IP Library Granted Patent US 8,753,669
Granted Patent B2
US 8,753,669 · App. 11/894,647 · Granted Jun 17, 2014

Two-phase, water-absorbent bioadhesive composition

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Quick Facts
Patent No.
US 8,753,669
App. No.
11/894,647
Granted
Jun 17, 2014
Kind
B2
Abstract

An adhesive composition is provided that contains both a hydrophobic phase and a hydrophilic phase, wherein the hydrophobic phase is composed of a hydrophobic polymer composition and the hydrophilic phase is a water-absorbent blend of a hydrophilic polymer and a complementary oligomer capable of crosslinking the hydrophilic polymer through hydrogen bonding, ionic bonding, and/or covalent bonding. The composition is useful as a bioadhesive, for affixing drug delivery systems, wound dressings, bandages, cushions, or the like to a body surface such as skin or mucosal tissue.

Claims (11)

1. A bioadhesive composition formed by mixing

a hydrophobic phase and a liquid hydrophilic phase, wherein the hydrophobic phase is a hydrophobic pressure sensitive adhesive comprising a mixture of a butyl rubber and a polyisobutylene and the liquid hydrophilic phase is dispersed in the hydrophobic phase and comprises a poly(N-vinyl lactam) polymer and a polyethylene glycol oligomer admixed to form a miscible hydrophilic blend, wherein the poly(N-vinyl lactam) and polyethylene glycol are noncovalently crosslinked, and the composition exhibits no substantial loss in adhesion of the hydrophobic phase upon mixing with the hydrophilic phase.

2. The bioadhesive composition of claim 1 , wherein the hydrophobic phase comprises a mixture of 40% polyisobutylene and 60% butyl rubber.

3. The bioadhesive composition of claim 2 , wherein the butyl rubber contains between about 0.5-3 weight percent isoprene.

4. The bioadhesive composition of claim 1 , wherein the poly(N-vinyl lactam) is polyvinyl pyrrolidone (PVP) or poly(N-vinyl caprolactam) (PVCap).

5. The bioadhesive composition of claim 4 , wherein the poly(N-vinyl lactam) is polyvinyl pyrrolidone (PVP).

6. The bioadhesive composition of claim 5 , wherein the polyethylene glycol oligomer has a molecular weight in a range from 300-600.

7. The bioadhesive composition of claim 1 , wherein the hydrophobic phase comprises a polyisobutylene/butyl rubber blend and the hydrophilic phase comprises a blend of a polyvinyl pyrrolidone (PVP) and polyethylene glycol.

8. The bioadhesive composition of claim 1 , wherein the hydrophobic phase further comprises a curing or crosslinking agent and the butyl rubber is crosslinked.

9. The bioadhesive composition of claim 1 , wherein the poly(N-vinyl lactam) is non-crosslinked prior to admixing with the polyethylene glycol oligomer.

10. The bioadhesive composition of claim 1 , wherein the polyethylene glycol represents about 30 weight percent to about 60 weight percent of the hydrophilic blend.

Assignments (11)
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Jan 19, 2024
From: CORIUM, LLC
To: COLUMBUS INVESTMENT HOLDINGS SA
Reel/Frame 066355/0628 →
SECURITY INTEREST Recorded Sep 24, 2021
From: CORIUM, INC.
To: HERCULES CAPITAL, INC., AS AGENT
Reel/Frame 057597/0907 →
CHANGE OF NAME Recorded Apr 9, 2019
From: CORIUM INTERNATIONAL, INC.
To: CORIUM, INC.
Reel/Frame 048841/0324 →
RELEASE OF SECURITY INTEREST Recorded Mar 6, 2018
From: CAPITAL ROYALTY PARTNERS II L.P.; CAPITAL ROYALTY PARTNERS II - PARALLEL FUND "A" L.P.; CAPITAL ROYALTY PARTNERS II - PARALLEL FUND "B" (CAYMAN) L.P.; CAPITAL ROYALTY PARTNERS II (CAYMAN) L.P.; PARALLEL INVESTMENT OPPORTUNITIES PARTNERS II L.P.
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 045513/0686 →
RELEASE OF SECURITY INTEREST Recorded Mar 6, 2018
From: CAPITAL ROYALTY PARTNERS II L.P.; CAPITAL ROYALTY PARTNERS II - PARALLEL FUND "A" L.P.; CAPITAL ROYALTY PARTNERS II - PARALLEL FUND "B" (CAYMAN) L.P.; CAPITAL ROYALTY PARTNERS II (CAYMAN) L.P.; PARALLEL INVESTMENT OPPORTUNITIES PARTNERS II L.P.
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 046909/0855 →
RELEASE OF SECURITY INTEREST Recorded Nov 27, 2017
From: SILICON VALLEY BANK
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 044229/0054 →
SECURITY INTEREST Recorded Dec 4, 2014
From: CORIUM INTERNATIONAL, INC.
To: CAPITAL ROYALTY PARTNERS II L.P.; CAPITAL ROYALTY PARTNERS II ? PARALLEL FUND ?A? L.P.; CAPITAL ROYALTY PARTNERS II ? PARALLEL FUND ?B? (CAYMAN) L.P.; CAPITAL ROYALTY PARTNERS II (CAYMAN) L.P.
Reel/Frame 034535/0238 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 6, 2014
From: CLEARY, GARY W.
To: CORIUM INTERNATIONAL, INC.
Reel/Frame 032834/0348 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 6, 2014
From: FELDSTEIN, MIKHAIL M.; KULICHIKHIN, VALERY G.; BAIRAMOV, DANIR F.
To: A.V. TOPCHIEV INSTITUTE OF PETROCHEMICAL SYNTHESIS, RUSSIAN ACADEMY OF SCIENCES
Reel/Frame 032834/0427 →
SECURITY AGREEMENT Recorded Sep 10, 2012
From: CORIUM INTERNATIONAL, INC.
To: SILICON VALLEY BANK
Reel/Frame 028927/0365 →
SECURITY AGREEMENT Recorded Sep 4, 2012
From: CORIUM INTERNATIONAL, INC.
To: CAPITAL ROYALTY PARTNERS II L.P.; CAPITAL ROYALTY PARTNERS II - PARALLEL FUND "A" L.P.; PARALLEL INVESTMENT OPPORTUNITIES PARTNERS II L.P.
Reel/Frame 028895/0961 →