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Triarylamine-containing oxazine polymer and preparation method and application thereof

A technology based on triarylamine and polymers, which is applied in chemical instruments and methods, analysis through chemical reactions of materials, fluorescence/phosphorescence, etc., which can solve the problem of poor film adhesion and poor heat resistance of electrochromic polymer films And other problems, to achieve excellent electrochromic performance and memory performance, good solubility, good heat resistance effect

Active Publication Date: 2019-04-19
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The present invention aims to solve the problems of poor heat resistance and poor film adhesion of electrochromic polymer films in existing triarylamine-based polymers, and provides a triarylamino-containing oxazine polymer and its preparation method and application

Method used

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  • Triarylamine-containing oxazine polymer and preparation method and application thereof
  • Triarylamine-containing oxazine polymer and preparation method and application thereof
  • Triarylamine-containing oxazine polymer and preparation method and application thereof

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specific Embodiment approach 1

[0029] Specific embodiment one: the structural formula of a kind of polymer containing triarylamino oxazine in this embodiment is as follows:

[0030] In the formula, n is an integer of 3 to 10.

[0031] In this embodiment, the triphenylamine-based monomer is prepared first. In this embodiment, N,N'-di-2-naphthyl-1,4-phenylenediamine is used as a raw material and then reacted with p-fluoronitrobenzene to realize nitro Then the nitro group is reduced to the amino group, using bisphenol A, paraformaldehyde, and triphenylamine-based monomers as raw materials, under certain conditions, it is synthesized by Mannich condensation reaction, and a series of polymers with relatively small molecular weights are synthesized. Such polymers can be ring-opened and polymerized under the action of heating or catalysts.

[0032] This implementation mode has the following special effects:

[0033] 1. In this embodiment, the benzoxazine structure is introduced into the triphenylamine-based mo...

specific Embodiment approach 2

[0037] Specific embodiment two: the preparation method of a kind of polymer containing triarylamino oxazine in this embodiment is:

[0038] 1. Synthesis of N,N'-bis(4-aminophenyl)-N,N'-di-2-naphthyl-1,4-phenylenediamine monomer:

[0039] ①, in N 2 Under the atmosphere, put N,N'-di-2-naphthyl-1,4-phenylenediamine monomer, sodium hydride and anhydrous N,N-dimethylformamide in a three-necked flask, and stir at the same time Add p-fluoronitrobenzene at a rate of 1-2 drops per second, raise the temperature to 114-115°C and perform a constant temperature reaction, then cool down; place the reaction product in water at 24-25°C until the crude product precipitates, then filter out the crude product, Wash the crude product with water at 99-100°C for 2-3 times, put the obtained crude product in a vacuum drying oven for drying, and then use ethanol for recrystallization, filter out the crystallized product after recrystallization, and vacuum the crystallized product Dry to obtain powde...

specific Embodiment approach 3

[0044] Specific embodiment 3: The difference between this embodiment and specific embodiment 2 is that the powder M1 in step ① is N, N'-bis(4-nitrophenyl)-N, N'-di-2-naphthyl -1,4-Phenylenediamine. Others are the same as in the second embodiment.

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Abstract

A triarylamine-containing oxazine polymer and a preparation method and application thereof are disclosed. The invention relates to a triarylamine-containing oxazine polymer and a preparation method and application thereof. The invention is to solve the problem that the conventional triarylamine-based polymer has poor heat resistance and an electrochromic polymer film has poor film attaching ability. According to the invention, N,N'-di-naphthyl-1,4-phenylenediamine, which is used as a raw material, reacts with p-fluoronitrobenzene to realize nitration, and then nitro group is reduced to an amino group; and bisphenol A, paraformaldehyde and the prepared triphenylamine-based monomer are used as raw materials to undergo a condensation reaction under a certain conditions to synthesize a polymer. The polymer has excellent electrochromic property and memory performance, can be applied in the field of electrochromism, and also performs well in explosives detection. The invention is applied inthe field of electrochromic polymers.

Description

technical field [0001] The invention relates to a triarylamino-containing oxazine polymer, a preparation method and application thereof. Background technique [0002] Electrochromic polymers are polymers that change color when the voltage or current is changed. Conductive polymers such as polythiophene, polypyrrole, polyacetylene, and some liquid crystal polymers can be used as electrochromic materials. The conductive polymer itself is a delocalized conjugated structure, and the energy gap between the valence band and the conduction is very small. If the polymer is doped (an ionic compound of an electron donor or acceptor), the energy band structure will also follow. Changes occur, and by applying an external electric field, the absorption of light is further changed, resulting in a change in color. As an emerging functional polymer material, electrochromic polymers have broad application prospects. [0003] At present, electrochromic polymers still have problems such as ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D265/16C09K9/02G02F1/1516G01N21/78G01N21/64
CPCG02F1/15G01N21/6428G01N21/78C09K9/02C07D265/16C09K2211/1033
Inventor 牛海军王岩路庆义张薇范景贺王本福
Owner HEILONGJIANG UNIV
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