IP Library Granted Patent US 9,060,847
Granted Patent B2
US 9,060,847 · App. 12/380,892 · Granted Jun 23, 2015

Optical hydrogel material with photosensitizer and method for modifying the refractive index

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Quick Facts
Patent No.
US 9,060,847
App. No.
12/380,892
Granted
Jun 23, 2015
Kind
B2
Abstract

A method for modifying the refractive index of an optical, hydrogel polymeric material. The method comprises irradiating predetermined regions of an optical, polymeric material with a laser to form refractive structures. To facilitate the formation of the refractive structures the optical, hydrogel polymeric material comprises a photosensitizer. The presence of the photosensitizer permits one to set a scan rate to a value that is at least fifty times greater than a scan rate without the photosensitizer in the material, yet provides similar refractive structures in terms of the observed change in refractive index. Alternatively, the photosensitizer in the polymeric material permits one to set an average laser power to a value that is at least two times less than an average laser power without the photosensitizer in the material, yet provide similar refractive structures.

Claims (16)

1. An optical device comprising an optical, hydrogel polymeric material with irradiated regions that define refractive structures, wherein the irradiated regions are characterized by a positive change in refractive index and exhibit little or no scattering loss, and the optical, polymeric material comprises a photosensitizer to enhance the photoefficiency of two photon absorption by the polymeric material to form the refractive structures, wherein the photosensitizer permits one to irradiate the regions at a given average laser power using a scan rate that is at least fifty times greater than a scan rate without the photosensitizer in the material, or at a given scan rate that permits one to set an average power of the laser to a value that is at least two times less than an average laser power without the photosensitizer in the material, yet provide a similar positive change in refractive index within the irradiated regions, and wherein the optical, hydrogel polymeric material further includes at least three monomeric components: a first monomeric component is present in an amount of at least 60% by weight, and its homopolymer will have a refractive index of at least 1.50; a second monomeric component is present in an amount from 3% to 20% by weight, and a hydrophilic component present in an amount from 2% to 30% by weight.

2. The optical device of claim 1 wherein the irradiated regions of the optical material are defined within a two-dimensional plane or by a three-dimensional structure.

3. The optical device of claim 2 wherein the optical polymeric material is a component of an intraocular lens.

4. The optical device of claim 3 wherein the optical polymeric material is prepared from one or more (meth)acrylate monomers selected from the group consisting of 2-hydroxymethyl(meth)acrylate, 2-phenylethyl(meth)acrylate, methyl(meth)acrylate and 3-phenylpropyl(meth)acrylate.

5. The optical device of claim 3 wherein the positive change in refractive index is variable within the focal volume to provide a extended depth of field to the lens relative to a base lens prior to irradiating regions with the laser.

6. An optical device comprising an optical, hydrogel polymeric material that includes a photosensitizer to facilitate the formation of refractive structures with a laser by irradiating regions of the polymeric material, the laser light having a wavelength from 650 nm to 950 nm and a pulse energy from 0.05 nJ to 100 nJ, wherein the refractive structures are characterized by a positive change in refractive index of from 0.01 to 0.06 and exhibit little or no scattering loss, relative to the optical hydrogel material outside the irradiated regions, said optical, hydrogel polymeric material having a water content of at least 15%, and wherein the optical, hydrogel polymeric material further includes at least three monomeric components: a first monomeric component is present in an amount of at least 60% by weight, and its homopolymer will have a refractive index of at least 1.50; a second monomeric component is present in an amount from 3% to 20% by weight, and a hydrophilic component present in an amount from 2% to 30% by weight.

7. The optical device of claim 6 wherein the optical, hydrogel polymeric material is a component of an intraocular lens.

8. The optical device of claim 6 wherein the optical, hydrogel polymeric material is a component of a corneal inlay.

9. The optical device of claim 7 wherein the refractive structures take the form of positive or negative lens elements.

10. The optical device of claim 9 wherein the positive or negative lens elements are disposed in a volume of the polymeric material that is within 300 μm from the anterior surface of the intraocular lens.

11. The optical device of claim 6 wherein the photosensitizer has a multi-photon cross section of at least 0.01×10 −50 cm 4 s.

12. The optical device of claim 6 wherein the photosensitizer is a polymerizable monomer having a chromophore functional moiety.

13. The optical device of claim 1 wherein the photosensitizer has a multi-photon cross section of at least 0.01×10 −50 cm 4 s.

14. The optical device of claim 1 wherein the photosensitizer is a polymerizable monomer having a chromophore functional moiety.

15. The optical device of claim 6 wherein the optical, hydrogel polymeric material comprises about 80% by weight HEMA.

16. The optical device of claim 1 wherein the optical, hydrogel polymeric material comprises about 80% by weight HEMA.

Assignments (7)
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 →
RELEASE OF SECURITY INTEREST IN SPECIFIED PATENTS Recorded Feb 5, 2019
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: BAUSCH & LOMB INCORPORATED
Reel/Frame 048259/0134 →
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2014
From: BAUSCH & LOMB INCORPORATED
To: UNIVERSITY OF ROCHESTER
Reel/Frame 033538/0812 →
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 →