Polymers polymerized from at least four monomers, and compositions and uses thereof

Patent metadata

Field	Value
Publication number	US-9914795-B2
Application number	US-201414759813-A
Country	US
Kind code	B2
Filing date	Jan 9, 2014
Priority date	Jan 9, 2013
Publication date	Mar 13, 2018
Grant date	Mar 13, 2018

Abstract

Described herein is a class of non-homopolymers polymerized from at least: (A) 10-22 mole percent of at least one N-vinyl lactam, (B) 30-35 mole percent of at least one monomer selected from the group consisting of acrylic acid, methacrylic acid, and combinations thereof, (C) 40-52 mole percent of at least one (meth)acrylate of a straight- or branched-chain alkyl alcohol, and (D) 5-20 mole percent of at least one (meth)acrylate of a saturated or unsaturated cyclic alcohol having 6 to 20 carbon atoms. In one embodiment, the non-homopolymers exhibit solubility in the lower molecular weight alcohols. The non-homopolymers may be used in personal care or performance chemicals compositions. In one embodiment, the polymers are used in various personal care formulations, such as used for skin, sun, hair, and preservatives.

First claim

What we claim is:

1. A non-crosslinked non-homopolymer comprising:
(A) 10-22 mole percent of at least one N-vinyl lactam,
(B) 30-35 mole percent of at least one monomer selected from the group consisting of acrylic acid (AA), methacrylic acid, and combinations thereof,
(C) 40-52 mole percent of at least one (meth)acrylate of a straight- or branched- chain alkyl alcohol, and
(D) 5-20 mole percent of at least one (meth)acrylate of a saturated or unsaturated cyclic or bicyclic alcohol having 6 to 20 carbon atoms,
wherein said non-homopolymer has a glass transition temperature of at least 100° C., and has at least 1% (w/w) solubility at 25° C. in at least one alcohol selected from the group consisting of ethanol, 1-propanol, 2-propanol, methanol, and combinations thereof.

2. The non-homopolymer according to claim 1 wherein said N-vinyl lactam is selected from the group consisting of: N-vinyl-2-pyrrolidone (VP), N-vinyl-2-piperidone, N-vinyl-2-caprolactam (VCL), and combinations thereof.

3. The non-homopolymer according to claim 1 wherein said (meth)acrylate of straight- or branched-chain alkyl alcohol is selected from the group consisting of: isobutyl acrylate, isobutyl methacrylate (IBMA), tert-butyl acrylate, tert-butyl methacrylate, and combinations thereof.

4. The non-homopolymer according to claim 1 wherein said (meth)acrylate of a saturated or unsaturated cyclic or bicyclic alcohol is selected from the group consisting of: isobornyl acrylate, isobornyl methacrylate (IBOMA), and combinations thereof.

5. The non-homopolymer of claim 1 comprising:
(A) 10-22 mole percent of an N-vinyl lactam selected from the group consisting of N-vinyl-2-pyrrolidone (VP), N-vinyl-2-caprolactam (VCL), and combinations thereof,
(B) 30-35 mole percent acrylic acid (AA),
(C) 40-52 mole percent isobutyl methacrylate (IBMA), and
(D) 5-20 mole percent isobornyl methacrylate (IBOMA).

6. The non-homopolymer according to claim 5 that is essentially:
poly (11% N-vinyl-2-pyrrolidone (VP)-33% acrylic acid (AA)-51% isobutyl methacrylate (IBMA)-5% isobornyl methacrylate (IBOMA)),
poly (11% N-vinyl-2-pyrrolidone (VP)-34% acrylic acid (AA)-44% isobutyl methacrylate (IBMA)-11% isobornyl methacrylate (IBOMA)),
poly (16% N-vinyl-2-pyrrolidone (VP)-34% acrylic acid (AA)-42% isobutyl methacrylate (IBMA)-8% isobornyl methacrylate (IBOMA)),
poly (21% N-vinyl-2-pyrrolidone (VP)-33% acrylic acid (AA)-41% isobutyl methacrylate (IBMA)-5% isobornyl methacrylate (IBOMA)),
poly (13% N-vinyl-2-caprolactam (VCL)-35% acrylic acid (AA)-44% isobutyl methacrylate (IBMA)-8% isobornyl methacrylate (IBOMA)), or
poly (17% N-vinyl-2-caprolactam (VCL)-34% acrylic acid (AA)-43% isobutyl methacrylate (IBMA)-6% isobornyl methacrylate (IBOMA)),
wherein all percentages are mole percent.

7. The non-homopolymer according to claim 1 , wherein said non-homopolymer is at least 50% (w/w) soluble at 25° C. in at least one alcohol selected from the group consisting of: ethanol, 1-propanol, 2-propanol, methanol, and combinations thereof.

8. A personal care composition comprising a non-crosslinked non-homopolymer comprising:
(A) 10-22 mole percent of at least one N-vinyl lactam,
(B) 30-35 mole percent of at least one monomer selected from the group consisting of acrylic acid (AA), methacrylic acid, and combinations thereof,
(C) 40-52 mole percent of at least one (meth)acrylate of a straight- or branchedchain alkyl alcohol, and
(D) 5-20 mole percent of at least one (meth)acrylate of a saturated or unsaturated cyclic or bicyclic alcohol having 6 to 20 carbon atoms,
wherein said non-homopolymer has a glass transition temperature of at least 100° C., and has at least 1% (w/w) solubility at 25° C. in at least one alcohol selected from the group consisting of ethanol, 1-propanol, 2-propanol, methanol, and combinations thereof.

9. The personal care composition according to claim 8 wherein said non-homopolymer comprises:
(A) 10-22 mole percent of an N-vinyl lactam selected from the group consisting of N-vinyl-2-pyrrolidone (VP), N-vinyl-2-caprolactam (VCL), and combinations thereof,
(B) 30-35 mole percent acrylic acid (AA),
(C) 40-52 mole percent isobutyl methacrylate (IBMA), and
(D) 5-20 mole percent isobornyl methacrylate (IBOMA),
wherein said non-homopolymer has a glass transition temperature of at least 100° C., and has at least 1% (w/w) solubility at 25° C. in at least one alcohol selected from the group consisting of ethanol, 1-propanol, 2-propanol, methanol, and combinations thereof.

10. The personal care composition according to claim 8 that is a skin lotion, skin creme, skin ointment, skin salve, anti-aging creme, moisturizer, deodorant, tanning agent, sun block, foundation, concealer, eyebrow pencil, eye shadow, eye liner, mascara, rouge, finishing powder, lipstick, lip gloss, nail polish, make-up remover, nail polish remover, shampoo, rinse-off conditioner, leave-on conditioner, hair styling gel, hair mousse, hair spray, styling aide, hair color, or hair color remover.

11. The personal care composition according to claim 10 that comprises one or more UV absorbers selected from the group consisting of: p-aminobenzoic acid (PABA), octyl dimethyl PABA, phenylbenzimidazole sulfonic acid, benzophenone-3, Q enzophenone-8, homomenthyl salicylate, menthyl anthranilate, octocrylene, 2-ethylhexyl-p-methoxycinnamate, octyl salicylate, sulisobenzone, trolamine salicylate, avobenzone, ecamsule, titanium dioxide, zinc oxide, 4-methylbenzylidene, bisoctrizole, bisdisulizole disodium, drometrizole trisiloxane, benzophenone-9, ethylhexyl triazone, diethylamino hydroxybenzoyl hexyl benzoate, iscotrizinol, polysilicone-15, isopentenyl-4-methoxycinnamate, and combinations thereof.

12. A method of boosting UV absorbance comprising the step: formulating a composition comprising at least one UV absorber and at least one non-crosslinked non-homopolymer comprising:
(A) 10-22 mole percent of at least one N-vinyl lactam,
(B) 30-35 mole percent of at least one monomer selected from the group consisting of acrylic acid (AA), methacrylic acid, and combination thereof,
(C) 40-52 mole percent of at least one (meth)acrylate of a straight- or branched chain alkyl alcohol, and
(D) 5-20 mole percent of at least one (meth)acrylate of a saturated or unsaturated cyclic or bicyclic alcohol having 6 to 20 carbon atoms,
wherein said non-homopolymer has a glass transition temperature of at least 100° C., and has at least 1% (w/w) solubility at 25° C. in at least one alcohol selected from the group consisting of ethanol, 1-propanol, 2-propanol, methanol, and combinations thereof.

13. The method according to claim 12 wherein said non-homopolymer comprising:
A) 10-22 mole percent of an N-vinyl lactam selected from the group consisting of N-vinyl-2-pyrrolidone (VP), N-vinyl-2-caprolactam (VCL), and combinations thereof,
(B) 30-35 mole percent acrylic acid (AA),
(C) 40-52 mole percent isobutyl methacrylate (IBMA), and
(D) 5-20 mole percent isobornyl methacrylate (IBOMA).

14. The method according to claim 12 that increases UV absorbance by about 50% or more compared to a similarly formulated composition lacking said nonhomopolymer.

15. The method according to claim 12 wherein said UV absorber is selected from the group consisting of: p-aminobenzoic acid (PABA), octyl dimethyl PABA, phenylbenzimidazole sulfonic acid, benzophenone-3, benzophenone-8, homomenthyl salicylate, menthyl anthranilate, octocrylene, 2-ethylhexyl-p-methoxycinnamate, octyl salicylate, sulisobenzone, trolamine salicylate, avobenzone, ecamsule, titanium dioxide, zinc oxide, 4-methylbenzylidene, bisoctrizole, bisd

Assignees

• Isp Investments Inc
• Isp Investments Llc

Inventors

• Liu Xuejun
• Musa Osama M

Classifications

• C08K5/132

  Phenols containing keto groups {, e.g. benzophenones} · CPC title

• A61Q17/04

  Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations · CPC title

• A61Q11/00

  Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses · CPC title

• C09D11/107

  from unsaturated acids or derivatives thereof · CPC title

• D21H17/37

  Polymers of unsaturated acids or derivatives thereof, e.g. polyacrylates · CPC title