Hair conditioning composition and method of using the same

A cosmetic composition for the hair comprises in combination at least one crosslinked polyamino-amide and at least one cationic polymer having recurring units of the formula ##STR1## wherein R.sub.3 and R.sub.4 each independently represent alkyl having 1-3 carbon atoms, PA1 R.sub.1 and R.sub.2 each independently represent alkyl having 1-3 carbon atoms or hydroxy alkyl having 1-3 carbon atoms, or when R.sub.2 =R.sub.4 =CH.sub.3 and R.sub.1 =R.sub.3, R.sub.1 and R.sub.3 can represent alkyl having 4-8 carbon atoms, or when R.sub.2 =R.sub.4 =R.sub.1 =CH.sub.3, R.sub.3 can represent benzyl, cyclohexyl or alkyl having 4-12 carbon atoms, PA1 X.sup..crclbar. is an anion, PA1 A and B each independently represent linear or branched alkylene having 2-20 carbon atoms in the chain, or A represents --(CH.sub.2).sub.n --Z--(CH.sub.2).sub.n --, --CH.sub.2 --C.sub.6 H.sub.4 --CH.sub.2 -- or --CH.sub.2 --CH(OH)--CH.sub.2 --, n being 2 or 3 and Z representing --O-- or --NH--CO--NH--.

The present invention relates to a new cosmetic composition for the hair 
and to a process for conditioning the hair using said composition. 
It is known that hair generally is degraded, to varying degrees, by the 
action of atmospheric agents and also by the action of such cosmetic 
treatments such as bleaching, permanent waving and dyeing. As a result, 
the hair is often difficult to untangle and to style. It is even difficult 
on an abundant head of hair subjected to such treatments to maintain an 
acceptably appearing hair style because the hair lacks vigor and 
liveliness. 
It has been proposed, in an effort to overcome these disadvantages, to 
apply to the hair "conditioning" agents which facilitate the untangling 
and combing of wet hair and which provide acceptable maintenance of a hair 
style, by imparting to dry hair body, fullness and elasticity. 
Such known efforts include, principally, the use of certain crosslinked 
polyamino-polyamides which are described in Luxembourg Pat. No. 68,901 or 
in U.S. applications Ser. No. 528,577, filed Nov. 29, 1974, now abandoned, 
and Pending Ser. No. 762,804, filed Jan. 26, 1977. 
These crosslinked polyamino-polyamides are very interesting hair 
conditioners. They impart to the hair the desirable properties of 
liveliness and fullness and they assure good maintenance of a hair style. 
It has, however, been noted that the repeated application of these 
conditioning agents, while imparting fullness and elasticity to the hair 
and while assuring good maintenance of the hair style, imparts a harsh and 
grating feel to the hair and more particularly to the sensitive hair ends. 
It has now been discovered that this undesirable effect can be avoided by 
using crosslinked polyamino-polyamides in combination with certain 
particular cationic agents, while at the same time preserving the 
conditioning effect of these polyamino-amides. Further, it has been found 
that the use of this combination of components has the effect of 
reinforcing the stability of the hair. 
The particular cationic agents which are employed in accordance with the 
present invention, in combination with crosslinked polyamino-amides are 
polymers comprising recurring units of the following Formula I: 
##STR2## 
wherein R.sub.3 and R.sub.4 each independently represent alkyl having 1-3 
carbon atoms; 
R.sub.1 and R.sub.2 each independently represent alkyl having 1-3 carbon 
atoms or hydroxyalkyl having 1-3 carbon atoms; or when R.sub.2 =R.sub.4 
=CH.sub.3 and R.sub.1 =R.sub.3, R.sub.1 and R.sub.3 can additionally 
represent alkyl having 4-8 carbon atoms; or when R.sub.2 =R.sub.4 =R.sub.1 
=CH.sub.3, R.sub.3 can additionally represent benzyl, cyclohexyl or alkyl 
having 4-12 carbon atoms; 
X.sup..crclbar. is an anion; 
A and B each independently represent linear or branched alkylene having 
2-20 carbon atoms in the chain, --(CH.sub.2).sub.n --Z--(CH.sub.2).sub.n 
--, --CH.sub.2 --C.sub.6 H.sub.4 --CH.sub.2 -- or --CH.sub.2 
--CH(OH)--CH.sub.2 -- wherein n is a whole number equal to 2 or 3, and Z 
represents either --O-- or --NH--CO--NH--. 
X.sup..crclbar. is a cosmetically acceptable anion derived from an organic 
or inorganic acid, e.g. a halide (bromide, iodide or chloride) anion; or 
an anion derived from other inorganic acids such as phosphoric acid, 
sulfuric acid, etc . . . ; or an anion derived from a sulfonic or 
carboxylic acid, e.g. an alkanoic acid having 2-12 C atoms, such as a 
cetic acid; a phenylalkanoic acid, such as phenylacetic acid; benzoic 
acid, lactic acid, citric acid; paratoluene sulfonic acid; etc . . . 
The various crosslinked polyamino-amides used in the compositions of the 
invention are obtained by crosslinking a polyamino-amide resulting from 
the polycondensation of an acid derivative on a polyamine. These 
polyamino-amides are described in the above referred to Luxembourg patent 
and U.S. applications, the latter being incorporated herein by reference, 
as well as in the first certificate of addition, No. 77 06031 to French 
patent application No. 74.39242 filed Nov. 29, 1974, and entitled "Hair 
Conditioning Compositions" and in U.S. application Ser. No. 881,513, filed 
Feb. 27, 1978, which is a CIP of said Ser. No. 762,804, also incorporated 
herein by reference. The acid derivative is selected from the group 
consisting of organic dicarboxylic acids, ethylenically unsaturated 
aliphatic mono- and di-carboxylic acids, the esters of said acids, as well 
as mixtures thereof. The polyamine is selected, preferably, from 
bis-primary and mono- or bis-secondary polyalkylene polyamines. From 0-40 
mole percent of the selected polyamine can be replaced by a bis-primary 
amine or a bis-secondary amine. A preferred bis-primary polyamine is 
ethylene diamine or hexamethylene diamine, and a preferred bis-secondary 
amine is piperazine. 
The crosslinking reaction is preferably carried out using an agent selected 
from the group consisting of: 
(a) epihalohydrins, diepoxides, dianhydrides, unsaturated anhydrides, 
bis-unsaturated derivatives, bis-halohydrins, bis-azetidiniums, 
bis-haloacyl diamines and alkyl bis-halides, 
(b) oligomers obtained with the crosslinking agents in (a) above as well as 
(c) products of the quaternization of crosslinking agents in (a) and (b) 
above, which have alkylatable tertiary amine groups. 
The crosslinked polyamino-amides used in the compositions of the present 
invention have, preferably the following characteristics: 
(i) they are obtained using 0.025 to 0.35 mole of crosslinking agent per 
amine group of the polyamino-amide, and generally by using less than 0.2 
and in particular less than 0.1 mole of crosslinking agent per amine group 
of the polyamino-amide; 
(ii) they are soluble in water up to 10 weight percent without the 
formation of a gel; 
(iii) the viscosity of such a 10 weight percent solution in water at 
25.degree. C. is greater than 3 centipoises and is usually between 3 and 
200 and more specially between 20 and 50 centipoises; and 
(iv) they do not carry, preferably, any reactive groups and in particular 
they do not have any alkylating characteristics and they are chemically 
stable. 
The acids useful for the preparation of these polyamino-amides are 
principally (1) saturated organic dicarboxylic acids having 3-10 carbon 
atoms, and in particular 6 to 9 carbon atoms, such as for instance adipic 
acid, 2,2,4-trimethyl adipic acid, 2,4,4-trimethyl adipic acid, diglycolic 
acid and terephthalic acid; and (2) ethylenically unsaturated aliphatic 
mono- and di-carboxylic acids such as acrylic acid, methacrylic acid and 
itaconic acid. The esters of the above mentioned acids, for example, the 
methyl and ethyl esters thereof can also be employed. Further, mixtures of 
two or more of these acids and/or their esters can also be used. 
The polyamines useful for the preparation of the polyamino-amides are 
principally those wherein the alkylene groups have 2-4 carbon atoms, such 
as, for example, diethylene triamine, dipropylene triamine, triethylene 
tetramine and mixtures thereof. 
Generally, the molar ratio of the reactants, namely the polyamine and the 
acid derivative, is about 1, but a moderate excess of polyamine may be 
used. However, the molar ratio polyamine/acid derivative is, preferably, 
less than or equal to 1.2. 
Moreover, up to 20 molar percent of hexamethylene diamine or up to 40 molar 
percent of ethylene diamine or piperazine per 100 moles of amine can be 
employed. 
The preparation of the polyamino-amides useful in the compositions of the 
present invention is described (or is analogous to that described) in the 
Luxembourg patent and in the U.S. applications mentioned above. The 
polyamino-amides thus obtained are crosslinked by the addition of a 
crosslinking agent, such as epichlorhydrin, diglycidyl ether, 
N,N'-bis-epoxypropyl-piperazine, the dianhydride of butane tetracarboxylic 
acid, the dianhydride of pyromellic acid or bis-unsaturated derivatives, 
such as for example, divinyl sulfone and methylene bis-acrylamide, 
N,N'-bis-epoxypropyl piperazine quaternized, for example, with 1 or 2 
moles of dimethyl sulfate, piperazine bis-acrylamide, a bis-unsaturated 
oligomer obtained by the action of an excess of piperazine bis-acrylamide 
on piperazine, a bis-halohydrin oligomer prepared by the reaction of an 
excess of epihalohydrin on piperazine and optional quaternization of the 
product obtained, for example, by dimethyl sulfate, 
1,3-bis-piperazinyl-2-propanol quaternized by epichlorohydrin, piperazine 
bis-chloracetamide, piperazine bis-omega-bromo-undecanamide, bifunctional 
alkylating agents having the following Formula II: 
##STR3## 
wherein x.sub.1 represents a whole number between 0 and 7; 
A.sub.1 represents 
##STR4## 
wherein R'3 represents halogen and preferably chloride or bromide; 
R'.sub.1 and R'.sub.2 represent lower alkyl or hydroxyalkyl, having 1-4 
carbon atoms; 
B.sub.1 represents alkylene containing 2-6 carbon atoms, 
##STR5## 
wherein y.sub.1 is equal to a whole number from 1 to 4 and in particular 
those for which A.sub.1 represents 
##STR6## 
R'.sub.1 and R'.sub.2 represent lower alkyl and in particular methyl and 
x.sub.1 is equal to 0, and bis-epoxypropyl dimethyl ammonium chloride. 
The amount of crosslinking agent employed can vary depending on the 
particular polyamino-amide and of the cross-linking agent selected, and 
can easily be determined by adding the desired crosslinking agent to an 
aqueous solution of the selected polyamino-amide until the viscosity of a 
10% solution at 25.degree. C. is between 3 centipoises and the viscosity 
corresponding to the gel state, the crosslinked polyamino-amide remaining 
soluble in water. 
In addition to crosslinked polyamino-amides described in the aforementioned 
Luxembourg patent, the Certificate of Addition to French Patent 
application No. 74 39242 and the said U.S. applications, those which are 
described in French Pat. No. 1,583,363 can also be employed in the present 
invention. 
A preferred polymer of this type is an adipic 
acid-dialkylaminohydroxyalkyl-dialkylene triamine copolymer in which the 
alkyl moiety has 1-4 carbon atoms and represents preferably, methyl, ethyl 
and propyl. Particularly remarkable results are achieved employing adipic 
acid-dimethylamino-hydroxypropyl-diethylenetriamine copolymers sold under 
the name Cartaretine, F, F.sub.4 or F.sub.8 by Sandoz. 
Other polymers which can also be employed in the present invention are 
those obtained by the reaction of a polyalkylene polyamine having two 
primary amine groups and at least one secondary amine group with a 
dicarboxylic acid selected from diglycolic acid and saturated aliphatic 
dicarboxylic acids having 3-8 carbon atoms, the molar ratio between the 
polyalkylene polyamine and the dicarboxylic acid being between 0.8:1 and 
1.4:1. The resulting polyamide is then reacted with epichlorohydrin, in a 
molar ratio of epichlorohydrin relative to the secondary amine group of 
the polyamide between 0.5:1 and 1.8:1. These polymers are described in 
U.S. Pat. Nos. 3,227,615 and 2,961,347. 
Particularly preferred polymers of this type are those sold under the name 
HERCOSETT 57 by Hercules Incorporated; and under the name PD 170 or 
DELSETTE 101 by Hercules in the case of a copolymer of adipic acid and 
epoxypropyl diethylene triamine. 
Representative crosslinked polyamino-amides used in accordance with the 
present invention include 
(1) compound B.sub.1, which is the compound described in Example Ia of Ser. 
No. 762,804. It is obtained by the polycondensation of an equimolar 
mixture of diethylenetriamine and adipic acid, followed by crosslinking 
with epichlorohydrin of the polymer obtained at a rate of 11 moles of 
epichlorohydrin per 100 amine groups; 
(2) compound B.sub.2 which is the compound described in Example Ib of Ser. 
No. 762,804. It is obtained by crosslinking the polycondensate of 
equimolar amounts of diethylenetriamine and adipic acid with methylene 
bis-acrylamide (12.1 moles per 100 amine groups of the polyamino-amide); 
(3) compound B.sub.3 which is the compound described in Example Ic of Ser. 
No. 762,804. It is obtained from the same polycondensate as in compound 
B.sub.2, but it is crosslinked with N,N'-bis epoxy propyl piperazine, at a 
rate of 7.3 moles of crosslinking agent per 100 amine groups of the 
polyamino-amide; 
(4) compound B.sub.4 which is the compound described in Example IIIb of 
Ser. No. 762,804. It is obtained by the polycondensation of an equimolar 
mixture of triethylene tetramine and adipic acid, then crosslinked with 
methylene bis-acrylamide, at a rate of 3.4 moles of crosslinking agent per 
100 amine groups of the polycondensate; 
(5) compound B.sub.5 which is the compound described in Example IVa of Ser. 
No. 762,804. It is obtained by the equimolar polycondensation of the 
reaction product of 2 moles of methyl itaconate with 1 mole of 
ethylenediamine and of diethylenetriamine. The polycondensate is then 
crosslinked with epichlorohydrin at a rate of 2.2 moles per 100 amine 
groups of the polycondensate; 
(6) compound B.sub.6 which is the compound described in Example IVb in Ser. 
No. 762,804. It is obtained with the same polycondensate as in product 
B.sub.5, but crosslinked with methylene bis-acrylamide, at a rate of 16 
moles of crosslinking agent per 100 amine groups of the polycondensate; 
(7) compound B.sub.7 which is the compound described in Example IIIa of 
Ser. No. 762,804. It is obtained with the same polycondensate as B.sub.4, 
but it is crosslinked with epichlorohydrin (7.8 moles per 100 amine groups 
of the polycondensate); 
(8) compound B.sub.8 which is the compound described in Example VIa of Ser. 
No. 762,804. It is obtained by the polycondensation of methyl methacrylate 
(2 moles) and ethylene diamine (1 mole) with diethylenetriamine (1 mole) 
which is then crosslinked with methylene bis-acrylamide (21.4 moles per 
100 amine groups of the polycondensate); 
(9) compound B.sub.9 which is the compound described in Example IIa of Ser. 
No. 762,804. It is obtained by the polycondensation of adipic acid (3 
moles) and a mixture of piperazine (1 mole) and diethylenetriamine (2 
moles) which is then crosslinked with epichlorohydrin (13.2 moles per 100 
amine groups of the polycondensate); 
(10) compound B.sub.10 which is obtained from the same polycondensate as 
B.sub.1, crosslinked with N,N'-bis-acryloyl piperazine; 
(11) compound B.sub.11 is obtained from the same polycondensate as for 
B.sub.1, crosslinked with the following material: 
##STR7## 
which is obtained by the reaction of epichlorohydrin and piperazine in 
molar amounts of 5:4. 8.5 moles of crosslinking agent per 100 amine groups 
of the polycondensate were used; 
(12) compound B.sub.12 is obtained from the same polycondensate as for 
B.sub.1 which is then crosslinked with a material of the formula 
##STR8## 
(13) compound B.sub.13 is obtained from the same polycondensate as B.sub.1, 
which is then crosslinked with a material of the formula: 
##STR9## 
which is prepared by reacting piperazine bis-acrylamide on piperazine in 
molar proportions of 3:2. 10.2 moles of crosslinking agent per 100 amine 
groups of the polycondensate are used; 
(14) compound B.sub.14 is obtained from the same polycondensate as B.sub.1, 
which is then crosslinked with a material of the formula 
##STR10## 
6.33 moles of crosslinking agent per 100 amine groups of the 
polycondensate are used. The crosslinking agent is obtained by 
quaternization with dimethyl sulfate of the crosslinking agent used for 
compound B.sub.11 ; 
(15) compound B.sub.15 is obtained from the same polycondensate as B.sub.1, 
which is then crosslinked with the material: 
##STR11## 
9.8 moles of crosslinking agent per 100 amine groups of the polycondensate 
are used; 
(16) compound B.sub.16 is obtained from the same polycondensate as B.sub.1 
which is then crosslinked with: 
##STR12## 
7.6 moles of crosslinking agent per 100 amine groups of the polycondensate 
are used; 
(17) compound B.sub.17 which is the compound described in Example Va of 
Ser. No. 762,804. It is obtained by the polycondensation of a mixture of 2 
moles of methyl acrylate and 1 mole of ethylenediamine with 1 mole of 
diethylenetriamine, the said polycondensate then being crosslinked with 
epichlorohydrin (11 g per 200 g of the polycondensate); 
(18) compound B.sub.18 which is the compound described in Example Id of 
Ser. No. 762,804. It is obtained from the same polycondensate as B.sub.1, 
which is then crosslinked with divinylsulfone, at a rate of 13.9 moles of 
divinylsulfone per 100 amine groups of the polycondensate; 
(19) compound B.sub.19 is an adipic acid-diethylene triamine polycondensate 
quaternized by bis-epoxypropyl dimethyl ammonium chloride, sold under the 
name CARTARETINE F. 4 and F. 8 by Sandoz; 
(20) compound B.sub.20 is obtained from the same polycondensate as B.sub.1 
which is then crosslinked with the material: 
##STR13## 
which is prepared by reacting 1,3-bis-piperazinyl-2-propanol (50 g) on 
epichlorohydrin (43.5 g). 8 moles of crosslinking agent per 100 moles of 
amine groups of the polycondensate are used; 
(21) compound B.sub.21 is obtained from the same polycondensate as B.sub.1 
which is then crosslinked with the reaction product of piperazine (3 
moles), epichlorohydrin (4 moles) and NaOH (2 moles). 5.8 moles of 
crosslinking agent per 100 moles of amine groups of the polycondensate are 
employed; 
(22) compound B.sub.22 is obtained from the same polycondensate as B.sub.1 
which is then crosslinked with a crosslinking agent of a statistical 
composition obtained by reacting piperazine (2 moles), epichlorohydrin (3 
moles) and NaOH (1 mole). 7.36 moles of crosslinking agent per 100 amine 
groups of the polycondensate are used; and 
(23) compound B.sub.23 is an adipic acid/epoxy propyl diethylenetriamine 
copolymer sold under the name Delsette 101. 
The quaternized polymers of Formula I which are used in the compositions of 
the present invention in combination with the said crosslinked 
polyamino-amides are principally those for which R.sub.1 and R.sub.2 
represent methyl, ethyl, propyl, 2-hydroxy ethyl, 2-hydroxy propyl or 
3-hydroxy propyl; R.sub.3 and R.sub.4 represent methyl, ethyl or n-propyl; 
or R.sub.2 =R.sub.4 =R.sub.1 =CH.sub.3 and R.sub.3 represents a C.sub.8 
-C.sub.12 alkyl, cyclohexyl or benzyl; or R.sub.2 =R.sub.4 =CH.sub.3 and 
R.sub.1 =R.sub.3, R.sub.1 and R.sub.3 representing C.sub.2 -C.sub.8 alkyl; 
A and B each independently represent --CH.sub.2 --C.sub.6 H.sub.4 
--CH.sub.2 -- or --(CH.sub.2).sub.y --CH(E)--(CH.sub.2).sub.x 
--CH(K)--(CH.sub.2).sub.t -- 
wherein 
x, y and t are whole numbers ranging from 0 to 11 and such that the sum 
(x+y+t) is greater than or equal to 0 and lower than 18, and E and K 
represent hydrogen or an aliphatic radical having less than 18 carbon 
atoms; or A and B represent 2-hydroxypropylene or divalent 
ethyleneoxyethylene or propyleneoxypropylene, or the groups 
--(CH.sub.2).sub.3 --NH--CO--NH--(CH.sub.2).sub.3 --. 
The quaternized polymers useful in the compositions of the present 
invention are known and can be prepared for example in accordance with the 
procedures described in French Patent application Nos. 75.15162, 76.20261 
and 74.19711. 
In the compositions of the present invention, the crosslinked 
polyamino-amides are present in an amount of 0.1 to 5, and preferably from 
0.1 to 3, weight percent, and the quaternized polymers are present in an 
amount of 0.1 to 10, and preferably from 0.1 to 5, weight percent, based 
on the total weight of the composition. 
In accordance with a preferred embodiment, the compositions of the present 
invention also contain from 0.2 to 2 weight percent of the phosphoric 
ester of a fatty alcohol, optionally polyethoxylated, with for example up 
to 20 moles of ethylene oxide, the fatty alcohol being principally an 
alcohol having 12 to 18 carbon atoms, optionally unsaturated. 
Representative phosphoric esters include principally such commercial 
products as DIVALINE SO and DIVALINE SO NEU (Zshimmer and Schwarz) and 
HOSTAPHAT (Hoechst). These compositions impart to the hair a particular 
brightness and softness. 
The compositions for the hair in accordance with the present invention can 
be provided in the form of an aqueous or hydroalcohol solution, wherein 
the alcohol is a lower alcohol, such as ethanol or isopropanol, or under 
the form of a cream, a gel, or an emulsion. In addition to the components 
mentioned above, the compositions include, generally, an adjuvant 
conventionally employed in cosmetic compositions for the hair. The 
adjuvants generally present in these cosmetic compositions are, for 
example, perfumes, dyes, preservatives, sequesterants, thickening agents, 
emulsifiers and the like. 
The cosmetic compositions for the hair in accordance with the present 
invention constitute principally treating creams for application before or 
after a hair dyeing or hair bleaching operation, before or after a 
shampoo, before or after a permanent wave operation; a hair dye product; a 
shampoo; a rinse lotion for application before or after a shampoo, between 
successive shampoos, before or after a hair dyeing or hair bleaching 
operation, or before or after a permanent wave operation; a hair setting 
lotion; a brushing lotion; and a hair restructuring lotion. 
(1) When the compositions of the present invention constitute treating 
creams, these creams are produced with a support formulated from a soap or 
fatty alcohol in the presence of an emulsifying agent. The soap can be 
constituted from natural or synthetic C.sub.12 -C.sub.18 fatty acids (such 
as lauric acid, myristic acid, palmitic acid and stearic acid) at 
concentrations between 10 and 30% and alkalizing agents (such as NaOH, 
KOH, ammonia, monoethanolamine, diethanolamine and triethanolamine). 
These creams can contain, in addition to the mixture of quaternary polymers 
and polyamino-amide and soap, such adjuvants as fatty amides and fatty 
alcohols. 
Representative fatty amides that can be used include, in particular, the 
following compounds; the mono or di-ethanolamides of the acids derived 
from copra, of lauric acid or of oleic acid, in concentrations ranging 
from 0 to 10 weight percent. 
Representative fatty alcohols include, in particular, oleyl alcohol, 
myristyl alcohol, cetyl alcohol, stearyl alcohol and isostearyl alcohol in 
amounts ranging between 0 and 10 weight percent. 
The creams can also be formulated from C.sub.12 -C.sub.18 natural or 
synthetic alcohols in admixture with emulsifiers. Representative fatty 
alcohols include, in particular, copra alcohol, myristyl alcohol, cetyl 
alcohol, stearyl alcohol and hydroxy stearyl alcohol, in amounts between 5 
and 25 weight percent. 
Representative emulsifiers include: 
(a) fatty alcohols, oxyethylenated or polyglycerolated such as for example, 
oleyl alcohol polyoxyethylenated with 10-30 moles of ethylene oxide, cetyl 
alcohol oxyethylenated with 6-10 moles of ethylene oxide, cetyl stearyl 
alcohol oxyethylenated with 10 moles of ethylene oxide, oleo cetyl alcohol 
oxyethylenated with 30 moles of ethylene oxide, stearyl alcohol 
oxyethylenated with 10-15 or 20 moles of ethylene oxide, oleyl alcohol 
polyglycerolated with 4 moles of glycerol and C.sub.9 -C.sub.15 synthetic 
fatty alcohols polyoxyethylenated with 5 or 10 moles of ethylene oxide. 
These "non-ionic" emulsifiers are present in an amount of 5 to 25 weight 
percent; and 
(b) alkyl sulfates, oxyethylenated or not, such as sodium lauryl sulfate, 
ammonium lauryl sulfate, sodium cetyl stearyl sulfate, triethanolamine 
cetyl stearyl sulfate, mono- or tri-ethanolamine lauryl sulfate, sodium 
lauryl ether sulfate oxyethylenated with for example 2.2 moles of ethylene 
oxide and monoethanolamine lauryl ether sulfate oxyethylenated with, for 
example, 2.2 moles of ethylene oxide. These emulsifiers are present in an 
amount between 3 to 15 weight percent. 
These creams can also contain, in addition to the polymers, such adjuvants 
as fatty amides. Representative fatty amides include, for example, oleic 
diethanolamide, copra mono- or di-ethanolamide and stearic 
monoethanolamide, in an amount between 0 and 10 weight percent. 
(2) When the compositions of the present invention constitute hair dye 
creams, they include, in addition to the quaternary polymer and the 
crosslinked polyamino-amide, various components which impart a cream form 
to the composition, these components being analogous to those defined 
above. There are also included in these compositions an alkalizing agent 
and one or more hair dyes. 
The pH of these compositions is generally between 9 and 11, the pH being 
regulated by the addition of an appropriate alkalizing agent in the dye 
support. Representative alkalizing agents include ammonia, 
monoethanolamine, diethanolamine or triethanolamine. 
The hair dyes employed belong to the class of oxidation dyes to which can 
be added direct dyes, such as an azo, an anthraquinone and a nitrobenzene 
dye, or an indamine, an indoaniline, an indophenol or other oxidation dyes 
such as the leucoderivatives of these compounds. 
the said "oxidation dyes" are aromatic compounds of the diamine, 
aminophenol or phenol type. These aromatic compounds are precursors of 
dyes which are transformed into dye compounds by condensation in the 
presence of a large excess of an oxidizing agent, generally H.sub.2 
O.sub.2. A distinction is made between oxidation dyes, on the one hand, 
i.e. "bases" which are ortho or para diamines or ortho or para mono- or 
diaminophenols and on the other hand "modifiers" which are m-diamines, 
m-aminophenols or polyphenols. 
The "bases" principally employed are: p-phenylene diamine, p-toluylene 
diamine, chloroparaphenylene diamine, p-aminodiphenylamine, 
o-phenylenediamine, o-toluylene diamine, 2,5-diamino anisole, 
o-aminophenol and p-aminophenol. 
The "modifiers" principally used are: m-phenylene diamine, m-toluylene 
diamine, 2,4-diamino anisole, m-aminophenol, pyrocatechol, resorcinol, 
hydroquinone, .alpha.-naphthol, 1,5-dihydroxy naphthalene and 
2,6-diaminopyridine. 
The "bases" are also called basic oxidation dyes and the "modifiers" are 
also called "couplers". 
(3) When the compositions of the present invention constitute shampoos, 
they contain, in addition to the quaternized polymer and the crosslinked 
polyamino-amide, at least one anionic, cationic, non-ionic or amphoteric 
detergent. 
Representative anionic surfactants include, principally, the following 
compounds, as well as mixtures thereof: 
(a) the alkali salts, the magnesium salts, the ammonium salts, the amine 
salts or the amino alcohol salts of the following compounds: 
(i) alkyl sulfates, alkyl ether sulfates wherein the alkyl has a C.sub.12 
-C.sub.18 linear chain, alkylamide sulfates and ethoxylated ether sulfates 
having C.sub.12 to C.sub.18 linear chains and alkylaryl polyethersulfates 
monoglyceride sulfates, 
(ii) alkyl sulfonates wherein the alkyl has a C.sub.12 -C.sub.18 linear 
chain, alkylamide sulfonates, alkyl aryl sulfonates, .alpha.-olefin 
sulfonates with C.sub.12 -C.sub.18 linear chains. 
(iii) alkylsulfosuccinates, alkylethersulfosuccinates, alkylamide 
sulfosuccinates wherein the alkyl has a C.sub.12 -C.sub.18 linear chain, 
(iv) alkylsulfosuccinamates wherein the alkyl has a C.sub.12 -C.sub.18 
linear chain, 
(v) alkyl sulfoacetates wherein the alkyl has a C.sub.12 -C.sub.18 chain, 
(vi) alkyl phosphates, alkyletherphosphates wherein the alkyl has a 
C.sub.12 -C.sub.18 chain, and 
(vii) alkylsarcosinates, alkylpolypeptides, alkyl amidopolypeptidates, 
alkylisethionates and alkyl taurates wherein the alkyl has a C.sub.12 
-C.sub.18 chain, and 
(b) fatty acids such as oleic acid, ricinoleic acid, palmitic acid, stearic 
acid, copra oil acid or hydrogenated copra oil acid, carboxylic acids of 
polyglycolic ethers of the formula Alk--(OCH.sub.2 --CH.sub.2).sub.1 
--OCH.sub.2 --CO.sub.2 H, wherein Alk represents a C.sub.12 -C.sub.18 
linear chain and n.sub.1 a whole number varying from 5 to 15. 
Representative cationic surfactants which can be used alone or in admixture 
include principally: 
(i) salts of fatty amines such as alkylamine acetates, 
(ii) quaternary ammonium salts such as alkyldimethyl benzyl ammonium 
chloride or bromide, alkyltrimethyl ammonium chloride or bromide, 
alkyldimethylhydroxyethyl ammonium chloride or bromide, dimethyldistearyl 
ammonium chloride or bromide, and the methosulfates of alkylamido 
ethyltrimethyl ammonium chloride or bromide, 
(iii) alkyl pyridinium salts and 
(iv) imidazoline derivatives. 
Further, compounds having a cationic character, such as amine oxides 
(alkyldimethylamine oxide or alkylaminoethyl dimethylamine oxide) can also 
be used. 
Representative non-ionic surfactants which can optionally be used in 
admixture with the preceding anionic surfactants include: 
(i) the condensation product of a mono alcohol, an .alpha.-diol, an 
alkylphenol or an amide with glycidol, for example, compounds of the 
formula R--CHOH--CH.sub.2 --O--CH.sub.2 --CHOH13 CH.sub.2 --O.sub.n.sbsb.2 
H wherein R represents an aliphatic, cycloaliphatic or arylaliphatic 
radical having 7-12 carbon atoms and mixtures thereof, the aliphatic 
chains being able to carry ether, thioether and hydroxy methylene groups 
and n.sub.2 being a whole number such that 1.ltoreq.n.sub.2 .ltoreq.10and 
compounds of the formula RO--C.sub.2 H.sub.3 O(CH.sub.2 OH)]n.sbsb.3H 
wherein R represents alkyl, alkenyl or alkylaryl, having 8-22 carbon atoms 
and 1 .ltoreq.n.sub.3 .ltoreq.10, 
(ii) alcohols, alkylphenols or fatty acids polyethoxylated or 
polyglycerolated having C.sub.8 -C.sub.18 linear fatty chains carrying 
most often from 2 to 15 moles of ethylene oxide, 
(iii) copolymers of ethylene oxide and propylene, 
(iv) condensates of ethylene oxide and propylene on fatty alcohols, 
(v) polyethoxylated fatty amides, 
(vi) polyethoxylated fatty amines, 
(vii) ethanolamides, 
(viii) fatty acid esters of glycol, 
(ix) fatty acid esters of sorbitol and 
(x) fatty acid esters of sucrose. 
Representative amphoteric surfactants which can be used include 
principally: 
(i) alkylamino mono- and di-propionates, 
(ii) betaines, such as N-alkyl betaines, N-alkylsulfobetaines and 
N-alkylamido betaines, and 
(iii) cycloimidiniums (alkylimidazolines). 
All these detergents, as well as numerous others not mentioned here but 
equally useful in the shampoo compositions of the present invention, are 
well known and are described in the literature. 
The compositions in the form of shampoos can also contain various adjuvants 
such as for example, perfumes, dyes, preservatives, thickening agents, 
foam stabilizers, softening agents or one or more cosmetic resins. 
In these shampoo compositions the detergent concentration is generally 
between 3 and 50 weight percent, relative to the total weight of the 
composition, and preferably from 3 to 20 weight percent. The pH is 
generally between 3 and 9. 
(4) When the compositions of this invention constitute lotions, they can be 
hair styling lotions, forming lotions (called brushing lotions), non-rinse 
hair reinforcing lotions, rinse lotions (called rinses) and restructuring 
lotions. 
The rinse lotions have been defined above. 
By forming lotions or brushing lotions is meant a lotion which is applied 
after a shampoo and which favors forming or shaping the hair, this forming 
being effected on wet hair with the aid of a brush, while drying the hair 
with a hand dryer. 
By non-rinse hair set reinforcing lotions is meant a lotion which is 
applied after a shampoo and before a hair set. This lotion, which is not 
rinsed off, facilitates the ultimate hair set and improves its durability. 
These lotions include, in a aqueous, alcoholic or hydroalcoholic solution, 
at least one quaternized polymer and at least one crosslinked 
polyamino-amide such as defined above. They can also contain: 
(a) film-forming polymers such as polyvinylpyrrolidone, copolymers of 
vinylpyrrolidone and vinyl acetate and copolymers of vinyl acetate and a 
vinyl alkyl ether. 
Representative preferred resins include polyvinylpyrrolidone having a 
molecular weight from 10,000 to 70,000; copolymers of vinylpyrrolidone 
(VP) and vinyl acetate (VA) having a molecular weight from 30,000 to 
200,000, the ratio VP:VA being between 30:70 and 70:30; and methyl 
methacrylate (15-25%)/stearyl methacrylate (18-28%)/dimethylaminoethyl 
methacrylate (52-62%) terpolymers quaternized or not by dimethyl sulfate; 
(b) quaternary vinylpyrrolidone copolymers such as for example, a polymer 
having a molecular weight in the order of 1,000,000 and sold under the 
name GAFQUAT 755 by GAF and a polymer having a molecular weight in the 
order of 100,000 and sold under the name GAFQUAT 734 by GAF, graft 
cationic copolymers resulting from the copolymerization of 3-95 weight 
percent N-vinylpyrrolidone, 3-95 weight percent dimethylaminoethyl 
methacrylate and 2-50 weight percent of polyethylene glycol, such as those 
described in French Pat. No. 76.15948, cationic polymers resulting from 
the condensation of piperazine or its derivatives (1) or bifunctional 
compounds such as alkyl or alkyl-aryl dihalides, bis-epoxides, 
epihalohydrins, bis unsaturated derivatives and/or (2) on a primary amine 
both hydrogen atoms of which can be substituted and which acts as a 
bifunctional compound; (3) both on an eiphalohydrin and on a hydroxylated 
amine such as diglycolamine, 2-amino-2-methyl 1,3-propanediol or on an 
amino acid such as glycocoll, and a quaternized cellulose such as JR 400, 
sold by Union Carbide. 
In these lotions, the amount of the adjuvant polymer is generally between 
0.1 and 5, preferably between 0.1 and 3, weight percent. The pH is 
generally between 3 and 9. 
By rinse lotion is meant a lotion that is applied before or after a 
shampoo, or between successive shampoos, or before or after hair dyeing or 
hair bleaching, before or after a permanent wave. These rinse lotions 
provide a hair conditioning effect and are rinsed off the hair after an 
appropriate contact time therewith. 
These rinse lotion compositions can be an aqueous or hydroalcoholic 
solution including or not surfactants; an emulsion; or gels. Further, 
these compositions can be pressurized in an aerosol container together 
with an appropriate aerosol propellant. 
Representative surfactants usefully employed are principally non-ionic or 
cationic surfactants such as those set forth above in the description of 
the shampoo compositions of this invention, and more particularly: 
(i) condensation products of a mono alcohol, an .alpha.-diol, and alkyl 
phenol or an amide with glycidol, for example, compounds of the formula 
R--CHOH--CH.sub.2 --O--(CH.sub.2 --CHOH--CH.sub.2 --O).sub.n.sbsb.2 H 
wherein R represents an aliphatic, cycloaliphatic or aryl aliphatic 
radical having from 7-21 carbon atoms and mixtures thereof, the aliphatic 
chains being able to carry ether, thioether and hydroxymethlene and 1 
.ltoreq.n.sub.2 .ltoreq.10; and compounds of the formula RO--C.sub.2 
H.sub.3 O(CH.sub.2 OH)]n.sbsb.3H, wherein R represents alkyl, alkenyl or 
alkylaryl, containing 8-22 carbon atoms, and 1 .ltoreq.n.sub.3 .ltoreq.10; 
and 
(ii) alcohols, alkylphenols or fatty acids, polyethoxylated or 
polyglycerolated, having a linear fatty chain of C.sub.8 -C.sub.18, 
carrying most often 2-15 moles of ethylene oxide. 
The surfactant concentration can vary from 0 to 7 weight percent. 
An anionic or amphoteric surfactant can also be employed. 
When the compositions of the present invention are provided in the form of 
emulsions, they can be non-ionic or anionic emulsions. The non-ionic 
emulsion is a mixture of oils, and/or waxes, fatty alcohols and 
polyethoxylated fatty alcohols, such as polyethoxylated stearyl or cetyl 
stearyl alcohol. Cations can be added to these compositions. 
The anionic emulsions are constituted from soaps. Representative anionic 
emulsions include the emulsion sold under the name Imwitor 960 K by 
Dynamit Nobel, and the emulsions sold under the names Lameform ZEM, LPM 
and NSM by Grunau. 
When the compositions are provided in the form of a gel, they contain 
thickening agents in the presence or not of solvents. 
The thickening agent can be sodium algenate or gum arabic or cellulose 
derivatives such as methyl cellulose, hydroxy methyl cellulose, hydroxy 
ethyl cellulose or hydroxypropyl cellulose. The thickening of the lotion 
can also be effected by a mixture of polyethylene glycols and polyethylene 
glycol stearates or distearates, or by a mixture of phosphoric esters and 
amides. 
The thickening agent concentration can vary from 0.5 to 30, and preferably 
from 0.5 to 15, percent by weight 
The pH of the rinse lotions ranges generally from 2 to 9.5. 
When the compositions of the present invention constitute restructuring 
lotions, they contain products for reinforcing the keratin chain of the 
hair, such as methylol derivatives including those described in French 
Pat. Nos. 1,527,085 and 1,579,979. 
As has been indicated above, the compositions according to the present 
invention prevent the appearance of a harsh feel of the hair which is 
generally observed during repeated application of known conditioning 
lotions containing only the crosslinked polyamino-amides such as defined 
above. After several shampoos, the lessening of this effect of a harsh 
feel is not observed when the crosslinked polyamino-amide is combined with 
cationic agents other than that defined and employed herein and, in 
particular, other cationic polymers such as the GAFQUATS, defined above. 
Further, it has been observed that the application to the hair of 
compositions such as defined in the present invention also protects the 
hair against the effects of subsequently employed hair degrading cosmetic 
treatments, such as hair dyeing, hair bleaching and permanent waving 
operations. It has been discovered that the combination of the crosslinked 
polyamino-amides with the particular class of quaternized polymers defined 
above provides a hair protective effect. Such an effect has not been 
observed when these crosslinked polyamino-amides are combined with other 
cationic agents. 
Additionally the application to the hair of the compositions according to 
the present invention does not produce any harmful or undesired effect 
such as a greasy appearance or feel of the hair. 
The present invention also relates to a process for conditioning the hair, 
comprising applying to the hair an effective amount of the composition 
defined above so as to obtain the desired conditioning effect.

The following non-limiting examples are given to illustrate the present 
invention. 
Although the compounds designated by the letters A and B with appropriate 
numerical subscripts are generally introduced during the preparation of a 
given composition, in the form of a solution, in the Examples detailing 
the formulation, only the weight of the active material (i.e. A and B) has 
been given. 
Further, in these examples, the perfume, when it is present, represents 
from 0.1 to 0.2 weight percent of the compositions and the dyes, when 
present, in compositions other than hair dyes, is present in amounts of 
0.01 to 0.15 weight percent relative to the weight of the composition. 
Also an alcoholic solution of "n" degrees contains n % alcohol by volume. 
Unless otherwise stated, all parts and percentages are by weight. 
EXAMPLE 1--Treating Cream 
1a--A cream having the following composition is prepared: 
______________________________________ 
Cetyl stearyl alcohol 15 g 
Oleic diethanolamide 3 g 
Sodium cetyl stearyl sulfate 
3 g 
Compound A.sub.1 1.0 g 
Compound B.sub.1 0.5 g 
Phosphoric acid ester of 
ethoxylated oleyl alcohol, 
sold under the name 
Divaline SO 1.0 g 
Water, sufficient for 100 g 
______________________________________ 
10-15 g of this cream are applied to natural hair, moist and dried, taking 
care to thoroughly impregnate the hair. The cream is permitted to remain 
in contact with the hair for 10 minutes, after which it is rinsed off. The 
wet hair, thus treated, untangles easily and is soft to the touch. 
The hair is then set and dried under a hood. The dry hair untangles easily 
and is silky to the touch. The hair is shiny and lively; it has body and 
is full. 
Compound A.sub.1 is a compound of Formula I wherein A=(CH.sub.2).sub.3 ; 
B=(CH.sub.2).sub.6 ; R.sub.1 =R.sub.2 =R.sub.3 =R.sub.4 =CH.sub.3 ; and 
X.sup..crclbar. =Cl.sup..crclbar.. 
Similar results are achieved using creams having the following 
compositions: 
1b 
______________________________________ 
Cetyl stearyl alcohol 20 g 
Oleic diethanolamide 2 g 
Sodium cetyl stearyl sulfate 
2 g 
Compound A.sub.2 1.3 g 
Compound B.sub.2 1 g 
Divaline SO 0.8 g 
Dyes, Perfume 
Water, sufficient for 100 g 
______________________________________ 
Compound A.sub.2 is a compound of Formula I wherein A=(CH.sub.2).sub.6 ; 
B=(CH.sub.2).sub.4 ; R.sub.1 =R.sub.2 =R.sub.3 =R.sub.4 =CH.sub.3 ; and 
X.sup..crclbar. =Br.sup..crclbar.. 
1c 
______________________________________ 
Cetyl alcohol 15 g 
Coco monoethanolamide 4 g 
Ammonium lauryl sulfate 3 g 
Compound A.sub.3 1.2 g 
Compound B.sub.2 0.4 g 
Dyes, Perfume 
Water, sufficient for 100 g 
______________________________________ 
Compound A.sub.3 is a compound of Formula I wherein A=(CH.sub.2).sub.6 ; 
B=(CH.sub.2).sub.8 ; R.sub.1 =R.sub.2 =R.sub.3 =R.sub.4 =CH.sub.3 ; and 
X.sup..crclbar. =Br.sup..crclbar.. 
1d 
______________________________________ 
Cetyl alcohol 15 g 
Coco monoethanolamide 4 g 
Ammonium lauryl sulfate 3 g 
Compound A.sub.3.sup.' 1.2 g 
Compound B.sub.19 0.4 g 
Dyes, Perfume 
Water, sufficient for 100 g 
______________________________________ 
Compound A.sub.3 ' is a compound of Formula I wherein A=(CH.sub.2).sub.3 
--NH--CO--NH--(CH.sub.2).sub.3 ; B=--(CH.sub.2).sub.2 
--O--(CH.sub.2).sub.2 ; R.sub.1 =R.sub.2 =R.sub.3 =R.sub.4 =CH.sub.3 ; and 
X.sup..crclbar. =C1.sup..crclbar.. 
1e 
______________________________________ 
Cetyl stearyl alcohol 20 g 
Oleic diethanolamide 2 g 
Sodium cetyl stearyl sulfate 
2 g 
Compound A.sub.2 1.3 g 
Compound B.sub.19 0.5 g 
Phosphoric acid ester of 
ethoxylated oleyl alcohol, 
sold under the name 
Divaline SO 0.8 g 
Dyes, Perfume 
Water, sufficient for 100 g 
______________________________________ 
EXAMPLE 2--Treating Creams For Use After Oxidation Dyeing of the Hair 
2a--A cream having the following composition is prepared: 
______________________________________ 
Cetyl stearyl alcohol 16 g 
Oleic diethanolamide 5 g 
Sodium cetyl stearyl alcohol 
3 g 
Compound A.sub.1 1.5 g 
Compound B.sub.1 1.0 g 
Divaline SO 1.6 g 
Water, sufficient for 100 g 
______________________________________ 
10-15 g of this cream are applied to wet hair after having rinsed therefrom 
the material employed in the oxidation dyeing of the hair. The cream is 
permitted to remain in contact with the hair for 2-3 minutes at which time 
it is then rinsed off. The wet hair combs easily and is soft to the touch. 
The hair is then set and dried under a hood. The dry hair combs easily; 
has a silky touch; is shiny and lively; and has body and fullness. 
The compound A.sub.1 is defined above. 
Similar results are achieved using creams having the following 
compositions: 
2b 
______________________________________ 
Cetyl stearyl alcohol 20 g 
Coco monoethanolamide 4 g 
Sodium cetyl stearyl sulfate 
4 g 
Compound A.sub.4 2.5 g 
Compound B.sub.3 1 g 
Water, sufficient for 100 g 
______________________________________ 
Compound A.sub.4 is a compound of Formula I wherein A=(CH.sub.2).sub.3 ; 
B=(CH.sub.2).sub.4 ; R.sub.1 =R.sub.2 =R.sub.3 =R.sub.4 =CH.sub.3 ; and 
X.sup..crclbar. =Br.sup..crclbar.. 
2c 
______________________________________ 
Cetyl alcohol 25 g 
Oleyl diethanolamide 2 g 
Ammonium lauryl sulfate 3 g 
Compound A.sub.5 1.5 g 
Compound A.sub.4 0.8 g 
Divaline SO 1 g 
Water, sufficient for 100 g 
______________________________________ 
Compound A.sub.5 is a compound of Formula I wherein A=(CH.sub.2).sub.6 ; 
B=(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 --;3 R.sub.1 =R.sub.2 =R.sub.3 
=R.sub.4 =CH.sub.3 ; and X.sup..crclbar. =Br.sup..crclbar.. 
2d 
______________________________________ 
Myristyl alcohol 18 g 
Coco monoethanolamide 8 g 
Sodium cetyl stearyl sulfate 
3 g 
Compound A.sub.6 1.2 g 
Compound B.sub.5 1 g 
Water, sufficient for 100 g 
______________________________________ 
Compound A.sub.6 is a compound of Formula I wherein A=(CH.sub.2).sub.2 
B=(CH.sub.2).sub.6 ; R.sub.1 =R.sub.2 =R.sub.3 =R.sub.4 =CH.sub.3 ; and 
X.sup..crclbar. =Br.sup..crclbar.. 
2e 
______________________________________ 
Cetyl stearyl alcohol 15 g 
Oleic diethanolamide 8 g 
Ammonium lauryl sulfate 3 g 
Compound A.sub.7 1.4 g 
Compound B.sub.6 1.1 g 
Divaline SO 0.7 g 
Water, sufficient for 100 g 
______________________________________ 
Compound A.sub.7 is a compound of Formula I wherein A=(CH.sub.2).sub.3 ; 
B=(CH.sub.2).sub.6 ; R.sub.1 =R.sub.2 =R.sub.3 =R.sub.4 =CH.sub.3 ; and 
X.sup..crclbar. =Br.sup..crclbar.. 
2f 
______________________________________ 
Cetyl alcohol 17 g 
Coco monoethanolamide 5 g 
Sodium cetyl stearyl sulfate 
3 g 
Compound A.sub.7 0.7 g 
Compound A.sub.8 0.5 g 
Compound B.sub.7 0.9 g 
Water, sufficient for 100 g 
______________________________________ 
Compound A.sub.8 is a compound of Formula I wherein A=(CH.sub.2).sub.6 ; 
B=CH.sub.2 --CHOH--CH.sub.2 ; R.sub.1 =R.sub.2 =R.sub.3 -R.sub.4 =CH.sub.3 
; and X.sup..crclbar. =Br.sup..crclbar.. Compound A.sub.7 has the meaning 
given above. 
2g 
______________________________________ 
Cetyl stearyl alcohol 7 g 
Oleocetyl alcohol oxyethylenated 
with 30 moles of ethylene 
oxide, sold under the name 
Mirystill OC 30 1.5 g 
Oleic acid 1.3 g 
Compound A.sub.9 1.5 g 
Compound B.sub.8 1 g 
Monoethanolamine 0.4 g 
Water, sufficient for 100 g 
pH, adjusted to 8 
______________________________________ 
Compound A.sub.9 is a compound of Formula I wherein A=(CH.sub.2).sub.6 ; 
B=(CH.sub.2).sub.5 ; R.sub.1 =R.sub.2 =R.sub.3 =R.sub.4 =CH.sub.3 ; and 
X.sup..crclbar. =Br.sup..crclbar.. 
2h 
______________________________________ 
Myristyl alcohol 18 g 
Coco monoethanolamide 8 g 
Sodium cetyl stearyl sulfate 
3 g 
Compound A.sub.6 1.2 g 
Compound B.sub.19 1 g 
Water, sufficient for 100 g 
______________________________________ 
EXAMPLE 3--Care Creams 
3a--A cream having the following composition is prepared: 
______________________________________ 
Stearyl alcohol 20 g 
Stearyl alcohol oxyethylenated 
with 10 moles of ethylene 
oxide, sold under the name 
BR1J 76 8 g 
Compound A.sub.1 2 g 
Compound B.sub.1 1 g 
Divaline SO 1.5 g 
Water, sufficient for 100 g 
______________________________________ 
This cream is applied to natural hair, wet and dry, in an amount sufficient 
(80-100g) to thoroughly impregnate and cover the hair. The cream is 
permitted to remain in contact with the hair for 30-45 minutes at which 
time it is then rinsed off. The wet hair is very soft and easy to comb. 
The hair is then set and dried under a hood. The dry hair combs easily; 
has a silky touch; is shiny and lively; and has body or fullness. This 
effect lasts after several shampooings. 
Essentially similar results are achieved using the following creams in the 
same manner indicated above. 
3b 
______________________________________ 
Cetyl alcohol 22 g 
Cetyl alcohol oxyethylenated 
with 10 moles of ethylene 
oxide, sold under the name 
BR1J 56 10 g 
Compound A.sub.1 1.2 g 
Compound B.sub.11 0.5 g 
Divaline SO 1.2 g 
Water, sufficient for 100 g 
______________________________________ 
3c 
______________________________________ 
Stearic acid 10 g 
Cetyl stearyl alcohol 
oxyethylenated with 10 
moles of ethylene oxide 3 g 
Monoethanolamine 0.5 g 
Glycerine 2 g 
Compound A.sub.4 3 g 
Compound B.sub.1 1.5 g 
Perfume - Dyes 
Water, sufficient for 100 g 
pH is adjusted to 7. 
______________________________________ 
50-80 grams of this cream are applied to dirty, wet hair and the hair is 
thoroughly impregnated with the cream by rubbing. The cream is permitted 
to remain in contact with the hair for 30-45 minutes. Thereafter the hair 
is shampooed. The wet hair is very soft and easy to comb. After setting 
and drying the hair, it has a particularly soft touch or feel. The hair 
thus treated is shiny, lively and has body. This effect lasts after 
several shampooings. 
Essentially similar results are achieved using the following cream 
composition by applying the cream before a shampooing operation. 
3d 
______________________________________ 
Palmitic acid 12 g 
Monoethanolamine 0.6 g 
Glycerine 3 g 
Compound A.sub.10 3 g 
Compound A.sub.11 4 g 
Compound B.sub.9 2 g 
Perfume, Dyes 
Water, sufficient for 100 g 
pH, adjusted to 6 
______________________________________ 
Compound A.sub.10 is a compound of Formula I wherein A=(CH.sub.2).sub.2 ; 
B=(CH.sub.2).sub.4 ; R.sub.1 =R.sub.2 =R.sub.3 =CH.sub.3 ; X.sup..crclbar. 
=Br.sup..crclbar.. 
Compound A.sub.11 is a compound of Formula I wherein A=(CH.sub.2).sub.3 ; 
B=CH.sub.2 --CHOH--CH.sub.2 --; R.sub.1 =R.sub.2 =R.sub.3 =R.sub.4 
=CH.sub.3 ; X.sup.63 =Br.sup..crclbar.. 
3e 
______________________________________ 
Cetyl alcohol 20 g 
Cetyl alcohol oxyethylenated 
with 10 moles of ethylene 
oxide, sold under the 
name BR1J 12 g 
Compound A.sub.1 1.5 g 
Compound B.sub.10 0.5 g 
Divaline SO 1 g 
Water, sufficient for 100 g 
______________________________________ 
3f 
______________________________________ 
Stearyl alcohol 15 g 
Cetyl stearyl alcohol 
oxyethylenated with 10 
moles of ethylene oxide 8 g 
Monoethanolamine 2 g 
Glycerine 5 g 
Compound A.sub.1 1 g 
Compound B.sub.12 0.5 g 
Perfumes, Dyes 
Water, sufficient for 100.0 g 
pH, adjusted to 7 
______________________________________ 
3g 
______________________________________ 
Stearic acid 10 g 
Cetyl stearyl alcohol 
oxyethylenated with 10 
moles of ethylene oxide 3 g 
Monoethanolamine 0.5 g 
Glycerine 2 g 
Compound A.sub.3 ' 3 g 
Compound B.sub.19 1.5 g 
Perfumes, Dyes 
Water, sufficient for 100 g 
pH, adjusted to 7 
______________________________________ 
Essentially similar results are achieved by applying the following creams 
to the hair before shampooing the hair. 
3h 
______________________________________ 
Stearic acid 12 g 
Cetyl stearyl alcohol 
oxyethylenated with 10 
moles of ethylene oxide 4 g 
Monoethanolamine 2 g 
Glycerine 4 g 
Compound A.sub.1 1.2 g 
Compound B.sub.14 0.5 g 
Perfumes, Dyes 
Water, sufficient for 100 g 
pH, adjusted to 7 
______________________________________ 
3i 
______________________________________ 
Stearic acid 10 g 
Cetyl stearyl alcohol 
oxyethylenated with 10 
moles of ethylene oxide 6 g 
Monoethanolamine 2 g 
Glycerine 4 g 
Compound A.sub.1 1 g 
Compound B.sub.15 0.6 g 
Perfumes, Dyes 
pH, adjusted to 7 
______________________________________ 
3j 
______________________________________ 
Stearic acid 15 g 
Cetyl stearyl alcohol 
oxyethylenated with 10 
moles of ethylene oxide 7 g 
Monoethanolamine 3 g 
Glycerine 5 g 
Compound A.sub.1 1 g 
Compound B.sub.16 0.6 g 
Perfumes, Dyes 
Water, sufficient for 100 g 
pH, adjusted to 7 
______________________________________ 
EXAMPLE 4--Hair Restructing Lotions 
4a--There is mixed, before use: 
0.4 g of N,N'-di-(hydroxymethyl)ethylene thiourea with 25 ml of a solution 
containing: 
______________________________________ 
Compound A.sub.1 0.5 g 
Compound B.sub.1 0.5 g 
HCl, sufficient for 
pH - 2.7 
Water, sufficient for 
100 ml 
______________________________________ 
This mixture is applied to washed and dried hair before setting it. The 
hair combs easily and is silky to the touch. The hair is then set and 
dried. The hair thus treated is shiny and lively; has body and fullness; 
is silky to the touch; and combs easily. 
Essentially similar results are achieved using the following lotions: 
4b 
There is mixed, at the moment of use: 
0.5 g of N,N-di-(hydroxymethyl)ethylene thiourea with 25 ml of a solution 
containing: 
______________________________________ 
Compound A.sub.12 
0.4 g 
Compound B.sub.17 
0.6 g 
HCl, sufficient for 
pH - 2.5 
Perfumes, Dyes 
Water, sufficient for 
100 cc 
______________________________________ 
Compound A.sub.12 is a compound of Formula I wherein A=(CH.sub.2).sub.6 ; 
B=CH.sub.2 --C.sub.6 H.sub.4 --CH.sub.2 ; R.sub.1 =R.sub.2 =R.sub.3 
=R.sub.4 =CH.sub.3 ; and X.sup..crclbar. =Br.sup..crclbar.. 
4c 
There is mixed, at the moment of use: 
0.35 g of 2,4,6-tris-(hydroxymethylamino) s-triazine with 25 ml of a 
solution containing: 
______________________________________ 
Compound A.sub.13 0.4 g 
Compound B.sub.18 0.6 g 
Quaternary vinylpyrrolidone 
copolymer, MW = 1,000,000, 
sold under the mark 
GAFQUAT 775 0.2 g 
HCl, sufficient for pH - 2.5 
Perfumes, Dyes 
Water, sufficient for 100 cc 
______________________________________ 
Compound A.sub.13 is a compound of Formula I wherein A=(CH.sub.2).sub.3 ; 
B=(CH.sub.2).sub.6 ; R.sub.1 =R.sub.2 =CH.sub.3 ; R.sub.3 =R.sub.4 
=CH.sub.2 CH.sub.2 OH; and X.sup..crclbar. =Br.sup..crclbar.. 
EXAMPLE 5--Rinses 
5a--The following composition is prepared: 
______________________________________ 
Compound B.sub.5 0.5 g 
Compound A.sub.8 0.5 g 
RCHOHCH.sub.2O(CH.sub.2CHOHCH.sub.2O).sub.n.sbsb.2H 
wherein R = C.sub.9 -C.sub.12 
alkyl and n.sub.2 = 3.5 0.7g 
Divaline SO 0.4 g 
Water, sufficient for 100 cc 
pH = 7-8 
______________________________________ 
This rinse is applied to previously washed hair. The hair thus treated is 
easy to comb. Dry hair thus treated is particularly full, shiny and easy 
to style. 
5b--The following composition is prepared: 
______________________________________ 
Compound B.sub.3 2 g 
Compound A.sub.7 1 g 
Perfumes, Dyes 
Water, sufficient for 
100 g 
______________________________________ 
This rinse is applied to dyes and washed hair. The hair thus treated is 
easy to comb. Dry hair thus treated is particularly full and easy to 
style. The ease of combing lasts after several shampooings. 
5c--The following rinse lotion is prepared: 
______________________________________ 
RCHOHCH.sub.2O(CH.sub.2CHOHCH.sub.2O).sub.n.sbsb.2H 
wherein R = C.sub.9 -C.sub.12 alkyl 
and n.sub.2 = 3.5 0.5 g 
Compound A.sub.1 0.3 g 
Compound B.sub.1 0.7 g 
Water, sufficient for 100 g 
pH = 8.6 
______________________________________ 
This rinse lotion is applied to the hair before shampooing the same. It is 
permitted to remain in contact with the hair for a few minutes. 
Thereafter, it is rinsed off. Combing of the hair is facilitated and the 
hair has an agreeable touch or feel. The hair is both firm and soft and 
the liveliness of the hair style is improved. 
5d--An emulsion having the following composition is prepared: 
______________________________________ 
Petrolatum oil 15 g 
Lanette wax 2.5 g 
Cetyl stearyl alcohol poly- 
ethoxylated with 10 moles 
of ethylene oxide, sold under 
the name SIMULSOL 1951 RD 
2.5 g 
Compound A.sub.1 1 g 
Compound B.sub.1 0.4 g 
Water, sufficient for 100 g 
pH = 7.5 
______________________________________ 
This composition is applied to the hair before shampooing it. After 
application of the composition, it is rinsed off. This emulsion 
facilitates combing the hair and it imparts softness to the hair and 
provides good liveliness to the hair style. 
5e--A rinse having the following composition is prepared: 
______________________________________ 
Compound B.sub.1 1.2 g 
Compound A.sub.1 0.8 g 
Primary amine acetate, sold 
under the name CATISOL AS/100 
0.5 g 
Water, sufficient for 100 g 
pH = 7.8 
______________________________________ 
This rinse is applied to the hair before shampooing it. It is permitted to 
remain in contact with the hair for a few minutes, after which it is 
rinsed off. 
The combing of the hair is facilitated and the hair has a much more firm 
touch. The liveliness of the hair style is improved. 
5f--The following composition is prepared: 
______________________________________ 
Compound B.sub.19 0.5 g 
Compound A.sub.3 ' 0.5 g 
RCHOHCH.sub.2O(CH.sub.2CHOHCH.sub.2O).sub.n.sbsb.2H 
wherein R = C.sub.9 -C.sub.12 
alkyl and n.sub.2 = 3.5 0.7 g 
Phosphoric acid ester of 
ethoxylated oleyl alcohol, 
sold under the name 
Divaline SO 0.4 g 
Water, sufficient for 100 cc 
pH = 7-8 
______________________________________ 
This rinse is applied to previously washed hair. The combing of the hair 
thus treated is easy. Dry hair thus treated is particularly full, shiny 
and easy to style. 
5g--An emulsion having the following composition is prepared: 
______________________________________ 
Petrolatum oil 15 g 
Lanette wax 2.5 g 
Cetyl stearyl alcohol 
polyethoxylated with 10 
moles of ethylene oxide, 
sold under the name 
SIMULSOL 1951 RD 2.5 g 
Compound A.sub.1 1 g 
Compound B.sub.23 0.4 g 
Water, sufficient for 100 g 
pH = 7.5 
______________________________________ 
This emulsion is applied to the hair before shampooing it. Thereafter, the 
hair is rinsed and this emulsion facilitates combing the hair and it 
imparts softness to the hair. The emulsion also provides good liveliness 
to the hair style. 
EXAMPLE 6--Brushing Lotions 
6a--The following composition is prepared: 
______________________________________ 
Compound A.sub.8 0.35 g 
Compound B.sub.1 0.35 g 
Quaternary vinylpyrrolidone 
copolymer, M.W. = about 
100,000, sold under the 
name GAFQUAT 734 0.5 g 
Ethyl alcohol, sufficient for 50.degree. 
Perfume 
Water, sufficient for 100 cc 
pH = 8.4 
______________________________________ 
When applied to fine and light hair, this lotion facilitates combing the 
hair when wet. 
When the hair is styled using the brushing technique, this lotion improves 
the passage of the brush therethrough and it leaves the hair soft and 
silky with good holding power. 
6b--The following composition is prepared: 
______________________________________ 
Compound A.sub.2 0.9 g 
Compound B.sub.8 0.3 g 
Trimethyl cetyl ammonium 
bromide 0.2 g 
Perfume 
Water, sufficient for 100 cc 
pH, adjusted to 5 
______________________________________ 
When applied to dyed hair which is fine and light, this lotion facilitates 
combing of the hair when wet. 
When the hair is styled using the brushing technique, this lotion improves 
the passage of the brush therethrough and it leaves the hair very soft, 
shiny and supple, with good holding power. 
6c--The following composition is prepared: 
______________________________________ 
Compound A.sub.3 ' 0.35 g 
Compound B.sub.23 0.35 g 
Quaternary vinylpyrrolidone 
copolymer, M.W. = about 
100,000, sold under the 
name GAFQUAT 734 0.5 g 
Ethyl alcohol, sufficient for 50.degree. 
Perfume 
Water, sufficient for 100 cc 
pH = 8.4 
______________________________________ 
EXAMPLE 7--Hair Setting Lotion 
7a--The following composition is prepared: 
______________________________________ 
Compound B.sub.1 0.3 g 
Compound A.sub.7 0.6 g 
Ethyl alcohol, sufficient for 10.degree. 
Lactic acid, sufficient for pH = 6 
Perfume 
Water, sufficient for 100 cc 
______________________________________ 
20 cc of this lotion when applied to dyed hair provides excellent combing 
of the wet hair. Dry hair thus treated is shiny, soft and easy to style. 
This softness effect lasts several anionic shampooings. 
7b--The following composition is prepared: 
______________________________________ 
Compound A.sub.2 0.5 g 
Compound B.sub.17 0.5 g 
Quaternized cellulose sold 
under the name JR 400 
0.2 g 
Ethyl alcohol, sufficient for 20.degree. 
Perfumes, Dyes 
Water, sufficient for 
100 cc 
pH, adjusted to 7 
______________________________________ 
When applied to dyed hair, this lotion facilitates untangling the hair. The 
dry hair is shiny and easy to style. A softness effect is achieved and it 
lasts after several shampooings. 
7c--The following composition is prepared: 
______________________________________ 
Compound B.sub.5 0.3 g 
Compound A.sub.9 0.3 g 
Quaternary vinylpyrrolidone 
copolymer, M.W. = about 
100,000 sold under the name 
GAFQUAT 734 0.5 g 
Quaternized cellulose, sold 
under the name JR 400 
0.3 g 
Ethyl alcohol, sufficient for 
15.degree. 
Perfume 
Water, sufficient for 
100 cc 
pH, adjusted to 8 
______________________________________ 
When applied to washed hair, this lotion facilitates the combing thereof. 
After drying and setting the hair, the hair is soft and shiny and is easy 
to style. This effect lasts after several shampooings. 
7d--The following composition is prepared: 
______________________________________ 
Compound B.sub.3 0.7 g 
Compound A.sub.4 0.6 g 
Ethyl alcohol, sufficient for 
40.degree. 
Perfumes, Dyes 
Water, sufficient for 100 cc 
pH, adjusted to 6 
______________________________________ 
When applied to hair in the manner outlined in Example 7c, essentially the 
same favorable results are achieved. 
7e--The following lotion is prepared: 
______________________________________ 
Compound B.sub.1 0.2 g 
Compound A.sub.5 0.8 g 
Ethyl alcohol, sufficient for 30.degree. 
Perfumes, Dyes 
Water, sufficient for 100 cc 
pH, adjusted to 5 
______________________________________ 
When applied to hair in the manner outlined in Example 7c, essentially the 
same favorable results are achieved. 
7f--The following composition is prepared: 
______________________________________ 
Quaternary vinylpyrrolidone 
copolymer, M. W. = about 
100,000, sold under the 
name GAFQUAT 734 0.6 g 
Quaternized cellulose, sold 
under the name JR 400 0.4 g 
Compound B.sub.17 0.35 g 
Compound A.sub.2 0.4 g 
Ethyl alcohol, sufficient for 15.degree. 
Lactic acid, sufficient for pH = 6.5 
Water, sufficient for 100 cc 
______________________________________ 
20 cc of this lotion when applied to natural hair facilitates the combing 
of the wet hair. Dry hair thus treated is particularly soft and shiny and 
has fullness. This softness effect lasts after several anionic 
shampooings. 
7g--The following composition is prepared: 
______________________________________ 
Compound A.sub.8 0.5 g 
Compound B.sub.1 0.5 g 
Quaternary vinylpyrrolidone 
copolymer, M.W. = about 
100,000, sold under the 
name GAFQUAT 734 0.4 g 
Perfume, Dyes 
Water, sufficient for 100 cc 
______________________________________ 
When applied to dyed hair, this lotion facilitates untangling of the wet 
hair. The hair thus treated when dry is soft and easy to style. This 
softness effect lasts after several shampooings. 
7h--The following composition is prepared: 
______________________________________ 
Compound B.sub.1 0.3 g 
Compound A.sub.3 ' 0.6 g 
Ethyl alcohol, sufficient for 10.degree. 
Lactic acid, sufficient for pH = 6 
Perfume 
Water, sufficient for 100 cc 
______________________________________ 
20 cc of this lotion when applied to dyed hair, provides excellent 
untangling of the hair when wet. Dry hair thus treated is shiny, soft and 
easy to style. This softness effect lasts after several anionic 
shampooings. 
EXAMPLE 8--Dye Vehicles (For oxidation dyeing) 
8a--A cream of the following formula is prepared: 
______________________________________ 
Cetyl stearyl alcohol 16 g 
Oleic diethanolamide 3 g 
Sodium cetyl stearyl sulfate 
5 g 
Compound B.sub.17 2.5 g 
Compound A.sub.14 4.5 g 
Ammonia, 22.degree.Be 10 ml 
Paratoluylene diamine 0.28 g 
Para amino phenol 0.090 g 
Meta diamino anisole sulfate 
0.05 g 
Resorcinol 0.250 g 
Meta amino phenol base 0.070 g 
Ethylene diamine tetraacetic acid 
1 g 
Sodium bisulfite, d = 1.32 
1.2 g 
Water, sufficient for 100 g 
______________________________________ 
30 g of this cream are admixed with 45 g of H.sub.2 O.sub.2 (20 volumes) 
thereby providing a smooth cream which adheres well to the hair. This 
cream is permitted to remain in contact with the hair for 30-45 minutes, 
at which time the hair is then rinsed and dried. On chestnut colored hair 
there is obtained a light ash chestnut shade. The combing of the hair, wet 
or dry, is very easy. The hair thus treated is shiny, controlled and easy 
to set. The hair also has body which lasts after several shampooings. 
Compound A.sub.14 is a compound of Formula I wherein A=(CH.sub.2).sub.3 ; 
B=(CH.sub.2).sub.2 --O--(CH.sub.2).sub.2 ; R.sub.1 =R.sub.2 =R.sub.3 
=R.sub.4 =CH.sub.3 ; and X.sup..crclbar. =Br.sup..crclbar.. 
8b--A cream having the following formulation is prepared: 
______________________________________ 
Cetyl stearyl alcohol 20 g 
Oleic diethanolamide 4 g 
Sodium cetyl stearyl sulfate 
3 g 
Compound B.sub.5 3 g 
Compound A.sub.1 5 g 
Ammonia - 22.degree.Be 10 ml 
Paratoluylene diamine 0.2 g 
Para amino phenol 0.3 g 
Resorcinol 0.075 g 
Meta amino phenol base 0.070 g 
Nitro para phenylene diamine 
0.040 g 
Ethylene diamine tetraacetic acid 
1 g 
Sodium bisulfite, d = 1.32 
1 g 
Water, sufficient for 100 g 
______________________________________ 
30 g of this cream are mixed with 45 g of H.sub.2 O.sub.2 (20 volumes), 
thereby providing a smooth cream which adheres well to the hair. This 
cream is permitted to remain in contact with the hair for 30-45 minutes, 
at which time the hair is then rinsed and dried. On deep blond hair, there 
is obtained a light golden blond coloration. The combing of the hair, wet 
or dry, is easy. The hair thus treated is shiny, lively, easy to style and 
has body which lasts after several shampooings. 
8c--A cream having the following formulation is prepared: 
______________________________________ 
Cetyl stearyl alcohol 16 g 
Oleic diethanolamide 3 g 
Sodium cetyl stearyl sulfate 
5 g 
Compound B.sub.17 2.5 g 
Compound A.sub.3 ' 4.5 g 
Ammonia - 22.degree. Be 10 ml 
Paratoluylene diamine 0.28 ml 
Para amino phenol 0.090 g 
Meta diamino anisole sulfate 
0.05 g 
Resorcinol 0.250 g 
Meta amino phenol base 0.070 g 
Trilon B 1 g 
Sodium bisulfite, d = 1.32 
1.2 g 
Water, sufficient for 100 g 
______________________________________ 
30 g of this cream are mixed with 45 g of H.sub.2 O.sub.2 (20 volumes), 
thereby providing a smooth cream which adheres well to the hair. This 
cream is permitted to remain in contact with the hair for 30-45 minutes, 
at which time the hair is then rinsed and dried. On chestnut colored, 
hair, there is obtained a light ash chestnut shade. The combing of the 
hair, wet or dry, is very easy. The hair thus treated is shiny, controlled 
and easy to set. The hair has body which lasts after several shampooings. 
EXAMPLE 9--Shampoo Compositions 
9a--An anionic shampoo having the following composition is prepared: 
______________________________________ 
Triethanolamine C.sub.12 -C.sub.14 
alkyl sulfate 10 g 
Hydroxypropylmethyl cellulose 
0.2 g 
C.sub.12 -C.sub.18 alkyl dimethyl 
ammoniacetate, sold under 
the name DEHYTON AB 30 8 g 
Compound A.sub.8 0.15 g 
Compound B.sub.1 0.20 g 
Water, sufficient for 100 g 
pH - 7.2 (spontaneous) 
______________________________________ 
This shampoo, in the form of a clear liquid, when applied to natural, 
permanent-waved hair, provides good untangling of the hair when wet. After 
drying, the hair is soft, shiny and lively. 
9b--An anionic shampoo having the following composition is prepared: 
______________________________________ 
Triethanolamine C.sub.12 -C.sub.14 
alkyl sulfate 10 g 
Hydroxypropylmethyl cellulose 
0.2 g 
Copra diethanolamide 2 g 
Compound A.sub.8 0.5 g 
Compound B.sub.1 0.7 g 
Water, sufficient for 100 g 
pH = 7.3 (spontaneous) 
______________________________________ 
When applied to dyed hair, this slightly viscous, clear shampoo, 
facilitates untangling of the hair when wet. Dry hair thus treated is easy 
to comb; is soft and shiny; and is easy to style. 
9c--An anionic shampoo having the following composition is prepared: 
______________________________________ 
Triethanolamine C.sub.12 -C.sub.14 
alkyl sulfate 10 g 
Hydroxypropylmethyl cellulose 
0.2 g 
Compound A.sub.1 0.75 g 
Compound B.sub.1 0.3 g 
Water, sufficient for 100 g 
pH = 7.5 (spontaneous) 
______________________________________ 
This shampoo, in the form of a clear liquid, when applied to natural 
permanent-waved hair, provides essentially the same favorable results 
outlined in Example 9a. 
9d--An anionic shampoo having the following composition is prepared: 
______________________________________ 
Triethanolamine C.sub.12 -C.sub.14 
alkyl sulfate 10 g 
Hydroxypropylmethyl cellulose 
0.2 g 
Compound B.sub.5 0.5 g 
Compound A.sub.8 0.5 g 
Water, sufficient for 100 g 
pH = 7 (spontaneous) 
______________________________________ 
This shampoo, in the form of a clear liquid, when applied to dyed hair, 
facilitates combing the hair when wet and imparts to dry hair, thus 
treated, liveliness, fullness and a shiny appearance. 
9e--A non-ionic shampoo having the following composition is prepared: 
______________________________________ 
RCHOHCH.sub.2 O(CH.sub.2CHOHCH.sub.2O).sub.n.sbsb.2H 
wherein R = C.sub.9 -C.sub.12 
alkyl and n.sub.2 = 3.5 7 g 
Lauryl alcohol polyoxy- 
ethylenated with 12 moles 
of ethylene oxide 7 g 
Lauric diethanolamide 3 g 
Compound A.sub.1 0.5 g 
Compound B.sub.1 0.75 g 
Water, sufficient for 100 g 
pH, adjusted to 6 with lactic acid 
______________________________________ 
When applied to natural hair, this shampoo which is provided in the form of 
a clear liquid, facilitates the combing of wet hair. Dry hair, thus 
treated, is lively, full and shiny. 
9f--A cationic shampoo having the following composition is prepared: 
______________________________________ 
Lauryl alcohol polyoxy- 
ethylenated with 12 moles 
of ethylene oxide 5 g 
C.sub.12 -C.sub.18 alkyl dimethyl 
ammoniacetate, sold under 
the name DEHYTON AB 30 10 g 
Copra diethanolamide 3 g 
Compound A.sub.1 0.75 g 
Compound B.sub.1 0.25 g 
Water, sufficient for 100 g 
pH, adjusted to 4 with lactic acid 
______________________________________ 
This shampoo which is provided in the form of a clear liquid, when applied 
to dyed hair, provides excellent untangling of the wet hair and makes the 
hair very soft. Dry hair, thus treated, is shiny, soft and very 
controlled. 
9g--A non-ionic shampoo having the following composition is prepared: 
______________________________________ 
RCHOHCH.sub.2O(CH.sub.2CHOHCH.sub.2O).sub.n.sbsb.2H 
wherein R = C.sub.9 -C.sub.12 alkyl 
and n.sub.2 = 3.5 10 g 
Copra diethanolamide 3 g 
Compound B.sub.16 0.5 g 
Compound A.sub.1 0.2 g 
Water, sufficient for 100 g 
pH = 8.6 (spontaneous); adjusted to 
pH 6 with lactic acid 
______________________________________ 
This shampoo, provided in the form of a clear liquid, when applied to wet 
hair, facilitates the combing thereof. Dry hair, thus treated, is 
controlled and shiny. 
9h--An anionic shampoo having the following composition is prepared: 
______________________________________ 
RCHOHCH.sub.2O(CH.sub.2 CHOHCH.sub.2 O).sub.n.sbsb.2H 
wherein R = C.sub.9 -C.sub.12 
alkyl and n.sub.2 = 3.5 10 g 
Triethanolamine C.sub.12 -C.sub.14 
alkyl sulfate 2 g 
Copra diethanolamide 3 g 
Compound B.sub.15 0.5 g 
Compound A.sub.1 0.1 g 
Water, sufficient for 100 g 
Initial pH - 7.9, adjusted to 
pH 6 with lactic acid 
______________________________________ 
This shampoo, provided in the form of a slightly opalescent liquid, when 
applied to dyed hair, facilitates the combing of the wet hair and imparts 
softness thereto. Dry hair thus treated is lively and full. 
9i--An anionic shampoo having the following composition is prepared: 
______________________________________ 
Carboxylated alcohol 
ethoxylated with 10 moles 
of ethylene oxide, sold 
under the name AKYPO RLM 100 
3 g 
Lauryl alcohol polyethoxylated 
with 12 moles of 
ethylene oxide 7 g 
Lauric diethanolamide 3 g 
Compound B.sub.13 0.6 g 
Compound A.sub.1 0.3 g 
Water, sufficient for 100 g 
Initial pH - 4.5, adjusted to 
pH 7.2 with triethanolamine 
______________________________________ 
This shampoo, provided in the form of a clear liquid, when applied to dyed 
hair, facilitates the combing of the hair when wet. Dry hair thus treated 
is shiny. 
9j--A non-ionic shampoo having the following composition is prepared: 
______________________________________ 
RCHOHCH.sub.2O(CH.sub.2CHOHCH.sub.2O).sub.n.sbsb.2H 
wherein R = C.sub.9 -C.sub.12 alkyl 
and n.sub.2 = 3.5 10 g 
Copra diethanolamide 2 g 
Compound B.sub.15 0.7 g 
Compound A.sub.2 0.3 -Water, sufficient for 100 g 
pH = 7 (spontaneous) 
______________________________________ 
This shampoo, provided in the form of a clear liquid, when applied to 
natural permanent waved hair, facilitates the untangling of the hair when 
wet and imparts softness thereto. Dry hair, thus treated, is lively, full 
and easy to control. 
9k--A non-ionic shampoo having the following composition is prepared: 
______________________________________ 
Compound B.sub.19 0.5 g 
Compound A.sub.1 0.5 g 
RCHOHCH.sub.2O(CH.sub.2CHOHCH.sub.2O).sub.n.sbsb.2H 
wherein R = C.sub.9 -C.sub.12 alkyl 
and n.sub.2 = 3.5 7 g 
Lauryl alcohol polyoxyethylenated 
with 12 moles of 
ethylene oxide 3 g 
Copra diethanolamine 3 g 
Water, sufficient for 100 g 
pH = 7.8 (spontaneous) 
______________________________________ 
When applied to natural hair, this shampoo which is provided in the form of 
a clear liquid, facilitates untangling the wet hair. Dry hair, thus 
treated, is shiny, lively and easy to style. 
9l--A cationic shampoo having the following composition is prepared: 
______________________________________ 
C.sub.12 -C.sub.18 alkyl dimethyl 
ammoniacetate, sold under 
the name DEHYTON AB 30 10 g 
Lauryl alcohol polyoxyethylenated 
with 12 moles of 
ethylene oxide 5 g 
Lauric diethanolamide 3 g 
Compound B.sub.14 0.8 g 
Compound A.sub.1 0.2 g 
Perfume, Dye 
Water, sufficient for 100 g 
pH, adjusted to 6 
______________________________________ 
This shampoo, provided in the form of a clear liquid, when applied to the 
hair, assures good untangling of wet hair. Dry hair, thus treated, is 
controlled while having good liveliness. 
9m--A non-ionic shampoo having the following composition is prepared: 
______________________________________ 
RCHOHCH.sub.2O(CH.sub.2CHOHCH.sub.2O).sub.n.sbsb.2H 
wherein R = C.sub.9 -C.sub.12 alkyl 
and n.sub.2 = 3.5 10 g 
Copra diethanolamide 3 g 
Compound A.sub.1 0.4 g 
Compound B.sub.20 0.7 g 
Dye 
Water, sufficient for 100 g 
pH, adjusted to 6 
______________________________________ 
This clear liquid shampoo facilitates untangling wet hair. Dry hair, thus 
treated, is soft, shiny and easy to style. 
EXAMPLE 10--Lotion For Use Before A Permanent Wave Treatment 
The following composition is prepared: 
______________________________________ 
Compound B.sub.2 1 g 
Compound A.sub.2 1.4 g 
Trimethyl cetyl ammonium chloride 
0.2 g 
Water, sufficient for 100 g 
pH, adjusted to 7 
______________________________________ 
This lotion is applied to natural hair and is permitted to remain in 
contact therewith for 5 minutes. Without rinsing off this lotion, a 
permanent wave composition is applied to the hair. 
After fixation, the waves obtained are particularly beautiful. The hair is 
easy to style; is soft; and has body. 
EXAMPLE 11--The following shampoo compositions are prepared: 
11a 
______________________________________ 
Triethanolamine C.sub.12 -C.sub.14 
alkyl sulfate 15 g 
Hydroxypropylmethyl cellulose 
0.2 g 
Lauric diethanolamide 3 g 
Compound A.sub.1 0.4 g 
Compound B.sub.21 1 g 
Perfume 0.1 g 
Dye 0.1 g 
Water, sufficient for 100 g 
______________________________________ 
11b 
______________________________________ 
Triethanolamine C.sub.12 -C.sub.14 
alkyl sulfate 10 g 
Hydroxypropylmethyl cellulose 
0.3 g 
Compound A.sub.8 0.5 g 
Compound B.sub.22 0.5 g 
Perfume 0.1 g 
Dye 0.02 g 
Water, sufficient for 100 g 
______________________________________