JP2010523752A5 - - Google Patents
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- Publication number
- JP2010523752A5 JP2010523752A5 JP2010501492A JP2010501492A JP2010523752A5 JP 2010523752 A5 JP2010523752 A5 JP 2010523752A5 JP 2010501492 A JP2010501492 A JP 2010501492A JP 2010501492 A JP2010501492 A JP 2010501492A JP 2010523752 A5 JP2010523752 A5 JP 2010523752A5
- Authority
- JP
- Japan
- Prior art keywords
- accelerator solution
- complexing agent
- group
- solution according
- stabilizer
- 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
- 239000003381 stabilizer Substances 0.000 claims description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- NTMXFHGYWJIAAE-UHFFFAOYSA-N n,n-diethyl-3-oxobutanamide Chemical compound CCN(CC)C(=O)CC(C)=O NTMXFHGYWJIAAE-UHFFFAOYSA-N 0.000 claims description 6
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 claims description 5
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 claims description 3
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 6
- 239000008139 complexing agent Substances 0.000 claims 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- 239000004925 Acrylic resin Substances 0.000 claims 2
- 229920000178 Acrylic resin Polymers 0.000 claims 2
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical compound N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims 2
- 239000011347 resin Substances 0.000 claims 2
- 229920005989 resin Polymers 0.000 claims 2
- WHDIBZRLPOQWGB-UHFFFAOYSA-N 1-$l^{1}-oxidanyloxybutane Chemical group CCCCO[O] WHDIBZRLPOQWGB-UHFFFAOYSA-N 0.000 claims 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims 1
- YPFNIPKMNMDDDB-UHFFFAOYSA-K 2-[2-[bis(carboxylatomethyl)amino]ethyl-(2-hydroxyethyl)amino]acetate;iron(3+) Chemical compound [Fe+3].OCCN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O YPFNIPKMNMDDDB-UHFFFAOYSA-K 0.000 claims 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims 1
- 239000002202 Polyethylene glycol Substances 0.000 claims 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims 1
- 230000001133 acceleration Effects 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000008199 coating composition Substances 0.000 claims 1
- 229910052802 copper Inorganic materials 0.000 claims 1
- 239000010949 copper Substances 0.000 claims 1
- 229960002887 deanol Drugs 0.000 claims 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 1
- 230000000977 initiatory effect Effects 0.000 claims 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 229920001223 polyethylene glycol Polymers 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000004729 acetoacetic acid derivatives Chemical class 0.000 description 3
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 2
- -1 alkali metal salts Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- JQQFHYGWOCWHFI-UHFFFAOYSA-N azanium;2-ethylhexanoate Chemical compound [NH4+].CCCCC(CC)C([O-])=O JQQFHYGWOCWHFI-UHFFFAOYSA-N 0.000 description 1
- VJFFDDQGMMQGTQ-UHFFFAOYSA-L barium(2+);2-ethylhexanoate Chemical compound [Ba+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O VJFFDDQGMMQGTQ-UHFFFAOYSA-L 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 229940093499 ethyl acetate Drugs 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- MAZKNBXUMANNDL-UHFFFAOYSA-M lithium;2-ethylhexanoate Chemical compound [Li+].CCCCC(CC)C([O-])=O MAZKNBXUMANNDL-UHFFFAOYSA-M 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- REOJLIXKJWXUGB-UHFFFAOYSA-N mofebutazone Chemical group O=C1C(CCCC)C(=O)NN1C1=CC=CC=C1 REOJLIXKJWXUGB-UHFFFAOYSA-N 0.000 description 1
- 229960003966 nicotinamide Drugs 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- ZUFQCVZBBNZMKD-UHFFFAOYSA-M potassium 2-ethylhexanoate Chemical compound [K+].CCCCC(CC)C([O-])=O ZUFQCVZBBNZMKD-UHFFFAOYSA-M 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- VYPDUQYOLCLEGS-UHFFFAOYSA-M sodium;2-ethylhexanoate Chemical compound [Na+].CCCCC(CC)C([O-])=O VYPDUQYOLCLEGS-UHFFFAOYSA-M 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07105446 | 2007-04-02 | ||
| EP07105446.4 | 2007-04-02 | ||
| US92635307P | 2007-04-26 | 2007-04-26 | |
| US60/926,353 | 2007-04-26 | ||
| PCT/EP2008/053803 WO2008119783A1 (en) | 2007-04-02 | 2008-03-31 | Accelerator solution |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014228622A Division JP2015083680A (ja) | 2007-04-02 | 2014-11-11 | 促進剤溶液 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010523752A JP2010523752A (ja) | 2010-07-15 |
| JP2010523752A5 true JP2010523752A5 (https=) | 2013-04-18 |
| JP5687054B2 JP5687054B2 (ja) | 2015-03-18 |
Family
ID=38229373
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010501492A Active JP5687054B2 (ja) | 2007-04-02 | 2008-03-31 | 促進剤溶液 |
| JP2014228622A Pending JP2015083680A (ja) | 2007-04-02 | 2014-11-11 | 促進剤溶液 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014228622A Pending JP2015083680A (ja) | 2007-04-02 | 2014-11-11 | 促進剤溶液 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US8008380B2 (https=) |
| EP (1) | EP2132234B1 (https=) |
| JP (2) | JP5687054B2 (https=) |
| KR (1) | KR101538413B1 (https=) |
| CN (1) | CN101641376B (https=) |
| BR (1) | BRPI0808594A2 (https=) |
| CA (1) | CA2682548C (https=) |
| DK (1) | DK2132234T3 (https=) |
| ES (1) | ES2425485T3 (https=) |
| MX (1) | MX2009010657A (https=) |
| PL (1) | PL2132234T3 (https=) |
| RU (1) | RU2470034C2 (https=) |
| SI (1) | SI2132234T1 (https=) |
| TW (1) | TWI429668B (https=) |
| WO (1) | WO2008119783A1 (https=) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2582744B1 (en) * | 2010-06-16 | 2014-03-26 | Akzo Nobel Chemicals International B.V. | Accelerator solution and process for curing curable resins |
| ES2542780T3 (es) * | 2011-03-24 | 2015-08-11 | Akzo Nobel Chemicals International B.V. | Agente acelerante para curar resinas |
| TWI439451B (zh) * | 2011-03-24 | 2014-06-01 | Hoffmann La Roche | 雜環胺衍生物 |
| US9206302B2 (en) * | 2011-03-24 | 2015-12-08 | Akzo Nobel Chemicals International B.V. | Accelerator for curing resins |
| CN104583291A (zh) * | 2012-08-29 | 2015-04-29 | 阿克佐诺贝尔化学国际公司 | 用于固化树脂的铁基加速剂 |
| US9068045B2 (en) | 2013-04-05 | 2015-06-30 | Reichhold, Inc. | Curing of liquid thermosetting resins |
| MX2016007293A (es) * | 2013-12-12 | 2016-08-04 | Akzo Nobel Chemicals Int Bv | Metodo para curar una resina curable radicalmente. |
| AR099141A1 (es) * | 2014-02-11 | 2016-06-29 | Akzo Nobel Chemicals Int Bv | Proceso para el curado de una resina de poliéster insaturado o resina de éster de vinilo que contiene (met)acrilato y composición de resina curable radicalmente resultante |
| US10000602B2 (en) | 2014-10-02 | 2018-06-19 | Reichhold Llc 2 | Curable compositions |
| CN110741050B (zh) * | 2017-06-14 | 2021-05-14 | 综研化学株式会社 | 涂布用固化性组合物和层叠体 |
| JP7368366B2 (ja) | 2018-02-19 | 2023-10-24 | アーケマ・インコーポレイテッド | 長いオープンタイムを有する、加速されたペルオキシド硬化樹脂組成物 |
| WO2020174896A1 (ja) * | 2019-02-28 | 2020-09-03 | 綜研化学株式会社 | 基材改質用硬化性組成物 |
| CN114249864B (zh) * | 2022-01-25 | 2023-09-05 | 广东美亨新材料科技有限公司 | 不饱和聚酯树脂促进剂及其制备方法和应用 |
| EP4714986A1 (en) * | 2024-09-23 | 2026-03-25 | Nouryon Chemicals International B.V. | Low colour cure system |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1192166A (en) * | 1966-05-13 | 1970-05-20 | Rhone Poulenc Sa | Novel Polymerization Initiator and Polymerization process using the same |
| JPS523997B2 (https=) * | 1973-05-17 | 1977-01-31 | ||
| GB1459638A (en) * | 1974-04-24 | 1976-12-22 | Dow Chemical Co | Epoxy resin compositions |
| JPS55731A (en) * | 1978-06-20 | 1980-01-07 | Shigeo Kiyono | Curing accelerator for epoxy resin |
| WO1990012824A1 (en) * | 1989-04-26 | 1990-11-01 | Akzo N.V. | Organic nitrogen-containing polymerization cocatalyst |
| IT1232850B (it) * | 1989-04-26 | 1992-03-05 | Saint Peter Srl | Acceleranti per l'indurimento di resine poliesteri insature, maleiche, alliliche ed epossidiche e procedimenti di indurimento che li utlizzano |
| JPH05500731A (ja) * | 1989-06-23 | 1993-02-12 | バイポーラ インテグレイテッド テクノロジー インコーポレイテッド | Ｖｌｓｉバイポーラ処理及びキーホール・トランジスタ |
| TW275070B (https=) * | 1992-12-22 | 1996-05-01 | Ciba Geigy Ag | |
| JP2000239217A (ja) * | 1999-02-22 | 2000-09-05 | Mitsubishi Chemicals Corp | アジポアルデヒド酸の製造方法 |
| FR2839724B1 (fr) * | 2002-05-17 | 2005-08-05 | Solvay | Procedes de polymerisation radicalaire pour preparer des polymeres halogenes et polymeres halogenes |
| AU2003229721A1 (en) * | 2002-05-30 | 2003-12-19 | Akzo Nobel N.V. | A food approved accelerator solution for curing unsaturated polyester resins |
| EP1682601A1 (en) * | 2003-10-31 | 2006-07-26 | DSM IP Assets B.V. | Pre-accelerated unsaturated polyester or vinyl ester resin compositions |
| WO2006034981A1 (en) * | 2004-09-28 | 2006-04-06 | Akzo Nobel N.V. | Curing of water-containing unsaturated polyester resins involving a cobalt accelerator and a complexing compound |
| US8268189B2 (en) * | 2005-05-31 | 2012-09-18 | Akzo Nobel N.V. | Storage-stable accelerator solution |
-
2008
- 2008-03-31 BR BRPI0808594-3A patent/BRPI0808594A2/pt not_active IP Right Cessation
- 2008-03-31 US US12/593,980 patent/US8008380B2/en active Active
- 2008-03-31 EP EP08718353.9A patent/EP2132234B1/en active Active
- 2008-03-31 DK DK08718353.9T patent/DK2132234T3/da active
- 2008-03-31 JP JP2010501492A patent/JP5687054B2/ja active Active
- 2008-03-31 ES ES08718353T patent/ES2425485T3/es active Active
- 2008-03-31 WO PCT/EP2008/053803 patent/WO2008119783A1/en not_active Ceased
- 2008-03-31 RU RU2009140307/04A patent/RU2470034C2/ru not_active IP Right Cessation
- 2008-03-31 CA CA2682548A patent/CA2682548C/en active Active
- 2008-03-31 SI SI200831002T patent/SI2132234T1/sl unknown
- 2008-03-31 CN CN2008800094158A patent/CN101641376B/zh not_active Expired - Fee Related
- 2008-03-31 PL PL08718353T patent/PL2132234T3/pl unknown
- 2008-03-31 KR KR1020097022860A patent/KR101538413B1/ko active Active
- 2008-03-31 MX MX2009010657A patent/MX2009010657A/es active IP Right Grant
- 2008-04-02 TW TW097112021A patent/TWI429668B/zh not_active IP Right Cessation
-
2014
- 2014-11-11 JP JP2014228622A patent/JP2015083680A/ja active Pending
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