IP Library Granted Patent US 11,525,943
Granted Patent B2
US 11,525,943 · App. 16/940,520 · Granted Dec 13, 2022

Ophthalmic lens and method for manufacturing the same

Inventor: Fan-Dan Jan (Taoyuan, TW)
Assignee: BenQ Materials Corporation
G02B1/043A61L27/52B29D11/00067B29D11/00865G02B1/18A61L2430/16
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Quick Facts
Patent No.
US 11,525,943
App. No.
16/940,520
Granted
Dec 13, 2022
Kind
B2
Abstract

The invention is to provide an ophthalmic lens comprising a lens body, a polydopamine layer formed on the surface of the lens body and an antimicrobial layer bonded to the polydopamine layer, and manufacturing method thereof, wherein the antimicrobial layer is formed from a copolymer of carboxyl-containing polymer and zwitterionic polymer and a crosslinking agent, and the zwitterionic polymer can be selected from one of the group consisting of phosphorylcholine polymer, sulfobetaine polymer, carboxybetaine polymer and mixed-charge polymer or a combination thereof.

Claims (24)

1. An ophthalmic lens, comprising:

a lens body;

a polydopamine layer formed on the surface of the lens body by immersing the lens body in a polydopamine solution prepared from dopamine in alkaline environments and heating at the temperature in the range of 40° C. to 80° C. for a period of time in the range of 5 minutes to 60 minutes; and

an antimicrobial layer bonded to the polydopamine layer and formed from a copolymer of carboxyl-containing polymer and zwitterionic polymer and a crosslinking agent, wherein the zwitterionic polymer is selected from one of the group consisting of phosphorylcholine polymer, sulfobetaine polymer, carboxybetaine polymer and mixed-charge polymer or a combination thereof;

wherein the visible light transmittance of the ophthalmic lens is not less than 92%.

2. The ophthalmic lens according to claim 1 , wherein the zwitterionic polymer is selected from one of the group consisting of poly(2-methacryloyloxyethyl phosphorylcholine) (PMPC), poly(sulfobetaine methacrylate) (PSBMA) and poly(carboxybetaine methacrylate) (PCBMA) or a combination thereof.

3. The ophthalmic lens according to claim 1 , wherein a weight average molecular weight of the copolymer of carboxyl-containing polymer and zwitterionic polymer is in the range of 10,000 to 500,000.

4. The ophthalmic lens according to claim 1 , wherein the carboxyl-containing polymer is poly acrylic acid (PAA) and/or poly methacrylic acid (PMA).

5. The ophthalmic lens according to claim 1 , wherein the crosslinking agent is selected from one of the group consisting of 1,4-butanediol diglycidyl ether (BDDE), polyethylene glycol diacrylate (PEGDA), ethylene glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, polypropylene glycol diglycidyl ether, polytetramethylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, polyglycerol polyglycidyl ether, diglycerolpolyglycidyl ether, glycerol polyglycidyl ether, tri-methylolpropanepolyglycidyl ether, pentaerythritolpolyglycidyl ether, sorbitol polyglycidyl ether, 1,2,7,8-diepoxyoctane, 1,3-butadiene diepoxide, polyamidoamineepichlorohydrin and copolymer of dimethylamine and epichlorohydrin or a combination thereof.

6. The ophthalmic lens according to claim 1 , wherein the lens body is made of a hydrogel or a silicon hydrogel.

7. A method for manufacturing an ophthalmic lens, comprising steps of:

(a) providing a lens body, and immersing the lens body in a polydopamine solution prepared from dopamine in alkaline environments and heating at the temperature in the range of 40° C. to 80° C. for a period of time in the range of 5 minutes to 60 minutes to coat a polydopamine layer on a surface of the lens body;

(b) washing the polydopamine-coated lens body; and

(c) immersing the polydopamine-coated lens body in a solution containing a copolymer of carboxyl-containing polymer and zwitterionic polymer and a crosslinking agent to form an antimicrobial layer bonded to the polydopamine layer;

wherein the zwitterionic polymer is selected from one of the group consisting of phosphorylcholine polymer, sulfobetaine polymer, carboxybetaine polymer and mixed-charge polymer or a combination thereof.

8. The method for manufacturing the ophthalmic lens according to claim 7 , wherein the zwitterionic polymer is selected from one of the group consisting of poly(2-methacryloyloxyethyl phosphorylcholine) (PMPC), poly(sulfobetaine methacrylate) (PSBMA) and poly(carboxybetaine methacrylate) (PCBMA) or a combination thereof.

9. The method for manufacturing the ophthalmic lens according to claim 7 , wherein the concentration of the polydopamine solution is in the range of 25 ppm to 500 ppm.

10. The method for manufacturing the ophthalmic lens according to claim 7 , wherein the concentration of the copolymer of carboxyl-containing polymer and zwitterionic polymer is in the range of 200 ppm to 2000 ppm.

11. The method for manufacturing the ophthalmic lens according to claim 7 , wherein the solution containing copolymer of carboxyl-containing polymer and zwitterionic polymer and the crosslinking agent is heated at the temperature in the range of 60° C. to 121° C. in the step of (c).

12. The method for manufacturing the ophthalmic lens according to claim 7 , wherein the polydopamine-coated lens body is immersed in the solution containing the copolymer of carboxyl-containing polymer and zwitterionic polymer and the crosslinking agent for a time in the range of 20 minutes to 90 minutes in the step of (c).

13. The method for manufacturing the ophthalmic lens according to claim 7 , wherein the weight average molecular weight of the copolymer of carboxyl-containing polymer and zwitterionic polymer is in the range of 10,000 to 50,000.

14. The method for manufacturing the ophthalmic lens according to claim 7 , wherein the carboxyl-containing polymer is poly acrylic acid (PAA) and/or poly methacrylic acid (PMA).

15. The method for manufacturing the ophthalmic lens according to claim 7 , wherein the concentration of the crosslinking agent is in the range of 100 ppm to 1000 ppm.

16. The method for manufacturing the ophthalmic lens according to claim 7 , wherein the crosslinking agent is selected from one of the group consisting of 1,4-butanediol diglycidyl ether (BDDE), polyethylene glycol diacrylate (PEGDA), ethylene glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, polypropylene glycol diglycidyl ether, polytetramethylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, polyglycerol polyglycidyl ether, diglycerolpolyglycidyl ether, glycerol polyglycidyl ether, tri-methylolpropanepolyglycidyl ether, pentaerythritolpolyglycidyl ether, sorbitol polyglycidyl ether, 1,2,7,8-diepoxyoctane, 1,3-butadiene diepoxide, polyamidoamineepichlorohydrin and copolymer of dimethylamine and epichlorohydrin or a combination thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2020
From: JAN, FAN-DAN
To: BENQ MATERIALS CORPORATION
Reel/Frame 053325/0821 →
Priority Claims (1)
TW 106111948 · Apr 10, 2017 · national
Continuity (2)
Continuation 15679787 · Aug 17, 2017
Related Publication 20200355848A1 · Nov 12, 2020