Patent US5502139A successfully refreshed from Google Patents.
US5502139A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Cross-linkable polymeric composition
Assignee: Carl Zeiss Vision Australia Holdings Ltd
•
Filing: 1995-04-20
•
Granted: 1996-03-26
•
Expires: 2015-04-20
Abstract
Abstract A cross-linkable polymeric casting composition including a fluorene diacrylate or dimethacrylate monomer; and a comonomer including a polymerisable double bond.
Inventors
- 👤 Huan K. Toh
- 👤 Chong M. Kok
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 15:34
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; C; C08; C08G; C08G75/00; C08G75/02; C09; C09D; C09D4/00
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
210 words
A cross-linkable polymeric casting composition suitable for use in the formation of a transparent optical article having a high refractive index in the range of 1.55 to 1.60 comprising: approximately 5% to 30% by weight based on the total weight of the casting composition of a fluorene diacrylate or dimethacrylate monomer selected from monomers of the general formula ##STR14## wherein R 1 =H or alkyl, R 2 =H or alkyl, X=H or OH, and m and n are integers provided that the sum of m and n is from 0 to 4; approximately 5% to 60% by weight of a polyoxyalkylene glycol diacrylate or dimethacrylate; and at least one comonomer selected from the group consisting of approximately 2.5% to 25% by weight of a urethane monomer having 2 to 6 terminal acrylic and/or methacrylic groups; approximately 5 to 45% by weight of a polyfunctional unsaturated cross-linking agent selected from the group consisting of tri- and tetra-functional vinyls, and acrylic and methacrylic monomers; approximately 10 to 60% by weight of a bisphenol monomer selected from the group consisting of dimethacrylate and diacrylate esters of bisphenol A, dimethacrylate and diacrylate esters of 4,4'bishydroxy-ethoxy-bisphenol A and mixtures thereof; and approximately 5 to 40% by weight of a thiodiacrylate or thiodimethacrylate; or mixtures thereof.
Claim 2
Dependent Claim
210 words
A cross-linkable polymeric casting composition suitable for use in the formation of a transparent optical article having a high refractive index in the range of 1.55 to 1.60 comprising: approximately 5% to 30% by weight based on the total weight of the casting composition of a fluorene diacrylate or dimethacrylate monomer selected from monomers of the general formula ##STR14## wherein R 1 =H or alkyl, R 2 =H or alkyl, X=H or OH, and m and n are integers provided that the sum of m and n is from 0 to 4; approximately 5% to 60% by weight of a polyoxyalkylene glycol diacrylate or dimethacrylate; and at least one comonomer selected from the group consisting of approximately 2.5% to 25% by weight of a urethane monomer having 2 to 6 terminal acrylic and/or methacrylic groups; approximately 5 to 45% by weight of a polyfunctional unsaturated cross-linking agent selected from the group consisting of tri- and tetra-functional vinyls, and acrylic and methacrylic monomers; approximately 10 to 60% by weight of a bisphenol monomer selected from the group consisting of dimethacrylate and diacrylate esters of bisphenol A, dimethacrylate and diacrylate esters of 4,4'bishydroxy-ethoxy-bisphenol A and mixtures thereof; and approximately 5 to 40% by weight of a thiodiacrylate or thiodimethacrylate; or mixtures thereof.
Claim 3
Dependent Claim
18 words
The casting composition according to claim 1, wherein the diacrylate or dimethacrylate compound is a polyethylene glycol dimethacrylate.
Claim 4
Dependent Claim
15 words
The casting composition according to claim 1, wherein said comonomer is a tetracrylic urethane monomer.
Claim 5
Dependent Claim
16 words
The casting composition according to claim 1, wherein said comonomer is an ethoxylated trimethylol propane triacrylate.
Claim 6
Dependent Claim
16 words
The casting composition according to claim 1, wherein said comonomer is a bisphenol A ethoxylated dimethacrylate.
Claim 7
Dependent Claim
14 words
The casting composition according to claim 1, wherein the comonomer is bis(4-methacryloylthioethyl)sulfide or bis(4-methacryloylthiophenyl)sulfide.
Claim 8
Dependent Claim
52 words
The cross-linkable polymeric casting composition according to claim 1 further including a coreactant comprising a polythiol selected from the group consisting of pentaerythritol tetrakis (3-mercapto-propionate), trimethylolpropane tris (3-mercaptopropionate), 4-mercaptomethyl-3,6-dithia-1,8-octanedithiol, pentaerythritol tetrakis (3-mercaptoacetate), trimethylolpropane tris (3-mercaptoacetate), 4-t-butyl-1,2-benzenedithiol, 2-mercaptoethylsulfide, 4,4'-thiodibenzenethiol, benzenedithiol, glycol dimercaptoacetate, glycol dimercaptopropionate ethylene bis(3-mercaptopropionate), polyethylene glycol dimercaptoacetates and polyethylene glycol di(3-mercaptopropionates).
Claim 9
Dependent Claim
146 words
A cross-linkable polymeric casting composition suitable for use in the formation of a transparent optical article having a high refractive index in the range of 1.55 to 1.60 comprising: approximately 5% to 30% by weight based on the total weight of the casting composition of a fluorene diacrylate or dimethacrylate monomer selected from monomers of the general formula ##STR15## wherein R 1 =H or alkyl, R 2 =H or alkyl, X=H or OH m and n are integers provided that the sum of m and n is from 0 to 4; approximately 5% to 60% by weight of a polyoxyalkylene glycol diacrylate or dimethacrylate; and a coreactant comprising a polythiol selected from the group consisting of pentaerythritol tetrakis (3-mercaptopropionate), trimethylolpropane tris (3-mercaptopropionate), 4-mercaptomethyl-3,6-dithia-1,8-octanedithiol, pentaerythritol tetrakis (3-mercaptoacetate), trimethylolpropane tris (3-mercaptoacetate), 4-t-butyl-1,2-benzenedithiol, 2-mercaptoethylsulfide, 4,4'-thiodibenzenethiol, benzenedithiol, glycol dimercaptoacetate, glycol dimercaptopropionate ethylene bis(3-mercaptopropionate), polyethylene glycol dimercaptoacetates and polyethylene glycol di(3-mercaptopropionates).
Claim 10
Dependent Claim
146 words
A cross-linkable polymeric casting composition suitable for use in the formation of a transparent optical article having a high refractive index in the range of 1.55 to 1.60 comprising: approximately 5% to 30% by weight based on the total weight of the casting composition of a fluorene diacrylate or dimethacrylate monomer selected from monomers of the general formula ##STR15## wherein R 1 =H or alkyl, R 2 =H or alkyl, X=H or OH m and n are integers provided that the sum of m and n is from 0 to 4; approximately 5% to 60% by weight of a polyoxyalkylene glycol diacrylate or dimethacrylate; and a coreactant comprising a polythiol selected from the group consisting of pentaerythritol tetrakis (3-mercaptopropionate), trimethylolpropane tris (3-mercaptopropionate), 4-mercaptomethyl-3,6-dithia-1,8-octanedithiol, pentaerythritol tetrakis (3-mercaptoacetate), trimethylolpropane tris (3-mercaptoacetate), 4-t-butyl-1,2-benzenedithiol, 2-mercaptoethylsulfide, 4,4'-thiodibenzenethiol, benzenedithiol, glycol dimercaptoacetate, glycol dimercaptopropionate ethylene bis(3-mercaptopropionate), polyethylene glycol dimercaptoacetates and polyethylene glycol di(3-mercaptopropionates).
Claim 11
Dependent Claim
63 words
A cross-linkable polymeric casting composition comprising approximately 5 to 30% by weight, based on the total weight of the casting composition, of a fluorene diacrylate or dimethacrylate monomer; approximately 20 to 45% by weight of a polyethylene glycol dimethacrylate; approximately 5 to 20% by weight of a tetracrylic urethane monomer; and approximately 30 to 40% by weight of an ethoxylated trimethylol propane triacrylate.
Claim 12
Dependent Claim
63 words
A cross-linkable polymeric casting composition comprising approximately 5 to 30% by weight, based on the total weight of the casting composition, of a fluorene diacrylate or dimethacrylate monomer; approximately 20 to 45% by weight of a polyethylene glycol dimethacrylate; approximately 5 to 20% by weight of a tetracrylic urethane monomer; and approximately 30 to 40% by weight of an ethoxylated trimethylol propane triacrylate.
Claim 13
Dependent Claim
78 words
A cross-linkable polymeric casting composition comprising approximately 5 to 30% by weight, based on the total weight of the casting composition, of a fluorene diacrylate or dimethacrylate monomer; approximately 20 to 45% by weight of a polyethylene glycol dimethacrylate; approximately 5 to 20% by weight of a tetracrylic urethane monomer; approximately 30 to 40% by weight of an ethoxylated trimethylol propane triacrylate; and approximately 20 to 55% by weight of a high refractive index bisphenol A ethoxylated dimethacrylate.
Claim 14
Dependent Claim
78 words
A cross-linkable polymeric casting composition comprising approximately 5 to 30% by weight, based on the total weight of the casting composition, of a fluorene diacrylate or dimethacrylate monomer; approximately 20 to 45% by weight of a polyethylene glycol dimethacrylate; approximately 5 to 20% by weight of a tetracrylic urethane monomer; approximately 30 to 40% by weight of an ethoxylated trimethylol propane triacrylate; and approximately 20 to 55% by weight of a high refractive index bisphenol A ethoxylated dimethacrylate.
Claim 15
Dependent Claim
91 words
A cross-linkable polymeric casting composition comprising approximately 5 to 30% by weight, based on the total weight of the casting composition, of a fluorene diacrylate or dimethacrylate monomer; approximately 20 to 45% by weight of a polyethylene glycol dimethacrylate; approximately 5 to 20% by weight of a tetracrylic urethane monomer; approximately 30 to 40% by weight of an ethoxylated trimethylol propane triacrylate; approximately 20 to 55% by weight of a high index bisphenol A ethoxylated dimethacrylate; and approximately 20 to 40% by weight of a thiodimethacrylate selected from bis(4-methacryloylthioethyl)sulfide and bis(4-methacryloyl-thiophenyl)sulfide.
Claim 16
Dependent Claim
91 words
A cross-linkable polymeric casting composition comprising approximately 5 to 30% by weight, based on the total weight of the casting composition, of a fluorene diacrylate or dimethacrylate monomer; approximately 20 to 45% by weight of a polyethylene glycol dimethacrylate; approximately 5 to 20% by weight of a tetracrylic urethane monomer; approximately 30 to 40% by weight of an ethoxylated trimethylol propane triacrylate; approximately 20 to 55% by weight of a high index bisphenol A ethoxylated dimethacrylate; and approximately 20 to 40% by weight of a thiodimethacrylate selected from bis(4-methacryloylthioethyl)sulfide and bis(4-methacryloyl-thiophenyl)sulfide.
Claim 17
Dependent Claim
25 words
A polymeric optical article formed from a casting composition according to claim 11 and having a refractive index in the range of 1.51 to 1.60.
References Cited (Backward Citations)
GB175162A
Cited
GB428991A
Cited
US4663412A
Cited
US4912185A
Cited
US4931521A
Cited
US5270439A
Cited
US5191055A
Cited
US5196296A
Cited
EP0421086A2
Cited
US5034433A
Cited
US5373033A
Cited
JPH04325508A
Cited
JPH059264A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1999-03-26 | 1999-09-25 | 2000-03-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2003-03-26 | 2003-09-25 | 2004-03-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2007-03-26 | 2007-09-25 | 2008-03-26 | $7700.00 | Window Closed / Lapsed |