GB912022A - Improvements in or relating to photo-sensitive epoxy resin compositions - Google Patents
Improvements in or relating to photo-sensitive epoxy resin compositionsInfo
- Publication number
- GB912022A GB912022A GB3795658A GB3795658A GB912022A GB 912022 A GB912022 A GB 912022A GB 3795658 A GB3795658 A GB 3795658A GB 3795658 A GB3795658 A GB 3795658A GB 912022 A GB912022 A GB 912022A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitrosamine
- coated
- vinyl
- coating
- epoxy resin
- 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
- G03F7/038—Macromolecular compounds which are rendered insoluble or differentially wettable
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
- C08G59/4014—Nitrogen containing compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/062—Copolymers with monomers not covered by C09D133/06
- C09D133/068—Copolymers with monomers not covered by C09D133/06 containing glycidyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Physics & Mathematics (AREA)
- Wood Science & Technology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
Abstract
A variety of surfaces may be coated with a composition comprising an epoxy resin and a curing agent therefor which contains the group <FORM:0912022/III/1> and is photoactivatable. The coating is then exposed and cured. If part of the surface is masked, e.g. with a negative, the masked, uncured portions may be washed away with a solvent to give printing plates or decorative effects (see Groups XV and XX). In Example (1) glass plates are coated with a solution of methyl vinyl nitros amine in a conventional epoxy resin, the mixing and coating being conducted in subdued yellow light. The coated plates are then exposed to U.V. light, and may subsequently be cured by heating. In the other examples other materials, e.g. silicated aluminium, polyethylene terephthalate, and chromic acid treated aluminium are similarly coated. It is also stated that aluminium, zinc, copper, magnesium, iron, noble metals, wood, plastics, ceramics, and glass may be coated. A variety of solvents may be used and the coatings may be applied by knife-coating melted materials, or by painting, brushing or dipping.ALSO:A composition comprises an epoxy resin and a curing agent therefor which contains the group <FORM:0912022/IV(a)/1> and is photoactivatable. Long lists of suitable and unsuitable nitrosamines are given, of which the following are used in the specific examples:-methyl vinyl nitrosamine, allyl prop-1-enyl nitrosamine, 1,2-bis(vinyl nitrosamino)ethane, and 1,4-bis(vinyl nitrosamino) cyclohexane. The specified epoxy resins are polyglycidyl ethers of diethylene glycol or of bisphenol A, polyglycidyl(meth)-acrylate, and vinyl cyclohexene dioxides. Long lists of suitable solvents are also given which include ketones, ethers, esters, halohydrocarbons and xylene. In Example (4) there is also added an acid-terminated polyester derived from isosebacic acid, ethylene glycol, and glycerol. The compositions are illuminated and then cured. Uses: The compositions may be used to coat a variety of materials, e.g. for ornamental purposes, and if a mask is used when the surface is illuminated, the masked, uncured portions may be washed away to provide printing plates (see Group XX). Spacers and insulators for electrical equipment may be prepared by coating a sheet of PTFE, curing and then removing the cured coating. Paper and cloth may also be coated (see Group VIII).ALSO:Ethylenically a ,b - unsaturated secondary nitrosamines are prepared by nitrosation of the appropriate secondary b -haloamines and by subsequent dehydrohalogenation. In examples (a) N-benzylethanolamine is chlorinated with thionyl chloride, to form N-benzyl-b -chloroethylamine hydrochloride, which is nitrosated with NaNO2 in aqueous HCl to form N-nitroso-N-benzyl-b -chloroethylamine, which is dehydrohalogenated with Na methoxide in ethereal solution to form benzyl vinyl nitrosamine. (b) N,N1-di-(b -hydroxyethyl)ethylene diamine dihydrochloride is similarly treated, except that PCl5 is the chlorinating agent, to give N,N1-dinitroso-N,N1-divinyl ethylene diamine. Alternatively an allyl nitrosamine may undergo rearrangement in the presence of a base to form the corresponding a ,b -propenyl nitrosamine. In an example allyl decyl nitrosamine is converted into prop-1-enyl decyl nitrosamine in the presence of Na and ethenol. The preferred nitrosamines are of the formulae:- <FORM:0912022/IV (b)/1> <FORM:0912022/IV (b)/2> <FORM:0912022/IV (b)/3> where n is 1 or 2; R1 is H, alkyl of up to 7C, or cycloalkyl of 5-6C; R2 and R3 are H, alkyl or cycloalkyl such that the sum of C atoms in R1, R2 and R3 is not greater than 16; R4 is alkyl, alkenyl, aralkyl, cycloalkyl, alkylene, aralkylene, or cycloalkylene, in which any ethylenic unsaturation is at least 1C from the C by which R4 is attached to the N atom of the nitrosamine group; and Z is an alkylene radical the skeleton of which comprises the carbon atoms necessary to complete a ring having from 5-6 members.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US69832557A | 1957-11-25 | 1957-11-25 | |
US77795A US3074869A (en) | 1960-12-23 | 1960-12-23 | Photo-sensitive compositions and articles therefrom |
Publications (1)
Publication Number | Publication Date |
---|---|
GB912022A true GB912022A (en) | 1962-12-05 |
Family
ID=26759679
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3795658A Expired GB912022A (en) | 1957-11-25 | 1958-11-25 | Improvements in or relating to photo-sensitive epoxy resin compositions |
Country Status (3)
Country | Link |
---|---|
BE (1) | BE572265A (en) |
FR (2) | FR1212956A (en) |
GB (1) | GB912022A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5334619A (en) * | 1993-07-07 | 1994-08-02 | The United States Of America As Represented By The Secretary Of Agriculture | Inhibition of postharvest fruit decay by 2-nonanone |
-
1958
- 1958-10-20 FR FR1212956D patent/FR1212956A/en not_active Expired
- 1958-10-22 BE BE572265A patent/BE572265A/xx unknown
- 1958-11-25 GB GB3795658A patent/GB912022A/en not_active Expired
- 1958-11-25 FR FR1213956D patent/FR1213956A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
BE572265A (en) | 1959-04-22 |
FR1212956A (en) | 1960-03-28 |
FR1213956A (en) | 1960-04-05 |
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