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Fluoro-aromatic organic tetracarboxylic dianhydride and its preparation method and use

A technology of organic tetraacid dianhydride and tetraacid dianhydride, which is used in organic chemistry, chemical instruments and methods, multilayer circuit manufacturing, etc., can solve the problem of limited varieties of aromatic tetraacid dianhydrides and restrict the development of polyimide materials. , harsh chemical preparation conditions, etc., to achieve the effects of excellent storage stability, excellent solubility, and excellent comprehensive performance

Inactive Publication Date: 2005-04-13
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently commonly used aromatic organic tetra-acid dianhydrides mainly include 1,2,4,5-pyromellitic dianhydride (PMDA), 3,3',4,4'-benzophenone tetra-acid dianhydride (BTDA) ), 3,3', 4,4'-biphenyl tetra-acid dianhydride (BPDA), 3,3',4,4'-diphenylmethyl ether tetra-acid dianhydride (ODPA), 4,4'-( Hexafluoroisopropyl) diphthalic dianhydride (6FDA), etc.; due to the limited variety of aromatic tetra-acid dianhydrides, harsh chemical preparation conditions, complex processes, and high costs, the polyamide Development of imine materials

Method used

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  • Fluoro-aromatic organic tetracarboxylic dianhydride and its preparation method and use
  • Fluoro-aromatic organic tetracarboxylic dianhydride and its preparation method and use
  • Fluoro-aromatic organic tetracarboxylic dianhydride and its preparation method and use

Examples

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example 1

[0031] α, α, the preparation of α-trifluoromethyl acetophenone: in the there-necked flask equipped with mechanical stirring, condenser tube and nitrogen inlet and outlet, add 20 parts of magnesium powder, 60 parts of potassium trifluoroacetate, 400 parts of tetrahydrofuran, 130 parts of bromobenzene were added dropwise with stirring. The reaction mixture was refluxed for 2-3 hours under stirring to obtain a dark gray cloudy solution, which was hydrolyzed with 15% sulfuric acid solution. The organic phase was collected, the aqueous phase was extracted three times with dichloromethane, the organic phases were combined, dried over anhydrous sodium sulfate, and distilled to obtain a colorless α,α,α-trifluoromethylacetophenone liquid.

[0032] The preparation of 1,1-bis(3,4-dimethylphenyl)-1-phenyl-2,2,2-trifluoroethane: 70 parts of α,α,α-trifluoromethylphenyl ethyl Add ketone, 300 parts of o-xylene and 30 parts of methanesulfonic acid into a three-neck flask with a nitrogen gas i...

example 2

[0036] The preparation of 3-trifluoromethyl-α, α, α-trifluoromethyl acetophenone: In the three-neck flask equipped with mechanical stirring, condenser and nitrogen inlet and outlet, add 30 parts of magnesium powder, lithium trifluoroacetate 80 parts, 600 parts of anhydrous diethyl ether, and 150 parts of 3-trifluoromethylchlorobenzene were added dropwise under stirring. The reaction mixture was refluxed for 2-3 hours under stirring to obtain a dark gray cloudy solution, which was hydrolyzed with 20% sulfuric acid solution. The organic phase was collected, the aqueous phase was extracted three times with ether, the organic phases were combined, and the 152-154 ° C fraction was collected by distillation to obtain a colorless 3-trifluoromethyl-α, α, α-trifluoromethyl acetophenone liquid.

[0037] Preparation of 1,1-bis(3,4-dimethylphenyl)-1-(3-trifluoromethylphenyl)-2,2,2-trifluoroethane: 90 parts of 3-trifluoro Methyl-α, α, α-trifluoromethylacetophenone, 350 parts of o-xylene a...

example 3

[0041] The preparation of 4-trifluoromethyl-α, α, α-trifluoromethyl acetophenone: In the three-neck flask equipped with mechanical stirring, condenser and nitrogen inlet and outlet, add 20 parts of magnesium powder, sodium trifluoroacetate 80 parts, 450 parts of tetrahydrofuran, and 150 parts of 4-trifluoromethylbromobenzene were added dropwise with stirring. The reaction mixture was refluxed for 2-3 hours under stirring to obtain a dark gray cloudy solution, which was hydrolyzed with 10% sulfuric acid solution. The organic phase was collected, the aqueous phase was extracted three times with ether, the organic phases were combined, dried over anhydrous sodium sulfate, and distilled to obtain a colorless 4-trifluoromethyl-α,α,α-trifluoromethylacetophenone liquid.

[0042] The preparation of 1,1-bis(3,4-dimethylphenyl)-1-(4-trifluoromethylphenyl)-2,2,2-trifluoroethane: 80 parts of 4-trifluoro Methyl-α, α, α-trifluoromethylacetophenone, 400 parts of o-xylene and 40 parts of tri...

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PUM

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Abstract

The present invention relates to the preparation process and use of fluoro aromatic organic tetraacid dianhydride and its derivative. The present invention prepares fluoro aromatic organic tetrahydric dianhydride and its derivative through the Grignard reaction between metal trifluoroacetate and substituted halogeno benzene to produce alpha, alpha, alpha-trifluoromethyl phenyil ketone; the condensation reaction of the alpha, alpha, alpha-trifluoromethyl phenyil ketone and one-xylene under the action of strong acid to obtain fluoro aromatic tetramethyl compound; the high temperature nitric acid oxidation or KMnO4 oxidation of the fluoro aromatic tetramethyl compound to obtain fluoro aromatic organic tetracid; and the final dewatering. Fluoro aromatic organic tetrahydric dianhydride and its derivative may be prepared into fluoro aromatic polyimide with excellent comprehensive performance through condensation with aromatic organic diamine and subsequent imination.

Description

technical field [0001] The invention relates to a fluorine-containing aromatic organic tetraacid dianhydride and derivatives thereof. [0002] The present invention also relates to the preparation method of the above-mentioned fluorine-containing aromatic organic tetraacid dianhydride and derivatives thereof. [0003] The present invention also relates to the use of the above-mentioned fluorine-containing aromatic organic tetraacid dianhydride and derivatives thereof. Background technique [0004] Polyimide materials have excellent comprehensive properties, and have a wide range of application backgrounds and huge commercial value in aerospace, aviation, space, microelectronics, electric appliances, etc. Aromatic organic tetra-acid dianhydride is an important raw material for preparing polyimide materials, and has a great influence on the properties of polyimide materials. Currently commonly used aromatic organic tetra-acid dianhydrides mainly include 1,2,4,5-pyromellitic ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/48C07D307/89C08G73/10C09D179/08C09J179/08C09K19/38H05K3/46
Inventor 杨士勇葛子义范琳
Owner INST OF CHEM CHINESE ACAD OF SCI
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