US2008064784A1PendingUtilityA1

Molds for producing contact lenses

Assignee: YIN CHANGHONGPriority: Aug 16, 2002Filed: Oct 31, 2007Published: Mar 13, 2008

Est. expiryAug 16, 2022(expired)· nominal 20-yr term from priority

G02B 1/043C08F 232/08B29D 11/00038B29C 33/40B29K 2823/38C08L 39/06C08G 61/08B29D 11/00432C08L 2205/035C08L 33/26B29D 11/00865C08L 45/00B29D 11/00C08G 61/02C08G 61/04

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Claims

Abstract

This invention describes molds made from alicyclic co-polymers that are useful in the production of contact lenses and methods for their use.

Claims

exact text as granted — not AI-modified

1 . A mold for making a lens comprising an alicyclic co-polymer wherein said alicyclic co-polymer comprises at least two alicyclic monomers of different chemical structures.

2 . The mold of claim 1 wherein the alicyclic monomers comprise polymerizable cyclobutanes, cyclopentanes, cyclohexanes, cycloheptanes, cycloctanes, biscyclobutanes, biscyclopentanes, biscyclohexanes, biscycloheptanes, biscyclooctanes, or norbornanes.

3 . The mold of claim 1 comprising two alicyclic monomers wherein the alicyclic monomers comprise a saturated carbocyclic ring.

4 . The mold of claim 1 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1-6 are independently selected from one or more members of the group consisting of hydrogen, C 1-10 alkyl, halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido, silyl, and substituted C 1-10 alkyl where the substituents are selected from the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

5 . The mold of claim 1 wherein the alicyclic monomers are selected from the group consisting of

wherein two or more of R 1-6 are taken together to form an unsaturated bond, a carbocyclic ring, a carbocyclic ring containing one or more unsaturated bonds, or an aromatic ring.

6 . The mold of claim 1 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1-6 are independently selected from one or more members of the group consisting of hydrogen, C 1-10 alkyl, halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido, silyl, and substituted C 1-10 alkyl where the substituents are selected from one or more members of the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

7 . The mold of claim 1 where R 1-6 C 1-10 alkyl, or substituted C 1-10 alkyl where the substituents are selected from the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

8 . The mold of claim 1 wherein the alicyclic monomers are

wherein R 1-4 is independently selected from C 1-10 alkyl.

9 . The mold of claim 1 wherein the alicyclic co-polymer has a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C.

10 . The mold of claim 1 wherein the mold further comprises an additive.

11 . The mold of claim 10 wherein the additive is about 2.0 weight percent zinc sterate.

12 . The mold of claim 10 wherein the additive is about 2.0 percent glycerol monostearate.

13 . The mold of claim 1 wherein the front curve and the back curve comprise an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C.

14 . The mold of claim 1 wherein the front curve comprises an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C. and the back curve comprises polypropylene.

15 . The mold of claim 1 wherein the back curve comprises an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C. and the front curve comprises polypropylene.

16 . The mold of claim 1 wherein the front curve comprises an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C. and the back curve comprises polypropylene and an alicyclic co-polymer having a melt flow of 14, a share rate of MFR=12.0 g and 17.6 g, a specific gravity of 1.01, and a glass transition temperature of 105°.

17 . The mold of claim 1 wherein the back curve comprises an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C. and the front curve comprises polypropylene and an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C.

18 . The mold of claim 16 wherein the ratio of alicyclic co-polymer to polypropylene is about 5:95 to about 95:5.

19 . The mold of claim 16 wherein the ratio of alicyclic co-polymer to polypropylene is about 20:80 to about 80:20.

20 . A method of making a lens comprising
1) dispensing an uncured lens formulation onto a mold surface comprising an alicyclic co-polymer wherein said alicyclic co-polymer comprises at least two alicyclic monomers of different chemical structures, and 2) curing said lens formulation under suitable conditions.

21 . The method of claim 20 comprising two alicyclic monomers wherein the alicyclic monomers comprise a saturated carbocyclic ring.

22 . The method of claim 20 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1 - 6 are independently selected from one or more members of the group consisting of hydrogen, C 1-10 alkyl, halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido, silyl, and substituted C 1-10 alkyl where the substituents are selected from the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

23 . The method of claim 20 wherein the alicyclic monomers are selected from the group consisting of

wherein two or more of R 1-6 are taken together to form an unsaturated bond, a carbocyclic ring, a carbocyclic ring containing one or more unsaturated bonds, or an aromatic ring.

24 . The method of claim 20 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1-6 are independently selected from one or more members of the group consisting of hydrogen, C 1-10 alkyl, halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido, silyl, and substituted C 1-10 alkyl where the substituents are selected from one or more members of the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

25 . The method of claim 20 where R 1-6 C 1-10 alkyl, or substituted C 1-10 alkyl where the substituents are selected from the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

26 . The method of claim 20 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1-4 is independently selected from C 1-10 alkyl.

27 . The method of claim 20 wherein the mold surface comprises a front curve and a back curve and the method further comprises the step of
3) separating the front curve of the lens mold and the back curve of the lens mold where the cured lens removably adheres to the front curve.

28 . The method of claim 20 wherein the front curve comprises an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C. and the back curve comprises polypropylene.

29 . The method of claim 26 wherein the front curve comprises an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C. and the back curve comprises polypropylene and an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C.

30 . The method of claim 28 wherein the ratio of alicyclic co-polymer to polyproylene in the back curve is about 20:80 to about 80:20.

31 . The method of claims 28 wherein the ratio of alicyclic co-polymer to polyproylene in the back curve is about 55:45.

32 . A mold comprising an alicyclic co-polymer and at least one lens forming surface
wherein said alicyclic co-polymer comprises at least two alicyclic monomers of different chemical structures, and wherein said at least one lens forming surface comprises a coating effective amount of a high molecular weight coating composition.

33 . The mold of claim 32 comprising two alicyclic monomers wherein the alicyclic monomers comprise a saturated carbocyclic ring.

34 . The mold of claim 32 wherein the alicyclic monomers are selected from the group consisting of

35 . The mold of claim 32 wherein the alicyclic monomers are selected from the group consisting of

wherein two or more of R 1-6 are be taken together to form an unsaturated bond, a carbocyclic ring, a carbocyclic ring containing one or more unsaturated bonds, or an aromatic ring.

36 . The mold of claim 32 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1-6 are independently selected from one or more members of the group consisting of hydrogen, C 1-10 alkyl, halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido, silyl, and substituted C 1-10 alkyl where the substituents are selected from one or more members of the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

37 . The mold of claim 32 where R 1-6 C 1-10 alkyl, or substituted C 1-10 alkyl where the substituents are selected from the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

38 . The mold of claim 32 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1-4 is independently selected from C 1-10 alkyl.

39 . The mold of claim 32 wherein the mold further comprises an additive.

40 . The mold of claim 39 wherein the additive is about 2.0 weight percent zinc stearate.

41 . The mold of claim 39 wherein the additive is about 2.0 weight percent zinc stearate.

42 . The mold of claim 39 wherein the coating composition comprises a coating additive.

43 . The mold of claim 39 wherein the additive is an antimicrobial composition.

44 . A lens produced by a method comprising 1) dispensing an uncured lens formulation onto a surface of a mold comprising an alicyclic co-polymer wherein said alicyclic co-polymer comprises at least two alicyclic monomers of different chemical structures and 2) curing said lens formulation under suitable conditions.

45 . The lens of claim 44 comprising two alicyclic monomers wherein the alicyclic monomers comprise a saturated carbocyclic ring.

46 . The lens of claim 44 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1 - 6 are independently selected from one or more members of the group consisting of hydrogen, C 1-10 alkyl, halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido, silyl, and substituted C 1-10 alkyl where the substituents are selected from the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

47 . The lens of claim 44 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1-6 are independently selected from one or more members of the group consisting of hydrogen, C 1-10 alkyl, halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido, silyl, and substituted C 1-10 alkyl where the substituents are selected from one or more members of the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

48 . The lens of claim 44 where R 1-6 C 1-10 alkyl, or substituted C 1-10 alkyl where the substituents are selected from the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

49 . The lens of claim 44 wherein the alicyclic monomers are selected from the group consisiting of

wherein R 1-4 is independently selected from C 1-10 alkyl.

50 . The lens of claim 44 wherein the uncured lens formulation comprises silicone hydrogel formulations.

51 . The lens of claim 44 wherein the uncured lens formulation comprises hydrogel formulations.

52 . The lens of claim 44 wherein the uncured lens formulation comprises the formulations of acquafilcon A, balafilcon A, lotrafilcon A.

53 . The lens of claim 44 wherein the uncured lens formulations comprise the formulation of etafilcon A, genfilcon A, lenefilcon A, polymacon, acquafilcon A, balafilcon A, galyfilcon A, or senofilcon A, or lotrafilcon A.

54 . The lens of claim 44 wherein the uncured lens formulation comprises the formulations of acquafilcon A, balafilcon A, lotrafilcon A, galyfilcon A, or senofilcon A.

55 . The lens of claim 44 wherein the mold surface comprises a front curve and a back curve.

56 . The lens of claim 55 wherein the front curve comprises an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C. and the back curve comprises polypropylene.

57 . The lens of claim 55 wherein the front curve comprises an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C. and the back curve comprises polypropylene and an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C.

58 . The lens of claim 55 wherein the ratio of alicyclic co-polymer to polyproylene in the back curve is about 20:80 to about 80:20.

59 . The lens of claim 55 wherein the ratio of alicyclic co-polymer to polyproylene in the back curve is about 55:45.

60 . A method for making a coated lenses comprising
(1) coating at least one lens forming surface of a lens mold with a coating effective amount of a high molecular weight coating composition wherein said lens mold comprises an alicyclic co-polymer and at least one lens forming surface
wherein said alicyclic co-polymer comprises at lease two alicyclic monomers of different chemical structures;
(2) dispensing an uncured lens formulation onto said at least one lens forming surface; and (3) curing said lens formulation and said coating composition using a dwell time of less than about 5 minutes and under conditions suitable to form a coated lens.

61 . The method of claim 60 comprising two alicyclic monomers wherein the alicyclic monomers comprise a saturated carbocyclic ring.

62 . The method of claim 60 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1 - 6 are independently selected from one or more members of the group consisting of hydrogen, C 1-10 alkyl, halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido, silyl, and substituted C 1-10 alkyl where the substituents are selected from the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

63 . The method of claim 60 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1-6 are independently selected from one or more members of the group consisting of hydrogen, C 1-10 alkyl, halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido, silyl, and substituted C 1-10 alkyl where the substituents are selected from one or more members of the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy, cyano, amido, imido and silyl.

64 . The method of claim 60 where R 1-6 C 1-10 alkyl, or substituted C 1-10 alkyl where the substituents are selected from the group consisting of halogen, hydroxyl, C 1-10 alkoxycarbonyl, C 1-10 alkoxy group, cyano, amido, imido and silyl.

65 . The method of claim 60 wherein the alicyclic monomers are selected from the group consisting of

wherein R 1-4 is independently selected from C 1-10 alkyl.

66 . The method of claim 60 wherein the high molecular weight coating composition comprises poly(vinyl alcohol), polyethylene oxide, poly(2-hydroxyethyl methacrylate), poly(methyl methacrylate), poly(acrylic acid), poly(methacrylic acid), poly(maleic acid), poly(itaconic acid), poly(acrylamide), poly(methacrylamide), poly(dimethylacrylamide), poly(glycerol methacrylate), polystyrene sulfonic acid, polysulfonate polymers, poly(vinyl pyrrolidone), carboxymethylated polymers, such as carboxymethylcellulose, polysaccharides, glucose amino glycans, polylactic acid, polyglycolic acid, block or random copolymers of the aforementioned, and mixtures thereof.

67 . The method of claim 60 wherein the high molecular weight coating composition comprises poly(2-hydroxyethyl methacrylate), poly(vinyl pyrrolidone), poly(acrylic acid), poly(methacrylic acid), poly(meth)acrylamide, or poly(acrylamide) and mixtures thereof.

68 . The method of claim 60 wherein the high molecular weight coating composition comprises poly(2-hydroxyethyl methacrylate).

69 . The method of claim 60 wherein the high molecular weight coating composition comprises poly(vinyl alcohol), polyethylene oxide, poly(2-hydroxyethyl methacrylate), poly(methyl methacrylate), poly(acrylic acid), poly(methacrylic acid), poly(maleic acid), poly(itaconic acid), poly(acrylamide), poly(methacrylamide), poly(dimethylacrylamide), poly(glycerol methacrylate), polystyrene sulfonic acid, polysulfonate polymers, poly(vinyl pyrrolidone), carboxymethylated polymers, such as carboxymethylcellulose, polysaccharides, glucose amino glycans, polylactic acid, polyglycolic acid, block or random copolymers of the aforementioned, and mixtures thereof.

70 . The method of claim 60 wherein the mold surface comprises a front curve and a back curve.

71 . The method of claim 70 wherein the front curve comprises an alicyclic co-polymer and the back curve comprises polypropylene.

72 . The method of claim 70 wherein the front curve comprises an alicyclic co-polymer and the back curve comprises an alicyclic co-polymer and prolypropylene.

73 . The method of claim 70 wherein the front curve comprises an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C. and the back curve comprises polypropylene.

74 . The method of claim 70 wherein the front curve comprises an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C. and the back curve comprises polypropylene and an alicyclic co-polymer having a MFR of about 11.0 grams/10 minutes to about 18.0 grams/10 minutes, a specific gravity of 1.01 and a glass transition temperature of 105° C.

75 . The method of claim 74 wherein the ratio of alicyclic co-polymer to polyproylene in the back curve is about 20:80 to about 80:20.

76 . The method of claims 74 wherein the ratio of alicyclic co-polymer to polyproylene in the back curve is about 55:45.

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