GB1002212A - Improvements relating to photo-polymerization initiators - Google Patents

Improvements relating to photo-polymerization initiators

Info

Publication number
GB1002212A
GB1002212A GB2663463A GB2663463A GB1002212A GB 1002212 A GB1002212 A GB 1002212A GB 2663463 A GB2663463 A GB 2663463A GB 2663463 A GB2663463 A GB 2663463A GB 1002212 A GB1002212 A GB 1002212A
Authority
GB
United Kingdom
Prior art keywords
anthraquinone
cellulose
photopolymerizable
acid chloride
carboxylic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB2663463A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US208090A external-priority patent/US3314939A/en
Priority claimed from US208091A external-priority patent/US3149975A/en
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB1002212A publication Critical patent/GB1002212A/en
Expired legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B15/00Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
    • C08B15/05Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur
    • C08B15/06Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur containing nitrogen, e.g. carbamates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B3/00Preparation of cellulose esters of organic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/46Polymerisation initiated by wave energy or particle radiation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00Polymerisation catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Biochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Polymerisation Methods In General (AREA)

Abstract

Polymeric compounds comprise a plurality of recurring glucose units or units derived from glucose, to which are joined, by ester, ether, amide or urethane links, one or more polynuclear quinone radicals. The glucose polymer may be cellulose or a cellulose derivative, and the quinone radical may be an anthraquinone radical. The polymeric compounds may be formed by esterifying a cellulose partial ether or ester with a polynuclear quinone containing an acid halide group. Cellulose acetate, propionate, butyrate, phthalate, maleate, succinate, glutarate, acetate-phthalate, acetate-succinate, propionate-maleate, acetate-butyrate, or methyl, ethyl or benzyl cellulose may be esterified with anthraquinone-1-carboxylic acid chloride, anthraquinone -2-carboxylic acid chloride, anthraquinone-2-sulphonic acid chloride, 1-nitroanthraquinone - 4 - sulphonic acid chloride, 1,4-dichloro - anthraquinone - 2 - sulphonic acid chloride, or 1-nitroanthraquinone-8-sulphonic acid chloride. The polymeric compounds may also be formed by reacting a cellulose derivative containing free carboxyl groups with a polynuclear quinone containing a free amino group, thus forming an amide link. Thus, cellulose acetate hydrogen succinate, maleate, glutarate or phthalate, or carboxymethyl cellulose may be reacted with 1-amino anthraquinone or 2-amino anthraquinone. The polymeric compounds may be used in photopolymerizable composition to initiate the photopolymerization of ethylenically unsaturated compounds containing at least one terminal ethylenic group and capable of forming a high polymer by photo-initiated addition polymerization. Such unsaturated compounds preferably have a boiling point above 100 DEG C. and a molecular weight less than 1500. The unsaturated compound may be an alpha-methylene carboxylic acid ester of a polyol, an amine derived from an alphamethylene carboxylic acid, a vinyl ester, styrene or a derivative thereof, or an unsaturated aldehyde. Many such compounds are specified. The ethylenic unsaturation may also be present in the composition as an extra-linear substituent attached to a thermoplastic linear polymer, e.g. polyvinyl acetate/acrylate, cellulose acetate/acrylate, cellulose acetate/methacrylate, N - acrylyloxymethylpolyamide, N - methylacrylyloxymethylpolyamide or allyloxymethylpolyamide. The photopolymerizable composition may also contain a separate thermoplastic polymer, fillers or reinforcing agents which form substantially transparent compositions, e.g. organophilic silicas, bentonites, or powdered glass, organic dyestuffs, and pigments, e.g. titanium dioxide, carbon, graphite, ceramics, clays, phosphor particles or aluminium, magnetic iron or copper particles. The compositions, which are substantially stable below 185 DEG C. may be used in the photopolymerizable layer or layers of photopolymerizable elements for the preparation of printing reliefs and for thermal image transfer processes (see Division G2-G3). Such photopolymerizable elements may comprise a support carrying one layer of the photopolymerizable composition, or two or more layers of photopolymerizable compositions containing differing contents of the polymeric photo-initiator of the invention (see Division B5-B6). Examples describe the amidation of cellulose acetate hydrogen succinate by 2-aminoanthraquinone, the esterification of cellulose acetate hydrogen succinate by anthraquinone-2-carboxylic acid chloride and the esterification of cellulose acetate by 2-anthraquinone sulphonyl chloride and by phenanthrenequinone-3-carboxylic acid. These compounds are formulated into photopolymerizable compositions using triethylene glycol diacrylate or pentacrythritol triacrylate as the ethylenically unsaturated component. Specifications 741,294, 843,238, 864,041, 905,070, 905,700, 935,627 and 945,807 are referred to.
GB2663463A 1962-07-06 1963-07-04 Improvements relating to photo-polymerization initiators Expired GB1002212A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US208090A US3314939A (en) 1962-07-06 1962-07-06 Photoinitiating compounds prepared by esterifying cellulosic material with substituted anthraquinones
US208091A US3149975A (en) 1962-07-06 1962-07-06 Photopolymerizable compositions and elements

Publications (1)

Publication Number Publication Date
GB1002212A true GB1002212A (en) 1965-08-25

Family

ID=26902897

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2663463A Expired GB1002212A (en) 1962-07-06 1963-07-04 Improvements relating to photo-polymerization initiators

Country Status (6)

Country Link
BE (1) BE634562A (en)
CH (1) CH447611A (en)
DE (1) DE1280558B (en)
FR (1) FR1367059A (en)
GB (1) GB1002212A (en)
NL (1) NL294759A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2140575A (en) * 1983-05-18 1984-11-28 Grace W R & Co Compressible printing plate
WO1997017378A1 (en) * 1995-11-06 1997-05-15 Coates Brothers Plc Photoinitiator
US5735983A (en) * 1993-08-25 1998-04-07 Polyfibron Technologies, Inc. Method for manufacturing a printing plate

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2140575A (en) * 1983-05-18 1984-11-28 Grace W R & Co Compressible printing plate
US4582777A (en) * 1983-05-18 1986-04-15 W. R. Grace & Co. Compressible printing plate
US5735983A (en) * 1993-08-25 1998-04-07 Polyfibron Technologies, Inc. Method for manufacturing a printing plate
WO1997017378A1 (en) * 1995-11-06 1997-05-15 Coates Brothers Plc Photoinitiator
US6296986B1 (en) 1995-11-06 2001-10-02 Coates Brothers Plc Photoinitiator

Also Published As

Publication number Publication date
DE1280558B (en) 1968-10-17
CH447611A (en) 1967-11-30
NL294759A (en) 1965-04-26
BE634562A (en) 1964-01-06
FR1367059A (en) 1964-07-17

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