JPH0548269B2 - - Google Patents
Info
- Publication number
- JPH0548269B2 JPH0548269B2 JP58132850A JP13285083A JPH0548269B2 JP H0548269 B2 JPH0548269 B2 JP H0548269B2 JP 58132850 A JP58132850 A JP 58132850A JP 13285083 A JP13285083 A JP 13285083A JP H0548269 B2 JPH0548269 B2 JP H0548269B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- meth
- silicone
- polyorganosiloxane
- anhydride
- 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 - Lifetime
Links
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 36
- 239000002966 varnish Substances 0.000 claims description 23
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 10
- -1 methacryloyl group Chemical group 0.000 claims description 10
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 9
- 150000008065 acid anhydrides Chemical class 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 8
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 7
- 125000003700 epoxy group Chemical group 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 239000000178 monomer Substances 0.000 description 8
- 239000011521 glass Substances 0.000 description 7
- 150000008064 anhydrides Chemical class 0.000 description 6
- 239000003973 paint Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 125000005395 methacrylic acid group Chemical group 0.000 description 3
- 239000003504 photosensitizing agent Substances 0.000 description 3
- 239000000565 sealant Substances 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 1
- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 1
- AXFVIWBTKYFOCY-UHFFFAOYSA-N 1-n,1-n,3-n,3-n-tetramethylbutane-1,3-diamine Chemical compound CN(C)C(C)CCN(C)C AXFVIWBTKYFOCY-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- YJCSUBLMBRTUOX-UHFFFAOYSA-N 3,3,4-trimethylhexane-2,2-diamine Chemical compound CCC(C)C(C)(C)C(C)(N)N YJCSUBLMBRTUOX-UHFFFAOYSA-N 0.000 description 1
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- UITKHKNFVCYWNG-UHFFFAOYSA-N 4-(3,4-dicarboxybenzoyl)phthalic acid Chemical compound C1=C(C(O)=O)C(C(=O)O)=CC=C1C(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 UITKHKNFVCYWNG-UHFFFAOYSA-N 0.000 description 1
- MWSKJDNQKGCKPA-UHFFFAOYSA-N 6-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1CC(C)=CC2C(=O)OC(=O)C12 MWSKJDNQKGCKPA-UHFFFAOYSA-N 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical class OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- KYZHGEFMXZOSJN-UHFFFAOYSA-N isobutyl benzoate Chemical compound CC(C)COC(=O)C1=CC=CC=C1 KYZHGEFMXZOSJN-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- NFWSQSCIDYBUOU-UHFFFAOYSA-N methylcyclopentadiene Chemical compound CC1=CC=CC1 NFWSQSCIDYBUOU-UHFFFAOYSA-N 0.000 description 1
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000012780 transparent material Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Silicon Polymers (AREA)
- Polymerisation Methods In General (AREA)
- Paints Or Removers (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13285083A JPS6026065A (ja) | 1983-07-22 | 1983-07-22 | シリコ−ン変性アクリルワニス |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13285083A JPS6026065A (ja) | 1983-07-22 | 1983-07-22 | シリコ−ン変性アクリルワニス |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6026065A JPS6026065A (ja) | 1985-02-08 |
| JPH0548269B2 true JPH0548269B2 (zh) | 1993-07-21 |
Family
ID=15090978
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13285083A Granted JPS6026065A (ja) | 1983-07-22 | 1983-07-22 | シリコ−ン変性アクリルワニス |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6026065A (zh) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61106613A (ja) * | 1984-10-30 | 1986-05-24 | Nippon Kayaku Co Ltd | 光重合性組成物 |
| JP2718539B2 (ja) * | 1989-03-09 | 1998-02-25 | 日本鋼管株式会社 | ＣａＯ質不定形耐火物 |
| JP2856862B2 (ja) * | 1990-08-03 | 1999-02-10 | 大日本印刷株式会社 | 塗料組成物およびこれを用いた化粧材 |
| JPH0492997U (zh) * | 1990-12-27 | 1992-08-12 | ||
| JPH06506014A (ja) * | 1991-03-20 | 1994-07-07 | ミネソタ マイニング アンド マニュファクチャリング カンパニー | 放射線硬化性ビニル／シリコーン剥離コーティング |
| US5264278A (en) * | 1991-03-20 | 1993-11-23 | Minnesota Mining And Manufacturing Company | Radiation-curable acrylate/silicone pressure-sensitive adhesive coated tapes adherable to paint coated substrates |
| JP2980765B2 (ja) * | 1991-07-31 | 1999-11-22 | 大日本印刷株式会社 | 化粧シートの製造方法 |
| JP5255188B2 (ja) * | 2006-03-31 | 2013-08-07 | 大日本印刷株式会社 | 高光沢化粧シート及びそれを用いた化粧板 |
| JP5359753B2 (ja) * | 2009-09-30 | 2013-12-04 | 大日本印刷株式会社 | 加飾シート及びそれを用いてなる加飾樹脂成形品 |
| FI129253B (en) | 2018-06-01 | 2021-10-15 | Uponor Infra Oy | Flow channel for inspection chamber or access chamber |
| CN111793400B (zh) * | 2020-06-24 | 2022-03-18 | 安庆师范大学 | 一种防尘自清洁纳米涂料及其制备方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50153063A (zh) * | 1974-05-31 | 1975-12-09 | ||
| JPS5590553A (en) * | 1978-12-29 | 1980-07-09 | Toray Silicone Co Ltd | Silicone-modified epoxy resin composition |
| JPS5686922A (en) * | 1979-11-26 | 1981-07-15 | Union Carbide Corp | Radiationncurable acrylated epoxy silicone composition |
-
1983
- 1983-07-22 JP JP13285083A patent/JPS6026065A/ja active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50153063A (zh) * | 1974-05-31 | 1975-12-09 | ||
| JPS5590553A (en) * | 1978-12-29 | 1980-07-09 | Toray Silicone Co Ltd | Silicone-modified epoxy resin composition |
| JPS5686922A (en) * | 1979-11-26 | 1981-07-15 | Union Carbide Corp | Radiationncurable acrylated epoxy silicone composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6026065A (ja) | 1985-02-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1076296A (en) | Photo-polymerizable dental restorative and tooth coating composition comprising an oligomeric resin, an acrylate monomer, an organic peroxide and a photosensitizer | |
| JP2873482B2 (ja) | 光架橋性樹脂組成物 | |
| JPH0370753B2 (zh) | ||
| US5147957A (en) | Hydrosilated azlactone functional silicon containing compounds and derivatives thereof | |
| JPH0548269B2 (zh) | ||
| JP2008512546A (ja) | 無水物官能性シルセスキオキサン樹脂 | |
| CN105505084A (zh) | 一种加成型硅橡胶用底涂剂及其制备方法 | |
| JPH0550548B2 (zh) | ||
| EP0915912A1 (en) | Curable polymer compositions and their preparation | |
| JPH10147745A (ja) | 光及び熱硬化性組成物 | |
| JPH0615594B2 (ja) | 新規硬化性樹脂 | |
| JP2000309625A (ja) | 硬化性樹脂組成物 | |
| JP3332438B2 (ja) | 室温硬化型二液性組成物 | |
| JPH029068B2 (zh) | ||
| JP3524181B2 (ja) | フィルム状接着剤 | |
| JPS60206802A (ja) | 改良された加水分解性シリル基含有ビニル系重合体の製造法 | |
| JPH0621134B2 (ja) | 光硬化性樹脂組成物 | |
| JPH05503550A (ja) | 改良された流動学的制御を有するアクリル改質エポキシ樹脂接着剤組成物 | |
| JPH0479393B2 (zh) | ||
| JPS6158085B2 (zh) | ||
| JPS6121134A (ja) | 新規アクリル変性シリコ−ン樹脂 | |
| JP2003147145A (ja) | 活性エネルギー線硬化性組成物およびそれを用いた接合方法 | |
| JPS604576A (ja) | 感圧性接着剤組成物 | |
| JP4577739B2 (ja) | 接着剤組成物およびそれを用いた接着シート | |
| JPS59227915A (ja) | 硬化性液状樹脂組成物およびこれを主成分とする光学繊維被覆材料 |