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US6844950B2 Expired / Lapsed US ⏱️ 0.0 years remaining

Microstructure-bearing articles of high refractive index

Assignee: SABIC Global Technologies BV
•
Filing: 2003-01-07
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Granted: 2005-01-18
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Expires: 2023-01-07
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Abstract

Abstract Blends of oligomeric urethane multi(meth)acrylate; optionally at least one other monomer selected from the group consisting of acrylic monomers, styrenic monomers and ethylenically unsaturated nitrogen heterocycles, preferably a polyol multi(meth)acrylate; and nanoparticles of an ethylenically unsaturated, preferably (meth)acrylic-functionalized, titanium or zirconium compound can be cured by ultraviolet radiation in contact with a photoinitiator to produce optical resinous articles having high refractive indices, haze ratings of at most 5% and other properties which may be tailored according to the desired use.

Inventors

  • 👤 Bret Ja Chisholm
  • 👤 Dennis Joseph Coyle
  • 👤 James Alan Resue

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 11:09
CPC Classifications
C; C08; C08L; C08L75/00; C08L75/04; C08L75/14; C08L75/16; C08F; C08F290/00; C08F290/08; C08F290/14; C08F290/147; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/67; C08G18/671; C08G18/672; C08K; C08K3/00; C08K3/02; C08K3/08; C09; C09K; C09K2323/00; C09K2323/06; G; G02; G02B; G02B5/00; G02B5/02; Y; Y10; Y10T; Y10T428/00; Y10T428/24; Y10T428/24802; Y10T428/24893

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 125 words
An optical article having a surface with a replicated microstructure comprising a plurality of utilitarian discontinuities having an optical purpose, said optical article comprising an organic resin having a haze rating corresponding to a value, as determined by ASTM procedure D1003 on a flat film 3.2 mm thick on a bisphenol A polycarbonate substrate, of up to 5% and said resin being prepared by curing a radiation curable composition comprising: (A) at least one oligomeric urethane multi(meth)acrylate, optionally in combination with at least one other monomer effective to reduce viscosity, improve thermomechanical properties or increase refractive index; (B) nanoparticles of at least one ethylenically unsaturated metal compound selected from the group consisting of tetravalent titanium and tetravalent zirconium compounds; and (C) at least one photoinitiator.
Claim 2
Dependent Claim 125 words
An optical article having a surface with a replicated microstructure comprising a plurality of utilitarian discontinuities having an optical purpose, said optical article comprising an organic resin having a haze rating corresponding to a value, as determined by ASTM procedure D1003 on a flat film 3.2 mm thick on a bisphenol A polycarbonate substrate, of up to 5% and said resin being prepared by curing a radiation curable composition comprising: (A) at least one oligomeric urethane multi(meth)acrylate, optionally in combination with at least one other monomer effective to reduce viscosity, improve thermomechanical properties or increase refractive index; (B) nanoparticles of at least one ethylenically unsaturated metal compound selected from the group consisting of tetravalent titanium and tetravalent zirconium compounds; and (C) at least one photoinitiator.
Claim 3
Dependent Claim 13 words
The article according to claim 1 wherein component B is a titanium compound.
Claim 4
Dependent Claim 13 words
The article according to claim 2 wherein component B is a (meth)acryloxyalkyltrialkoxysilane-functionalized compound.
Claim 5
Dependent Claim 11 words
The article according to claim 3 wherein component B is 3-methacryloxypropyltrimethoxysilane-functionalized.
Claim 6
Dependent Claim 16 words
The optical article according to claim 4 wherein said curing is carried out using ultraviolet radiation.
Claim 7
Dependent Claim 21 words
The article according to claim 2 wherein component A is a reaction product of 2,2,4-trimethylhexane 1,6-diisocyanate, polycaprolactone diol and 2-hydroxyethyl methacrylate.
Claim 8
Dependent Claim 16 words
The optical article according to claim 6 wherein said curing is carried out using ultraviolet radiation.
Claim 9
Dependent Claim 13 words
The article according to claim 2 wherein said other monomer is also present.
Claim 10
Dependent Claim 21 words
The article according to claim 8 wherein the other monomer is an acrylic monomer, styrenic monomer or ethylenically unsaturated nitrogen heterocycle.
Claim 11
Dependent Claim 14 words
The article according to claim 8 wherein the other monomer is a polyol multi(meth)acrylate.
Claim 12
Dependent Claim 13 words
The article according to claim 10 wherein said polyol (meth)acrylate is hexanediol diacrylate.
Claim 13
Dependent Claim 16 words
The optical article according to claim 11 wherein said curing is carried out using ultraviolet radiation.
Claim 14
Dependent Claim 22 words
The article according to claim 2 having a molar ratio of titanium to urethane multi(meth)acrylate compound in the range of about 5-10:1.
Claim 15
Dependent Claim 16 words
The optical article according to claim 13 wherein said curing is carried out using ultraviolet radiation.
Claim 16
Dependent Claim 16 words
The optical article according to claim 2 wherein said curing is carried out using ultraviolet radiation.
Claim 17
Dependent Claim 25 words
The article according to claim 1 wherein component A comprises about 30-100% by weight of oligomeric urethane multi(meth)acrylate, with any balance being said other monomer.
Claim 18
Dependent Claim 20 words
The article according to claim 1 wherein component B comprises about 5-90% by weight of total components A and B.
Claim 19
Dependent Claim 16 words
The optical article according to claim 17 wherein said curing is carried out using ultraviolet radiation.
Claim 20
Dependent Claim 16 words
The optical article according to claim 1 wherein said curing is carried out using ultraviolet radiation.
Claim 21
Dependent Claim 21 words
The optical article according to claim 19 having an abrasion rating, as determined by ASTM procedure D968, no greater than 20.
Claim 22
Dependent Claim 15 words
The optical article according to claim 20 having an abrasion rating no greater than 10.
Claim 23
Dependent Claim 111 words
An optical article having a surface with a replicated microstructure comprising a plurality of utilitarian discontinuities having an optical purpose, said optical article comprising an organic resin having a haze rating corresponding to a value, as determined by ASTM procedure D1003 on a flat film 3.2 mm thick on a bisphenol A polycarbonate substrate, of up to 5% and an abrasion rating, as determined by ASTM procedure D968, no greater than 20, and said resin being prepared by curing a radiation curable composition comprising: (A) a reaction product of 2,2,4-trimethylhexane 1,6-diisocyanate, polycaprolactone diol and 2-hydroxyethyl methacrylate; (B) nanoparticles of at least one 3-methacryloxypropyltrimethoxysilane-functionalized titanium compound; and (C) at least one photoinitiator.
Claim 24
Dependent Claim 111 words
An optical article having a surface with a replicated microstructure comprising a plurality of utilitarian discontinuities having an optical purpose, said optical article comprising an organic resin having a haze rating corresponding to a value, as determined by ASTM procedure D1003 on a flat film 3.2 mm thick on a bisphenol A polycarbonate substrate, of up to 5% and an abrasion rating, as determined by ASTM procedure D968, no greater than 20, and said resin being prepared by curing a radiation curable composition comprising: (A) a reaction product of 2,2,4-trimethylhexane 1,6-diisocyanate, polycaprolactone diol and 2-hydroxyethyl methacrylate; (B) nanoparticles of at least one 3-methacryloxypropyltrimethoxysilane-functionalized titanium compound; and (C) at least one photoinitiator.
Claim 25
Dependent Claim 14 words
The optical article according to claim 22 wherein component A further comprises hexanediol diacrylate.
Claim 26
Dependent Claim 16 words
The optical article according to claim 23 wherein said curing is carried out using ultraviolet radiation.
Claim 27
Dependent Claim 16 words
The optical article according to claim 22 wherein said curing is carried out using ultraviolet radiation.

References Cited (Backward Citations)

US4576850A Cited
US5175030A Cited
US6291070B1 Cited
US6247986B1 Cited
US6432526B1 Cited
US6467897B1 Cited
US6599631B2 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2008-01-18 2008-07-19 2009-01-18 $2000.00 Window Closed / Lapsed
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