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Preparation of 4,4'-bis(2,6- binitro-4-trifluoromethyl phenoxy)-3,3',5,5'-tetramethyl biphenyl

A technology of trifluoromethylphenoxy and tetramethylbiphenyl, which is applied in 4 fields, can solve the problems of unpublished patents or literature reports, and achieve the effects of fewer types of use, less waste, and less investment

Inactive Publication Date: 2008-11-12
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, the preparation method of 4,4'-bis(2,6-dinitro-4-trifluoromethylphenoxy)-3,3',5,5'-tetramethylbiphenyl has not yet been disclosed patents or literature reports

Method used

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  • Preparation of 4,4'-bis(2,6- binitro-4-trifluoromethyl phenoxy)-3,3',5,5'-tetramethyl biphenyl
  • Preparation of 4,4'-bis(2,6- binitro-4-trifluoromethyl phenoxy)-3,3',5,5'-tetramethyl biphenyl

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] 24.2 grams (0.10 moles) of 4,4'-dihydroxy-3,3',5,5'-tetramethylbiphenyl, 59.5 grams (0.22 moles) of 2,6-dinitro-4-trifluoromethane Chlorobenzene, 110.4 grams (0.80 moles) of potassium carbonate, 1300 milliliters of N, N-dimethylformamide, 200 milliliters of benzene and 80 milliliters of toluene were put into the reaction kettle, stirred, heated to reflux and split water for 18 hours, Concentrate the reaction solution, recover the solvent for recycling, cool the reactant system, add water, precipitate a solid product, wash 2 to 3 times with hot water, and dry to obtain 60.8 grams of 4,4'-bis(2,6-dinitro -4-trifluoromethylphenoxy)-3,3',5,5'-tetramethylbiphenyl crystal product, the purity is 99.7%, according to the actual obtained 4,4'-bis(2,6-bis The amount of nitro-4-trifluoromethylphenoxy)-3,3',5,5'-tetramethylbiphenyl and the theoretical amount (71.0 g) were calculated to give 4,4'-bis(2, The yield of 6-dinitro-4-trifluoromethylphenoxy)-3,3',5,5'-tetramethylbiphenyl w...

Embodiment 2

[0029] 24.2 grams (0.10 moles) of 4,4'-dihydroxy-3,3',5,5'-tetramethylbiphenyl, 69.3 grams (0.22 moles) of 2,6-dinitro-4-trifluoromethane Benzene bromide, 55.2 grams (0.40 moles) of potassium carbonate, 1000 milliliters of N, N-dimethylacetamide, 200 milliliters of benzene and 150 milliliters of dimethylbenzene were put into the reaction kettle, stirred, heated to reflux and split water after 16 hours of reaction , Concentrate the reaction solution, recover the solvent for recycling, cool the reactant system, add water, precipitate a solid product, wash with hot water 2 to 3 times, and dry to obtain 67.1 grams of 4,4'-bis(2,6-dinitro -4-trifluoromethylphenoxy)-3,3',5,5'-tetramethylbiphenyl crystal product, the purity is 99.6%, according to the actual obtained 4,4'-bis(2,6-bis The amount of nitro-4-trifluoromethylphenoxy)-3,3',5,5'-tetramethylbiphenyl and the theoretical amount (71.0 g) were calculated to give 4,4'-bis(2, The yield of 6-dinitro-4-trifluoromethylphenoxy)-3,3',5...

Embodiment 3

[0031] 24.2 grams (0.10 moles) of 4,4'-dihydroxy-3,3',5,5'-tetramethylbiphenyl, 54.1 grams (0.20 moles) of 2,6-dinitro-4-trifluoromethane Chlorobenzene, 10.6 grams (0.10 moles) of sodium carbonate, 880 milliliters of N-methyl-2-pyrrolidone, 500 milliliters of benzene and 100 milliliters of dichlorobenzene were put into a reaction kettle, stirred, heated to reflux and reacted for 12 hours Finally, concentrate the reaction solution, recover the solvent for recycling, cool the reactant system, add water, and precipitate a solid product, wash with hot water 2 to 3 times, and dry to obtain 65.7 grams of 4,4'-bis(2,6-dinitrate Base-4-trifluoromethylphenoxy)-3,3',5,5'-tetramethylbiphenyl crystal product with a purity of 99.5%, according to the actual obtained 4,4'-bis(2,6 -Dinitro-4-trifluoromethylphenoxy)-3,3',5,5'-tetramethylbiphenyl amount and theoretical yield (71.0 grams), calculated to obtain 4,4'-bis( The yield of 2,6-dinitro-4-trifluoromethylphenoxy)-3,3',5,5'-tetramethylbip...

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Abstract

The invention relates to a method for making 4, 4'-bis (2,6-dinitro-4-trifluoromethylphenoxy)-3,3'5,5'-tetramethyldiphenyl, comprising the steps of: (1) carrying out heating, refluxing and water diversion of 4, 4'-dihydroxyl-3,3',5,5'-tetramethyldiphenyl and 2,6-dinitro-4-trifluoromethyl halogenated benzene mixed in a molar ratio of 1.0 : 2.0-2.2 in systems of salt forming agent and organic solvent for a reaction of 6 to 18 hours; (2) condensing reaction liquid, cooling a reactant system, adding water, separating out a solid product, and filtering, washing and drying the solid product to obtain 4, 4'-bis (2,6-dinitro-4-trifluoromethylphenoxy)-3,3'5,5'-tetramethyldiphenyl crystal. The invention has the advantages of simple operation, high product yield and high purity, convenient solvent recycling, repeated use, less three wastes, environment protection, and is suitable for industrialized production.

Description

technical field [0001] The invention belongs to the field of preparation of aromatic organic compounds, in particular to a 4,4'-bis(2,6-dinitro-4-trifluoromethylphenoxy)-3,3',5,5 The preparation method of '-tetramethylbiphenyl. 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] 4,4'-bis(2,6-dinitro-4-trifluoromethylphenoxy)-3,3',5,5'-tetramethylbiphenyl is a synthetic highly branched aromatic polyimide One of the important raw materials for amine monomers, ...

Claims

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Application Information

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IPC IPC(8): C07C205/38C07C201/12
CPCY02P20/582
Inventor 虞鑫海
Owner DONGHUA UNIV
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