that other species of instant quaternized lactams can be substituted in the above formulations .to provide the benefits indicated. Also, in the preparation of the quaternized lactams described in Examples XXV-XXXVII, other lactam and/or heterocyclic amine reactants described herein can be substituted to provide the corresponding quaternized products which are also included within the scope of -this invention. Particularly recommended among these substituted species are the halomethyl-2-caprolactam reactants and the arnidoalkyl-subst ituted or hydroxy-substituted heterocyclic amine reactants having from 3 to 8 carbon atoms which also provide useful bactericidal and viscosity enhancing properties . GROUP D EXAMPLE XL To a 1 liter, 4-neck flask equipped with mechanical stirrer, reflux condenser, thermometer, and dropping funnel was added N, N-Dimethyl-N- ctadecyl Amine (150.29 g, 0.505 mole) which was heated with stirring to 70"C. under N_ blanket after which the heating source was removed and N-chloromethyl-2-pyrrolidone (66.8 g, 0.5 mole) was added to the amine dropwise over a period of 25 minutes. An exothermic reaction ensued and was controlled at 100 β C. by the rate of addition of N-chloromethyl-2- pyrrolidone. The reaction mixture changed from a liquid to a paste during the addition of N-chloromethyl-2-pyrrolidone and finally to a solid (powder) on completion of the reaction. The yield of N, -dimethyl-N-octadecyl-N- [(2-pyrrol idonyl ^ ethvl J ammonium chloride, m.p. 110-115°C, was quantitative. ^he content of the quaternary compound was determined by titration. (Mercuric Acetate method as described by Sidney Siggia, "Quantitative Organic Analysis via Functional Group", 3963, 3d Ed., John Wilev & Sons, pages 552-554) . EXAMPLF XLI The reaction of Example XL was repeated exceπt • chat the amine used was N,N-dimethyl-N-hexadecyl amine (2% molar excess with respect to N-chloromethyl-2-pyrrolidone) . The product, N,N-dimethyl-N-hexa ecyl-N-C (2-pyrroli'donyl) methyl] ammonium chloride, m.p. 98-102°C., was neutralized with acetic acid and recovered in quantitative yield. EXAMPLE XLII The reaction of Example XLI was repeated except chat the amine used was N,F-dimethyl-N-tetradecyl amine. The corresponding N, N-dimethyl-N-tetradecyl-N-T(2-pyrrσi - idinyl)methylJ ammonium chloride, m.p. α 4-97°C, was recovered in quantitative yield. EXAMPLE XLIII The reaction of Example XLI was repeated except that the amine used was N,N-dimethyl-N-dodecyl amine. The corresponding N-N-dimethyl-N-dodecγl-N-C (2-pyrrolidonyl) methylj ammonium chloride, m.p. 99—103°C, was recovered in quantitative yield. EXAMPLE XLIV The reaction of Example XLI was repeated except that the amine used was N, -dimethyl-N-decyl amine. The corresponding , -dimethyl-N-decyl-N- (2-pyrrolidonyl ) methyl] ammonium chloride, m.p. 101-105"C, was recovered in quantitative yield. EXAMPLE XLV The reaction of Example XLI was repeated except that the amine used was N, N-dimethyl-N-octyl amine. The corresponding N, - imethyl-N-octyl-N- (2-pyrrolidonyl ) methyl] ammonium chloride, m.p. 93-97°C. , was recovered in quantitative yield. EXAMPLE XLVI The reaction of Example XLI was repeated except that the amine used was ~ N,N-dioctadecyl-N-methyl amine. The corresponding N-methyl-N, N-di ' oσtadecyl-N-C (2-pyrrol idonyl )methyl ] ammonium chloride, m.p. 54-58°C, was recovered in quantitative yield. EXAMPLE XLVII The reaction of Example XLI was repeated except that the amine used was N, -didecyl-N-methyl amine. The product, N-methyl-N, N-didecyl-N-C (2-pyrrolidonyl )methyl] ammonium chloride, was obtained as a paste. Analyses of the products prepared in Examples XL-XLVII are reported in following Table IV. TABLE IV ANALYSIS OF TERTIARY AMINE/N-CHLOROMETHYLPYRROLIDONE ' (CMP) COMPOUNDS ANALYSIS * Tertiary Amine Equivalents % Quat. 7_ Free Amine ** CH 3 (CH 2 ) 7 N(CH 3 ) 2 1.02 97,2 0.8 CH 3 (CH 2 9 (CH 3 2 1.02 97.9 2.3 CH 3 (CH 2 ) n N(CH 3 ) 2 1.02 96.8 1.6 CH 3 (CH 2 ) 13 (CH 3 ) 2 1.02 94.5 2.5 CH 3 (CH 2 ) 15 (CH 3 ) 2 1.02 98.0 1._. CH 3 (CH 2 ) 17 (CH 3 2 1.02 97.0 3.9 [CH 3 (CH 2 ) 9 ) 2 CH 3 1,02 95.2 , 2.9 [CH 3 (CH 2 ) 17 ] 2 CH 3 1.02 96.1 4.5 ' * 7. quat, and free amine determined by Mercuric Acetate Method ** The free amine titer can be adjusted by the addition of slightly more CMP during preparation EXAMPLE XLVIII The reaction of Example XLI is repeated except that the lactam used is N-bromomethyl-2-caprolactam, the N, N-dimethyl-N-hexadecyl-N-C (2-capronyl )methyl] ammonium bromide is recovered as a solid product. Other products described herein are prepared by the general procedure outlined above with the substitution of the desired 2-pyrrolidonyl-, 2-piperidinonyl-, 2-capronyl-, 2-azacycloctanαne-, 2-azacyclononanone-, 2-azacyclodecanone- or 2-piperidinone- lactam reactant and/or the substitution of the desired tertiary amine. EXAMPLE XLIX Quaternized compounds of the present invention have shown disinfectant properties. The following describes experiments employed to ascertain the disinfectant effect of certain species of the present quaternized compounds against two common bacteria, namely, staphylococcus, aurus and Pseudomonas aeruginosa. An AOAC use dilution study* was conducted on 8 of the products listed in Table V. More specifically, stainless steel cylinders of 10 mm length and 6 mm inner diameter were immersed in a synthetic broth containing subculture fluid, thioglycollate media USP, for 10 minutes at 20°C. after which the contents were dried. The cylinders were then immersed in an aqueous solution of the test product for 10 minutes at 20 β C. For testing efficacy against staphlococcus aureus, 400 ppm of product in solution was used. For testing efficacy against * "Official Methods of Analysis of the Association of Official Analytical Chemists", 13th Ed., 1980, Chapter 4, para. 4.007-4.011. pseudomonas aeruginosa, 800 ppm of product in solution was employed. The results of these primary tests were recorded and the above procedure was repeated for secondary testing, the results of which were also recorded. Each test was made in 30 replicates and the results reported in Table V show the number of individual cultures in the primary and in the secondary testing where bacterial growth was not arrested. TABLE V Compound Tested -0 R ] CH 2 - R. Cl Staphlococcύs aureus Pseudomonas aeruginosa R, (400 ppm of test (800 ppm of test compd. ) compd.) R, R. R. Growth: primary/secondary Growth: primary/secondary CH. CH 3 30/30 * 30/30 * C 8 H 17 ^ - CH. CH 3 30/30 * 0/8 C 10 H 21 CH. 0/2 1/5 C 10 H 21 C 10 H 21 CH, CH 3 1/3 C 12 H 25 1/1 CH. CH 3 1/8 2/19 C 14 H 29 CH. CH 3 0/0 ** 0/1 C 16 H 33 CH. CH 3 1/7 8/24 C 18 H 37 CH. 30/30 * 30/30 * C 18 H 37 C 18 H 37 * bacteria rowth in all 30 tests In the 2-pyrrolidonyl series, it appears that the N, N-dimethyl-N-octadecyl-N-C (2-pyrrglidony1)methyl] ammonium chloride, the -N, -dimethyl-N-hexadecyl- N- (2-pyrrolidonyl)methyl] ammonium chloride, the N,N-dimethyl-N-dod cyI-N-C(2-pyrrolidonyl)methyl] ammonium chloride and the N-methyl-N,N-didecyl-N- (2-pyrrolidonyl ) methyl] ammonium chloride products are outstanding in their control of staphylococcus aureus and pseudomonas aeruginosa. Although all of the present quaternized compounds possess excellent surfactant properties, certain members are particularly recommended for incorporation into specific types of cosmetic formulations. Table VI lists some of such uses for individual quaternized products within the scope of this invention, together with a brief description of the benefits derived from their incorporation. - Generally, the present products are added to the formulations in amounts between about 0.1 and about 5 wt. %, based on active ingredients. The quaternized compounds in Table VI have the general formula: except No. 15 which has the formula: - 79 - TABLE VI Compd where For Formula¬ Benefits Achieved X is tion In n-octadecyl cream rinse improved wet/dry combing improved luster & shine n-octadecyl hair condi- improved wet/dry tioner combing overall conditioning & improved luster & shine n-hexadecyl blow-dry styl¬ protection from ing lot ion heat, improved luster,, shine, body & overall conditioning, preser¬ vation and styling n-octadecyl moisturizing facilitates rub-in, lotion smoother feel & high compatability with other components n-octadecyl bubble bath high compatability, smooth after-feel & viscosity enhancement n-hexadecyl mouthwash good germidical properties clean, pleasant taste n-octadecyl syndet bar high compatabi li ty & improved feel n-octadecyl after-sun high compatability, lotion smoother feel & facilitates rub-in n-octadecyl non-alcoholic conditioning, improved mousse body, luster & shine, softer feel n-octadecyl self-heating high compatability, aerosol shave smoother skin feel, cream thermal stability & improved spreadabi lity n-octadecyl mousse hand improved rub-in and & body smoother after-feel lotion ' - 80 - TABLE VI (continued) PRESENT COMPOUNDS USED IN MIXTURES FOR INCORPORATION 12 compd. where conditioning combined overall con¬ X is n-octa¬ shampoo ditioning and cleaning, decyl + compd compatabi lity with where X is anionic components, n-hexadecyl improved wet/dry combined in combing, luster & n-dodecyl-2- shine, viscosity pyrrolidone enhancement & extra body 13 compd. where oily hair "greaseless" condit¬ X is n-octa¬ shampoo ioning, viscosity decyl in enhancement & improved n-dodecyl-2- wet/dry combability, pyrrolidone shine & luster 14 compd. where hair mist improved wet/dry comb¬ X is n-octa¬ conditioner ability, luster & decyl + compd shine, preservation where X is and_ conditioning n—hexadecyl hot oil improved conditioning, treatment luster, shine, wet/dry combability, hair body & preservation after shave improved rub-in, skin balm conditioning & preser¬ vation and smoother skin feel 15 n-diocta- conditoning dry compatability, decyl hair spray improved luster, shine and manageability. Examples of specific formulations for the above uses achieving the benefits noted are presented as follows in Example L. EXAMPLE L CREAM RINSE Ingredients Parts by Weight Compound No. ϊ in Table VI 2.0 ~ cetyl alcohol 2.0 emulsifying wax 2.0 citric acid to ρH 4 deionized water qs fragrance qs preservative qs HAIR CONDITIONER Ingredients Parts by Weight Compound No. 2 in Table VI 4.0 PEG-8 Distearate 2.5 mineral oil .1.5 lanolin alcohol 1.0 stearic acid 1.0 PPG-20 methyl glucose ether 1.0 hydrolized animal protein 0.25 citric acid to pH 4 deionized water qs preservative qs fragrance qs BLOW DRY STYLING LOTION Ingredients Parts by Weight Compound No. 3 in Table VI 1.5 ethanol 3.0 polyquaternium* 11 2.0 PEG-10 Castor oil 0.2 fragrance 0.2 phosphoric acid to pH 6 deionized water qs CONDITIONING HAIR SPRAY Ingredients Parts by Weight Compound No. 15 in Table VI 2.0 ethanol 75.51 ethyl ester of PVM/MA** copolymer 4.0 2-amino-2-methyl-l-propanol 99% 0.09 fragrance 0.2 propellant 20.0 * the quaternized ammonium polymer formed by reacting dimethyl sulfate and a copolymer of vinyl pyrrolidone and dimethylamino methylacrylate ** vinyl methyl ether/maleic anhydride CONDITIONING SHAMPOO Ingredients Parts by Weight Compound mixture of No. 12 in Table VI X is n-hexadecyl 1.5 x is n-octadecyl 1.5 dodecyIpyrroIidone 0.6 polyquaternium 11 0.5 sodium laureth-4-phosphate 0.8 ammonium lauryl sulfate 40.0 silk protein 0.25 tetrasodium ethylenediamine tetra-acetic acid 0.2 deionized water qs colorant qs fragrance qs MOISTURIZING LOTION Ingredients Parts by Weight Compound No. 4 in. Table VI 2.0 mineral oil 70 CTS 2.0 stearic acid 3.0 emulsifying wax 3.0 Dimethicone* 200 CTS 5 Carbomer 934** 15 Oleth-20*** ,0 triethanolamine 98% 0 deionized water qs. preservative qs fragrance qs a mixture of methylated siloxane polymers end-blocked with trimethyl siloxy units (dimethylpolysiloxane) ** cross-linked polymer of acrylic acid *** PEG ether of o eyl alcohol BUBBLE BATH Ingredients Parts by Weight Compound No. 5 in Table VI 3.0 ammonium nonoynol-4-sulfate 30.0 sodium cocoyl isothionate 10.0 cocamidopropyl hydroxysultaine 10.0 cocamide diethanolamide 6.0 sodium methyl σoσyl taurate 20.0 aloe vera gel 1.0 coconut oil 1.0 glycol . stearate 1.0 deionized water qs preservative qs colorant qs SHAMPOO FOR OILY HAIR Ingredients Parts by Weight Compound No. 13 in Table VI 3. 0 n-dodecylpyrrolidone 1. 0 , tetrasodium ethylenediamine tetra-acetic acid 0. 2 sodium lauryl sulfate 20. 0 alpha-olefin sulfonate 20. 0 polyquaternium 11 0. 5 deionized water qs preservative qs colorant qs fragrance qs added inorganic salts as desired for vviissccoossiittyy m 1 odification MOUTHWASH Ingredients Parts by Weight Compound No. 6 in Table VI 0.05 alcohol, 190° 20.00 thymol 0.03 glycerine 10.00 flavor 2.0 distilled water qs polysorbate 80 2.00 SYNDET BAR (Superfatted) Ingredients Parts by Weight Compound No. 7 in Table VI 0.5 stearic acid, triple pressed 32.00 kettle soap 9.80 sodiumcocoyl isethionate 49.00 sodium methyl cocoyl taurate 6.90 citric acid, 50% aqueous 0.60 titanium dioxide 0.20 fragrance - 1.00 WATER RESISTANT EMOLLIENT AFTER SUN LOTION ' Ingre ien s Parts by Weight Compound No. 8 in Table VI 3.0 mink Oil, Light Fraction 11.00 glyceryl stearate, self emulsifying 1.00 stearic acid 2.50 mineral oil and lanolin alcohol 2.00 myristyl myristate 3.000 mineral oil 10.00 PVP/Eicosene copolymer 2.00 triethanolamine ' 0.70 sorbitol 3.00 hydroxyethylcellulose 0.30 distilled water qs preservative qs fragrance qs NON-ALCOHOLIC CONDITIONING MOUSSE Ingredients Parts by Weight Compound No. 9 in Table VI 5.00 PVP K-30 2.00 Oleth-20 0.50 fragrance qs deionized water 77.50 propellant A-46 15.00 SELF-HEATING AEROSOL SHAVING CREAM (Used dual dispensing valve containing 30 ml stearic acid and 11% hydrogen peroxide) Ingredients Parts by Weight Compound No. 10 in Table VI 2.00 stripped coconut fatty acid 1.10. sorbitol 10.00 stearic acid 4.20 PEG-40 soritan peroleate 2.00 triethanolamine 3.00 potassium hydroxide 1.00 potassium sulfite 9.00 fragrance 0.80 butyrated hydroxy toluene (BHT) 0.01 butyrated hydroxy anisole (BHA) 0.01 deionized water qs HAIR MIST CONDITIONER (w/o added preservative) Ingredients Parts by Weight 50/50 Mixture No. 14 in Table VI 1.00 propylene glycol dicaprylate/ dicaprate copolymer 0.30 oleamidopropyl dimethylamine 0.50 deionized water 98.2 CATIONIC MOUSSE HAND/BODY LOTION (Used 85 Parts of the following formula to 15 parts propellant A-46) Ingredients Parts by Weight Compound No. 11 in Table VI 0.50 acetylated polyoxyethylene lanolin 2.00 ethoxylated lanolin alcohols 1.00 glyceryl stearate, self-emulsifying 5.50 cetyl alcohol 1.50 mineral oil, 70 CTS 1.50 stearyl alcohol 1.50 glycerin 3.00 isopropyl myristate 4.00 dimethicone, 100 CTS 2.00 water qs preservative qs fragrance qs HOT OIL TREATMENT - (w/o added preservative) Ingredients Parts by Weight 50/50 mixture No. 14 in Table VI 1.50 oleamidopropyl dimethyl amine 1.00 polyethylene glycol 6000 distearate 2.00 hexylene glycol 4.00 lactic acid, 88% to pH 4.4 color qs deionized water qs AFTER SHAVE BALM Ingredients Parts by Weight 50/50 mixture No. 14 in Table VI 1.00 Carbomer 941 0.20 tetrasodium ethylene diamine tetra- acetic acid 0.10 cetearyl alcohol* and polyethylene glycol ether of cetearyl alcohol 2.50 isopropyl myristate * 1.00 Oleth-20 1.00 methyl gluceth 20 ' 2.00 triethanolamine, 98% 0.20 propylene glycol 3.00 SDA denatured alcohol 7.50 PVP/dimethylaminoethyl methacrylate 7.00 fragrance 1.00 distilled water - qs * 50/50 mixture of cetyl and stearyl alcohols The above examples are representative or preferred embodiments of the present invention; however, it will be understood that other species of instant quaternized lactams can be substituted in the above formulations to provide the benefits indicated. Also, in the preparation of the quaternized lactams described in Examples XL-XLVIII, other lactam and/or tertiary amine reactants described herein can be substituted to provide the corresponding quaternized products which are also included within the scope of this invention. Particularly recommended among these substituted species are the halomethγl-2-caprolactam reactants and the amidoalkyl-substituted or hydroxy-substi tuted tertiary amine reactants which also provide useful bactericidal and viscosity enhancing properties.

Claims: QUATERNIZED NITROGEN CONTAINING COMPOUNDS WHAT IS CLAIMED IS: 1. The quaternized compound having the formula wherein X is a chloride, bromide or iodide anion; m is an integer having a value of from 1 to 4; R is C_ to C q alkylene and is optionally substituted with lower alkyl; and R. , R~ and R_ are each independently selected from the group consisting of alkyl, hydroxyalkyl, alkyleneoxyalkyl, alkyleneoxyalkenyl, aryl, alkaryl, aralkyl, aralkenyl, alkylenea idoalkyl, alkylenecarbamoyl- alkyl, arylcarbomoylalkyl and arylamidoalkyl radicals, said groups having from 1 to 30 carbon atoms and at least one of R , R- and R- having from 8 to 30 carbon atoms, except when R_ and R_ together with the quaternary nitrogen atom form a 5 to 14 membered heterocyclic ring having from 1 to 2 heteroatoms of the group oxygen, sulfur and nitrogen, then R τ contains 1 to 30 carbon atoms and can also represent a double bond in the quaternized heterocyclic ring. 2. The quaternized compound of Claim 1 wherein m has a value of 1; R taken together with -CO and -N- forms a pyrrolidonyl or a caprolactam ring and X is a chloride anion. 3. The quaternized compound of Claim 2 wherein R , R and R- are alkyl. 4. The quaternized compound of Claim 3 wherein at least one of R, , R_ and R_ is alkyl having from 8 to 22 carbon atoms and another of R, , R~ and R- is methy . 5. The quaternized compound of Claim 4 which is the N, -dimethyl-N-octadecyl-N- (2-pyrrolidonyl)methyl] ammonium salt. 6. The quaternized compound of Claim 4 which is the N-raethyl-N, N-dioctadecyl-N-C (2-pyrrolidonyl)methyl] ammonium salt. 7. The quaternized compound of Claim 4 which is the N, N-dimethyl-N-hexadecyl-N-C (2-pyrrolidonyl )methyl] ammonium salt. 8. The quaternized compound of Claim 4 which is the N, N-dimethyl-N-decyl-N-C ( 2-pyrrolidonyl )methyl] ammonium salt. 9. The quaternized compound of Claim 4 which is the N-methyl-N, -didecyl-N-C (2-pyrrolidonyl )methy ] ammonium salt. 10. The quaternized compound of Claim 4 which is the N, N-dimethyl-N-dodecyl-N-C ( 2-pyrrolidonyl)methyl] ammonium salt. 11. The quaternized compound of Claim 1 having the formula wherein is an integer having a value of from 1 to 4; R is alkylene having from 3 to 8 carbon atoms and is optionally ' substituted with C, to C alkyl; R. is alkylene having from 1 to 4 carbon atoms, phenyl or naphthyl optionally substituted with lower alkyl; Y is where R fi is hydrogen or lower alkyl; R_ is alkyl of from 1 to 30 carbon atoms; R„ and R_ are each independently selected from the group of -R.-Y-R-, alkyl, alkyleneoxyalkyl, alkylhydroxy, aryl, aralkyl, aralkenyl, alkaryl and alkylamidoaIky1 radicals, said groups having from 1 to 30 carbon atoms and at least one of R_, R- and R_ being a radical having at least 8 carbon atoms and X is a chloride, bromide or iodide anion. 12. The quaternized compound of Claim 11 wherein m has a value of 1; R taken together with -CO and -N- form a 5 or 6 membered ring; X is a chloride anion and one of R_, R ? and R- is methyl. 13. The quaternized compound of Claim 12 wherein at least one of R_, R- and R_ is alkyl having from 8 to 22 carbon atoms and another of R_, R„ and R- is methyl . 14. The quaternized compound of Claim 13 which is N, N-dimethyl-N-C (2-pyrrolidonyl)methyl]-N-(3-octadecanamido propyl) ammonium chloride. 15. The quaternized compound of Claim 13 which is N, -dimethyl-N-C (2-pyrrolidonyl )methyl]-N-(3-docosanamido¬ propyl) ammonium chloride ' . 16. The quaternized compound of Claim 13 which is N, N-dimethyl-N- (2-azacycloheptanoyl)methyl]-N-(3-octadecan amidopropyl) ammonium chloride. 17. The quaternized compound of Claim 13 which is N, N-dimethyl-N- (2-pyrrolidonyl)methyl]-N-(3-dodecanamido¬ propyl) ammonium chloride. 18. The quaternized compound of Claim 13 which is N, -dimethyl-N-C (2-pyrrolidonyl)methyl]-N-(2-octadecanamido ethyl) ammonium chloride. 19. The quaternized compound of Claim 13 which is the N,N-dimethyl-N- (2-piperidonγl)methyl]-N-(2-octadecan- amidoethyl) ammonium chloride. 20. The quaternized compound of Claim 1 having the formula wherein X is a chloride, bromide or iodide anion; m and p are each integers having a value of from 1 to 4; R is C_ to C Q alkylene in which alkylene may be substituted with lower alkyl; R- is alkyl or alkenyl having from 1 to 30 carbon atoms and R and R, are each independently selected from the group consisting of -(CH.) OR.. , alkyl, hydroxyalkyl, aryl, alkaryl, aralkyl, aralkenyl, and alkylamidoalkyl radicals, said groups .having from 1 to 30 carbon atoms and at least one of R_, R^ and R. is a radical containing from 8 to 30 carbon atoms. 21. The quaternized compound of Claim 20 wherein m has a value of 1 ; R taken together with -CO and -N- forms a pyrrolidonyl or a azacycloheptanonyl ring; X is a chloride anion and R_ and R_ are alkyl. 22. The quaternized compound of Claim 21 wherein at least one of R_, R„ and R_ is alkyl having from 8 5 2 •_ ■ to 22 carbon atoms and another of R,., R 2 and R, is methyl . 23. The quaternized compound of Claim 22 which is the N, N-dimethyl-N- (2-pyrrolidonyl)methyl]-N-C3-(octa- decyloxy)propyl] ammonium salt. 24. The quaternized compound of Claim 22 which is the N, N-dimethyl-N- (2-pyrrolidonyl )methyl]-N-C3-(hexa- decyloxy)proρyl] ammonium salt. 25. The quaternized compound of Claim 22 which is the N, N-dimethyl-N- (2-azacycloheptanoyl)methyl]-N- 3- (octadecyloxy)propyl] ammonium salt. 26. The quaternized compound of Claim 22 which is the N,N-dimethyl-N- (2-piperidonyl )me hy1]-N-C3-(do¬ decyloxy)propyl] ammonium salt. 27. The quaternized compound of Claim 22 which is the N, N-diethyl-N- (2-pyrrolidonyl)methyl]-N- 3-(octa- decyloxy)propyl] ammonium salt. 28. The quaternized compound of Claim 22 which is the N-methyl-N-C (2-pyrrolidonyl)methyl]N, N-bisC3-(octa- decyloxy)propyl] ammonium salt. 29. The quaternized compound of Claim 1 having the formula wherein X is a chloride, bromide or iodide anion; m is an integer having a value of from 1 to 4; R is alkylene having from 3 to 8 carbon atoms and is optionally substituted with C, to C. alkyl; R„ forms a double bond in the heterocyclic ring with the quaternized nitrogen or is selected from the group consisting of alkyl, hydroxyalkyl, alkyleneoxyalkyl, aryl, alkaryl, aralkyl, aralkenyl and alkylamidoalkyl and R n y, together with the quaternary nitrogen atom forms a 5 to 14 membered heterocyclic structure containing up to 2 hetero atoms selected from the group of nitrogen, oxygen and sulfur. 30. The compound of Claim 29 wherein R is alkylene having up to 4 carbon atoms and is optionally substituted with lower alkyl. 31. The compound of Claim 29 wherein R g forms a saturated heterocyclic ring with the quaternized nitrogen and wherein R„ contains from 8 to 22 carbon atoms. 32. The compound of Claim 31 wherein R g forms a pyrrolidinyl ring. 33. The compound of Claim 31 wherein R forms a piperidinyl ring. 34. The compound of Claim 31 wherein R q forms a morpholinyl ring. 35. The compound of Claim 29 wherein the heterocyclic ring formed between R~ and the quaternized nitrogen atom contains a double bond and R„ represents a double bond in said ring or is a group bonded to the quaternized nitrogen atom and contains from 8 to 22 carbon atoms . 36. The compound of Claim 35 wherein - forms an imidazole ring and R„ contains from 8 to 22 carbon atoms. 37. The compound of Claim 35 wherein R q forms a pyridinyl ring and Ro_ represents a double bond within said ring. 38. The compound of Claim 35 wherein Ry_ forms an oxazoliiddiinnyyll rring and R g represents a double bond within said ring. 39. The compound of Claim 29 wherein R together with the quaternized nitrogen atom forms a 5 to 10 membered heteromonocyσlic ring. 40. The compound of Claim 29 wherein R_ together with the quaternized nitrogen atom forms a 9 to 10 membered heterobicyclic ring. 41. The compound of Claim 29 wherein Ry together with the quaternized nitrogen atom forms a 13 to - 14 membered heterotricyclic ring. 42. The process for preparing the quaternized compound of Claim 1 which comprises reacting a lactam having the formula with a tertiary amine coreactant having the formula R. - N - R- 1 I 2 R 3 wherein R, m, R , R_ and R_ are .as defined in Claim 1 and X is selected from the group of chloro, bro o and iodo; at a temperature of between about 25° and about 150°C. under a pressure of from about 0 psig to about 50 psig. 43. The process of Claim 42 wherein lactam is N-chloromethy1-2-pγrrolidone. 44. The process of Claim 43 wherein the tertiary amine has the formula R l " " R 2 - R 3 wherein R is methyl, R is methyl or a radical containing 8 to 22 carbon atoms and R- is a radical containing 8 to 22 carbon atoms. 45. The process of Claim 43 wherein the reaction is effected under atmospheric pressure at a temperature between about 60° and about 100 β C. 46. The process of Claim 42 wherein the amine coreactant is selected from the group of R 7 -Y-R 4 -N-R 2 R-. D. R lθ T - R 2 R-. wherein R„ and R_ are as defined in Claim 1; Y, R and R- are as defined in Claim 11; R ζ and p are as defined in Claim 20; R-. and R q are as defined in Clai 29 and R 10 is alkyl having from 8 to 30 carbon atoms. 47. The process of adding an effective hair conditioning amount of the compound of Claim 1 to a shampoo formulation. 48. The process of Claim 47 which comprises additionally adding an effective preservative amount of the compound of Claim 6 to a shampoo formulation. 49. The process of adding between about 0.5 wt% and about 5 wt% of the compound of Claim 1 to a shampoo formulation containing a surfactant selected from the group essentially consisting of an alkali metal lauryl sulfate, an alkali metal lauryl sulfate ether, ammonium lauryl sulfate and an c -olefin sulfonate. 50. The process of adding an effective bactericidal amount of the compound of Claim 1 to a liquid subject to bacterial degradation. 51. The process of adding an effective bactericidal amount of the compound of Claim 29 wherein the quaternized heterocyclic ring contains a sulfur atom to a liquid subject to bacterial degradation. 52. The process of adding a viscosity building amount of the compound of Claim 1 to a liquid having low viscosity. 53. The process of adding an effective viscosity building amount of the compound of Claim 1 to a hair or skin treating formulation. 54. The process of adding a dye leveling amount of the compound of claim 1 to a dye bath. 55. The process of adding a textile softening and antistatic amount of the compound of Claim 1 to a laundry detergent. 56. The process of adding an effective conditioning amount of the compound of Claim 1 to a cosme iσ " form lation. 57. A cosmetic formulation containing from about " 0.05 to about 8 wt. % of the compound of Claim 1. 58. A'textile treating formulation containing from about 0.05 to about 8 wt. % of the compound of Claim 1".

Inventors: CHAUDHURI RATAN K, HELIOFF MICHAEL W, LOGIN ROBERT B, TRACY DAVID J, CHAUDHURI, RATAN, K., HELIOFF, MICHAEL, W., LOGIN, ROBERT, B., TRACY, DAVID, J.
Applicants: GAF CORP, GAF CORPORATION
Application year: 1987
Main classification: A01N33
IPC codes: A01N31, A01N43, A61K8, A61Q5, A61Q9, A61Q11, A61Q19, C07D207, C07D211, C07D227, C07D401, C07D403, C07D413, C11D1, D06M13, D06M16, D06M101, D06P1