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Method for preparing 3,7-di(2,4-dinitrophenoxy)-2-naphthoic acid

A technology of dinitrophenoxy, naphthoic acid, applied in 3 fields, achieves the effects of simple operation, convenient source, high yield and purity

Inactive Publication Date: 2008-08-06
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] But the preparation method of 3,7-bis(2,4-dinitrophenoxy group)-2-naphthoic acid, there is no published patent or bibliographical information yet at present

Method used

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  • Method for preparing 3,7-di(2,4-dinitrophenoxy)-2-naphthoic acid
  • Method for preparing 3,7-di(2,4-dinitrophenoxy)-2-naphthoic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] 20.4 grams (0.10 moles) of 3,7-dihydroxynaphthalene-2-carboxylic acid, 44.6 grams (0.22 moles) of 2,4-dinitrochlorobenzene, 110.4 grams (0.80 moles) of potassium carbonate, 700 milliliters of N,N - Put dimethylformamide and 180 ml of toluene into the reaction kettle, stir, heat and reflux for water separation for 18 hours, concentrate the reaction solution, recover the solvent for recycling, cool the reactant system, add water, precipitate a solid product, filter, Soak in 10% dilute acetic acid aqueous solution, filter, wash with hot water 2 to 3 times, dry to obtain 51.8 grams of 3,7-bis(2,4-dinitrophenoxy)-2-naphthoic acid crystal product, purity It is 99.3%. According to the actual amount of 3,7-bis(2,4-dinitrophenoxy)-2-naphthoic acid and the theoretical amount (53.6 grams), 3,7-bis(2,4 The yield of -dinitrophenoxy)-2-naphthoic acid was 96.7%.

Embodiment 2

[0030] 20.4 grams (0.10 moles) of 3,7-dihydroxynaphthalene-2-carboxylic acid, 54.4 grams (0.22 moles) of 2,4-dinitrobromobenzene, 55.2 grams (0.40 moles) of potassium carbonate, 150 milliliters of N,N - Put dimethylacetamide and 15 ml of xylene into the reaction kettle, stir, heat and reflux for water separation for 3 hours, concentrate the reaction solution, recover the solvent for recycling, cool the reactant system, add water, precipitate a solid product, filter , soaked in 0.1% dilute hydrochloric acid aqueous solution, filtered, washed with hot water for 2 to 3 times, dried to obtain 41.0 grams of 3,7-bis(2,4-dinitrophenoxy)-2-naphthoic acid crystal product, purity 99.0%, according to the actual amount of 3,7-bis(2,4-dinitrophenoxy)-2-naphthoic acid and the theoretical amount (53.6 grams), calculate 3,7-bis(2,4 The yield of -dinitrophenoxy)-2-naphthoic acid was 76.5%.

Embodiment 3

[0032] 20.4 grams (0.10 moles) of 3,7-dihydroxynaphthalene-2-carboxylic acid, 40.5 grams (0.20 moles) of 2,4-dinitrochlorobenzene, 10.6 grams (0.10 moles) of sodium carbonate, 80 milliliters of N-methyl Base-2-pyrrolidone, 200 milliliters of benzene and 30 milliliters of dichlorobenzene were put into the reaction kettle, stirred, heated to reflux and separated from water for 16 hours, concentrated the reaction solution, recovered the solvent for recycling, cooled the reactant system, added water, The solid product was precipitated, filtered, soaked in 2% dilute hydrochloric acid aqueous solution, filtered, washed with hot water for 2 to 3 times, and dried to obtain 44.2 grams of 3,7-bis(2,4-dinitrophenoxy)-2-naphthoic acid Crystalline product with a purity of 99.5%. According to the amount of 3,7-bis(2,4-dinitrophenoxy)-2-naphthoic acid actually obtained and the theoretical yield (53.6 grams), 3,7- The yield of bis(2,4-dinitrophenoxy)-2-naphthoic acid was 82.4%.

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Abstract

The invention relates to a preparation method of 3, 7-bi-(2, 4-dinitrophenoxy)-2-naphthoic acid, which comprises (1), heating, refluxing and water segregating for 3-18h to treat 3, 7-dihydroxynaphthalene-2-aminic acid and 2, 4-dinitro halogenated benzene at the mol ratio of 1.0:2.0-2.2, in the system of salt forming agent and organic solvent, (2), condensing reaction liquid, cooling reactant system, adding water, precipitating solid product, filtering, immerging in dilute acid solution, filtering, washing and drying to obtain 3, 7-bi-(2, 4-dinitrophenoxy)-2-naphthoic acid. The preparation method of 3, 7-bi-(2, 4-dinitrophenoxy)-2-naphthoic acid has simple operation, high yield and purity, easily recovered and circulated solvent, less generation of three wastes, environment-friend property and application in industrial production.

Description

technical field [0001] The invention belongs to the field of preparation of aromatic organic compounds, in particular to a preparation method of 3,7-bis(2,4-dinitrophenoxy)-2-naphthoic acid. Background technique [0002] Aromatic polyimide has excellent thermal stability, chemical stability, nuclear radiation resistance, excellent mechanical properties, electrical properties and resistance to organic solvents, and has been widely used in aerospace, electronic microelectronics, electrical and other fields . Because of its high temperature resistance, high strength, corrosion resistance, good insulation, and simple film forming process, it is an excellent functional material that can meet the performance requirements of LCD (liquid crystal display). [0003] 3,7-bis(2,4-dinitrophenoxy)-2-naphthoic acid is one of the important raw materials for the synthesis of highly branched aromatic polyimide monomers, that is, an important raw material for aromatic polyvalent primary amine...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C205/38C07C201/12
CPCY02P20/582
Inventor 虞鑫海
Owner DONGHUA UNIV
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