GB1115287A - Production of ª‡-fluoroacrylic esters - Google Patents
Production of ª‡-fluoroacrylic estersInfo
- Publication number
- GB1115287A GB1115287A GB2431466A GB2431466A GB1115287A GB 1115287 A GB1115287 A GB 1115287A GB 2431466 A GB2431466 A GB 2431466A GB 2431466 A GB2431466 A GB 2431466A GB 1115287 A GB1115287 A GB 1115287A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ester
- fluoroacrylic
- fluoromalonic
- esters
- hydroxymethyl
- 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 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 1
- 238000013019 agitation Methods 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000006114 decarboxylation reaction Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/65—Halogen-containing esters of unsaturated acids
- C07C69/653—Acrylic acid esters; Methacrylic acid esters; Haloacrylic acid esters; Halomethacrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/22—Esters containing halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
a -Fluoroacrylic esters are prepared by hydrolysing an a - hydroxymethyl - a - fluoromalonic ester with a mineral acid with vigorous agitation, heating the product to bring about decarboxylation, and recovering the a -fluoroacrylic ester thus formed. a -Fluoroacrylic acid and a -fluoro-b -hydroxy-propionic esters may be obtained as by-products. The a -hydroxymethyl-a -fluoromalonic ester may be obtained by reacting an a -fluoromalonic ester with formaldehyde as a mixture in aqueous solution in the presence of a base added portionwise so as to keep the reaction medium alkaline while bringing the temperature to 40-50 DEG C.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR18943A FR1445618A (en) | 1965-05-31 | 1965-05-31 | Process for obtaining alpha-fluoracrylic esters, in particular butyl alpha-fluoracrylate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1115287A true GB1115287A (en) | 1968-05-29 |
Family
ID=8580333
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2431466A Expired GB1115287A (en) | 1965-05-31 | 1966-05-31 | Production of ª‡-fluoroacrylic esters |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR1445618A (en) |
| GB (1) | GB1115287A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0168032A1 (en) * | 1984-07-09 | 1986-01-15 | Daikin Industries, Limited | Novel fluorine-containing acrylic acid derivative and polymer thereof |
| JPS62167742A (en) * | 1985-05-25 | 1987-07-24 | ヘキスト アクチェンゲゼルシャフト | Alpha-fluoroacrylic acid ester and manufacture |
| US5198925A (en) * | 1985-05-25 | 1993-03-30 | Hoechst Aktiengesellschaft | α-fluoroacrylic acid esters and polymers thereof |
| US5266668A (en) * | 1986-06-14 | 1993-11-30 | Hoechst Aktiengesellschaft | Substituted phenyl α-fluoroacrylates |
| US5319131A (en) * | 1985-05-25 | 1994-06-07 | Hoechst Aktiengesellschaft | α-fluoroacrylic acid esters and polymers thereof |
| JP2014141477A (en) * | 2012-12-28 | 2014-08-07 | Daikin Ind Ltd | METHOD FOR PRODUCING α-FLUOROACRYLATE |
| WO2015193392A1 (en) * | 2014-06-18 | 2015-12-23 | Saltigo Gmbh | Method for producing 2-halogen-acrylic acid esters |
| JP2021073205A (en) * | 2015-04-09 | 2021-05-13 | ダイキン工業株式会社 | Composition including acrylic acid derivative and stabilization method for acrylic acid derivative |
| US12441677B2 (en) | 2019-11-14 | 2025-10-14 | Vifor (International) Ltd. | One step synthesis for alkyl 2-fluoroacrylates |
-
1965
- 1965-05-31 FR FR18943A patent/FR1445618A/en not_active Expired
-
1966
- 1966-05-31 GB GB2431466A patent/GB1115287A/en not_active Expired
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0168032A1 (en) * | 1984-07-09 | 1986-01-15 | Daikin Industries, Limited | Novel fluorine-containing acrylic acid derivative and polymer thereof |
| JPS62167742A (en) * | 1985-05-25 | 1987-07-24 | ヘキスト アクチェンゲゼルシャフト | Alpha-fluoroacrylic acid ester and manufacture |
| US5198925A (en) * | 1985-05-25 | 1993-03-30 | Hoechst Aktiengesellschaft | α-fluoroacrylic acid esters and polymers thereof |
| US5319131A (en) * | 1985-05-25 | 1994-06-07 | Hoechst Aktiengesellschaft | α-fluoroacrylic acid esters and polymers thereof |
| JP2509593B2 (en) | 1985-05-25 | 1996-06-19 | ヘキスト・アクチェンゲゼルシャフト | Method for producing α-fluoroacrylic acid ester |
| US5266668A (en) * | 1986-06-14 | 1993-11-30 | Hoechst Aktiengesellschaft | Substituted phenyl α-fluoroacrylates |
| JP2014141477A (en) * | 2012-12-28 | 2014-08-07 | Daikin Ind Ltd | METHOD FOR PRODUCING α-FLUOROACRYLATE |
| JP2018030857A (en) * | 2012-12-28 | 2018-03-01 | ダイキン工業株式会社 | Method for producing α-fluoroacrylic acid ester |
| WO2015193392A1 (en) * | 2014-06-18 | 2015-12-23 | Saltigo Gmbh | Method for producing 2-halogen-acrylic acid esters |
| CN106458841A (en) * | 2014-06-18 | 2017-02-22 | 赛拓有限责任公司 | Method for producing 2-halogen-acrylic acid esters |
| JP2017522286A (en) * | 2014-06-18 | 2017-08-10 | サルティゴ・ゲーエムベーハー | Process for producing 2-halogen-acrylates |
| US10125085B2 (en) | 2014-06-18 | 2018-11-13 | Saltigo Gmbh | Method for producing 2-halogen-acrylic acid esters |
| CN106458841B (en) * | 2014-06-18 | 2019-12-20 | 赛拓有限责任公司 | Method for producing 2-halogen-acrylates |
| JP2021073205A (en) * | 2015-04-09 | 2021-05-13 | ダイキン工業株式会社 | Composition including acrylic acid derivative and stabilization method for acrylic acid derivative |
| US12441677B2 (en) | 2019-11-14 | 2025-10-14 | Vifor (International) Ltd. | One step synthesis for alkyl 2-fluoroacrylates |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1445618A (en) | 1966-07-15 |
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