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Photocurable compositions and methods

Assignee: General Electric Co
•
Filing: 1975-05-02
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Granted: 1977-05-31
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Expires: 1995-05-02
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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 12:07
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)

US3567453A Cited
US3691133A Cited
US3729313A Cited
US3808006A Cited

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

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