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Second-order nonlinear optical polyarylester material, and synthetic method and application thereof

A technology of second-order nonlinearity and synthesis method, which is applied in the field of second-order nonlinear optical polyarylate materials and their synthesis, can solve the problems of poor solubility, fast decay of electro-optic activity, difficult thin-film devices, etc., and achieve mild conditions and convenient The effect of precise control and simple method

Inactive Publication Date: 2015-02-18
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Polycarbonate has high thermal stability, low optical loss and good film-forming properties. The only shortcoming is that electro-optic molecules can only be doped into polycarbonate as a guest, resulting in poor orientation stability of the material. Activity decays faster
Polyarylate, which has a similar structure to polycarbonate, has the same excellent optical and thermodynamic properties, but the disadvantage is that its solubility is extremely poor, and it is difficult to directly prepare thin-film devices, so it is rarely used in the field of second-order nonlinear optics.

Method used

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  • Second-order nonlinear optical polyarylester material, and synthetic method and application thereof
  • Second-order nonlinear optical polyarylester material, and synthetic method and application thereof
  • Second-order nonlinear optical polyarylester material, and synthetic method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0080] Synthesis of Carboxylated Polyarylate (sPAR)

[0081]

[0082] Take bisphenolic acid (4.72g, 20mmol), dissolve 0.1g of tetrabutylammonium bromide in 100mL sodium hydroxide aqueous solution (containing 60mmol sodium hydroxide), add isophthaloyl dichloride dichloromethane solution under vigorous stirring Medium (20mmol isophthaloyl chloride dissolved in 50mL dichloromethane). React at room temperature for 1 hour, and then adjust the pH of the system to 3 with 2N hydrochloric acid. Pour the solution into a large amount of acetone to precipitate, filter it with suction, wash it repeatedly with deionized water and acetone, and then dry it in vacuum at 50°C for 24 hours. The white polymer obtained is the target product sPAR.

Embodiment 2

[0084] Synthesis of side-chain second-order nonlinear optical polyarylate sPAR-TCP-1 (M 1 For the chromophore TCP-1, M 2 is anthracenbenzyl, R 3 , R 4 independently alkoxy)

[0085]

[0086] The polyarylate sPAR (2g, 5mmol) of embodiment 1, chromogen TCP-1 (0.69g, 1mmol) are dissolved in the mixed solution of 30mL tetrahydrofuran and 20mL methylene chloride, then add 0.20g N under nitrogen protection , N'-dicyclohexylcarbodiimide and 0.30 g of dimethylaminopyridine p-toluenesulfonate. After reacting at room temperature for 24 hours, 9-anthracenemethanol (0.83 g, 4 mmol) and 0.8 g of N,N'-dicyclohexylcarbodiimide were added. The reaction was continued for 24 hours, and the mixed solution was poured into a large amount of methanol solution to settle. Suction filtration, the solid was dissolved with tetrahydrofuran, and then settled with methanol, and this was repeated several times until the filtrate was nearly colorless. Vacuum drying at 50° C. for 24 hours yielded a d...

Embodiment 3

[0088] Carboxyl-containing polyarylate sPAR (2g, 5mmol) with the structure of Example 1, and the chromophore TCP-1 (0.04g, 0.05mmol) with the structure of Example 2 were dissolved in the mixed solution of 30mL THF and 20mL methylene chloride , and then added 0.01 g of N, N'-dicyclohexylcarbodiimide and 0.02 g of dimethylaminopyridine p-benzenemethanesulfonate under nitrogen protection. After reacting at room temperature for 24 hours, 9-anthracenemethanol (1.03 g, 4.95 mmol) and 1 g of N,N'-dicyclohexylcarbodiimide were added. The reaction was continued for 24 hours, and the mixed solution was poured into a large amount of methanol solution to settle. Suction filtration, the solid was dissolved with tetrahydrofuran, and then settled with methanol, and this was repeated several times until the filtrate was nearly colorless. Vacuum drying at 50°C for 24 hours gave a light green solid which was the target product sPAR-TCP1. UV-Vis (tetrahydrofuran): λ max =702nm; IR (thin film)...

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Abstract

The invention relates to the field of an organic optical functional material and in particular relates to a second-order nonlinear optical polyarylester material, and a synthetic method and application thereof. According to the invention, a bisacyl chloride compound and a bisphenol compound with a carboxyl functional group are taken as monomers for interfacial polycondensation, so that polyarylester with carboxyl on the side chain thereof can be obtained; furthermore, a chromophore molecule with electro-optical activity is introduced to the side chain of the polymer so that a side-chain type second-order nonlinear optical polyarylester material can be obtained; or, a bisphenol compound, a bishydroxyl chromophore and a bisacyl chloride compound are utilized as monomers for copolymerization, so that a main-chain type second-order nonlinear optical polyarylester material containing a chromophore module on the main chain can be obtained. The two methods both successfully solves the problem that polyarylester is difficult to dissolve and not easy to fabricate into a thin-film device. The two polyarylester materials are prepared into thin films and then polarized by heating in an electric field so that polyarylester thin films with high electro-optical activity can be obtained; and the polyarylester thin films can be used as materials for preparing an electro-optical device.

Description

technical field [0001] The invention relates to the field of organic optical functional materials, in particular to a second-order nonlinear optical polyarylate material and its synthesis method and application. Background technique [0002] Second-order nonlinear optical materials are widely used in optical communication, optical computing and other fields. At present, the practical second-order nonlinear optical materials are mainly inorganic crystals, which have good physical and optical indicators. Compared with inorganic materials, organic materials have large nonlinear coefficient, fast response speed, high laser damage threshold, low dielectric coefficient, wide bandwidth, easy synthesis, easy modification, easy processing and deviceization, so they have received extensive attention. [0003] In order to achieve practical standards, many organic polymers are used as carriers of electro-optic molecules, among which polycarbonate (APC) is the most widely used. Polycar...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/91C08G63/685C08J5/18C08L67/03G02B1/04
Inventor 刘新厚王亮甄珍薄淑晖刘家磊邱玲
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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