IP Library Granted Patent US 9,546,228
Granted Patent B2
US 9,546,228 · App. 14/797,497 · Granted Jan 17, 2017

Modification of polymers containing an anhydride and uses thereof

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Quick Facts
Patent No.
US 9,546,228
App. No.
14/797,497
Granted
Jan 17, 2017
Kind
B2
Abstract

The present invention provides polymers resulting from modification of polymeric moieties containing an anhydride with modifying reactant moieties. The invention further provides a wide variety of compositions comprising the and modified polymeric moieties containing an anhydride. The letters b, d, e, and z are described herein.

Claims (31)

1. A polymer resulting from modification of a polymeric moiety containing an anhydride with a modifying reactant moiety, wherein the polymeric moiety containing an anhydride has the structure:

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl, alkoxy, cycloalkyl, aryl, ester, carboxylic acid, halo, and silyl groups; Y is derived from the group consisting of vinyl amides, acrylates, styrenes, maleimides, maleates, fumarates, cinnamyls, vinyl imidazoles, vinyl pyridines, vinyl acetates, acrylamides, vinyl sulfones, vinyl carbonates, vinyl silanes, vinyl acrylamides, allyl derivatives, vinyl ethers, and mixtures thereof; and n is an integer ranging from about 10 to about 100,000; the modifying reactant moiety is selected from the group consisting of Q-R 10 —NH 2 , Z—NH 2 , and E-OH, and mixtures thereof; wherein Q is a siloxane and R 10 is selected from the group consisting of alkyl, cycloalkyl, and aryl groups; Z is selected from the group consisting of hydrogen, alkyl, haloalkyl, aryl, silyl, and tertiary amine groups having the structure:

quaternary amine groups having the structure:

and polyether groups having the structure:

wherein R 5 , R 6 , R 7 , and R 8 are independently selected from the group consisting of alkyl, cycloalkyl, and aryl groups; A − is an anion; q and p are integers independently ranging from about 1 to about 10,000; E is a siloxane or is selected from the group consisting of hydrogen, alkyl, haloalkyl, aryl, silyl, amino groups, and mixtures thereof; to provide a modified polymer having the structure:

wherein R 1 , R 2 , R 3 , and R 4 are as described above; Q, Z, and E are derived from the modifying reactant moieties as described above; M is hydrogen or a monovalent or divalent metal ion; a, b, c, d, and e are integers independently ranging from 0 to about 10,000; with the proviso that no more than two of a, b, c, d and e can be zero at the same time; wherein the polymer is alternating, blocked, or random.

2. The polymer according to claim 1 , wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl, and alkoxy groups.

3. The polymer according to claim 1 , wherein Y is derived from the group consisting of vinyl amides, acrylates, vinyl imidazoles, vinyl pyridines, vinyl acetates, acrylamides, and mixtures thereof.

4. The polymer according to claim 1 , wherein the siloxane has the structure:

wherein R 9 is an alkyl or cycloalkyl group, and x and z are integers independently ranging from about 1 to about 10,000.

5. The polymer according to claim 1 , wherein Z is selected from the group consisting of hydrogen, alkyl, haloalkyl, aryl, silyl, and tertiary amine groups having the structure:

and quaternary amine groups having the structure:

wherein R 5 , R 6 , R 7 , and R 8 are independently selected from the group consisting of C 1 -C 18 alkyl groups.

6. The polymer according to claim 1 , wherein when E is a siloxane, the siloxane has the structure:

wherein R 9 is an alkyl or cycloalkyl group, and x and z are integers independently ranging from about 1 to about 10,000, or E is selected from the group consisting of alkyl, haloalkyl, and aryl groups, and mixtures thereof.

7. A composition comprising a polymer resulting from modification of a polymeric moiety containing an anhydride with a modifying reactant moiety, wherein the polymeric moiety containing an anhydride has the structure:

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl, alkoxy, cycloalkyl, aryl, ester, carboxylic acid, halo, and silyl groups; Y is derived from the group consisting of vinyl amides, acrylates, styrenes, maleimides, maleates, fumarates, cinnamyls, vinyl imidazoles, vinyl pyridines, vinyl acetates, acrylamides, vinyl sulfones, vinyl carbonates, vinyl silanes, vinyl acrylamides, allyl derivatives, vinyl ethers, and mixtures thereof; and n is an integer ranging from about 10 to about 100,000; the modifying reactant moiety is selected from the group consisting of Q-R 10 —NH 2 , Z—NH 2 , and E-OH, and mixtures thereof; wherein Q is a siloxane and R 10 is selected from the group consisting of alkyl, cycloalkyl, and aryl groups; Z is selected from the group consisting of hydrogen, alkyl, haloalkyl, aryl, silyl, and tertiary amine groups having the structure:

quaternary amine groups having the structure:

and polyether groups having the structure:

wherein R 5 , R 6 , R 7 , and R 8 are independently selected from the group consisting of alkyl, cycloalkyl, and aryl groups; A − is an anion; q and p are integers independently ranging from about 1 to about 10,000; E is a siloxane or is selected from the group consisting of hydrogen, alkyl, haloalkyl, aryl, silyl, amino groups, and mixtures thereof; to provide a modified polymer having the structure:

wherein R 1 , R 2 , R 3 , and R 4 are as described above; Q, Z, and E are derived from the modifying reactant moieties as described above; M is hydrogen or a monovalent or divalent metal ion; a, b, c, d, and e are integers independently ranging from 0 to about 10,000; with the proviso that no more than two of a, b, c, d and e can be zero at the same time; wherein the polymer is alternating, blocked, or random.

8. The composition according to claim 7 , wherein the composition is adhesive, aerosol, agricultural composition, beverage, cleaning composition, coating composition, cosmetic formulation, dental composition, detergent, drug, encapsulation, food, hair spray, lithographic solution, membrane formulation, oilfield formulation, personal care composition, pharmaceutical, or pigment dispersion.

9. The composition according to claim 7 , wherein R 1 , R 2 , R 3 , and R 4 are independently selected from the group consisting of hydrogen, alkyl, and alkoxy groups.

10. The composition according to claim 7 , wherein Y is derived from the group consisting of vinyl amides, acrylates, vinyl imidazoles, vinyl pyridines, vinyl acetates, acrylamides, and mixtures thereof.

11. The composition according to claim 7 , wherein the siloxane has the structure:

wherein R 9 is an alkyl or cycloalkyl group, and x and z are integers independently ranging from about 1 to about 10,000.

12. The composition according to claim 7 , wherein Z is selected from the group consisting of hydrogen, alkyl, haloalkyl, aryl, silyl, and tertiary amine groups having the structure:

and quaternary amine groups having the structure:

wherein R 5 , R 6 , R 7 , and R 8 are independently selected from the group consisting of C 1 -C 18 alkyl groups.

13. The composition according to claim 7 , wherein when E is a siloxane, the siloxane has the structure:

wherein R 9 is an alkyl or cycloalkyl group, and x and z are integers independently ranging from about 1 to about 10,000, or E is selected from the group consisting of alkyl, haloalkyl, and aryl groups, and mixtures thereof.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Jan 10, 2020
From: THE BANK OF NOVA SCOTIA
To: AVOCA LLC; HERCULES LLC; ISP INVESTMENTS LLC; PHARMACHEM LABORATORIES LLC
Reel/Frame 051557/0504 →
SECURITY AGREEMENT Recorded Jul 3, 2017
From: AVOCA, INC.; HERCULES LLC; ISP INVESTMENTS LLC; PHARMACHEM LABORATORIES, INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 043084/0753 →
CHANGE OF NAME Recorded Dec 7, 2016
From: ISP INVESTMENTS INC.
To: ISP INVESTMENTS LLC
Reel/Frame 040837/0086 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 13, 2015
From: MUSA, OSAMA M.; ZHU, CHAO
To: ISP INVESTMENTS INC.
Reel/Frame 036068/0777 →