CA1117695A - Hair conditioning composition - Google Patents

Abstract

ABSTRACT DESCRIPTION

Polyamino-polyamide polymer prepared by cross-linking tion of a polyamino-polyamide obtained by polycondensation of a acid compound chosen from (i) organic acids dicarboxy-lics, (ii) the aliphatic mono- and dicarboxylic acids with ethylenic double bond. (iii) esters of the abovementioned acids, (iv) mixtures of these compounds: on a polyamine chosen by-mi bis-primary and mono- or dis- polyalkylene polyamines condaries, 0 to 20 mole% of this polyamine which can be replaced created by hexamethylenediamine or 0 to 40% of this polyamine for before being replaced by a bis-primary amine, preferably ethylenediamine, or by a bis-secondary amine. preferably piperazine; characterized by the fact that the crosslinking is alized by means of a crosslinking agent chosen from the group formed by:
(I) the simple bifunctional compounds chosen from the group formed by (1) bis-halohydrins resulting from the reaction tion of an epihalohydrin with a primary amine. a diamine bis-secondary, bis-phenols and bis-mercaptans, (2) bis-azetidinium, (3) bis-haloacyl diamines. (4) bis-alkyl halides represented by the general formula:

(F1) where X - Cl or Br, Z denotes x = 1 to 3 m = 0 or 1 n = 0 or 1 m and n cannot at the same time denote 1; moreover, when m = 1 x = 1: A1 denotes a divalent saturated hydrocarbon radical at C2, C3, C4 or C6 or the 2-hydroxypropylene radical;
(II) the oligomers obtained by reaction of a compound (a) chosen from the group formed by compounds (1), (2), (3), (4) above, (5) epihalohydrins, (6) bis-epoxides, (7) bis-unsaturated derivatives: with a compound (h) which is a bi-reactive functional vis-à-vis the compound (a) and chosen in the group formed by primary amines, bis-second diamines daires, bis-mercaptans and bis-phenols; the molar ratio (b) :( a) being between 0.1 and 0.9;
(IIa) the oligomers obtained by reaction of a compound (a1) chosen from the group formed by the compounds? (1), (3), (4), (6) above with a bis-tertiary diamine (b1) which is a compound bifunctional reactive with respect to the compound (a1); the mo-area (b1) :( a1) being between 0 1 and 0.9:
(III) the quaternization product of a chosen compound (a2) in the group formed by: (1) bis-halohydrins resulting from the reaction of an epihalohydrin with piperazine, bis-phenols and bis-mercaptans, (2) bis-azetidinium, (3) bis-haloacyles diamines, (4) alkyl bis-halides formula (F1); (6) bis-epoxides, (7) bis-unsaturated derivatives, (8) the oligomers II obtained by reaction of a compound (a3) chosen from the group formed by? compounds (1), (2), (3), (4), (6), (7) above with a compound (b3) which is a bi- compound reactive functional vis-à-vis the compound (a3) and chosen in the group formed by a? are primary, bis-secondary diamines res bis-mercaptans and bis-phenols, the molar ratio (b3) :( a3) being between 0.1 and 0.9, (9) the oligomers ob-held by reaction of an epihalohydrin (compound a4) with a com-bifunctional pose (b4) chosen from piperazine, bis-mer-captans, bis-phenols, bis-epoxides of piperazine; rap-compound molar port (b4): epihalohydrin being between 0.1 and 0.9; (10) the oligomers obtained by reaction of a compound (a5) chosen from the group formed by (1) bis-halohydrins resulting from the reaction of an epihalohydrin with piperazine bis-phenols, bis-mercaptans, (2) bis-haloacyles dia-mines, (3) alkyl bis-halides of formula F1, (4) bis-epoxides, with a compound (b5) chosen from the group of dia-bis-tertiary mines, the molar ratio (b5) :( a5) being understood between 0.1 and 0.9, comprising tertiary amine groups al-can be bonded with an alkylating agent (c) chosen from the group caused by chlorides, bromides, iodides, sulfates, mesylates and methyl or ethyl tosylates, ben- chloride or bromide zyle, ethylene oxide, propylene oxide and glycidol.
Hair conditioning compositions based thereon polyamino-polyamines. These polymers and these compositions allow try to ensure a better cosmetic condition for the hair in particular to give dry hair more body and elasticity and to improve the maintenance of the hair.

Description

76 ~
The present invention relates to a composition of conditioning of the hair based on polyamino-polyamide.
In its Canadian patent application number 214.9gO du : November 29, 1974, the plaintiff described and claimed po-water-soluble crosslinked lymers obtained by crosslinking of a polyamino-polyamide (A) prepared by polycondensation of a acid compound chosen from (i) organic acids dicarboxy-lics, (li) mono- and dicarboxylic aliphatic acids to ethylenic double bond, (iii) the esters of the abovementioned acids, (iv) mixtures of these compounds, on a polyamine chosen by-mi bis-primary and mono- or di- polyalkylene polyamines secondary, 0 to 20 mole% of this polyamine can be replaced : placed by hexamethylenediamine or 0 to 40% of this polyamine can be replaced by a bis-primary amine, preferably - ~
ethylenediamine or by a bis-secondary amine, preferably piperazine, the crosslinking being carried out using an agent bifunctional crosslinker chosen from epihalohydrins, bis-epoxides, dianhydrides, unsaturated anhydrides and bis-unsaturated derivatives, as well as cosmetic compositions for hair containing at least one crosslinked polymer above indicated and characterized by the following characteristics of the ~
polymer: the polymer is crosslinked using 0.025 to 0.35 mol.
of crosslinking agent by amine group of the polyamino-amide, the ~ ~ polymer is perfectly soluble in water at lO ~ o without forma-tion of gel; does not contain a reactive group and in particular to bind it has no alkylating properties and it is chemically stable.
The viscosity of a 10% solution in water at 25C is ~ greater than 3 cps and usually between 3 and 200 cps.
- ~ 30 The cosmetic compositions for hair constitute : 'hair conditioners!' compatible with shampoos anionic, while ensuring satisfactory separation of the want wet, and good elasticity of dry hair, fac ~ on to ensure good maintenance of the hairstyle.
The Applicant has discovered that new agents ticants allowed the preparation of new reticent polymers strips from polyamino-polyamide (A) as well as new cosmetic compositions for hair containing these new po-lymers.
New polymers and new compositions containing them compared to polymers and compounds sitions for hair described in the Canadian patent application mentioned above the advantage of ensuring better hair cosmetic condition including communicating to dry hair more than body and elasticity and improve the mair.tien of the hairstyle.
This advantage is more important in the case of che-want damaged having suffered permanent discoloration and / or permanent . sives.
; New cross-linking agents can be classified in the following three groups:
`I - Simple bifunctional compounds chosen from the group formed by bis halohydrinesî
bis aæétidinium, bis haloacyl diamines, bis alkyl halides, II - the oligomers obtained by reaction of a chosen compound (a) in groups formed by bifunctional compounds described in group I above and the ~ bifunctional crosslinking agents-; ~ nels described in the Canadian patent application mentioned above above, namely epihalohydrins, bis-epoxides, and bis unsaturated derivatives, in particular epichlorohydrin, N, NI-bis-epoxypropyl piperazine, diglycidyl ether, divinyl sulfone, methylene bis-acrylamide, on a compound (~) which is a compound bifunctional reactive with respect to the compounds (a).

III - The product of quaternization of a compound chosen from the yroupe formed by the compounds (a) (described in the paragraph above), and the oligomers described under (II) and comprising a or several tertiary amine groups totally or partially-mentally alkylated with a known alkylating agent and in particular with an alkylating agent chosen from the group formed by chlorides, bro-methyl mures, iodides, sulfates, mesylates and tosylates or ethyl, benzyl chloride or bromide, ethylene oxide, propylene oxide and glycidol.
New polymers are more particularly preferred.
obtained using crosslinking agents classified in sub-following groups:
(I) the simple bifunctional compounds chosen from the group formed by (1) bis-halohydrins resulting from the reaction tion of an epihalohydrin with a primary amine, a diamine bis-secondary, bis-phenol and / or bis-mercaptan, (2) bis-azetidinium, (3) bis-haloacyl diamines, (4) bis-alkyl halides represented by the general formula: -(CH2) x (Z ~ T ~ ~ Al - ~ ~ (C1 ~ 2) - X

X ~ 3 X n where X = Cl or Br, Z denotes CH - C ~ I
x = 1 to 3 CH = CH
m = 0 or 1 n = 0 or 1-m and n cannot at the same time designate 1, moreover, ~ when m = 1 x = 1, Al denotes a divalent saturated hydrocarbon radical at C2, C3, C4 or C6 or else the 2-hydroxypropylene radical, (II) the oligomers obtained by reaction of a compound (a) chosen from the group formed by compounds (1), (2), (3), (4) above, (5) epihalohydrins, (6) bis-epoxides, (7) bis-unsaturated derivatives, with a compound (b) which is a bi-reactive functional vis-à-vis the compound (a) and chosen in the group formed by primary amines, bis-secondary diamines res, bis-mercaptans and bis-phenols; the molar ratio (b) :( a) being between 0.1 and 0.9;
(IIa) the oligomers obtained by reaction of a compound (al) chosen from the group formed by compounds (1), (3), (4), (6) above with a bis-tertiary diamine (bl) which is a compound bifunctional reactive with respect to the compound (a1); the molai-re (bl) :( al) being between 0.1 and 0.9;
(III) the quaternization product of a chosen compound (a2) in the group formed by: (1) bis-halohydrins resulting from the reaction of an epihalohydrin with piperazine, a bis-phe nol and / or a bis-mercaptan, (2) bis-azetidinium, (3) bis-haloacyl diamines, (4) alkyl bis-halides of alkyl mule F1, (6) bis-epoxides, (7) bis-unsaturated derivatives, (8) oligomers II obtained by reaction of a chosen compound (a3) in the group formed by the compounds (1), (2), (3), (4), (6), (7) above with a compound (b33 which is a bifunctional compound-reagent vis-à-vis the compound (a3) and chosen from the group formed by primary amines, bis-secondary diamines, bis-mercaptans and bis-phenols, the molar ratio (b3) :( a3) being between 0.1 and 0.9, (9) the oligomers obtained by reaction of an epihalohydrin (compound a4) with a compound bi-functional (b4) chosen from piperazine, bis-mercaptans, bis-phenols, bis epoxides of piperazine 'the ratio compound (b4): epihalohydrin being between 0.1 and 0.9;
(10) the oligomers obtained by reaction of a chosen compound (a5) in the group formed by (1) bis-halohydrins resulting from the reaction of an epihalohydrin with piperazine, a bisphenol and / or a bis-mercaptan, (2) the bis-haloacyl diamines, (3) the bis-halides of alkyls of formula (F1), (4) bis-epo ~ ydes '' with a compound (b5) chosen from the group of bis- diamines tertiary, the molar ratio (b5) :( a5) being between 0.1 and 0.9, comprising alkylatable tertiary amine groups, with an alkylating agent (c) chosen from the group formed by chlorides, bromides, iodides, sulfates, mesylates and tosylates methyl or ethyl, benzyl chloride or bromide, o-ethylene xyde, propylene oxide and glycidol.
The simple bifunctional compounds of group I are described below in more detail.
(1) The bis-halohydrins obtained by reaction of a epihalohydrin like epichlorhydrin or epibromhydrin with bifunctional compounds such as bis-secondary diamines, primary amines, diols, bis-phenols or bis mer-captans, form highly appreciated cross-linkers.
The bis-halohydrins resulting from the reaction of the epi-chlorhydrin with piperazine are particularly appreciated.
Bis-halohydrins can be intermediates direct for the preparation of bis-epoxides, but vice versa they can be derived by opening the oxirane ring with a hydracid like hydrochloric or hydrobromic acid.
In both cases, the halogen atom can be linked to the last or the penultimate carbon atom without its posi-- tion is detrimental to the reactivity of the crosslinker or to the properties of the final product.
By way of examples, mention may be made of bis-halohydrins following:

X ClI2 ~ lII CH2 {~ - CH2 - CIH - CH2 ~ X
H OH n where n = 1 to 4 / \ / \
30 X - CH2 - CHOH - CH2 - N ~ JN - CH2 - CHOH - CH2 - N ~ N - CHOH-CH2X

7 ~

2 fI2 1 (CH2) n - Nl - C ~ -CHOH-CIt2X where n = 2 a 6 n 2 n -t 1 or again - (CH2-CH -O) H
n = I at 18 m = 1 or 2 2 2 ~ -CH2 ~ CH20 ~ p CH2 - CHOH - CH X
where p = O to 25 lQ X CH2 - CHOH - CH2 - ~ C- ~ - CH2 - CHOH - CH2X
I

X - CH2 - CHOH - CH2 - S - (CH2) q - S - CH2 - CHOH - CH2X
where q = 2 to 6 in the above formulas X denotes Cl or Br.
(2) The bis-azetidinium compounds are derived from N, N-dialcoyl halo hydroxy propylamines by cyclization.
So, for example:

X CH2 ~ CHH ~ cH2 ~ N-cH2-c ~ Ioa - CH2-N ~ cH2-cHoH - cH2x ~ HO ~ Il / ~ l-CH2 - CHOH-CH2--1 ~ ~> OH
where X denotes Cl or Br.
However, cyclization can be difficult for some.
sterically hindered amines.
As the reactivity of the azetidinium groups is low different from those of the groups ~ epihalohydrin, we can u-to use for the purposes of the invention the compounds derived from bis-halohydrins for which the halohydrin units are linked to the rest of the molecule by tertiary nitrogen groups, and comprising two azetidinium groups or one azetidine group nium and a halohydrin group.

:,

(3) Bis haloacyl diamines usable as crosslinking agents can be represented by the following formula:
X - (CH2) - CON - A - ~ CO - (CH) X

where X = Cl or Br A = CH2CH2, -CH2-CH2-CH2- or - ~ -n denotes a number between 1 and 10 Rl = R2 = H or Rl and R2 can be linked together and desi-Generate the ethylene radical together, when A = -C-, Rl = R2 = H, when A denotes -CH2-C ~ 2-, Rl and R2 can be linked together and together signify an ethylene radical, the group - ~ - A - 1-~ __ \ 1 2 denoting the radical - N \ __ ~ N - derived from piperazine.
Are particularly interesting for the purposes of the invention tion, bis-chloroacetyl or bis-bromo undecanoyl of ethyl-lenediamine or piperazine.
Among the particularly interesting bis-epoxides, may mention the piperazine bis-epoxides.
The oligomers which can be used in the spirit of the invention are statistical mixtures of compounds obtained by reaction of a compound (a) described in groups I and II or of a compound (al) described in group II bis or of a compound (a3), (a4) or (a5) described in group III with a bi- compound respectively functional (b), (bl), (b3), (b4), (b5), reactive towards compounds (a), (al), (a3), (a ~), (a5), i.e. in a way general primary amines, bis-secondary diamines piperazine, bis-tertiary diamines such as N, N, N ', Ni-tetramethyl ethylene-, propylene-, butylene-, or hexamethylene-diamine, bis-mercaptans such as 1,2-dithiol ethane or bis-phenols such as "Bis-phenol A" or (4,4'-dihydroxy-diphole-nyl) 2,2'-propane.

L. the molar proportions of ~ b), (bl), (b3), (h4), (b ~
respectively with respect to (a), (al), (a3), (a4), (a5) are between 0.1 and 0.9.
The oligomerization reactions are generally carried out read at temperatures between 0 and 95C and preferably rence from 0 to 50C in water, or in a solvent such as iso-propanol, t-butanol, acetone, benzene, toluene, dimethylformamide, chloroform.
Quaternization reactions leading to a product dequaternisatlon described above, under III, are made between 0 and 90C in water or in a solvent such as methanol, e- -thanol, isopropanol, t-butanol, alkoxy ethanols, llacé-tone, benzene, toluene, dimethylformamide, chlorofor-me.
The subject of the present invention is a new polymer crosslinked polyamino polyamide prepared by the crosslinking of a polyamino-polyamide obtained by polycondensation of a compound a-cide chosen from (i) organic dicarboxylic acids, (ii) aliphatic mono- and dicarboxylic acids with doub ~ bond ethylenic, (iii) esters of the abovementioned acids, (iv) diapers of these compounds, on a polyamine chosen from poly-alkylene-polyamines bis-primary and mono- or disecondary, 0 to 20 mole% of this polyamine which can be replaced by hexa-methylenediamine or 0 to 40% of this polyamine which can be replaced placed by a bis-primary amine, preferably ethylenedia-mine, or by a bis-secondary diamine, preferably piper-razine 'characterized in that the crosslinking is carried out by means of a crosslinking agent chosen from the group formed by:
(1) the simple bifunctional compounds chosen from the group formed by (1) bis-halohydrins resulting from the reaction tion of an epihalohydrin with a primary amine, a diamine bis-secondary, bis-phenol and / or bis-mercaptan, (2) bis-azétidiniurn, (3) bis-haloacyles diamines, (4) bis-alkyl halides represented by the general formula:

(d2) x (Z) m ~ - A ~ C ~ 12) - X (E'l) X ~ X ~ n // CH - C ~ I
where X = Cl or Br, Z denotes ~ ~ x = 1 to 3 \ CH = CH
10 m = 0 or 1 n = 0 or 1 m and n cannot at the same time designate 1, moreover, when m = 1 x = 1, A1 denotes a divalent saturated hydrocarbon radical at C2, . .
C3, C4 or C6 or the 2-hydroxypropylene radical;
(II) the oligomers obtained by reaction of a compound (a) chosen from the group formed by compounds (1), (2), (3), (4) above, (5) epihalohydrins, (6) bis-epoxides, (7) bis-unsaturated derivatives, with a compound (b) which is a bi-reactive functional vis-à-vis the compound (a) and chosen in the group formed by primary friends, bis-secon diamines--bis-mercaptans and bis-phenols, the molar ratio re (b) :( a) being between 0.1 and 0.9, : (IIa) the oligomers obtained by reaction of a compound (al) chosen from the group formed by compounds (1), (3), (4), (6) above with a bis-tertiary diamine (bl) which is a compound bifunctional reactive with respect to compound (a1), the mo-area (bl) :( al) being between 0.1 and 0.9 (III) the quaternization product of a chosen compound (a2) in the group formed by: (1) bis-halohydrins resulting from the reaction of an epihalohydrin with piperazine, a bis-phe nol and / or a bis-mercaptan, (2) bis-azetidinium, (3) bis-haloacyl diamines, (4) alkyl bis-halides of alkyl mule (F1), (6) bis-epoxides, (7) bis-unsaturated derivatives, - 9 -.

.
. '. ''''. ~
.

7 ~ i ~ 3 ~ i (8) oliyomers II obtained by reaction of a compound (a3) chosen from the group formed by compounds (1), (2), (3), (4), (6), (7) above with a compound (b3) which is a bi- compound reactive functional vis-à-vis the compound (a3) and chosen in the group formed by primary amines, bis-secondary diamines res, bis-mercaptans and bis-phenols, the molar ratio (b3) :( a3) being between 0.1 and 0.9, (9) the cligomers ob-held by reaction of an epihalohydrin (compound a4) with a com-bifunctional pose (b4) chosen from piperazine, bis-mercaptans, bis-phenols, piperazine bis-epoxides; the compound molar ratio (b ~): epihalohydrin being included in-be 0.1 and 0.9; (10) the oligomers obtained by reaction of a compound (a5) chosen from the group formed by (1) bis-halo-hydrins resulting from the reaction of an epihalohydrin with the piperazine, bis-phenol and / or bis-mercaptan, (2) bis-haloacyl diamines, (3) alkyl bis-halides of alkyl mule Fl, (4) bis-epoxides, with a compound (b5) chosen from the group of bis-tertiary diamines, the molar ratio (b5):
(a5) being between 0.1 and 0.9; with groupings alkylatable tertiary amine, with an chosen alkylating agent (c) in the group formed by chlorides, bromides, iodides, sul-methyl or ethyl fates, mesylates and tosylates, chloru-re or benzyl bromide, ethylene oxide, propy-lene and glycidol.
The acids usable for the preparation of poly-amino-polyamide (a) are chosen from:
- saturated organic dicarboxylic acids having from 6 to 10 carbon atoms, for example adipic acids, trimé-thyl-2,2,4 and -2,4,4-adipic, terephthalic, aliphatic acids mono- and dicarboxylates with an ethylenic double bond, for example-ple acrylic, methacrylic, itaconic acids.
Among the preferred acids are adipic acid and - ln -.,.

the compounds of addition of an alkylenediamine with acids unsaturated such as acrylic, methacrylic, i1: aconi-than .
Adipic acid is particularly preferred.
We can also use the esters of the above acids.
above cited. It is also possible to use mixtures two or more carboxylic acids and their esters.
Polyamines usable for the preparation of po-lyamino-polyamides (~) are chosen from polyalkylene-mono- or disecondary bis-primary polyamines, for example the diethylene triamine, dipropylene triamine, triethylene tetramine and mixtures thereof.
Polycondensation is carried out by methods naked, by mixing the reagents, then heating between 80 and 250C, and preferably between 100 and 180C for 1 to 8 hours depending on ~ - the reagents used. After heating at full reflux for 1/2 hour to hour, remove the water or alcohol formed during polycondensation, first at ordinary pressure then under reduced pressure.

The reactions take place under a stream of nitrogen to avoid excessively important colorations and - facilitate elimination -tion of volatile substances.
- When carrying out the reaction, a amount of dicarboxylic acid and amines in equal proportions molecular.
According to a preferred method of preparation, the poly-condensation of the polyalkylene polyamine chosen preferably ~ rence among diethylene triamine, triethylene tetramine, ; dipropylene triamine and their mixtures, either (i) on a diacid preferably carboxylic adipic acid or its dimer ester thylic, i.e. (ii) on the intermediate product of addition of does ethylenediamine molecule and two molecules of methyl ester than an ethylenically unsaturated acid such as acrylate, methacrylate or methyl itaconate.
Addition reactions of ethylenediamine on unsaturated esters are produced by mixing the reagents between 5 and 80C, and polycondensation reactions by heating for 30 to 60 minutes at reflux, then with elimination of the al-cool methyl at 120-150C, or water at 140-175C, first at ordinary pressure then under a partial vacuum of 15 mm of mercury.
- The polyamino-polyamides (A) thus obtained have a screw-cosity in water at 10% and at 25C less than 3 centipoises.
The constitution of the preferred polyamino polyamides (A) I can be represented by the general formula (I) ; t ~ OC - R - C0 - z ~ (I) where R represents a bivalent radical which derives from the acid used or the adduct of the acid with the bis-primary amine or bis-secondary.
Among the preferred meanings of R we can cite the following: ~

~ ~, - (CH2) 4-, :

~ CH2 - CH2 - NH - CH2 - CH2 - NH - CH2 - CH2 -, f 2 NH ~ CH2 ~ CH2 ~ NH - CH - fH
- CH3 C ~ I3 ~ f H CH CH2 - CH -¦ N - C ~ I2 - CH - N

OO
These radicals are derived respectively from tereph-talic acid, adipic acid, ethylene adduct nediamine on acrylic, methacrylic and itaconic acids or their esters.
Z represents:

1) in the proportions of 60 to 100 mol% of the radical - NH - ~ TCH2) X NE ~ = ~ n (II) where x = 2 and n = 2 or 3 or else x = 3 and n = 2 this radical deriving from diethylene triamine, from triethylene tetramine or dipropylene triamine ' 2) in the proportions of 0 to ~ 0 moles% the radical (II) above, in which x = 2 and n = 1 and which derives from the e-thylenediamine, or the radical N N- derived from piperazine, 3) in the proportions of 0 to 20 mol% the radical -NH- (CH2) 6-NH- derived from hexamethylenediamine.
The polyamino polyamides thus obtained are then re-crosslinked by addition of a crosslinking agent chosen from those below described above.
Cross-linking reactions are carried out between 20C
and 90C, from aqueous solutions of 20 to 30% of polyamino-polyamide to which the crosslinking agent is added by very small your fractions until you get a significant increase in viscosity but without however reaching the gel which does not dissolve ~ -20 would be more in the water. The concentration is then quickly ~ -adjusted to 10% by addition of water and the reaction medium, if any tually cooled.
According to a preferred characteristic of the invention, one used for crosslinking polyamino-polyamide polymers from 0.025 to 0.35 mole of crosslinking agent per amine group of polyamino-polyamide. An interesting category of these polymers ~ -crosslinked is obtained using 0.025 to about 0.2 mole of crosslinking agent by amine group of the polyamino polyamide ~
Another advantageous category of crosslinked polymer is obtained naked using 0.025 to about 0.1 mole of crosslinking agent by amine group of the polyamino-polyamide.

The proportions of crosslinker to be used, which vary depending on the nature of the polyamino-polyamide and of the cross-linking agent, may 8tre easily determined by adding the desired crosslinking agent -d to an aqueous solution of the polyamino-polyamide until the viscosity of a 10% solution, ie at 25C, between 3 centipoises and the gel state while retaining solubility perfect in water.
The crosslinked polymers according to the present invention are keep well and are compatible with anio-surfactants picnics while ensuring a good mix of damp hair.
This compatibility with anionic surfactants can still to be improved by alkylation of the second amino groups of crosslinked polyaminoamides. Alkylation increases -, the solubility in water of crosslinked polyaminoamides, in pre-anionic surfactants.
The alkylating agent can be used:
1) an epoxide, for example glycidol, ethylene oxide, o propylene oxide, 2) a compound with an ethylenic double bond, for example acryla-mide, acrylic acid, 3) chloracetic acid,

4) an alkane sultone, for example propane sultone or butane sultone.
The alkylation of the crosslinked polyaminoamides is sée in aqueous solution, at a concentration of 10 to 30%, at a temperature between 10 and 95C.
The crosslinked polymers according to the invention can be used in different cosmetic compositions for hair, for the treatment of normal hair and more particularly sensitized hair. They can also be used for concentrations of 0.1 to 5%, preferably 0.2 to 2.5% and before tagging from 0.3 to 1.3% in cosmetic compositions for hair and more particularly in sham compositions pooing, such as anionic, cationic, nonionic shampoo, amphoteric or zwitterionic, coloring shampoo, dye, styling gel, styling lotion, brushing lotion, wrinkle lotions, rinsed lotion, lotion leave-in styling enhancer, in compositions restructuring, in more specific cosmetic compositions such as anti-dandruff, antiseborrhoeic compositions ics, permanent.
I, the invention therefore also relates to a composition cosmetic for hair according to the Canadian patent application men-above mentioned containing at least one crosslinked polymer solu-ble in water, chosen from tI) the crosslinked polymers obtained by the crosslinking of a polyamino-polyamide prepared by polycon-densification of an acidic compound chosen from (i) organic acids des dicarboxyliques, (ii) aliphatic acids mono- and di-ethylene double bond carboxylates, (III) the esters of aforementioned acids, (iv) mixtures of these compounds, on a poly-amine chosen from bis-primary polyalkylene polyamines and mono- or disecondary, 0 to 20 mole% of this polyamine can be replaced by hexamethylenediamine or 0 to 40% of -this polyamine can be replaced by a bis-primary amine, ~ -preferably ethylenediamine or with a bis-secondary amine, preferably piperazine, the crosslinking being carried out at using a crosslinking agent chosen from the group formed by:
(I) the compounds chosen from the group formed by (1) the bis halohydrins (2) bis azetidinium, (3) bis haloacyls diamines, (4) alkyl bis halides, (II) the oligomers obtained by reaction of a compound (a) chosen from the group formed by (1) bis halohydrins, (2) bis azetidinium, (3) bis haloacyls of diamines, (4) bis alkyl halides, (5) epihalohydrinesi (6) diepo-xydes, (7) bis unsaturated derivatives, with a compound (b) which is a bifunctional compound reactive with respect to compound (a), 6 ~
(III ~ the product of quaternization of a compound chosen from the group formed by the compounds (a) and the oliomers (II) and comprising tertiary amine groups which can be alkylated with a alkylating agent (c) chosen from the group formed by chloru-res, bromides, iodides, sulfates, mesylates and tosylates of thyle or ethyl, benzyl chloride or bromide, oxide ethylene, propylene o ~ yde and glycidol, The crosslinking is advantageously carried out by means a crosslinking agent chosen from the following subgroups:
(I) the simple bifunctional compounds chosen from the group formed by (1) bis-halohydrins resulting from the reaction tion of an epihalohydrin with a primary amine, a diamine bis-secondary, bis-phenol and / or bis-mercaptan, (2) bis-azetidinium, (3) bis-haloacyl diamines, (4) bis-alkyl halides represented by the general formula:

X - (CH2) (Z) ~ (CH) - X (~ 1) ~ X ~ _ n where X = Cl or Br, Z denotes ~ H - OEI x = 1 to 3 ~ CH = CH
m = 0 or 1 n = 0 or 1 m and n cannot at the same time designate 1, moreover, when m = 1 x = 1; Al denotes a divalent saturated hydrocarbon radical at C2, C3, C4 or C6 or else the 2-hydroxypropylene radical, (II) the oligomers obtained by reaction of a compound (a) chosen from the group formed by compounds (1), (2), (3), (4) -above, (5) epihalohydrins, (6) bis-epoxides, (7) Bis-unsaturated derivatives, with a compound (b) which is a compound se bifunctional reactive towards compound (a) and chosen in the group formed by primary arnines, bis-second diamines daries, bis-mercaptans and bis-phenols, molar repsrt re (b) :( a) being between 0.1 and 0.9;
(IIa) the oligomers obtained by reaction of a compound (al) chosen from the group formed by compounds (1), (3), (4), (6) above with a bis-tertiary diamine (bl) which is a compound bifunctional reactive with respect to compound (a1), the mo-area (bl) :( al) being between 0.1 and 0.9, (III) the quaternization product of a chosen compound (a2) in the group formed by: (1) bis-halohydrins resulting from the reaction of an epihalohydrin with piperazine, a bisphosphine nol and / or a bis-mercaptan, (2) bis-azetidinium, (3) bis-haloacyles diamines, (4) alkyl bis-halides of mule Fl, (6) bis-epoxides (7) bis-unsaturated derivatives, (~) oligomers II obtained by reaction of a chosen compound (a3) in the group formed by the compounds (1), (2), (3), (4), (6), (7) above with a compound (b3) which is a bifunctional compound-nel reacti.f vis-à-vis the compound (a3) and chosen from the group formed by primary amines, bis-secondary diamines, bis-mercaptans and bis-phenols, the molar ratio (b3) :( a3`) 20 being between 0.1 and 0.9, (9) the oligomers obtained by reaction of an epihalohydrin (compound a4) with a compound bi-~ functional (b4) chosen from piperazine, bis-mercaptans, : bis-phenolsl piperazine bis-epoxides, the mo-compound compound (b4): epihalohydrin being between 0.1 and 0.9, (10) the oligomers obtained by reaction of a chosen compound (a5) if in the group formed by (1) the bis halohydrins resulting from the reaction of an epihalohydrin with piperazine, a bis-phephe - nol and / or a bis-mercaptan, (2) the bis-haloacyl diamines, (3) ~; alkyl bis-halides of formula F1, (4) bis-epoxy-- 30 des, with a compound (b5) chosen from the group of diamines bis-tertiary, the molar ratio (b5) :( a5) being between 0.1 and 0.9, comprising alkylatable tertiary amine groups, .

with an alkylating agent (c) chosen from the group formed by chlorides, bromides, iodides, sul ~ a-tes, mesylates and tosylates methyl or ethyl, benzyl chloride or bromide, o-ethylene xyde, propylene oxide and glycidol.
The cosmetic composition is characterized by the fact that the crosslinking is carried out using 0.025 to 0.35 or else from 0.025 to about 0.2 or from 0.025 to about 0.1 mole of a-yent crosslinking by amine group of the polyamino amide; in the composition obtained the crosslinked polymer having all of the following characteristics:
(1) it is perfectly soluble in water at 10% without formation gel,:
(2) the viscosity of a 10% polymer solution in water at 25C, is greater than 3 centipoise, (3) it does not contain a reactive group and in particular ~ - it has no alkylating properties and is chemically stable.
: Cosmetic compositions for hair containing a crosslinked polymer according to the invention may have a pH understood between 2 and 11 and preferably between 3 and 8.
I, are cosmetic compositions for hair according to the ,, vention to be applied to sensitized hair ~ advantageously close an electrolyte ~ The presence of elect trolyte in the composition reduces or eliminates the tendency that have ~: sensitized hair to permanently fix polymers. We : uses as electrolytes alkaline or alkaline earth salts mineral or organic acids, soluble in water and pre-ference chlorides and acetates of sodium, potassium, am-monium and calcium. The amount of electrolyte is not critical.
than. It is preferably between 0.01 and 5% and before tagging from 0.4 to 3% of the total weight of the composition. The electrolyte: polymer ratio is between 0: 1 and 1.5: 1.
The cosmetic compositions for hair can be :. :

76 ~ ~;
colored and contain from 0.001 to 0.5% dyes of the total weight of the composition. They also usually contain a perfume in a proportion of 0.1 to 0 ~ 5 / O of the total weight of the position.
In the compositions of the present invention, the crosslinked polyaminoamides are present at 0.1 to 5% and preferably 0.1 to 3% by weight of the total weight of the compound tion.
The hair compositions which are the subject of the this request can be presented as solutions aqueous or hydroalcoholic ~ alcohol being a lower alkanol such as ethanol or isopropanol), or in the form of creams, gels, dispersions or emulsions.
~ In addition to crosslinked polyamino polyamides, the co ~ po-- ~ cosmetic positions generally include various adjuvants ~, ~ usually used in cosmetic compositions for hair. The adjuvants generally present in these compounds cosmetic tions are for example perfumes, dyes, preservative agents, sequestering agents, 20 thickeners, emulsifiers, surfactants a- -::.
nionic, cationic, amphoteric, zwitterionic or non-ionic ques, synergists, softeners, polymers or resins especially non-ionic or cationic cosmetics.
, The cosmetic compositions for hair according to the .:
vention constitute in particular treatment creams for application quer before or after coloring or discoloration, before or after a shampoo, before or after a perm, products of coloring, shampoo, ings, rinsed lotions to apply a-before or after shampooing, styling lotions, lo-brushing, structuring lotions.
When the compositions of the invention constitute - treatment creams to be applied before or after coloring or .

discoloration, before or after shampooing, before or after permanent, these supports are formulated based on soaps or al-cool fat in the presence of emulsifiers. They may contain in addition to yras amides, glycerin, polymers, perfumes, dyes.
The pH of these creams is between 3 and 9 and pre-ference between S and 9 ~
Soaps can be made from acids natural or synthetic C12-C18 fats (such as lauric acid, 10 myristic acid, palmitic acid, oleic acid, acid ricinoleic, stearic acid and isostearic acid) to concentrations between 10 and 30% and alkaline agents sants (such as soda, potash, ammonia, monoethano-lamin, diethanolamine, triethanolamine).
Among the fatty amides, it is possible to use in particular the following compounds: mono- or diethanolamides of acids derived from copra, lauric acid or oleic acid to concentrations between 0 and 10%. :
Among the fatty alcohols one can use in particular oleic, tetradecyl, cetyl, stearyl alcohol, isostearyl at concentrations between 0 and 10%.
Creams can also be formulated from ~:
C12 C18 natural or synthetic alcohols mixed with emulsifiers. Among the fatty alcohols we can in particular quote: alcohol derived from copra fatty acids, tetra alcohol decyl, cetyl alcohol, stearyl alcohol, alcohol stearyl hydroxy at concentrations between 5 and 25%, The emulsifiers can belong to the following classes your:
Non-ionic surfactants such as alcohols oxyethylenated or polyglycerolated fats such as alcohol _ ~ () _ 6 ~ 5 polyoxyethylene oleic to 10 moles of ethylene oxide, alcohol cetyl oxyethylenated from 6 to 10 moles of ethylene oxide, al-cool cetyl stearyl oxyethylenated to 10 moles of ethylene oxide, `stearyl alcohol containing 10-15 or 20 moles of ethylene oxide, al-cool oleic polyglycerolated to 4 moles of glycerol and alcohols polyoxyethylenated C9-C15 synthetic fats containing 5 or 10 moles of o-ethylene xyde. These "non-ionic" are present at a rate of 5 at 25% by weight.
Anionic surfactants such as aluminum sulfates kyl oxyethylenated or not, such as sodium lauryl sulfate, lau-ammonium ryl sulfate, sodium cetyl stearyl sulfate, triethanolamine cetyl stearyl sulfate, lauryl sulfate monoethanolamine, oxyethylenated sodium lauryl ether sulfate (with 2.2 moles of ethylene oxide for example) and laurylether oxyethylenated monoethanolamine sulfate (containing 2.2 moles of oxide of thylene for example). These constituents are present at con-centers between 3 and 15% by weight.
As examples of fatty amides, mention may be made of diethano-oleic lamide, coconut mono- or diethanolamide, mono-stearic thanolamide. These amides are used at concentrations trations between 0 and 10%.
When the compositions of the invention constitute coloring creams, they include, in addition to polyaminoamide crosslinked, different ingredients allowing presentation in form of the above defined creams to which an agent is added alkalizing and dyes.
The pH of these compositions is generally between 9 and 11 and it can be adjusted by adding an alkaline agent sant suitable in the dye medium, for example by addi-tion of ammonia, monoethanolamine, diethanolamine or - triethanolamine.

Dyes belong to the dye class 6 ~ 35 oxidation to which direct colorarl-ts can be added such as azoi'ques, anthraquinonics, nitric drifts the benzene series, indamines, indoanilines, indo- -phenols or other oxidation dyes such as leukode-of these compounds.
When the compositions of the invention constitute shampoos, they include, in addition to the polyamino-amide polymer crosslinked, at least one anionic, cationic, non-ionic detergent that or amphoteric.
Among the anionic surfactants, mention may be made in particular of ment the following compounds, as well as their mixtures.
alkaline salts, magnesium salts, ammonium salts, amine salts or amino alcohol salts of the following compounds: -alkyl sulfates, alkyl ether sulfates of which the alkyl has a linear chain from C12 to C18, alkylamide sulfates and ether-ethoxylated sulfates with linear chains from C12 to C18, al-kylarylpolyethersulfates, monoglyceride sulfate, alkyl sulfonates of which the alkyl has a straight chain from C12 to C18, alkyl sulfonates, alkylarylsulfonates, alpha sulfonate olefins with straight chains from C12 to C18, alkyl sulfosuccinates, alkyl ethers sulfosuccinates, al-coylamides sulfosuccinates of which the alkyl has a linear chain:

from C12 C18 ' alkyl sulfosuccinamates of which the alkyl has a li- chain born from C12 to C18 ' alkyl sulfoacetates of which ~ the alkyl has a C12 chain at C18 ' alkylphosphates, alkyl etherphosphates including alkyl has a chain from C12 to C18, alcoylsarcosinates, ~ alcoylpolypeptidates, alcoylamido-polypeptidates, alkylisethionates, alkyl taurates including alkyl has a chain from C12 to C18, - ''''.

76 ~ 5 fatty acids such as oleic acid, ricinoleic acid, palmitic, stearic, coconut oil or oil acids hydrogenated coconut, carboxylic acids, carboxylic acids of polyglycolic ethers of formula Alk- (OCH2-CH2) n-OCII2-CO2H
with Alk linear chain from C12 to Cl ~ and n whole number from 5 to 15.
Among the cationic surfactants which can be used alone or as a mixture, there may be mentioned in particular:
salts of fatty amines such as alkyl acetates amines, quaternary ammonium salts such as chloru-res, alkyl dimethylbenzylammonium bromides, alkyl trimethyl-ammonium, alkylmethylhydro ~ yethylammonium, dimethyldistéa-rylammonium, alkyl methosulphates ethyltrimethylammo-nlum, alkylpyridinium salts, imidazoline derivatives.
One can also cite amine oxides with character-cationic re such as alkyl dimethylamine oxide or oxide of alkylaminoethyl dimethylamine.
Among the nonionic surfactants, which can are also used in admixture with the anionics previously mentioned, we can mention:
condensation products of a monoalcohol, a ~ -diol, an alkylphenol or an amide with glycidol, e.g.
ple, the compounds of formula R-CHOH-CH2-O- (CH2-CHOH-CH2-O ~ nH
in which R denotes an aliphatic, cycloaliphatic radical or arylaliphatic having 7 to 21 carbon atoms and their diapers, the aliphatic chains can include groups-ether, thioether and hydroxymethylene and 1 ~ n ~ 10, descomposés of formula RO ~ C2H3O (CH2OH) ~ n H in which R denotes an alkyl, alkenyl or alkylaryl radical having from 8 to 22 atoms ~ 7 ~
of carbon and n denotes a nomhre comprised between 1 and 10, polyethoxylated alcohols, alkylphenols or fatty acids or polyglycerolated with a linear fatty chain at C8 to C18 comprising most often from 2 to 15 moles of ethylene oxide, e.g.
example lauryl alcohol polyoxyethylenated with 12 moles of oxide ethylene, copolymers of ethylene and propylene oxides, ethylene and propylene oxide condensates on fatty alcohols, polyethoxylated fatty amides, polyethoxylated fatty amines, ethanolamides, esters of glycol fatty acids, -fatty acid esters of sorbitol, fatty acid esters of sucrose.
Among the amphoteric surfactants which can be used, there may be mentioned in particular:
alkylamino - mono and dipropionates, betaines, such as N-alkylbétaines, N-alkylsul-20 fobetaines, N-alkylaminobetaines, -:
cycloimidinium (alkylimidazolines).
All these detergents, as well as many others not cited here but usable in shampoos according to the present te invention, are well known and are described in the literature-ture.
The compositions in the form of shampoos can also also contain various adjuvants such as for example fums, dyes, preservatives, thickeners, foam stabilizers, softeners, resins 0 cosmetics.
Among the foam stabilizers, mention may be made of:
fatty amides and in particular the mono- or diethanolamides of copra, the lauric mono- or diethanolamide.
In these shampoos, the detergent concentration is generally between 3 and 50% by weight, relative to the total weight of the composition, preferably from 3 to 20% and the pH
is generally between 3 and 9.
When the compositions of the invention constitute lotions, they can be styling lotions, lotions setting ~ elm (say "lo-tions for brushing"), leave-in lotions to enhance styling, rinsed lotions (called 'Irinses') etc.
By shaping lotion or "lotion for brushing ", a lotion applied after shampooing which promotes does the shaping of the hair, this shaping being performed on wet hair using a brush, at the same time while drying the hair using a hand dryer.
By rinse-off lotions, we mean setting a lotion applied after shampooing and before a styling: this lotion, which is not eliminated by rin-, cage, facilitates subsequent styling and improves its duration.
These lotions include, in aqueous solution, alcohol-or hydroalcoholic, at least one crosslinked polyamino amide such as defined above ~ They may also contain film-forming polymers such as polyvinylpyrroli-done, polyvinylpyrrolidone / vinyl acetate copolymers, copolymers resulting from copol ~ merisation of vinyl acetate and a vinyl alkyl ether.
Among the preferred resins, mention may be made of polyvinyl .
nylpyrrolidone having a molecular weight of 10,000 to 70,000, the copolymers ~ polyvinylpyrrolidone (PVP) -vinyl acetate (AV) having a molecular weight of 30,000 to 200,000, the PVP: AV ratio being between 30:70 and 70: -30, the methacryla- terpolymers methyl (15-25%) - stearyl methacrylate (1 ~ -28%) - metha-,,, ~

~ 7 ~
dimé-tnyl-amino ethyl crylate (52-62%) quaternized or not by methyl sulfate.
Quaternary polyvinylpyrrolidone copolymers, such as for example the polymer having a molecular weight of the order of 1,000,000 sold under the trademark "Gafquat 755" by the GAF Corporation, and the polymer having a molecular weight of The order of 100,000 sold under the trademark "Gafquat 734"
by the GAF Corporation, cationic grafted copolymers resulting from the copolymerization of 3 to 95% by weight of N-vinyl-pyrrolidone, from 3 to 95% by weight of dimethylamine methacrylate noethyl and from 2 to 50% by weight of polyethylene glycol such as those described in French patent n 76 15 948 of the application-resse, cationic polymers resulting from the condensation of piperazine or its derivatives ~ 1) on bifunctional compounds-such as alkyl or alkyl aryl dihalides, bis-epoxides, epihalohydrins, bis unsaturated derivatives, (2) on a primary amine, the two hydrogen atoms of which can be substituted and behaves like a two-compound tional, (3) on both an epihalohydrin and an amine hydroxylated such as diglycolamine, 2-amino 2-methyl 1,3-propanediol or on an amino acid such as glycine, quaternized luloses such as that sold under the name "J ~ 400" by Union Carbide.
In these lotions, the polymer concentration is usually between 0.1 and 5% and preferably between 0.1 and 3 / O and the p ~ is generally between 3 and 9.
By rinsed lotions is meant a lotion which before or after coloring or discoloration, before or after shampoo, or between the two stages of a shampoo, before or a-almost permanent, to obtain a conditioning effect of the hair and that is rinsed after a pause.

These compositions can be:
aqueous or hydroalcoholic solutions comprising 1 ~ 7 ~ S

or not surfactants, emulsions, or gels.
These compositions can be pressurized as an aerosol.
Surfactants That Can Be Used In Rinsed Lotions are mainly non-ionic or cationic surfactants such as those described in the composition of shampoos and more particularly:
condensation products of a monoalcohol, an al- -phadiol, an alkylphenol or an amide with glycidol, for example, the compounds of formula R-CHOEI-CH2-O- (CH2 ~ CHOH-CH2-O ~ H
in which R denotes an aliphatic, cycloaliphatic radical or arylaliphatic having 7 to 21 carbon atoms and their mixtures, the aliphatic chains possibly comprising groups-ether, thioether and hydroxymethylene and l ~ n ~ 10, com-set of formula RO ~ C2H3O (CH2OH) ~ H in which R denotes an alkyl, alkenyl or alkylaryl radical having from 8 to 22 atoms of carbon and n is between l and 10.
polyethoxylated alcohols, alkylphenols or fatty acids or polyglycerolated with a linear fatty chain from C8 to Cl8 comprising most often from 2 to 15 moles of ethylene oxide.
- The concentration of surfactants in rinse lotions These can vary from 0 to 7%.
Anionic surfactants can also be added or amphoteric.
When the compositions are presented in the form of emul-sions, they can be non-ionic or anionic. The emul-nonionic ions consist of a mixture of oils, and / or waxes, fatty alcohols and polyethoxylated fatty alcohols such polyethoxylated stearyl or cetylstearyl alcohols, e.g.

Example with 10 moles of ethylene oxide. We can add to these cationic compositions, such as, for example, those defined 65 ~;

above.
Anionic emulsions are made from know. We can thus cite the emuIsion constituted by stea-self-emulsifying glycerin spleen sold under the brand name merce IMWITOR 960 I ~ by the company DYNAMIT NO ~ EL and emulsions consisting of a combination of glycerin monostearate a-with citric acid esters or with fatty alcohols and lipopeptides or with alkaline stearates, sold respectively under the trademarks LAMEFORM ZEM, PLM and NSM by the GRUNAU company.
When the compositions are in the form of gels, they contain thickeners whether or not sol-touts.
Thickeners can be sodium alginate or gum arabic or cellulose derivatives such as me-thylcellulose, hydroxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, carboxymethylcellulose or poly-carboxylic mothers such as those known under the trade marks "Carbopols" merce. You can also get an epalssissant of lotions by mixing polyethylene glycols and s-tearates or polyethylene glycol distearates, or by a mixture of phos-phorics and amines.
The thickener concentration can vary from 0.5 to 30% and preferably from 0.5 to 15% by weight.
The pH of rinsed lotions generally varies from 2 to 9.5.
When the compositions of the invention constitute -restructuring lotions, they contain reinforcing products c ~ ant the keratin chain of the hair.
To this class of products belong the derivatives methylolés such as those described in French patents N
1,527,085 and 1,519,979 of the plaintiff.

fi ~ 5 The invention will be better understood using ~ es exerhples non-limiting below.
E ~ EMPLES_DE PRE.PARA? ION
EXAMPLE A
Polycondensation of adipic acid and diethylene tria-mine with equimolar yuantities The constitution of the polymer obtained can be characterized.
with the following motif:

t ~ OC - (CH2) 4 - CONH - (CH2 - CH2 - NH) 619 g (6 moles) of diethylene triamine are added, with stirring and in a nitrogen atmosphere, in 15 minutes, 876 g (6 moles) of adipic acid. The reaction mixture is then heated.
tional at 145-150C, temperature at which a condensation is noted tion of water. Maintain at reflux for 45 minutes and then removes water by distillation at ordinary pressure for 2 hours, then under reduced pressure (15 mm Hg) for 1 hour.
The heating temperature gradually increases to 170C.
The product thus obtained is poured hot. He pre-feel, after re ~ roidissement, in the form of a hard resin etcassante. It is transparent yellow-green in color and s-completely lubricates in water.

EXE. ~ PLE I a Preparation of the quaternized crosslinker of formula:
C ~ / H - CH - N ~ _JN ~ CH2 ~ C ~ l - CH2 A 236 g of chloroform solution containing 57.2 g (0.289 mole) of bis (epoxypropyl) piperazine is added in one hour, 36.4 g (0.289 mole) of dimethyl sulfate maintaining ~ The reaction medium with stirring at 30C.

The quaternized derivative is then precipitated from its solution.
tion in a large excess of ether. After drying, we collect a very viscous oil. Its epoxy titer is 5.19 meq / g.
EXAMPLE Ib Crosslinking with the crosslinker prepared in Example Ia of the po-polyamino-amide lymer obtained by condensation of adipid acid -than on diethylene triamine.
At 500 g of aqueous solution containing 100 g (0.585 é-equivalent of amine) of polyamino amide prepared by condensation of equimolar amounts of adipic acid and diethylenetriamine, according to Example A, 22 g (0.057) are added at room temperature mole) of the qua-tarnished crosslinker prepared in Example Ia, then brings the temperature of the reaction medium to 90C.
After 20 minutes, a gelation of the sol is observed lution. 69 ~ g of water are then quickly added. We get a clear yellow green solution at 10% active ingredient.
The viscosity measured at 25C is 0.68 p at 87.93 sec.
EXAMPLE IIa Preparation of the quaternized crosslinker of formula:

C ~ - CH - CH2 - N ~ N - CII2 - CH - CH2 A 187.3 g of chloroform solution containing 54.9 g (0.277 mole) of bis (epoxypropyl) piperazine, added in one hour 70 g (0.555 mole) of dimethyl sulfate maintaining the reaction medium with stirring at 30C.
I, th medium thickens during the addition and takes mass after several hours at room temperature. The dough is hot dissolved in dimethylformamide. Cold solution abandons white crystals with melting point = 205C and of which The epoxy index is 4.25 meq / g.

EXAMPLE IIb Crosslinking with the crosslinker prepared in Example IIa of polyamino-amide polymer obtained by condensation of adi-acid stings on diethylenetriamine.
A 476 g of aqueous solution containing 95.2 g (0.557 eq amine) of polyamino amide prepared according to Example A, is added at room temperature 20 g (0.0425 mole) of the crosslinker prepared above. The reaction mixture is kept under agitation 90C for 1 hour then the solution is brought to 10 / ~ of material-re active by adding 656 g of water.
The solution is clear, yellow-green in color. The opinion-cosity measured at 25C is 0.27 p at 87.93 sec. 1 EXAMPLE IIIa Preparation of a bis-unsaturated oligomer crosslinking agent obtained from shooting of piperazine bis-acrylamide and piperazine in the molar proportions of 3/2 and having the formula:

c ~ I2 = cH-coz ~ co-cH2-cEI2-N ~ JN-cH2-cH2 - C- ~ 2 ~ 1-CO - CH = ~ H2 380 g of aqueous solution containing 194 g of bis-acrylamide (1 mole) is added in one hour between 10 and 15C, 20 223 g of aqueous solution containing 56.8 g (0.66 mole) of pipe-razine. The reaction medium is then left for 24 hours at ambient temperature. The solution becomes cloudy and thickens. She is clarified by heating and then poured dropwise into 5 liters of acetone. The crosslinker precipitates. After filtration and drying, a white solid is collected, the dry extract of which is 80%.
EXAMPLE IIIb .. ......
Crosslinking with the crosslinker prepared in Example IIIa of polyamino-amide polymer obtained by condensation of adi-acid stings on diethylenetriamine.

A 370 g of aqueous solution containing 111 g (0.64 g é-equivalent of amine) of polyamino amide prepared according to Example A, 50 g of the crosslinking agent prepared above are added at room temperature above then the temperature of the reaction medium is brought to 90C.
After 30 minutes the medium gels. We quickly bring back the lution at 10% of dry e ~ trait by addition of 1050 g of water.
A clear yellow-green solution is obtained, the screw of which cosity measured at 25C is equal to 58 centipoise.
EXE ~ PLE IVa Crosslinker bis-halohydrin oligomer prepared from epichloro-hydrine and piperazine in the molar proportions of 5/4 and having the formula:

~ f ~ \ 7 Cl CH2 CH OH - CH2 ~ ~ N - CH2 - CH OH - CH ~ Cl where n = 4 A 541 g of aqueous solution containing 69.4 g (0.806 mole) of piperazine, added for one hour without exceeding 20C, 92.5 g (1 mole) of epichlorohydrin. The reaction medium is still maintained for one hour with stirring at 20C and then at same temperature is added 60 g (0.6 mole) of 40% sodium hydroxide in one hour.

EXAMPLE IVb Crosslinking with the crosslinking agent prepared in Example IVa of the po-polyamino-amide lymer, obtained by condensation of adipid acid than on diethylene triamine.
A 787.5 g of aqueous solution containing 157.5 g (0.92 milli-amine equivalent) of polyamino-amide prepared according to e ~ -example A, 268 g of solution a- are added at room temperature queuse containing 54.9 g of crosslinker prepared above. The time temperature of the reaction medium is maintained 4 h 50 min at 90C.

A gelation is then observed. By rapid addition of 1,100 cc of water a clear solution with 9.85% of ac material is obtained tive and whose viscosity measured at 25C is equal to 73 centipoi-his.
EXAMPLE Go Preparation of the quaternized crosslinker of formula:

Cl CH2-CHOH-CH2- _ ~ - C ~ I2 - CHOH ~ CH2- - C1 where n = 4 _ C 3 O4 - n At 330 g of aqueous solution containing 67.7 g (0.752 e-equivalent to arnine) of the crosslinker prepared in Example IVa, we have-joust in one hour and without exceeding 30C, 47.4 g (0.376 mole) of dimethyl sulfate. The reaction medium is kept under stirring for another 2 hours at this temperature ~
EXAMPLE Vb ~ labeling with a crosslinker prepared in Example Va of the po-polyamino-amide lymer obtained by condensation of adipid acid than on diethylene triamine.
A 327.7 g of aqueous solution containing 65.5 g (0.383 - amine equivalent) polyamino-amide prepared according to Example A, add, at room temperature, 155 g of aqueous solution contained yielding 47.25 g of crosslinking agent prepared above. After 4 hours of heating to 85C, the reaction medium gels.
By rapid addition of 645 g of water, a solution is obtained -tion clear at 10% active ingredient. The viscosity measured at 25C is 0.47 poise at 67.18 sec. 1 E ~ EMPLE VIa Preparation of bis azetidinium crosslinker of formula:

HO - ~ N ~ - CH - CHOH - CH - N ~ OH
+ ~ _J 2 2 ~ +

Cl Cl 50 g (0.212 mole) of bis piperazine-1,3 propanol-2, prepared by adding epichlorohydrin to piperazine, se-69: ~

lon example 15 of the French application n ° 74 42279 of 29/11/71 dissolved in 100 g of absolute alcohol, between 0 and 5C are added, 43.5 g (0.47 mole) of epichlorohydrin. The reaction medium is abandoned 24 hours at 0C then the crosslinker is precipitated from its solution in a large excess of ether. We isolate a white solid with a softening point around 120C.
EXAMPLE VIb Crosslinking with a crosslinker prepared in Example VIa of polyamino-amide polymer obtained by condensation of adi-acid 10 stings on diethylene triamine. -A 386 g of aqueous solution containing 77.2 g (0.452 e-equivalent of amine) of polyamino amide of Example A. is added, at room temperature, 15.4 g (0.036 mole) of crosslinker prepared above. After 2 h 30 of heating at 90C the medium freezes;
By rapid addition of 525 g of water, a lim-pide with 10% of active ingredient. The viscosity measured at 25C is from 0.7 poise to 67.18 sec. 1.
EXAMPLE VIIa -Preparation of the bis- (chloroacetyl) piperazine crosslinker of formula:
Cl CH2 - CO ~ CO CH2 Cl This crosslinker is prepared by condensation of 2 molars chloracetyl chloride cules on a piperazine molecule in the presence of sodium hydroxide.
EXAMPLE VIIb ., Crosslinking with the crosslinker prepared in Example VIIa of pol ~ nère polyamino-amide obtained by condensation of the acid adi-stings on diethylene triamine ~
A 1000 g of aqueous solution containing 200 g (1.170 é-equivalent of amine) of the polyamino amide of example A, we add ~ at room temperature, 24 g (0.1 mole) of bis- (chloracetyl) pi-perazine then the temperature of the reaction medium is brought to 90C. After 30 minutes of heating, gelation is observed middle.
1,216 g of water are quickly added and the heat at 80C for one hour. A lim-pide with 10% of active material whose viscosity measured at 25C is from 0.29 poise to 88.41 sec. 1 EXAMPLE VIIIa Preparation of bis- (l, l-bromo undecanoyl) piperazine crosslinker from ~ ormule:
Br (CH2) 10 CO N ~ CO (CH2) 10 Br This crosslinker is prepared by condensation of a molar piperazine cule with 2 molecules of bromoundecanoy bromide-it in the presence of sodium hydroxide.
EXAMPLE VIIIb Crosslinking with the crosslinker prepared in Example VIIIa of polyamino-amide polymer obtained by condensation of adi-acid stings on diethylene triamine.
A 113.3 g of aqueous solution containing 56.7 g (0.33 -equivalent of amine) of polyamino amide of Example A, we add, at room temperature 60 g of an isopropanolic solution containing yielding 10 g (0.017 mole) of bis- (1,1-brorno undécanoyle) piperazine.
The reaction medium is heated for 2 h 30 min at reflux of solvent. We then distills isopropanol while adding water up to obtaining an aqueous solution of resin at 10% of ac material tive. The solution is slightly opalescent, its viscosity - level at 25C is 0.052 poise at 87.93 sec. 1 EXAMPLE IXa Preparation of an oligomer crosslinking agent of formula:

Cl CE12 - CE ~ OEI-CHz - LE ~ _ ~ EI - CE12 - CHOEI - CE2 ~ Cl from epichlorohydrin and piperazine in moderate proportions areas 4/3.
To 1,149 g of aqueous solution containing 172 g (2 moles) 7 ~ 9 ~ -of piperazine 246.7 y (2.66 rnoles) of epi are added in 1 hour chlorohydrin by maintaining the reaction medium under stirring and at 20C.
After another hour of stirring at 20C, add at the same temperature and within an hour 133 g (1.33 mole) 40% sodium hydroxide. There is precipitation during neutralization. 638 g of water are added and the mixture is heated a few minutes at 50C to obtain a clear solution.
- EXAMPLE IXb Crosslinking with the crosslinker prepared in Example IXa of the po-polyamino-amide lymer obtained by condensation of adipid acid than on diethylene triamine.
A 2,000 g of aqueous solution containing 400 g (2.34 e- -amine equivalents) of polyaminoamide prepared according to Example A, 584 g of aqueous solution containing 99.8 g of cross-linking are added -lant prepared in example IXa, then the reaction medium is kept stirring at 90C for 5 hours. We add a-in 2,414 g of water to obtain a clear 10% solution of ma-active and whose viscosity measured at 25C is 0.22 inches se.
E ~ EMPLE Xa Preparation of an oligomer crosslinking agent of formula:
C1 CH2-CH OH-CH2 - LN3 CH2 - CH OH - CH23 ~ C1 from epichlorohydrin and piperazine in moderate proportions areas 3/2.
A 1221 g of aqueous solution containing 172 g (2 moles) of plperazine is added in 1 hour and at 20C 277.5 g (3 moles) epichlorohydrin, while maintaining the reaction medium under agitation tation and at 20C. After a further hour of agitation we add 30 at the temperature of 20C 100 g (1 mole) of sodium hydroxide in 40% solution in water. , By adding 727.5 g of water and after a few minutes heating tests, a clear solution is obtained.
EXAMPLE Xb Crosslinking with the crosslinker prepared in Example Xa of the poly-polyamino-a ~ ide mother obtained by condensation of adipic acid on diethylene triamine.
A 2,000 g of aqueous solution containing 400 g (2.34 amine equivalents) of polyamino amide prepared according to the example A, 472 g of aqueous solution containing 83.8 g of reticulum are added.
culant prepared in Example Xa.
The reaction medium is kept under stirring at 90 C and after 4 hours of heating, a gelling of the solution.
The solution is quickly reduced to 10% of material active by adding 2 326 g of water.
A clear solution is obtained, the viscosity of which is from 0.64 poise to 88.4 sec. l, EXAMPLE 1 a ... .. _ The following rinse composition is prepared:

Compound of Example VIb 0.5 g active ingredient CH2) 6 ~ CH2 - CEIOH - C ~ l2¦ 0.5 g active ingredient CH3 ~ H3 _ Br ~ Br ~ _ R-cHoH-cH2-o- (cH2-cHoH-cH2-o- ~ H 0.7 g R alkyl Cg to Cl0, n - value average statistic of 3.5 - Acid phosphoric ester of oleic alcohol that ~ thoxylated sold under the brand of "DIVALIN SO" trade by the company Zschimmer and Schwar ~ 0.4 g Water qs 100 cc 76 ~

The pH of this solution is 7 - 8.
This rinse composition is applied to hair.
want previously washed. The detangling of the hair thus treated is excellent. Dry hair is particularly plump, bright and easy to style.
EXAMPLE 1 b The following rinse composition is prepared:
Polymer obtained by condensation of quantities equimolars of adipic acid and diethylene triamine and crosslinking with 0.11 mole of epi chlorohydrin by amine group (according to the ex-Example 1 of the Canadian patent application men-mentioned above 0.5 g material active Compound of Example VIII b 0.5 g material active R-CHOH-CH2-0- (CH2-CHOH-CH2-0 ~ H 0.7 g R: alkyl Cg to C10, n = statistical value average of 3.5 20 Acid phosphoric ester of oleic alcohol thoxylated sold under the trademark "DIVALIN SO" by the company Zschimmer and Schwarz 0.4 g Water qs 100 cc The pX of this solution is 7 - 8.
This rinse composition is applied to hair.
want previously washed. The detangling of the hair thus treated is excellent. Dry hair is particularly plump, bright and easy to style.

EXEM2LE ~ 1 tsp An emulsion having the following composition is prepared:
- Vaseline oil 15 g Partially sulfated cetyl stearyl alcohol sold under the name "lanette wax" 2.5 g - ~ R -10 mol polyethoxylated cetyl stearyl alcohol ethylene oxide sold under the brand name merce "SIMULSOLl951 RD" 2.5 g Compound of example VII b 0.7 g Water qs 100 g The pH of this solution is 9.5.
The application, followed by a rinse, cage of this "rinse"
in the form of an emulsion on the hair, makes it easier ie detangling, gives them softness and gives a good nervousness to the hairstyle.
EXAMPLE 1 d An emulsion having the following composition is prepared:
Vaseline oil 15 g "Lanette wax" (Cetyl-stearyl alcohol partially sulfated) 2.5 g Polyethoxylated cetyl stearyl alcohol at 10 moles ~;
ethylene oxide, sold under the brand name merce "SIMULSOL 1951 RD" 2.5 g Compound of Example III b 0.5 g 20 Water qsO 100 y The pH of this solution is 9.
This "rinse" is applied to the hair, we leave it pause for a few minutes, then rinse it off. The dismantling is fa- ~ -cility, the hair has a harder touch, the nervousness of the hairstyle is improved.
EXAMPLE 2 a (CH2) 6 - ~ ~ CH2-CHOH-CH2 ~ 0.5 g _ Br Br _ Composed of example VI b active 1 ~ 76 ~ 5 Qua-ternary polyvinylpyrrolidone copolymer having a molecular weight of about 100,000 marketed under the trademark "Gafquat 734" by General Aniline 0.4 g material active Perfume 0.2 g Dyes 0.05 g Water qs 100 cc p ~ I 7.3 Applied to colored hair, this conditioning lotion in pleats facilitates detangling wet hair.
Dry hair is soft and easy to style. This softness effect persists after several shampoos.
EXAMPLE 2 b The following styling composition is prepared:

Composed of example Ib; 0.5 g material active Quaternary polyvinylpyrrolidone copolymer having a molecular weight of around 100,000 commercial-read under the trademark "Gafquat 734" by General Aniline 0.4 g material active Perfume ~ 0.1 g Dyes 0.01 g Water qs 100 cc pH 7.3 Applied to colored hair, this conditioning lotion in folds facilitates the disentangling of wet hair. The hair, dry are soft and easy to style. This gentle effect remains after several shampoos EXAMPLE 2 c . .
The following styling lotion composition is prepared.
boasts:

Compound of Example II b 0.6 y material active Quaternary polyvinylpyrrolidone copolymer having a molecular weight of about 100,000, marketed under the trademark "Gafquat 734 "by Société General Aniline 0.5 g Quaternized cellulose sold under the name tion of "JR 400" by Union Carbide 0.3 g Ethyl alcohol qs 15 10 Perfume 0.1 g Water qs 100 cc pH adjusted to 8.
Applied on washed hair, this conditioning lotion in folds facilitates disentangling. After drying and styling, the hair is soft, shiny, and easy to coi-Ffer. This effect persists after several shampoos.
EXAMPLE 2 d The following styling lotion composition is prepared.
boasts:

20 Compound of Example I ~ b 0.3 g material active Quaternary polyvinylpyrrolidone copolymer having a molecular weight of approximately 100,000, commercially read under the trademark "Gafquat 734" by General Aniline 0.5 g Quaternized cellulose sold under the name tion "JR 400" by the company U ~ ion Carbide 0.3 g Ethyl alcohol qs 15 Perfume 0.1 g 30 Water qs 100 cc pH adjusted to 8.
Applied on washed hair, this conditioning lotion in folds facilitates disentangling. After drying and styling, the ~ 7 ~ 5 hair is ~ soft, shiny and easy to comb. This effect persists after several shampoos.
EXAMPLE 3a We prepare the following brushing lotion:
Compound of example V b 0.6 g material active Ethanol qs 10 Dyes 0.1 g Perfume 0.1 g 10 Water qs 100 g The pH of the solution is adjusted to 7.
EXAMPLE 3b We prepare the following brushing lotion:
Compound of example III b 0.4 g material active : Ethanol qs 10 Dyes. 0.1g Perfume - 0.1 g Water qs 100 cc The pH of the solution is adjusted to 8.
EXAMPLE 3c We prepare the following brushing lotion:
Compound of example VIII b 0.5 g material active Ethanol qs 20 0.2 g dyes Perfume ~ 0.1 g Water qs 100 cc The pH of the solution is adjusted to 6.
EXAMPLE 3d We prepare the lot for the sulvante brushing:
Compound of example I b 0.5 g material active Dyes 0.1 g Perfume 0.1 y Water qs 100 cc The pH of the solution is adjusted to 5.
EXAMPLE 3rd We prepare the following brushing lotion:
Compound of Example II b 0.8 g material active Ethanol qs 40 Dyes 0.05 g 10 Perfume 0.1 g Water qs 100 cc The pH of the solution is adjusted to 7.
EXAMPLE 3f We prepare the following brushing lotion:
Compound of example VII b 0.6 g material active Dyes 0.05 g Perfume 0.15 g Water qs 100 cc The pH of the solution is adjusted to 6.
The lotions for brushing object of examples 3a - 3f are applied to wet hair and towel-dried after shampooing.
We put in ~ elm the hair using a brush, while se-singing the hair using a hand dryer.
There is a very good passage of the brush and a t-nude prolonged coi ~ fure. We also note that the che-want are bright and sweet.
EXAMPLE 4a A shampoo of the following composition is prepared:
Alcoyl C12 - C14 triethanolamine sulfate 5 g R-cHoH-cH2-o- (cH2-cHoH-cH2o) n H - 5 g R = alkyl Cg to Cl2, n - statistical value average of 3.5.

Diethanolamide lauric 3 g 176 ~ S

Composed of exernple VI b 1 y Perfume 0.1 g Dyes 0.01 g ~ at qs 100 g pH adjusted with triethanolamine: 8.
This shampoo comes in the form of a clear liquid.
It facilitates the detangling of wet hair and brings discipli-do, and body with hair.
EXAMPLE 4b A shampoo of sulvante composition is prepared:
R-cHoH-cH2-o- (cH2-cHoH-cH2-o- ~ H 10 g R = alkyl Cg to C12, n = statistical value average of 3.5.
Coconut diethanolamide 3 g Dye from Example III b 1 g material active Water qs 100 g initial pH 8.7 brought back to pH 6 with lactic acid.
Applied on natural hair, this shampoolng is presented te in clear liquid form. It facilitates the disentangling of che-want wet. Dried hair is swelling and nervous.

.
EXAMPLE 4c A shampoo of the following composition is prepared:
Ammonium lauryl sulfate ~ 25 g Coconut fatty acid diethanolamide 2 g Compound of Example VIII b 1 g material active Water qs 100 g initial pH 8.1-reduced to pH 7.7 with lactic acid.

Applied to permed dyed hair, this shampoo clear, slightly opalescent, ensures proper detangling of wet hair. After drying the hair is swelling and nervous.

- 4 ~ -EXAMPLE _ A shampoo of the following composition is prepared:
Polyoxyethylenated lauryl alcohol with 12 moles ethylene oxide 5 g Alkyl hydroxide (C12-C18) dimethyl carboxy-methyl ammonium sold by HENKEL under the trademark "DEHYTON AB 30" 10 g Diethanolamide lauric 3 g Compound of example Ib 0.8 g material active Water qs 100 g initial pH 7.8 brought back to pH 6 with lactic acid.
Applied on dyed hair, this shampoo is presented in clear, slightly opalescent form. Wet hair are easy to disentangle and are softer. Dried hair are nervous, swelling and disciplined.

A shampoo of the following composition is prepared:
Alcohol (C12-C14) triethanolamine sulfate 12.5 g 20 Lauric diethanolamide 2 g Compound of Example IIb 0.7 g material ~ active Water qs 100 g pH 7.4 spontaneous.
Applied on natural hair this liquid shampoo clear ensures good detangling of wet hair. He is making it easier slightly detangling wet hair. Dried hair are bulky, nervous and disciplined.
EXAMPLE 4f A shampoo of the following composition is prepared:
Alcohol (C12-C14) ethoxylated with 10 moles of ethylene oxide and carboxymethylated sold under the trademark AKYPO RLM 100 by CHEM Y 3.5 g ~ 76, ~ i Polyethoxylated lauryl alcohol with 12 moles ethylene oxide 10 g Compound of Example IIb 0.6 g material active Homopolymer of dimethyl diallyl chloride molecular weight ammonium of about 100,000 sold under the cornmerce brand "Merquat 100" by the company Merck 0.4 g material active 10 Water qs 100 g pH 7.4 spontaneous.
Applied on dyed hair this amé liquid shampoo -liore the disentangling of molded hair. Dried hair is disciplined and brilliant.
EXAMPLE 4q We prepare a shampoo with the same composition as in example 4f except that 0.6 g of compound of example is replaced ple IIb per 0.5 g of compound of Example VIIIb.
The properties of this shampoo are similar to that the shampoos of Example 4f.
EXAMPLE 4h . _ A shampoo of the following composition is prepared:
Alcohol (C12-C14 ~ ethoxylated with 10 moles of ethylene oxide and carboxymethylated, sold under the brand of `
trade "AKYPO RLM 100" by the company CHEM Y 3 5 g Polyethoxylated lauryl alcohol with 12 moles ethylene oxide 10 g Compound of example lb 0.6 g material active Dimethyldiallyl chloride homopolymer ammonium having a molecular weight of the order 100,000, sold under the trademark "Merquat 100" by the company Merck 0.4 g matiè ~ e active , 7 ~ -Perfume 0.15 y Dyes 0.02 g Water qs 100 g pH adjusted to 7.
Applied to dyed hair, this shampoo ensures a good detangling of wet hair, and gives dry hair nervousness and bulk.
EXAMPLE 4i A shampoo of the following composition is prepared:
10 Hydro ~ y propyl methyl cellulose 0.2 g Coconut fatty acid diethanolamide 3 g Alkoyl (C12-C14) triethanolamine sulfate 10 g Compound of example VII b 0.8 g material active Perfume 0.15 g Dyes 0.01 g Water qs 100 g pH adjusted to 7.8.
Applied to natural permed hair, this shampoo ensures good detangling of wet hair and gives hair dryness of nervousness and bulking.
EXAMPLE 4d A shampoo of sulvante composition is prepared:
Polyethoxylated lauryl alcohol with 12 moles of oxide ethylene 7 g R-CHOH-CH2-0- (CH2-CHOH-CII2) n R = alkyl Cg to C12, n = statistical value average of 3.5 30 Coconut fatty acid diethanolamide 2 g - Compound of example IV b 0.8 g material active Perfume 0.1 g Dyes 0.01 g Water qs 100 y pM adjusted to 7.2.
Applied to dyed hair, this shampoo ensures a good detangling of wet hair and gives dry hair nervousness and bulk.

A shampoo of the following composition is prepared:
R-CHOH-CH2-O- (CM2-CMOH ~ CH2-0 ~ H 10 g R = alkyl Cg to C12, n = statistical value 10 average of 3.5.
Coconut fatty acid diethanolamides 3 g Compound of Example IIb 0.5 g material active - (cH2) 2 - N ~ - (CH ~) 6t 0.2 g material _ Cl ~ Cl ~ _ Water qs 100 g spontaneous pH 8.6 brought back to pH 6 with lactic acid.
Applied to natural hair, this shampoo is presented te as a clear liquid. Wet hair is easy to disentangle. Dry hair is treated, disciplined and brilliant.

A shampoo of the following composition is prepared:
R-cHoH-cH2-o- (c ~ 2-cHo ~ -cH2o- ~ H 10 g R = Cg to C12 alkyl, n = statistical value average of 3.5.
Alcoyl (C12-C14) triethanolamine sulfate 2 g Coconut acid diethanolamide 3 g Composed of exernple Ib 0.5 g material active - ~ 8 -IH3 Cl 3 _ -N ~ (CH2) 3 ~ (CH2) 6 - 0.1 gm tiere _ Cl ~ Cl ~ _ Water qs 100 g initial pH: 7.9 reduced to pII: ~ with lactic acid.
Applied on dyed hair, this shampoo is presented in slightly opalescent liquid form. Wet hair are easy to untangle and soft. Dried hair is nervous and bulky.
EXAMPLE 4m A shampoo of the following composition is prepared:
Alcohol (Cl2-Cl4) ethoxylated with 10 moles do ethylene and carbomethyl xyde, sold under the trademark "AKYPO RLM 100" by the CHEM Y company 3 g -Lauri alcohol ~ polyethoxylated eu with 12 moles ethylene oxide 7 g Diethanolamide lauric 3 g 20 Compound of Example IIIb 0.6 g material - active -_ ~ (CH2) 4 - ~ (CH2) 6 - 0.3 g material ¦ active ~ H3 CH3 _ Cl ~ - Cl ~ _ Water qs 100 g initial pH 4.5 brings back to pH 7.2 with triethanolamine.
Applied on dyed hair, this shampoo is presented in clear liquid form. Wet hair is easy to untangle. Dry hair is treated, shiny.
EXAMPLE 4n The following compositlon shampoo is prepared:

R-CHOH-C1l2-O- (CH2-CHOEI-CH2-O ~ H 10 g R = alkyl Cg to C12, n = statistical value average of 3.5.
Die-thanolamides of coconut fatty acids 2 g Composed of exe ~ ple Ib 0.7 g material active (CH2) 6 - ~ - (CH) 4 ~ 0.3 g material l active _ Br ~ Br ~ _ Water qs 100 g pH: 7 ~ pontanized.
Applied to natural permed hair, this shampoo comes in a clear liquid form. Wet hair is easy to untangle and soft. Dry hair is nervous, bulky flexible and easy to discipline.

A shampoo of the following composition is prepared:
Alcoyl C12-C14 triethanolamine sulfate 10 g Diethanolamide lauric 2 g Hydroxypropylmethylcellulose; 0.2g Compound of example Vb 0.8 g Perfume 0.1 g Dyes 0.01 g Water qs 100 g pH adjusted to 8 with triethanolamine.
This clear, liquid shampoo improves detangling wet hair; he ensures good discipline and want dried processed.

EXAMPLE 4p A shampoo of the following composition is prepared:

Alkoyl (C12-C14) tri-thanolamine sulfate 15 g - ~ 0 -Hydroxypropyl methylcellulose 0.2 g Diethanolamide lauric 3 g Compound of Example IX b 1 g Perfume 0.2 g Dyes 0.01 g Water qs spontaneous pH 7.7.
EXAMPLE 4 ~
. A shampoo of the following composition is prepared:
Alkoyl (C12-C14) triethanolamine sulfate 10 g Hydroxypropyl methylcellulose 0.3 g Compound of example Xb 1 g Parfurn 0.1 g Dyes 0.015 g, Water qs 100 g spontaneous pH 7.7.
EXAMPLE Sa Deep care cream after shampoolng.
Cetyl alcohol 20 g A]. Oxyethylenated cetyl alcohol with 10 moles of o-ethylene xyde, sold under the brand of cornmerce "BRIJ 50" (ATLAS) 12 g N ~ - (CH) 3 - ~ ~ (CH) ~ 1.5 g matlère Cl ~ C1 ~
Compound of Example VIIb 0.5 g material active Acid phosphoric ester of oleic alcohol ethoxylated, sold under the trademark "DIVALIN SO" by the company Zschimmer and Schwarz 1 g Water qs 100 g E ~ EMPL, E 5b Deep SOill cream after shampooing.
Cetyl alcohol 22 g Cetyl alcohol oxyethylenated with 10 moles of ethylene oxide, sold under the brand name of - -trade "BRIJ 56" by ATLAS l0 g Compound of example IVb 0.5 g material active Acid phosphoric ester of oleic alcohol l0 ethoxylated, sold under the trademark "DIVALIN SO" by Zschimmer & Schwarz l, 2 g Water qs l00 g The care cream of example 5a ~ or of example 5b is applied to clean, damp and towel-dried hair, sufficient tee (60 to 80 g) to properly impregnate and cover the che-velvet. Leave to pause for 30 to 40 minutes and rinse. The wet hair is very soft and easy to untangle. We do the styling and drying under helmet. Dried hair is detangles easily and has a silky feel, they are shiny, 20 nervous and have body and volume.
EXAMPLE 5c Deep care cream before shampooing.
Stearic acid l2 g Oxyethylenated cetyl stearyl alcohol with 10 moles of ethylene oxide 4 g Monoethanolamine 2 g Glyc ~ rine 4 g 3 ~ ~ 1 (3) 2 1 (CH2) 6 ~ 1.2 ~ material Cl ~ Cl ~

Compound of Example VIIIb 0.5 g material active 7 ~

Perfumes - Dyes Water qsO 100 y pH adjusted to 7.
EXAMPLE 5d Deep care cream before shampooing.
Stearic acid 12 g Oxyethylenated cetyl-stearyl alcohol with 10 moles of ethylene oxide 6 g Monoethanolamine 3 g 10 Glycerin 3 Compound of example III b 0, -8 g material active Perfumes - Dyes Water qs 100 g pH adjusted to 7.
The care cream from Example 5c or Sd is applied to 60 grams on dirty, damp hair. We permeate -well the hair by kneading. Leave to pause for 30 minutes. We performs a shampoo. Wet hair is very soft and easy to untangle. After styling and drying, the hair have a particularly soft touch. They are brilliant, ner-want and have body. This effect persists after several sham-fists.
EXAMPLE 6a Structuring lotion applied without rinsing.
The following composition is prepared:
Dimethylol ethylene thiourea of formula:

CH -N

C = S 0 CH2 ~, L7 ~

Quaternary polyvinylpyrrolidone copolymer having a molecular weight of about 1,000,000.
marketed under the trademark "Gafquat 755" by the company General Aniline 0.5 g Compound of example Ib 0.4 g material active Polyvinylpyrrolidone-acetate copolymer vinyl (70: 30) 0.8 g Phosphoric acid qs pH 3 10 Water q.sOp. 100 cc We apply this lotion on washed and towel-dried hair after shampooing and before styling. We see that in the state ~ -wet hair is easily detangled and has a touch dear silky. After styling and drying, the hair is bright and nervous.
EXAMPLE 6b This example is similar to Example 6a with the difference the compound of Example Ib is replaced by a quantity equal tee of compound of Example IVb.

EXAMPLE 7a Leave-in lotion ready to use before permanent.
Trimethyl cetylammonium bromide 0.1 g Compound of Example IVb 1.5 g Perfume 0.1 g Dyes 0.1 g Citric acid qs pH 5 Water qs 100 g Applied on washed hair, this product is not rinsed off easily.
untangles it and allows easy application of the perm.
It protects the hair and prolongs the hold of the crimp.

_XAMPLE 7b Leave-in lotion ready to use before permanent.

7 ~ 5 Trimethylketylarnmonium bromide 0.15 g Compound of Example VIIb 2.2 g Perfume 0.2 g Dyes 0.01 g Citric acid qs p ~ I 4 -Water qs 100 g Apply to washed hair, this product is not rinsed off easily.
lites detangling and allows easy application of perm you. It protects the hair and prolongs the hold of the crimp.
10 EXAMPLE 8a Permed.
Reducing liquid:
ThiogIycolic acid 3 g Thiolactic acid 2 g Ammonia at 22 Be 4 g Triethanolamine 3.5 g Compound of Example VIb 1.4 g Perfume 0.2 g Dyes 0.05 g 20 Water qs ~ l00 g Fixing liquid:
Potassium bromate ~ `9.5 g Cetylpyridinium chloride ~ 1 g tartaric acid qs pH 6.5 Perfume 0.1 g Dyes 0.05 g Water qs 100 g On sensitized hair, the reducing liquid is applied that very easily and penetrates deep into the hair.
After rinsing, cage and application of the fixing liquid, a very strong and very regular curl. The hair is in a very beautiful cosmetic condition. After drying the hair is very soft and .76 ~ 5 particularly brilliant. The hairstyle is particularly mostly good.
EXAMPLE 8b .. ._ Reducing liquid:
Thioglycolic acid 3.5 g Thiolactic acid 2 g Ammonia at 22 Be 3.5 g Triethanolamine 4 g Compound of Example VIIIb 2 g 10 0.2g fragrance Dyes 0.01 g Water qs 100 g Fixing liquid:
Potassium bromate - 8 g Cetylpyridinium chloride 0.8 g Tartaric acid qs pH 6.5 Perfume 0.2 y Dyes 0.05 y Water qs 100 g On sensitized hair, the reducing liquid is applied that very easily penetrates deep into the hair. ~ -after rinsing and applying the fixing liquid, there is a very strong and very regular curl. The hair is in a very beautiful cosmetic state. After drying, the hair is very soft and particularly brilliant. The hairstyle is particularly mostly good.

Claims (51)

The realizations of the invention, about of which an exclusive property or privilege right is claimed, are defined as follows: 1. Polyamino-polyamide polymer prepared by the crosslinking of a polyamino-polyamide obtained by polycon-densification of an acidic compound chosen from (i) acids organic dicarboxylic, (ii) mono- aliphatic acids and ethylenic double bond dicarboxyls, (iii) esters of the aforementioned acids, (iv) mixtures of these compounds his; on a polyamine chosen from polyalkylene-mono- or disecondary bis-primary polyamines, 0 to 20 moles% of this polyamine which can be replaced by hexamethylenediamine or 0 to 40% of this polyamine can be replaced by a bis-primary amine, or by a diamine bis-secondary, characterized in that the crosslinking is carried out by means of a crosslinking agent chosen from the group formed by:
(I) the selected simple bifunctional compounds in the group formed by (L) the bis-halohydrins resulting of the reaction of an epihalohydrin with a primary amine a bis-secondary diamine, a bis-phenol and / or a bis-mercaptan, (2) bis-azetidinium, (3) bis-haloacyles diamine, (4) the bis alkyl halides represented by the general formula:

(F1) where X = Cl or Br, Z denotes x = 1 to 3 m = 0 or 1 n = 0 or 1 m and n cannot simultaneously designate 1, moreover, when m = 1 x = 1; A1 denotes a saturated hydrocarbon radical divalent in C2, C3, C4 or C6 or the 2-hydroxypropylene radical;
(II) the oligomers obtained by reaction of a compound (a) chosen from the group formed by compounds (1), (2), (3), (4) above, (5) epihalohydrins, (6) bis-epoxides, (7) bis-unsaturated derivatives; with a compound (b) which is a bi- compound reactive functional vis-à-vis the compound (a) and chosen in the group formed by primary amines, bis-second diamines daires, bis-mercaptans and bis-phenols; the molar ratio (b) :( a) being between 0.1 and 0.9;
(IIa) the oligomers obtained by reaction of a compound (a1) chosen from the group formed by compounds (1), (3), (4), (6) above with a bis-tertiary diamine (b1) which is a compound bifunctional reactive with respect to the compound (a1); the mo-area (b1) :( a1) being between 0.1 and 0.9;
(III) the quaternization product of a chosen compound (a2) in the group formed by: (1) bis-halohydrins resulting from the reaction of an epihalohydrin with piperazine, a bis-phenol and / or bis mercaptan, (2) bis-azetidinium, (3) bis-haloacyles diamines, (4) alkyl bis-halides formula (F1); (6) bis-epoxides, (7) bis-unsaturated derivatives, (8) the oligomers II obtained by reaction of a compound (a3) chosen from the group formed by compounds (1), (2), (3), (4), (6), (7) above with a compound (b3) which is a bi- compound reactive functional vis-à-vis the compound (a3) and chosen in the group formed by primary amines, bis-second diamines daires, bis-mercaptans and bis-phenols, the molar ratio (b3) :( a3) being between 0.1 and 0.9, (9) the oligomers obtained by reaction of an epihalohydrin (compound a4) with a bifunctional compound (b4) chosen from piperazine, bis-mercaptans, bis-phenols, piperazine bis-epoxides; the compound molar ratio (b4): epihalohydrin being between 0.1 and 0.9; (10) the oligomers obtained by reaction of a compound is (a5) chosen from the group formed by (1) bis-halohydrins resulting from the reaction of an epihalohydrin with piperazine bis-phenol and / or bis-mercaptan, (2) bis-haloacyles dia-mines, (3) alkyl bis-halides of formula F1, (4) bis-epoxides, with a compound (b5) chosen from the group of dia-bis-tertiary mines, the molar ratio (b5) :( a5) being understood between 0.1 and 0.9, comprising tertiary amine groups al-can be bonded with an alkylating agent (c) chosen from the group caused by chlorides, bromides, iodides, sulfates, mesylates and methyl or ethyl tosylates, ben- chloride or bromide zyle, ethylene oxide, propylene oxide and glycidol. 2. A polyamino-polyamide polymer according to claim 1, characterized by the fact that 0 to 40% of the polyamine used for polycondensation leading to polyamino-polyamide is replaced by an amine chosen from the group consisting of ethylenededi-amine and piperazine. 3. Polymer according to claim 1, characterized by the makes it perfectly soluble in water at 10% without forma-tion of gel. 4. Polymer according to claim 1, characterized by the that the acidic compound used for the preparation of the polya-mino-polyamide is chosen from adipic acid, tereph- acid talic, the esters of these acids, the adduct of thylenediamine on acrylic, methacrylic, itaconi-that or their esters. 5. Polymer according to any one of claims 1, 2 or 4, characterized in that the polyalkylene polyamine used for the preparation of the polyamino-polyamide is chosen among diethylene triamine, dipropylene triamine, tri-thylene tetramine and mixtures thereof with ethylenediamine, he-xamethylenediamine and piperazine. 6. Polymer according to claims 1 or 2, characterized by the fact that the polyamino-polyamide is obtained by condensing tion of adipic acid on diethylene triamine. 7. Polymer according to claim 1, characterized by the fact that crosslinking is achieved using 0.025 to 0.35 mole of crosslinking agent by amine group of the polyamino-poly-amide. 8. Polymer according to claim 7, characterized by the fact that crosslinking is achieved using about 0.025 to about 0.2 mole of crosslinking agent per amine group of the polyamino-polyamide. 9. Polymer according to claim 7, characterized by the fact that crosslinking is achieved using about 0.025 to about 0.1 mole of crosslinking agent per amine group of the polyamino-polyamide. 10. Polymer according to claims 1, 2 or 4, character-se by the fact that the crosslinking agent is chosen from the group formed by the following compounds:
bis-halohydrins of formulas:

(1) where n = 1 to 4 (2) (3) where n = 2 to 6 (4) where R = Cn H2n + 1 n = 1 to 18 or - (CH2-CH2-O) mH where m = 1 or 2 (5) X CH2-CHOH-CH2-O- [CH2-CH2-O] p CH2-CHOH-CH2 X where p = 0 to 25 (6) (7) X - CH2-CHOH-CH2 - S - (CH2) q - S - CH2 - CHOH-CH2X where q =
2 to 6 in the above formulas X denotes Cl or Br;
bis-azetidinium of formula:

(8) bis chloracetyl ethylene diamine, bis-chloracetyl piperazine, bis-bromo undecanoyl ethylene diamine, bis-bromo undecanoyl piperazine, bis-haloacyl diamine of formula:
(9) where X = Cl or Br A = - CH2-CH2-, - CH2-CH2-CH2- or n = 1 to 10 R1 = R2 = H or R1 and R2 are interconnected and denote seems the ethylene radical;
when A designates , R1 and R2 denote hydrogen, when A denotes - CH2-CH2-, R1 and R2 can be linked between them and together denote the ethylene radical, the group then designating the radical derived from piperazine, alkyl bis-halides of formula:

(10) where X = Cl or Br z denotes x = 1 to 3 m = 0 or 1 n = 0 or 1 m and n cannot simultaneously designate 1, moreover when m = 1 x = 1; A1 denotes a divalent hydrocarbon radical in C2, C3, C4 or C6 or the 2-hydroxypropylene radical. 11. Polymer according to any one of claims 1, 2 or 4, characterized in that the bifunctional compound re-active (b) according to claim 1 is selected from the group led by primary amines, bis-secondary diamines, bis-mercaptans. 12. Polymer according to any one of claims 1, 2 or 4, characterized in that the bifunctional compound re-active (b) according to claim 1 is selected from the group mé by piperazine and ethane dithiol-1,2. 13. Polymer according to claim 1, characterized by the fact that the compound (a) is chosen from the group formed by (1) bis-halohydrins resulting from the reaction of an epihalohydri-ne with a primary amine, a bis-secondary diamine, a bis-phenol and / or bis-mercaptan, (2) bis-azetidinium, (3) bis-haloacyl diamines, (4) alkyl bis-halides of alkyl mule:

(F1) where X = Cl or Br, Z denotes x = 1 to 3 m = 0 or 1 n = 0 or 1 m and n cannot at the same time denote 1; moreover, when m = 1 x = 1; A1 denotes a divalent saturated hydrocarbon radical at C2, C3, C4 or C6 or the 2-hydroxypropylene radical;
(5) epihalohydrins, (6) bis-epoxides; compound (b) is chosen from bis-phenols. 14. Polymer according to claim 13, characterized by fact that the reactive bi-functional compound (b) is bis-phenol A or (dihydroxy-4,4'-diphenyl) -2,2 propane. 15. Polymer according to claim 1, characterized by fact that the bi-functional compound b1 is chosen from the group formed by bis-tertiary diamines. 16. Polymer according to claim 15, characterized by fact that the bi-functional compound b1 is chosen from the group formed by N, N, N ', N'-tetramethyl ethylene-, propylene-, buty-lene-, hexamethylene diamine. 17. Polymer according to claim 1, characterized by fact that the alkylating agent (c) used for the quaternization is dimethyl sulfate. 18. Polymer according to any one of claims 1, 2 or 13, characterized in that the modified bis-azetidinium bis-halohydrin derivative in which the halohydrin units are linked to the rest of the molecule by nitrogen groups tertiary and has two azetidinium groups or a group-ment azetidinium and a halohydrin group. 19. Polymer according to any one of claims 1, 2 or 4, characterized in that the crosslinking agent is chosen in the group formed by the following compounds:

(1) (2) (3) (4) where n = 4 (5) where n = 4 (6) (7) (8) (9) (10) 20. Polymer according to claim 1, characterized by the fact that 0 to 40% of the polyamine used for the polycondensation leading to polyamino-polyamide is replaced with ethylenediamine. 21. Polymer according to claim 1, characterized by the fact that 0 to 40% of the polyamine used for the polycondensation leading to polyamino-polyamide is replaced by piperazine. 22. Cosmetic composition for hair containing in a cosmetic vehicle at least one crosslinked soluble polymer in water, chosen from the crosslinked polymers obtained by crosslinking of a polyamino-polyamide prepared by polycondensa-tion of an acidic compound chosen from (i) organic acids dicarboxylic, (ii) aliphatic acids mono- and dicarboxy-ethylenic double bond liquids, (iii) acid esters mentioned above, (iv) mixtures of these compounds, on a polyamine chosen from mono- bis-primary polyalkylene polyamines or secondary, 0 to 20 mole% of this polyamine can be replaced by hexamethylenediamine or 0 to 40% of this polyamide cannot be replaced by a bis-primary amine or by a bis-secondary amine; the crosslinking being carried out by means a crosslinking agent chosen from the group formed by:
(I) the simple bifunctional compounds chosen from the group formed by (1) bis-halohydrins resulting from the reaction of a epihalohydrin with a primary amine, a bis-secondary diamine re, a bis-phenol and / or a bis-mercaptan, (2) bis-azetidini-um, (3) bis-haloacyl diamines, (4) bis-halides of al-coyles represented by the general formula:

(F1) where X = Cl or Br, Z denotes x = 1 to 3 m = 0 or 1 n = 0 or 1 m and n cannot at the same time denote 1; moreover, when m = 1 x = 1; A1 denotes a divalent saturated hydrocarbon radical at C2, C3, C4 or C6 or the 2-hydroxypropylene radical;
(II) the oligomers obtained by reaction of a chosen compound (a) in the group formed by the compounds (1), (Z), (3), (4) above above, (5) epihalohydrins, (6) bis-epoxides, (7) derivatives bis-unsaturated ves; with a compound (b) which is a two-compound reactive with respect to compound (a) and chosen from the group formed by primary amines, bis-secondary diamines, bis-mercaptans and bis-phenols; the molar ratio (b) :( a) being between 0.1 and 0.9;
(IIa) the oligomers obtained by reaction of a compound (a1) chosen from the group formed by compounds (1), (3), (4), (6) above with a bis-tertiary diamine (b1) which is a compound bifunctional reactive with respect to the compound (a1); the mo-area (b1) :( a1) being between 0.1 and 0.9;
(III) the quaternization product of a compound (a2) chosen in the group formed by: (1) bis-halohydrins resulting from the re-action of an epihalohydrin with piperazine, a bis-phenol and /
or a bis-mercaptan, (2) bis-azetidinium, (3) bis-haloacyl diamines, (4) alkyl bis-halides of alkyl mule (F1), (6) bis-epoxides, (7) bis-unsaturated derivatives, (8) the oligomers II obtained by reaction of a chosen compound (a3) if in the group formed by the compounds (1), (2), (3), (4), (6), (7) above with a compound (b3) which is a bifunctional compound-reagent vis-à-vis the compound (a3) and chosen from the group formed by primary amines, bis-secondary diamines, bis-mercaptans and bis-phenols, the molar ratio (b3) :( a3) being between 0.1 and 0.9; (9) the oligomers obtained by reaction of an epihalohydrin (compound a4) with a compound bi-functional (b4) chosen from piperazine, bis-mercaptans, bis-phenols, bis-epoxides of piperazine; the mo-compound compound (b4): epihalohydrin being between 0.1 and 0.9; (10) the oligomers obtained by reaction of a compound (a5) chosen from the group formed by (1) bis-halohydrins resulting both of the reaction of an epihalohydrin with piperazine, a bis-phenol and / or a bis-mercaptan, (2) bis-haloacyl diamines, (3) the bis-halides of alkyls of formula F1, (4) the bis-epoxides, with a compound (b5) chosen from the group of diamines bis-tertiary, the molar ratio (b5) :( a5) being between 0.1 and 0.9; comprising tertiary amine alkyl groups with an alkylating agent (c) chosen from the group formed by chlorides, bromides, iodides, sulfates, mesylates and tosyla-methyl or ethyl, benzyl chloride or bromide, ethylene oxide, propylene oxide and glycidol, a compound tion characterized by the fact that crosslinking is carried out using 0.025 to 0.35 mole of crosslinking agent per group polyaminoamide amine, in the composition obtained the polymer crosslinked having all of the following characteristics:
(1) it is perfectly soluble in water at 10% without formation gel; (2) the viscosity of a 10% polymer solution in water at 25 ° C is greater than 3 centipoise; (3) it does not te no reactive group and it has no property al-coylante and it is chemically stable. 23. Composition according to claim 22, characterized by the fact that the acidic compound used for the preparation polyamino-polyamide is chosen from adipic acid, terephthalic acid, the esters of these acids, the product addition of ethylenediamine to acrylic acids, methacrylic, itaconic or their esters. 24. Composition according to claim 22, charac-terrified by the fact that the polyalkylene polyamine used for the preparation of the polyamino-polyamide is chosen from diethylenetriamine, dipropylene triamine, tri-thylene tetramine and their mixtures with ethylenediamine, hexamethylenediamine and piperazine. 25. Composition according to claim 22 characterized by the fact that the polyamino-polyamide is obtained by condensation of adipic acid on diethylenetriamine. 26 Composition according to claims 22, 23 or 24, characterized in that the crosslinked polymer is obtained using 0.025 to about 0.2 mole of crosslinking agent by amine group of the polyamino-polyamide. 27. Composition according to claims 22, 23 or 24, characterized by the fact that the crosslinked polymer is obtained using 0.025 to about 0.1 mole of crosslinking agent amine group of the polyamino-polyamide. 28. Composition according to claims 22, 23 or 24 characterized by the fact that the bifunctional compound (b) according to claim 22 is selected from the group formed by primary amines, bis-secondary diamines, bis mercap-tans. 29. Composition according to claims 22, 23 or 24, characterized in that the bifunctional compound (b) according to claim 22 is chosen from the group formed by piperazine and ethane dithiol-1,2. 30. Composition according to claim 22 characterized by the fact that compound (a) is selected from the group consisting of (1) bis-halohydrins resulting from the reaction of an epihalo-hydrine with a primary amine, a bis-secondary diamine, a bis-phenol and / or bis-mercaptan, (2) bis-azetidinium, (3) bis-haloacyles diamines, (4) alkyl bis-halides formula:

where X = Cl or Br, Z denotes x = 1 to 3 m = 0 or 1; n = 0 or 1, m and n not being able to designate at the same time 1; more when m = 1 x = 1; A1 denotes a hydrocarbon radical saturated divalent in C2, C3, C4, C6 or the 2-hydroxypropyl radical lene, (5) epihalohydrins, (6) bis-epoxides; the compound (b) is chosen from bisphenols. 31. Composition according to claim 30, characterized by the fact that the reactive bifunctional compound (b) is bisphpha nol A or (dihydroxy-4,4'-diphenyl) -2,2 propane. 32. Composition according to claim 22, characterized by the fact that the bifunctional compound b1 is chosen from the group formed by bis-tertiary diamines. 33. Composition according to claim 22, characterized by the fact that the bifunctional compound b1 is chosen from the group formed by N, N, N ', N'-tetramethyl ethylene-, propylene-, butylè-ne, hexamethylene diamine. 34. Composition according to claim 22, characterized by the fact that the alkylating agent (c) used for the quaternization is dimethyl sulfate. 35, Composition according to claims 22, 23 or 24, characterized by the fact that the modified bis-azetidinium derived from bis-halohydrins in which the halohydri-are linked to the rest of the molecule by nitrogen groups tertiary and has two azetidinium groups or a group-ment azetidinium and a halohydrin group. 36. Composition according to claims 22, 23 or 24, characterized in that the crosslinking of the polymer is carried out by means of a crosslinking agent chosen from the group pe formed by the following compounds:
bis-halohydrins of formulas:

(1) where n = 1 to 4 (2) (3) where n = 2 to 6 (4) where R = CnH2n + 1 n = 1 to 18 or - (CH2-CH2-O) mH where m = 1 or 2 (5) X-CH2-CHOH-CH2 - O - [CH2-CH2O] p CH2-CHOH-CH2 X where p = 0 to 25 (6) (7) X-CH2-CHOH-CH2 - S - (CH2) q - S - CH2CHOH-CH2X; q = 2 to 6 in the above formulas X denotes Cl or Br;
bis-azetidinium of formula:

(8) bis-chloracetyl ethylene diamine, bis-chloracetyl piperazine, bis-bromo undecanoyl ethylene diamine, bis-bromo undecanoyl piperazine, bis-haloacyl diamine of formula:
(9) where X = Cl or Br A = -CH2-CH2-, -CH2-CH2-CH2- or n = 1 to 10 R1 = R2 = H or R1 and R2 are interconnected and denote seems the ethylene radical;
when A designates R1 and R2 denote hydrogen, when A denotes - CH2-CH2-, R1 and R2 can be linked between them and together denote the ethylene radical, the group then denote the radical derived from piperazine; alkyl bis-halides of formula:

(10) where X = Cl or Br Z denotes x = 1 to 3 m = 0 or 1 n = 0 or 1 m and n cannot at the same time denote 1; more when m = 1 x = 1; A1 denotes a divalent hydrocarbon radical in C2, C3, C4 or C6 or the hydroxy-2-propylene radical. 37. Composition according to claims 22, 23 or 24, characterized in that the crosslinking is reali-sée by means of a crosslinking agent chosen from the group formed with the following compounds:

(1) (2) (3) (4) where n = 4 (5) where n = 4 (6) (7) (8) (9) (10) 38. Composition according to claims 22, 23 or 24, characterized in that it contains the polymer crosslinked combined in a shampoo with a non-surfactant ionic, anionic, cationic, amphoteric or zwitterionic. 39. Composition according to claims 22, 23 or 24, characterized in that it contains the polymer crosslinked, associated with a restructuring agent. 40. Composition according to claim 22, characterized by the fact that it has a pH between 2 and 11. 41. Composition according to claim 40, characterized by the fact that it has a pH between 3 and 8. 42. Composition according to claims 22, 23 or 24, characterized in that it contains the polymer crosslinked in a proportion of 0.1 to 5% by weight of the total weight of the composition. 43. Composition according to claim 22, characterized by the fact that it contains the crosslinked polymer associated with an elec-water soluble trolyte. 44. Composition according to claim 43, characterized by the fact that the electrolyte is sodium chloride or acetate, potassium, ammonium or calcium. 45. Composition according to claim 43, characterized by the fact that the electrolyte is present in an amount included between 0.01 and 5% of the total weight of the composition. 46. Composition according to claims 22, 23 or 24, characterized in that it contains the polymer crosslinked combined with a cosmetic polymer. 47. Composition according to claims 22, 23 or 24, characterized in that it contains the polymer crosslinked associated with at least one cosmetic adjuvant chosen from perfumes, dyes, sequestering agents, thickening agents, anionic, cationic, amphoteric, zwitterionic surfactants, non-ionic, synergistic, foam stabilizers, softeners, cosmetic polymers. 48. Composition according to claims 22, 23 or 24, characterized in that it is presented under the form of an aqueous or hydroalcoholic solution, cream, gel, dispersion, emulsion or aerosol. 49. Composition according to claim 22, characterized by the fact that 0 to 40% of the polyamine used for the poly-condensation leading to polyamino-polyamine is replaced by a amine chosen from the group consisting of ethylene diamine and piperazine. 50. Composition according to claim 22, characterized by the fact that 0 to 40% of the polyamine used for the polycondensation leading to polyamino-polyamide is replaced with ethylenediamine. 51. Composition according to claim 22, characterized by the fact that 0 to 40% of the polyamine used for the polycondensation leading to polyamino-polyamide is replaced by piperazine.