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Preparation method of C5 side chain substituted fluorine-containing diamine monomer

A fluorine-containing diamine and monomer technology, which is applied in the preparation of carboxylic acid amides, the preparation of organic compounds, chemical instruments and methods, etc. Difficulties and other problems, to achieve the effect of improving light transmittance, high synthesis yield, and reducing order and symmetry

Pending Publication Date: 2020-04-10
YANCHENG TONGHAI BIOTECH CO LTD
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  • Summary
  • 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 C5 side chain substituted fluorine-containing diamine monomer
  • Preparation method of C5 side chain substituted fluorine-containing diamine monomer
  • Preparation method of C5 side chain substituted fluorine-containing diamine monomer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Step 1: Add 1.2L DMAC, 1000g 2,2-bis(3-amino-4-sodium phenolate) hexafluoropropane and 732g bromo C5 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 1111g of pure C5-FN.

[0028] The second step: add 1111g C5-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 reac...

Embodiment 2

[0031] Step 1: Add 24.3L DMAC, 1000g 2,2-bis(3-amino-4-sodium phenolate) hexafluoropropane and 3658g bromo C5 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 1173g of pure C5-FN.

[0032] Step 2: Add 1173g C5-FN and 11.5L NMP to a 30L double-layer glass reactor, start stirring and jacket to cool down, when the temperature of the reaction solution drops to 0°C, slowly add 4286g m-nitrobenzene dropwise For the mixed solution of formy...

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PUM

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Abstract

The invention designs a polyimide diamine monomer C5-FBDA with an innovative structure. C5 side chain alkyl, trifluoromethyl, imide groups and a plurality of benzene ring structures are introduced simultaneously in the molecular structure of the polyimide diamine monomer, the regularity and crystallinity of polymer molecular chains are broken through, the free volume of the polymer is increased, the interaction between the molecular chains is reduced, and the film-forming property and optical transparency of polyimide are greatly improved. In the aspect of synthesis of C5-FBDA, the invention develops an industrially applicable production process of C5-FBDA, and the process is short in synthesis route, high in yield, cheap and easily available in used raw materials, relatively low in production cost, simple and convenient to operate, environment-friendly, capable of completely realizing large-scale mass production and extremely high in 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): C07C231/12C07C237/40
CPCC07C213/00C07C231/02C07C231/12C07C217/84C07C233/75C07C237/40
Inventor 王辉沈俭一李华举
Owner YANCHENG TONGHAI BIOTECH CO LTD
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