IP Library Granted Patent US 9,839,719
Granted Patent B2
US 9,839,719 · App. 11/920,507 · Granted Dec 12, 2017

Biocompatible polymers and co-polymers, and uses thereof

Inventors: Hans Hitz (Arisdorf, CH); Rolf Schäfer (Arisdorf, CH); Christoph Schäfer (Bubendorf, CH)
Assignee: CIS PHARMA AG
A61L27/16
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Quick Facts
Patent No.
US 9,839,719
App. No.
11/920,507
Granted
Dec 12, 2017
Kind
B2
Abstract

The invention relates to highly biocompatible or biophilic un-cross-linked or cross-linked polymers comprising one or more side-chain active acrylic amino acids of formula I wherein: X is —NH(CH 2 ) 4 —, —O—C 6 H 4 —CH 2 —, —OCH 2 —, —O—CH(CH 3 )—, —S—CH 2 —, —O-proline, and R is H or CH 3 ; and wherein the polymer further includes a free radical initiator and, optionally, a cross-linking agent having a plurality of polymerizable ethylenically unsaturated groups. The invention further concerns various highly biocompatible, cross-linked co-polymers comprising one or more monomers of formula I, and one or more other polymerizable monomers. Uses of such polymers and co-polymers for the production of contact lenses, intraocular lenses, implants, wound healing slabs, additives for food and cosmetics, conductive plastics, spinnable fibers, and the like are disclosed.

Claims (20)

1. Devices selected from the group consisting of, blood processing devices, intravascular oxygenators, dental implants, dental fillers, artificial bones, catheters, tubing, wound care closures and wound dressings, sutures and staples, condoms, face shields, diapers, tampons, coating and beads for cell cultures, heart pacemakers, tachyarrhythmia controllers, heart valves, vascular grafts, breast implants, fillers in cosmetic and reconstructive surgery, orthopedic implants, synthetic bone grafts, penile and testicular implants, hydrocephalus shunts, patches for transdermal drug delivery, conductive plastics and articles for clothing, the devices made from a co-polymer comprising

(i) one or more polymerizable principal monomers, the principal monomers selected from the group consisting of an alkyl ester of acrylate or methacrylate, a hydroxyalkyl ester of acrylate or methacrylate, an N-alkyl acrylamide, acrylonitrile and a monomer of the formula

wherein:

X is H or CH 3 ; m is 0-10; Y is nothing, O, S, or NR wherein R is H, CH 3 , C n H 2n+1 (n=1-10) iso-OC 3 H 7 , C 6 H 5 , or CH 2 C 6 H 5 ; Ar is any aromatic ring, which can be unsubstituted or substituted with H, CH 3 , C 2 H 5 , iso-C 3 H 7 , OCH 3 , C 6 H 11 , Cl, Br, C 6 H 5 or CH 2 C 6 H 5 ;

(ii) one or more co-principal monomers of the formula

wherein:

X is —NH(CH 2 ) 4 —, —O—C 6 H 4 —CH 2 —, —O—CH(CH 3 )— or —S—CH 2 —, R is H or CH 3 ; and the co-principal monomers and the principal monomers are present at a weight ratio between 1:99 and 1:1;

(iii) a free radical initiator and

(iv) optionally, a cross-linking agent having a plurality of polymerizable ethylenically unsaturated groups.

2. The devices of claim 1 wherein X is —NH(CH 2 ) 4 .

3. The devices of claim 1 wherein X is —O—C 6 H 4 —CH 2 —.

4. The devices of claim 1 wherein X is —O—CH(CH 3 )—.

5. The devices of claim 1 wherein X is —S—CH 2 —.

6. The devices of claim 1 wherein co-principal and principal monomers are present at weight ratios of between about 1:19 and 1:4.

7. A device according to claim 1 , wherein the device further comprises a therapeutically effective amount of a drug.

8. The device of claim 7 wherein X is —NH(CH 2 ) 4 .

9. The device of claim 7 wherein X is —O—C 6 H 4 —CH 2 —.

10. The device of claim 7 wherein X is —O—CH(CH 3 )—.

11. The device of claim 7 wherein X is —S—CH 2 —.

12. The device of claim 7 wherein co-principal and principal monomers are present at weight ratios of between about 1:19 and 1:4.

Continuity (2)
Provisional Application 60684175 · May 25, 2005
Related Publication 20090232871A1 · Sep 17, 2009