IP Library Granted Patent US 7,390,863
Granted Patent B2
US 7,390,863 · App. 11/215,292 · Granted Jun 24, 2008

Polymeric materials having enhanced ion and water transport property and medical devices comprising same

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Quick Facts
Patent No.
US 7,390,863
App. No.
11/215,292
Granted
Jun 24, 2008
Kind
B2
Abstract

A polymeric material having enhanced oxygen permeability and ion and water transport rates comprises units of a first monomer and a second monomer, which comprises linear poly(ethylene oxide), cyclic poly(ethylene oxide), or combinations thereof. Medical devices, such as ophthalmic devices, are made from such polymeric materials.

Claims (20)

1. A medical device comprising a polymeric material that comprises units of a first monomer and units of a second monomer, wherein the second monomer is selected from the group consisting of cyclic poly(ethylene oxide), and combinations of a cyclic poly(ethylene oxide) and linear poly(ethylene oxide), each having a polymerizable group.

2. The medical device of claim 1 , wherein the first monomer is a siloxane-containing compound.

3. The medical device of claim 2 , wherein the silicone-containing monomer is selected from the group consisting of polysiloxanylalkyl (meth)acrylic monomer, silicone-containing vinyl carbonate, silicone-containing vinyl carbarnate, and combinations thereof.

4. The medical device of claim 1 , wherein the cyclic poly(ethylene oxide) is a crown ether having a number of oxygen atoms in a range from 4 to, and including, 10.

5. The medical device of claim 4 , wherein the first monomer is a siloxane-containing compound.

6. The medical device of claim 5 , wherein the first monomer is selected from the group consisting of polysiloxanylalkyl (meth)acrylic monomer, silicone-containing vinyl carbonate, silicone-containing vinyl carbamate, and combinations thereof.

7. The medical device of claim 1 , wherein the polymeric material further comprises a material selected from the group consisting of UV absorbers, strengthening agents, crosslinking agents, and combinations thereof.

8. The medical device of claim 1 , wherein the medical device is selected from the group consisting of contact lenses, corneal inlays, keroprotheses, and intraocular lenses.

9. The medical device of claim 8 , wherein the medical device has an oxygen permeability greater than about 60 barrers, and ion and water transport rates greater than a medical device that comprises a similar material that is free of cyclic poly(ethylene oxide).

10. A method of making a medical device, the method comprising: (a) disposing in a mold a composition comprising a first monomer and a second monomer that is selected from polymerizable cyclic poly(ethylene oxide), and combinations of a cyclic poly(ethylene oxide) and linear poly(ethylene oxide), the mold having a cavity having a shape of the medical device; and (b) polymerize the composition to form the medical device.

11. The method of claim 10 , wherein the first monomer comprises a siloxane-containing compound.

12. The medical device of claim 10 , wherein the cyclic poly(ethylene oxide) is a crown ether having a number of oxygen atoms in a range from 4 to, and including, 10.

13. The medical device of claim 12 , wherein the silicone-containing monomer is selected from the group consisting of polysiloxanylalkyl (meth)acrylic monomer, silicone-containing vinyl carbonate, silicone-combining vinyl carbamate, and combinations thereof.

14. The medical device of claim 12 , wherein the medical device has an oxygen permeability greater than about 60 barrers.

15. A method of making a medical device the method comprising: (a) forming a solid block of a polymeric material comprising units of a first monomer and a second monomer that is selected from the group consisting of polymerizable cyclic poly(ethylene oxide), and combinations of a cyclic poly(ethylene oxide) and linear poly(ethylene oxide); and (b) shaping the block to form the medical device.

16. The method of claim 15 , wherein the step of shaping comprises: (a) cutting the block into wafers; and (b) machining or lathing the wafer to form of the medical device.

17. The method of claim 15 , wherein the first monomer comprises a siloxane-containing compound.

18. The medical device of claim 15 , wherein the cyclic poly(ethylene oxide) is a crown ether having a number of oxygen atoms in a range from 4 to and including, 10.

19. The medical device of claim 18 , wherein the silicone-containing monomer is selected from the group consisting of polysiloxanylalkyl (meth)acrylic monomer, silicone-containing vinyl carbonate, silicone-containing vinyl carbamate, and combinations thereof.

20. The medical device of claim 18 , wherein the medical device has an oxygen permeability greater than about 60 barrers.

Assignments (9)
RELEASE OF SECURITY INTEREST Recorded Apr 8, 2025
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: SOLTA MEDICAL, INC.; PRECISION DERMATOLOGY, INC.; BAUSCH HEALTH IRELAND LIMITED (F/K/A/ VALEANT PHARMACEUTICALS IRELAND LIMITED); SALIX PHARMACEUTICALS, INC.; SALIX PHARMACEUTICALS, LTD; SANTARUS, INC.; MEDICIS PHARMACEUTICAL CORPORATION; HUMAX PHARMACEUTICAL S.A.; SOLTA MEDICAL IRELAND LIMITED; BAUSCH & LOMB MEXICO, S.A. DE C.V.; BAUSCH+LOMB OPS B.V.; BAUSCH HEALTH AMERICAS, INC.; BAUSCH HEALTH COMPANIES INC.; BAUSCH HEALTH HOLDCO LIMITED; BAUSCH HEALTH MAGYARORSZAG KFT (A/K/A BAUSCH HEALTH HUNGARY LLC); BAUSCH HEALTH POLAND SPOLKA Z OGRANICZONA ODPOWIEDZIALNOSCIA (F/K/A VALEANT PHARMA POLAND SPOLKA Z OGRANICZONA ODPOWIEDZIALNOSCIA); BAUSCH HEALTH US, LLC; BAUSCH HEALTH, CANADA INC. / SANTE BAUSCH, CANADA INC.; ICN POLFA RZESZOW SPOLKA AKCYJNA (A/K/A ICN POLFA RZESZOW S.A.); ORAPHARMA, INC.; PRZEDSIEBIORSTWO FARMACEUTYCZNE JELFA SPOLKA AKCYJNA (A/K/A PRZEDSIEBIORSTWO FARMACEUTYCZNE JELFA S.A.); SOLTA MEDICAL DUTCH HOLDINGS B.V.; V-BAC HOLDING CORP.; VRX HOLDCO LLC; 1261229 B.C. LTD.; 1530065 B.C. LTD.
Reel/Frame 070778/0199 →
NOTICE OF SUCCESSION OF AGENCY Recorded Jan 9, 2015
From: GOLDMAN SACHS LENDING PARTNERS, LLC
To: BARCLAYS BANK PLC, AS SUCCESSOR AGENT
Reel/Frame 034749/0689 →
SECURITY AGREEMENT Recorded Sep 4, 2013
From: BAUSCH & LOMB INCORPORATED
To: GOLDMAN SACHS LENDING PARTNERS LLC, AS COLLATERAL AGENT
Reel/Frame 031156/0508 →
RELEASE OF SECURITY INTEREST Recorded Aug 13, 2013
From: CITIBANK N.A., AS ADMINISTRATIVE AGENT
To: WP PRISM INC. (N/K/A BAUSCH & LOMB HOLDINGS INC.); BAUSCH & LOMB INCORPORATED; ISTA PHARMACEUTICALS
Reel/Frame 030995/0444 →
SECURITY AGREEMENT Recorded Aug 6, 2012
From: BAUSCH & LOMB INCORPORATED; EYEONICS, INC.
To: CITIBANK N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 028728/0645 →
RELEASE OF SECURITY INTEREST Recorded Aug 5, 2012
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
To: BAUSCH & LOMB INCORPORATED
Reel/Frame 028726/0142 →
SECURITY AGREEMENT Recorded Aug 1, 2008
From: WP PRISIM INC.; BAUSCH AND LOMB INCORPORATED; B&L CRL INC.; B&L CRL PARTNERS L.P.; B & L DOMESTIC HOLDINGS CORP.; B&L FINANCIAL HOLDINGS CORP.; B&L SPAF INC.; B&L VPLEX HOLDINGS, INC.; BAUSCH & LOMB CHINA, INC.; BAUSCH & LOMB INTERNATIONAL INC.; BAUSCH & LOMB REALTY CORPORATION; BAUSCH & LOMB SOUTH ASIA, INC.; BAUSCH & LOMB TECHNOLOGY CORPORATION; IOLAB CORPORATION; RHC HOLDINGS, INC.; SIGHT SAVERS, INC.; WILMINGTON MANAGEMENT CORP.; WILMINGTON PARTNERS L.P.; B&L MINORITY DUTCH HOLDINGS LLC; EYEONICS, INC.
To: CREDIT SUISSE
Reel/Frame 021328/0367 →
SECURITY AGREEMENT Recorded Nov 16, 2007
From: BAUSCH & LOMB INCORPORATED; B&L CRL INC.; B&L CRL PARTNERS L.P.; B & L DOMESTIC HOLDINGS CORP.; B&L FINANCIAL HOLDINGS CORP.; B&L SPAF INC.; B&L VPLEX HOLDINGS, INC.; BAUSCH & LOMB CHINA, INC.; BAUSCH & LOMB INTERNATIONAL INC.; BAUSCH & LOMB TECHNOLOGY CORPORATION; BAUSCH & LOMB REALTY CORPORATION; BAUSCH & LOMB SOUTH ASIA, INC.; SIGHT SAVERS, INC.; WILMINGTON MANAGEMENT CORP.; WILMINGTON PARTNERS L.P.; B&L MINORITY DUTCH HOLDINGS LLC; IOLAB CORPORATION; RHC HOLDINGS, INC.; WP PRISM, INC.
To: CREDIT SUISSE
Reel/Frame 020122/0722 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 30, 2005
From: SALAMONE, JOSEPH C.; KUNZLER, JAY F.
To: BAUSCH & LOMB INCORPORATED
Reel/Frame 016933/0014 →