Hydrophilic or hydrogel carrier systems such as coatings, body implants and other articles
First Claim
1. A carrier system comprising an active agent and a hydrophilic polymer as a carrier vehicle therefor, said carrier vehicle comprising a crosslinked polyurethane polymer consisting essentially ofA. as a resin precursor of said polyurethane polymer, a polyfunctional resin having an equivalent weight of more than 170 and up to 2000 and a numerical carbon to oxygen or carbon to nitrogen ratio of up to 2.5:
- 1 to 1.2;
1 or a numerical carbon to ionic group ratio in said resin of 20;
1 to 6;
1, said resin being selected from the class consisting of;
1. an adduct ofa. a dihydroxy compound with propylene imine, ethylene oxide, propylene oxide, ethylene imine, dioxolane or mixtures of same;
b. a trihydroxy compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same;
c. a tetrahydroxy compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same;
d. a polyhydroxy compound of more than 4--OH groups with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same;
e. a hydroxy carboxylic acid or a sugar acid with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same;
f. low molecular weight, hydrolyzed polyvinyl acetate, polyacrylic acid or polymethacrylic acid with ethylene oxide, ethylene imine, dioxolane or mixtures of same;
2.
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Accused Products
Abstract
Improved active agent systems with novel carriers as membrane, release, and coating polymers for said active agents; the polymers are water absorptive polyurethane polymers prepared from resins having a low ratio of carbon to oxygen to nitrogen or having ionic, quaternary ammonium or salt groups in the resin backbone and a low amount of isocyanate; the water absorptivity of the polyurethane polymers is above 10%, preferably above 20%, and these polymers may range to completely gel-like, high water absorbtive polymers; these active agent polymers are useful as in medicinal, insecticidal, pesticidal, algaecidal, etc. applications; as well as zero release agents, body implants and coatings requiring hydrophilic properties; other use for the active agent systems are in sensing membranes or coatings or ion transport recognition devices such as in gaseous or liquid media; as a hydrogel providing a leachable matrix wherein the leaching agent may be body fluids, e. g., animals or human, e. g., productive livestock and domestic animals and/or pets, or animals used in medicinal or veterinary research, e. g., monkeys, mice, dogs, hamsters, rabbits, guinea pigs, cats, etc.
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Citations
28 Claims
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1. A carrier system comprising an active agent and a hydrophilic polymer as a carrier vehicle therefor, said carrier vehicle comprising a crosslinked polyurethane polymer consisting essentially of
A. as a resin precursor of said polyurethane polymer, a polyfunctional resin having an equivalent weight of more than 170 and up to 2000 and a numerical carbon to oxygen or carbon to nitrogen ratio of up to 2.5: - 1 to 1.2;
1 or a numerical carbon to ionic group ratio in said resin of 20;
1 to 6;
1, said resin being selected from the class consisting of;1. an adduct of a. a dihydroxy compound with propylene imine, ethylene oxide, propylene oxide, ethylene imine, dioxolane or mixtures of same; b. a trihydroxy compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; c. a tetrahydroxy compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; d. a polyhydroxy compound of more than 4--OH groups with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; e. a hydroxy carboxylic acid or a sugar acid with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; f. low molecular weight, hydrolyzed polyvinyl acetate, polyacrylic acid or polymethacrylic acid with ethylene oxide, ethylene imine, dioxolane or mixtures of same; 2. - View Dependent Claims (3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 25, 26, 27, 28)
- 1 to 1.2;
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2. an adduct of trimellitic acid, orthophosphoric acid, pyromellitic acid, or mellitic acid with ethylene oxide, propylene oxide, ethylene imine, dioxolane or mixtures of same;
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3. an adduct of pyrophosphoric acid with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; 4. an adduct of ammonia or a polyamino compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; 5. an ammonium or quaternary ammonium salt of said adduct of ammonia or a polyamino compound; 6. a sulfonated reactive-H group terminated polyester resin of a maleic acid ester, itaconic acid ester, fumaric acid ester, mesoconic acid ester or citraconic acid ester wherein a dihydroxy compound precursor of said ester is a glycol of 2 to 6 carbon atoms; 7. a reactive-H group terminated polyester amide of a lower alkyl dialkanol amine and a diacid wherein said acid is adipic acid, sebacic acid, azelaic acid, maleic acid, phthalic acid, fumaric acid, itaconic acid, mesoconic acid, citraconic acid, and an ammonium or quaternary ammonium compound of said amine groups; 8. a reactive-H group terminated linear of slightly branched polyamide wherein the amine precursor of said amide is diethylene triamine, triethylene tetramine, tetraethylene pentamine, a polyloweralkylene imine, and the acid precursor of said amide is adipic, sebacic, maleic, azelaic, phthalic, itaconic, mesoconic, or citraconic, an amine salt or mixtures of same, a hydrammonium quaternary ammonium compound thereof, or an adduct of said amide with ethylene oxide, ethylene glycol, dioxolane or propylene glycol; 9. a reactive-H group terminated polysulfhydryl resin having in the backbone thereof sulfonium, sulfoxide, or sulfone groups; and 10. mixtures of above resins; B. as a urethane linkage precursor of said polyurethane polymer, an aliphatic, alicyclic-aliphatic, mixed aliphatic-aromatic or an aromatic polyfunctional isocyanate, a nitrile carbonate or mixtures of same of a functionality of 2 or higher in an amount from 0.02 in excess of one equivalent weight of isocyanante times its functionality per equivalent weight of resin times its functionality up to equi-equivalent weight of
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18. A water absorbent coating comprising a crosslinked polyurethane polymer consisting essentially of
A. as a resin precursor of said polyurethane polymer, a polyfunctional resin having an equivalent weight of more than 170 and up to 2000 and a numerical carbon to oxygen or carbon to nitrogen ratio of up to 2.5: - 1 to 1.2;
1 or a numerical carbon to ionic group ratio in said resin of 20;
1 to 6;
1, said resin being selected from the class consisting of;1. an adduct of a. a dihydroxy compound with propylene imine, ethylene oxide, propylene oxide, ethylene imine, dioxolane or mixtures of same; b. a trihydroxy compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; c. a tetrahydroxy compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; d. a polyhydroxy compound of more than 4--OH groups with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; e. a hydroxy carboxylic acid or a sugar acid with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; f. low molecular weight, hydrolyzed polyvinyl acetate, polyacrylic acid or polymethacrylic acid with ethylene oxide, ethylene imine, dioxolane or mixtures of same; 2. an adduct of trimellitic acid, orthophosphoric acid, pyromellitic acid, or mellitic acid with ethylene oxide, propylene oxide, ethylene imine, dioxolane or mixtures of same; 3. an adduct of pyrophosphoric acid with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; 4. an adduct of ammonia or a polyamino compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; 5. an ammonium or quaternary ammonium salt of said adduct of ammonia or a polyamino compound; 6. a sulfonated reactive-H group terminated polyester resin of a maleic acid ester, itaconic acid ester, fumaric acid ester, mesoconic acid ester or citraconic acid ester wherein a dihydroxy compound precursor of said ester is a glycol of 2 to 6 carbon atoms; 7. a reactive-H group terminated polyester amide of a lower alkyl dialkanol amine and a diacid wherein said acid is adipic acid, sebacic acid, azelaic acid, maleic acid, phthalic acid, fumaric acid, itaconic acid, mesoconic acid, citraconic acid, and an ammonium or quaternary ammonium compound of said amine groups; 8. a reactive-H group terminated linear of slightly branched polyamide wherein the amine precursor of said amide is diethylene diamine, triethylene tetramine, tetraethylene pentamine, a polyloweralkylene imine, and the acid precursor of said amide is adipic, sebacic, maleic azelaic, phthalic, itaconic, mesoconic, or citraconic, an amine salt or mixtures of same, a hydroammonium quaternary ammonium compound thereof, or an adduct of said amide with ethylene oxide, ethylene glycol, dioxolane or propylene glycol; 9. a reactive--H group terminated polysulfhydryl resin having in the backbone thereof sulfonium, sulfoxide, or sulfone groups; and 10. mixtures of above resins; B. as a urethane linkage precursor of said polyurethane polymer, an aliphatic, alicyclic-aliphatic, mixed aliphatic-aromatic or an aromatic polyfunctional isocyanate, a nitrile carbonate or mixtures of same of a functionality of 2 or higher in an amount from 0.02 in excess of one equivalent weight of isocyanate times its functionality per equivalent weight of resin times its functionality up to equi-equivalent weight of said isocyanate to said resin.
- 1 to 1.2;
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19. A body implant comprising a crosslinked polyurethane polymer consisting essentially of
A. as a resin precursor of said polyurethane polymer, a polyfunctional resin having an equivalent weight of more than 170 and up to 2000 and a numerical carbon to oxygen or carbon to nitrogen ratio of up to 2.5: - 1 to 1.2;
1 or a numerical carbon to ionic group ratio in said resin of 20;
1 to 6;
1, said resin being selected from the class consisting of;1. an adduct of a. a dihydroxy compound with propylene imine, ethylene oxide, propylene oxide, ethylene imine, dioxolane or mixtures of same; b. a trihydroxy compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; c. a tetrahydroxy compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; d. a polyhydroxy compound of more than 4--OH groups with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; e. a hydroxy carboxylic acid or a sugar acid with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; f. low molecular weight, hydrolyzed polyvinyl acetate, polyacrylic acid or polymethacrylic acid with ethylene oxide, ethylene imine, dioxolane or mixtures of same;
- 1 to 1.2;
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20. an adduct of trimellitic acid, orthosphoric acid, pyromellitic acid, or mellitic acid with ethylene oxide, propylene oxide,, ethylene imine, dioxolane or mixtures of same;
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3. an adduct of pyrophosphoric acid with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; 4. an adduct of ammonia or a polyamino compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane, or mixtures of same; 5. an ammonium or quaternary ammonium salt of said adduct of ammonia or a polyamino compound; 6. a sulfonated reactive-H group terminated polyester resin of a maleic acid ester, itaconic acid ester, fumaric acid ester, mesoconic acid ester or citraconic acid ester wherein a dihydroxy compound precursor of said ester is a glycol of 2 to 6 carbon atoms;
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21. a reactive-H group terminated polyester amide of a lower alkyl dialkanol amine and a diacid wherein said acid is adipic acid, sebacic acid, azelaic acid, maleic acid, phthalic acid, fumaric acid, itaconic acid, mesoconic acid, citraconic acid, and an ammonium or quaternary ammonium compound of said amine groups;
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8. a reactive-H group terminated linear of slightly branched polyamide wherein the amine precursor of said amide is diethylene triamine, thriethylene tetramine, tetraethylene pentamine, a polyloweralkylene imine, and the acid precursor of said amide is adipic, sebacic, maleic azelaic, phthalic, itaconic, mesoconic, or citraconic, an amine salt or mixtures of same, a hydrammonium quaternary ammonium compound thereof or an adduct of said amide with ethylene oxide, ethylene glycol, dioxolane or propylene glycol; 9. a reactive-H group terminated polysulfhydryl resin having in the backbone thereof sulfonium, sulfoxide, or sulfone groups; and 10. mixtures of above resins; B. as a urethane linkage precursor of said polyurethane polymer, and aliphatic, alicyclic-aliphatic, mixed aliphatic-aromatic or an aromatic polyfunctional isocyanate, a nitrile carbonate or mixtures of same of a functionality of 2 or higher in an amount from 0.02 in excess of one equivalent weight of isocyanate times its functionality per equivalent weight of resin times its functionality up to equi-equivalent weight of said isocyanate to said resin.
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22. A wet friction elastomer comprising a crosslinked polyurethane polymer consisting essentially of
A. as a resin precursor of said polyurethane polymer, a polyfunctional resin having an equivalent weight of more than 170 and up to 2000 and a numerical carbon to oxygen or carbon to nitrogen ratio of up to 2.5: - 1 to 1.2;
1 or a numerical carbon to ionic group ratio is said resin of 20;
1 to 6;
1, said resin being selected from the class consisting of;
- 1 to 1.2;
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23. an adduct of
a. a dihydroxy compound with propylene imine, ethylene oxide, propylene oxide, ethylene imine, dioxolane or mixtures of same; -
b. a trihydroxy compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; c. a tetrahydroxy compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; d. a polyhydroxy compound of more than 4--OH groups with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; e. a hydroxy carboxylic acid or a sugar acid with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same; f. low molecular weight, hydrolyzed polyvinyl acetate, polyacrylic acid or polymethacrylic acid with ethylene oxide, ethylene imine, dioxolane or mixtures of same; 2. an adduct of trimellitic acid, orthophosphoric acid, pyromellitic acid, or mellitic acid with ethylene oxide, propylene oxide, ethylene imine, dioxalane or mixtures of same; 3. an adduct of pyrophosphoric acid with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same;
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24. an adduct of ammonia or a polyamino compound with ethylene oxide, propylene oxide, ethylene imine, propylene imine, dioxolane or mixtures of same;
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5. an ammonium or quaternary ammonium salt of said adduct of ammonia or a polyamino compound; 6. a sulfonated reactive--H group terminated polyester resin of a maleic acid ester, itaconic acid ester, fumaric acid ester, mesoconic acid ester or citraconic acid ester wherein a dihydroxy compound precursor of said ester is a glycol of 2 to 6 carbon atoms; 7. a reactive--H group terminated polyester amide of a lower alkyl dialkanol amine and a diacid wherein said acid is adipic acid, sebacic acid, azelaic acid, maleic acid, phthalic acid, fumaric acid, itaconic acid, mesoconic acid, citraconic acid, and an ammonium or quaternary ammonium compound of said amine groups; 8. a reactive--H group terminated linear of slightly branched polyamide wherein the amine precursor of said amide is diethylene triamine, triethylene tetramine, tetraethylene pentamine, a polyloweralkylene imine, and the acid precursor of said amide is adipic, sebacic, maleic azelaic, phthalic, itaconic, mesoconic, or citraconic, an amine salt or mixtures of same, a hydrammonium quaternary ammonium compound thereof, or an adduct of said amide with ethylene oxide, ethylene glycol, dioxolane or propylene glycol; 9. a reactive--H group terminated polysulfhydryl resin having in the backbone thereof sulfonium, sulfoxide, or sulfone groups; and 10. mixtures of above resins; B. as a urethane linkage precursor of said polyurethane polymer, an aliphatic, alicyclic-aliphatic, mixed aliphatic-aromatic or an aromatic polyfunctional isocyanate, a nitrile carbonate or mixtures of same of a functionality of 2 or higher in an amount from 0.05 in excess of one equivalent weight of isocyanate times its functionality per equivalent weight of resin times its functionality up to equi-equivalent weight of said isocyanate to said resin.
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Specification