CA2372457A1 - Conditioning/styling terpolymers - Google Patents
Conditioning/styling terpolymers Download PDFInfo
- Publication number
- CA2372457A1 CA2372457A1 CA002372457A CA2372457A CA2372457A1 CA 2372457 A1 CA2372457 A1 CA 2372457A1 CA 002372457 A CA002372457 A CA 002372457A CA 2372457 A CA2372457 A CA 2372457A CA 2372457 A1 CA2372457 A1 CA 2372457A1
- Authority
- CA
- Canada
- Prior art keywords
- terpolymer
- alkyl
- terpolymer according
- conditioning
- terpolymers
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
- C08F226/10—N-Vinyl-pyrrolidone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/90—Block copolymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/60—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing nitrogen in addition to the carbonamido nitrogen
- C08F220/606—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing nitrogen in addition to the carbonamido nitrogen and containing other heteroatoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Abstract
What is described herein are conditioning/styling terpolymers of vinylpyrrolidone (VP), dimethylaminopropyl methacrylamide (DMAPMA) and C9-C24 alkyl dimethylamino-propyl methacrylic acid quaternized monomers (QDMAPMA), in a defined compositional range. Hair and skin care compositions which include these terpolymers exhibit advantageous low tackiness and high humidity resistance.
Claims (12)
1. A terpolymer comprised of the following monomers;
X, Y and Z;
where:
n is 3 to 6; R is H or C1-C5 alkyl and wt% of X = 40-95;
where:
P is O or NR2 ; R1, R2, R3, R4 are independently H or C1-C5 alkyl; R5 is C2-C16 alkyl alkylene; and wt% of Y = 0.1 to 55; and where:
P is O or NR2 ; R1, R2, R3, R4 are independently H or C1-C5 alkyl; R5 is a C2-C16 alkylene; R6 is C9-C24 alkyl;
M is a halide, tosylate or phosphate anion; and wt% of Z = 0.25 to 50.
X, Y and Z;
where:
n is 3 to 6; R is H or C1-C5 alkyl and wt% of X = 40-95;
where:
P is O or NR2 ; R1, R2, R3, R4 are independently H or C1-C5 alkyl; R5 is C2-C16 alkyl alkylene; and wt% of Y = 0.1 to 55; and where:
P is O or NR2 ; R1, R2, R3, R4 are independently H or C1-C5 alkyl; R5 is a C2-C16 alkylene; R6 is C9-C24 alkyl;
M is a halide, tosylate or phosphate anion; and wt% of Z = 0.25 to 50.
2. A terpolymer according to claim 1 wherein:
X is vinyl pyrrolidone, Y is dimethylaminopropyl methacrylamide, and Z is a C12-C18 alkyl quaternized derivative of an acrylic acid.
X is vinyl pyrrolidone, Y is dimethylaminopropyl methacrylamide, and Z is a C12-C18 alkyl quaternized derivative of an acrylic acid.
3. A terpolymer according to claim 2 wherein X is about 60-90 wt%, Y is about 5-30 wt% and Z is about 1-30 wt%.
4. A terpolymer according to claim 2 wherein Z is C12 alkyl quaternized monomer.
5. A terpolymer according to claim 1 Wherein the weight average molecular weight is 200,000 to 2,000,000.
6. A terpolymer according to claim 5 wherein said molecular Weight is 400,000 to 800,000.
7. A terpolymer according to claim 2 which is water soluble or water dispersible.
8. A terpolymer according to claim 1 which forms a clear humidity resistant, hydrophobic film when cast upon a support surface.
9. A terpolymer according to claim 1 which is surface active and hydrolytically stable.
10. A terpolymer according to claim 1 which is a homogeneous terpolymer.
11. A cosmetic composition including about 0.1 to 10% by weight of the terpolymer of claim 1.
12. A cosmetic composition according to claim 11 which is a hair or skin care product.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/307,211 | 1999-05-07 | ||
US09/307,211 US6207778B1 (en) | 1999-05-07 | 1999-05-07 | Conditioning/styling terpolymers |
PCT/US2000/009065 WO2000068282A1 (en) | 1999-05-07 | 2000-04-05 | Conditioning/styling terpolymers |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2372457A1 true CA2372457A1 (en) | 2000-11-16 |
CA2372457C CA2372457C (en) | 2010-06-22 |
Family
ID=23188737
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2372457A Expired - Lifetime CA2372457C (en) | 1999-05-07 | 2000-04-05 | Conditioning/styling terpolymers |
Country Status (9)
Country | Link |
---|---|
US (1) | US6207778B1 (en) |
EP (1) | EP1194460A4 (en) |
JP (1) | JP4999230B2 (en) |
KR (1) | KR100681630B1 (en) |
CN (1) | CN1147510C (en) |
AU (1) | AU767677B2 (en) |
BR (1) | BR0010360B1 (en) |
CA (1) | CA2372457C (en) |
WO (1) | WO2000068282A1 (en) |
Families Citing this family (142)
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DE19937386A1 (en) * | 1999-08-07 | 2001-02-15 | Wella Ag | Volume-giving hair treatment agent |
FR2812810B1 (en) | 2000-08-11 | 2002-10-11 | Oreal | COMPOSITION FOR OXIDATION DYEING OF KERATINIC FIBERS COMPRISING A CATIONIC AMPHIPHILIC POLYMER, OXYALKYLENE OR POLYGLYCEROLE FATTY ALCOHOL AND HYDROXYL SOLVENT |
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DE10160720A1 (en) * | 2001-12-11 | 2003-06-18 | Basf Ag | New water-soluble or -dispersible copolymer, useful in cosmetic products e.g. skin cleansers, prepared by polymerization of an N-vinyl lactam and a comonomer, and polymerization of an anionic monomer in the presence of the product |
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US6566473B1 (en) * | 2002-11-20 | 2003-05-20 | Isp Investments Inc. | Process for making a vinyl amide polymer composition for skin and hair compositions |
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FR3140277A1 (en) | 2022-09-30 | 2024-04-05 | L'oreal | Cosmetic hair care composition comprising at least one particular amino silicone and at least one associative polymer, and cosmetic hair treatment method |
FR3140274A1 (en) | 2022-09-30 | 2024-04-05 | L'oreal | Cosmetic hair care composition comprising at least one particular amino silicone and at least one thickening agent |
FR3140282A1 (en) | 2022-09-30 | 2024-04-05 | L'oreal | Cosmetic hair care composition comprising cationic polymers and specific amino silicones, and method for cosmetic treatment of hair. |
FR3140271A1 (en) | 2022-09-30 | 2024-04-05 | L'oreal | Cosmetic hair care composition comprising anionic and/or amphoteric surfactants, and specific amino silicones, and cosmetic hair treatment method. |
FR3140272A1 (en) | 2022-09-30 | 2024-04-05 | L'oreal | Cosmetic hair care composition comprising particular amino silicones and perfuming substances, and method for cosmetic treatment of hair. |
FR3140275A1 (en) | 2022-09-30 | 2024-04-05 | L'oreal | Cosmetic hair care composition comprising specific amino silicones and additional silicones, and method for cosmetic hair treatment. |
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US3910862A (en) * | 1970-01-30 | 1975-10-07 | Gaf Corp | Copolymers of vinyl pyrrolidone containing quarternary ammonium groups |
JPH01236211A (en) * | 1988-03-17 | 1989-09-21 | Wako Pure Chem Ind Ltd | Production of quaternary salt of vinylpyrrolidone copolymer |
US4956430A (en) * | 1989-05-01 | 1990-09-11 | Gaf Chemicals Corporation | Process for preparing substantially pure high molecular weight vinyl lactam-quaternized acrylamide copolymers |
EP0412704B1 (en) * | 1989-08-07 | 1999-04-28 | THE PROCTER & GAMBLE COMPANY | Hair conditioning and styling compositions |
JPH0420584A (en) * | 1990-05-15 | 1992-01-24 | Toagosei Chem Ind Co Ltd | Thickening agent |
US5321110A (en) * | 1992-06-29 | 1994-06-14 | Isp Investments Inc. | Cationic polymer compositions |
DE4235798A1 (en) * | 1992-10-23 | 1994-04-28 | Basf Ag | Use of vinylpyrrolidone and vinylimidazole copolymers as detergent additive, novel polymers of vinylpyrrolidone and of vinylimidazole and process for their preparation |
US5626836A (en) * | 1994-12-28 | 1997-05-06 | Isp Investments Inc. | Low VOC hair spray compositions containing terpolymers of vinyl pyrrolidone, vinyl caprolactam and 3-(N-dimethylaminopropyl) methacrylamide |
AU710885B2 (en) * | 1994-12-28 | 1999-09-30 | Isp Investments Inc. | Process for making substantially homogeneous copolymers of vinyl pyrrolidone and N-3,3-dimethylaminopropyl methacrylamide for personal care applications |
US5997855A (en) * | 1994-12-28 | 1999-12-07 | Isp Investments Inc. | Personal care composition containing a clear homogeneous polymer of an N-vinyl lactam |
CN1171044A (en) * | 1994-12-28 | 1998-01-21 | Isp投资股份有限公司 | Water based hair care products containing homogeneous terpolymer having both hair styling and conditioning properties |
US5609865A (en) * | 1994-12-28 | 1997-03-11 | Isp Investments Inc. | Substantially homogeneous copolymers of vinyl pyrrolidone and N-3,3-dimethylaminopropyl methacrylamide for personal care applications |
US5603919A (en) * | 1995-01-05 | 1997-02-18 | Isp Investments Inc. | Low VOC hair spray fixative compositions containing a tetramer |
FR2744912B1 (en) * | 1996-02-21 | 1998-04-03 | Oreal | COSMETIC COMPOSITION FOR HAIR FOAM |
US5997886A (en) * | 1997-11-05 | 1999-12-07 | The Procter & Gamble Company | Personal care compositions |
JP2000239322A (en) * | 1998-12-21 | 2000-09-05 | Showa Denko Kk | Amino polymer compound and its production |
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1999
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CN1350558A (en) | 2002-05-22 |
CA2372457C (en) | 2010-06-22 |
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US6207778B1 (en) | 2001-03-27 |
BR0010360B1 (en) | 2011-02-22 |
AU4200800A (en) | 2000-11-21 |
CN1147510C (en) | 2004-04-28 |
AU767677B2 (en) | 2003-11-20 |
JP4999230B2 (en) | 2012-08-15 |
EP1194460A1 (en) | 2002-04-10 |
EP1194460A4 (en) | 2003-01-02 |
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