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US5183870A Expired / Lapsed US ⏱️ 0.0 years remaining

Composition for plastic lenses

Assignee: Seiko Epson Corp
•
Filing: 1991-02-07
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Granted: 1993-02-02
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Expires: 2011-02-07
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Abstract

Abstract Disclosed is a composition comprising (A) 10 to 60 parts by weight of a polybutylene glycol di(meth)acrylate represented by the general formula (I): ##STR1## (B) 20 to 80 parts by weight of a specific urethane poly(meth)acrylate or epoxy poly(meth)acrylate, (C) 5 to 60 parts by weight of a specific mono(meth)acrylate, and (D) 0 to 60 parts by weight of a compound having at least one polymerizable double bond in the molecule, with the total amount of components (A), (B), (C) and (D) being 100 parts by weight. This composition is suitable for the making of plastic lenses because of its excellent properties such as high thermal resistance, high impact resistance, good dyeability, low water absorption and high surface accuracy.

Inventors

  • 👤 Hiroshi Fukushima
  • 👤 Akira Motonaga
  • 👤 Eriko Suda
  • 👤 Mikito Nakajima
  • 👤 Katsuyoshi Takeshita
  • 👤 Yusuke Kutsukake

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 14:24
CPC Classifications
C; C08; C08F; C08F220/00; C08F220/02; C08F220/10; C08F2/00; C08F2/44; C08F220/26; C08F220/28; C08F220/283; C08F220/30; G; G02; G02B; G02B1/00; G02B1/04; G02B1/041

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 239 words
A composition for plastic lenses which comprises (A) 10 to 60 parts by weight of a polybutylene glycol di(meth)acrylate represented by the general formula (I): ##STR8## where R 1 is hydrogen or methyl, and n is an integer of 5 to 16; (B) 20 to 80 parts by weight of at least one compound selected from the group consisting of a urethane poly(meth)acrylate having two or more (meth)acryloyloxy groups in the molecule, and an epoxy poly(meth)acrylate having two or more (meth)acryloyloxy groups in the molecule; (C) 5 to 60 parts by weight of at least one mono(meth)acrylate selected from the group consisting of compounds represented by the general formulae (II), (III), (IV) and (V): ##STR9## where R 2 is hydrogen or methyl, R 3 is an alicyclic hydrocarbon radical having 5 to 16 carbon atoms, R 4 is hydrogen or methyl, R 5 is --CH 2 --, --CH 2 CH 2 --O--, ##STR10## or --CH 2 CH 2 CH 2 CH 2 --O--, X is chlorine, bromine or iodine, m is an integer of 0 to 3, p is an integer of 0 to 5, q is an integer of 0 to 4, and r is an integer of 0 to 3; and (D) 0 to 60 parts by weight of a compound having at least one polymerizable double bond in the molecule, with the total amount of components (A), (B), (C) and (D) being 100 parts by weight.
Claim 2
Dependent Claim 239 words
A composition for plastic lenses which comprises (A) 10 to 60 parts by weight of a polybutylene glycol di(meth)acrylate represented by the general formula (I): ##STR8## where R 1 is hydrogen or methyl, and n is an integer of 5 to 16; (B) 20 to 80 parts by weight of at least one compound selected from the group consisting of a urethane poly(meth)acrylate having two or more (meth)acryloyloxy groups in the molecule, and an epoxy poly(meth)acrylate having two or more (meth)acryloyloxy groups in the molecule; (C) 5 to 60 parts by weight of at least one mono(meth)acrylate selected from the group consisting of compounds represented by the general formulae (II), (III), (IV) and (V): ##STR9## where R 2 is hydrogen or methyl, R 3 is an alicyclic hydrocarbon radical having 5 to 16 carbon atoms, R 4 is hydrogen or methyl, R 5 is --CH 2 --, --CH 2 CH 2 --O--, ##STR10## or --CH 2 CH 2 CH 2 CH 2 --O--, X is chlorine, bromine or iodine, m is an integer of 0 to 3, p is an integer of 0 to 5, q is an integer of 0 to 4, and r is an integer of 0 to 3; and (D) 0 to 60 parts by weight of a compound having at least one polymerizable double bond in the molecule, with the total amount of components (A), (B), (C) and (D) being 100 parts by weight.
Claim 3
Dependent Claim 45 words
A composition for plastic lenses as claimed in claim 1 wherein the polybutylene glycol di(meth)acrylate is at least one member selected from the group consisting of heptabutylene glycol di(meth)acrylate, octabutylene glycol di(meth)acrylate, nonabutylene glycol di(meth)acrylate, decabutylene glycol di(meth)acrylate, undecabutylene glycol di(meth)acrylate and dodecabutylene glycol di(meth)acrylate.
Claim 4
Dependent Claim 48 words
A composition for plastic lenses as claimed in claim 1 wherein the urethane poly(meth)acrylate having two or more (meth)acryloyloxy groups in the molecule is an adduct of 2-hydroxyethyl (meth)acrylate or 2-hydroxypropyl (meth)acrylate with isophorone diisocyanate, 2,2,4-trimethylhexamethylene diisocyanate, dicyclohexylmethane diisocyanate, xylylene diisocyanate, 1,3-bis(α, α-dimethylisocyanatomethyl)benzene, tolylene diisocyanate or naphthalene diisocyanate.
Claim 5
Dependent Claim 63 words
A composition for plastic lenses as claimed in claim 1 wherein the epoxy poly(meth)acrylate having two or more (meth)acryloyloxy groups in the molecule is a reaction product of acrylic acid or methacrylic acid with 1,6-hexanediol diglycidyl ether, diethylene glycol diglycidyl ether, trimethylolpropane diglycidyl ether, trimethylolpropane triglycidyl ether, glycerol diglycidyl ether, glycerol triglycidyl ether, triglycidyl ether of tris(2-hydroxyethyl) isocyanurate, 2,2-bis(4-glycidyloxycyclohexyl)propane, 2,2-bis(4-glycidyloxyphenyl)propane, 2,2-bis(4-glycidyloxyphenyl)sulfone or 2,2-bis(4-glycidyloxy-3,5-dibromophenyl)propane.
Claim 6
Dependent Claim 64 words
A composition for plastic lenses as claimed in claim 1 wherein the mono(meth)acrylate is at least one member selected from the group consisting of cyclohexyl (meth)acrylate, norbornyl (meth)acrylate, isobornyl (meth)acrylate, tricyclo[5.2.1.0 2 ,6 ]decan-8-yl (meth)acrylate, phenyl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, -phenoxy-2-hydroxypropyl (meth)acrylate, 2-phenylphenyl (meth)acrylate, 4-phenylphenyl (meth)acrylate, 3-(2-phenylphenyl)-2-hydroxypropyl (meth)acrylate, 3-(4-phenylphenyl)-2-hydroxypropyl (meth)acrylate, 1-naphthyloxyethyl (meth)acrylate, 2-naphthyloxyethyl (meth)acrylate, 2,4,6-tribromophenyl (meth)acrylate, 2,4,6-tribromophenoxyethyl (meth)acrylate, 2,4,6-tribromophenyl-di(oxyethyl) (meth)acrylate and 2,4,6-tribromobenzyl (meth)acrylate.
Claim 7
Dependent Claim 157 words
A composition for plastic lenses as claimed in claim 1 which comprises (A) 20 to 50 parts by weight of at least one polybutylene glycol di(meth)acrylate selected from the group consisting of octabutylene glycol di(meth)acrylate, nonabutylene glycol di(meth)acrylate and decabutylene glycol di(meth)acrylate; (B) 30 to 60 parts by weight of a urethane poly(meth)acrylate having two or more (meth)acryloyloxy groups in the molecule that is an adduct of 2-hydroxypropyl (meth)acrylate with isophorone diisocyanate, dicyclohexylmethane diisocyanate, xylylene diisocyanate, 1,3-bis(α,α-dimethylisocyanatomethyl)benzene or tolylene diisocyanate; (C) 10 to 40 parts by weight of at least one compound selected from the group consisting of isobornyl (meth)acrylate, norbornyl (meth)acrylate, tricyclo[5.2.1.0 2 ,6 ]decan-8-yl (meth)acrylate, phenyl (meth)acrylate, benzyl (meth)acrylate, 2-phenylphenyl (meth)acrylate, 3-(2-phenylphenyl)-2-hydroxypropyl (meth)acrylate and 2,4,6-tribromophenoxyethyl (meth)acrylate; and (D) 5 to 30 parts by weight of at least one compound selected from the group consisting of 1,6-hexamethylene di(meth)acrylate, dicyclopentanyl di(meth)acrylate, trimethylolpropane tri(meth)acrylate, 2,2-bis[4-(meth)acryloyloxyethoxyphenyl]-propane, 2,2-bis[4-(meth)acryloyloxydiethoxyphenyl]propane, 2,2-bis[4-(meth)acryloyloxyethoxy-3,5-dibromophenyl]propane, 2,2-bis[4-(meth)acryloyloxyethoxyphenyl]sulfone, 2,2-bis[4-(meth)acryloyloxyethoxyphenyl]sulfide, styrene, divinylbenzene, diethylene glycol bisallyl carbonate and diallyl phthalate.
Claim 8
Dependent Claim 23 words
A composition for plastic lenses as claimed in claim 1 which further contains 0.005 to 5 parts by weight of a polymerization initiator.
Claim 9
Dependent Claim 23 words
A composition for plastic lenses as claimed in claim 1 which further contains 0.005 to 0.1 part by weight of a polymerization initiator.

References Cited (Backward Citations)

GB109073A Cited
US3876581A Cited
US3988274A Cited
JPS6121119A Cited
JPS61228007A Cited
US4618658A Cited
EP0269366A2 Cited
EP0430209A2 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-02-02 1996-08-03 1997-02-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-02-02 2000-08-03 2001-02-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-02-02 2004-08-03 2005-02-02 $7700.00 Window Closed / Lapsed

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