CA2372457A1 - Conditioning/styling terpolymers - Google Patents

Conditioning/styling terpolymers Download PDF

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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
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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
Application number
CA002372457A
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French (fr)
Other versions
CA2372457C (en
Inventor
Janusz Jachowicz
Kou-Chang Liu
Roger L. Mc Mullen, Jr.
Thomas Winkler
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ISP Investments LLC
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Individual
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Publication of CA2372457A1 publication Critical patent/CA2372457A1/en
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Publication of CA2372457C publication Critical patent/CA2372457C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F226/00Copolymers 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
    • C08F226/06Copolymers 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
    • C08F226/10N-Vinyl-pyrrolidone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions 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)
    • A61K8/8182Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/90Block copolymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/52Amides or imides
    • C08F220/54Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F220/60Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing nitrogen in addition to the carbonamido nitrogen
    • C08F220/606Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing nitrogen in addition to the carbonamido nitrogen and containing other heteroatoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations 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.
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.
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.
CA2372457A 1999-05-07 2000-04-05 Conditioning/styling terpolymers Expired - Lifetime CA2372457C (en)

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)

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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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