Preparation method of C16 side chain substituted fluorine-containing diamine monomer

A technology of fluorine-containing diamine and C16-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: 2020-04-07
YANCHENG TONGHAI BIOTECH CO LTD
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  • Abstract
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  • 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 C16 side chain substituted fluorine-containing diamine monomer
  • Preparation method of C16 side chain substituted fluorine-containing diamine monomer
  • Preparation method of C16 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 1483.7g bromoC16alkane to a 10L four-necked reaction flask in sequence, start stirring and heating, Maintain the reaction 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 the Quenched in 2.4L of 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 1788g of pure C16-FN.

[0028] The second step: add 1788g C16-FN and 550mL NMP to the 10L four-necked reaction flask, start stirring, then slowly dropwise add the mixed solution of 812g m-nitrobenzoyl chloride and 550mL NMP to it, and control the concentration of ...

Embodiment 2

[0031] Step 1: Add 24.3L DMAC, 1000g 2,2-bis(3-amino-4-sodium phenolate) hexafluoropropane and 7418g bromo-C16alkane to a 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 1887g of pure C16-FN.

[0032] Step 2: Add 1887g C16-FN and 11.5L NMP to a 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 chl...

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Abstract

The invention designs a polyimide diamine monomer C16-FBDA with an innovative structure. According to the invention, the simultaneous introduction of C16 side chain alkyl, trifluoromethyl, an imide group and multiple benzene ring structures in the molecular structure is achieved, so that the regularity and the crystallinity of the polymer molecular chain are broken through, the free volume of thepolymer 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 C16-FBDA synthesis, the invention provides an industrially applicable C16-FBDA production process, which has the advantages of short synthesis route, high yield, cheap and easily available used raw materials, low production cost, simple operation and environmental friendliness, is suitable for large-scale mass production, and has 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): C07C231/12C07C237/40
CPCC07C213/06C07C231/02C07C231/12C07C237/40C07C233/80C07C217/84
Inventor 王辉沈俭一夏玉珠
Owner YANCHENG TONGHAI BIOTECH CO LTD
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