GB1002212A - Improvements relating to photo-polymerization initiators - Google Patents
Improvements relating to photo-polymerization initiatorsInfo
- 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
Links
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/05—Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur
- C08B15/06—Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur containing nitrogen, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B3/00—Preparation of cellulose esters of organic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F4/00—Polymerisation 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.
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)
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 |
-
1963
- 1963-07-01 NL NL294759D patent/NL294759A/xx unknown
- 1963-07-03 DE DE1963P0032130 patent/DE1280558B/en active Pending
- 1963-07-04 GB GB2663463A patent/GB1002212A/en not_active Expired
- 1963-07-05 FR FR940539A patent/FR1367059A/en not_active Expired
- 1963-07-05 CH CH837463A patent/CH447611A/en unknown
- 1963-07-05 BE BE634562D patent/BE634562A/xx unknown
Cited By (5)
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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