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Conjugated triarylamine poly-Schiff base as well as preparation method and application thereof
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A poly-Schiff base and triarylamine technology, applied in chemical instruments and methods, color-changing fluorescent materials, etc., can solve problems such as difficult processing, low solubility, cumbersome synthesis routes, etc.
Inactive Publication Date: 2012-01-18
HEILONGJIANG UNIV
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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 conjugated triarylamine poly-Schiff base and conjugated triarylamine poly-Schiff base are provided
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specific Embodiment approach 1
[0014] Embodiment 1: The structural formula of the conjugated triarylamine poly-Schiff base in this embodiment is as follows:
[0015] In the formula, n is a positive integer, and R is
[0016] 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
[0017] Specific embodiment two: the preparation method of the conjugated triarylamine poly-Schiff base in this embodiment is as follows: one, the dialdehyde compound is dissolved in an organic solvent to obtain a mixed solution, and the organic solvent is composed of toluene and dimethylacetamide Composition according to the volume ratio of 1: 2~6; 2. N, N-bis(4-aminobenzene)-N', N'-diphenyl-1,4-phenylenediamine is added to the reactor, and then The reactor was placed in an oil bath and heated to 90°C, and then the mixed solution prepared in step 1 was divided into 3 parts and added to the reactor in 3 times. In the reactor, the dialdehyde compound and N,N-di( 4-aminobenzene)-N', N'-diphenyl-1,4-phenylenediamine molar ratio is 0.9~1.1:1, the temperature in the reactor is raised to 160 DEG C, when the temperature is 160 DEG C, React for 10-14 hours under the protection of nitrogen, then precipitate the polymer with cold methanol, then extract the polymer with methanol for 72 ho...
specific Embodiment approach 3
[0020] Specific embodiment three: In this embodiment, conjugated triarylamine poly-Schiff bases are used as electrochromic materials, photochromic materials, acid-induced chromic materials, acid-induced sensing materials, hole transport materials, and third-order nonlinear materials. Optical materials, anti-counterfeiting materials, camouflage materials, car mirror materials or display materials.
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Abstract
The invention relates to a preparation method and application of conjugated triarylamine poly-Schiff base, in particular to a conjugated triarylamine poly-Schiff base as well as a preparation method and application thereof, aiming at solving the problems of low dissolubility in organic solvents, difficult processing as well as expensive raw materials and rigorous and complicated synthesis route required for light-emitting and displaying polymers, and difficult regulation and control of color change of the traditional poly-Schiff base. The method comprises the following steps: adding the organic solutions of dialdehyde compounds to N,N-di(4-amino-benzene)-N',N'-diphenyl-1,4-phenylenediamine in three times, making the mixture react for 10-12 hours at 160 DEG C under the condition of nitrogen protection, settling polymers, and extracting and drying to obtain the conjugated triarylamine poly-Schiff base. The conjugated triarylamine poly-Schiff base has the advantages of high temperature resistance and solubility in the organic solvents. Under the action of acidity or voltage, the color of the poly-Schiff bas changes 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...
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