US4535148A
Expired / Lapsed
US
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Polyglycidyl ethers of tricyclodecane and cured epoxy resins therefrom
Assignee: Henkel Corp
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Filing: 1984-08-01
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Granted: 1985-08-13
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Expires: 2004-08-01
Abstract
Abstract Polyglycidyl ethers of tricyclodecane are provided which are useful as monomers in the production of cured epoxy resins. Also provided are polyallyl ethers of tricyclodecane which are novel intermediates in the preparation of the polyglycidyl ethers and a method of preparing the polyglycidyl ethers of this invention which uses the novel intermediates.
Inventors
- 👤 Elizabeth J. Gladfelter
- 👤 Edgar R. Rogier
- 👤 Edward D. DiDomenico
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 02:58
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/32; C08G59/3218; C07; C07D; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/24; C08G59/02
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
57 words
A composition of matter comprising a polyglycidyloxy compound having the structural formula: ##STR5## wherein R 1 , R 2 , R 3 and R 4 are selected from the group consisting of hydrogen, hydroxyl and glycidyloxy radicals, provided that at least three of R 1 , R 2 , R 3 and R 4 are glycidyloxy radicals.
Claim 2
Dependent Claim
57 words
A composition of matter comprising a polyglycidyloxy compound having the structural formula: ##STR5## wherein R 1 , R 2 , R 3 and R 4 are selected from the group consisting of hydrogen, hydroxyl and glycidyloxy radicals, provided that at least three of R 1 , R 2 , R 3 and R 4 are glycidyloxy radicals.
Claim 3
Dependent Claim
16 words
A composition in accordance with claim 1 having an epoxy functionality of greater than about 2.
Claim 4
Dependent Claim
18 words
A composition in accordance with claim 1 having a halide content of less than about 2% by weight.
Claim 5
Dependent Claim
36 words
A composition in accordance with claim 1 comprising a compound wherein R 1 and R 2 are glycidyloxy radicals and one of R 3 and R 4 is a glycidyloxy radical and the other is hydrogen.
Claim 6
Dependent Claim
25 words
A composition in accordance with claim 1 comprising a compound wherein R 1 , R 2 , R 3 and R 4 are glycidyloxy radicals.
Claim 7
Dependent Claim
96 words
A method of preparing a polyglycidyloxy compound containing composition in accordance with claim 1 comprised of: (a) reacting an allyl halide with a compound having the formula: ##STR6## wherein R 1 , R 2 , R 3 and R 4 are hydrogen or hydroxyl, provided that at least three of R 1 , R 2 , R 3 and R 4 are hydroxyl; in the presence of at least a stoichiometric amount of a strong base and a phase transfer catalyst; and (b) reacting the allyl ether product from step (a) above with an epoxidizing agent.
Claim 8
Dependent Claim
33 words
A method in accordance with claim 6 wherein R 1 and R 2 are hydroxyl groups and one of R 3 and R 4 is a hydroxyl group and the other is hydrogen.
Claim 9
Dependent Claim
22 words
A method in accordance with claim 6 wherein R 1 , R 2 , R 3 and R 4 are hydroxyl groups.
Claim 10
Dependent Claim
56 words
A composition of matter comprising a polyallyloxy compound having the structural formula: ##STR7## wherein R 1 , R 2 , R 3 and R 4 are selected from the group of hydrogen, hydroxyl and allyloxy radicals provided that at least three of R 1 , R 2 , R 3 and R 4 are allyloxy radicals.
Claim 11
Dependent Claim
56 words
A composition of matter comprising a polyallyloxy compound having the structural formula: ##STR7## wherein R 1 , R 2 , R 3 and R 4 are selected from the group of hydrogen, hydroxyl and allyloxy radicals provided that at least three of R 1 , R 2 , R 3 and R 4 are allyloxy radicals.
Claim 12
Dependent Claim
35 words
A composition in accordance with claim 9 comprising a compound wherein R 1 and R 2 are allyloxy radicals and one of R 3 and R 4 are allyloxy radicals and the other is hydrogen.
Claim 13
Dependent Claim
25 words
A composition in accordance with claim 9 comprising a compound wherein R 1 , R 2 , R 3 and R 4 are allyloxy radicals.
Claim 14
Dependent Claim
20 words
An epoxy resin formed by reacting a polyglycidyloxy containing composition in accordance with claim 1 with an epoxy curing agent.
Claim 15
Dependent Claim
22 words
An epoxy resin in accordance with claim 12 wherein the polyglycidyloxy compound containing composition has an epoxy functionality greater than about 2.
Claim 16
Dependent Claim
22 words
An epoxy resin in accordance with claim 12 wherein the polyglycidyloxy containing composition has a halide content of less than about 2%.
Claim 17
Dependent Claim
37 words
An epoxy resin in accordance with claim 12 comprising a compound wherein R 1 and R 2 are glycidyloxy radicals and one of R 3 and R 4 is a glycidyloxy radical and the other is hydrogen.
Claim 18
Dependent Claim
52 words
An epoxy resin in accordance with claim 15 wherein the epoxy curing agent is a polyamine having the structural formula: H.sub.2 N--R--(--NH--R--).sub.n --NH.sub.2 wherein R is an alkylene, cycloalkylene, or arylene radical of up to about 8 carbon atoms and n is an integer having a value from 0 to about 10.
Claim 19
Dependent Claim
28 words
An epoxy resin in accordance with claim 16 wherein R is an alkylene radical having from 2 to 4 carbon atoms and n is from 1 to 3.
Claim 20
Dependent Claim
16 words
An epoxy resin in accordance with claim 17 wherein R is ethylene and n is 2.
Claim 21
Dependent Claim
26 words
An epoxy resin in accordance with claim 12 comprising a compound wherein R 1 , R 2 , R 3 and R 4 are glycidyloxy radicals.
Claim 22
Dependent Claim
52 words
An epoxy resin in accordance with claim 19 wherein the epoxy curing agent is a polyamine having the structural formula: H.sub.2 N--R--(--NH--R--).sub.n --NH.sub.2 wherein R is an alkylene, cycloalkylene, or arylene radical of up to about 8 carbon atoms and n is an integer having a value from 0 to about 10.
Claim 23
Dependent Claim
28 words
An epoxy resin in accordance with claim 20 wherein R is an alkylene radical having from 2 to 4 carbon atoms and n is from 1 to 3.
Claim 24
Dependent Claim
16 words
An epoxy resin in accordance with claim 21 wherein R is ethylene and n is 2.
Claim 25
Dependent Claim
18 words
An epoxy resin in accordance with claim 12 wherein the epoxy curing agent is a polycarboxylic acid anhydride.
Claim 26
Dependent Claim
17 words
An epoxy resin in accordance with claim 23 wherein the epoxy curing agent is a methylbicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-08-12 | 1989-02-11 | 1989-08-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-08-12 | 1993-02-11 | 1993-08-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-08-12 | 1997-02-11 | 1997-08-13 | $7700.00 | Window Closed / Lapsed |