Piperazine based polymer and hair treating composition containing the same

• US 4,013,787 A
• Filed: 07/29/1975
• Issued: 03/22/1977
• Est. Priority Date: 11/29/1971
• Status: Expired due to Term

• Current Assignee: Societe Anonyme dite: L'OREAL
• Original Assignee: Societe Anonyme dite: L'OREAL
• Inventors: Sebag, Henri, Varlerberghe, Guy
• Primary Examiner(s): Meyers, Albert T.
• Assistant Examiner(s): Clarke, Vera C.
• Application Number:
  US05/600,188
• Time in Patent Office: 602 Days
• Field of Search: 424/DIG. 1, 424/DIG. 2, 424/70, 424/71, 424/47, 260/2 BP, 260/268 PL, 252/DIG.2, 252/DIG. 3, 252/DIG. 13
• US Class Current: 424/70.17
• CPC Class Codes: A61K 8/88 Polyamides
• CPC Class Codes: A61Q 5/02 Preparations for cleaning the hair
• CPC Class Codes: A61Q 5/12 Preparations containing hair conditioners
• CPC Class Codes: C08G 73/0273 Polyamines containing heterocyclic moieties in the main chain
• CPC Class Codes: C08G 73/0633 with only two nitrogen atoms in the ring
• CPC Class Codes: Y10S 424/01 Aerosol hair preparation
• CPC Class Codes: Y10S 424/02 Resin hair settings
• CPC Class Codes: Y10S 424/04 Dandruff

Abstract

Piperazine-based low molecular weight film-forming cationic polymer is employed in a cosmetic hair-conditioner composition comprising a solution of the polymer in amounts of about 0.1-5 weight percent of the composition in a solvent such as water, acidified water, or aqueous alcohol solution.

Claims

1. A cosmetic composition for conditioning the hair comprising a solution in a solvent selected from the group consisting of water and water-lower alkanol, of a member selected from the group consisting ofa film-forming cationic polymer having a molecular weight of about 1,000 to 15,000 and having the formula

View Dependent Claims (3, 4, 5, 6, 7, 10, 12, 13, 14, 15, 18)

3. composition. 2. The composition of claim 1, characterized by the fact that it is in the form of a cream.

4. The composition according to claim 1 having a pH between 3 and 11.

5. The composition of claim 1 in the form of a shampoo which also includes an anionic, cationic, nonionic or amphoteric surfactant.

6. The composition according to claim 1 wherein said cationic polymer has a molecular weight less than 15,000.

7. A method of conditioning the hair comprising applying to said hair an effective amount of the composition of claim 1.

10. The composition of claim 7 wherein B₁ represents hydroxy alkylene, B'"'"'₁ represents polyhydroxy alkylene interrupted by a nitrogen atom substituted by a carboxymethyl, 2-β

-hydroxyethyl, 1,3-di-hydroxy-2-methyl-propyl-2 or 1-hydroxy-2-methyl propyl-2 group.

12. The composition of claim 7 wherein said carrier is water, a hydroalcoholic solvent, alcohol, a cream, a paste or a gel.

13. The composition of claim 7 having a pH between 3 and 11.

14. The composition of claim 7 in the form of a shampoo which also includes an anionic, cationic, nonionic or amphoteric surface active agent.

15. The composition of claim 7 which also includes a thickening agent, an opacifier, a sequesterant, a superfatting agent, a softener, a germicide, a preservative, a gum, a perfume, a dye or a cosmetic film-forming resin other than polymer -- A -- Z --.

18. The composition of claim 14, in the form of a shampoo which also includes an anionic, cationic, nonionic or amphoteric surface active agent.

2. the quaternary ammonium salt of the cationic polymer in (1) andthe oxidation product of the cationic polymer in (1), said member being present in an amount of about 0.1 to 5 percent by weight of said

8. A cosmetic composition for conditioning the hair comprising a cosmetic carrier and a member selected from the group consisting ofa film-forming cationic polymer having a molecular weight of about 1,000 to 15,000 and having the formula -- A -- Z -- wherein unit A represents ##STR78## and Z represents unit B'"'"'₁ or both units B₁ and B'"'"'₁ with the proviso that at least one unit B'"'"'₁ is present;

B₁ represents a bivalent straight or branched chain alkylene having up to 7 carbon atoms in the principal chain substituted by a hydroxy group; and

B'"'"'₁ is a bivalent straight or branched chain alkylene having up to 7 carbon atoms in the principal chain, unsubstituted or substituted by at least one hydroxy group and interrupted by at least one nitrogen atom, the said nitrogen atom being substituted by alkyl having 1-4 carbon atoms and optionally being interrupted by oxygen but necessarily carrying a substituent selected from the group consisting of hydroxy, carboxyl and mixture thereof;

11. The composition of claim 8 wherein B₁ is 2-hydroxy propane-1,3-diyl.

9. the quaternary ammonium salt of the polymer of (1);

and

3. the oxidation product of the polymer of (1), said polymer being present in an amount of about 0.1 to 5 percent by weight of said composition.

16. A cosmetic composition for conditioning the hair comprising a cosmetic carrier and a film-forming polymer having a molecular weight of about 1,000 to 15,000 and having the formula -- A'"'"' -- Z'"'"' -- wherein unit A'"'"' represents a mixture of ##STR79## groups and Z'"'"' represents a unit selected from the group consisting of B, B'"'"', B₁, B'"'"'₁ or one of said B, B'"'"', B₁ or B'"'"'₁ units quaternized with a member selected from the group consisting chloracetic acid and sodium chloroacetate when said units carry at least one basic nitrogen atom wherein said quaternized nitrogen has the formula ##STR80##

17. B and B'"'"' each independently represent a bivalent straight or branched chain alkylene having up to 7 carbon atoms in the principal chain, unsubstituted or substituted by at least one hydroxy group and optionally by a further substituent selected from the group consisting of oxygen, nitrogen, sulfur, 1-3 aromatic rings and 1-3 heterocyclic rings, the said oxygen, nitrogen and sulfur of said further substituent being in the form of a corresponding ether, thioether, sulfoxide, sulfone, sulfonium, amine, alkylamine, alkenylamine, benzylamine, amine oxide, amide, imide, alcohol, ester or urethane group;

B₁ represents a bivalent straight or branched alkylene having up to 7 carbon atoms in the principal chain substituted by hydroxy; and

B'"'"'₁ represents a bivalent straight or branched chain alkylene having up to 7 carbon atoms in the principal chain, unsubstituted or substituted by at least one hydroxy group and interrupted by at least one nitrogen atom, the said nitrogen atom being substituted by alkyl having 1-4 carbon atoms and optionally being interrupted by oxygen but necessarily carrying a substituent selected from the group consisting of hydroxy, carboxyl and mixtures thereof.

said polymer being present in an amount of about 0.1 to 5 percent by weight of said composition.

23. The polymer of claim 17 wherein B₁ is 2-hydroxy propane-1,3-diyl.

24. The polymer of claim 17 wherein the said nitrogen atom is substituted by a member selected from the group consisting of carboxy methyl, 2-β

-hydroxethoxy ethyl, 1,3-dihydroxy-2-methyl-propyl-2 and 1-hydroxy-2-methyl-propyl-2.

19. A film-forming cationic polymer selected from the group consisting ofa polymer having a molecular weight of about 1,000 to 15,000 and having the formula

20. the quaternary ammonium salt of the cationic polymer in (1) andthe oxidation product of the cationic polymer in (1).

21. A film-forming cationic polymer selected from the group consisting ofa polymer having a molecular weight of about 1,000 to 15,000 and having the formula -- A -- Z -- wherein unit A represents ##STR83## and unit Z represents unit B'"'"'₁ or both units B₁ and B'"'"'₁, with the proviso that at least one B'"'"'₁ unit is present therein,

B₁ represents a bivalent straight or branched chain alkylene having up to 7 carbon atoms in the principal chain substituted by a hydroxy group;

and

B'"'"'₁ is a bivalent straight or branched chain alkylene having up to 7 carbon atoms in the principal chain, unsubstituted or substituted by at least one hydroxy group and interrupted by at least one nitrogen atom, the said nitrogen atom being substituted by alkyl having 1-4 carbon atoms and optionally being interrupted by oxygen but necessarily carrying a substituent selected from the group consisting of hydroxy, carboxyl and mixtures thereof;

22. the quaternary ammonium salt of the polymer of (1);

and

3. the oxidation product of the polymer of (1).

25. A film-forming polymer having a molecular weight of about 1,000 to 15,000 and having the formula -- A'"'"' -- Z'"'"'-- wherein unit A'"'"' represents a mixture of ##STR84## groups and Z'"'"' represents a unit selected from the group consisting of B, B'"'"', B₁ and B'"'"'₁ and B'"'"'₁ or one of said B, B'"'"', B₁ and B'"'"'₁ units quaternized with a member selected from the group consisting of chloroacetic acid and sodium chloroacetate when said units carry at least one basic nitrogen atom whereby said quaternized nitrogen has the formula ##STR85## B and B'"'"' each independently represent a bivalent straight or branched chain alkylene having up to 7 carbon atoms in the principal chain, unsubstituted or substituted by at least one hydroxy group and optionally by a further substituent selected from the group consisting of oxygen, nitrogen, sulphur, 1-3 aromatic rings and 1-3 heterocylic rings, the said oxygen, nitrogen and sulfur of said further substituent being in the form of a corresponding ether, thioether, sulfoxide, sulfone, sulfonium, amine, alkylamine, alkenylamine, benzylamine, amine oxide, amide, imide, alcohol, ester or urethane group;

B₁ represents a bivalent straight or branched alkylene having up to 7 carbon atoms in the principal chain substituted by hydroxy; and

B'"'"'₁ represents a bivalent straight or branched chain alkylene having up to 7 carbon atoms in the principal chain, unsubstituted or substituted by at least one hydroxy group and interrupted by at least one nitrogen atom, the said nitrogen atom being substituted by alkyl having 1-4 carbon atoms and optionally being interrupted by oxygen but necessarily carrying a substituent selected from the group consisting of hydroxy, carboxyl and mixtures thereof.