JP2014520903A5 - - Google Patents
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- Publication number
- JP2014520903A5 JP2014520903A5 JP2014517384A JP2014517384A JP2014520903A5 JP 2014520903 A5 JP2014520903 A5 JP 2014520903A5 JP 2014517384 A JP2014517384 A JP 2014517384A JP 2014517384 A JP2014517384 A JP 2014517384A JP 2014520903 A5 JP2014520903 A5 JP 2014520903A5
- Authority
- JP
- Japan
- Prior art keywords
- epoxy resin
- adduct
- composition
- diglycidyl ether
- isocyanate compound
- 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
Links
- 239000000203 mixture Substances 0.000 claims description 25
- 239000003822 epoxy resin Substances 0.000 claims description 20
- 229920000647 polyepoxide Polymers 0.000 claims description 20
- 239000012948 isocyanate Substances 0.000 claims description 18
- -1 isocyanates compounds Chemical class 0.000 claims description 14
- 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 claims description 8
- 239000004593 Epoxy Substances 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 4
- 150000002513 isocyanates Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 229920001451 polypropylene glycol Polymers 0.000 claims description 4
- 239000002131 composite material Substances 0.000 claims description 3
- RQZUWSJHFBOFPI-UHFFFAOYSA-N 2-[1-[1-(oxiran-2-ylmethoxy)propan-2-yloxy]propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COC(C)COCC1CO1 RQZUWSJHFBOFPI-UHFFFAOYSA-N 0.000 claims description 2
- SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 claims description 2
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 claims description 2
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical group CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims description 2
- ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 2-phenyl-1h-imidazole Chemical compound C1=CNC(C=2C=CC=CC=2)=N1 ZCUJYXPAKHMBAZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 239000004844 aliphatic epoxy resin Substances 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 claims description 2
- 150000002118 epoxides Chemical class 0.000 claims description 2
- 150000002460 imidazoles Chemical class 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 4
- 229920000570 polyether Polymers 0.000 claims 4
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 claims 2
- XUCHXOAWJMEFLF-UHFFFAOYSA-N bisphenol F diglycidyl ether Chemical compound C1OC1COC(C=C1)=CC=C1CC(C=C1)=CC=C1OCC1CO1 XUCHXOAWJMEFLF-UHFFFAOYSA-N 0.000 claims 2
- 238000005452 bending Methods 0.000 description 4
- 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 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- 229940126062 Compound A Drugs 0.000 description 2
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000003077 polyols Chemical group 0.000 description 1
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2011/076822 WO2013003999A1 (en) | 2011-07-04 | 2011-07-04 | Adducts as tougheners in thermosettable epoxy systems |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015229006A Division JP2016094610A (ja) | 2015-11-24 | 2015-11-24 | 熱硬化性エポキシ系の強化剤用付加体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014520903A JP2014520903A (ja) | 2014-08-25 |
| JP2014520903A5 true JP2014520903A5 (OSRAM) | 2015-05-28 |
| JP5933707B2 JP5933707B2 (ja) | 2016-06-15 |
Family
ID=47436446
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014517384A Expired - Fee Related JP5933707B2 (ja) | 2011-07-04 | 2011-07-04 | 熱硬化性エポキシ系の強化剤用付加体 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20140121299A1 (OSRAM) |
| EP (1) | EP2729511A4 (OSRAM) |
| JP (1) | JP5933707B2 (OSRAM) |
| CN (1) | CN103649154A (OSRAM) |
| BR (1) | BR112013030029A2 (OSRAM) |
| WO (1) | WO2013003999A1 (OSRAM) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106471032B (zh) * | 2014-05-12 | 2020-08-04 | 科思创德国股份有限公司 | 用于合成噁唑烷酮化合物的催化剂 |
| JP6539434B2 (ja) * | 2014-09-09 | 2019-07-03 | 日鉄ケミカル&マテリアル株式会社 | イソシアヌレート−オキサゾリドン樹脂用原料組成物およびイソシアヌレート−オキサゾリドン樹脂 |
| JP6441632B2 (ja) * | 2014-09-30 | 2018-12-19 | 旭化成株式会社 | エポキシ樹脂の製造方法 |
| US20180163104A1 (en) * | 2015-06-02 | 2018-06-14 | Dow Global Technologies Llc | Blocked polyurethane tougheners for epoxy adhesives |
| JP6903897B2 (ja) * | 2015-11-20 | 2021-07-14 | 三菱ケミカル株式会社 | エポキシ樹脂組成物、並びにこれを用いた成形品、プリプレグ及び繊維強化プラスチック |
| CN105482075A (zh) * | 2015-12-15 | 2016-04-13 | 广东广山新材料有限公司 | 一种异氰酸酯改性环氧树脂及用途 |
| CN105524253A (zh) * | 2015-12-15 | 2016-04-27 | 广东广山新材料有限公司 | 一种异氰酸酯改性环氧树脂及其用途 |
| CN105482076A (zh) * | 2015-12-15 | 2016-04-13 | 广东广山新材料有限公司 | 一种异氰酸酯改性环氧树脂及用途 |
| JP7317707B2 (ja) | 2017-02-16 | 2023-07-31 | ビーエーエスエフ ソシエタス・ヨーロピア | ポリオキサゾリドン及びその製造方法 |
| CN110461937B (zh) * | 2017-03-31 | 2022-05-10 | Tdk株式会社 | 树脂组合物、树脂片、树脂固化物、树脂基板以及层叠基板 |
| KR102279438B1 (ko) | 2017-12-01 | 2021-07-19 | 엘에스일렉트릭(주) | 에폭시 수지 조성물 및 이를 포함하는 변압기 |
| ES3013876T3 (en) * | 2018-05-18 | 2025-04-15 | Dow Global Technologies Llc | A polyisocyanate component, a polyurethane foaming system and an article made therefrom |
| JP7512249B2 (ja) * | 2018-07-18 | 2024-07-08 | ビーエーエスエフ ソシエタス・ヨーロピア | ポリオキサゾリドンのバルク重合 |
| CN110964422A (zh) * | 2018-09-28 | 2020-04-07 | 广州立邦涂料有限公司 | 复合材料表面的处理方法与涂层组合物,及涂层组合物的制备方法和应用 |
| US10899871B2 (en) * | 2019-04-23 | 2021-01-26 | Chang Chun Plastics Co., Ltd. | Phosphorous containing epoxy resins and process for synthesis |
| CN110527255A (zh) * | 2019-09-09 | 2019-12-03 | 东莞泰合复合材料有限公司 | 一种环氧树脂基体、复合材料、车架及其制备方法 |
| EP4259676A1 (en) * | 2020-12-10 | 2023-10-18 | Covestro Deutschland AG | Composition comprising epoxy-functional oxazolidinone |
| EP4011927A1 (en) * | 2020-12-10 | 2022-06-15 | Covestro Deutschland AG | Composition comprising epoxy-functional oxazolidinone |
| EP3964536A1 (de) | 2021-02-23 | 2022-03-09 | Basf Se | Polyoxazolidinon zwischenprodukt enthaltend ein antioxidans |
| CN116218147A (zh) * | 2022-12-22 | 2023-06-06 | 四川东树新材料有限公司 | 一种低放热的改性环氧树脂组合物 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3020262A (en) * | 1957-12-19 | 1962-02-06 | Jefferson Chem Co Inc | Method for producing 2-oxazolidones from epoxides and isocyanates |
| NL6402808A (OSRAM) * | 1963-04-23 | 1964-10-26 | ||
| US3334110A (en) * | 1965-08-16 | 1967-08-01 | Baker Chem Co J T | Method for preparing epoxyoxazolidinones |
| US3413377A (en) * | 1965-12-21 | 1968-11-26 | Baker Chem Co J T | Resins of poly(epoxyalkyl-2-oxazolidinone), phenolic based polyepoxides and monoepoxy compounds |
| US3509231A (en) * | 1967-08-21 | 1970-04-28 | Dow Chemical Co | Oxazolidinones and thiazolidinones as latent catalysts for curing polyepoxide resins |
| DE3323122A1 (de) * | 1983-06-27 | 1985-05-23 | Siemens AG, 1000 Berlin und 8000 München | Verfahren zur herstellung von reaktionsharzformstoffen |
| DE3323084A1 (de) * | 1983-06-27 | 1985-01-10 | Siemens AG, 1000 Berlin und 8000 München | Verfahren zur herstellung von formstoffen |
| US4658007A (en) * | 1985-05-07 | 1987-04-14 | The Dow Chemical Company | Polyisocyanurate-based polyoxazolidone polymers and process for their preparation |
| DE3720759A1 (de) * | 1987-06-24 | 1989-01-05 | Bayer Ag | Oxazolidongruppen enthaltende epoxidharze |
| DE68921092T2 (de) * | 1988-05-13 | 1995-08-03 | Nippon Paint Co Ltd | Hitzehärtende Harzzusammensetzung und Herstellung von hitzebeständigen Überzügen und Gegenständen auf der Basis dieser Zusammensetzung. |
| US4980497A (en) * | 1988-06-09 | 1990-12-25 | Mitsui Toatsu Chemicals, Inc. | Monomer of carbonate ester having isopropenylphenyl group |
| US5138016A (en) * | 1990-12-18 | 1992-08-11 | H. B. Fuller Company | Isocyanurate-free oxazolidone compound made from epoxy and a hindered isocyanate compound and a novel catalyst for their production |
| JPH06329750A (ja) * | 1993-05-21 | 1994-11-29 | Hitachi Chem Co Ltd | アミド基含有ジイソシアナート化合物、その製造法、ポリアミドエポキシ樹脂及びその製造法 |
| US5480958A (en) * | 1994-09-21 | 1996-01-02 | Air Products And Chemicals, Inc. | Polyepoxide resins incorporating epoxy terminated urethanes as tougheners |
| JP3185051B2 (ja) * | 1997-03-31 | 2001-07-09 | 東都化成株式会社 | エポキシ樹脂水性分散体 |
| GB9827367D0 (en) * | 1998-12-11 | 1999-02-03 | Dow Deutschland Inc | Adhesive resin composition |
| EP1818044A1 (en) * | 2005-11-25 | 2007-08-15 | DSMIP Assets B.V. | Cosmetic or personal care composition comprising a polymer comprising oxazolidon groups |
| CN101815734A (zh) * | 2007-10-05 | 2010-08-25 | 陶氏环球技术公司 | 异氰酸酯改性环氧树脂及其环氧粉末涂料组合物 |
| JP5252710B2 (ja) * | 2008-12-18 | 2013-07-31 | 旭化成イーマテリアルズ株式会社 | イソシアネート変性エポキシ樹脂 |
| JP2012519752A (ja) * | 2009-03-04 | 2012-08-30 | ダウ グローバル テクノロジーズ エルエルシー | トリメチオールプロパンオクタデカエトキシレートに基づくグリジルエーテルを含む熱硬化性組成物 |
-
2011
- 2011-07-04 US US14/125,977 patent/US20140121299A1/en not_active Abandoned
- 2011-07-04 EP EP11869022.1A patent/EP2729511A4/en not_active Withdrawn
- 2011-07-04 JP JP2014517384A patent/JP5933707B2/ja not_active Expired - Fee Related
- 2011-07-04 CN CN201180072094.8A patent/CN103649154A/zh active Pending
- 2011-07-04 WO PCT/CN2011/076822 patent/WO2013003999A1/en not_active Ceased
- 2011-07-04 BR BR112013030029A patent/BR112013030029A2/pt not_active IP Right Cessation
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