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Method for catalyzing ester exchange reaction with alkaline ionic liquid

A basic ion exchange reaction technology, applied in chemical instruments and methods, physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, etc., can solve the problem of harsh process conditions and increase equipment investment in transesterification reactions and difficulty in operation, insufficient stability of catalyst heating, etc., to achieve the effects of large-scale industrial production, reduced equipment investment, and excellent thermal stability

Inactive Publication Date: 2013-10-23
FUJIAN GLANNY BIO ENG
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In recent years, there have been research reports on the catalytic transesterification of basic ionic liquids, mainly using imidazole type basic ionic liquids, such as [bmim]Br, [bmim]OH, [Emim]Im to catalyze the transesterification, but These methods have one or more of the following defects: higher catalyst cost and complex synthesis; harsher process conditions for transesterification, requiring high temperature and pressure; raw materials need to be pretreated to remove moisture, which increases equipment investment and operational difficulty; Not stable enough when heated (K.Guo, M.J.Thompson, B.Chen.J.Org.Chem.2009, 74, 6999-7006)

Method used

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  • Method for catalyzing ester exchange reaction with alkaline ionic liquid
  • Method for catalyzing ester exchange reaction with alkaline ionic liquid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Quaternization reaction: In a 100mL round bottom flask, add 0.1mol (13.9g) 1,5,7-triazide bicyclo (4.4.0) dec-5-ene, 0.1mol (13.7g) n-butyl bromide Alkanes and 30mL cyclohexane, heated to reflux, stirred for 2 to 3 hours, cooled, filtered, washed with cyclohexane to remove unreacted raw materials, dried in vacuo to obtain a quaternized intermediate with a yield of 90%;

[0023] Ion exchange reaction: In a 50mL round bottom flask, add 0.05mol (2.81g) of potassium hydroxide, 0.05mol (13.8g) of the above-mentioned quaternized intermediate, and 10mL of absolute ethanol, and stir the reaction at room temperature 5-6 hour, filtered, and evaporated ethanol to obtain the target compound ionic liquid, the yield was 85%, and the spectral characterization data were as follows:

[0024] 1 H-NMR (500MHz, DMSO-d 6 , ppm): 0.97(t, J=7Hz, 3H), 1.34-1.40(m, 2H), 1.55-1.60(m, 2H), 1.96-2.05(m, 4H), 3.27-3.32(m, 4H) , 3.33-3.43(m, 8H); 13 C-NMR (125MHz, DMSO-d 6 , ppm): 14.4, 21.0, 2...

Embodiment 2

[0026] In a 100mL round bottom flask, add 0.067mol (20g) of fatty acid methyl ester, 0.067mol (4.97g) of n-butanol and 0.1g of multi-site basic ionic liquid, heat to 100°C, mix and stir under normal pressure for 5.0 Hours, cooled to room temperature, transferred to a separatory funnel and allowed to stand for stratification. The lower layer was a mixture of ionic liquid catalyst, methanol, and unreacted butanol. The methanol was removed by 70°C atmospheric distillation and 70°C vacuum distillation at 1.0kPa. and butanol, the remainder is an ionic liquid catalyst, which can be recycled and reused; the upper layer is the crude product of fatty acid n-butyl ester, washed with water, dried, and can obtain a refined product by distillation under reduced pressure at 400Pa or rectification with a rectifying tower, and the yield is 85%.

Embodiment 3

[0028] In a 100mL round bottom flask, add 0.067mol (20g) of fatty acid methyl ester, 0.067mol (4.97g) of n-butanol and 1.0g of multi-site basic ionic liquid, heat to 65°C, mix and stir under normal pressure for 6.0 hour, cooled to room temperature, all the other operations were the same as in Example 2, and the productive rate was 82%.

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Abstract

The invention discloses a method for catalyzing ester exchange reaction with an alkaline ionic liquid. The catalyst is an alkaline ionic liquid simultaneously containing Lewis alkali and multiple sites; and raw materials, fatty acid methyl ester and fatty alcohol are heated to carry out ester exchange reaction under atmospheric pressure. Compared with the prior art, the invention has the following advantages: (1) the catalyst has the advantages of wide raw material sources, high activity and low consumption, and is convenient to prepare; (2) the raw materials do not need pretreatment, thereby lowering the equipment investment and simplifying the technical process; and (3) the catalyst has high heat stability, can have stable properties in both the reaction process and the after-treatment, can be recycled, has environmental and economic benefits, and is beneficial to large-scale industrial production.

Description

a technical field [0001] The invention relates to a new method for catalyzing transesterification reaction by alkaline ionic liquid, which belongs to the technical field of chemical material preparation. This method is suitable for the occasion where fatty acid methyl ester and fatty alcohol are used as raw materials to carry out transesterification reaction under normal pressure and heating conditions. Two background technology [0002] With rising crude oil prices and increasing environmental pollution, people are trying to find alternatives to diesel. There are a large number of renewable resources such as oils and fats in my country. These oils will produce a large number of by-products in the production process, including fatty acid glycerides in the form of esters, and free fatty acids. The carbon chain of the fatty acid here is a long-chain fatty acid, and when the carbon chain of the fatty acid is 12-18, its methyl ester is the basic component of biodiesel. Therefo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C11C3/10B01J31/02
Inventor 方东姜晨宁戴兢陶杨锦明钱存卫
Owner FUJIAN GLANNY BIO ENG
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