JP2012521867A5 - - Google Patents
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- Publication number
- JP2012521867A5 JP2012521867A5 JP2012501388A JP2012501388A JP2012521867A5 JP 2012521867 A5 JP2012521867 A5 JP 2012521867A5 JP 2012501388 A JP2012501388 A JP 2012501388A JP 2012501388 A JP2012501388 A JP 2012501388A JP 2012521867 A5 JP2012521867 A5 JP 2012521867A5
- Authority
- JP
- Japan
- Prior art keywords
- ion exchange
- exchange resin
- acidic ion
- ester
- reactivating
- 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
- 238000000034 method Methods 0.000 claims 25
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 19
- 230000002378 acidificating effect Effects 0.000 claims 19
- 239000003456 ion exchange resin Substances 0.000 claims 19
- 229920003303 ion-exchange polymer Polymers 0.000 claims 19
- 239000002253 acid Substances 0.000 claims 12
- 150000002148 esters Chemical class 0.000 claims 12
- 239000011347 resin Substances 0.000 claims 12
- 229920005989 resin Polymers 0.000 claims 12
- 230000007420 reactivation Effects 0.000 claims 11
- 239000012535 impurity Substances 0.000 claims 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 6
- 239000007788 liquid Substances 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 150000001733 carboxylic acid esters Chemical class 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- 150000002894 organic compounds Chemical class 0.000 claims 3
- JLIDVCMBCGBIEY-UHFFFAOYSA-N 1-penten-3-one Chemical compound CCC(=O)C=C JLIDVCMBCGBIEY-UHFFFAOYSA-N 0.000 claims 2
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 2
- GHHGVSCQWPVENX-UHFFFAOYSA-N 2-methylpent-1-en-3-one Chemical compound CCC(=O)C(C)=C GHHGVSCQWPVENX-UHFFFAOYSA-N 0.000 claims 1
- DTCCTIQRPGSLPT-UHFFFAOYSA-N 2-pentenal Chemical class CCC=CC=O DTCCTIQRPGSLPT-UHFFFAOYSA-N 0.000 claims 1
- ROPXIGBWZZNJME-UHFFFAOYSA-N 4-methylidenehex-5-en-3-one Chemical compound CCC(=O)C(=C)C=C ROPXIGBWZZNJME-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 claims 1
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 230000009849 deactivation Effects 0.000 claims 1
- 150000001993 dienes Chemical class 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 238000005342 ion exchange Methods 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229940017219 methyl propionate Drugs 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical compound C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 150000005671 trienes Chemical class 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0905257.2A GB0905257D0 (en) | 2009-03-27 | 2009-03-27 | Process for the treatment of an ion exchange resin |
| GB0905257.2 | 2009-03-27 | ||
| PCT/GB2010/050510 WO2010109244A2 (en) | 2009-03-27 | 2010-03-25 | Process for the treatment of an ion exchange resin |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012521867A JP2012521867A (ja) | 2012-09-20 |
| JP2012521867A5 true JP2012521867A5 (enExample) | 2013-05-09 |
| JP5882193B2 JP5882193B2 (ja) | 2016-03-09 |
Family
ID=40671801
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012501388A Active JP5882193B2 (ja) | 2009-03-27 | 2010-03-25 | イオン交換樹脂の処理方法 |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US8835518B2 (enExample) |
| EP (4) | EP3862085B1 (enExample) |
| JP (1) | JP5882193B2 (enExample) |
| KR (1) | KR101719617B1 (enExample) |
| CN (1) | CN102361695B (enExample) |
| AU (1) | AU2010227277B2 (enExample) |
| BR (1) | BRPI1009092B1 (enExample) |
| CA (1) | CA2752790C (enExample) |
| ES (3) | ES2922635T3 (enExample) |
| GB (1) | GB0905257D0 (enExample) |
| MX (1) | MX2011009543A (enExample) |
| MY (2) | MY197873A (enExample) |
| NZ (1) | NZ594983A (enExample) |
| RU (1) | RU2531304C2 (enExample) |
| SG (2) | SG2014011522A (enExample) |
| TW (1) | TWI483779B (enExample) |
| WO (1) | WO2010109244A2 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0905257D0 (en) * | 2009-03-27 | 2009-05-13 | Lucite Int Uk Ltd | Process for the treatment of an ion exchange resin |
| JP6074902B2 (ja) * | 2012-03-28 | 2017-02-08 | 三菱化学株式会社 | 精製フェノール系化合物の製造方法 |
| CN104744212B (zh) * | 2013-12-31 | 2018-01-16 | 上海星可高纯溶剂有限公司 | 梯度洗脱溶剂甲醇的提纯方法 |
| JP6248742B2 (ja) * | 2014-02-21 | 2017-12-20 | 三菱ケミカル株式会社 | (メタ)アクリル酸エステルの精製方法及び(メタ)アクリル酸エステル重合体の製造方法 |
| CN116764689A (zh) * | 2015-08-20 | 2023-09-19 | 埃克-泰克股份有限公司 | 一种从离子交换树脂中汽提氨基甲酸酯的方法 |
| CN106673962B (zh) * | 2015-11-09 | 2019-11-15 | 中国石油化工股份有限公司 | 一种异丙醇的制备方法 |
| RU2720196C1 (ru) * | 2017-02-10 | 2020-04-27 | Дау Глоубл Текнолоджиз Ллк | Способ очистки смол |
| CN109967136A (zh) * | 2019-03-08 | 2019-07-05 | 中核通辽铀业有限责任公司 | 一种固定床树脂清洗解毒一体化方法 |
| TWI882590B (zh) * | 2021-05-20 | 2025-05-01 | 日商三菱化學股份有限公司 | 甲基丙烯酸系樹脂組成物、樹脂成形體及樹脂成形體之製造方法 |
| CN116440882B (zh) * | 2023-01-16 | 2024-09-20 | 浙江纽龙合成材料制造有限公司 | 一种基于端烯基活化的疏水分离层析介质及其制备方法 |
Family Cites Families (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE549516A (enExample) | 1955-07-19 | |||
| BE590370A (enExample) | 1959-04-29 | 1900-01-01 | ||
| US3146258A (en) * | 1961-12-29 | 1964-08-25 | Monsanto Co | Purification of acrylonitrile |
| US4237303A (en) | 1979-04-30 | 1980-12-02 | The Dow Chemical Company | Removal of oxazole from acrylonitrile |
| JPS57187042A (en) * | 1981-05-15 | 1982-11-17 | Nippon Petrochem Co Ltd | Regeneration method for ion exchange resin |
| JPS58183641A (ja) | 1982-04-19 | 1983-10-26 | Asahi Chem Ind Co Ltd | (メタ)アクリル酸メチルの精製法 |
| US4447641A (en) * | 1982-07-26 | 1984-05-08 | Standard Oil Company (Indiana) | Process for preparation of alpha, beta-unsaturated esters using AMS-1B borosilicate crystalline molecular sieve |
| US4581471A (en) * | 1983-04-12 | 1986-04-08 | The British Petroleum Company P.L.C. | Process for the production of unsaturated carboxylic acids and/or esters |
| JPS606635A (ja) | 1983-06-24 | 1985-01-14 | Mitsubishi Petrochem Co Ltd | 1,2−不飽和カルボン酸および/またはそのエステルの精製法 |
| DE3501761A1 (de) * | 1985-01-21 | 1986-07-24 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur vorveresterung freier fettsaeuren in rohfetten und/oder -oelen |
| JPS6242748A (ja) * | 1985-08-14 | 1987-02-24 | Mitsui Toatsu Chem Inc | イオン交換樹脂の再生方法 |
| US4733004A (en) | 1986-06-23 | 1988-03-22 | Ashland Oil, Inc. | Continuous esterification of methacrylic acid and product recovery |
| JPH0722714B2 (ja) * | 1986-10-27 | 1995-03-15 | 三井東圧化学株式会社 | イオン交換樹脂の再生方法 |
| JPS63127952A (ja) | 1986-11-14 | 1988-05-31 | Fujitsu Ltd | 媒体搬送機構 |
| CA1308737C (en) | 1987-04-16 | 1992-10-13 | Syoichi Matsumoto | Process for producing methacrylic ester |
| JPH0764787B2 (ja) * | 1987-04-16 | 1995-07-12 | 株式会社日本触媒 | 高純度メタクリル酸エステルの製造方法 |
| US4970344A (en) * | 1987-07-02 | 1990-11-13 | Conoco Inc. | Reactivation of spent alkanolamine |
| JP2640495B2 (ja) | 1988-05-25 | 1997-08-13 | 三菱レイヨン株式会社 | メタクリル酸メチルの精製法 |
| US5043518A (en) | 1989-07-31 | 1991-08-27 | Exxon Chemical Patents Inc. | Process for regenerating a catalyst and resultant regenerated catalyst and production of olefins by catalytic ether decomposition using regenerated catalyst |
| US5006258A (en) * | 1989-10-26 | 1991-04-09 | Conoco Inc. | Regeneration of acidic cationic exchange resin used in the reactivation of spent alkanolamine |
| JPH1072379A (ja) * | 1996-08-30 | 1998-03-17 | Mitsubishi Rayon Co Ltd | イソブチレンおよびメタクリル酸エステルの製造方法 |
| GB9807498D0 (en) * | 1998-04-08 | 1998-06-10 | Ici Plc | Production of unsaturated acids therfore and catalysts therfor |
| JP3792449B2 (ja) * | 1999-09-01 | 2006-07-05 | 三菱レイヨン株式会社 | メタクリル酸の精製法 |
| JP4416889B2 (ja) * | 1999-12-15 | 2010-02-17 | 株式会社日本触媒 | 固体触媒の廃棄方法 |
| RU2300515C2 (ru) * | 2001-12-04 | 2007-06-10 | Мицубиси Кемикал Корпорейшн | Способ получения (мет)акриловых кислот каталитическим окислением пропилена или изобутилена (варианты), способ разложения побочного продукта (варианты), установка для осуществления способа |
| JP2003277317A (ja) * | 2002-01-15 | 2003-10-02 | Mitsubishi Chemicals Corp | 高純度(メタ)アクリル酸の製造方法 |
| JP2003261504A (ja) * | 2002-03-06 | 2003-09-19 | Mitsubishi Rayon Co Ltd | (メタ)アクリル酸エステルの製造方法 |
| US20040006244A1 (en) * | 2002-05-22 | 2004-01-08 | Manzer Leo Ernest | Process for making ethyencially unsaturated acids and acids |
| JP2005179483A (ja) * | 2003-12-18 | 2005-07-07 | Mitsubishi Chemicals Corp | Thf重合触媒の再生方法 |
| JP2007014871A (ja) * | 2005-07-07 | 2007-01-25 | Tohoku Univ | イオン交換樹脂の再生方法 |
| MY143746A (en) | 2006-01-31 | 2011-07-15 | Revo Internat Inc | Process for production of fatty acid alkyl ester and production apparatus for fatty acid alkyl ester |
| WO2008078769A1 (ja) * | 2006-12-27 | 2008-07-03 | Lion Corporation | 脂肪酸低級アルキルエステルの製造方法 |
| DE102007023197A1 (de) * | 2007-05-22 | 2008-11-27 | Bayer Materialscience Ag | Polyester-Prepolymere |
| EP1995231B1 (en) * | 2007-05-25 | 2013-11-20 | Evonik Röhm GmbH | Process for preparation of methyl methacrylate using recycled methanol |
| WO2010070325A1 (en) * | 2008-12-18 | 2010-06-24 | Lucite International Uk Limited | Methyl methacrylate purification process |
| GB0905257D0 (en) * | 2009-03-27 | 2009-05-13 | Lucite Int Uk Ltd | Process for the treatment of an ion exchange resin |
-
2009
- 2009-03-27 GB GBGB0905257.2A patent/GB0905257D0/en not_active Ceased
-
2010
- 2010-03-25 SG SG2014011522A patent/SG2014011522A/en unknown
- 2010-03-25 EP EP21166795.1A patent/EP3862085B1/en active Active
- 2010-03-25 WO PCT/GB2010/050510 patent/WO2010109244A2/en not_active Ceased
- 2010-03-25 BR BRPI1009092A patent/BRPI1009092B1/pt active IP Right Grant
- 2010-03-25 US US13/259,951 patent/US8835518B2/en active Active
- 2010-03-25 MY MYPI2015001230A patent/MY197873A/en unknown
- 2010-03-25 KR KR1020117025411A patent/KR101719617B1/ko active Active
- 2010-03-25 MX MX2011009543A patent/MX2011009543A/es active IP Right Grant
- 2010-03-25 ES ES10711702T patent/ES2922635T3/es active Active
- 2010-03-25 RU RU2011143366/05A patent/RU2531304C2/ru active
- 2010-03-25 CA CA2752790A patent/CA2752790C/en active Active
- 2010-03-25 JP JP2012501388A patent/JP5882193B2/ja active Active
- 2010-03-25 EP EP23166191.9A patent/EP4219008B1/en active Active
- 2010-03-25 MY MYPI2011004581A patent/MY173714A/en unknown
- 2010-03-25 CN CN201080013154.4A patent/CN102361695B/zh active Active
- 2010-03-25 ES ES22168597T patent/ES2980797T3/es active Active
- 2010-03-25 EP EP22168597.7A patent/EP4049754B1/en active Active
- 2010-03-25 EP EP10711702.0A patent/EP2411147B1/en active Active
- 2010-03-25 ES ES21166795T patent/ES2951977T3/es active Active
- 2010-03-25 NZ NZ594983A patent/NZ594983A/en not_active IP Right Cessation
- 2010-03-25 SG SG2011060662A patent/SG173817A1/en unknown
- 2010-03-25 AU AU2010227277A patent/AU2010227277B2/en not_active Ceased
- 2010-03-26 TW TW099109235A patent/TWI483779B/zh active
-
2014
- 2014-08-05 US US14/452,101 patent/US9821304B2/en active Active
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