US4113497A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Compositions with organohalogen compound and diazonium salts as photoinitiators of epoxy compounds in photo-polymerization
Assignee: Primerica Inc
•
Filing: 1976-02-17
•
Granted: 1978-09-12
•
Expires: 1996-02-17
Abstract
Abstract Photopolymerizable compositions and processes for photopolymerizing such compositions are provided, said process comprising admixing with said epoxides, photosensitive organohalogen compounds and thereafter applying energy to the resulting mixture. The organohalogens decompose to liberate an active catalyst which then serves to initiate polymerization of the epoxide material.
Inventors
- 👤 Sheldon I. Schlesinger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 18:21
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/016; G03F7/021; G03F7/0212; G03F7/0217; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/115
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
228 words
A polymerizable composition consisting of: A monomeric or prepolymeric epoxide material or mixture thereof, said epoxide material being polymerizable to higher molecular weights cationically through the action of a cationic catalyst and being selected from the group consisting of glycidyl ethers of bisphenol A; epoxy-cycloalkanes; alkylene oxides; monoglycidyl ethers of the formula ##STR5## wherein R is alkyl or aryl; epoxy-esters; epoxy phenol or cresol novolacs; epoxy-vinyls; halogenated epoxides and bis(epoxy alkyl) ethers of alkylene glycols and mixtures thereof; a radiation-sensitive catalyst precursor which decomposes upon exposure to irradiation to provide an active catalyst effective to initiate cationic polymerization of said epoxide material, said precursor being present in an amount by weight equal to from about 1 to about 50% of the epoxide material and being the combination of (1) an organohalogen selected from the group consisting of iodoform, bromoform, carbon tetrabromide and α,α'-dibromoxylene and (2) an amino-aryl diazonium salt of a complex halogenide which releases a Lewis Acid upon exposure to irradiation, the anion of said complex halogenide being selected from the formula [MX n+m] -m wherein M is Fe, Sn, P, As, Sb, B and Bi; X is halogen, m is the net charge on the complex halogenide and n is the oxidation state of M, the relative proportion in said combination being from about 1 to about 6 moles organohalogen per mole of amino-aryl diazonium complex.
Claim 2
Dependent Claim
228 words
A polymerizable composition consisting of: A monomeric or prepolymeric epoxide material or mixture thereof, said epoxide material being polymerizable to higher molecular weights cationically through the action of a cationic catalyst and being selected from the group consisting of glycidyl ethers of bisphenol A; epoxy-cycloalkanes; alkylene oxides; monoglycidyl ethers of the formula ##STR5## wherein R is alkyl or aryl; epoxy-esters; epoxy phenol or cresol novolacs; epoxy-vinyls; halogenated epoxides and bis(epoxy alkyl) ethers of alkylene glycols and mixtures thereof; a radiation-sensitive catalyst precursor which decomposes upon exposure to irradiation to provide an active catalyst effective to initiate cationic polymerization of said epoxide material, said precursor being present in an amount by weight equal to from about 1 to about 50% of the epoxide material and being the combination of (1) an organohalogen selected from the group consisting of iodoform, bromoform, carbon tetrabromide and α,α'-dibromoxylene and (2) an amino-aryl diazonium salt of a complex halogenide which releases a Lewis Acid upon exposure to irradiation, the anion of said complex halogenide being selected from the formula [MX n+m] -m wherein M is Fe, Sn, P, As, Sb, B and Bi; X is halogen, m is the net charge on the complex halogenide and n is the oxidation state of M, the relative proportion in said combination being from about 1 to about 6 moles organohalogen per mole of amino-aryl diazonium complex.
Claim 3
Dependent Claim
21 words
The composition of claim 1, in which the catalyst precursor is an oranohalogen and an amino-aromatic diazonium salt of a hexafluorophosphate.
Claim 4
Dependent Claim
24 words
The composition of claim 2, in which the organohalogen is iodoform, bromoform, carbon tetrabromide or α,α'-dibromoxylene and the diazonium salt is p-N-morpholinobenzene diazonium hexafluorophosphate.
Claim 5
Dependent Claim
18 words
The composition of claim 2 wherein said epoxide material is a copolymer of allylglycidyl ether and glycidyl methacrylate.
Claim 6
Dependent Claim
25 words
The composition of claim 2, in which the epoxide material is a mixture of a bis(epoxyalkyl) ether of an alkylene glycol and an epoxy ester.
Claim 7
Dependent Claim
19 words
The composition of claim 5, wherein said bis(epoxyalkyl ether is 1,4-butanedioldiglycidyl ether and said epoxy-ester is 2,3-epoxycyclohexyl-3, 4-epoxycyclohexane carboxylate.
References Cited (Backward Citations)
US3396019A
Cited
GB1018559A
Cited
US3205157A
Cited
US3450613A
Cited
US3347676A
Cited
US3497353A
Cited
US3551246A
Cited
US3551311A
Cited
US3679419A
Cited
US3692560A
Cited
US3622333A
Cited
US3782952A
Cited
US3711390A
Cited
US3779768A
Cited
US3804735A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-09-11 | 1982-03-13 | 1982-09-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-11 | 1986-03-13 | 1986-09-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-11 | 1990-03-13 | 1990-09-12 | $7700.00 | Window Closed / Lapsed |