Unlock instant, AI-driven research and patent intelligence for your innovation.

A kind of preparation method of 2,3,5-tricarboxycyclopentyl acetic acid

A technology of cyclopentyl acetic acid and tricarboxylate, which is applied in the field of preparation of 2,3,5-tricarboxycyclopentyl acetic acid, can solve the problems of slow ozone oxidation, low product purity, difficulty in large-scale production, and the like, To achieve the effect of fast reaction speed and high product purity

Active Publication Date: 2016-03-02
SHENZHEN DALTON ELECTRONICS MATERIAL CO LTD
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

British Patent GB872355 introduces a method for preparing 2,3,5-tricarboxycyclopentylacetic acid with ozone, dicyclopentadiene and hydrogen peroxide. In this method, ozone oxidation is difficult to react completely, and the product purity is not high, and Ozone oxidation is slow and difficult to produce on a large scale

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of preparation method of 2,3,5-tricarboxycyclopentyl acetic acid
  • A kind of preparation method of 2,3,5-tricarboxycyclopentyl acetic acid

Examples

Experimental program
Comparison scheme
Effect test

preparation Embodiment 1

[0046] Add 10g of dicyclopentadiene to a mixed solution of 200ml of tetrahydrofuran and 200ml of water, add 70g of sodium periodate and 0.02g of osmium tetroxide, stir at room temperature for 20 hours, pour into 2000ml of water, precipitate a solid, and filter. Add 100ml of acetic acid, 100ml of water, and 20ml of 50% hydrogen peroxide to the solid, slowly raise the temperature to reflux, and react for 3 hours. Add 10ml of 50% hydrogen peroxide and react for 2 hours, then add 10ml of hydrogen peroxide and react for 20 hours. The solution was distilled under reduced pressure to obtain 17.1 g of a transparent viscous liquid, namely the product 2,3,5-tricarboxycyclopentylacetic acid.

preparation Embodiment 2

[0048] Add 10 g of dicyclopentadiene to a mixed solution of 900 ml of tetrahydrofuran and 100 ml of water, add 200 g of sodium periodate and 0.02 g of osmium tetroxide, stir at room temperature for 20 hours, pour into 4000 ml of water, precipitate a solid, and filter. Add 200ml of propionic acid, 100ml of water, and 20ml of 50% hydrogen peroxide to the solid, slowly raise the temperature to reflux, and react for 3 hours. Add 10ml of 50% hydrogen peroxide and react for 2 hours, then add 10ml of hydrogen peroxide and react for 20 hours. The solution was distilled under reduced pressure to obtain 16.3 g of a transparent viscous liquid, namely the product 2,3,5-tricarboxycyclopentylacetic acid.

preparation Embodiment 3

[0050] Add 10 g of dicyclopentadiene to a mixed solution of 200 ml of tetrahydrofuran and 200 ml of water, add 60 g of sodium periodate and 0.02 g of osmium tetroxide, stir at room temperature for 20 hours, pour into 2000 ml of water, precipitate a solid, and filter. Add 100ml of ethanol, 200ml of water, and 20ml of 50% hydrogen peroxide to the solid, slowly raise the temperature to reflux, and react for 3 hours. Add 10ml of 50% hydrogen peroxide and react for 2 hours, then add 10ml of hydrogen peroxide and react for 20 hours. The solution was distilled under reduced pressure to obtain 15.2 g of a transparent viscous liquid, namely the product 2,3,5-tricarboxycyclopentylacetic acid.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

A preparation method of 2,3,5-tricarboxycyclopentylacetic acid, which comprises the steps of: Step 1: dissolving dicyclopentadiene in a mixed solvent of tetrahydrofuran and water; Step 2: adding a catalytic amount of tetroxide Osmium; Step 3: Add sodium periodate; Step 4: Stir for a certain period of time; Step 5: Pour into water and filter; Step 6: Add the solid to a mixed solvent of organic solvent and water; Step 7: Stir, add hydrogen peroxide , slowly heating to a certain temperature, adding hydrogen peroxide in batches; step 8: stirring for a certain period of time; step 9: distilling to obtain a transparent viscous liquid; the weight ratio of tetrahydrofuran and water in the step 1 is 1:1 to 10:1, the The weight ratio of the mixed solvent to dicyclopentadiene is 40:1-100:1; the weight ratio of osmium tetroxide to dicyclopentadiene in the step 2 is 1:500. The method for preparing 2,3,5-tricarboxycyclopentylacetic acid of the invention has fast reaction speed and high product purity, and is suitable for large-scale industrial production.

Description

technical field [0001] The invention relates to a preparation method of 2,3,5-tricarboxycyclopentylacetic acid. Background technique [0002] The n-butanol ester of 2,3,5-tricarboxycyclopentylacetic acid can be used in lubricants, and the dianhydride of 2,3,5-tricarboxycyclopentylacetic acid can be used in adhesives. The dianhydride of 2,3,5-tricarboxycyclopentylacetic acid is also an important polyimide raw material, which can be used in the preparation of liquid crystal alignment film of TFTLCD. The structural formula of 2,3,5-tricarboxycyclopentylacetic acid is: [0003] [0004] A method for synthesizing 2,3,5-tricarboxycyclopentylacetic acid is disclosed in J. Chem.soc., 1936, 142-153. This method is obtained by refluxing 2,2,4,4,5,5-hexacarboxymethyl ester cyclopentyl-1-malonate in a solution of potassium hydroxide. 2,2,4,4,5,5-Hexacarboxymethyl cyclopentyl-1-malonate is not commercially available. British Patent GB872355 introduces a method for preparing 2,3,5-...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07C51/31C07C61/06
CPCC07C51/31C07C51/44C07C2601/08C07C61/06
Inventor 王胜林王建新黎厚明
Owner SHENZHEN DALTON ELECTRONICS MATERIAL CO LTD