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US4026705A
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Photocurable compositions and methods
Assignee: General Electric Co
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Filing: 1975-05-02
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Granted: 1977-05-31
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Expires: 1995-05-02
Abstract
Abstract Epoxy compositions are provided which can be cured with visible radiant energy based on the use of certain organic dyes in combination with diarylhalonium salts. Cationic polymerization of various olefinic and cyclic organic compounds and organosilicon cyclics also can be effected in a similar manner.
Inventors
- 👤 James V. Crivello
- 👤 Siegfried H. Schroeter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 13:35
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/68; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; C09; C09B; C09B67/00; C09B67/0071; C09B67/0075; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/115; Y10S430/126
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
159 words
A visible light curable epoxy resin composition consisting essentially of by weight (A) an epoxy resin, (B) from 0.1% to 10% of (A) of a photoinitiator consisting essentially of an aryliodonium salt of the formula, ##EQU1## (C) from 0.001% to 3%, based on the weight of (A), of a cationic dye, selected from the class consisting of Acridine orange, Acridine yellow, Phosphine R, Benzoflavin and Setoflavin T, where R is a monovalent aromatic organic radical, R 1 is a divalent aromatic organic radical, M is a metal or metalloid and Q is a halogen radical, a is a whole number equal to 0 or 2, b is a whole number equal to 0 or 1, the sum of a + b is equal to 2 or the valence of I, c=d- e e= valence of M and is an integer equal to 2 to 7 inclusive, and d> e and is an integer having a value up to 8.
Claim 2
Dependent Claim
159 words
A visible light curable epoxy resin composition consisting essentially of by weight (A) an epoxy resin, (B) from 0.1% to 10% of (A) of a photoinitiator consisting essentially of an aryliodonium salt of the formula, ##EQU1## (C) from 0.001% to 3%, based on the weight of (A), of a cationic dye, selected from the class consisting of Acridine orange, Acridine yellow, Phosphine R, Benzoflavin and Setoflavin T, where R is a monovalent aromatic organic radical, R 1 is a divalent aromatic organic radical, M is a metal or metalloid and Q is a halogen radical, a is a whole number equal to 0 or 2, b is a whole number equal to 0 or 1, the sum of a + b is equal to 2 or the valence of I, c=d- e e= valence of M and is an integer equal to 2 to 7 inclusive, and d> e and is an integer having a value up to 8.
Claim 3
Dependent Claim
12 words
A composition as in claim 1, where the photoinitiator is diphenyliodonium hexafluorophosphate.
Claim 4
Dependent Claim
12 words
A composition as in claim 1, where the photoinitiator is di-4,4'-dimethyldiphenyliodonium hexafluoroarsenate.
Claim 5
Dependent Claim
13 words
A composition as in claim 1, where the organic dye is acridine orange.
Claim 6
Dependent Claim
13 words
A composition as in claim 1, where the organic dye is acridine yellow.
Claim 7
Dependent Claim
18 words
A composition as in claim 1, where the organic dye is a mixture of acridine orange and benzoflavin.
Claim 8
Dependent Claim
181 words
A visible light polymerizable composition consisting essentially of (D) a cationically polymerizable organic material, selected from the class consisting of cyclic organic ethers, cyclic organic esters, cyclic organic sulfides, organosilicon cyclics, lactams and lactones, (E) from 0.1% to 10% of (D) of a photoinitiator consisting essentially of an aryliodonium salt of the formula, [(R).sub.a (R.sup.1).sub.b I].sub.c .sup.+ [MQ.sub.d ].sup..sup.-(d-e), where R is a monovalent aromatic organic radical, R 1 is a divalent aromatic organic radical, M is a metal or metalloid and Q is a halogen radical, a is a whole number equal to 0 or 2, b is a whole number equal to 0 or 1, the sum of a + b is equal to 2 or the valence of I, c=d-e e=valence of M and is an integer equal to 2 to 7 inclusive, and d e and is an integer having a value up to 8, and (F) from 0.001% to 3%, based on the weight of (D) of a cationic dye, selected from the class consisting of Acridine orange, Acridine yellow Phosphine R, Benzoflavin and Setoflavin T.
Claim 9
Dependent Claim
181 words
A visible light polymerizable composition consisting essentially of (D) a cationically polymerizable organic material, selected from the class consisting of cyclic organic ethers, cyclic organic esters, cyclic organic sulfides, organosilicon cyclics, lactams and lactones, (E) from 0.1% to 10% of (D) of a photoinitiator consisting essentially of an aryliodonium salt of the formula, [(R).sub.a (R.sup.1).sub.b I].sub.c .sup.+ [MQ.sub.d ].sup..sup.-(d-e), where R is a monovalent aromatic organic radical, R 1 is a divalent aromatic organic radical, M is a metal or metalloid and Q is a halogen radical, a is a whole number equal to 0 or 2, b is a whole number equal to 0 or 1, the sum of a + b is equal to 2 or the valence of I, c=d-e e=valence of M and is an integer equal to 2 to 7 inclusive, and d e and is an integer having a value up to 8, and (F) from 0.001% to 3%, based on the weight of (D) of a cationic dye, selected from the class consisting of Acridine orange, Acridine yellow Phosphine R, Benzoflavin and Setoflavin T.
Claim 10
Dependent Claim
14 words
A polymerizable composition in accordance with claim 7, wherein the photoinitiator is diphenyliodonium tetrafluoroborate.
Claim 11
Dependent Claim
14 words
A polymerizable composition in accordance with claim 7, where the photoinitiator is di-4,4'-dimethyldiphenyliodonium hexafluoroarsenate.
Claim 12
Dependent Claim
15 words
A polymerizable composition in accordance with claim 7, employing α-methylstyrene as the vinyl organic compound.
Claim 13
Dependent Claim
15 words
A polymerizable composition in accordance with claim 7, where the cyclic organic compound is trioxane.
Claim 14
Dependent Claim
13 words
A composite structure made with the visible light curable composition of claim 7.
Claim 15
Dependent Claim
13 words
A polymerization method comprising exposing the composition of claim 7 to visible light.
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) | 1980-05-30 | 1980-11-29 | 1981-05-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-05-30 | 1984-11-29 | 1985-05-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-05-30 | 1988-11-29 | 1989-05-31 | $7700.00 | Window Closed / Lapsed |