GB1094998A - Process for the production of esters - Google Patents
Process for the production of estersInfo
- Publication number
- GB1094998A GB1094998A GB2796365A GB2796365A GB1094998A GB 1094998 A GB1094998 A GB 1094998A GB 2796365 A GB2796365 A GB 2796365A GB 2796365 A GB2796365 A GB 2796365A GB 1094998 A GB1094998 A GB 1094998A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alcohol
- catalyst
- ethylene glycol
- glycol
- methacrylate
- 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.)
- Expired
Links
- 150000002148 esters Chemical class 0.000 title abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 abstract 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 abstract 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 abstract 2
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 abstract 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 abstract 1
- 229960002887 deanol Drugs 0.000 abstract 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
An ester of acrylic or methacrylic acid is transesterified with an alcohol at elevated temperature in the presence, as a catalyst of an alkali metal salt of mercaptobenzthiazole, or phthalimide or lithium hydroxide. The reaction may be at the boiling point of the mixture and the alcohol displaced is distilled off. The catalyst may be added or formed in situ and a polymerization inhibitors may be present. Butanol, octanol, lauryl alcohol, ethoxyethanol, ethylene glycol, 1,3-propylene glycol, diethylene glycol, cyclohexanol, glycerol, pentaerythritol, and dimethyl aminoethanol are mentioned and examples describe the preparation of ethylene glycol di- and mono-methacrylate and butyl methacrylate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1714966 | 1966-04-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1094998A true GB1094998A (en) | 1967-12-13 |
Family
ID=10090144
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2796365A Expired GB1094998A (en) | 1966-04-19 | 1965-07-01 | Process for the production of esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1094998A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2566394A1 (en) * | 1984-06-26 | 1985-12-27 | Roehm Gmbh | PROCESS FOR THE PREPARATION OF ESTERS OF ACRYLIC AND METHACRYLIC ACIDS BY TRANS-ESTERIFICATION |
| US5072027A (en) * | 1988-10-06 | 1991-12-10 | Hitachi Chemical Company, Ltd. | Process for producing methacrylic acid esters |
| WO2009003744A1 (en) * | 2007-07-05 | 2009-01-08 | Evonik Röhm Gmbh | Method for producing (meth)acrylates |
| WO2010003709A3 (en) * | 2008-07-07 | 2010-04-15 | Evonik Röhm Gmbh | Method for the production of (meth)acrylic esters |
| US9796650B2 (en) | 2013-12-26 | 2017-10-24 | Dow Global Technologies Llc | Inhibitor combination for lithium salt-catalyzed transesterification process and method for removing lithium salt |
-
1965
- 1965-07-01 GB GB2796365A patent/GB1094998A/en not_active Expired
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2566394A1 (en) * | 1984-06-26 | 1985-12-27 | Roehm Gmbh | PROCESS FOR THE PREPARATION OF ESTERS OF ACRYLIC AND METHACRYLIC ACIDS BY TRANS-ESTERIFICATION |
| DE3423443A1 (en) * | 1984-06-26 | 1986-01-02 | Röhm GmbH, 6100 Darmstadt | METHOD FOR THE PRODUCTION OF ESTERS OF ACRYLIC AND METHACRYLIC ACID BY TRANSESTERATION |
| US5072027A (en) * | 1988-10-06 | 1991-12-10 | Hitachi Chemical Company, Ltd. | Process for producing methacrylic acid esters |
| WO2009003744A1 (en) * | 2007-07-05 | 2009-01-08 | Evonik Röhm Gmbh | Method for producing (meth)acrylates |
| US8049030B2 (en) | 2007-07-05 | 2011-11-01 | Evonik Röhm Gmbh | Method for producing (meth)acrylates |
| WO2010003709A3 (en) * | 2008-07-07 | 2010-04-15 | Evonik Röhm Gmbh | Method for the production of (meth)acrylic esters |
| CN102046581A (en) * | 2008-07-07 | 2011-05-04 | 赢创罗姆有限公司 | Method for the production of (meth)acrylic esters |
| RU2515985C2 (en) * | 2008-07-07 | 2014-05-20 | Эвоник Рем ГмбХ | Method of obtaining (met)acrylic acid ethers |
| US8916724B2 (en) | 2008-07-07 | 2014-12-23 | Evonik Roehm Gmbh | Method for the production of (meth)acrylic esters |
| TWI488837B (en) * | 2008-07-07 | 2015-06-21 | Evonik Roehm Gmbh | Process for preparing (meth) acrylic esters |
| US9796650B2 (en) | 2013-12-26 | 2017-10-24 | Dow Global Technologies Llc | Inhibitor combination for lithium salt-catalyzed transesterification process and method for removing lithium salt |
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