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US4250053A Expired / Lapsed US ⏱️ 0.0 years remaining

Sensitized aromatic iodonium or aromatic sulfonium salt photoinitiator systems

Assignee: 3M Co
•
Filing: 1979-05-21
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Granted: 1981-02-10
•
Expires: 1999-05-21
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Abstract

Abstract Iodonium and sulfonium photoinitiators are naturally sensitive to only a small portion of the electromagnetic spectrum. Various classes of sensitizing dyes for iodonium and sulfonium salts are disclosed herein.

Inventors

  • 👤 George H. Smith

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 02:23
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/14; G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/029; C08F; C08F2/00; C08F2/46; C08F2/48; C08F2/50; C09; C09K; C09K3/00; F; F16; F16K; F16K11/00; F16K11/02; F16K11/06; F16K11/078; Y; Y10; Y10T; Y10T137/00; Y10T137/8593; Y10T137/86493; Y10T137/86549; Y10T137/87917; Y10T137/87981

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 44 words
A sensitized iodonium or sulfonium photoinitiator system comprising one part of an aromatic sulfonium salt or an aromatic iodonium salt photoinitiator associated with 0.01 to 10 parts of a fluorescent compound selected from polyarylenes, polyarylpolyenes, 2,5-diphenylisobenzofurans, 2,5-diarylfurans, 2,5-diarylthiofurans, 2,5-diarylpyrroles, 2,5-diarylcyclopentadienes, polyarylphenylenes, coumarins, and polyaryl-2-pyrazolines.
Claim 2
Dependent Claim 44 words
A sensitized iodonium or sulfonium photoinitiator system comprising one part of an aromatic sulfonium salt or an aromatic iodonium salt photoinitiator associated with 0.01 to 10 parts of a fluorescent compound selected from polyarylenes, polyarylpolyenes, 2,5-diphenylisobenzofurans, 2,5-diarylfurans, 2,5-diarylthiofurans, 2,5-diarylpyrroles, 2,5-diarylcyclopentadienes, polyarylphenylenes, coumarins, and polyaryl-2-pyrazolines.
Claim 3
Dependent Claim 137 words
The sensitized photoinitiator system of claim 1 wherein the photoinitiator is a sulfonium salt of the structure ##STR14## wherein R 1 , R 2 and R 3 are selected from aromatic groups of from 4 to 20 carbon atoms and alkyl radicals of 1 to 20 carbon atoms with at least one of R 1 , R 2 and R 3 being an aromatic group, Z is selected from ##STR15## wherein R is aryl of 6 to 20 carbon atoms, or acyl of 2 to 20 carbon atoms; a carbon to carbon bond; or ##STR16## wherein R 4 and R 5 are selected from the group consisting of hydrogen, alkyl radical of 1 to 4 carbon atoms, and alkenyl radical of 2 to 4 carbon atoms; n is 0 or 1 and X - is an anion.
Claim 4
Dependent Claim 104 words
The sensitized photoinitiator system of claim 1 wherein the photoinitiator is an iodonium salt of the formulae: ##STR17## wherein Ar 1 and Ar 2 are aromatic groups of from 4 to 20 carbon atoms; W is selected from O, S, ##STR18## wherein R 6 is an aryl of 6 to 20 carbon atoms or acyl of 2 to 20 carbon atoms, a carbon-to-carbon bond or ##STR19## wherein R 7 and R 8 are independently selected from hydrogen alkyl groups of 1 to 4 carbon atoms, and alkenyl groups of 2 to 4 carbon atoms, b is 0 or 1, and Q is an anion.
Claim 5
Dependent Claim 29 words
The sensitized photoinitiator system of claim 2 wherein R 1 . R 2 and R 3 are selected from the group consisting of phenyl, naphthyl, thionyl, and furanyl groups.
Claim 6
Dependent Claim 26 words
The sensitized photoinitiator system of claim 3 wherein Ar 1 and Ar 2 are selected from the group consisting of phenyl, naphthyl, thienyl, and furanyl groups.
Claim 7
Dependent Claim 19 words
The sensitized photoinitiator system of claim 4 wherein Q - is selected from tetrafluoroborate, hexafluorophosphate, hexafluoroantimonate, hexafluoroarsenate, and hydroxypentafluoroantimonate.
Claim 8
Dependent Claim 19 words
The sensitized photoinitiator system of claim 5 wherein Q - is selected from tetrafluoroborate, hexafluorophosphate, hexafluoroantimonate, hexafluoroarsenate, and hydroxypentafluoroantimonate.
Claim 9
Dependent Claim 25 words
A sensitized sulfonium photoinitiator system comprising one part of an aromatic sulfonium salt photoinitiator associated with 0.1 to 10 parts of a fluorescent polyarylene compound.
Claim 10
Dependent Claim 25 words
A sensitized sulfonium photoinitiator system comprising one part of an aromatic sulfonium salt photoinitiator associated with 0.1 to 10 parts of a fluorescent polyarylene compound.
Claim 11
Dependent Claim 136 words
The system of claim 8 wherein said sulfonium photoinitiator is a sulfonium salt of the formula ##STR20## wherein R.sup., R 2 and R 3 are selected from aromatic groups of from 4 to 20 carbon atoms and alkyl radicals of 1 to 20 carbon atoms with at least one of R 1 , R 2 and R 3 being an aromatic group, Z is selected from --O--; --S--; ##STR21## wherein R is aryl of 6 to 20 carbon atoms, or acyl of 2 to 20 carbon atoms; a carbon to carbon bond; or ##STR22## wherein R 4 and R 5 are selected from the group consisting of hydrogen, alkyl radical of 1 to 4 carbon atoms, and alkenyl radical of 2 to 4 carbon atoms; n is 0 or 1 and X - is an anion.
Claim 12
Dependent Claim 85 words
The system of claim 8 wherein said polyarylene compound is represented by the formula: R.sup.9 --Q--R.sup.10 wherein R 9 and R 10 are aryl groups comprising phenyl, naphthyl, biphenyl, and 2-furanyl groups, and Q is ##STR23## wherein R 11 , R 12 , and R 13 are independently H, or a phenyl group and R 14 is --CH═CH--, a is 0 or 1, b is 0, 1, 2, 3, or 4, c is 0 or 1, and the sum of a+b+c is 1 to 4.
Claim 13
Dependent Claim 85 words
The system of claim 9 wherein said polyarylene compound is represented by the formula: R.sup.9 --Q--R.sup.10 wherein R 9 and R 10 are aryl groups comprising phenyl, naphthyl, biphenyl, and 2-furanyl groups, and Q is ##STR24## wherein R 11 , R 12 , and R 13 are independently H, or a phenyl group, and R 14 is --CH═CH--, a is 0 or 1, b is 0, 1, 2, 3, or 4, c is 0 or 1, and the sum of a+b+c is 1 to 4.
Claim 14
Dependent Claim 11 words
The system of claim 10 wherein a and c are 0.
Claim 15
Dependent Claim 11 words
The system of claim 11 wherein a and c are 0.
Claim 16
Dependent Claim 11 words
The system of claim 8 wherein said polyarylene compound is 1,6-diphenyl-1,3,5-hexatriene.
Claim 17
Dependent Claim 11 words
The system of claim 9 wherein said polyarylene compound is 1,6-diphenyl-1,3,5-hexatriene.
Claim 18
Dependent Claim 11 words
The system of claim 8 wherein said polyarylene compound is 1-(2-naphthyl)-4-phenyl-1,3-butadiene.
Claim 19
Dependent Claim 11 words
The system of claim 9 wherein said polyarylene compound is 1-(2-naphthyl)-4-phenyl-1,3-butadiene.

References Cited (Backward Citations)

US3991049A Cited
US3879463A Cited
US3947337A Cited
US4058400A Cited
US4058401A Cited
US4026705A Cited
US4069054A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-02-10 1984-08-11 1985-02-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-02-10 1988-08-11 1989-02-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-02-10 1992-08-11 1993-02-10 $7700.00 Window Closed / Lapsed

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