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Triarylated amine polyschiff base, preparation method thereof taking triphenylamine as raw material and application

A poly-Schiff base and triarylamine technology, applied in chemical instruments and methods, color-changing fluorescent materials, etc., can solve problems such as low solubility, difficult processing, and difficult control of color changes

Inactive Publication Date: 2010-11-17
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The purpose of the present invention is to solve the problem that the existing poly-Schiff bases have low solubility in organic solvents, are difficult to process, and usually require expensive raw materials and harsh and cumbersome synthetic routes for polymers with light-emitting displays, and have color changes that are not easy to control To solve the problem, a preparation method and application of triarylamine poly-Schiff base and triarylamine poly-Schiff base using triphenylamine as raw material are provided

Method used

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  • Triarylated amine polyschiff base, preparation method thereof taking triphenylamine as raw material and application
  • Triarylated amine polyschiff base, preparation method thereof taking triphenylamine as raw material and application
  • Triarylated amine polyschiff base, preparation method thereof taking triphenylamine as raw material and application

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specific Embodiment approach 1

[0014] Specific embodiment one: the structural formula of triarylamine poly-Schiff base in this embodiment is as follows:

[0015]

[0016] In the formula, n is a positive integer, and R is

[0017] where R″ is (CH 2 ) p CH 3 , p is 0-8, or where R' is H or OCH 3 , m is 1-8.

specific Embodiment approach 2

[0018] Specific embodiment two: in this embodiment, take triphenylamine as raw material and the preparation method of triarylamine poly-Schiff base is as follows: one, dialdehyde group compound is dissolved in organic solvent, obtains mixed solution, and organic solvent is made of toluene and dimethyl Acetamide is composed according to the volume ratio of 1:2~6; 2. 4,4'-diamino-4"-N-carbazolyltriphenylamine is added to the reactor, and then the reactor is placed in an oil bath Heat the pot to 90°C, then divide the mixed solution prepared in step 1 into 3 parts and add it to the reactor in 3 times. In the reactor, the dialdehyde compound and 4,4'-diamino-4"-N -The molar ratio of carbazolyltriphenylamine is 0.9~1.1:1. After the temperature in the reactor rises to 160°C, react for 10~14 hours under the condition of 160°C and nitrogen protection, and then precipitate it with cold methanol polymer, then extract the polymer with methanol for 72 hours, and dry for 12 hours to obtain ...

specific Embodiment approach 3

[0023] Specific embodiment three: the application of the triarylamine-based poly-Schiff base in this embodiment as a photoelectric material, and the described triarylamine-based poly-Schiff base is applied to electrochromic materials, photochromic materials, acid-induced chromic materials, Acid-induced sensing materials, hole transport materials, third-order nonlinear optical materials, anti-counterfeiting materials, camouflage materials, automotive rearview mirror materials or display materials.

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Abstract

The invention provides triarylated amine polyschiff base, a preparation method thereof taking triphenylamine as a raw material and an application, which relates to a preparation method of a polyschiff base and an application. The invention can solve the problems that solubility of the exiting polyschiff base in an organic solvent is low, expensive raw materials and rigorous and complex synthesis route are needed by light-emitting display polymers, and color change is not easy to regulate and control in the prior art. The method comprises the following steps: adding the organic solvent of a dialdehyde base compound into 4'-bisamino-4''-N-carbazolyl triphenylamine by three times, controlling the temperature to be 160 DEG C, reacting for 10-14 hours under the condition of nitrogen protection, depositing the polymer, extracting, drying, and obtaining the triarylated amine polyschiff base. The polyschiff base of the invention has the advantage of heat resistance and can be dissolved in the organic solvent. Under the action of acidity or voltage, the color of the polyschiff base is changed reversibly.

Description

technical field [0001] The invention relates to a preparation method and application of poly-Schiff base. Background technique [0002] Entering the information age, organic electronics, as an emerging subject, has achieved rapid development. The combination of organic electronics, organic chemistry, and materials science has produced a number of new materials with excellent optoelectronic properties, covering many fields including display materials, military camouflage materials, information storage materials, sensing materials, and smart materials. Once introduced into the field of display and sensing, the polySchiff base with acid-induced and electrochromic properties will surely show vigorous vitality, showing outstanding advantages and broad development and application prospects in the fields of display and sensing. Existing poly-Schiff bases have low solubility in organic solvents and are difficult to form into films. Using propeller-type triarylamines as monomers can...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G12/08C09K9/02
Inventor 牛海军康宏强汪成才继伟
Owner HEILONGJIANG UNIV
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