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US4424325A Expired / Lapsed US ⏱️ 0.0 years remaining

Photosensitive material

Assignee: Daikin Industries Ltd
•
Filing: 1981-05-20
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Granted: 1984-01-03
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Expires: 2001-05-20
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Abstract

Abstract A copolymer comprising (a) a monomer having a C7 to C21 perfluoroalkyl or perfluoroalkenyl group at one end of the molecule and an ethylenically unsaturated group at the other end of the molecule, and (b) a monomer having a photosensitive group, e.g. an azidobenzoyloxy group, cinnamoyloxy group, benzoylphenyl group or alpha , beta -unsaturated ketone group. The copolymer has an excellent photosensitivity and excellent water and oil repellent properties, and is useful for various purposes, e.g. as a photosensitive material for dry offset printing plate or resist and as a photo-curable, water and oil repelling coating material.

Inventors

  • 👤 Takahiro Tsunoda
  • 👤 Tsuguo Yamaoka
  • 👤 Sinji Tamura

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 09:51
CPC Classifications
C; C08; C08F; C08F220/00; C08F220/02; C08F220/10; C08F220/22; C08F220/24; G; G03; G03F; G03F7/00; G03F7/004; G03F7/008; G03F7/012; G03F7/038; G03F7/0388; Y; Y10; Y10S; Y10S522/00; Y10S522/904

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 386 words
A copolymer comprising: at most 75% by mole of a vinyl monomer copolymerizable with monomers (a) and (b), as defined below; at least 20% by mole of a monomer (a) having a perfluoroalkyl group or perfluoroalkenyl group at one end of the monomer and an ethylenically unsaturated group selected from the group consisting of acryloyloxy, methacryloyloxy, acryloylamino, methacryloylamino, vinyl ether and α-methylvinyl, at the other end of the monomer; a bivalent group containing --(CH 2 ) n -- linking the both end groups, monomer (a) is a compound having the following general formula (I): R.sub.f B.sub.m (CH.sub.2).sub.n --X--CR═CH.sub.2 (I) in which R f is a perfluoroalkyl group or perfluoroalkenyl group having 7 to 21 carbon atoms; B is a bivalent group linking the R f group and the --(CH 2 ) n -- group selected from the group consisting of --CO--, --SO 2 --, --O--, --(CH 2 ) 3 --O--, --S--, --(CH 2 ) p --NR 1 --, --CO--NR 1 --, --SO 2 --NR 1 --, ##STR29## wherein R 1 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and p is an integer of 1 to 6; R is hydrogen or methyl group; X is a single bond or a bivalent group selected from the group consisting of --O--, --OCO--, --COO--, --NHCO-- and --CO--; m is 0 or 1; and n is an integer of 1 to 10; and at least 5% by mole of an ethylenically unsaturated monomer (b) having a photosensitive group, wherein the photosensitive group is a member selected from the group consisting of: an azidobenzoyloxy group of the formula (1): ##STR30## in which Y is hydrogen, an alkyl group having 1 to 5 carbon atoms, an alkoxyl group having 1 to 5 carbon atoms, nitro group, chlorine or bromine, a cinnamic acid residue of the formula (2): ##STR31## a benzoylphenyl group of the formula (3): ##STR32## and a group containing an α,β-unsaturated ketone of the formula (4): --COCH═CH--(4) the photosensitive group containing the α,β-unsaturated ketone of formula (4) being selected from the group consisting of cinnamoylphenyl group of the formula: ##STR33## benzoylvinylphenyl group of the formula: ##STR34## ' -methoxy-4'-(1-buten-3-onyl)-phenyl group of the formula: ##STR35## benzoylvinylbenzoyloxy group of the formula: ##STR36## and a cinnamoyl group of the general formula: ##STR37## in which Y is as defined above.
Claim 2
Dependent Claim 386 words
A copolymer comprising: at most 75% by mole of a vinyl monomer copolymerizable with monomers (a) and (b), as defined below; at least 20% by mole of a monomer (a) having a perfluoroalkyl group or perfluoroalkenyl group at one end of the monomer and an ethylenically unsaturated group selected from the group consisting of acryloyloxy, methacryloyloxy, acryloylamino, methacryloylamino, vinyl ether and α-methylvinyl, at the other end of the monomer; a bivalent group containing --(CH 2 ) n -- linking the both end groups, monomer (a) is a compound having the following general formula (I): R.sub.f B.sub.m (CH.sub.2).sub.n --X--CR═CH.sub.2 (I) in which R f is a perfluoroalkyl group or perfluoroalkenyl group having 7 to 21 carbon atoms; B is a bivalent group linking the R f group and the --(CH 2 ) n -- group selected from the group consisting of --CO--, --SO 2 --, --O--, --(CH 2 ) 3 --O--, --S--, --(CH 2 ) p --NR 1 --, --CO--NR 1 --, --SO 2 --NR 1 --, ##STR29## wherein R 1 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and p is an integer of 1 to 6; R is hydrogen or methyl group; X is a single bond or a bivalent group selected from the group consisting of --O--, --OCO--, --COO--, --NHCO-- and --CO--; m is 0 or 1; and n is an integer of 1 to 10; and at least 5% by mole of an ethylenically unsaturated monomer (b) having a photosensitive group, wherein the photosensitive group is a member selected from the group consisting of: an azidobenzoyloxy group of the formula (1): ##STR30## in which Y is hydrogen, an alkyl group having 1 to 5 carbon atoms, an alkoxyl group having 1 to 5 carbon atoms, nitro group, chlorine or bromine, a cinnamic acid residue of the formula (2): ##STR31## a benzoylphenyl group of the formula (3): ##STR32## and a group containing an α,β-unsaturated ketone of the formula (4): --COCH═CH--(4) the photosensitive group containing the α,β-unsaturated ketone of formula (4) being selected from the group consisting of cinnamoylphenyl group of the formula: ##STR33## benzoylvinylphenyl group of the formula: ##STR34## ' -methoxy-4'-(1-buten-3-onyl)-phenyl group of the formula: ##STR35## benzoylvinylbenzoyloxy group of the formula: ##STR36## and a cinnamoyl group of the general formula: ##STR37## in which Y is as defined above.
Claim 3
Dependent Claim 40 words
The copolymer of claim 1, wherein the compound of the general formula (I) is a compound of the following general formula (Ia): R.sub.f B.sub.m (CH.sub.2).sub.n OCOCR═CH.sub.2 (Ia) wherein R f , B, R, m and n are as defined above.
Claim 4
Dependent Claim 51 words
The copolymer of claim 1, wherein the compound of the general formula (I) is a compound of the following general formula (II): R.sub.f.sup.1 (CH.sub.2).sub.n OCOCR═CH.sub.2 (II) wherein R f 1 is a straight or branched perfluoroalkyl group having 7 to 21 carbon atoms, and R and n are as defined above.

References Cited (Backward Citations)

US3637614A Cited
US3645989A Cited
US3882084A Cited
US4007043A Cited
US4143225A Cited
US4125672A Cited
US4171417A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-01-02 1987-07-04 1988-01-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-01-02 1991-07-04 1992-01-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-01-02 1995-07-04 1996-01-03 $7700.00 Window Closed / Lapsed

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