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Liquid crystalline polyurethane elastomer and method for producing same

A polyurethane elastomer and liquid crystal technology, applied in the direction of liquid crystal materials, chemical instruments and methods, etc., can solve the problems of no rubber elasticity, difficulty in liquid crystallinity, high temperature, etc.

Inactive Publication Date: 2016-08-03
TOYO TIRE & RUBBER CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the temperature at which liquid crystals appear in conventional liquid crystal polyurethanes is very high, and liquid crystallinity is difficult to appear at low temperatures (near room temperature).
In addition, conventional liquid crystal urethanes become more fluid when liquid crystals appear and do not have rubber elasticity

Method used

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  • Liquid crystalline polyurethane elastomer and method for producing same
  • Liquid crystalline polyurethane elastomer and method for producing same
  • Liquid crystalline polyurethane elastomer and method for producing same

Examples

Experimental program
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Embodiment

[0062] Hereinafter, the present invention will be described with reference to examples, but the present invention is not limited to these examples.

[0063] [measurement, evaluation method]

[0064] (Calculation of content of mesogenic diol)

[0065] The content of mesogenic diol in the polyurethane elastomer was calculated by the following formula.

[0066] Content of mesogenic diol (% by weight)={(weight of mesogenic diol) / (weight of all raw material components of polyurethane elastomer)}×100

[0067] (calculation of molecular weight between crosslinks)

[0068] The molecular weight between crosslinks of the polyurethane elastomer was calculated by the following formula.

[0069] Molecular weight between crosslinks = (weight of all raw material components of polyurethane elastomer) / (A × B)

[0070] A=(hydroxyl value of high molecular weight polyol with hydroxyl number 3 or more) / 56.1

[0071] B=(weight of high molecular weight polyol having 3 or more hydroxyl groups) / ...

manufacture example 1

[0082] (Synthesis of mesogenic diols)

[0083]1.5 L of ethanol (manufactured by Nacalai Tesque) was put into the reaction vessel, and 120 g of sodium hydroxide (manufactured by Nacalai Tesque) was added thereto and dissolved. Subsequently, 140 g of 4,4'-biphenol (manufactured by Tokyo Chemical Industry Co., Ltd.) was added and heated under reflux for 30 minutes. Then, 451 g of 6-chloro-1-hexanol (manufactured by Tokyo Chemical Industry Co., Ltd.) was added dropwise, and the reaction solution was stirred at 90° C. for 12 hours. Next, the reaction solution was suction-filtered, and the obtained precipitate was washed with water, recrystallized with a mixed solvent (1 / 3) of DMF (manufactured by Mitsubishi Gas Chemical Co., Ltd.) / ethanol, and further washed with 1-butanol (manufactured by Nacalai Tesque Co., Ltd.). 170 g of white crystal 4,4'-bis(6-hydroxyhexyloxy)biphenyl was obtained by recrystallization.

manufacture example 2

[0085] (Synthesis of isocyanate-terminated prepolymer A)

[0086] 100 g of polypropylene glycol (manufactured by Asahi Glass Co., Ltd., trade name: Excenol 1030, number of hydroxyl groups, number average molecular weight 1000) and 74.4 g of 2,4-toluene diisocyanate (manufactured by Nippon Polyurethane Co., Ltd., trade name: T-100) were put into the reaction vessel. , stirred under a nitrogen stream, and reacted to obtain an isocyanate-terminated prepolymer A (NCO index: 3, isocyanate content: 13.7% by weight).

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Abstract

The purpose of the present invention is to provide: a liquid crystalline polyurethane elastomer which has a low liquid crystal-developing temperature and can exhibit rubbery elasticity when a liquid crystal is developed therein; and a method for producing the liquid crystalline polyurethane elastomer. The liquid crystalline polyurethane elastomer according to the present invention is characterized by being produced by reacting at least an isocyanate component, a high-molecular-weight polyol component and a mesogenic diol represented by general formula (1) with one another, and is also characterized by having a crosslinking site that is introduced by a tri-functional or higher isocyanate in the isocyanate component and / or a high-molecular-weight polyol, which has a number average molecular weight of 400 or more and less than 7000 and has three or more hydroxy groups, in the high-molecular-weight polyol component, wherein the melting point of a mesogenic unit does not exist in a temperature range lying between the glass transition temperature (Tg) and the (liquid crystal phase)-to-(isotropic phase) transition temperature (Ti) of the polyurethane elastomer, and a liquid crystal is developed at a temperature between the Tg and the Ti. (In the formula, X represents an alkylene group having 3 to 20 carbon atoms; and Y represents a single bond, -N=N-, -CO-, -CO-O- or -CH=N-.)

Description

technical field [0001] The invention relates to a thermotropic liquid crystal polyurethane elastomer and a manufacturing method thereof. Background technique [0002] Liquid crystal elastomers are hybrid materials of liquid crystals and elastomers. Liquid crystal elastomer exhibits a characteristic response of stretching in the orientation direction when the orientation degree of liquid crystal is increased by applying external stimuli such as heat, light, electric field, and magnetic field, and retracting when the orientation degree is decreased by removing the external stimulus. Behaviors have been tried in various fields such as actuators. [0003] For example, Patent Document 1 discloses a thermotropic liquid crystalline polyurethane obtained by reacting bis(ω-hydroxyalkyleneoxy)biphenyl and p-phenylene diisocyanate. [0004] In addition, Patent Document 2 discloses a polymer liquid crystal polyurethane obtained by polymerizing a mesogenic group-containing diol compone...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/65C08G18/10
CPCC08G18/10C08G18/3206C08G18/3215C08G18/4812C08G18/4825C08G18/4829C08G18/7621C09K19/3885
Inventor 日高裕希
Owner TOYO TIRE & RUBBER CO LTD
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