Side chained linear azobenzene liquid crystal polymer material and preparation method thereof

A technology of liquid crystal polymers and azobenzene, which is applied in the direction of liquid crystal materials, chemical instruments and methods, plastic recycling, etc., can solve the problems of insolubility and inability to melt, and achieve the effect of unlimited shape and good light response characteristics

Active Publication Date: 2013-05-08
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the photoresponsive liquid crystal elastomers prepared by the above two methods all have a cross-linked structure, which cannot be dissolved in solvents and cannot be melted after heating, so they cannot be prepared by common molding processing methods.

Method used

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  • Side chained linear azobenzene liquid crystal polymer material and preparation method thereof
  • Side chained linear azobenzene liquid crystal polymer material and preparation method thereof
  • Side chained linear azobenzene liquid crystal polymer material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1 Selecting monomer C11AB6 to prepare side chain linear azobenzene liquid crystal polymer material PC11AB6

[0033]

[0034] (1) Synthesis of epoxy cyclooctene

[0035] Add 42 g of 1,5-cyclooctadiene to a two-neck round bottom flask, dissolve 90 g of m-chloroperoxybenzoic acid (70-75% by mass) in chloroform, and drop them into the flask. After the dropwise addition was completed, after the reaction was stirred at room temperature, the white precipitate was removed by filtration, the organic layer was washed with aqueous sodium bisulfite, aqueous sodium bicarbonate and aqueous sodium chloride, and distilled under reduced pressure to obtain epoxycyclooctene.

[0036] (2) Synthesis of 5-hydroxyl-1-cyclooctene

[0037] In the three-necked flask, add 50 mL of anhydrous tetrahydrofuran solution of 1 mol / L lithium aluminum hydride. After 10 g of epoxidized cyclooctene was dissolved in tetrahydrofuran, it was added dropwise into a three-necked flask under the prote...

Embodiment 2

[0052] Example 2 Selection of monomer C9AB to prepare side chain linear azobenzene liquid crystal polymer material PC9AB

[0053]

[0054] (1) Synthesis of 4'-cyano-4-hydroxyazobenzene

[0055] In a beaker, dissolve 5 g of 4-cyanoaniline in hydrochloric acid, add 20 mL of an aqueous solution of 3 g of sodium nitrite, stir at low temperature for 2 hours, add 4 g of phenol, 2 g of sodium hydroxide and 20 mL of water to form Aqueous solution, adding sodium carbonate solution dropwise to adjust the pH value, stirring at low temperature for 3 hours, adding hydrochloric acid dropwise to adjust the pH value to acidity, suction filtering to obtain a solid, and then recrystallizing with ethanol to obtain the product 4'-cyano-4-hydroxyazobenzene .

[0056] (2) Synthesis of 4'-(9-hydroxynonyloxy)-4-cyanoazobenzene

[0057] In a two-necked flask, dissolve 3 g of 4'-cyano-4-hydroxyazobenzene in 20 mL of DMF, add 2 g of potassium carbonate, then add 3 g of 9-bromo-1-nonanol, heat and s...

Embodiment 3

[0062] Example 3 Selecting monomer C12AB2 to prepare side-chain linear azobenzene liquid crystal polymer material PC12AB2

[0063]

[0064] (1) Synthesis of 4-ethoxy-4’-hydroxyazobenzene

[0065] 10 g of 4-ethoxyaniline was dissolved in 280 mL of hydrochloric acid (2 mol / L), added to a large beaker, cooled, and magnetically stirred. 5g NaNO 2 Soluble in water, slowly add dropwise to the above solution at low temperature to generate diazonium salt. Dissolve 6 g of phenol and 8 g of sodium hydroxide in water, and slowly add it dropwise to the above solution after cooling. After the dropwise addition was completed, the reaction was carried out at low temperature for 2 h. The pH was adjusted with hydrochloric acid, and the solid crude product was obtained by filtration. The crude product was separated by column chromatography with ethyl acetate and recrystallized from ethanol to obtain 4-ethoxy-4'-hydroxyazobenzene.

[0066] (2) 4-ethoxy-4'-(12-carboxydodecyloxy)azobenzene...

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Abstract

The invention belongs to the technical field of liquid crystal polymer materials, and particularly relates to a side chained linear azobenzene liquid crystal polymer material and a preparation method thereof. In the method, a novel liquid crystal polymer material using butadiene-ethylene-functional group substituted ethylene ternary alternative polymer as a main chain and the azobenzene derivative as a side chain structure is synthesized by using an open loop translocation polymerization method through using a 5-substituted cyclooctene (a substituent group is an azobenzene derivative) monomer in the presence of a Grubbs catalyst. According to the invention, the problem that the conventional azobenzene liquid crystal elastomer material is insoluble and is not molted so as not to be prepared by adopting a common machine shaping method. Under the condition of no cross-linked network structure, the side chained linear azobenzene liquid crystal polymer material has the rubber elasticity and good optical response characteristic; and the side chained linear azobenzene liquid crystal polymer material can machined to form liquid crystal polymer materials, such as films and fibers, after molten or dissolved without being limited in machining size and appearance and can be recycled for re-machine shaping after machine-shaping, and is a novel low-carbon and environment-friendly optical response liquid crystal polymer material.

Description

technical field [0001] The invention belongs to the technical field of liquid crystal polymer materials, and in particular relates to a side chain type linear azobenzene liquid crystal polymer material and a preparation method thereof. Background technique [0002] In recent years, the development of photoresponsive shape memory polymers (Shape Memory Polymers, SMPs) using photosensitive polymers has become a new research hotspot in polymer smart materials, because photoresponsive SMPs do not require direct contact with chemical substances or Material exchange occurs, as long as non-contact energy is supplied externally, its shape can be controlled, and optical drive has the advantages of large energy transfer, fast, accurate, easy to control, and clean. Therefore, photoresponsive SMP is considered to be a potential executive material for Micro Electro Mechanical System (MEMS). The most outstanding representative in the innovation of light-responsive SMP materials is polyme...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/08C08L65/00C08J11/06C09K19/38
CPCY02W30/62
Inventor 俞燕蕾吕久安韦嘉刘玉云
Owner FUDAN UNIV
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