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Method for synthesizing light-sensitive material 2,3,4,4'-Tetrahydroxybenzophenone

A technology of tetrahydroxybenzophenone and photosensitive materials, applied in the direction of condensation preparation of carbonyl compounds, organic chemistry, etc., can solve the problems of high residual metal ion content of products, failure to meet the requirements of the microelectronics industry, and difficulty in industrialized large-scale production. Achieve the effects of good crystallization, small environmental impact, and improved reaction speed

Inactive Publication Date: 2010-06-23
JIURUI BIOLOGY & CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the resin catalysis method takes a long time to regenerate the resin, the process is complicated, and it is difficult to industrialize large-scale production; although the process of the boron trifluoride ether catalysis method is relatively simple, the residual metal ion content of the product is high, which cannot meet the requirements of the microelectronics industry.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Pyrogallic acid (0.01mol, 126g), p-hydroxybenzoic acid (0.0105mol, 152g) were mixed with 1000ml of 1,1,2,2-tetrachloroethane, magnetically stirred, and boron trifluoride ether solution was slowly added dropwise ( 12%) 300mL, after the addition, the temperature was raised to 100°C for 2h, and yellow crystals were precipitated, and after cooling, filtered, the filter cake was washed twice with 5% sodium carbonate solution and water respectively, the crystals were collected, and washed with 900ml of 35% ethanol Dissolved, recrystallized at 0-10°C, centrifugally filtered, washed with distilled water to obtain 172.3 g of light yellow needle-like crystal product 2,3,4,4'-tetrahydroxybenzophenone, yield 62%, HPIC analysis result content 99.6 %.

Embodiment 2

[0018] Mix pyrogallic acid (0.01mol, 126g), p-hydroxybenzoic acid (0.0105mol, 152g) with 1000ml of 1,1,2,2-tetrachloroethane, stir magnetically, and use concentrated sulfuric acid, sodium bisulfate, chlorine Zinc chloride replaces boron trifluoride diethyl ether as a catalyst, and reacts under similar conditions in Method 1, but does not obtain the desired product.

Embodiment 3

[0020] Pyrogallic acid (252g, 0.02mol), p-hydroxybenzoic acid (304g, 0.021mol) and anhydrous ZnCl 2 (410g, 0.03mol) mixed, magnetically stirred, slowly added 2000ml of 1,2-dichloroethane, heated to 50°C, reacted for 8h, cooled to room temperature, the reaction mixture was slowly poured into ice water, and fully stirred, and stood for 30mim , to separate out solids, filter, and the filter cake is washed twice with 5% sodium carbonate solution and distilled water respectively, collect the crystals, recrystallize with 2200ml of 35% ethanol, centrifugally filter, wash with distilled water to obtain 459.3g of light yellow crystals, the yield 82.6%, the HPIC analysis result content is 99.5%.

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PUM

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Abstract

The invention provides a method for synthesizing a light-sensitive material 2,3,4,4'-Tetrahydroxybenzophenone, which comprises the following steps: mixing and putting pyrogallic acid and p-hydroxybenzoic acid in a molar ratio of 1:1.0-1.5 into an enamel reaction pot, adding a composite catalyst accounting for 4 to 6 times of raw materials into the mixture to perform reaction for 2 to 10h at the temperature of between 60 DEG C and 120 DEG C, then cooling and filtering the obtained product, washing the obtained filter cake twice respectively by using alkaline solution and purified water, dissolving the obtained crystals in 20 to 40 percent ethanol for recrystallization, carrying out centrifugal filtration on the crystals, then washing the filtrated crystals by using the purified water, and then carrying out vacuum drying on the crystals at the temperature of between 40 and 50 DEGC to obtain the 2,3,4,4'-Tetrahydroxybenzophenone. According to the method, the pyrogallic acid as the raw material for synthesis is generated through the decarboxylation of a gallic acid (a native compound), thus, the method has the advantages of easy preparation, short synthesis process flow, low production cost and small environmental impact.

Description

technical field [0001] The present invention relates to the field of fine chemical industry, specifically, it provides a method for synthesizing 2,3,4,4'-tetrahydroxybenzophenone from natural product gallic acid derivatives as main raw materials. Background technique [0002] 2,3,4,4'-Tetrahydroxybenzophenone is a derivative of benzene ring acylation after decarboxylation of gallic acid to form pyrogallic acid. It is an important organic intermediate and can be used in the microelectronic integrated circuit industry Photoresists, pharmaceutical intermediates, UV absorbers, resin stabilizers, dyes, etc. It is mainly used in the production of UV positive photolithography with micro-processing line widths of 0.3-0.8um in microelectronics and flat panel displays Glue, in recent years, with the development of the liquid crystal display panel industry, the market demand is strong. [0003] The synthesis of 2,3,4,4'-benzophenone can be obtained through the Friedel-Crafts acylation...

Claims

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Application Information

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IPC IPC(8): C07C49/83C07C45/46
Inventor 陈学勇汤先赤汤赫王文茂
Owner JIURUI BIOLOGY & CHEM CO LTD
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