Method for preparing 4,4'-bis(4-nitro-2-trifluoromethylphenoxy)diphenylsulfone

A technology of trifluoromethylphenoxy, nitrotrifluorotoluene is applied in the field of preparation of aromatic fluorine-containing organic compounds, and can solve the problem of increasing raw material cost and production cost, increasing chemical equipment and personnel costs, and increasing waste liquid treatment. Costs and other issues, to achieve the effect of convenient source of raw materials, low cost, and fewer types of use

Inactive Publication Date: 2012-11-07
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] But, the shortcoming of this method is: (1) the organic solvent kind that involves is more, as DMF, methyl alcohol etc.
This will inevitably lead to a large amount of waste liquid, and also increases the cost of waste liquid treatment, meanwhile, it also needs to consume a large amount of methanol solvent
These are all unfavorable for environmental protection and reduce production cost; (3) the crude product that precipitates out also needs to do further recrystallization in DMF / methanol mixed solvent, to purify product
This not only increases the chemical unit operation, increases the cost of chemical equipment and personnel, but also increases the cost of raw materials and production costs, and also increases the cost of the three wastes.

Method used

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  • Method for preparing 4,4'-bis(4-nitro-2-trifluoromethylphenoxy)diphenylsulfone
  • Method for preparing 4,4'-bis(4-nitro-2-trifluoromethylphenoxy)diphenylsulfone

Examples

Experimental program
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Effect test

Embodiment 1

[0029] 25.0 grams (0.10 moles) of 4,4'-dihydroxydiphenylsulfone (DHDPS), 49.6 grams (0.22 moles) of 2-chloro-5-nitrotrifluoromethylbenzene (CNB-TF), 41.4 grams (0.30 mol) of potassium carbonate, 500 milliliters of N,N-dimethylformamide and 500 milliliters of toluene mixed solvent was put into the reaction kettle, after stirring at room temperature for 30min, heated to 110°C-130°C, refluxed for azeotropic water separation reaction for 15 After 1 hour, filter while it is hot, remove the filter residue, concentrate the mother liquor, control the solid content of the mother liquor in the range of 40%-80%, recover the solvent for recycling, cool and stand still, and precipitate milky white solid crystalline products, filter, and use pure water Wash 2~3 times, dry, obtain 61.7 grams of 4,4 '-bis(4-nitro-2-trifluoromethylphenoxy group) diphenyl sulfone (DNDPS-2TF) milky white solid product (theoretical yield is 62.8 gram), the purity is 99.8%, and the melting point is 198.4°C-199.2°C...

Embodiment 2

[0031] 25.0 grams (0.10 moles) of 4,4'-dihydroxydiphenylsulfone (DHDPS), 47.4 grams (0.21 moles) of 2-chloro-5-nitrotrifluoromethylbenzene (CNB-TF), 41.4 grams (0.30 Mole) salt of wormwood, 10.6 grams (0.10 mole) sodium carbonate, 479 milliliters of N, the mixed solvent of N-dimethylacetamide, 100 milliliters of N-methyl-2-pyrrolidone and 58 milliliters of xylenes are put into reaction kettle, After stirring at room temperature for 30 minutes, heat to 140°C-150°C, reflux for azeotropic water separation for 14 hours, filter while hot, remove the filter residue, concentrate the mother liquor, so that the solid content of the mother liquor is controlled within the range of 40%-80%, Recover the solvent for recycling, cool and stand still, and precipitate a milky white solid crystalline product, filter, wash with pure water 2 to 3 times, and dry to obtain 60.7 grams of 4,4'-bis(4-nitro-2-trifluoroform phenoxy)diphenyl sulfone (DNDPS-2TF) milky white solid product (theoretical yield...

Embodiment 3

[0033]25.0 grams (0.10 moles) of 4,4'-dihydroxydiphenylsulfone (DHDPS), 45.1 grams (0.20 moles) of 2-chloro-5-nitrotrifluoromethylbenzene (CNB-TF), 27.6 grams (0.20 mol) potassium carbonate, 100 milliliters of dimethyl sulfoxide, 181 milliliters of N-methyl-2-pyrrolidone, 100 milliliters of o-dichlorobenzene and 160 milliliters of xylene mixed solvents were put into the reaction kettle, after stirring at room temperature for 30min, Heating to 140°C-170°C, refluxing and azeotropic water separation for 12 hours, filtering while hot, removing the filter residue, concentrating the mother liquor so that the solid content of the mother liquor is controlled within the range of 40%-80%, and recovering the solvent for recycling. Cooling and standing still, the milky white solid crystalline product was precipitated, filtered, washed 2 to 3 times with pure water, and dried to obtain 61.0 grams of 4,4'-bis(4-nitro-2-trifluoromethylphenoxy) di Phenylsulfone (DNDPS-2TF) milky white solid pr...

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Abstract

The invention relates to a method for preparing 4,4'-bis(4-nitro-2-trifluoromethylphenoxy)diphenylsulfone, which comprises the following steps: adding 4,4'-dihydroxydiphenylsulfone and 2-chloro-5-nitrotrifluoromethylbenzene into a reaction kettle; adding a salt forming agent, strong polar aprotic organic solvent and an organic entrainer, stirring the mixture in the reaction kettle at room temperature for 30 minutes, and heating the mixture for azeotropic water separation reaction for 12 to 15 hours; and filtering the hot solution, removing filter residue, concentrating mother solution, cooling and standing the mother solution to precipitate a milky crystal product, filtering the solution, and washing and drying the milky crystal product to obtain the 4,4'-bis(4-nitro-2-trifluoromethylphenoxy)diphenylsulfone. The preparation method has the advantages that: the operation is simple, the raw material resource is readily available, the cost is low, and no corrosive substance is related to or generated; few kinds of organic solvents are used, and the organic solvents can be used repeatedly and circularly and are environmentally-friendly; and the product has a high yield up to more than 98 percent, a purity up to 99.8 percent and a melting point of from 198.4 to 199.2 DEG C and is suitable for industrial production.

Description

technical field [0001] The invention belongs to the field of preparation of aromatic fluorine-containing organic compounds, in particular to a preparation method of 4,4'-bis(4-nitro-2-trifluoromethylphenoxy)diphenylsulfone. Background technique [0002] Aromatic polyimide has excellent thermal stability, chemical stability, 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. [0003] Fluorine-containing polyimide materials not only have the above-mentioned excellent properties, but also have very excellent optical transparency, flame retardancy and excellent molding processability. In addition, its dielectric constant, dielectric loss and water absorption are relatively lo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C317/22C07C315/04
Inventor 虞鑫海
Owner DONGHUA UNIV
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