Preparation method of fluorine-containing diamine monomer with substituted C6 side chain

A technology of fluorine-containing diamines and monomers, which is applied in the preparation of carboxylic acid amides, the preparation of organic compounds, chemical instruments and methods, etc. It can solve the problems of high molecular weight of diamine monomers, restrictions on the development of polyimides, and reduction of nitro groups. Difficulties and other problems, to achieve the effect of high synthesis yield, increase light transmittance, reduce order and symmetry

Pending Publication Date: 2020-04-14
YANCHENG TONGHAI BIOTECH CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reason is mainly because diamine monomers with innovative structures generally have a large molecular weight, the reduction of nitro groups is relatively difficult, and the production cost is relatively high, which limits the development of polyimides to a certain extent.

Method used

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  • Preparation method of fluorine-containing diamine monomer with substituted C6 side chain
  • Preparation method of fluorine-containing diamine monomer with substituted C6 side chain
  • Preparation method of fluorine-containing diamine monomer with substituted C6 side chain

Examples

Experimental program
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Effect test

Embodiment 1

[0027] Step 1: Add 1.2L DMAC, 1000g 2,2-bis(3-amino-4-sodium phenolate)hexafluoropropane and 800g bromo-C6 alkane to a 10L four-necked reaction flask in sequence, start stirring and heating, and maintain React at 80°C for 2-3 hours. After the reaction of the raw materials is completed, turn off the heating, pour out the reaction liquid, and filter while it is hot. The upper layer of filter cake is the by-product sodium bromide, which is collected and stored. The filtrate is naturally cooled to room temperature, and then added to 2.4 Quenched in L water, a large amount of solids will appear at this time, filter with suction, wash the filter cake with 3.5L of water, and dry the filter cake in vacuum to obtain 1173g of pure C6-FN.

[0028] The second step: add 1173g C6-FN and 550mL NMP to the 10L four-necked reaction flask, start stirring, and then slowly dropwise add the mixed solution of 812g m-nitrobenzoyl chloride and 550mL NMP to it, and control the concentration of the react...

Embodiment 2

[0031] Step 1: Add 24.3L DMAC, 1000g 2,2-bis(3-amino-4-sodium phenolate) hexafluoropropane and 4000g bromo-C6 alkane to the 30L double-layer glass reactor, start stirring and heating, Maintain the reaction at 166°C for 2-3 hours. After the reaction of the raw materials is completed, turn off the heating, release the reaction liquid, and filter while it is hot. The upper layer of filter cake is the by-product sodium bromide, which is collected and stored. The filtrate is naturally cooled to room temperature, and then added to 48.6 Quenched in L water, a large amount of solids will appear at this time, filter with suction, wash the filter cake with 3.5L of water, and dry the filter cake in vacuum to obtain 1238g of pure C6-FN.

[0032] Step 2: Add 1238g C6-FN and 11.5L NMP to the 30L double-layer glass reactor, start stirring and jacket cooling, when the temperature of the reaction solution drops to 0°C, slowly add 4286g m-nitrobenzene dropwise For the mixed solution of formyl c...

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Abstract

The invention provides a polyimide diamine monomer C6-FBDA with an innovative structure. According to the invention, C6 side chain alkyl, trifluoromethyl, an imide group and a plurality of benzene ring structures are simultaneously introduced into the molecular structure of the polyimide diamine monomer C6-FBDA, so that the regularity and the crystallinity of the polymer molecular chain are broken, the free volume of the polymer is increased, and the interaction between the molecular chains is reduced so as to substantially improve the film-forming property and the optical transparency of polyimide; and in C6-FBDA synthesis, an industrially applicable C6-FBDA production process is developed, and has the advantages of short synthesis route, high yield, cheap and easily available used raw materials, low production cost, simple operation, environmental friendliness, complete realization of large-scale mass production, and extremely high industrial application value.

Description

technical field [0001] The invention relates to the fields of fine chemical industry and polymer chemistry, in particular to the field of preparation of polyimide polymers. Background technique [0002] In recent years, with the development of optoelectronic devices, traditional transparent glass substrates have been unable to meet the requirements of flexible devices. Colorless and transparent polymers have the advantages of transparency, light weight, and impact resistance. Films, optical thin films, organic photovoltaic solar panels, flexible printed circuit boards and touch panels have received more and more attention. Polyimide has excellent high temperature resistance, dielectric properties and mechanical processing properties, and is the first choice to replace glass substrates. But for traditional polyimide, improving its light transmission performance is the key. [0003] Traditional polyimides are generally brown or brown-yellow transparent materials. This is due...

Claims

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Application Information

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IPC IPC(8): C07C213/06C07C217/84C07C231/02C07C233/80C07C231/12C07C237/40C08G73/10
CPCC07C213/06C07C231/02C07C231/12C07C237/40C08G73/1039C07C217/84C07C233/80
Inventor 王辉沈俭一赵宇培
Owner YANCHENG TONGHAI BIOTECH CO LTD
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