Post-coupling synthetic approach for polymeric antioxidants
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
C08F-008/00
A23L-003/3481
A23L-003/3463
C10M-145/00
출원번호
US-0040193
(2005-01-21)
등록번호
US-7323511
(2008-01-29)
발명자
/ 주소
Cholli,Ashok L.
Dhawan,Ashish
Kumar,Vijayendra
출원인 / 주소
University of Massachusetts Lowell
대리인 / 주소
Hamilton, Brook, Smith & Reynolds, P.C.
인용정보
피인용 횟수 :
6인용 특허 :
41
초록▼
A method of preparing an antioxidant polymer includes forming or obtaining a first polymer having reactive pendant groups, where the first polymer does not include cyclic anhydride repeat units, and derivatizing the first polymer with an antioxidant. Another method of preparing an antioxidant polyme
A method of preparing an antioxidant polymer includes forming or obtaining a first polymer having reactive pendant groups, where the first polymer does not include cyclic anhydride repeat units, and derivatizing the first polymer with an antioxidant. Another method of preparing an antioxidant polymer includes forming or obtaining a first polymer having reactive pendant groups and derivatizing the first polymer with an antioxidant, where the antioxidant is attached to the first polymer by an acetal, amide, amine, carbamate, carbonate, ester, ether or thioether linkage or by a carbon-carbon bond. The invention is also directed to polymers that are generally prepared by these methods, compositions that include such polymers and methods of using such polymers.
대표청구항▼
What is claimed is: 1. An antioxidant polymer, comprising at least one repeat unit that is represented by a structure selected from the group consisting of Structural Formulas (I), (II), (III), (IV) and combinations thereof: wherein: R' is a covalent bond,--O--,--C(O)O--,--C(O)N--,--C(O)--,--CH&
What is claimed is: 1. An antioxidant polymer, comprising at least one repeat unit that is represented by a structure selected from the group consisting of Structural Formulas (I), (II), (III), (IV) and combinations thereof: wherein: R' is a covalent bond,--O--,--C(O)O--,--C(O)N--,--C(O)--,--CH═CH--,--S--or--N--; R1 is--H or an alkyl group, or--(CH2)k--O--X--Z; each X is independently a covalent bond,--C(O)--,--C(O)O--or--C(O)N--; Y is--O--,--N--or--S--; each Z is an independently selected antioxidant; a is an integer from 0 to 12; each k is independently an integer from 0 to 12; m is an integer from 0 to 6; n is 0 or 1; and p is an integer from 0 to 6, and wherein when the repeat unit is represented by Structural Formula (I), (II) or (III), Z is selected from the group consisting of a 4-acetoxy-3-tert-butylphenyl group, a 3-alkoxycarbonyl-2,6-dihydroxyphenyl group, a 3-propoxycarbonyl-2,6-dihydroxyphenyl group, a 3,5-di-tert-butyl-2-hydroxyphenyl group, a 3-tert-butyl-4-hydroxyphenyl group, a 2,6-di-tert-butyl-4-mercaptophenyl group, a 2,6-di-tert-butyl-4-hydroxyphenyl group, a 3,4-methylenedioxyphenyl group, a 3,5-di-tert-butyl-4-hydroxybenzenethiol, 2-(3,5-di-tert-butyl-4-hydroxyphenyl) acetic acid, 3,5-di-tert-butyl-4-hydroxybenzoic acid, 3,5-di-tert-butyl-4-hydroxycinnamic acid, alkyl gallates, 3,5-di-tert-butyl-4-hydroxybenzyl alcohol, tert-butyl-hydroquinone, 2,5-di-tert-butyl-hydroquinone, 2,6-di-tert-butyl-hydroquinone, 3,5-di-tert-butyl-4-hydroxybenzaldehyde, monoacetoxy-tert-butylhydroquinone, sesamol, isoflavones, flavanoids and coumarins. 2. The antioxidant polymer of claim 1, wherein X is a covalent bond or--C(O)--. 3. The antioxidant polymer of claim 1, wherein the polymer is a homopolymer. 4. The antioxidant polymer of claim 1, wherein the antioxidant polymer is a copolymer. 5. The copolymer of claim 4, wherein the copolymer includes two or more different antioxidants. 6. A composition comprising: an antioxidant polymer and one or more components selected from the group consisting of: an edible product, a packaging material, a soap, a cosmetic agent, a petroleum product, a lubricant, a paint, an elastomer, a pharmaceutically active agent, a synthetic monomeric or oligomeric antioxidant, a natural monomeric or oligomeric antioxidant, and a preservative, wherein the antioxidant polymer includes at least one repeat unit represented by a structure selected from the group consisting of Structural Formulas (I), (II), (III), (IV) and combinations thereof: wherein: R' is a covalent bond,--O--,--C(O)O--,--C(O)N--,--C(O)--,--CH═CH--,--S--or--N--; R1 is--H or an alkyl group, or--(CH2)k--O--X--Z; each X is independently a covalent bond,--C(O)--,--C(O)O--or--C(O)N--; Y is--O--,--N--or--S--; each Z is an independently selected antioxidant; a is an integer from 0 to 12; each k is independently an integer from 0 to 12; m is an integer from 0 to 6; n is 0 or 1; and p is an integer from 0 to 6, and wherein when the repeat unit is represented by Structural Formula (I), (II) or (III), Z is selected from the group consisting of a 3,4,5-trihydroxyphenyl group, 4-acetoxy-3-tert-butylphenyl group, a 3-alkoxycarbonyl-2,6-dihydroxyphenyl group, a 3-propoxycarbonyl-2,6-dihydroxyphenyl group, a 3,5-di-tert-butyl-2-hydroxyphenyl group, a 3-tert-butyl-4-hydroxyphenyl group, a 2,6-di-tert-butyl-4-mercaptophenyl group, a 2,6-di-tert-butyl-4-hydroxyphenyl group, a 3,4-methylenedioxyphenyl group, a 3,5-di-tert-butyl-4-hydroxybenzenethiol, 2-(3,5-di-tert-butyl-4-hydroxyphenyl) acetic acid, 3,5-di-tert-butyl-4-hydroxybenzoic acid, 3,5-di-tert-butyl-4-hydroxycinnamic acid, gallic acid, alkyl gallates, 3,5-di-tert-butyl-4-hydroxybenzyl alcohol, tert-butyl-hydroquinone, 2,5-di-tert-butyl-hydroquinone, 2,6-di-tert-butyl-hydroquinone, 3,5-di-tert-butyl-4-hydroxybenzaldehyde, monoacetoxy-tert-butylhydroquinone, sesamol, isoflavones, flavanoids and coumarins.
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