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Preparation method of bis (3-amino-4-hydroxyphenyl) hexafluoropropane

A technology of hydroxyphenyl and hexafluoropropane is applied in the field of preparation of bis-hexafluoropropane, which can solve the problems of low actual product yield and severe production process, and avoid hydrogenation reduction reaction, waste acid avoidance, and nitration reaction avoidance. Effect

Pending Publication Date: 2022-07-29
SHANGHAI ROLECHEM CO LTD
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Problems solved by technology

[0004] The present invention solves the severe production process of bis(3-amino-4-hydroxyphenyl)hexafluoropropane in the prior art by providing a preparation method of bis(3-amino-4-hydroxyphenyl)hexafluoropropane The problem of harshness and low actual yield of the product has been achieved, and a more environmentally friendly and safer method for the industrial production of bis(3-amino-4-hydroxyphenyl)hexafluoropropane has been realized.

Method used

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  • Preparation method of bis (3-amino-4-hydroxyphenyl) hexafluoropropane

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[0039] A first aspect of the present invention provides a method for preparing bis(3-amino-4-hydroxyphenyl) hexafluoropropane, the specific steps comprising:

[0040] S1: in the presence of catalyst A, general formula I reacts with hexafluoroacetone to obtain general formula II;

[0041] S2: in the presence of catalyst B, general formula II reacts with general formula III to obtain product;

[0042] The general formula I is the ortho-substituent of phenol and its derivatives;

[0043] In the general formula II, the group R1 is one of H, a C1-C8-containing hydrocarbon group or a heteroatom-substituted hydrocarbon group;

[0044] The general formula III is an amine compound, and the amine compound is an amine monomer and / or an amine salt;

[0045] In the general formula III, a is a natural number ≥ 1, b is a non-negative integer ≥ 0, and Y is H 2 O, one of organic acids, inorganic acids;

[0046] R2 and R3 can be the same or different;

[0047] When R1, R2 and R3 are all H,...

Embodiment 1

[0095] Embodiment 1 provides a preparation method of bis(3-fluoro-4-hydroxyphenyl) hexafluoropropane: in the presence of catalyst A, general formula I reacts with hexafluoroacetone to obtain general formula II; the synthesis reaction formula is as follows :

[0096]

[0097] The preparation steps are as follows: 50g of solvent I, 16.82g of general formula I, and 2.58g of catalyst A are sequentially added to the glass reaction vessel, the reaction temperature is set to 30°C, and 14.94g of hexafluoroacetone gas is slowly introduced to react, and the gas is completely passed through. After adding, the temperature was raised to 40°C and reacted for 12 hours, then cooled to 25°C to obtain a reaction solution, washed with saturated aqueous sodium bicarbonate solution until the pH was 7-8, collected the organic phase, washed the organic phase with pure water, and concentrated the organic phase to obtain The crude product was recrystallized with 57 g of ethanol, and the recrystalli...

Embodiment 2

[0101] Embodiment 2 provides a preparation method of bis(3-chloro-4-hydroxyphenyl) hexafluoropropane: in the presence of catalyst A, general formula I reacts with hexafluoroacetone to obtain general formula II; the synthesis reaction formula is as follows :

[0102]

[0103] The preparation steps are as follows: 50g of solvent I, 19.29g of general formula I, and 2.73g of catalyst A are sequentially added to the glass reaction vessel, the reaction temperature is set to 28°C, and 14.94g of hexafluoroacetone gas is slowly introduced to react, and the gas is completely passed through. After adding, the temperature was raised to 85°C and reacted for 15 hours, and then the temperature was lowered to 25°C to obtain a reaction solution. The reaction solution was washed with a saturated aqueous sodium bicarbonate solution until the pH was 7 to 8, and 50 g of dichloromethane was added to extract and separate the layers. The organic phase was washed with water, the organic phase was c...

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Abstract

The invention relates to the technical field of chemical synthesis, in particular to a preparation method of bis (3-amino-4-hydroxyphenyl) hexafluoropropane. The preparation method comprises the following specific steps: S1, in the presence of a catalyst A, reacting a general formula I with hexafluoroacetone to obtain a general formula II; s2, in the presence of a catalyst B, reacting the general formula II with the general formula III to obtain a product. The invention solves the problems that the production process of bis (3-amino-4-hydroxyphenyl) hexafluoropropane is strict and the actual yield of the product is low in the prior art, and realizes the industrial production method of bis (3-amino-4-hydroxyphenyl) hexafluoropropane, which is more environment-friendly and safer than the prior art. Bis (3-amino-4-hydroxyphenyl) hexafluoropropane which is high in yield and purity and easy to purify is obtained under mild reaction conditions, and the method can promote production of structural materials in the fields of precision machinery, aerospace materials and the like.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a preparation method of bis(3-amino-4-hydroxyphenyl)hexafluoropropane. Background technique [0002] As one of the organic polymer materials with the best comprehensive properties, polyimide has a high temperature resistance limit of more than 400 °C, excellent oxidation stability, toughness and flexibility, as well as good chemical resistance and radiation resistance. Has been widely used in aviation, aerospace, microelectronics, liquid crystal, locomotives, precision machinery and automatic office machinery and other fields. However, in the field of high-end technology, the standard polyimide has the defects of being refractory, difficult to form, and high processing cost due to its rigid / semi-rigid skeleton structure, and it has great resistance in the application of industrial production. A large number of modifications have been explored, and it has been found th...

Claims

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Application Information

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IPC IPC(8): C07C213/02C07C215/80
CPCC07C37/20C07C303/30C07C213/02C07C39/367C07C309/65C07C215/80
Inventor 沈枫锋张连成
Owner SHANGHAI ROLECHEM CO LTD
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