MX2022013202A - Proceso para producir esteres de (met)acrilato de hidroxialquilo mediante escision oxidativa de acetales de metacroleina. - Google Patents
Proceso para producir esteres de (met)acrilato de hidroxialquilo mediante escision oxidativa de acetales de metacroleina.Info
- Publication number
- MX2022013202A MX2022013202A MX2022013202A MX2022013202A MX2022013202A MX 2022013202 A MX2022013202 A MX 2022013202A MX 2022013202 A MX2022013202 A MX 2022013202A MX 2022013202 A MX2022013202 A MX 2022013202A MX 2022013202 A MX2022013202 A MX 2022013202A
- Authority
- MX
- Mexico
- Prior art keywords
- meth
- methacrolein
- acetals
- acrylic acid
- acid esters
- Prior art date
Links
- 125000002768 hydroxyalkyl group Chemical group 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- -1 methacrolein acetals Chemical class 0.000 title abstract 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 title 1
- 230000001590 oxidative effect Effects 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 6
- 238000006243 chemical reaction Methods 0.000 abstract 5
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 abstract 4
- 239000007795 chemical reaction product Substances 0.000 abstract 4
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/39—Preparation of carboxylic acid esters by oxidation of groups which are precursors for the acid moiety of the ester
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
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
La presente invención se refiere a un proceso para producir ésteres de (met)acrilato de hidroxialquilo, en particular metacrilato de hidroxietilo (HEMA), que comprende, en un primer paso de reacción, la reacción de (met)acroleína con al menos un alcohol polihídrico, en particular etilenglicol, en presencia de un primer catalizador C1, en donde se obtiene un primer producto de reacción que comprende un acetal cíclico, y, en un segundo paso de reacción, la reacción del primer producto de reacción con oxígeno en presencia de un segundo catalizador C2, en donde se obtiene un segundo producto de reacción que comprende al menos un éster de (met)acrilato de hidroxialquilo, en donde, después del primer paso de reacción, el agua y opcionalmente otros componentes, en particular (met)acroleína y/o el alcohol polihídrico, por ejemplo, etilenglicol, se retiran al menos parcialmente del primer producto de reacción.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP20172256.8A EP3904327A1 (de) | 2020-04-30 | 2020-04-30 | Verfahren zur herstellung von hydroxyalkyl(meth)acrylsäureestern durch oxidative spaltung von methacrolein-acetalen |
| PCT/EP2021/060020 WO2021219409A1 (de) | 2020-04-30 | 2021-04-19 | Verfahren zur herstellung von hydroxyalkyl(meth)acrylsäureestern durch oxidative spaltung von methacrolein-acetalen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2022013202A true MX2022013202A (es) | 2022-11-14 |
Family
ID=70482292
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2022013202A MX2022013202A (es) | 2020-04-30 | 2021-04-19 | Proceso para producir esteres de (met)acrilato de hidroxialquilo mediante escision oxidativa de acetales de metacroleina. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20230174456A1 (es) |
| EP (2) | EP3904327A1 (es) |
| JP (1) | JP2023523465A (es) |
| KR (1) | KR20230002780A (es) |
| CN (1) | CN115461319A (es) |
| MX (1) | MX2022013202A (es) |
| TW (1) | TW202146370A (es) |
| WO (1) | WO2021219409A1 (es) |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4365081A (en) | 1980-05-20 | 1982-12-21 | Nippon Shokubai Kagaku Kogyo Co. Ltd. | Process for producing 2-hydroxyalkyl acrylates or methacrylates |
| SU1424729A3 (ru) | 1983-05-13 | 1988-09-15 | Яманоути Фармасьютикал Ко,Лтд (Фирма) | Способ получени производных катехина |
| JPH04178344A (ja) | 1990-11-13 | 1992-06-25 | Mitsubishi Rayon Co Ltd | α，β―不飽和アセタール類の製造法 |
| DE4435009A1 (de) | 1994-09-30 | 1996-04-04 | Degussa | Verfahren zur Herstellung von 2-Vinyl-1,3-dioxolan |
| JPH11315075A (ja) | 1998-02-25 | 1999-11-16 | Nippon Shokubai Co Ltd | ２―アルケニル―１，３―ジオキソ化合物の製造方法 |
| JP3592970B2 (ja) | 1999-10-07 | 2004-11-24 | 株式会社日本触媒 | ヒドロキシアルキル（メタ）アクリレートの精製方法 |
| US6706208B2 (en) | 1999-12-22 | 2004-03-16 | Nippon Shokubai Co., Ltd. | Stabilized hydroxyalkyl (meth)acrylate |
| JP5089964B2 (ja) | 2006-11-17 | 2012-12-05 | 株式会社日本触媒 | ヒドロキシアルキル（メタ）アクリレートの製造方法及び製造システム |
| JP5073278B2 (ja) | 2006-12-07 | 2012-11-14 | 株式会社日本触媒 | ヒドロキシアルキル（メタ）アクリレートの製造方法 |
| DE102007056926A1 (de) | 2007-11-23 | 2009-05-28 | Evonik Röhm Gmbh | Verfahren und Anlage zur Aufreinigung von ungesättigten Verbindungen |
| JP5226382B2 (ja) | 2008-05-14 | 2013-07-03 | 三菱レイヨン株式会社 | ヒドロキシアルキル（メタ）アクリレート類の製造方法 |
| DE102009001577A1 (de) | 2009-03-16 | 2010-09-23 | Evonik Röhm Gmbh | Für eine Aufreinigung stabilisierte Zusammensetzung und Verfahren zur Aufreinigung und zur Herstellung von Hydroxyalkyl(meth)acrylaten |
| DE102009002861A1 (de) | 2009-05-06 | 2010-11-18 | Evonik Röhm Gmbh | Verfahren und Anlage zur Aufreinigung von Monomeren |
| DE102011005003A1 (de) | 2011-03-03 | 2012-09-06 | Evonik Röhm Gmbh | Anlage zur Umsetzung von Alkylenoxiden |
| ITMI20111045A1 (it) | 2011-06-10 | 2012-12-11 | Uni Del Salento | Procedimento per l'ozonizzazione di un olio vegetale. |
| US20150126767A1 (en) | 2012-05-31 | 2015-05-07 | Nippon Shokubai Co., Ltd. | Hydroxyalkyl (meth)acrylate and method for producing same |
| US9593064B2 (en) | 2014-05-01 | 2017-03-14 | Wisconsin Alumni Research Foundation | Conversion of alcohols to alkyl esters and carboxylic acids using heterogeneous palladium-based catalysts |
-
2020
- 2020-04-30 EP EP20172256.8A patent/EP3904327A1/de not_active Ceased
-
2021
- 2021-04-19 KR KR1020227039999A patent/KR20230002780A/ko unknown
- 2021-04-19 WO PCT/EP2021/060020 patent/WO2021219409A1/de unknown
- 2021-04-19 EP EP21719143.6A patent/EP4143154A1/de not_active Withdrawn
- 2021-04-19 MX MX2022013202A patent/MX2022013202A/es unknown
- 2021-04-19 CN CN202180031590.2A patent/CN115461319A/zh active Pending
- 2021-04-19 JP JP2022566085A patent/JP2023523465A/ja active Pending
- 2021-04-19 US US17/997,168 patent/US20230174456A1/en active Pending
- 2021-04-27 TW TW110115137A patent/TW202146370A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR20230002780A (ko) | 2023-01-05 |
| US20230174456A1 (en) | 2023-06-08 |
| WO2021219409A1 (de) | 2021-11-04 |
| EP4143154A1 (de) | 2023-03-08 |
| TW202146370A (zh) | 2021-12-16 |
| EP3904327A1 (de) | 2021-11-03 |
| CN115461319A (zh) | 2022-12-09 |
| JP2023523465A (ja) | 2023-06-05 |
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