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Preparation method of C12 side-chain substituted fluorine-containing diamine monomer

A fluorine-containing diamine, C12-FN technology, applied in the direction of carboxylic acid amide preparation, organic compound preparation, chemical instruments and methods, etc., can solve the problems of high molecular weight of diamine monomers, restrictions on the development of polyimide, nitro Reducing problems such as difficulty, achieving high synthesis yield, improving light transmittance, reducing order and symmetry

Pending Publication Date: 2020-04-17
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 C12 side-chain substituted fluorine-containing diamine monomer
  • Preparation method of C12 side-chain substituted fluorine-containing diamine monomer
  • Preparation method of C12 side-chain substituted fluorine-containing diamine monomer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Step 1: Add 1.2L of DMAC, 1000g of 2,2-bis(3-amino-4-phenol sodium)hexafluoropropane and 1210g of bromo C12 alkane to a 10L four-necked reaction flask, turn on stirring and heating, and maintain React at 80°C for 2-3h. After the raw material has reacted, turn off the heating, pour out the reaction solution, and filter while it is hot. The upper 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 After quenching in L water, there will be a large amount of solids appearing at this time, suction filter, and then wash the filter cake with 3.5L of water. After pumping dry, the filter cake is vacuum dried to obtain 1542g of pure C12-FN.

[0028] Step 2: Add 1542g C12-FN and 550mL NMP to a 10L four-necked reaction flask, turn on the stirring, and then slowly drop a mixture of 812g m-nitrobenzoyl chloride and 550mL NMP into it, and control the reaction liquid during the dropping. T...

Embodiment 2

[0031] Step 1: Add 24.3L of DMAC, 1000g of 2,2-bis(3-amino-4-sodium phenolate) hexafluoropropane and 6051g of bromo-C12 alkane to a 30L double-layer glass reactor in sequence, turn on stirring and heating, Keep at 166°C for 2-3h. After the reaction of the raw materials, turn off the heating, release the reaction liquid, and filter while it is hot. The upper 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 After quenching in L water, there will be a large amount of solids appearing at this time, suction filter, and then wash the filter cake with 3.5L of water. After pumping dry, the filter cake is vacuum dried to obtain 1627g of pure C12-FN.

[0032] Step 2: Add 1627g of C12-FN and 11.5L of NMP to the 30L double-layer glass reactor, turn on the stirring and jacket to cool down, when the temperature of the reaction solution drops to 0℃, slowly add 4286g of m-nitrobenzene dropwise...

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Abstract

The invention designs a polyimide diamine monomer C12-FBDA with an innovative structure. The simultaneous introduction of C12 side-chain alkyl, trifluoromethyl, an imide group and multiple benzene ring structures is realized in the molecular structure, 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 C12-FBDA synthesis, the invention develops an industrially applicable C12-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 present invention relates to the fields of fine chemicals 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 high molecular polymers have the advantages of transparency, light weight, and impact resistance, which are used in patterned display devices and liquid crystal orientation. Films, optical films, organic photovoltaic solar panels, flexible printed circuit boards and touch panels are receiving 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 transmittance is the key. [0003] Traditional polyimides ar...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C231/12C07C237/40
CPCC07C231/12C07C213/06C07C231/02C07C237/40C07C217/84C07C233/80
Inventor 王辉沈俭一李华举
Owner YANCHENG TONGHAI BIOTECH CO LTD
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