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Photochromic optical article

A technology of photochromic and photochromic materials, applied in optics, optical components, layered products, etc., can solve problems such as scratches or stains on photochromic coatings

Inactive Publication Date: 2005-04-20
TRANSITIONS OPTICAL INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Lenses intended to be coated with such an abrasion-resistant and / or anti-reflective coating due to subsequent packaging, shipping, unpacking, washing or other physical handling that would result in the photochromic coating being scratched or stained

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0232] In the following examples, a 6.25 base, 74 mm semi-finished plastic lens prepared from diethylene glycol bis(allyl carbonate) was used. The test lenses were etched with 12% potassium hydroxide at 60°C for 4 minutes and then rinsed with water. The lenses were then washed with warm soapy water, rinsed with deionized water and dried with compressed air. A very thin primer, such as a monomolecular primer, is dispensed on the surface of the lens by spin coating. The primer composition is 89.6% diglyme solvent, 10% 3-(trimethoxysilyl)propyl methacrylate and 0.4% triphenylsulfonium salt of phosphorous hexafluoro , a cationic photoinitiator. The base coat was cured by exposing to UV light for 4 seconds.

[0233] The photochromic methacrylic coating composition is made using 7.4% alkoxysilylalkyl methacrylate monomer, 7.4% trimethacrylate monomer, 59.4% dimethacrylate functional Monomer, 2.97% [1,2-b]naphthyran photochromic compound, 18.6% organic solvent, 3.7% antioxidant I...

Embodiment 2

[0250] In the following examples, a 6.25 base, 74 mm semi-finished plastic lens prepared from diethylene glycol bis(allyl carbonate) was used. The test lenses were etched with 12% potassium hydroxide at 60°C for 4 minutes and then rinsed with water. The lenses were then washed with warm soapy water, rinsed with deionized water and dried with compressed air. A very thin primer, such as a monomolecular primer, is distributed on the surface of the lens by spin coating. The primer composition is 89.6% diglyme solvent, 10% 3-(trimethoxysilyl)propyl methacrylate and 0.4% triphenylsulfonium salt of phosphorous hexafluoro , a cationic photoinitiator. The base coat was cured by exposure to UV light for 4 seconds.

[0251] The photochromic methacrylic coating composition uses about 7.8% alkoxysilylalkyl methacrylate monomer, 7.8% trimethacrylate monomer, 62.7% dimethacrylate Functional monomer, 4.7% [1,2-b]naphthyran photochromic compound, 11.8% organic solvent, 1.7% antioxidant Irg...

Embodiment 3

[0275] In the following examples, 70 mm semi-finished plastic lenses prepared from optical quality organic polymer substrates were used. The test lenses were washed with soapy water, rinsed with clean water, sprayed with isopropanol and dried. The test lenses were plasma treated for one minute using the Plasmatech machine set at 100 watts while oxygen was introduced into the vacuum chamber of the Plasmatech machine at a rate of 100 ml / min. A photochromic polyurethane coating (of the type described in U.S. Patent 6,187,444 B1) was applied to the plasma treated lens and cured thermally. The photochromic polyurethane coating is approximately 20 μm thick. The coated test lens was then washed and dried, and the photochromic coating was treated with plasma for 5 minutes using a Plasmatech machine set at a power of 400 watts while oxygen was introduced at a rate of 200 ml / min into the In the vacuum chamber of a Plasmatech machine. Three acrylate-based formulations were prepared wi...

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Abstract

A photochromic plastic article is described, e.g., an ophthalmic photochromic article, such as a lens, wherein the article comprises (1) a polymeric substrate, such as a thermosetting or thermoplastic substrate, (2) a a photochromic polymer coating comprising a photochromic amount of at least one organic photochromic material, such as spirooxazine, naphthopyran, and / or fulginic anhydride, and (3) Radiation-cured acrylate-based films adhered to photochromic coatings that are: (a) resistant to migration from aqueous inorganic caustics, such as potassium hydroxide, (b) with silicone-containing and (c) are harder than the photochromic coating. Also described are the above photochromic articles having an abrasion resistant coating, for example comprising silicone, attached to a radiation-cured acrylate-based film; and described having an abrasion resistant coating attached to Photochromic articles with antireflective coatings on abrasion resistant coatings.

Description

[0001] This application claims priority to Application Serial No. 60 / 344,167, filed December 27,2001. [0002] technical field [0003] The present invention relates to photochromic articles comprising an organic substrate, for example comprising a plastic substrate for optical applications. In particular, the present invention relates to photochromic articles, such as lenses, for ophthalmic use. More specifically, the present invention relates to photochromic articles comprising a transparent polymer substrate having a transparent photochromic organic polymer coating attached to at least one surface of the transparent polymer substrate, and the photochromic A transparent, radiation-cured, acrylate-based film is attached to the color-changing coating. According to the present invention, radiation-cured acrylate-based films are resistant to water, inorganic caustics, adhere strongly to photochromic polymer coatings, and are compatible with abrasion-resistant, silicone-containi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): F02N11/12F02N15/06G02B1/04G02B5/23
CPCG02B5/23Y10T428/31507Y10T428/31551Y10T428/31855Y10T428/31873B32B27/36
Inventor W·P·布莱克本M·B·莱韦斯克K·W·西博尔特J·A·康克林N·格鲁查兹
Owner TRANSITIONS OPTICAL INC
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