Method for preparing light-controlled solid-liquid transformed azo polymer

An azo polymer, solid-liquid transformation technology, applied in chemical instruments and methods, heat exchange materials, etc., can solve problems such as insufficient fluidity of solid polymer chains, achieve high molecular weight, facilitate room temperature processing, and film-forming properties Good results

Active Publication Date: 2019-11-12
UNIV OF SCI & TECH BEIJING
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Liquid polymers are difficult to harden, which limits their applications, while solid polymer chains have the disadva

Method used

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  • Method for preparing light-controlled solid-liquid transformed azo polymer
  • Method for preparing light-controlled solid-liquid transformed azo polymer
  • Method for preparing light-controlled solid-liquid transformed azo polymer

Examples

Experimental program
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Embodiment 1

[0027] 1) 4-hydroxyazobenzene (10g, 50mmol), potassium iodide (4.15g, 25mmol), potassium carbonate (69g, 500mmol) were added to 150ml acetone and stirred, then 6-bromo-1-hexanol was added dropwise ( 13g, 70mmol) in acetone (50ml). The mixture was heated to reflux in an oil bath at 65°C for 24 hours to obtain a mixed solution A, and the mixed solution A was poured into 1000ml of cold water to precipitate the product and remove inorganic salts, and the filtered solid was vacuum-dried at 40°C for 30 hours to obtain intermediate product. The above intermediate product (6.2g, 20mmol) and triethylamine (9.8ml, 70mmol) were dissolved in 100ml tetrahydrofuran and stirred in an ice bath for 30min, then 20ml acryloyl chloride (4.8ml, 60mmol) was slowly added dropwise. Continue to stir the reaction mixture in an ice bath for 4 hours to obtain a mixed solution B, pour the mixed solution B into 1000ml of cold water to precipitate the product while removing excess acryloyl chloride and tri...

Embodiment 2

[0030] 1) Add 4-hydroxyazobenzene (3.96g, 20mmol), potassium iodide (2g, 12mmol), potassium carbonate (35g, 250mmol) into 100ml acetone and stir, then add 6-bromo-1-hexanol dropwise ( 6.25g, 35mmol) in acetone (30ml). The mixture was heated under reflux in an oil bath at 68°C for 28 hours to obtain a mixed solution A, and the mixed solution A was poured into 1200ml of cold water to precipitate the product and remove inorganic salts, and the filtered solid was vacuum-dried at 45°C for 36 hours to obtain intermediate product. The above intermediate product (3.1g, 10mmol) and triethylamine (5ml, 36mmol) were dissolved in 80ml tetrahydrofuran and stirred in an ice bath for 20min, then 15ml acryloyl chloride (2ml, 24mmol) was slowly added dropwise. Continue to stir the reaction mixture in an ice bath for 5 hours to obtain a mixed solution B. Pour the mixed solution B into 1200ml of cold water to precipitate the product while removing excess acryloyl chloride and triethylamine salt...

Embodiment 3

[0033] 1) Add 4-hydroxyazobenzene (5g, 25mmol), potassium iodide (2.2g, 13mmol), potassium carbonate (25g, 180mmol) into 150ml acetone and stir, then add 6-bromo-1-hexanol dropwise ( 5g, 27mmol) in acetone (20ml). The mixture was heated under reflux in an oil bath at 70°C for 36 hours to obtain a mixed solution A, and the mixed solution A was poured into 1800ml of cold water to precipitate the product and remove inorganic salts, and the filtered solid was vacuum-dried at 48°C for 40 hours to obtain intermediate product. The above intermediate product (2.5g, 8mmol) and triethylamine (2.4ml, 30mmol) were dissolved in 50ml of tetrahydrofuran and stirred in an ice bath for 10min, then 15ml of acryloyl chloride (2ml, 24mmol) was slowly added dropwise. Continue to stir the reaction mixture in an ice bath for 5 hours to obtain a mixed solution B. Pour the mixed solution B into 1000ml of cold water to precipitate the product while removing excess acryloyl chloride and triethylamine s...

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Abstract

The invention relates to a method for preparing a light-controlled solid-liquid transformed azo polymer, and belongs to the field of polymer functional materials. The azo polymer is prepared by azobenzene acrylate and polyamidoamine (PAMAM) dendrimer through michael addition reaction. The azobenzene in the azo polymer has reversible trans-cis photoisomerization properties. The azo polymer can realize reversible solid-liquid phase transformation under light control, specifically, azobenzene changes from a trans structure to a cis structure under ultraviolet light irradiation, and the azo polymer changes from a solid state to a liquid state; and the azobenzene under visible light irradiation transforms from the cis structure to the trans structure, and the azo polymer changes from a liquid state to a solid state. The method provides a new strategy for developing novel light-induced solid-liquid transformed materials, light-induced phase change heat storage and molecular photothermal storage materials.

Description

technical field [0001] The invention belongs to the field of polymer functional materials, and in particular relates to a preparation method of an azo polymer capable of light-regulated solid-liquid transition. Background technique [0002] Polymers have been widely used in our daily life due to their many advantages that metals and inorganic materials cannot replace. Polymers are usually solid or liquid at room temperature. Liquid polymers are difficult to harden, which limits their applications, while solid polymer chains have the disadvantage of insufficient fluidity at room temperature, which poses challenges for the processing of polymers at room temperature. A promising approach to address this scientific challenge involves the development of a polymer with reversibly regulated softening and hardening at room temperature. Polyamide-amine (PAMAM) is a class of dendritic polymer macromolecules with clear chemical structure and regular three-dimensional space, which con...

Claims

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Application Information

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IPC IPC(8): C08F283/04C08F283/00C08F220/34C09K5/06
CPCC08F283/00C08F283/04C09K5/063C08F220/34
Inventor 王国杰徐兴堂
Owner UNIV OF SCI & TECH BEIJING
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