UV absorbing polymer

• US 6,252,032 B1
• Filed: 07/07/1999
• Issued: 06/26/2001
• Est. Priority Date: 07/07/1999
• Status: Expired due to Term

• Current Assignee: Minimed, Inc. (Medtronic Plc)
• Original Assignee: Minimed, Inc. (Medtronic Plc)
• Inventors: Yao, Li, Van Antwerp, William P.
• Primary Examiner(s): GORR, RACHEL F
• Application Number:
  US09/349,270
• Time in Patent Office: 720 Days
• Field of Search: 528/73, 528/85, 522/904, 522/905, 522/2, 522/7, 522/63
• US Class Current: 528/73
• CPC Class Codes: C08G 18/3842 containing heterocyclic rings having at least one nitrogen atom in the ring
• CPC Class Codes: Y10S 522/904 Monomer or polymer contains initiating group
• CPC Class Codes: Y10S 522/905 Benzophenone group

Abstract

An ultraviolet-absorbing polymer is formed from a reaction mixture including a diisocyanate, at least one selected from the group consisting of a diol, a diamine and mixtures thereof, and a polyfunctional UV-absorbing monomer.

Claims

1. A UV-absorbing polymer formed from a reaction mixture comprising:

a) a diisocyanate,

b) at least one selected from the group consisting of a diol, a diamine and mixtures thereof, and

c) a polyfunctional UV-absorbing monomer selected from the group consisting of vitamin B₂ and vitamin B₆.

2. The polymer of claim 1 wherein said polyfunctional UV-absorbing monomer comprises a pendent UV-absorbing moiety.

3. The polymer of claim 1 wherein said polyfunctional UV-absorbing monomer comprises a UV-absorbing moiety within the main chain of the monomer.

4. The polymer of claim 1 wherein said polyfunctional UV-absorbing monomer is biocompatible.

5. The polymer of claim 1 which is formed from a reaction mixture comprising a plurality of polyfunctional UV-absorbing monomers each of which has a different UV absorption range.

6. The polymer of claim 1 wherein said disocyanate is selected from the group consisting of 4,4′

-methylenebis(cyclohexylisocyanate) and isophorone diisocyanate.

7. The polymer of claim 1 wherein said ingredient (b) is hydrophilic.

8. The polymer of claim 1 wherein said ingredient (b) is a block copolymer.

9. The polymer of claim 1 wherein said ingredient (b) is a diol.

10. The polymer of claim 9 wherein said diol is selected from the group consisting of poly(alkylene) glycols, polyester-based polyols and polycarbonate glycols.

11. The polymer of claim 9 wherein said diol is selected from the group consisting of polyethylene glycols, polypropylene glycols and polytetramethylene ether glycols.

12. The polymer of claim 1 wherein said ingredient (b) is a diamine.

13. The polymer of claim 12 wherein said diamine is selected from the group consisting of diamino poly(oxyalkylene)s and polypropylene glycol-b-ethylene glycol-b-propylene glycol)bis(2-aminopropyl ether).

14. The polymer of claim 1 further comprising (d) a siloxane polymer with terminal functional groups that are reactive with isocyanate.

15. The polymer of claim 1 which has a UV absorption at 355 nm of at least 0.4 AU based on a thickness of 4 to 8 mm.

16. The polymer of claim 15 which has a UV absorption between 0.4 and 1.0 AU.

26. The polymer of claim 1 which is capable of being cut by a laser.

17. A method of producing a UV-absorptive polymer that comprises the steps of

(a) reacting a diisocyanate with a polyfunctional UV-absorbing monomer selected from the group consisting of vitamin B₂ and vitamin B₆ to form an oligomer, and

(b) reacting said oligomer with at least one selected from the group consisting of a diol, a diamine and mixtures thereof.

18. The method of claim 17 wherein in step (b) a siloxane-containing polymer is reacted with said oligomer and said at least one diol, diamine or mixture thereof.

19. A method of producing a UV-absorptive polymer that comprises the steps of

(a) reacting a diisocyanate with a polyfunctional UV-absorbing monomer selected from the group consisting of vitamin B₂ and vitamin B₆ to form a first oligomer,

(b) reacting said first oligomer with at least one polyol to form a second oligomer, and

(c) reacting said second oligomer with at least one chain extender selected from the group consisting of a diol, a diamine and mixtures thereof.

20. The method of claim 19, wherein in step (c) a siloxane-containing polymer is reacted with said second oligomer and said at least one diol, diamine or mixture thereof.

21. A method of producing a UV-absorptive polymer that comprises the steps of

(a) reacting a diisocyanate with at least one polyol to form a first oligomer,

(b) reacting said first oligomer with a polyfunctional UV-absorbing monomer selected from the group consisting of vitamin B₂ and vitamin B₆ to form a second oligomer, and

(c) reacting said second oligomer with at least one chain extender selected from the group consisting of a diol, a diamine and mixtures thereof.

22. The method of claim 21 wherein in step (c) a siloxane-containing polymer is reacted with said second oligomer and said at least one diol, diamine or mixture thereof.

23. A method of producing a UV-absorptive polymer that comprises the steps of:

(a) combining a diisocyanate with a polyfunctional UV-absorbing monomer selected from the group consisting of vitamin B₂ and vitamin B₆ and at least one polyol to form a reaction mixture, and

(b) curing said reaction mixture.

24. The method of claim 23 wherein said reaction mixture is cured by exposure to UV.

25. The method of claim 23 wherein said reaction mixture is cured by exposure to moisture.