IP Library Granted Patent US 7,122,602
Granted Patent B2
US 7,122,602 · App. 10/801,232 · Granted Oct 17, 2006

Process of making polymeric hydrogels by reactive extrusion

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Quick Facts
Patent No.
US 7,122,602
App. No.
10/801,232
Granted
Oct 17, 2006
Kind
B2
Abstract

What is described is a reactive extrusion process of making a polymeric hydrogel of a polymeric anhydride or acid, e.g. maleic anhydride or maleic acid polymer, or copolymer thereof, crosslinked with a crosslinking agent containing at least 2 crosslinkable groups, particularly, —OH or —NH 2 , or both. The reaction product is a crosslinked polymeric ester or amide/imide, or both, suitably having a mole ratio of —OH, or —NH 2 , to —COOH, of 1:10 to 10:1, preferably 2:10 to 7:1. The hydrogel is particularly swellable in water, e.g. >100% in 1 hour in aqueous media; and forms a thin, tacky layer on a substrate, which property is useful in bioadhesive products.

Claims (10)

1. A process of making a tacky polymeric hydrogel on a substrate comprising maleic anhydride or maleic acid polymer, or copolymer thereof, with an alkylvinylether or olefin, crosslinked with a crosslinking agent having at least 2 crosslinkable groups, where the crosslinkable group is selected from the group consisting of an alcohol (—OH), amine (—NH 2 ) or alcohol-amine (—OH) (—NH 2 ), and water which comprises forming a reaction mixture of maleic anhydride or maleic acid-polymer or copolymer thereof with an alkyl vinyl ether or olefin, with said crosslinking agent, in a predetermined portion as a paste or slurry onto said substrate with water, and reacting and extruding the paste or slurry at a predetermined temperature to form said tacky polymeric hydrogel product.

2. A process according to claim 1 wherein said crosslinking agent is a polyol.

3. A process according to claim 2 wherein said polyol is selected from the group consisting of polyvinyl alcohol, glycerol, glucose, sorbitol, pentaerithyritol, nonionic surfactants, alginates, starch, cellulose.

4. A process according to claim 1 wherein said crosslinking agent is a polyamine or ethoxylated amine.

5. A process according to claim 1 wherein said crosslinking agent is an aminoalcohol.

6. A process according to claim 4 wherein said polyamine is an amino acid.

7. A process according to claim 1 wherein the mole ratio of said alcohol (—OH) or amine (—NH 2 ) groups in the crosslinking agent to carboxyl groups (—COOH) in the polymer or copolymer is 1:10 to 10:1.

8. A process according to claim 7 wherein said mole ratio of —OH or —NH 2 :COOH is 2:10 to 7:1.

9. A process according to claim 1 wherein water is present in an amount of at least 20% by weight of the hydrogel.

10. A process according to claim 1 in which the crosslinked polymer is an ester or amide/imide, or both.

Assignments (6)
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 →
CONVERSION Recorded Jan 30, 2017
From: ISP INVESTMENTS INC.
To: ISP INVESTMENTS LLC
Reel/Frame 041556/0499 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Mar 18, 2013
From: THE BANK OF NOVA SCOTIA
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; ISP INVESTMENTS INC.; HERCULES INCORPORATED
Reel/Frame 030025/0320 →
PATENT RELEASE Recorded Sep 19, 2011
From: JPMORGAN CHASE BANK, N.A. (F/K/A THE CHASE MANHATTAN BANK)
To: ISP CAPITAL, INC.; ISP CHEMICAL PRODUCTS, INC.; VERONA, INC.
Reel/Frame 026930/0774 →
SECURITY AGREEMENT Recorded Sep 16, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED; AQUALON COMPANY; ISP INVESTMENT INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 026918/0052 →