JP2010504382A5 - - Google Patents
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- Publication number
- JP2010504382A5 JP2010504382A5 JP2009528683A JP2009528683A JP2010504382A5 JP 2010504382 A5 JP2010504382 A5 JP 2010504382A5 JP 2009528683 A JP2009528683 A JP 2009528683A JP 2009528683 A JP2009528683 A JP 2009528683A JP 2010504382 A5 JP2010504382 A5 JP 2010504382A5
- Authority
- JP
- Japan
- Prior art keywords
- polymerization catalyst
- composition
- sulfur
- group
- containing organic
- 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.)
- Granted
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- 239000000203 mixture Substances 0.000 claims description 40
- 239000002685 polymerization catalyst Substances 0.000 claims description 26
- 150000007524 organic acids Chemical class 0.000 claims description 16
- CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical compound C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 claims description 14
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 14
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 14
- 239000011593 sulfur Substances 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 235000005985 organic acids Nutrition 0.000 claims description 4
- 239000004065 semiconductor Substances 0.000 claims description 4
- 150000005130 benzoxazines Chemical group 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 150000002460 imidazoles Chemical class 0.000 claims description 2
- 229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims description 2
- 150000003463 sulfur Chemical class 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 description 13
- 125000000217 alkyl group Chemical group 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000565 sealant Substances 0.000 description 3
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000012255 powdered metal Substances 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- GIWQSPITLQVMSG-UHFFFAOYSA-N 1,2-dimethylimidazole Chemical compound CC1=NC=CN1C GIWQSPITLQVMSG-UHFFFAOYSA-N 0.000 description 1
- FBHPRUXJQNWTEW-UHFFFAOYSA-N 1-benzyl-2-methylimidazole Chemical compound CC1=NC=CN1CC1=CC=CC=C1 FBHPRUXJQNWTEW-UHFFFAOYSA-N 0.000 description 1
- XZKLXPPYISZJCV-UHFFFAOYSA-N 1-benzyl-2-phenylimidazole Chemical compound C1=CN=C(C=2C=CC=CC=2)N1CC1=CC=CC=C1 XZKLXPPYISZJCV-UHFFFAOYSA-N 0.000 description 1
- QKVROWZQJVDFSO-UHFFFAOYSA-N 2-(2-methylimidazol-1-yl)ethanamine Chemical compound CC1=NC=CN1CCN QKVROWZQJVDFSO-UHFFFAOYSA-N 0.000 description 1
- PQAMFDRRWURCFQ-UHFFFAOYSA-N 2-ethyl-1h-imidazole Chemical compound CCC1=NC=CN1 PQAMFDRRWURCFQ-UHFFFAOYSA-N 0.000 description 1
- YTWBFUCJVWKCCK-UHFFFAOYSA-N 2-heptadecyl-1h-imidazole Chemical compound CCCCCCCCCCCCCCCCCC1=NC=CN1 YTWBFUCJVWKCCK-UHFFFAOYSA-N 0.000 description 1
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 1
- ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 2-phenyl-1h-imidazole Chemical compound C1=CNC(C=2C=CC=CC=2)=N1 ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 0.000 description 1
- LLEASVZEQBICSN-UHFFFAOYSA-N 2-undecyl-1h-imidazole Chemical compound CCCCCCCCCCCC1=NC=CN1 LLEASVZEQBICSN-UHFFFAOYSA-N 0.000 description 1
- SESYNEDUKZDRJL-UHFFFAOYSA-N 3-(2-methylimidazol-1-yl)propanenitrile Chemical compound CC1=NC=CN1CCC#N SESYNEDUKZDRJL-UHFFFAOYSA-N 0.000 description 1
- TYOXIFXYEIILLY-UHFFFAOYSA-N 5-methyl-2-phenyl-1h-imidazole Chemical compound N1C(C)=CN=C1C1=CC=CC=C1 TYOXIFXYEIILLY-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06019841.3 | 2006-09-21 | ||
| EP06019841 | 2006-09-21 | ||
| PCT/EP2007/059623 WO2008034753A1 (en) | 2006-09-21 | 2007-09-13 | Catalytic low temperature polymerization |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010504382A JP2010504382A (ja) | 2010-02-12 |
| JP2010504382A5 true JP2010504382A5 (enExample) | 2010-11-11 |
| JP5474551B2 JP5474551B2 (ja) | 2014-04-16 |
Family
ID=38757362
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009528683A Active JP5474551B2 (ja) | 2006-09-21 | 2007-09-13 | 触媒による低温重合 |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US20100016504A1 (enExample) |
| EP (1) | EP2064259B1 (enExample) |
| JP (1) | JP5474551B2 (enExample) |
| CN (1) | CN101516961B (enExample) |
| WO (1) | WO2008034753A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2009115488A1 (en) * | 2008-03-19 | 2009-09-24 | Henkel Ag & Co. Kgaa | Copolymerization method |
| JP2013508486A (ja) * | 2009-10-22 | 2013-03-07 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | ベンゾオキサジン化合物および熱活性化触媒としての環状構造を有するスルホン酸エステルを含有する硬化性組成物 |
| TWI445727B (zh) * | 2010-10-21 | 2014-07-21 | Taiwan Union Technology Corp | 樹脂組合物及由其製成之預浸材與印刷電路板 |
| KR20150065751A (ko) * | 2012-09-28 | 2015-06-15 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 폴리벤족사진 조성물 |
| WO2016141257A1 (en) | 2015-03-04 | 2016-09-09 | Huntsman Advanced Materials Americas Llc | Benzoxazine low temperature curable composition |
| JP6968099B2 (ja) | 2016-05-10 | 2021-11-17 | ハンツマン・アドバンスド・マテリアルズ・アメリカズ・エルエルシー | ベンズオキサジン樹脂のための潜在性触媒としてのベンゾチアゾール |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5360644A (en) * | 1992-12-15 | 1994-11-01 | Basf Corporation | Chip-resistant composite coating |
| US5476719A (en) * | 1994-08-17 | 1995-12-19 | Trw Inc. | Superconducting multi-layer microstrip structure for multi-chip modules and microwave circuits |
| US6225440B1 (en) * | 1998-06-26 | 2001-05-01 | Edison Polymer Innovation Corporation | Cationic ring-opening polymerization of benzoxazines |
| US6207786B1 (en) * | 1998-11-10 | 2001-03-27 | Edison Polymer Innovation Corporation | Ternary systems of benzoxazine, epoxy, and phenolic resins |
| JP2000191775A (ja) * | 1998-12-24 | 2000-07-11 | Shikoku Chem Corp | 熱硬化性樹脂組成物及びその硬化方法 |
| JP4207101B2 (ja) * | 1999-05-25 | 2009-01-14 | 日立化成工業株式会社 | 半導体封止用樹脂組成物及び樹脂封止型半導体装置 |
| US6376080B1 (en) * | 1999-06-07 | 2002-04-23 | Loctite Corporation | Method for preparing polybenzoxazine |
| KR100419063B1 (ko) * | 2000-06-10 | 2004-02-14 | 주식회사 엘지화학 | 에폭시 수지 조성물 및 이를 이용한 적층판 |
| JP2002047391A (ja) * | 2000-07-31 | 2002-02-12 | Hitachi Chem Co Ltd | 封止用熱硬化性樹脂組成物および電子部品装置 |
| JP2004103495A (ja) * | 2002-09-12 | 2004-04-02 | Sansho Kako:Kk | 燃料電池用セパレータ、その製造方法および該燃料電池用セパレータを用いた燃料電池 |
| JP2004182974A (ja) * | 2002-11-22 | 2004-07-02 | Mitsubishi Chemicals Corp | ポリエーテルポリオールの製造方法 |
| WO2004048440A1 (ja) * | 2002-11-22 | 2004-06-10 | Mitsubishi Chemical Corporation | ポリエーテルポリオールの製造方法 |
| JP3946626B2 (ja) * | 2002-12-03 | 2007-07-18 | 住友ベークライト株式会社 | 樹脂組成物、プリプレグおよびそれを用いたプリント配線板 |
| US20070102674A1 (en) * | 2003-07-11 | 2007-05-10 | Ube Industries, Ltd. | Acid-base mixture and ion conductor comprising the same |
| US7649060B2 (en) * | 2005-12-02 | 2010-01-19 | Henkel Corporation | Curable compositions |
| JP2006233188A (ja) * | 2005-01-31 | 2006-09-07 | Toray Ind Inc | 複合材料用プリプレグ、および複合材料 |
| EP1647576A1 (en) * | 2005-04-01 | 2006-04-19 | Huntsman Advanced Materials (Switzerland) GmbH | Composition comprising benzoxazine and epoxy resin |
| BRPI0717583A2 (pt) * | 2006-09-21 | 2013-10-29 | Henkel Ag & Co. Kgaa | Formulações contendo benzoxazina polimerizáveis / curáveis em baixa temperatura. |
-
2007
- 2007-09-13 CN CN2007800349330A patent/CN101516961B/zh active Active
- 2007-09-13 JP JP2009528683A patent/JP5474551B2/ja active Active
- 2007-09-13 WO PCT/EP2007/059623 patent/WO2008034753A1/en not_active Ceased
- 2007-09-13 US US12/442,316 patent/US20100016504A1/en not_active Abandoned
- 2007-09-13 EP EP07820176.1A patent/EP2064259B1/en not_active Not-in-force
-
2012
- 2012-07-25 US US13/557,769 patent/US20130266737A1/en not_active Abandoned
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