JP5292680B2 - 含フッ素ポリエーテル（メタ）アクリレートおよびその製造法 - Google Patents
含フッ素ポリエーテル（メタ）アクリレートおよびその製造法 Download PDFInfo
- Publication number
- JP5292680B2 JP5292680B2 JP2006214143A JP2006214143A JP5292680B2 JP 5292680 B2 JP5292680 B2 JP 5292680B2 JP 2006214143 A JP2006214143 A JP 2006214143A JP 2006214143 A JP2006214143 A JP 2006214143A JP 5292680 B2 JP5292680 B2 JP 5292680B2
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- JP
- Japan
- Prior art keywords
- meth
- acrylate
- fluorine
- ocf
- containing polyether
- 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.)
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- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 title claims abstract description 39
- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 27
- 229920000570 polyether Polymers 0.000 title claims abstract description 27
- 229910052731 fluorine Inorganic materials 0.000 title claims abstract description 26
- 239000011737 fluorine Substances 0.000 title claims abstract description 26
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title description 5
- 238000004519 manufacturing process Methods 0.000 claims abstract description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- VYGUBTIWNBFFMQ-UHFFFAOYSA-N [N+](#[C-])N1C(=O)NC=2NC(=O)NC2C1=O Chemical group [N+](#[C-])N1C(=O)NC=2NC(=O)NC2C1=O VYGUBTIWNBFFMQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000002221 fluorine Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 14
- -1 carboxylic acid fluoride Chemical class 0.000 description 7
- 150000002009 diols Chemical class 0.000 description 7
- 238000005481 NMR spectroscopy Methods 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 238000000862 absorption spectrum Methods 0.000 description 4
- CSCPPACGZOOCGX-WFGJKAKNSA-N acetone d6 Chemical compound [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H] CSCPPACGZOOCGX-WFGJKAKNSA-N 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- ONIKNECPXCLUHT-UHFFFAOYSA-N 2-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1Cl ONIKNECPXCLUHT-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 3
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 150000002222 fluorine compounds Chemical group 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- SIAPCJWMELPYOE-UHFFFAOYSA-N lithium hydride Chemical compound [LiH] SIAPCJWMELPYOE-UHFFFAOYSA-N 0.000 description 1
- 229910000103 lithium hydride Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Landscapes
- Polyethers (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006214143A JP5292680B2 (ja) | 2006-08-07 | 2006-08-07 | 含フッ素ポリエーテル（メタ）アクリレートおよびその製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006214143A JP5292680B2 (ja) | 2006-08-07 | 2006-08-07 | 含フッ素ポリエーテル（メタ）アクリレートおよびその製造法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008038015A JP2008038015A (ja) | 2008-02-21 |
| JP2008038015A5 JP2008038015A5 (enExample) | 2010-10-14 |
| JP5292680B2 true JP5292680B2 (ja) | 2013-09-18 |
Family
ID=39173414
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006214143A Active JP5292680B2 (ja) | 2006-08-07 | 2006-08-07 | 含フッ素ポリエーテル（メタ）アクリレートおよびその製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP5292680B2 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101235227B1 (ko) * | 2008-08-08 | 2013-02-20 | 디아이씨 가부시끼가이샤 | 불소 화합물 및 그것을 사용한 활성 에너지선 경화형 수지 조성물 |
| JP5760308B2 (ja) * | 2009-10-29 | 2015-08-05 | Dic株式会社 | 反射防止塗料組成物及び反射防止フィルム |
| KR101711846B1 (ko) | 2013-03-06 | 2017-03-03 | 유니마테크 가부시키가이샤 | 함불소 나노 컴퍼지트 입자 및 그 제조법 |
| EP2966141A4 (en) | 2013-03-06 | 2017-01-25 | Unimatec Co., Ltd. | Fluorine-containing calcium composite particles, preparation method therefor, and surface treatment agent using same as active component |
| EP2966112A4 (en) | 2013-03-06 | 2016-10-19 | Unimatec Co Ltd | FLUOROUS NANO-SILICA COMPOSITIONS AND METHOD OF MANUFACTURING THEREOF |
| CN106062128B (zh) | 2014-03-11 | 2017-12-22 | 优迈特株式会社 | 含氟硼酸复合物胶囊粒子 |
| US10093812B2 (en) | 2014-03-11 | 2018-10-09 | Unimatec Co., Ltd. | Composite material of resin—fluorine-containing boric acid composite particles |
| WO2015137343A1 (ja) | 2014-03-11 | 2015-09-17 | ユニマテック株式会社 | 含フッ素ホウ酸コンポジット粒子 |
| US20170015833A1 (en) | 2014-03-11 | 2017-01-19 | Unimatec Co., Ltd. | Fluorine-containing titanium oxide - nano-silica composite particles and method for producing the same |
| JP6326966B2 (ja) * | 2014-05-26 | 2018-05-23 | ユニマテック株式会社 | 含フッ素ウレタン（メタ）アクリレートの製造法 |
| KR101971487B1 (ko) | 2015-03-10 | 2019-04-23 | 유니마테크 가부시키가이샤 | 함불소 붕산 pvb 컴퍼지트 |
| CN115210295B (zh) | 2020-02-27 | 2023-05-23 | 优迈特株式会社 | 含氟醇复合物 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3574770A (en) * | 1968-10-24 | 1971-04-13 | Nasa | Hydroxy terminated perfluoro ethers |
| US4569962A (en) * | 1983-09-19 | 1986-02-11 | Minnesota Mining And Manufacturing Company | Perfluoropolyether compositions which are soluble in non-fluorinated solvents |
| JP2563959B2 (ja) * | 1988-02-25 | 1996-12-18 | 株式会社トクヤマ | 含フッ素エーテル化合物及びその製造方法 |
| JPH1036657A (ja) * | 1996-07-18 | 1998-02-10 | Showa Denko Kk | 重合性モノマー及びそれを用いた高分子固体電解質、及びその用途 |
| JP3888653B2 (ja) * | 1998-06-09 | 2007-03-07 | 日本化薬株式会社 | 樹脂組成物及び硬化物 |
-
2006
- 2006-08-07 JP JP2006214143A patent/JP5292680B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP2008038015A (ja) | 2008-02-21 |
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