IP Library Granted Patent US 9,315,635
Granted Patent B2
US 9,315,635 · App. 13/968,685 · Granted Apr 19, 2016

Biomaterial

Inventors: Niall Behan (Kilcolgan, IE); Ashutosh Kumar (Galway, IE)
Assignee: Coloplast A/S
C08G77/458A61F2/04A61M39/22C08G18/5096C08G18/61C08G18/6535C08G77/388C08G77/445C08G77/448C08G77/46C08L83/10C08G2101/0008C08G2101/0083
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Quick Facts
Patent No.
US 9,315,635
App. No.
13/968,685
Granted
Apr 19, 2016
Kind
B2
Abstract

The present invention provides a triblock copolymer and a viscoelastic biostable foam comprising the same.

Claims (19)

1. A triblock copolymer of formula I:

wherein:

each represents a point of attachment to a urethane or urea linkage and the triblock copolymer is chemically interspersed between the urethane or urea linkage;

each of X and Y are both the same, an each of X and Y is independently an ether, an ester, a carbonate, or a fluorohydrocarbon, or mixture thereof;

each of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 is independently selected from one or more of R, OR, —CO 2 R, a fluorinated hydrocarbon, a polyether, a polyester or a fluoropolymer;

each R is independently hydrogen, an optionally substituted C 1-20 aliphatic group, or an optionally substituted group selected from phenyl, 8-10 membered bicyclic aryl, a 4-8 membered monocyclic saturated or partially unsaturated heterocyclic ring having 1-2 heteroatoms independently selected from nitrogen, oxygen, or sulphur, or 5-6 membered monocyclic or 8-10 membered bicyclic heteroaryl group having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur;

each of m n and p is independently 2 to 100;

each of L 1 and L 2 is independently a bivalent C 1-20 hydrocarbon chain wherein 1-4 methylene units of the hydrocarbon chain are optionally and independently replaced by —O—, —S—, —N(R)—, —C(O)—, —C(O)N(R)—, —N(R)C(O)—, —SO 2 —, —SO 2 N(R)—, —N(R)SO 2 —, —OC(O)—, —C(O)O—, or a bivalent cycloalkylene, arylene, heterocyclene, or heteroarylene, provided that neither of L 1 nor L 2 comprises a urea or urethane moiety; and

each of L 1 and L 2 is independently a bivalent C 1-6 alkylene chain wherein at least one methylene unit of the chain is replaced by —O— and at least one methylene unit of the chain is replaced by a bivalent arylene.

2. The copolymer according to claim 1 wherein each of L 1 and L 2 is independently —OCH 2 -phenylene-, —OCH 2 CH 2 -phenylene-, —OCH 2 CH 2 -phenylene-CH 2 —, or —OCH 2 CH 2 CH 2 CH 2 -phenylene-.

3. A triblock copolymer of formula I:

wherein:

each represents a point of attachment to a urethane or urea linkage and the triblock copolymer is chemically interspersed between the urethane or urea linkage;

each of X and Y are both the same, and each of X and Y is independently an ether, an ester, a carbonate, or a fluorohydrocarbon, or mixture thereof;

each of R 1 , R 2 , R 3 , R 4 , R 5 and R 6 is independently selected from one or more of R, OR, —CO 2 R, a fluorinated hydrocarbon, a polyether, a polyester or a fluoropolymer;

each R is independently hydrogen, an optionally substituted C 1-20 aliphatic group, or an optionally substituted group selected from phenyl, 8-10 membered bicyclic aryl, a 4-8 membered monocyclic saturated or partially unsaturated heterocyclic ring having 1-2 heteroatoms independently selected from nitrogen, oxygen, or sulphur, or 5-6 membered monocyclic or 8-10 membered bicyclic heteroaryl group having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur;

each of m n and p is independently 2 to 100; and

wherein each of L 1 and L 2 is independently a bivalent C 1-6 alkylene chain wherein at least one methylene unit of the chain is replaced by —O— and at least one methylene unit of the chain is replaced by a bivalent arylene.

4. The triblock copolymer of claim 3 wherein each of L 1 and L 2 is independently —OCH 2 -phenylene-, —OCH 2 CH 2 -phenylene-, —OCH 2 CH 2 -phenylene-CH 2 —, or —OCH 2 CH 2 CH 2 CH 2 -phenylene-.

Assignments (5)
CORRECTIVE ASSIGNMENT TO CORRECT THE CITY OF THE ASSIGNEE FROM HUMELBAEK TO HUMLEBAEK AS CORRECTLY INDICATED ON THE ASSIGNMENT PREVIOUSLY RECORDED ON REEL 037917 FRAME 0992. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNEE'S CITY TO BE HUMLEBAEK. Recorded Mar 17, 2016
From: VYSERA BIOMEDICAL LIMITED
To: COLOPLAST A/S
Reel/Frame 038131/0012 →
CORRECTIVE ASSIGNMENT TO CORRECT THE CITY OF THE ASSIGNEE PREVIOUSLY RECORDED ON REEL 037917 FRAME 0992. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 10, 2016
From: VYSERA BIOMEDICAL LIMITED
To: COLOPLAST A/S
Reel/Frame 038053/0797 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2016
From: VYSERA BIOMEDICAL LIMITED
To: COLOPLAST A/S
Reel/Frame 037932/0352 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2016
From: VYSERA BIOMEDICAL LIMITED
To: COLOPLAST A/S
Reel/Frame 037917/0992 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 5, 2014
From: BEHAN, NIALL; KUMAR, ASHUTOSH
To: VYSERA BIOMEDICAL LIMITED
Reel/Frame 032356/0506 →
Continuity (5)
Continuation 13048005 · Mar 15, 2011
Continuation 12488047 · Jun 19, 2009
Provisional Application 61074400 · Jun 20, 2008
Provisional Application 61181043 · May 26, 2009
Related Publication 20140180435A1 · Jun 26, 2014