US5373033A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Casting composition
Assignee: Carl Zeiss Vision Australia Holdings Ltd
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Filing: 1994-02-01
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Granted: 1994-12-13
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Expires: 2014-02-01
Abstract
Abstract A cross-linkable polymeric casting composition including A) a polyoxy alkylene glycol diacrylate or dimethacrylate; B) a monomer having a recurring unit derived from at least one radical-polymerisable bisphenol monomer capable of forming a homopolymer having a refractive index of more than 1.55; and C) a urethane monomer having 2 to 6 terminal groups selected from a group comprising acrylic and methacrylic groups.
Inventors
- 👤 Huan K. Toh
- 👤 Chong M. Kok
- 👤 Michael Pittolo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 11:20
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; G02B1/041; C; C08; C08F; C08F220/00; C08F220/02; C08F220/10; C08F220/34; C08F220/343; C08F222/00; C08F222/10; C08F222/1006; C08F222/102; C08F222/1025
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
206 words
A cross-linkable polymeric casting composition suitable for use in the formation of a transparent optical article following curing for about one hour, said composition having a viscosity not greater than approximately 200 cps. at 25° C. and consisting essentially of: (i) as Component (A), a polyoxyalkylene glycol diacrylate or dimethacrylate having 6 to 14 alkylene oxide repeating units, said Component (A) being present in an amount of from approximately 5 to 60% by weight based upon the total weight of the casting; (ii) as Component (B), a monomer having a recurring unit derived from at least one radical-polymerizable bis-ethylenically unsaturated bisphenol monomer capable of forming a homopolymer having a refractive index of more than 1.55, said Component (B) being present in an amount of approximately 10 to 60% by weight based upon the total weight of the casting composition; (iii) as Component (C), approximately 2.5 to approximately 20% by weight based upon the total weight of the casting composition of a urethane acrylate or methacrylate monomer having 2 to 6 terminal groups selected from acrylic groups, methacrylic groups, and a mixture of such groups; and (iv) as Component (D), a polymerization initiator selected from heat initiators, ultraviolet initiators, or combinations of heat initiators and ultraviolet initiators.
Claim 2
Dependent Claim
206 words
A cross-linkable polymeric casting composition suitable for use in the formation of a transparent optical article following curing for about one hour, said composition having a viscosity not greater than approximately 200 cps. at 25° C. and consisting essentially of: (i) as Component (A), a polyoxyalkylene glycol diacrylate or dimethacrylate having 6 to 14 alkylene oxide repeating units, said Component (A) being present in an amount of from approximately 5 to 60% by weight based upon the total weight of the casting; (ii) as Component (B), a monomer having a recurring unit derived from at least one radical-polymerizable bis-ethylenically unsaturated bisphenol monomer capable of forming a homopolymer having a refractive index of more than 1.55, said Component (B) being present in an amount of approximately 10 to 60% by weight based upon the total weight of the casting composition; (iii) as Component (C), approximately 2.5 to approximately 20% by weight based upon the total weight of the casting composition of a urethane acrylate or methacrylate monomer having 2 to 6 terminal groups selected from acrylic groups, methacrylic groups, and a mixture of such groups; and (iv) as Component (D), a polymerization initiator selected from heat initiators, ultraviolet initiators, or combinations of heat initiators and ultraviolet initiators.
Claim 3
Dependent Claim
22 words
A casting composition according to claim 1, in which Component (A) has ethylene oxide or propylene oxide repeating units in its backbone.
Claim 4
Dependent Claim
16 words
A casting composition according to claim 1, in which Component (A) is derived from ethylene glycol.
Claim 5
Dependent Claim
20 words
A casting composition according to claim 1, in which Component (A) has from 6 to 11 alkylene oxide repeating units.
Claim 6
Dependent Claim
16 words
A casting composition according to claim 1, in which Component (A) is a polyethylene glycol dimethacrylate.
Claim 7
Dependent Claim
48 words
A casting composition according to claim 1, in which Component (A) is supplemented by a polyethylene glycol dimethacrylate having an average number of 3 to 5 ethylene oxide units, in amounts of from approximately 5 to 30% by weight, based on the total weight of the casting composition.
Claim 8
Dependent Claim
21 words
A casting composition according to claim 1, in which Component (B) is a polyacrylate or polymethacrylate ester of a bisphenol compound.
Claim 9
Dependent Claim
69 words
A casting composition according to claim 7, in which Component (B) is selected from compounds having a general formula represented by: ##STR12## wherein R 1 is methyl, ethyl or hydrogen; R 2 is hydrogen, methyl or ethyl; R 3 is hydrogen, methyl or hydroxyl; R 4 is hydrogen, methyl or ethyl; X is a halogen, or hydrogen, and n is an integer having a value of 0 to 8.
Claim 10
Dependent Claim
16 words
A casting composition according to claim 8, in which Component (B) is bisphenol A ethoxylated dimethacrylate.
Claim 11
Dependent Claim
13 words
A casting composition according to claim 8, in which Component (B) is halogenated.
Claim 12
Dependent Claim
64 words
A casting composition according to claim 1, in which Component (B) further comprises a secondary high index monomer other than a high index bisphenol monomer to modify overall refractive index of the optical article formed therefrom, the secondary high index monomer component being present in an amount of from approximately 5 to 15% by weight based on the total weight of the casting composition.
Claim 13
Dependent Claim
23 words
A casting composition according to claim 11, wherein Component (C) functions in addition as at least part of the secondary high index monomer.
Claim 14
Dependent Claim
34 words
A casting composition according to claim 1, in which Component (C) is selected from urethane monomers whose molecular weight divided by the number of terminal acrylic and/or methacrylic groups lies in the range 100-300.
Claim 15
Dependent Claim
76 words
A casting composition according to claim 1, in which Component (C) is a tetracrylic urethane monomer selected from compounds having a general formula represented by: ##STR13## wherein R, R 1 , R 2 and R 3 which may be the same or different are selected from hydrogen, alkyl of 1 to 6 carbon atoms or a substituted alkyl of 1 to 6 carbon atoms; and X is an organic residue having 1 to 20 carbon atoms.
Claim 16
Dependent Claim
32 words
A casting composition according to claim 1, in which Component (C) is present in amount of from approximately 5 to 10% by weight, based on the total weight of the casting composition.
Claim 17
Dependent Claim
43 words
A casting composition according to claim 1, further comprising in addition to Components (A), (B), (C) and (D) a poly-functional unsaturated cross-linking agent, in an amount of from approximately 5 to 20% by weight, based on the total weight of the casting composition.
Claim 18
Dependent Claim
22 words
A casting composition according to claim 1, further comprising from 1 to 10% by weight of an aliphatic glycol dimethacrylate or diacrylate.
Claim 19
Dependent Claim
18 words
A casting composition according to claim 1 wherein said polymerization initiator of Component (D) is an ultraviolet initiator.
Claim 20
Dependent Claim
27 words
A casting composition according to claim 1 wherein said Component (B) is bisphenol A ethoxylated dimethacrylate and said polymerization initiator of Component (D) is an ultraviolet initiator.
Claim 21
Dependent Claim
195 words
A transparent polymeric optical article having a refractive index in the mid-refractive range of from approximately 1.51 to 1.57, and being formed from a polymerizable casting composition consisting essentially of: (i) as Component (A), a polyoxyalkylene glycol diacrylate or dimethacrylate having 6 to 14 alkylene oxide repeat units, said Component (A) being present in an amount from approximately 5 to 60% by weight based upon the total weight of the casting composition; (ii) as Component (B), a monomer having a recurring unit derived from at least one radical-polymerizable bis-ethylenically unsaturated bisphenol monomer capable of forming a homopolymer having a refractive index of more than 1.55, said Component (B) being present in an amount of approximately 10 to 60% by weight based on the total weight of the casting composition; (iii) as Component (C), approximately 2.5 to approximately 20% by weight based upon the total weight of the casting composition of a urethane acrylate or methacrylate monomer having 2 to 6 terminal groups selected from acrylic groups, methacrylic groups, and mixtures of such groups; and (iv) as Component (D), a polymerization initiator selected from heat initiators, ultraviolet initiators, or combinations of heat initiators and ultraviolet initiators.
Claim 22
Dependent Claim
195 words
A transparent polymeric optical article having a refractive index in the mid-refractive range of from approximately 1.51 to 1.57, and being formed from a polymerizable casting composition consisting essentially of: (i) as Component (A), a polyoxyalkylene glycol diacrylate or dimethacrylate having 6 to 14 alkylene oxide repeat units, said Component (A) being present in an amount from approximately 5 to 60% by weight based upon the total weight of the casting composition; (ii) as Component (B), a monomer having a recurring unit derived from at least one radical-polymerizable bis-ethylenically unsaturated bisphenol monomer capable of forming a homopolymer having a refractive index of more than 1.55, said Component (B) being present in an amount of approximately 10 to 60% by weight based on the total weight of the casting composition; (iii) as Component (C), approximately 2.5 to approximately 20% by weight based upon the total weight of the casting composition of a urethane acrylate or methacrylate monomer having 2 to 6 terminal groups selected from acrylic groups, methacrylic groups, and mixtures of such groups; and (iv) as Component (D), a polymerization initiator selected from heat initiators, ultraviolet initiators, or combinations of heat initiators and ultraviolet initiators.
Claim 23
Dependent Claim
17 words
A transparent polymeric optical article according to claim 20 wherein Component (B) is bisphenol A ethoxylated dimethacrylate.
Claim 24
Dependent Claim
20 words
A transparent polymeric optical article according to claim 20 wherein said polymerization initiator of Component (D) is an ultraviolet initiator.
Claim 25
Dependent Claim
29 words
A transparent polymeric optical article according to claim 20 wherein said Component (B) is bisphenol A ethoxylated dimethacrylate and said polymerization initiator of Component (D) is an ultraviolet initiator.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-12-12 | 1998-06-13 | 1998-12-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-12-12 | 2002-06-13 | 2002-12-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-12-12 | 2006-06-13 | 2006-12-13 | $7700.00 | Window Closed / Lapsed |