Patent GB-1058331-A (GB)
Title: Amino acid surface-active compounds and their use in hair treatment compositions
Inventor: KALORISSIS GREGOIRE
IPC: C09K23/00
Filed: 1965-01-15
Abstract: Compounds of the formula <FORM:1058331/C4-C5/1> where R and R1 are C10-18 aliphatic hydrocarbon radicals, R1 and R2 are C1-4 alkyl groups or together with the nitrogen atom form a heterocyclic ring, and n is 2-5 and the Na, K, ammonium and acid addition salts thereof, inclusive, are used as surfactants and thickeners in shampoos. Examples describe aqueous compositions containing the sodium salts of certain of the above compounds, other components being selected from lactic acid, a condensate of 1 mol. tridecyl alcohol and 15 mol. ethylene oxide, the diethanolamide of copra fatty acids, a condensate of 1 mol. copra fatty alcohol and 12 mol. ethylene oxide, a condensate of 1 mol. octylphenol and 18 mol. ethylene oxide, cetyltrimethylammonium bromide, cetyl alcohol and a condensate of 1 mol. stearyl alcohol and 10 mol. ethylene oxide.  The shampoo compositions take the form of jellies, gels, oils, creams and solutions.ALSO:The invention comprises asparagine derivatives of the formula <FORM:1058331/C2/1> where R and R1 are the same or different and represent C10- 18 aliphatic hydrocarbon groups, R1 and R2 are the same or different and represent C1- 4 alkyl groups or together with the nitrogen atom form a heterocyclic ring, n is 2-5 inclusive and the sodium, potassium and ammonium salts and acid addition salts thereof.  The compounds are made by reacting a sodium potassium or ammonium salt of a compound of the formula. <FORM:1058331/C2/2> with a fatty amine, R-NH2, and, if desired, treating the resulting salt with an acid to give the free base or acid addition salt.  Preferred fatty amine starting materials are those which are a mixture of amines derived from copra acids or tallow acids. Examples relate to (1) N2 - [alkyl (tallow)] - N - (dodecyl) - N - (N1,N1-diethylaminoethyl)asparagine, (2) N2 - [alkyl-(copra)] - N - (cetyl) - N - (N1,N1 - diethylaminoethyl)asparagine, (3) N2 - [alkyl (tallow) - N - (cetyl) - N - (N1,N1 - diethylaminoethyl)asparagine, (4) N2 - [alkyl(copra)] - N - (dodecyl) - N - (N1,N1 - diethylaminoethyl)asparagine, (5) N2 - [alkyl(tallow)] - N - (dodecyl) - N - (morpholinoethyl)asparagine, and N2 - [alkyl(tallow)] - N - (dodecyl) - N - (N1,N1 - diethylaminopropyl)asparagine.ALSO:Surface active compounds which are used in neutralizer solutions for permanent waving and in hair dyeing compositions comprise asparagine derivatives of the formula: <FORM:1058331/D1-D2/1> in which R and R1 are C10-18 aliphatic hydrocarbon radicals, R1 and R2 are C1-4 alkyl radicals or together with the N atom form a heterocyclic ring, and n is 2-5 inclusive and the sodium, potassium ammonium and acid addition salts thereof. Example XIII describes a neutralizing solution prepared from an aqueous sodium bromate solution and an emulsion containing the sodium salt of N2-[tallow]-N-(dodeycl)-N-(N1, N-diethylaminoethyl) asparagine.  Examples XV and XVI describe hair dyeing compositions in which the dye component is picramic acid or nitroparaphenylenediamine and the surfactant N2-[tallow]-N-(dodecyl)-N-(N1, N1-diethylamino ethyl) asparagine or N2-[copra]-N-(cetyl)-N-(N1, N1-diethylaminoethyl) asparagine respectively.