JPS634849B2 - - Google Patents
Info
- Publication number
- JPS634849B2 JPS634849B2 JP57086606A JP8660682A JPS634849B2 JP S634849 B2 JPS634849 B2 JP S634849B2 JP 57086606 A JP57086606 A JP 57086606A JP 8660682 A JP8660682 A JP 8660682A JP S634849 B2 JPS634849 B2 JP S634849B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- parts
- methylene
- mol
- 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
- 150000001875 compounds Chemical class 0.000 claims description 11
- 239000011347 resin Substances 0.000 claims description 9
- 229920005989 resin Polymers 0.000 claims description 9
- 239000011342 resin composition Substances 0.000 claims description 7
- -1 acryloyloxy group Chemical group 0.000 claims description 6
- 239000003504 photosensitizing agent Substances 0.000 claims description 3
- AVUFZLGLMCACRE-UHFFFAOYSA-N 2-methylidene-1,3-dioxepane Chemical compound C=C1OCCCCO1 AVUFZLGLMCACRE-UHFFFAOYSA-N 0.000 claims description 2
- 229920002589 poly(vinylethylene) polymer Polymers 0.000 claims description 2
- 229920001296 polysiloxane Polymers 0.000 claims description 2
- PWKDHWCKSUMJID-UHFFFAOYSA-N 2-methylidene-1,3-dioxane Chemical compound C=C1OCCCO1 PWKDHWCKSUMJID-UHFFFAOYSA-N 0.000 claims 1
- VHMYBWIOLGKSHO-UHFFFAOYSA-N 2-methylidene-1,3-dioxolane Chemical compound C=C1OCCO1 VHMYBWIOLGKSHO-UHFFFAOYSA-N 0.000 claims 1
- 239000004925 Acrylic resin Substances 0.000 claims 1
- 229920001225 polyester resin Polymers 0.000 claims 1
- 239000004645 polyester resin Substances 0.000 claims 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 230000001070 adhesive effect Effects 0.000 description 13
- 239000011248 coating agent Substances 0.000 description 13
- 238000000576 coating method Methods 0.000 description 13
- 239000000853 adhesive Substances 0.000 description 11
- 239000000758 substrate Substances 0.000 description 11
- 239000011521 glass Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 229910001507 metal halide Inorganic materials 0.000 description 6
- 150000005309 metal halides Chemical class 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- CRZJPEIBPQWDGJ-UHFFFAOYSA-N 2-chloro-1,1-dimethoxyethane Chemical compound COC(CCl)OC CRZJPEIBPQWDGJ-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000000862 absorption spectrum Methods 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 230000001678 irradiating effect Effects 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 3
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 2
- KFDXDCZKRGYUAE-UHFFFAOYSA-N 2-(chloromethyl)-1,3-dioxane Chemical compound ClCC1OCCCO1 KFDXDCZKRGYUAE-UHFFFAOYSA-N 0.000 description 2
- NJWGQARXZDRHCD-UHFFFAOYSA-N 2-methylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC=C3C(=O)C2=C1 NJWGQARXZDRHCD-UHFFFAOYSA-N 0.000 description 2
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 238000010538 cationic polymerization reaction Methods 0.000 description 2
- 125000004386 diacrylate group Chemical group 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000012778 molding material Substances 0.000 description 2
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- SWFHGTMLYIBPPA-UHFFFAOYSA-N (4-methoxyphenyl)-phenylmethanone Chemical compound C1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 SWFHGTMLYIBPPA-UHFFFAOYSA-N 0.000 description 1
- ORTVZLZNOYNASJ-UPHRSURJSA-N (z)-but-2-ene-1,4-diol Chemical compound OC\C=C/CO ORTVZLZNOYNASJ-UPHRSURJSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- GQAZYCCUYVVQCF-UHFFFAOYSA-N 2-(chloromethyl)-1,3-dioxepane Chemical compound ClCC1OCCCCO1 GQAZYCCUYVVQCF-UHFFFAOYSA-N 0.000 description 1
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-UHFFFAOYSA-N 0.000 description 1
- AZHSMQQQPOINDU-UHFFFAOYSA-N 3-methylidene-1,4,11-trioxaspiro[4.6]undecane Chemical compound O1C(=C)COC11OCCCCC1 AZHSMQQQPOINDU-UHFFFAOYSA-N 0.000 description 1
- XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-UHFFFAOYSA-N 0.000 description 1
- WSWCOQWTEOXDQX-MQQKCMAXSA-N E-Sorbic acid Chemical compound C\C=C\C=C\C(O)=O WSWCOQWTEOXDQX-MQQKCMAXSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- WBLIXGSTEMXDSM-UHFFFAOYSA-N chloromethane Chemical compound Cl[CH2] WBLIXGSTEMXDSM-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- HGGNZMUHOHGHBJ-UHFFFAOYSA-N dioxepane Chemical compound C1CCOOCC1 HGGNZMUHOHGHBJ-UHFFFAOYSA-N 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
Classifications
-
- 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
- C08F299/022—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 polycondensates with side or terminal unsaturations
- C08F299/024—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 polycondensates with side or terminal unsaturations the unsaturation being in acrylic or methacrylic groups
-
- 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
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Polyethers (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Adhesives Or Adhesive Processes (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57086606A JPS58204008A (ja) | 1982-05-24 | 1982-05-24 | 感光性樹脂組成物 |
| US06/496,591 US4530746A (en) | 1982-05-24 | 1983-05-20 | Photosensitive resin composition |
| EP83105126A EP0095182B1 (en) | 1982-05-24 | 1983-05-24 | Photosensitive resin composition |
| DE8383105126T DE3373024D1 (en) | 1982-05-24 | 1983-05-24 | Photosensitive resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57086606A JPS58204008A (ja) | 1982-05-24 | 1982-05-24 | 感光性樹脂組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58204008A JPS58204008A (ja) | 1983-11-28 |
| JPS634849B2 true JPS634849B2 (OSRAM) | 1988-02-01 |
Family
ID=13891666
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57086606A Granted JPS58204008A (ja) | 1982-05-24 | 1982-05-24 | 感光性樹脂組成物 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4530746A (OSRAM) |
| EP (1) | EP0095182B1 (OSRAM) |
| JP (1) | JPS58204008A (OSRAM) |
| DE (1) | DE3373024D1 (OSRAM) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04112108U (ja) * | 1991-03-19 | 1992-09-29 | 東海興業株式会社 | 自動車の固定窓用モ−ル付窓材 |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3588111T2 (de) * | 1985-06-29 | 1996-10-31 | Asahi Chem Res Lab | Kunststoffzusammensetzung für Lötschutztinte |
| EP0287516B1 (de) * | 1987-04-14 | 1993-03-31 | Ciba-Geigy Ag | Klebstoffe |
| US4923941A (en) * | 1987-10-28 | 1990-05-08 | American Cyanamid Company | Carboxy-functional polymers and their use as detergent additives |
| DE3927619A1 (de) * | 1989-08-22 | 1991-02-28 | Basf Ag | Copolymerisate auf basis olefinisch ungesaettigter radikalisch ringoeffnender ketenderivate |
| DE3930097A1 (de) * | 1989-09-09 | 1991-03-14 | Basf Ag | Uv-vernetzbare copolymerisate |
| US5144046A (en) * | 1991-02-14 | 1992-09-01 | Mathur Saughagya C | Synthesis of cyclic ketene acetals |
| US5164516A (en) * | 1991-02-14 | 1992-11-17 | Eastman Kodak Company | Purification of cyclic ketene acetals |
| DE4218414C2 (de) * | 1991-06-14 | 2001-04-05 | Mbt Holding Ag Zuerich | Schnellhärtende Monomerzubereitungen und deren Verwendung |
| US5596036A (en) * | 1991-06-14 | 1997-01-21 | Sandoz Ltd. | Hardenable acrylic monomer compositions |
| GB9207795D0 (en) * | 1992-04-09 | 1992-05-27 | Unilever Plc | Polymers and detergent compositions containing them |
| US5712337A (en) * | 1992-06-11 | 1998-01-27 | Mbt Holding Ag | Hardenable acrylic monomer compositions |
| DE4231193A1 (de) * | 1992-09-17 | 1994-03-24 | Wacker Chemie Gmbh | Verfahren zur Herstellung von Ketenacetalen |
| KR100332459B1 (ko) * | 1999-06-29 | 2002-04-13 | 박찬구 | 스마트 윈도우용 고분자 필름 |
| WO2006135054A1 (ja) * | 2005-06-16 | 2006-12-21 | Dsm Ip Assets B.V. | 光学的立体造形用放射線硬化性液状樹脂組成物及びそれを硬化させて得られる光造形物 |
| TWI514073B (zh) * | 2014-06-11 | 2015-12-21 | Chi Mei Corp | Photosensitive resin composition and its application |
| TWI539237B (zh) * | 2015-04-17 | 2016-06-21 | 臺灣永光化學工業股份有限公司 | 負型感光性聚矽氧烷組成物 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2600318C3 (de) * | 1976-01-07 | 1982-04-08 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Copolymerisaten |
| JPS5314800A (en) * | 1976-07-28 | 1978-02-09 | Showa Highpolymer Co Ltd | Curable resin composition |
| US4396476A (en) * | 1979-02-01 | 1983-08-02 | Dentsply Research & Development Corporation | Blend of cross-linked polymer, swelling monomer and cross-linking agent and curing process |
| JPS5645481A (en) * | 1979-09-22 | 1981-04-25 | Toagosei Chem Ind Co Ltd | 2-methylene-1,4,6-trioxaspiro 4,6 undecane |
| JPS56120718A (en) * | 1980-02-28 | 1981-09-22 | Asahi Chem Ind Co Ltd | Improved polyurethane type photosensitive resin composition |
| JPS5815508A (ja) * | 1981-07-20 | 1983-01-28 | Sumitomo Chem Co Ltd | エチレン共重合体の製造法 |
| JPS58154575A (ja) * | 1982-03-10 | 1983-09-14 | Hitachi Ltd | 新規な重合性単量体 |
-
1982
- 1982-05-24 JP JP57086606A patent/JPS58204008A/ja active Granted
-
1983
- 1983-05-20 US US06/496,591 patent/US4530746A/en not_active Expired - Lifetime
- 1983-05-24 EP EP83105126A patent/EP0095182B1/en not_active Expired
- 1983-05-24 DE DE8383105126T patent/DE3373024D1/de not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04112108U (ja) * | 1991-03-19 | 1992-09-29 | 東海興業株式会社 | 自動車の固定窓用モ−ル付窓材 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0095182A3 (en) | 1985-05-15 |
| DE3373024D1 (en) | 1987-09-17 |
| US4530746A (en) | 1985-07-23 |
| JPS58204008A (ja) | 1983-11-28 |
| EP0095182B1 (en) | 1987-08-12 |
| EP0095182A2 (en) | 1983-11-30 |
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