US5874500A
Expired / Lapsed
US
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Crosslinked polymer compositions and methods for their use
Assignee: Angiodevice International GmbH
•
Filing: 1996-12-18
•
Granted: 1999-02-23
•
Expires: 2016-12-18
Abstract
Abstract Crosslinked polymer compositions comprise a first synthetic polymer containing multiple nucleophilic groups covalently bound to a second synthetic polymer containing multiple electrophilic groups. The first synthetic polymer is preferably a synthetic polypeptide or a polyethylene glycol that has been modified to contain multiple nucleophilic groups, such as primary amino (--NH 2 ) or thiol (--SH) groups. The second synthetic polymer may be a hydrophilic or hydrophobic synthetic polymer which contains, or has been derivatized to contain, two or more electrophilic groups, such as succinimidyl groups. The compositions may further comprise other components, such as naturally occurring polysaccharides or proteins (such as glycosaminoglycans or collagen) and/or biologically active agents. Also disclosed are methods for using the crosslinked polymer compositions to effect adhesion between a first surface and a second surface; to effect tissue augmentation; to prevent the formation of surgical adhesions; and to coat a surface of a synthetic implant.
Inventors
- 👤 Woonza M. Rhee
- 👤 Frank A. Delustro
- 👤 Richard A. Berg
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 03:40
CPC Classifications
A; A61; A61L; A61L31/00; A61L31/14; A61L31/16; A61L24/00; A61L24/04; A61L24/043; A61L24/08; A61L27/00; A61L27/14; A61L27/26; A61L27/28; A61L27/34; A61L27/50; A61L27/54; A61L31/04; A61L31/041; C; C08; C08B; C08B37/00; C08B37/006; C08B37/0063; C08B37/0075; C08G; C08G65/00; C08G65/02; C08G65/32; C08G65/329; C08H; C08H1/00; C08H1/06; C08L; C08L71/00; C08L71/02; A61L2300/00; A61L2300/20; A61L2300/23; A61L2300/232; A61L2300/252; A61L2300/60; A61L2300/606; Y; Y10; Y10S; Y10S623/00; Y10S623/90; Y10S623/901
Claims Analysis
Total Claims: 39
Claim 1
Independent Claim
52 words
A composition comprising a multi-nucleophilic polyalkylene oxide and a multi-electrophilic polyalkylene oxide, wherein the multi-nucleophilic polyalkylene oxide has m nucleophilic groups and the multi-electrophilic polyalkylene oxide has n electrophilic groups, wherein m and n are each greater than or equal to two, and wherein m+n is greater than or equal to five.
Claim 2
Dependent Claim
52 words
A composition comprising a multi-nucleophilic polyalkylene oxide and a multi-electrophilic polyalkylene oxide, wherein the multi-nucleophilic polyalkylene oxide has m nucleophilic groups and the multi-electrophilic polyalkylene oxide has n electrophilic groups, wherein m and n are each greater than or equal to two, and wherein m+n is greater than or equal to five.
Claim 3
Dependent Claim
19 words
The composition of claim 1, wherein n is two, and wherein m is greater than or equal to three.
Claim 4
Dependent Claim
19 words
The composition of claim 1, wherein m is two, and wherein n is greater than or equal to three.
Claim 5
Dependent Claim
13 words
The composition of claim 2, wherein the multi-nucleophilic polyalkylene oxide is tetrafunctionally activated.
Claim 6
Dependent Claim
13 words
The composition of claim 3, wherein the multi-electrophilic polyalkylene oxide is tetrafunctionally activated.
Claim 7
Dependent Claim
19 words
The composition of claim 1, wherein both the multi-nucleophilic polyalkylene oxide and the multi-electrophilic polyalkylene oxide are tetrafunctionally activated.
Claim 8
Dependent Claim
35 words
The composition of claim 1, wherein the multi-nucleophilic polyalkylene oxide further comprises two or more nucleophilic groups selected from the group consisting of --NH 2 , --SH, --H, --PH 2 , and --CO--NH--NH 2 .
Claim 9
Dependent Claim
18 words
The composition of claim 7, wherein the multi-nucleophilic polyalkylene oxide further comprises two or more primary amino groups.
Claim 10
Dependent Claim
17 words
The composition of claim 7, wherein the multi-nucleophilic polyalkylene oxide further comprises two or more thiol groups.
Claim 11
Dependent Claim
17 words
The composition of claim 1, wherein the multi-nucleophilic polyalkylene oxide is polyethylene glycol or a derivative thereof.
Claim 12
Dependent Claim
30 words
The composition of claim 10, wherein the polyethylene glycol further comprises two or more nucleophilic groups selected from the group consisting of a primary amino group and a thiol group.
Claim 13
Dependent Claim
52 words
The composition of claim 1, wherein the multi-electrophilic polyalkylene oxide further comprises two or more electrophilic groups selected from the group consisting of --CO 2 N(COCH 2 ) 2 , --CO 2 H, --CHO, --CHOCH 2 , --N═C═O, --SO 2 CH═CH 2 , --N(COCH) 2 , and --S--S--(C 5 H 4 N).
Claim 14
Dependent Claim
17 words
The composition of claim 1, wherein the multi-electrophilic polyalkylene oxide further comprises two or more succinimidyl groups.
Claim 15
Dependent Claim
17 words
The composition of claim 1, wherein the multi-electrophilic polyalkylene oxide further comprises two or more maleimidyl groups.
Claim 16
Dependent Claim
18 words
The composition of claim 1, wherein the multi-electrophilic polyalkylene oxide is a polyethylene glycol or a derivative thereof.
Claim 17
Dependent Claim
31 words
A composition comprising a multi-nucleophilic polyalkylene oxide and a multi-electrophilic polyalkylene oxide, wherein the multi-nucleophilic polyalkylene oxide further comprises at least one prmary amino group and at least one thiol group.
Claim 18
Dependent Claim
31 words
A composition comprising a multi-nucleophilic polyalkylene oxide and a multi-electrophilic polyalkylene oxide, wherein the multi-nucleophilic polyalkylene oxide further comprises at least one prmary amino group and at least one thiol group.
Claim 19
Dependent Claim
47 words
A composition comprising a multi-nucleophilic polyalkylene oxide and a multi-electrophilic polyalkylene oxide, wherein the multi-nucleophilic polyalkylene oxide further comprises two or more thiol groups and the multi-electrophilic polyalkylene oxide further comprises two or more electrophilic groups selected from the group consisting of succinimidyl groups and maleimidyl groups.
Claim 20
Dependent Claim
47 words
A composition comprising a multi-nucleophilic polyalkylene oxide and a multi-electrophilic polyalkylene oxide, wherein the multi-nucleophilic polyalkylene oxide further comprises two or more thiol groups and the multi-electrophilic polyalkylene oxide further comprises two or more electrophilic groups selected from the group consisting of succinimidyl groups and maleimidyl groups.
Claim 21
Dependent Claim
48 words
A composition comprising a multi-nucleophilic polyalkylene oxide and a multi-electrophilic polyalkylene oxide, wherein the multi-nucleophilic polyalkylene oxide further comprises two or more nucleophilic groups selected from the group consisting of primary amino groups and thiol groups, and the multi-electrophilic polyalkylene oxide further comprises two or more succinimidyl groups.
Claim 22
Dependent Claim
48 words
A composition comprising a multi-nucleophilic polyalkylene oxide and a multi-electrophilic polyalkylene oxide, wherein the multi-nucleophilic polyalkylene oxide further comprises two or more nucleophilic groups selected from the group consisting of primary amino groups and thiol groups, and the multi-electrophilic polyalkylene oxide further comprises two or more succinimidyl groups.
Claim 23
Dependent Claim
12 words
The composition of claim 1 further comprising a polysaccharide or a protein.
Claim 24
Dependent Claim
15 words
The composition of claim 1 further comprising a polysaccharide, wherein the polysaccharide is a glycosaminoglycan.
Claim 25
Dependent Claim
34 words
The composition of claim 20, wherein the glycosaminoglycan is selected from the group consisting of hyaluronic acid, chitin, chondroitin sulfate A, chondroitin sulfate B, chondroitin sulfate C, keratin sulfate, keratosulfate, heparin, and derivatives thereof.
Claim 26
Dependent Claim
18 words
The composition of claim 19 further comprising a protein, wherein the protein is collagen or a derivative thereof.
Claim 27
Dependent Claim
44 words
A composition comprising a first polyethylene glycol comprising two or more thiol groups, and a second polyethylene glycol comprising two or more succinimidyl groups or maleimidyl groups, wherein the sum of the thiol groups and the succinimidyl or maleimidyl groups is at least five.
Claim 28
Dependent Claim
44 words
A composition comprising a first polyethylene glycol comprising two or more thiol groups, and a second polyethylene glycol comprising two or more succinimidyl groups or maleimidyl groups, wherein the sum of the thiol groups and the succinimidyl or maleimidyl groups is at least five.
Claim 29
Dependent Claim
12 words
The composition of claim 23 further comprising a protein or a polysaccharide.
Claim 30
Dependent Claim
15 words
The composition of claim 24 further comprising a polysaccharide, wherein the polysaccharide is a glycosaminoglycan.
Claim 31
Dependent Claim
34 words
The composition of claim 25, wherein the glycosaminoglycan is selected from the group consisting of hyaluronic acid, chitin, chondroitin sulfate A, chondroitin sulfate B, chondroitin sulfate C, keratin sulfate, keratosulfate, heparin, and derivatives thereof.
Claim 32
Dependent Claim
18 words
The composition of claim 24 further comprising a protein, wherein the protein is collagen or a derivative thereof.
Claim 33
Dependent Claim
25 words
The composition of claim 23, wherein the first polyethylene glycol further comprises four thiol groups and the second polyethylene glycol further comprises four succinimidyl groups.
Claim 34
Dependent Claim
31 words
The composition of claim 1, wherein the multi-nucleophilic polyalkylene oxide or the multi-electrophilic polyalkylene oxide, or both the multi-nucleophilic polyalkylene oxide and the multi-electrophilic polyalkylene oxide, further comprise(s) a linking group.
Claim 35
Dependent Claim
154 words
The composition of claim 1, wherein the multi-nucleophilic polyalkylene oxide is given by the formula: polymer-Q.sup.1 -X.sub.m and wherein the multi-electrophilic polyalkylene oxide is given by the formula: polymer-Q.sup.2 -Y.sub.n wherein X is an electrophilic group and Y is a nucleophilic group; wherein m and n are each 2 to 4; wherein m+n≦5; wherein each of Q 1 and Q 2 are linking groups selected from the group consisting of --O--(CH 2 ) n '--, --S--(CH 2 ) n '--, --NH--(CH 2 ) n '--, --O 2 C--NH--(CH 2 ) n '--, --O 2 C--(CH 2 ) n '--, --O 2 C--CR 1 H--, and --O--R 2 --CO--NH; wherein n'=1 to 10; wherein R 1 =--H, --CH 3 , or --C 2 H 5 ; wherein R 2 =--CH 2 -- or --CO--NH--CH 2 CH 2 --; and wherein Q 1 and Q 2 may be the same or different or may be absent.
Claim 36
Dependent Claim
14 words
The composition of claim 30, wherein Y is given by the formula: --CO.sub.2 N(COCH.sub.2).sub.2.
Claim 37
Dependent Claim
13 words
The composition of claim 30, wherein Y is given by the formula: --N(COCH).sub.2.
Claim 38
Dependent Claim
31 words
The composition of claim 1, wherein the multi-nucleophilic polykylene oxide or the multi-electrophilic polyalkylene oxide or both the multi-nucleophilic polyalkylene oxide and the multi-electrophilic polyalkylene oxide further comprise(s) a biodegradable group.
Claim 39
Dependent Claim
25 words
The composition of claim 33, wherein the biodegradable group is selected from the group consisting of lactide, glycolide, ε-caprolactone, poly(α-hydroxy acid), poly(amino acid) and poly(anhydride).
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2002-02-22 | 2002-08-24 | 2003-02-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2006-02-22 | 2006-08-24 | 2007-02-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2010-02-22 | 2010-08-24 | 2011-02-23 | $7700.00 | Window Closed / Lapsed |