DE914006C - Process for the preparation of esters from anhydrides of dibasic carboxylic acids and alcohols - Google Patents
Process for the preparation of esters from anhydrides of dibasic carboxylic acids and alcoholsInfo
- Publication number
- DE914006C DE914006C DEC4846A DEC0004846A DE914006C DE 914006 C DE914006 C DE 914006C DE C4846 A DEC4846 A DE C4846A DE C0004846 A DEC0004846 A DE C0004846A DE 914006 C DE914006 C DE 914006C
- Authority
- DE
- Germany
- Prior art keywords
- esters
- anhydrides
- alcohols
- carboxylic acids
- preparation
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
- A23D9/02—Other edible oils or fats, e.g. shortenings, cooking oils characterised by the production or working-up
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/34—Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/80—Phthalic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von Estern aus Anhydriden zweibasischer Carbonsäuren und Alkoholen Es ist ein Verfahren zur Herstellung von Estern aus Anhydriden zweibasischer Carbonsäuren und Alkoholen bekannt, bei dem Metallverbindungen amphoteren Charakters als Katalysator verwendet werden.Process for the preparation of esters from dibasic anhydrides Carboxylic acids and alcohols It is a process for making esters from anhydrides dibasic carboxylic acids and alcohols known, in which metal compounds are amphoteric Character can be used as a catalyst.
Es wurde nun gefunden, daB man dieses Verfahren zur Herstellung von Estern aus Anhydriden zweibasischer Carbonsäuren und Alkoholen noch weiter verbessern kann, wenn man Gemische oder Verbindungen aus Metallverbindungen amphoteren Charakters und alkalischen Stoffen als Katalysator verwendet.It has now been found that this process can be used for the production of Even further improve esters from anhydrides of dibasic carboxylic acids and alcohols can, if one mixes or compounds of metal compounds of amphoteric character and alkaline substances are used as a catalyst.
In der angegebenen Weise gelingt es, die Veresterungszeiten noch weiter zu verkürzen und die Qualität der Ester noch weiter zu verbessern, insbesondere hinsichtlich der Farbzahl. Als Metallverbindungen amphoteren Charakters kommen beispielsweise die Hydroxyde des Aluminiums, Bleis, Mangans, Zinns, Zinks, Antimons usw. in Betracht, auch Sulfide, z. B. des Antimons, lassen sich verwenden. Geeignete alkalische Stoffe sind z. B. die Hydroxyde der Alkali- und Erdalkalimetalle sowie die Verbindungen, die sich gegebenenfalls aus den amphoteren Metallverbindungen und diesen Hydroxyden bilden, wie Aluminate, Plumbiteusw. Im allgemeinen genügt es, diese alkalischen Stoffe in Mengen von etwa i Molprozent, bezogen auf die Metallverbindungen amphoteren Charakters, anzuwenden. Man kann den alkalischen Stoff mit der Metallverbindung amphoteren Charakters vermischen oder umsetzen und dann dem Veresterungsgemisch beifügen oder ihn zusammen mit der genannten Metallverbindung direkt dem Veresterung$-gemisch zugeben.In the manner indicated, it is possible to continue the esterification times to shorten and further improve the quality of the esters, in particular in terms of color number. Examples of metal compounds of amphoteric character are the hydroxides of aluminum, lead, manganese, tin, zinc, antimony, etc. also sulfides, e.g. B. Antimony can be used. Suitable alkaline substances are z. B. the hydroxides of the alkali and alkaline earth metals and the compounds, which may consist of the amphoteric metal compounds and these hydroxides form, such as aluminates, plumbite, etc. In general, it is sufficient to use this alkaline Substances in amounts of about 1 mol percent, based on the amphoteric metal compounds Character to apply. One can mix the alkaline substance with the metal compound Mix or react amphoteric character and then the esterification mixture or attach it together with the named Metal connection directly add to the esterification mixture.
Beispiel i Ein Gemisch aus 148 Gewichtsteilen Phthalsäureanhydrid und 49o Gewichtsteilen 2-Äthylhexanol wird auf i8o° erhitzt; den Druck stellt man so ein, daß das Gemisch bei dieser Temperatur siedet. Das dabei entstandene Wasser wird durch eine geeignete Vorrichtung laufend aus dem Reaktionsgefäß entfernt. Nach 42 Stunden ist die Veresterung beendet. Der nach Abdestillieren des Alkohols zurückbleibende Ester besitzt eine Säurezahl von 0,2,2 und eine Jodfarbzahl von 3 bis 4. Verestert man unter den gleichen Bedingungen, jedoch in Gegenwart von 1,5 Gewichtsteilen Aluminiumhydroxyd und 0,3 Gewichtsteilen 5oo/oigem Natriumhydroxyd, so ist die Veresterung bereits in 31/2 Stunden beendet. Der entstandene Ester besitzt nach Abtrennung des überschüssigen Alkohols eine Säurezahl von o,2i und eine Jodfarbzahl von 2. Beispiel e Ein Gemisch aus 444 Gewichtsteilen Phthalsäureanhydrid und 76o Gewichtsteilen Cyclohexanol wird in Gegenwart von ä2o Gewichtsteilen Äthylbenzol als Lösungsmittel und von 8,9 Gewichtsteilen Bleihydroxy d sowie o,9 Gewichtsteilen 5oo/o-igem Natriumhydroxyd auf 182°, erhitzt, wobei das bei der Veresterung entstehende Wasser durch eine geeignete Vorrichtung laufend aus dem Reaktionsgefäß entfernt wird. Die Veresterung ist nach 38 Stunden beendet. Der entstandene Ester besitzt eine Säurezahl von 0,30. Example i A mixture of 148 parts by weight of phthalic anhydride and 49o parts by weight of 2-ethylhexanol is heated to 180 °; the pressure is adjusted so that the mixture boils at this temperature. The resulting water is continuously removed from the reaction vessel by a suitable device. The esterification has ended after 42 hours. The ester remaining after the alcohol has been distilled off has an acid number of 0.2.2 and an iodine color number of 3 to 4. Esterification is carried out under the same conditions, but in the presence of 1.5 parts by weight of aluminum hydroxide and 0.3 parts by weight of 50% sodium hydroxide, so the esterification is already completed in 31/2 hours. After the excess alcohol has been separated off, the resulting ester has an acid number of 0.2i and an iodine color number of 2. and 0.9 parts by weight of 500 / o sodium hydroxide heated to 182 °, the water formed during the esterification being continuously removed from the reaction vessel by a suitable device. The esterification is complete after 38 hours. The resulting ester has an acid number of 0.30.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC4846A DE914006C (en) | 1951-10-18 | 1951-10-18 | Process for the preparation of esters from anhydrides of dibasic carboxylic acids and alcohols |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC4846A DE914006C (en) | 1951-10-18 | 1951-10-18 | Process for the preparation of esters from anhydrides of dibasic carboxylic acids and alcohols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE914006C true DE914006C (en) | 1954-06-24 |
Family
ID=7013505
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC4846A Expired DE914006C (en) | 1951-10-18 | 1951-10-18 | Process for the preparation of esters from anhydrides of dibasic carboxylic acids and alcohols |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE914006C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3044334A1 (en) * | 1979-11-26 | 1981-06-04 | Mitsubishi Gas Chemical Co., Inc., Tokyo | METHOD FOR PRODUCING BENZOLIC CARBONIC ACID ESTER |
-
1951
- 1951-10-18 DE DEC4846A patent/DE914006C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3044334A1 (en) * | 1979-11-26 | 1981-06-04 | Mitsubishi Gas Chemical Co., Inc., Tokyo | METHOD FOR PRODUCING BENZOLIC CARBONIC ACID ESTER |
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