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Bornylene ester and preparation method thereof

A technology of bornene ester and onene ester, which is applied in the field of bornene ester and its preparation, can solve the problems of norbornene tricyclic structure instability, extensive limitation, short life, etc., achieve high yield, simple reaction, The effect of easy operation

Inactive Publication Date: 2011-06-29
上海博康睿玉贸易发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the tricyclic structure of norbornene has a certain degree of instability. It is used in fields that require high temperature and high pressure, and its lifespan is relatively short, which limits its widespread use.

Method used

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  • Bornylene ester and preparation method thereof
  • Bornylene ester and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Select acrylic acid for esterification

[0025] Mix 100g of borneol and 300g of acrylic acid in a 1L four-necked bottle, add 10ml of 98% concentrated sulfuric acid, and 8g of phenothiazine crystals, dissolve in 450ml of toluene solution, stir, and reflux at a temperature between 110-120°C , send samples after 2h of reaction, use HPLC to detect, stop the reaction when the content of borneol is less than 2g;

[0026] Cool down to 100°C, add 5g of activated carbon and reflux for 1h, then cool down to 50°C while hot suction filtration, the filter cake is washed three times with 150ml of water, and then washed with 150ml of 10% NaOH solution for three times, and finally the filter cake is washed with water again. Wash with 150ml of water 3 times. Concentrated to dryness, then dissolved in 250ml of ethyl acetate and 5g of activated carbon, stirred for 0.5h, filtered and concentrated to dryness and recrystallized to obtain the product Wherein the R group is a hydrogen atom,...

Embodiment 2

[0028] Select methacrylic acid for esterification

[0029] Mix 150g of borneol and 450g of methacrylic acid in a 1L four-necked bottle, add 25ml of boron trifluoride ether, and 15g of hydroquinone, dissolve in 500ml of n-octane solution, stir, at a temperature of 110-120 Reflux between ℃, send samples after 2h of reaction, use HPLC to detect, stop the reaction when the content of borneol is less than 3g;

[0030] Cool to 90°C, add 5g of activated carbon for 1 hour of reflux, then cool down to 60°C while hot suction filtration, wash the filter cake with 250ml of water for 3 times, and then use 250ml of 10% NaOH solution for 3 washes, and finally use Wash with 250ml of water 3 times. Concentrated to dryness, then dissolved in 250ml of ethyl acetate and 5g of activated carbon, stirred for 0.5h, filtered and concentrated to dryness and recrystallized to obtain the product Wherein the R group is methyl, the product yield is 89.2%.

Embodiment 3

[0032] Select Ethacrylic Acid for Esterification

[0033] Add 200g of borneol and 600g of ethyl acrylic acid to a 1L four-necked bottle and mix, add 15ml of 98% concentrated sulfuric acid, 20g of m-methoxyphenol, dissolve in 550ml of n-heptane solution, stir, at a temperature of 110- Reflux between 120°C, send samples after 2 hours of reaction, use HPLC to detect, stop the reaction when the content of borneol is less than 4g;

[0034] Cool down to 90°C, add 8g of activated carbon and reflux for 1 hour, then cool down to 60°C while hot suction filtration, wash the filter cake with 250ml of water 3 times, and then use 250ml of 10% NaOH solution for 3 washes, and finally use Wash with 250ml of water 3 times. Concentrated to dryness, then dissolved in 250ml of ethyl acetate and 5g of activated carbon, stirred for 0.5h, filtered and concentrated to dryness and recrystallized to obtain the product Wherein the R group is ethyl, the product yield is 90.5%.

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Abstract

The invention discloses bornylene ester and a preparation method thereof. The bornylene ester is characterized in that the structure is C8H13OC=OC-R=CH2. The invention further discloses the preparation method of the bornylene ester. Borneol and olefine acid are mixed according to a raw material mass ratio of 1 to 3; after catalysts and polymerization inhibitors are added to the borneol and the olefine acid, the borneol and the olefine acid react in solvent; and after the reaction is finished, recrystallization is conducted, and then a sample is acquired. The bornylene ester disclosed by the invention forms an end double bond after being esterified, and can be used for conducting polymerization reaction and manufacturing new materials, thereby providing a selectable raw material for the new materials; and furthermore, the bornylene ester has the advantages that the reaction is simple and easy, the operation is convenient, no by-products are produced, the environment cannot be polluted, and the yield is high.

Description

technical field [0001] The invention relates to a bornene ester material and a preparation method thereof, in particular to a bornene ester and a preparation method thereof. Background technique [0002] The annual output of polymer materials has exceeded that of steel, and its uses have penetrated into every field of life. The most common are (1) the electrical industry, used as tough and durable insulating materials; (2) building materials, used as Pipes, doors and windows, wall panels, ceilings, partitions, etc.; (3) the packaging industry, and paper as the two major packaging materials; (4) the automotive industry, except for tires, rubber is still used, instrument panels, steering wheels, inner linings, Seats have been made of polymers; (5) In the furniture industry, more and more seats, drawers, and partitions are made of polymers; (6) In agriculture, mulch film and shed film have become indispensable polymer materials ; (7) The photographic industry, whether it is fi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/54C07C69/533C07C67/08
Inventor 傅志伟贺宝元
Owner 上海博康睿玉贸易发展有限公司
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