Hair setting compositions, polymers and methods
View Patent ↗Disclosed are aqueous hair setting compositions comprising, as the sole hair fixative component, rheology modifying, hair setting, associative polymers (RMHS), which are the polymerization product of a monomer mixture comprising an acidic vinyl monomer; and an associative monomer. The hair setting compositions provide surprisingly good to excellent hair setting efficacy, based on high humidity curl retention. A wide range of rheological characteristics was achieved together with good clarity and aesthetic product properties. Particularly preferred rheology modifying hair setting associative polymers are certain hydrophobically modified alkali-swellable and alkali-soluble associative polymers (ASAP) and HASE polymers disclosed herein. Also disclosed are methods of setting hair using RMHS polymer-containing compositions.
1. An aqueous hair setting composition comprising an effective hair setting amount of a rheology modifying hair setting associative polymer which is the polymerization product of a monomer mixture comprising:
(a) about 10 to about 75 weight percent of at least one acidic vinyl monomer or a salt thereof;
(b) about 10 to about 90 weight percent of at least one nonionic vinyl monomer;
(c) about 0.1 to about 25 weight percent of a first associative monomer having a first hydrophobic end group;
(d) about 0.1 to about 25 weight percent of at least one monomer selected from the group consisting of a second associative monomer having a second hydrophobic end group, a semihydrophobic monomer, and a combination thereof; and, optionally,
(e) up to about 20 weight percent of a monomer selected from the group consisting of a crosslinking monomer, a chain transfer agent, and a combination thereof:
wherein the associative polymer is substantially the sole hair setting agent in the composition.
2. The composition of claim 1 wherein the first and second hydrophobic end groups are each independently selected from the group of hydrocarbon classes consisting of a C 8 –C 40 linear alkyl, a C 8 –C 40 branched alkyl, a C 2 –C 40 carbocyclic alkyl, a C 2 –C 40 alkyl-substituted phenyl, an aryl-substituted C 2 –C 40 alkyl, and a C 8 –C 80 complex ester.
3. The composition of claim 1 wherein the acidic vinyl monomer is selected from the group consisting of a carboxylic acid-containing vinyl monomer, a sulfonic acid-containing vinyl monomer, a phosphonic acid-containing vinyl monomer, and a combination thereof.
4. The composition of claim 1 wherein the acidic vinyl monomer is acrylic acid, methacrylic acid, styrenesulfonic acid, 2-acrylamido-2-methylpropane sulfonic acid, or a combination thereof.
5. The composition of claim 1 wherein the salt is selected from the group consisting of an alkali metal salt, an alkaline earth metal salt, an ammonium salt, and an alkyl-substituted ammonium salt, and a combination thereof.
6. The composition of claim 1 wherein the nonionic vinyl monomer is a compound having one of the following formulas (I) or (II):
CH 2 ═C(X)Z (I)
CH 2 ═CH—OC(O)R (II)
wherein, in each of formulas (I) and (II), X is H or methyl; Z is —C(O)OR 1 , —C(O)NH 2 , —C(O)NHR 1 , —C(O)N(R 1 ) 2 , —C 6 H 4 R 1 , —C 6 H 4 OR 1 , —C 6 H 4 Cl, —CN, —NHC(O)CH 3 , —NHC(O)H, N-(2-pyrrolidonyl), N-caprolactamyl, —C(O)NHC(CH 3 ) 3 , —C(O)NHCH 2 CH 2 —N-ethyleneurea, —SiR 3 , C(O)O(CH 2 ) x SiR 3 , —C(O)NH(CH 2 ) x SiR 3 , or —(CH 2 ) x SiR 3 ; x is an integer in the range of 1 to about 6; each R is independently C 1 –C 18 alkyl; each R 1 is independently C 1 –C 30 alkyl, hydroxy-substituted C 1 –C 30 alkyl, or halogen-substituted C 1 –C 30 alkyl.
7. The composition of claim 1 wherein the nonionic vinyl monomer is selected from the group consisting of a C 1 –C 8 ester of acrylic acid, a C 1 –C 8 ester of methacrylic acid, and a mixture thereof.
8. The composition of claim 1 wherein at least one of monomer (c) and monomer (d) is a compound of the following formula (III):
wherein, each R 2 is independently H, methyl, —C(O)OH, or —C(O)OR 3 ; R 3 is C 1 –C 30 alkyl; A is —CH 2 C(O)o—, —C(O)O—, —CH 2 O—,—NHC(O)NH—, —C(O)NH—, —Ar—(CE 2 z —NHC(O)O—, —Ar—(CE 2 ) z —NHC(O)NH—, or —CH 2 CH 2 NHC(O)—; Ar is a divalent aryl; E is H or methyl; z is 0 or 1; k is an integer in the range of 0 to about 30, and m is 0 or 1, with the proviso that when k is 0, m is 0, and when k is in the range of 1 to about 30, m is 1; (R 4 —O) n is a polyoxyalkylene, which is a homopolymer, a random copolymer, or a block copolymer of C 2 –C 4 oxyalkylene units, wherein R 4 is C 2 H 4 , C 3 H 6 , or C 4 H 8 , and n is an integer in the range of about 5 to about 250; Y is —R 4 O—, —R 4 NH—, —C(O)—, —C(O)NH—, —R 4 NHC(O)NH—, or —C(O)NHC(O)—; and R 5 is a substituted or unsubstituted alkyl selected from the group consisting of a C 8 –C 40 linear alkyl, a C 8 –C 40 branched alkyl, a C 8 –C 40 carbocyclic alkyl, a C 2 –C 40 alkyl-substituted phenyl, an aryl-substituted C 2 –C 40 alkyl, and a C 8 –C 80 complex ester selected from a di-, tri-, and polyesters of a polyol wherein at least one hydroxyl group on said polyol is capable of being alkylated with a C 2 –C 7 alkylene oxide, hydrogenated castor oil, 1,2-diacyl glycerols, di-, tri-, and polyesters of sugars, and sorbitan esters; wherein the R 5 alkyl group optionally comprises one or more substituents selected from the group consisting of a hydroxyl group, an alkoxyl group, and a halogen group.
9. The composition of claim 1 wherein monomer (d) comprises a semihydrophobic monomer which is a compound having one of the following formulas (IV) or (V):
wherein, in each of formulas (IV) and (V), each R 6 is independently H, C 1 –C 30 alkyl, —C(O)OH, or —C(O)OR 7 ; R 7 is C 1 –C 30 alkyl; A is —CH 2 C(O)O—, —C(O)O—, —O—, —CH 2 O—, —NHC(O)NH—, —C(O)NH—, —Ar—(CE 2 ) 2 NHC(O)O—, —Ar—(CE 2 ) z NHC(O)NH—, or —CH 2 CH 2 NHC(O)—; Ar is a divalent aryl; E is H or methyl; z is 0 or 1; p is an integer in the range of 0 to about 30, and r is 0 or 1, with the proviso that when p is 0, r is 0, and when p is in the range of 1 to about 30, r is 1; (R 8 —O) v is a polyoxyalkylene, which is a homopolymer, a random copolymer or a block copolymer of C 2 –C 4 oxyalkylene units, wherein R 8 is C 2 H 4 , C 3 H 6 , or C 4 H 8 , and v is an integer in the range of about 5 to about 250, R 9 is H or C 1 –C 4 alkyl; and D is a C 8 –C 30 unsaturated alkyl or a carboxy-substituted C 8 –C 30 unsaturated alkyl.
10. The composition of claim 1 wherein monomer (a) comprises about 0.1 to about 2 weight percent of a crosslinking monomer selected from the group consisting of an acrylate ester of a polyol having at least two acrylate ester groups, a methacrylate ester of a polyol having at least two methacrylate ester groups, and a combination thereof.
11. The composition of claim 1 wherein monomer (e) comprises about 0.1 to about 10 weight percent of at least one chain transfer agent.
12. The composition of claim 1 wherein the pH of the composition is at least about 2.
13. The composition of claim 1 having a Brookfield viscosity greater than about 100 mPa·s at an ambient temperature in the range of about 20–25° C.
14. The composition of claim 1 wherein the composition provides a hair setting efficacy of at least about 70% curl retention for a period of at least about 0.75 hours at about 90% relative humidity and ambient temperature in the range of about 26–27° C.
15. A composition of claim 1 further comprising one of more adjuvant selected from the group consisting of a polymer film modifying agent, a pH adjusting and buffering agent, an auxiliary hair fixative and film former, an auxiliary rheology modifier, a hair conditioning agent, a chemical hair waving or straightening agent a hair colorant, a surfactant, a polymer film modifying agent, a product finishing agent, a propellant, and a mixture thereof.
16. A composition of claim 1 wherein the composition includes an organic solvent selected from the group consisting of a C 2 –C 8 monohydric alcohol, a C 2 –C 8 polyol, and a mixture thereof.
17. A composition of claim 1 in the form of a liquid, gel, spray, emulsion, foam, mousse, spritz, shampoo, solid, or semisolid.
18. A composition of claim 1 wherein the composition includes a propellant selected from the group consisting of a fluorinated hydrocarbon, dimethyl ether, a liquid volatile hydrocarbon, and a compressed gas.
19. A composition of claim 1 containing about 0.1 to about 15% by weight of active associative polymer.
20. A composition of claim 1 further comprising an auxiliary rheology modifying polymer.
21. A composition of claim 20 wherein the auxiliary rheology modifying polymer is a carbomer polymer or a hydrophobically-modified carbomer polymer.
22. An article of manufacture comprising a composition of claim 1 in a packaged form.
23. The article of manufacture of claim 22 wherein the packaged form comprises a hair setting aid.
24. The composition of claim 8 wherein said hydrogenated castor oil comprises a triglyceride of 12-hydroxy steric acid.