GB1453429A - Photocurable compositions - Google Patents
Photocurable compositionsInfo
- Publication number
- GB1453429A GB1453429A GB3275475A GB3275475A GB1453429A GB 1453429 A GB1453429 A GB 1453429A GB 3275475 A GB3275475 A GB 3275475A GB 3275475 A GB3275475 A GB 3275475A GB 1453429 A GB1453429 A GB 1453429A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mole
- isophorone diisocyanate
- compositions
- alcohol
- vinylurethane
- 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
- 239000000203 mixture Substances 0.000 title abstract 5
- 239000000463 material Substances 0.000 abstract 4
- 239000005058 Isophorone diisocyanate Substances 0.000 abstract 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 abstract 3
- -1 vinylurethane compound Chemical class 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- 239000002202 Polyethylene glycol Substances 0.000 abstract 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000000178 monomer Substances 0.000 abstract 2
- 229920001223 polyethylene glycol Polymers 0.000 abstract 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 abstract 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 abstract 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 abstract 1
- 239000004925 Acrylic resin Substances 0.000 abstract 1
- 229920000178 Acrylic resin Polymers 0.000 abstract 1
- 239000004859 Copal Substances 0.000 abstract 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 abstract 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- 241000782205 Guibourtia conjugata Species 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 abstract 1
- ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 239000001913 cellulose Substances 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000003822 epoxy resin Substances 0.000 abstract 1
- 238000005530 etching Methods 0.000 abstract 1
- HNPDNOZNULJJDL-UHFFFAOYSA-N ethyl n-ethenylcarbamate Chemical class CCOC(=O)NC=C HNPDNOZNULJJDL-UHFFFAOYSA-N 0.000 abstract 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- 150000002334 glycols Chemical class 0.000 abstract 1
- 238000000465 moulding Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000003973 paint Substances 0.000 abstract 1
- 229920002120 photoresistant polymer Polymers 0.000 abstract 1
- 239000003504 photosensitizing agent Substances 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000647 polyepoxide Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920005651 polypropylene glycol dimethacrylate Polymers 0.000 abstract 1
- 239000003566 sealing material Substances 0.000 abstract 1
- 239000000600 sorbitol Substances 0.000 abstract 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
-
- 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
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
-
- 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
- C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
- C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
- C08F299/06—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyurethanes
- C08F299/065—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyurethanes from polyurethanes with side or terminal unsaturations
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
1453429 Photocurable compositions KANSAI PAINT CO Ltd 5 Aug 1975 [8 Aug 1974 (3)] 32754/75 Headings C3P and C3R [Also in Divisions C2 and G2] Photocurable compositions comprise a vinylurethane compound, a photosensitizer and, optionally, organic solvent and/or polymerizable ethylenically unsaturated liquid monomer, the vinylurethane compound being obtainable by urethanation reaction of 1 mole of isophorone diisocyanate with about 2 moles of an ethylenically unsaturated monohydric alcohol having a number average molecular weight of less than 3000 or by urethanation reaction of 1 mole of isophorone diisocyanate with about 1 mole of the said unsaturated alcohol and about l/n mole of an n-hydric alcohol (wherein n is an integer from 2-6) having a number average molecular weight of less than 3000. The preferred unsaturated monohydric alcohols are mono(meth)- acrylic acid esters of glycols. Optional liquid monomers include hydroxyalkyl methacrylates, polyethylene glycol dimethacrylate, methyl methacrylate, polypropylene glycol dimethacrylate and styrene. The compositions may also include a high molecular material such as a cellulose derivative, polyamide, acrylic resin, epoxy resin, polyester, rosin or copal. The compositions are useful as a coating material, an image-forming material suitable for producing printing plates, a sealing material, a moulding material, or as photoresists for etching. In examples various vinylurethane compounds are prepared by reacting together (a) isophorone diisocyanate with (b) polyethylene glycol, an addition product of glycerine with ethylene oxide/propylene oxide, or an addition product of sorbitol and propylene oxide; and subsequently reacting the product with (c) hydroxypropyl methacrylate or hydroxyethyl acrylate or methacrylate.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP49091106A JPS5124305A (en) | 1974-08-08 | 1974-08-08 | |
| JP49091105A JPS5119601A (en) | 1974-08-08 | 1974-08-08 | |
| JP49091107A JPS5119602A (en) | 1974-08-08 | 1974-08-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1453429A true GB1453429A (en) | 1976-10-20 |
Family
ID=27306654
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3275475A Expired GB1453429A (en) | 1974-08-08 | 1975-08-05 | Photocurable compositions |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE2535503A1 (en) |
| GB (1) | GB1453429A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2929313A1 (en) * | 1978-07-20 | 1980-01-31 | Minnesota Mining & Mfg | Polymeric products with micro-structured surface |
| US4576850A (en) * | 1978-07-20 | 1986-03-18 | Minnesota Mining And Manufacturing Company | Shaped plastic articles having replicated microstructure surfaces |
| US4582885A (en) * | 1978-07-20 | 1986-04-15 | Minnesota Mining And Manufacturing Company | Shaped plastic articles having replicated microstructure surfaces |
| GB2194951A (en) * | 1986-09-10 | 1988-03-23 | Courtaulds Plc | Production of urethane polymer films |
| US4912185A (en) * | 1986-11-21 | 1990-03-27 | Sola International Holdings Ltd. | Cross-linkable casting compositions |
| EP1275496A1 (en) * | 2000-04-03 | 2003-01-15 | Mitsubishi Chemical Corporation | Layered product, bonding method, and composition curable with actinic energy ray |
| US10040754B2 (en) | 2013-02-26 | 2018-08-07 | Fujifilm Corporation | Cellulose acylate film, novel compound, polarizing plate and liquid crystal display device |
| US10113040B2 (en) | 2014-09-03 | 2018-10-30 | Fujifilm Corporation | Polymer film, polarizing plate and liquid crystal display device |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4377679A (en) | 1982-01-28 | 1983-03-22 | Thiokol Corporation | Photocurable compositions based on acrylate polyester urethanes |
| AU594500B2 (en) * | 1987-04-21 | 1990-03-08 | W.L. Gore & Associates, Inc. | Radiation curable compositions for hydrophilic coatings |
| US5248752A (en) * | 1991-11-12 | 1993-09-28 | Union Carbide Chemicals & Plastics Technology Corporation | Polyurethane (meth)acrylates and processes for preparing same |
| WO1997016466A1 (en) * | 1995-11-03 | 1997-05-09 | Union Carbide Chemicals & Plastics Technology Corporation | Polyurethane (meth)acrylates and processes for preparing same |
-
1975
- 1975-08-05 GB GB3275475A patent/GB1453429A/en not_active Expired
- 1975-08-08 DE DE19752535503 patent/DE2535503A1/en not_active Withdrawn
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2929313A1 (en) * | 1978-07-20 | 1980-01-31 | Minnesota Mining & Mfg | Polymeric products with micro-structured surface |
| US4576850A (en) * | 1978-07-20 | 1986-03-18 | Minnesota Mining And Manufacturing Company | Shaped plastic articles having replicated microstructure surfaces |
| US4582885A (en) * | 1978-07-20 | 1986-04-15 | Minnesota Mining And Manufacturing Company | Shaped plastic articles having replicated microstructure surfaces |
| GB2194951A (en) * | 1986-09-10 | 1988-03-23 | Courtaulds Plc | Production of urethane polymer films |
| GB2194951B (en) * | 1986-09-10 | 1990-01-10 | Courtaulds Plc | Production of urethane polymer films |
| US4912185A (en) * | 1986-11-21 | 1990-03-27 | Sola International Holdings Ltd. | Cross-linkable casting compositions |
| EP1275496A1 (en) * | 2000-04-03 | 2003-01-15 | Mitsubishi Chemical Corporation | Layered product, bonding method, and composition curable with actinic energy ray |
| EP1275496A4 (en) * | 2000-04-03 | 2003-05-21 | Mitsubishi Chem Corp | Layered product, bonding method, and composition curable with actinic energy ray |
| US10040754B2 (en) | 2013-02-26 | 2018-08-07 | Fujifilm Corporation | Cellulose acylate film, novel compound, polarizing plate and liquid crystal display device |
| US10113040B2 (en) | 2014-09-03 | 2018-10-30 | Fujifilm Corporation | Polymer film, polarizing plate and liquid crystal display device |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2535503A1 (en) | 1976-07-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |