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Hydrogels containing absorbable polyoxaamide

Assignee: Ethicon Inc
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Filing: 1997-11-05
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Granted: —
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Expires: 2017-11-05
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Abstract

Abstract The present invention describes a crosslinked aliphatic polyoxaamide polymer and blends thereof that may be used to produce hydrogels, surgical devices such as catheters, molded devices, and the like. The crosslinked aliphatic polyoxaamide of the present invention are formed by crosslinking an aliphatic polyoxaamide having a first divalent repeating unit of formula I: [X-C(O)-C(R 1 ) (R 2 )-O-(R 3 )-O-C(R 1 ) (R 2 )-C(O)-]     I and a second repeating unit selected from the group of formulas consisting of: [-Y-R 17 -] T II [-O-R 5 -C(O)-] B III and ([-O-R 9 -C(O)] P -O-) L G     XI and combinations thereof, wherein X and Y are selected from the group consisting of -O- and -N(R)-, provided both X and Y are not both -O- and may be blended with a second polymer that is preferably biocompatable.

Inventors

  • 👤 Dennis D. Jamiolkowski
  • 👤 Rao S. Bezwada

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-05 18:12
CPC Classifications
A; A61; A61K; A61K9/00; A61K9/20; A61K9/2004; A61K9/2022; A61K9/2031; A61K9/204; A61K47/00; A61K47/30; A61K47/34; A61L; A61L15/00; A61L15/16; A61L15/22; A61L15/225; A61L15/26; A61L15/42; A61L15/60; A61L17/00; A61L17/06; A61L17/10; A61L17/105; A61L27/00; A61L27/14; A61L27/18; A61L27/26; A61L27/50; A61L27/52; A61L29/00; A61L29/04; A61L29/049; A61L29/06; A61L29/14; A61L29/145; A61L31/00; A61L31/04; A61L31/041; A61L31/06; A61L31/14; A61L31/145; C; C08; C08G; C08G63/00; C08G63/66; C08G63/664; C08G63/668; C08G63/672; C08G69/00; C08G69/40; C08G69/44; C08L; C08L67/00; C08L67/02; C08L67/025; C08L77/00; C08L77/12; C09; C09D; C09D167/00; B; B33; B33Y; B33Y80/00

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 479 words
A crosslinked aliphatic polyoxaamide comprising: an aliphatic polyoxaamide having a first divalent repeating unit of formula I: [X-C(O)-C(R 1 ) (R 2 )-O-(R 3 )-O-C(R 1 ) (R 2 )-C(O)-]     I and a second repeating unit selected from the group of formulas consisting of: [-Y-R 17 -] T II [-O-R 5 -O(O)-] B III ([-O-R 9 -C(O)] P -O-) L G     XI and combinations thereof, wherein: X and Y are selected from the group consisting of -O- and -N(R)-, provided that X and Y cannot both be -O-; R, R 1 and R 2 are independently selected from the group consisting of hydrogen and an alkyl group containing 1 to 8 carbon atoms; R 3 is selected from the group consisting of an alkylene unit and an oxyalkylene group of the following formula: -[(CH 2 ) C -O-] D -(CH 2 ) E -     IV wherein C is an integer in the range if from 2 to about 5, D is an integer in the range of from 0 to about 2,000, and E is an integer in the range of from about 2 to about 5, except when D is zero, in which case E will be an integer in the range of from 2 to 12; R 17 is an alkylene unit containing from 2 to 8 carbon atoms which may have substituted therein an internal ether oxygen, an internal -N(R 18 )- or an internal C(O) N(R 21 )-; T is an integer in the range of from 1 to 2,000; R 18 and R 21 are independently selected from the group consisting of hydrogen and an alkyl containing 1 to 8 carbon atoms; R 5 and R 9 are selected from the group consisting of C(R 6 ) (R 7 )-, -(CH 2 ) 3 -O-, -CH 2 -CH 2 -O-CH 2 -, -CR 8 H-CH 2 -, -(CH 2 ) 5 -, -(CH 2 ) F -O-C(O)- and -(CH 2 ) K -C(O)-CH 2 -; R 6 and R 7 are independently selected from the group consisting of hydrogen and an alkyl containing from 1 to 8 carbon atoms; R 8 is selected from the group consisting of hydrogen methyl; F and K are independently selected integers in the range of from 2 to 6; B is an integer in the range of from 1 to n such that the number average molecular weight of formula III is less than about 200,000; P is an integer in the range of from 1 to m such that the number average molecular weight of formula XI is less than about 1,000,000; G represents the residue minus from 1 to L hydrogen atoms from the hydroxyl groups of an alcohol previously containing from 1 to about 200 hydroxyl groups; and L is an integer from about 1 to about 200, wherein the aliphatic polyoxaamide has been crosslinked.
Claim 2
Dependent Claim 45 words
The crosslinked aliphatic polyoxaamide of Claim 1 wherein: the number average molecular weight of formula III contained in the polyoxaamide before crosslinking was less than 100,000; or the number average molecular weight of formula XI in the aliphatic polyoxaamide before crosslinking is less than 200,000.
Claim 3
Dependent Claim 69 words
The crosslinked aliphatic polyoxaamide of Claim 1 wherein the aliphatic polyoxaamide before crosslinking had the formula: [(-C(O)-C(R 1 ) (R 2 -O-R 3 -O-C(R 1 ) (R 2 )-C(O)-(Y-R 17 ) T -X) S (C(O)-R 5 -O) B ] W wherein S is an integer in the range from about 1 to about 10,000 and W is an integer in the range of from about 1 to about 1,000.
Claim 4
Dependent Claim 71 words
The crosslinked aliphatic polyoxaamide of claim 1 wherein the aliphatic polyoxaamide before crosslinking had the formula: [(-C(O)-C(R 1 ) (R 2 )-O-R 3 -O-C(R 1 ) (R 2 )-C(O)-(Y-R 17 ) T -X) S ([-O-R 9 -C(O)] P -O-) L G] W wherein S is an integer in the range of from about 1 to about 10,000 and W is an integer in the range of from about 1 to 1,000.
Claim 5
Dependent Claim 50 words
The crosslinked aliphatic polyoxaamide of any one of claims 1 to 4, wherein the aliphatic polyoxaamide contains as a second repeat unit a lactone derived repeating unit derived from lactone monomers selected from the group consisting of glycolide, d-lactide, 1-lactide, meso-lactide, ε-caprolactone, p-dioxanone, trimethylene carbonate, 1,4-dioxepan-2-one, 1,5-dioxepan-2-one and combinations thereof.
Claim 6
Dependent Claim 81 words
A polymer blend comprising: a crosslinked aliphatic polyoxaamide according to any one of claims 1 to 5; and a second polymer selected from the group consisting of homopolymers and copolymers of lactone type polymers with the repeating units described by formulas III and XI, aliphatic polyurethanes, polyether polyurethanes, polyester polyurethanes, polyethylene copolymers, polyamides, polyvinyl alcohols, poly(ethylene oxide), polypropylene oxide, polyethylene glycol, polypropylene glycol, polytetramethylene oxide, polyvinyl pyrrolidone, polyacrylamide, poly(hydroxy ethyl acrylate), poly (hydroxyethyl methacrylate), absorbable polyoxalates, absorbable poylanhydrides and combinations thereof.
Claim 7
Dependent Claim 23 words
A device containing a crosslinked aliphatic polyoxaamide according to any one of claims 1 to 5 or a blend according to claim 6.
Claim 8
Dependent Claim 71 words
The device of claim 7 wherein the device is a surgical device, such as a device selected from the group consisting of burn dressings, hernia patches, medicated dressings, fascial substitutes, gauze, fabrics, sheets, felts, sponges, gauze bandages, arterial grafts, bandages for skin surfaces, suture knot clips, pins, clamps, screws, plates, clips, staples, hooks, buttons, snaps, bone substitutes, intrauterine devices, tubes, surgical instruments, vascular implants, vascular supports, vertebral discs and artificial skin.
Claim 9
Dependent Claim 25 words
A coated device having a coating containing a crosslinked polyoxaamide according to any of claims 1 to 5 or a blend according to claim 6.
Claim 10
Dependent Claim 15 words
The coated device of claim 9 wherein the device is a suture or a needle.
Claim 11
Dependent Claim 27 words
A drug delivery matrix comprising a drug and a crosslinked aliphatic polyoxaamide according to any of claims 1 to 5 or a blend according to claim 6.
Claim 12
Dependent Claim 22 words
A hydrogel comprising water and a crosslinked polyoxaamide prepolymer formed from a polyoxaamide according to any one of claims 1 to 5.

References Cited (Backward Citations)

JPS591532A Cited
EP0379107A2 Cited
WO1993015130A2 Cited
US5464929A Cited
EP0771832A2 Cited
EP0771849A2 Cited
EP0794211A2 Cited

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