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US3945831A Expired / Lapsed US ⏱️ 0.0 years remaining

Photosensitive resins containing a thienylacrylic acid ester or amide group

Assignee: Fujifilm Holdings Corp
•
Filing: 1974-01-02
•
Granted: 1976-03-23
•
Expires: 1994-01-02
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Abstract

Abstract Photosensitive resins comprising high molecular weight compounds containing a thienylacrylic acid ester or amide group. These resins can be used for formation of images, optionally, in combination with at least one sensitizer. These resins have extremely high photosensitivity in comparison with conventional photosensitive high molecular weight compounds. The methods of preparing the polymer and the thienylacrylic acid ester or amide functional group containing monomers are disclosed.

Inventors

  • 👤 Masato Satomura

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 15:21
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/038; G03F7/0388; C; C08; C08F; C08F28/00; C08F28/06; Y; Y10; Y10S; Y10S430/00; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/116; Y10S430/12; Y10S430/124; Y10S430/127

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 212 words
A photosensitive composition comprising as the main photosensitive component a high molecular weight polymer containing monomer units of the following general formula: ##EQU9## wherein R 1 is ##SPC13## R 2 is ##EQU10## --CH.sub.2 CH.sub.2 --(OCH.sub.2 CH.sub.2).sub.n, --CH.sub.2 CH.sub.2 --(SCH.sub.2 CH.sub.2).sub.n, ##SPC14## ##SPC15## R 3 is a hydrogen atom or a methyl group; R 5 is --CH 2 ) m ; m is 0 or 1; n is 1, 2, 3 or 4; X is --O--, --S--, --NH-- or --NR 8 --; R 6 is a hydrogen atom, H--CH 2 ) n , is cyano group or a carbamoyl group; R 7 is a hydrogen atom, a chlorine atom, a bromine atom, H--CH 2 ) n , H--CH 2 ) n O--, a nitro group, a sulfo group, a carboxy group, a cyano group, a phenyl group, a phenoxy group, an acetyl group or a benzoyl group; and R 8 is H--CH 2 ) n or ##SPC16## said polymer containing functional groups attached to the polymer chain of said polymer directly as a pendant group or through a divalent group, said functional group being selected from the group consisting of a thienylacrylate functional group, a thienylacrylamide functional group, a thienylthioacrylate functional group and a thienyl thioacrylamide functional group and at least one sensitizer.
Claim 2
Dependent Claim 212 words
A photosensitive composition comprising as the main photosensitive component a high molecular weight polymer containing monomer units of the following general formula: ##EQU9## wherein R 1 is ##SPC13## R 2 is ##EQU10## --CH.sub.2 CH.sub.2 --(OCH.sub.2 CH.sub.2).sub.n, --CH.sub.2 CH.sub.2 --(SCH.sub.2 CH.sub.2).sub.n, ##SPC14## ##SPC15## R 3 is a hydrogen atom or a methyl group; R 5 is --CH 2 ) m ; m is 0 or 1; n is 1, 2, 3 or 4; X is --O--, --S--, --NH-- or --NR 8 --; R 6 is a hydrogen atom, H--CH 2 ) n , is cyano group or a carbamoyl group; R 7 is a hydrogen atom, a chlorine atom, a bromine atom, H--CH 2 ) n , H--CH 2 ) n O--, a nitro group, a sulfo group, a carboxy group, a cyano group, a phenyl group, a phenoxy group, an acetyl group or a benzoyl group; and R 8 is H--CH 2 ) n or ##SPC16## said polymer containing functional groups attached to the polymer chain of said polymer directly as a pendant group or through a divalent group, said functional group being selected from the group consisting of a thienylacrylate functional group, a thienylacrylamide functional group, a thienylthioacrylate functional group and a thienyl thioacrylamide functional group and at least one sensitizer.
Claim 3
Dependent Claim 19 words
A photosensitive element comprising a support and having thereon a photosensitive resin composition layer as claimed in claim 1.
Claim 4
Dependent Claim 19 words
The photosensitive element of claim 2, wherein said sensitizer is an aromatic carbonyl compound or an aromatic nitro compound.
Claim 5
Dependent Claim 17 words
The photosensitive element of claim 2, wherein said sensitizer is a sensitizing dye or a pyrylium salt.
Claim 6
Dependent Claim 13 words
The photosensitive element of claim 2, wherein said sensitizer is a quinoid compound.
Claim 7
Dependent Claim 210 words
A photosensitive composition comprising as the main photosensitive component a high molecular weight polymer containing monomer units of the following general formula: ##EQU11## wherein R 1 is ##SPC17## R 3 is a hydrogen atom or a methyl group; R 4 is -CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 --CH.sub.2 --, ##EQU12## --CH.sub.2 CH.sub.2 (OCH.sub.2 CH.sub.2).sub.n, ##EQU13## R.sub.5 is -CH.sub.2).sub.m ; m is 0 or 1; n is 1, 2, 3 or 4; X is --O--, --S--, --NH-- or --NR 8 --; R 6 is a hydrogen atom, H--CH 2 ) n , a cyano group or a carbamoyl group; R 7 is a hydrogen atom, a chlorine atom, a bromine atom, H--CH 2 ) n , H--CH 2 ) n O--, a nitro group, a sulfo group, a carboxy group, a cyano group, a phenyl group, a phenoxy group, an acetyl group, or a benzoyl group; and R 8 is H--CH 2 ) n or ##SPC18## said polymer containing functional groups attached to the polymer chain of said polymer directly as a pendant group or through a divalent group, said functional group being selected from the group consisting of a thienylacrylate functional group, a thienylacrylamide functional group, a thienylthioacrylate functional group and a thienyl thioacrylamide functional group and at least one sensitizer.
Claim 8
Dependent Claim 210 words
A photosensitive composition comprising as the main photosensitive component a high molecular weight polymer containing monomer units of the following general formula: ##EQU11## wherein R 1 is ##SPC17## R 3 is a hydrogen atom or a methyl group; R 4 is -CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 --CH.sub.2 --, ##EQU12## --CH.sub.2 CH.sub.2 (OCH.sub.2 CH.sub.2).sub.n, ##EQU13## R.sub.5 is -CH.sub.2).sub.m ; m is 0 or 1; n is 1, 2, 3 or 4; X is --O--, --S--, --NH-- or --NR 8 --; R 6 is a hydrogen atom, H--CH 2 ) n , a cyano group or a carbamoyl group; R 7 is a hydrogen atom, a chlorine atom, a bromine atom, H--CH 2 ) n , H--CH 2 ) n O--, a nitro group, a sulfo group, a carboxy group, a cyano group, a phenyl group, a phenoxy group, an acetyl group, or a benzoyl group; and R 8 is H--CH 2 ) n or ##SPC18## said polymer containing functional groups attached to the polymer chain of said polymer directly as a pendant group or through a divalent group, said functional group being selected from the group consisting of a thienylacrylate functional group, a thienylacrylamide functional group, a thienylthioacrylate functional group and a thienyl thioacrylamide functional group and at least one sensitizer.
Claim 9
Dependent Claim 19 words
A photosensitive element comprising a support and having thereon a photosensitive resin composition layer as claimed in claim 6.
Claim 10
Dependent Claim 19 words
The photosensitive element of claim 7, wherein said sensitizer is an aromatic carbonyl compound or an aromatic nitro compound.
Claim 11
Dependent Claim 17 words
The photosensitive element of claim 7, wherein said sensitizer is a sensitizing dye or a pyrylium salt.
Claim 12
Dependent Claim 13 words
The photosensitive element of claim 7, wherein said sensitizer is a quinoid compound.
Claim 13
Dependent Claim 198 words
A photosensitive composition comprising as the main photosensitive component a high molecular weight polymer containing monomer units of the following general formula: ##SPC19## wherein R 1 is ##SPC20## R 3 is a hydrogen atom or a methyl group; R 5 is --CH 2 ) m ; m is 0 or 1; n is 1, 2, 3 or 4; X is --O--, --S--, --NH-- or --NR 8 --; R 6 is a hydrogen atom, H-CH 2 ) n , a cyano group or a carbamoyl group; R 7 is a hydrogen atom, a chlorine atom, a bromine atom, H-CH 2 ) n , H-CH 2 ) n O--, a nitro group, a sulfo group, a carboxy group, a cyano group, a phenyl group, a phenoxy group, an acetyl group, or a benzoyl group; and R 8 is H--CH 2 ) n or ##SPC21## said polymer containing functional groups attached to the polymer chain of said polymer directly as a pendant group or through a divalent group, said functional group being selected from the group consisting of a thienylacrylate functional group, a thienylacrylamide functional group, a thienylthioacrylate functional group and a thienyl thioacrylamide functional group and at least one sensitizer.
Claim 14
Dependent Claim 198 words
A photosensitive composition comprising as the main photosensitive component a high molecular weight polymer containing monomer units of the following general formula: ##SPC19## wherein R 1 is ##SPC20## R 3 is a hydrogen atom or a methyl group; R 5 is --CH 2 ) m ; m is 0 or 1; n is 1, 2, 3 or 4; X is --O--, --S--, --NH-- or --NR 8 --; R 6 is a hydrogen atom, H-CH 2 ) n , a cyano group or a carbamoyl group; R 7 is a hydrogen atom, a chlorine atom, a bromine atom, H-CH 2 ) n , H-CH 2 ) n O--, a nitro group, a sulfo group, a carboxy group, a cyano group, a phenyl group, a phenoxy group, an acetyl group, or a benzoyl group; and R 8 is H--CH 2 ) n or ##SPC21## said polymer containing functional groups attached to the polymer chain of said polymer directly as a pendant group or through a divalent group, said functional group being selected from the group consisting of a thienylacrylate functional group, a thienylacrylamide functional group, a thienylthioacrylate functional group and a thienyl thioacrylamide functional group and at least one sensitizer.
Claim 15
Dependent Claim 19 words
A photosensitive element comprising a support and having thereon a photosensitive resin composition layer as claimed in claim 11.
Claim 16
Dependent Claim 19 words
The photosensitive element of claim 12, wherein said sensitizer is an aromatic carbonyl compound or an aromatic nitro compound.
Claim 17
Dependent Claim 17 words
The photosensitive element of claim 12, wherein said sensitizer is a sensitizing dye or a pyrylium salt.
Claim 18
Dependent Claim 13 words
The photosensitive element of claim 12, wherein said sensitizer is a quinoid compound.
Claim 19
Dependent Claim 198 words
A photosensitive composition comprising as the main photosensitive component a high molecular weight polymer containing monomer units of the following general formula: ##EQU14## wherein R 1 is ##SPC22## R 3 is a hydrogen atom or a methyl group; R 5 is --CH 2 ) m ; m is 0 or 1; n is 1, 2, 3 or 4; X is --O--, --S--, --NH-- or --NR 8 --; R 6 is a hydrogen atom, H--CH 2 ) n , a cyano group or a carbamoyl group; R 7 is a hydrogen atom, a chlorine atom, a bromine atom, H--CH 2 ) n , H--CH 2 ) n O--, a nitro group, a sulfo group, a carboxy group, a cyano group, a phenyl group, a phenoxy group, an acetyl group, or a benzoyl group; and R 8 is H--CH 2 ) n or ##SPC23## said polymer containing functional groups attached to the polymer chain of said polymer directly as a pendant group or through a divalent group, said functional group being selected from the group consisting of a thienylacrylate functional group, a thienylacrylamide functional group, a thienylthioacrylate functional group and a thienyl thioacrylamide functional group and at least one sensitizier.
Claim 20
Dependent Claim 198 words
A photosensitive composition comprising as the main photosensitive component a high molecular weight polymer containing monomer units of the following general formula: ##EQU14## wherein R 1 is ##SPC22## R 3 is a hydrogen atom or a methyl group; R 5 is --CH 2 ) m ; m is 0 or 1; n is 1, 2, 3 or 4; X is --O--, --S--, --NH-- or --NR 8 --; R 6 is a hydrogen atom, H--CH 2 ) n , a cyano group or a carbamoyl group; R 7 is a hydrogen atom, a chlorine atom, a bromine atom, H--CH 2 ) n , H--CH 2 ) n O--, a nitro group, a sulfo group, a carboxy group, a cyano group, a phenyl group, a phenoxy group, an acetyl group, or a benzoyl group; and R 8 is H--CH 2 ) n or ##SPC23## said polymer containing functional groups attached to the polymer chain of said polymer directly as a pendant group or through a divalent group, said functional group being selected from the group consisting of a thienylacrylate functional group, a thienylacrylamide functional group, a thienylthioacrylate functional group and a thienyl thioacrylamide functional group and at least one sensitizier.
Claim 21
Dependent Claim 19 words
A photosensitive element comprising a support and having thereon a photosensitive resin composition layer as claimed in claim 16.
Claim 22
Dependent Claim 19 words
The photosensitive element of claim 17, wherein said sensitizer is an aromatic carbonyl compound or an aromatic nitro compound.
Claim 23
Dependent Claim 17 words
The photosensitive element of claim 17, wherein said sensitizer is a sensitizing dye or a pyrylium salt.
Claim 24
Dependent Claim 13 words
The photosensitive element of claim 17, wherein said sensitizer is a quinoid compound.
Claim 25
Dependent Claim 213 words
A photosensitive composition comprising as the main photosensitive compondent a high molecular weight polymer containing monomer units of the following general formula: ##EQU15## wherein R 1 is ##SPC24## R 2 is ##EQU16## --CH.sub.2 CH.sub.2 --OCH.sub.2 CH.sub.2).sub. n , --CH.sub.2 CH.sub.2 --S--CH.sub.2 CH.sub.2).sub. n ##SPC25## R 3 is a hydrogen atom or a methyl group; R 5 is --CH 2 ) m ; m is 0 or 1; n is 1, 2, 3 or 4; X is --O--, --S--, --NH-- or --NR 8 --; R 6 is a hydrogen atom, H--CH 2 ) n , a cyano group or a carbamoyl group; R 7 is a hydrogen atom, a chlorine atom, bromine atom, H--CH 2 ) n , H--CH 2 ) n O--, a nitro group, a sulfo group, a carboxy group, a cyano group, a phenyl group, a phenoxy group, an acetyl group, or a benzoyl group; and R 8 is H--CH 2 ) n or ##SPC26## said polymer containing functional groups attached to the polymer chain of said polymer directly as a pendant group or through a divalent group, said functional group being selected from the group consisting of a thienylacrylate functional group, a thienylacrylamide functional group, a thienylthioacrylate functional group and a thienyl thioacrylamide functional group and at least one sensitizer.
Claim 26
Dependent Claim 213 words
A photosensitive composition comprising as the main photosensitive compondent a high molecular weight polymer containing monomer units of the following general formula: ##EQU15## wherein R 1 is ##SPC24## R 2 is ##EQU16## --CH.sub.2 CH.sub.2 --OCH.sub.2 CH.sub.2).sub. n , --CH.sub.2 CH.sub.2 --S--CH.sub.2 CH.sub.2).sub. n ##SPC25## R 3 is a hydrogen atom or a methyl group; R 5 is --CH 2 ) m ; m is 0 or 1; n is 1, 2, 3 or 4; X is --O--, --S--, --NH-- or --NR 8 --; R 6 is a hydrogen atom, H--CH 2 ) n , a cyano group or a carbamoyl group; R 7 is a hydrogen atom, a chlorine atom, bromine atom, H--CH 2 ) n , H--CH 2 ) n O--, a nitro group, a sulfo group, a carboxy group, a cyano group, a phenyl group, a phenoxy group, an acetyl group, or a benzoyl group; and R 8 is H--CH 2 ) n or ##SPC26## said polymer containing functional groups attached to the polymer chain of said polymer directly as a pendant group or through a divalent group, said functional group being selected from the group consisting of a thienylacrylate functional group, a thienylacrylamide functional group, a thienylthioacrylate functional group and a thienyl thioacrylamide functional group and at least one sensitizer.
Claim 27
Dependent Claim 19 words
A photosensitive element comprising a support and having thereon a photosensitive resin composition layer as claimed in claim 21.
Claim 28
Dependent Claim 19 words
The photosensitive element of claim 22, wherein said sensitizer is an aromatic carbonyl compound or an aromatic nitro compound.
Claim 29
Dependent Claim 17 words
The photosensitive element of claim 22, wherein said sensitizer is a sensitizing dye or a pyrylium salt.
Claim 30
Dependent Claim 13 words
The photosensitive element of claim 22, wherein said sensitizer is a quinoid compound.

References Cited (Backward Citations)

US3497354A Cited
US3499759A Cited
US3738973A Cited
US3770443A Cited
US3804628A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-03-23 1979-09-22 1980-03-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-03-23 1983-09-22 1984-03-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-03-23 1987-09-22 1988-03-23 $7700.00 Window Closed / Lapsed

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