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Method for preparing 2,2-dual [3-amido-4-(4-nitrophenoxy)phenyl group]-1,1,1,3,3,3-hexa-fluoropropane

A technology of nitrophenoxy and hexafluoropropane is applied in the field of preparation of aromatic organic compounds and achieves the effects of less three wastes, less types of use and less investment

Inactive Publication Date: 2008-02-27
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0026] But the preparation method of 2,2-bis[3-amino4-(4-nitrophenoxy)phenyl]-1,1,1,3,3,3-hexafluoropropane has no published patent yet or literature reports

Method used

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  • Method for preparing 2,2-dual [3-amido-4-(4-nitrophenoxy)phenyl group]-1,1,1,3,3,3-hexa-fluoropropane
  • Method for preparing 2,2-dual [3-amido-4-(4-nitrophenoxy)phenyl group]-1,1,1,3,3,3-hexa-fluoropropane
  • Method for preparing 2,2-dual [3-amido-4-(4-nitrophenoxy)phenyl group]-1,1,1,3,3,3-hexa-fluoropropane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] 36.6 grams (0.10 moles) of 2,2-bis(3-amino-4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropane, 47.3 grams (0.30 moles) of 4-chloro Nitrobenzene, 110.4 grams (0.80 moles) of potassium carbonate, 700 milliliters of N, N-dimethylformamide and 180 milliliters of toluene were put into the reaction kettle, filled with nitrogen, stirred, heated to reflux and separated water for 18 hours, then concentrated the reaction liquid, reclaim the solvent for recycling, cool the reactant system, add water, separate out the solid product, wash and dry to obtain 56.3 grams of 2,2-bis[3-amino-4-(4-nitrophenoxy)phenyl] -1,1,1,3,3,3-hexafluoropropane, with a purity of 99.0%, obtained 2,2-bis[3-amino-4-(4-nitrophenoxy)phenyl]- The amount of 1,1,1,3,3,3-hexafluoropropane and the theoretical amount (60.8 g), calculated to give 2,2-bis[3-amino-4-(4-nitrophenoxy)phenyl ]-1,1,1,3,3,3-The yield of hexafluoropropane was 92.6%.

Embodiment 2

[0054] 36.6 grams (0.10 moles) of 2,2-bis(3-amino-4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropane, 44.5 grams (0.22 moles) of 4-bromo Nitrobenzene, 55.2 grams (0.40 moles) of potassium carbonate, 150 milliliters of N, N-dimethylacetamide and 15 milliliters of dimethylbenzene were put into the reaction kettle, filled with nitrogen, stirred, heated to reflux and separated water for 4 hours, concentrated Reaction solution, reclaim solvent to recycle, cool reactant system, add water, separate out solid product, wash, dry, obtain 27.7 grams of 2,2-bis[3-amino-4-(4-nitrophenoxy)phenyl ]-1,1,1,3,3,3-hexafluoropropane with a purity of 98.9%, according to the actual acquisition of 2,2-bis[3-amino4-(4-nitrophenoxy)phenyl]- The amount of 1,1,1,3,3,3-hexafluoropropane and the theoretical amount (60.8 g), calculated to give 2,2-bis[3-amino-4-(4-nitrophenoxy)phenyl ]-1,1,1,3,3,3-The yield of hexafluoropropane was 45.5%.

Embodiment 3

[0056] 36.6 grams (0.10 moles) of 2,2-bis(3-amino-4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropane, 31.5 grams (0.20 moles) of 4-chloro Nitrobenzene, 10.6 grams (0.10 moles) of sodium carbonate, 40 milliliters of N-methyl-2-pyrrolidone and 15 milliliters of dichlorobenzene were put into a reaction kettle, filled with nitrogen, stirred, and heated under reflux for water separation for 10 hours. Concentrate the reaction solution, reclaim the solvent for recycling, cool the reactant system, add water, separate out the solid product, wash and dry to obtain 47.5 grams of 2,2-bis[3-amino-4-(4-nitrophenoxy)benzene base]-1,1,1,3,3,3-hexafluoropropane with a purity of 99.1%, according to the actual acquisition of 2,2-bis[3-amino-4-(4-nitrophenoxy)phenyl ]-1,1,1,3,3,3-The amount of hexafluoropropane and the theoretical amount (60.8 grams), calculated to get 2,2-bis[3-amino-4-(4-nitrophenoxy) The yield of phenyl]-1,1,1,3,3,3-hexafluoropropane was 78.2%.

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Abstract

The invention discloses a making method of 2,2-di [3-amino-4-(4-nitrobenzeneoxy) phenyl]-1,1,1,3,3,3-hexafluoropropane, which comprises the following steps: (1) heating 2, 2-di (3-amino-4-hydroxybenzene)-1,1,1,3,3,3-hexafluoropropane and 4-halogenated nitrobenzene with molar rate at 1. 00: 2. 00-3. 00 under inert gas to reflux and do diversion reaction for 4-18h; (2) condensing the reacting liquid; cooling the reactant system; adding water; evolving solid product; filtering; washing; drying; obtaining the product. The invention simplifies the operation with high receiving rate and purity, which is easy to recycle solvent to use reciprocally to reduce three wastes for industrialized manufacturing.

Description

technical field [0001] The invention belongs to the field of preparation of aromatic organic compounds, in particular to a 2,2-bis[3-amino-4-(4-nitrophenoxy)phenyl]-1,1,1,3,3 , The preparation method of 3-hexafluoropropane. 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). Polyimide has many advantages as a liquid crystal aligning agent: [0003] (1) The coating itself has the function of aligning liquid crystal molecules; [0004] (2) It shows a good alignment ef...

Claims

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Application Information

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IPC IPC(8): C07C217/90C07C213/06
Inventor 虞鑫海
Owner DONGHUA UNIV
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