IP Library Granted Patent US 7,901,695
Granted Patent B2
US 7,901,695 · App. 10/799,431 · Granted Mar 8, 2011

Controlled release polymeric gels

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Quick Facts
Patent No.
US 7,901,695
App. No.
10/799,431
Granted
Mar 8, 2011
Kind
B2
Abstract

A controlled continuous release composition, articles comprising the continuous release composition, methods of using the composition, and methods of preparing the composition are disclosed. The composition comprises an elastomeric matrix which is a reaction product of a carboxyl-terminated polymer with a polycarbodiimide and at least one active agent which is released from the matrix into the environment substantially continuously over an extended period of time.

Claims (31)

1. A continuous release composition comprising an elastomeric matrix and at least one active agent, the active agent being released from the matrix into the environment substantially continuously over an extended period of time and the said matrix being the reaction product of a carboxyl-terminated polymer with a polycarbodiimide.

2. The composition of claim 1 wherein the molar ratio of polycarbodiimide to carboxyl-terminated polymer is 0.7:1 to 6:1.

3. The composition of claim 1 wherein the carboxyl-terminated polymer is hydrophobic.

4. The composition of claim 1 wherein the carboxyl-terminated polymer is hydrophobic and a major component is selected from the group consisting of carboxyl-terminated polybutadiene, carboxyl-terminated polyisoprene, carboxyl-terminated copolymers of butadiene with acrylonitrile, carboxyl-terminated copolymers of butadiene with styrene, carboxyl-terminated copolymers of isoprene with acrylonitrile, carboxyl-terminated copolymers of isoprene with styrene, and mixtures thereof.

5. The composition of claim 4 wherein the major component is at least 90% of the polymer, by weight.

6. The composition of claim 1 wherein the carboxyl-terminated polymer is hydrophobic and the molar ratio of polycarbodiimide to carboxyl-terminated polymer is 0.7:1 to 1.4:1.

7. The composition of claim 1 wherein the carboxyl-terminated polymer is hydrophobic and has an average molecular weight in the range of 1000 to 20,000.

8. The composition of claim 1 wherein the carboxyl-terminated polymer is hydrophilic and a major component is selected from the group consisting of carboxyl-terminated polyethylene oxides and carboxyl-terminated polyether polyols.

9. The composition of claim 8 wherein the major component is at least 90% of the polymer, by weight.

10. The composition of claim 1 wherein the carboxyl-terminated polymer is the reaction product of a mixture of alkylene oxides comprising ethylene oxide and an alkylene oxide having 3-6 carbons atoms.

11. The composition of claim 1 wherein the carboxyl-terminated polymer is the reaction product copolymer of a mixture of alkylene oxides comprising ethylene oxide and at least one alkylene oxide having 3-6 carbons atoms and wherein the alkylene oxide having 3-6 carbons atoms comprises more than 50 mole percent of said copolymer.

12. The composition of claim 1 wherein the carboxyl-terminated polymer is the reaction product copolymer of a mixture of alkylene oxides comprising ethylene oxide and at least one alkylene oxide having 3-6 carbons atoms and wherein the alkylene oxide having 3-6 carbons atoms comprises more than 50 mole percent of said copolymer and the copolymer has a molecular weight from 400 to 20,000.

13. The composition of claim 1 wherein the polycarbodiimide is selected from the group consisting of aromatic, cycloaliphatic, aliphatic and heterocyclic carbodiimides, and mixtures of thereof.

14. The composition of claim 1 wherein polycarbodiimide has an average functionality of at least 2.

15. The composition of claim 1 further comprising one or more inert components which do not interfere in the carboxylic acid-carbodiimide reaction.

16. The composition of claim 1 further comprising one or more inert components which do not interfere in the carboxylic acid-carbodiimide reaction selected from the group consisting of fillers, plasticizers, stabilizers, pigments, and fungicides.

17. The composition of claim 1 wherein the carboxyl-terminated polymer has a molecular weight of 1000 to 10,000 and is a carboxyl-terminated polybutadiene or a carboxyl-terminated polyisoprene and an average carboxylic acid functionality in the range of 1.8 to 8.0.

18. The composition of claim 1 wherein the at least one active agent is dissolved in the matrix.

19. The composition of claim 1 wherein the at least one active agent is dispersed in the matrix.

20. The composition of claim 1 wherein the at least one active agent is present in an amount of about 10% to 90% by weight based on the total weight of the elastomeric matrix.

21. The composition of claim 1 wherein the at least one active agent comprises a fragrance.

22. The composition of claim 1 in the form of a gel.

23. An article formed from the composition of claim 1 .

24. Article according to claim 23 comprising an elastomeric matrix and at least one biologically or nonbiologically active agent contained in the matrix, the said active agent being released from the matrix into the environment substantially continuously over an extended period of time and the said matrix being formed by a process comprising reacting a carboxyl-terminated polymer, selected from either hydrophobic or hydrophilic carboxyl terminated polymers, with a polycarbodiimide.

25. Article according to claim 24 wherein a)the said hydrophobic carboxyl-terminated polymer comprises a major component selected from the group consisting of carboxyl-terminated polybutadiene, carboxyl-terminated polyisoprene, carboxyl-terminated copolymers of butadiene with acrylonitrile, carboxyl-terminated copolymers of butadiene with styrene, carboxyl-terminated copolymers of isoprene with acrylonitrile, carboxyl-terminated copolymers of isoprene with styrene, and mixtures of the above, the carboxylic acid terminated polymer having an average molecular weight in the range of 1000 to 20000; and b) the said hydrophilic carboxyl-terminated polymer comprises a major component selected from the group consisting of carboxyl-terminated polyethylene oxides, carboxyl-terminated polyether polyols which are copolymers of ethylene oxide and of an alkylene oxide having 3-6 carbons atoms, in an amount of not more than 50 mole percent of said copolymer and having molecular weight from 400 to 20000.

26. The article of claim 23 in a form which is suitable for either biological or non-biological action.

27. The article of claim 23 in a form suitable for providing insecticidal, fungicidal, deodorant, molluscidal, anticorrosive, antistatic, pheromone, or antiseptic action over an extended period of time.

28. Article according to claim 23 , wherein the said active agent is selected from pheromones.

29. A method of providing insecticidal, fungicidal, deodorizing, mollusicidal, anticorrosive, antistatic, pheromonal, or antiseptic action over an extended period of time comprising providing an article of claim 23 wherein the active agent is an insecticide, fungicide, deodorant, mullusicicide, anticorrosive, antistatic, pheromone, antiseptic, or a mixture of such agents.

30. A method of preparing a composition of claim 1 comprising reacting the carboxyl-terminated polymer with the polycarbodiimide in the presence of the active agent.

31. The composition of claim 1 wherein the carboxyl-terminated polymer is a carboxyl-terminated polyethylene oxide.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 28, 2014
From: TOTAL PETROCHEMICALS & REFINING USA, INC.
To: FINA TECHNOLOGY, INC.
Reel/Frame 032765/0764 →
MERGER Recorded Apr 25, 2014
From: CRAY VALLEY USA, LLC
To: TOTAL PETROCHEMICALS &REFINING USA, INC.
Reel/Frame 032759/0233 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2010
From: SARTOMER TECHNOLOGY COMPANY INC.
To: CRAY VALLEY USA, LLC
Reel/Frame 024804/0306 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 27, 2004
From: CHAO, HERBERT; TLAN, NAN
To: SARTOMER TECHNOLOGY COMPANY, INC.
Reel/Frame 015298/0592 →