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US5246728A Expired / Lapsed US ⏱️ 0.0 years remaining

Scratch-resistant coating and method of making coated lenses

Assignee: Hoya Optical Labs of America Inc
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Filing: 1991-01-29
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Granted: 1993-09-21
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Expires: 2011-01-29
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Abstract

Abstract Plastic ophthalmic lenses are coated with a spin-coating process. A coating solution containing at least ninety percent tri- and tetra-acrylates in a butanol solvent is spin-coated onto the surface of a plastic lens. After drying, the coating is exposed to ultraviolet radiation to cure the coating. A photoinitiator is used which counteracts the tendency of oxygen to inhibit curing of the coating at its exterior surface.

Inventors

  • 👤 Jorge M. Rodriquez

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 15:55
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; B; B05; B05D; B05D1/00; B05D1/002; B05D1/005; C; C09; C09D; C09D4/00

Claims Analysis

Total Claims: 44
Claim 1
Independent Claim 124 words
A method of coating a front surface of a plastic ophthalmic lens comprising: spinning the lens; washing the front surface of the lens while spinning the lens; applying by spin coating, to the front surface of the lens while the lens is spinning, a coating of a solution which includes: pentaerythritol-based acrylates having at least triacrylate functionality, a viscosity reducing agent which contains acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator having a UV response which tends to counteract oxygen inhibition of curing at an outer surface of the coating, and a solvent; and exposing the coating to UV radiation in the presence of air to cure the coating so that the coating is essentially fully cured at its outer surface.
Claim 2
Independent Claim 124 words
A method of coating a front surface of a plastic ophthalmic lens comprising: spinning the lens; washing the front surface of the lens while spinning the lens; applying by spin coating, to the front surface of the lens while the lens is spinning, a coating of a solution which includes: pentaerythritol-based acrylates having at least triacrylate functionality, a viscosity reducing agent which contains acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator having a UV response which tends to counteract oxygen inhibition of curing at an outer surface of the coating, and a solvent; and exposing the coating to UV radiation in the presence of air to cure the coating so that the coating is essentially fully cured at its outer surface.
Claim 3
Dependent Claim 18 words
The method of claim 1 wherein the solution contains between about 10% and about 35% by weight solids.
Claim 4
Dependent Claim 18 words
The method of claim 2 wherein the solution contains between about 12% and about 20% by weight solids.
Claim 5
Dependent Claim 14 words
The method of claim 3 wherein the solution contains about 18% by weight solids.
Claim 6
Dependent Claim 14 words
The method of claim 3 wherein the plastic ophthalmic lens is a multifocal lens.
Claim 7
Dependent Claim 23 words
The method of claim 5 wherein the plastic ophthalmic lens is a trifocal lens and the solution contains about 12% by weight solids.
Claim 8
Dependent Claim 20 words
The method of claim 1 wherein the pentaerythritol-based acrylates contains at least about 90% acrylates having at least triacrylate functionality.
Claim 9
Dependent Claim 14 words
The method of claim 1 wherein the viscosity reducing agent is polyethylene glycol diacrylate.
Claim 10
Dependent Claim 10 words
The method of claim 1 wherein the solvent is butanol.
Claim 11
Dependent Claim 11 words
The method of claim 1 wherein the photoinitiator includes 2-methyl-1-(4-(methyithio)phenyl)-2 morpholinopro-panone-1.
Claim 12
Dependent Claim 33 words
The method of claim 1 wherein the lens is rotated at a speed of between about 500 r.p.m. and about 1800 r.p.m. while the solution is applied to the surface of the lens.
Claim 13
Dependent Claim 33 words
The method of claim 11 wherein the lens is rotated at a speed of between about 700 r.p.m. and about 1200 r.p.m. while the solution is applied to the surface of the lens.
Claim 14
Dependent Claim 23 words
The method of claim 11 and further comprising: spinning the lens after applying the solution to the surface to spin off excess solution.
Claim 15
Dependent Claim 30 words
The method of claim 13 wherein spinning the lens is at a speed of between about 500 r.p.m. and about 1800 r.p.m. for about 1.5 seconds to about 30 seconds.
Claim 16
Dependent Claim 23 words
The method of claim 1 wherein the solution is applied at a flow rate of between about 40 cc/min and about 250 cc/min.
Claim 17
Independent Claim 152 words
A method of coating a surface of a plastic ophthalmic lens, the method comprising: applying a washing fluid to the surface while the lens is spinning; continuing spinning of the lens after stopping application of the washing fluid to permit excess washing fluid to spin off the surface; applying a coating to the surface by: spinning the lens, applying a coating solution which includes pentaerythritol-based acrylates of at least triacrylate functionality, a photoinitiator which includes 2-methyl-1-[4-(methyithio)phenyl]-2 morpholinopro-panone-1, and has a UV response which tends to counteract oxygen inhibition of curing at an outer surface of the coating, and butanol to the surface while the lens is spinning; continuing spinning of the lens after stopping application of the coating solution to permit excess coating solution to spin off the surface; drying the coating on the surface by: spinning the lens; and exposing the coating to ultraviolet radiation to cause curing of the coating.
Claim 18
Independent Claim 152 words
A method of coating a surface of a plastic ophthalmic lens, the method comprising: applying a washing fluid to the surface while the lens is spinning; continuing spinning of the lens after stopping application of the washing fluid to permit excess washing fluid to spin off the surface; applying a coating to the surface by: spinning the lens, applying a coating solution which includes pentaerythritol-based acrylates of at least triacrylate functionality, a photoinitiator which includes 2-methyl-1-[4-(methyithio)phenyl]-2 morpholinopro-panone-1, and has a UV response which tends to counteract oxygen inhibition of curing at an outer surface of the coating, and butanol to the surface while the lens is spinning; continuing spinning of the lens after stopping application of the coating solution to permit excess coating solution to spin off the surface; drying the coating on the surface by: spinning the lens; and exposing the coating to ultraviolet radiation to cause curing of the coating.
Claim 19
Independent Claim 68 words
A method of coating a front surface plastic ophthalmic lens comprising: spinning the lens; applying to the front surface, a coating of a solution which includes: pentaerythritol-based acrylates having at least triacrylate functionality, a viscosity reducing agent which includes acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator which includes 2-methyl-1-[4-(methyithio)phenyl]-2 morpholinopro-panone-1, and a solvent; and exposing the coating to UV radiation to cure the coating.
Claim 20
Independent Claim 68 words
A method of coating a front surface plastic ophthalmic lens comprising: spinning the lens; applying to the front surface, a coating of a solution which includes: pentaerythritol-based acrylates having at least triacrylate functionality, a viscosity reducing agent which includes acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator which includes 2-methyl-1-[4-(methyithio)phenyl]-2 morpholinopro-panone-1, and a solvent; and exposing the coating to UV radiation to cure the coating.
Claim 21
Dependent Claim 18 words
The method of claim 17 wherein the solution contains between about 10% and about 35% by weight solids.
Claim 22
Dependent Claim 18 words
The method of claim 18 wherein the solution contains between about 12% and about 20% by weight solids.
Claim 23
Dependent Claim 14 words
The method of claim 19 wherein the solution contains about 18% by weight solids.
Claim 24
Dependent Claim 14 words
The method of claim 19 wherein the plastic ophthalmic lens is a multifocal lens.
Claim 25
Dependent Claim 23 words
The method of claim 21 wherein the plastic ophthalmic lens is a trifocal lens and the solution contains about 12% by weight solids.
Claim 26
Dependent Claim 20 words
The method of claim 17 wherein the pentaerythritol-based acrylates contains at least about 90% acrylates having at least triacrylate functionality.
Claim 27
Dependent Claim 14 words
The method of claim 17 wherein the viscosity reducing agent is polyethylene glycol diacrylate.
Claim 28
Dependent Claim 10 words
The method of claim 17 wherein the solvent is butanol.
Claim 29
Dependent Claim 33 words
The method of claim 17 wherein the lens is rotated at a speed of between about 500 r.p.m. and about 1800 r.p.m. while the solution is applied to the surface of the lens.
Claim 30
Dependent Claim 33 words
The method of claim 26 wherein the lens is rotated at a speed of between about 700 r.p.m. and about 1200 r.p.m. while the solution is applied to the surface of the lens.
Claim 31
Dependent Claim 23 words
The method of claim 26 and further comprising: spinning the lens after applying the solution to the surface to spin off excess solution.
Claim 32
Dependent Claim 30 words
The method of claim 28 wherein spinning the lens is at a speed of between about 500 r.p.m. and about 1800 r.p.m. for about 1.5 seconds to about 30 seconds.
Claim 33
Dependent Claim 16 words
The method of claim 29 and further comprising: infrared drying the coating while spinning the lens.
Claim 34
Dependent Claim 23 words
The method of claim 17 and further comprising: washing the surface of the lens while spinning the lens, prior to applying the coating.
Claim 35
Dependent Claim 23 words
The method of claim 17 wherein the solution is applied at a flow rate of between about 40 cc/min and about 250 cc/min.
Claim 36
Independent Claim 131 words
A method of coating a front surface of a trifocal plastic ophthalmic lens comprising: spinning the lens; applying, at a flow rate of between about 40 cc/min and about 250 cc/min at a pressure of between about 2.25 psi and about 3.0 psi, to the front surface of the trifocal lens while the lens is spinning at a speed of between about 700 rpm and about 1200 rpm, a coating of a solution which contains between about 12% and about 20% by weight solids, the solution including: pentaerythritol-based acrylates containing at least about 90% acrylates having at least triacrylate functionality, a viscosity reducing agent which contains acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator, and a solvent; and exposing the coating to UV radiation to cure the coating.
Claim 37
Independent Claim 131 words
A method of coating a front surface of a trifocal plastic ophthalmic lens comprising: spinning the lens; applying, at a flow rate of between about 40 cc/min and about 250 cc/min at a pressure of between about 2.25 psi and about 3.0 psi, to the front surface of the trifocal lens while the lens is spinning at a speed of between about 700 rpm and about 1200 rpm, a coating of a solution which contains between about 12% and about 20% by weight solids, the solution including: pentaerythritol-based acrylates containing at least about 90% acrylates having at least triacrylate functionality, a viscosity reducing agent which contains acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator, and a solvent; and exposing the coating to UV radiation to cure the coating.
Claim 38
Independent Claim 130 words
A method of coating a front surface of a multifocal plastic ophthalmic lens comprising: spinning the lens; applying, at a flow rate of between about 40 cc/min and about 250 cc/min at a pressure of between about 2.25 psi and about 3.0 psi, to the front surface of the multifocal lens while the lens is spinning at a speed between about 500 rpm and about 1800 rpm, a coating of a solution which contains between about 12% and about 20% by weight solids, the solution including: pentaerythritol-based acrylates containing at least about 90% acrylates having at least triacrylate functionality, a viscosity reducing agent which contains acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator, and a solvent; and exposing the coating to UV radiation to cure the coating.
Claim 39
Independent Claim 130 words
A method of coating a front surface of a multifocal plastic ophthalmic lens comprising: spinning the lens; applying, at a flow rate of between about 40 cc/min and about 250 cc/min at a pressure of between about 2.25 psi and about 3.0 psi, to the front surface of the multifocal lens while the lens is spinning at a speed between about 500 rpm and about 1800 rpm, a coating of a solution which contains between about 12% and about 20% by weight solids, the solution including: pentaerythritol-based acrylates containing at least about 90% acrylates having at least triacrylate functionality, a viscosity reducing agent which contains acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator, and a solvent; and exposing the coating to UV radiation to cure the coating.
Claim 40
Independent Claim 132 words
A method of coating a front surface of a plastic ophthalmic lens comprising: spinning the lens; applying by spin coating, to the front surface of the lens while the lens is spinning, a coating of a solution which includes: pentaerythritol-based acrylates having at least triacrylate functionality, a viscosity reducing agent which contains acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator having a UV response which tends to counteract oxygen inhibition of curing at an outer surface of the coating, the photoinitiator being selected from the group consisting of (a) 2-methyl-1-( 4(methyithio)phenyl)-2 morpholinopro-panone-1, and (b) mixtures containing 2-methyl-1-(4(methyithio)phenyl)-2 morpholinopro-panone-1, and a solvent; and exposing the coating to UV radiation in the presence of air to cure the coating so that the coating is essentially fully cured at its outer surface.
Claim 41
Independent Claim 132 words
A method of coating a front surface of a plastic ophthalmic lens comprising: spinning the lens; applying by spin coating, to the front surface of the lens while the lens is spinning, a coating of a solution which includes: pentaerythritol-based acrylates having at least triacrylate functionality, a viscosity reducing agent which contains acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator having a UV response which tends to counteract oxygen inhibition of curing at an outer surface of the coating, the photoinitiator being selected from the group consisting of (a) 2-methyl-1-( 4(methyithio)phenyl)-2 morpholinopro-panone-1, and (b) mixtures containing 2-methyl-1-(4(methyithio)phenyl)-2 morpholinopro-panone-1, and a solvent; and exposing the coating to UV radiation in the presence of air to cure the coating so that the coating is essentially fully cured at its outer surface.
Claim 42
Dependent Claim 34 words
The method of claim 35 wherein the solution contains between about 10% and about 35% by weight solids, and wherein the pentaerythritol-based acrylates contains at least about 90% acrylates having at least triacrylate functionality.
Claim 43
Independent Claim 142 words
A method of coating a front surface of a plastic ophthalmic lens comprising: spinning the lens; applying, to the front surface of the lens while the lens is spinning at a speed of between about 500 r.p.m. and about 1800 r.p.m., a coating of a solution which includes: pentaerythritol-based acrylates having at least triacrylate functionality, a viscosity reducing agent which contains acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator having a UV response which tends to counteract oxygen inhibition of curing at an outer surface of the coating, and a solvent; spinning the lens after applying the coating to spin off excess solution; infrared drying the coating while spinning the lens; and exposing the coating to UV radiation in the presence of air to cure the coating so that the coating is essentially fully cured at its outer surface.
Claim 44
Independent Claim 142 words
A method of coating a front surface of a plastic ophthalmic lens comprising: spinning the lens; applying, to the front surface of the lens while the lens is spinning at a speed of between about 500 r.p.m. and about 1800 r.p.m., a coating of a solution which includes: pentaerythritol-based acrylates having at least triacrylate functionality, a viscosity reducing agent which contains acrylates of less than triacrylate functionality, a wetting agent, a photoinitiator having a UV response which tends to counteract oxygen inhibition of curing at an outer surface of the coating, and a solvent; spinning the lens after applying the coating to spin off excess solution; infrared drying the coating while spinning the lens; and exposing the coating to UV radiation in the presence of air to cure the coating so that the coating is essentially fully cured at its outer surface.

References Cited (Backward Citations)

US3968305A Cited
US4199421A Cited
US4198465A Cited
US4291097A Cited
US4274933A Cited
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US4774035A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-09-20 1997-03-22 1997-09-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-09-20 2001-03-22 2001-09-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-09-20 2005-03-22 2005-09-21 $7700.00 Window Closed / Lapsed

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