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Preparation method of C14 side chain-substituted fluorinated diamine-containing monomer

A technology of fluorine-containing diamine and C14-FN, which is applied to the preparation of carboxylic acid amides, the preparation of organic compounds, chemical instruments and methods, etc., can solve the problems that limit the development of polyimide, the molecular weight of diamine monomers is large, and the nitro Problems such as difficulty in reduction can be achieved to improve light transmittance, high synthesis yield, and reduce order and symmetry

Pending Publication Date: 2020-03-31
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 C14 side chain-substituted fluorinated diamine-containing monomer
  • Preparation method of C14 side chain-substituted fluorinated diamine-containing monomer
  • Preparation method of C14 side chain-substituted fluorinated diamine-containing 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 1347g bromo-C14alkane 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 1665g of pure C14-FN.

[0028] Step 2: Add 1665g C14-FN and 550mL NMP to a 10L four-necked reaction flask, start stirring, then slowly add a mixture of 812g m-nitrobenzoyl chloride and 550mL NMP dropwise, and control the concentration of the reaction solution during the dr...

Embodiment 2

[0031] Step 1: Add 24.3L DMAC, 1000g 2,2-bis(3-amino-4-sodium phenolate)hexafluoropropane and 6735g bromo-C14alkane 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 1757g of pure C14-FN.

[0032] Step 2: Add 1757g C14-FN and 11.5LNMP to the 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-nitrobenzyl to it The mixed solution of acid chlori...

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Abstract

The invention designs a polyimide diamine monomer C14-FBDA with an innovative structure. Simultaneous introduction of C14 side chain alkyl, trifluoromethyl, imide group and multiple benzene ring structures into the molecular structure is realized. According to the polyimide diamine monomer, the regularity and crystallinity of polymer molecular chains are broken through, the free volume of the polymer is increased, and the interaction between the molecular chains is reduced, so that the film-forming property and optical transparency of polyimide are greatly improved. In the aspect of C14-FBDA synthesis, the invention develops an industrially applicable C14-FBDA production process, and the process 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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Patent Type & Authority Applications(China)
IPC IPC(8): C07C213/06C07C217/84C07C231/02C07C233/43C07C231/12C07C237/40C08G73/10
CPCC07C213/06C07C231/02C07C231/12C07C237/40C08G73/1039C07C217/84C07C233/43
Inventor 王辉沈俭一王雪芹
Owner YANCHENG TONGHAI BIOTECH CO LTD
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