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A kind of thermochromic polymer material and its application

A polymer material and thermochromic technology, applied in applications, heat-sensitive coatings, household appliances, etc., can solve problems such as insufficient thermal stability, achieve excellent thermochromic performance, excellent thermal stability, and easy to use in large areas The effect of promotion

Active Publication Date: 2022-05-06
北京高德品创科技有限公司 +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Aiming at the deficiencies of the prior art, the object of the present invention is to overcome the defect of insufficient thermal stability of existing rhodamine-based thermochromic materials, and then provide a thermochromic polymer material and its preparation method and application

Method used

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  • A kind of thermochromic polymer material and its application
  • A kind of thermochromic polymer material and its application
  • A kind of thermochromic polymer material and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] This example provides a thermochromic polymer material B-1-1, and the synthesis route of B-1-1 is as follows:

[0060]

[0061] ;

[0062] The preparation method of B-1-1 specifically comprises the following steps:

[0063] 1) Dissolve 148 g (1mol) phthalic anhydride and 137 g (1mol) 3-dimethylaminophenol in 1000 mL toluene, heat to reflux for 4 h under nitrogen, then add 300 mL 10 mol / L sodium hydroxide dropwise The solution was then heated at 100°C for 8 hours. After the reaction, the reaction mixture was poured into ice water, neutralized with hydrochloric acid, extracted with chloroform, the organic phases were combined, dried with anhydrous sodium sulfate, concentrated to remove the solvent to obtain a crude product, which was recrystallized with dichloromethane / petroleum ether to obtain 2-(4-Dimethylamino-2-hydroxybenzoyl)-benzoic acid (x-3) 245 g.

[0064] Compound x-3 NMR data: 1 H NMR (500 MHz, CDCl 3 ) δ 8.43 (dd, J = 14.8, 3.1Hz, 1H), 8.18 (dd, ...

Embodiment 2

[0080] This example provides a thermochromic polymer material B-2-1, the synthesis route of which is as follows:

[0081] ;

[0082] The preparation method of B-2-1 specifically comprises the following steps:

[0083] 8.7 g (10 mmol) of borate intermediate X-12 and 2.8 g (10 mmol) of 2,6-dibromonaphthalene (2-1) were dissolved in 50 mL of toluene, and 10 mL of 2 mol / L potassium carbonate was added Aqueous solution, blown with nitrogen for 30 min, added 0.12 g (0.1 mmol) Pd(PPh3) 4 , heated to reflux and stirred for 24 h under a nitrogen atmosphere. After the reaction was completed, it was added to 100 mL of methanol solution to precipitate a solid, which was extracted with chloroform to obtain the target polymer B-2-1.

[0084] B-2-1 NMR data: 1 H NMR (300 MHz, CDCl 3 ) δ 8.22 (d, J = 15.0 Hz, 1H),8.04 – 7.69 (m, 8H), 7.60 – 7.25 (m, 10H), 7.23 – 7.07 (m, 2H), 6.98 (m, 2H),6.42 (m, 1H), 6.27 ( d, J = 2.9 Hz, 1H), 4.29 (m, 4H), 3.50 – 3.22 (m, 4H), 2.25 (m, 2H), 1.12...

Embodiment 3

[0086] This example provides a thermochromic polymer material B-3-1, the synthesis route of which is as follows:

[0087] ;

[0088] The preparation method of B-3-1 specifically comprises the following steps:

[0089] 8.7 g (10 mmol) of borate intermediate X-12 and 3.3 g (10 mmol) of 2,5-dibromo-3-hexylthiophene (3-1) were dissolved in 50 mL of toluene, and 10 mL of 2 mol / L of potassium carbonate aqueous solution, blown with nitrogen for 30 min, added 0.12 g (0.1 mmol) Pd(PPh3) 4 , heated under reflux and stirred for 24 h under a nitrogen atmosphere. After the reaction was completed, it was added to 100 mL of methanol solution to precipitate a solid, which was extracted with chloroform to obtain the target polymer B-3-1.

[0090] B-3-1 NMR data: 1 H NMR (300 MHz, CDCl 3 ) δ 8.32 – 8.06 (m, 2H), 8.00 –7.66 (m, 3H), 7.60 – 6.80 (m, 13H), 6.51 – 6.14 (m, 2H), 4.29 (t, J = 9.9 Hz,4H), 3.50 – 3.22 (m, 4H), 2.68 (m, 2H), 2.25 (m, 2H), 1.69 – 0.75 (m, 17H).

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Abstract

The invention relates to the technical field of thermochromic materials, in particular to a thermochromic polymer material and its application. The thermochromic polymer material provided by the present invention has the structure shown in formula I:, the thermochromic polymer material provided by the present invention, by introducing the rhodamine structure into a specific polymer structure, the thermochromic The polymer material has excellent thermal stability and thermochromic properties, and at the same time, the obtained thermochromic polymer material has the characteristics of low cost, easy processing, easy preparation, easy modification, etc., and is easy to be popularized on a large scale.

Description

technical field [0001] The invention relates to the technical field of thermochromic materials, in particular to a thermochromic polymer material and its application. Background technique [0002] Polymer materials have the advantages of low cost, easy processing, easy preparation, easy modification, and good stability, and have been widely used in various industries. As a smart material, thermochromic materials have been applied in many fields such as color-changing coatings, anti-counterfeiting, temperature sensing, smart textiles, smart windows, and displays. Compared with inorganic materials, organic small molecule thermochromic materials have many advantages such as adjustable color, strong flexibility, easy modification, and obvious color change. However, the thermochromic materials have poor stability and are limited in practical applications. [0003] The discoloration mechanism of existing thermochromic polymers such as polydiacetylene, polythiophene, poly(phenylen...

Claims

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Application Information

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IPC IPC(8): C08G61/02C08G61/10C08G61/12C09D5/26C09D11/50D21H21/28
CPCC08G61/10C08G61/126C08G61/02C08G61/124C08G61/123C08G61/125C08G61/122D21H21/28C09D11/50C09D5/26C08G2261/124C08G2261/312C08G2261/3246C08G2261/3241C08G2261/3243C08G2261/3242C08G2261/56
Inventor 牟震孟鸿唐波炯贺耀武
Owner 北京高德品创科技有限公司