Patent US6490289B1 successfully refreshed from Google Patents.
US4650845A
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Ultra-violet light curable compositions for abrasion resistant articles
Assignee: 3M Co
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Filing: 1984-07-10
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Granted: 1987-03-17
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Expires: 2004-07-10
Abstract
Abstract Inherently highly abrasion-resistant cast articles are prepared by polymerizing a composition comprising (I) as a first component from 0 to 100 parts of urethane polyacrylic ester and (II) as a second component, correspondingly from 100 to 0 parts of a composition containing (A) 30 to 60% by weight of a polyacrylic ester having 4 to 10 acryloyloxy groups, (B) 20 to 70% by weight of a polymerization shrinkage modifier, and (C) 0 to 30% of a diluent monomer. A source of free-radicals may be added to the composition.
Inventors
- 👤 Ramon F. Hegel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 10:09
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/04; C; C08; C08F; C08F222/00; C08F222/10; C08F222/1006; C08F222/103; C08F222/104; C08F299/00; C08F299/02; C08F299/022; C08F299/06; G02B1/041
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
184 words
An article having an inherent abrasion resistance to 000 steel wool of at least 140 kPa comprising a polymerization product of (a) from 45 to 60 percent by weight of a polyacrylic ester; and (b) from 20 to 55 percent by weight of a polymerization shrinkage modifier comprising a polymerizable carbamic compound having at least two groups selected from ##STR10## and at least two acrylic groups per 168 to 2000 of molecular weight and a molecular weight of 168 to 5000 which is an acryloyloxyalkyisocyanurate of the formula ##STR11## in which: R 7 is polyvalent aliphatic group selected from R 6 and ##STR12## in which R 6 is an alkylene group having 1 to 6 carbon atoms or a 5- or 6-membered cycloalkylene group having 5 to 10 carbon atoms and R 11 has a valence of g+1 and is a polyvalent aliphatic group having 4 to 10 carbon atoms and, optionally, one caternary oxygen atom; g is an integer of 1 to 3; and (c) from 0 to 30 percent by weight of a diluent monomer; and (d) a source of free radicals.
Claim 2
Dependent Claim
184 words
An article having an inherent abrasion resistance to 000 steel wool of at least 140 kPa comprising a polymerization product of (a) from 45 to 60 percent by weight of a polyacrylic ester; and (b) from 20 to 55 percent by weight of a polymerization shrinkage modifier comprising a polymerizable carbamic compound having at least two groups selected from ##STR10## and at least two acrylic groups per 168 to 2000 of molecular weight and a molecular weight of 168 to 5000 which is an acryloyloxyalkyisocyanurate of the formula ##STR11## in which: R 7 is polyvalent aliphatic group selected from R 6 and ##STR12## in which R 6 is an alkylene group having 1 to 6 carbon atoms or a 5- or 6-membered cycloalkylene group having 5 to 10 carbon atoms and R 11 has a valence of g+1 and is a polyvalent aliphatic group having 4 to 10 carbon atoms and, optionally, one caternary oxygen atom; g is an integer of 1 to 3; and (c) from 0 to 30 percent by weight of a diluent monomer; and (d) a source of free radicals.
Claim 3
Dependent Claim
25 words
An optical article according to claim 1 having an index of refraction of from 1.45 to 1.75, and a thickness of at least 2 millimeters,
Claim 4
Dependent Claim
53 words
An article according to claim 1 wherein said polyacrylic ester is derived from an alkane, a cycloalkane, or an azacycloalkene polyol, the polyol having up to 24 carbon atoms and the ester having from 4 to 10 acrylocy groups and nitrogen, when present, being covalently bonded to the carbon of a carbonyl group.
Claim 5
Dependent Claim
12 words
An article according to claim 1 wherein said carbamic compound is 1,3,5-tris(2-acryloyloxyethyl)isocyanurate.
Claim 6
Dependent Claim
8 words
An ophthalmic lens in accordance with claim 1.
Claim 7
Dependent Claim
17 words
An opthalmic lens according to claim 5 having an index of refraction of from 1.45 to 1.75.
Claim 8
Dependent Claim
17 words
A colorless optical article according to claim 1, having a maximum thickness of at least 2 millimeters.
Claim 9
Dependent Claim
34 words
An optical article according to claim 3 wherein said polyacrylic ester is selected from the group consisting of pentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, pentaacryloyloxymethylethane, 3,3,7,7-tetra(acryloyloxymethyl)-5-oxanonane, arabitol pentaacrylate, sorbitol hexaacrylate and the corresponding methacrylates, and 1,3-bit(2-acryloyloxyethyl-5,5-dimethyl)-2,4-imidazolidinedione.
Claim 10
Dependent Claim
20 words
An article according to claim 1 wherein said acryloyloxyalkylisocyanurate is selected from the group consisting of 1,3,5-tri(6-[2,2,2-(triacryloyloxymethyl)ethoxycarbonylamino]hexyl)-s-triazine-(1H,3H,5H)trione, 1,3,5-tris(4-[2-(methacryloxy)ethoxy-carbonylamino]cyclohexyl)-s-triazine-2,4,6(1H,3H,5H)trione and 1,3,5-tris(3-[2,2,2-(triacryloyloxymethyl)ethoxy]-2-hydroxypropyl)-s-triazine2,4,6(1H,3H,5H)trione.
Claim 11
Dependent Claim
15 words
An optical article according to claim 1 having a thickness of at least 2 millimeters.
Claim 12
Dependent Claim
9 words
An ophthalmic lens according to claim 2 or 10.
Claim 13
Dependent Claim
35 words
An article according to claim 1 comprising the polymerization product of from 45 to 50 percent by weight of said polyacrylic ester and from 40 to 55 percent by weight of said polymerization shrinkage modifier.
Claim 14
Dependent Claim
22 words
An article according to claim 1 or 2 having an inherent abrasion resistance to 000 steel wool of at least 700 kPa.
Claim 15
Dependent Claim
7 words
An optical article according to claim 13.
Claim 16
Dependent Claim
7 words
An ophthalmic lens according to claim 13.
Claim 17
Dependent Claim
7 words
A self-supporting article according to claim 1.
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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) | 1990-03-16 | 1990-09-15 | 1991-03-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-03-16 | 1994-09-15 | 1995-03-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-03-16 | 1998-09-15 | 1999-03-17 | $7700.00 | Window Closed / Lapsed |