Polymethacrylate cross-linked electro-optic polymer system and synthesis method and application thereof

A technology of polymethacrylate and methacrylic acid, used in optics, nonlinear optics, instruments, etc., can solve problems such as insufficient stability, and achieve the effects of improving polarization efficiency, solubility, and electro-optic coefficient.

Inactive Publication Date: 2013-09-18
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, in the Chemical Journal of Chinese Universities, March 2004, vol 25, No.3: 565-569; Macromolecules [J], 1996, 29: 946-952, the stability of the electro-optic coefficient of the electro-optic polymer system reported in the literature is insufficient. After 100 hours at room temperature, the electro-optic coefficient of the material drops to 75% of the initial coefficient

Method used

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  • Polymethacrylate cross-linked electro-optic polymer system and synthesis method and application thereof
  • Polymethacrylate cross-linked electro-optic polymer system and synthesis method and application thereof
  • Polymethacrylate cross-linked electro-optic polymer system and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Synthesize the cross-linking system of polymethacrylate electro-optic polymer with electron-donating acceptor structure and organic second-order nonlinear optical chromophore in the side chain as shown below (n is 1-100000):

[0051]

[0052] The synthetic route is as follows:

[0053]

[0054]

[0055] The synthesis method is:

[0056] (1) Synthesis of Compound 2:

[0057] Dissolve (N-methyl, N-hydroxyethyl)-4-aminobenzaldehyde (18g, 0.1mol) in 150mL of anhydrous tetrahydrofuran, add triethylamine (12g, 0.12mol), and cool in an external ice bath to control the temperature At 20°C, a solution of methacryloyl chloride (13 g, 0.12 mol) in 50 mL of tetrahydrofuran was added dropwise, and the mixture was stirred at room temperature for 24 hours after the addition was completed. Pour it into water, extract with dichloromethane, wash the organic layer with saturated sodium bicarbonate solution, dry, spin off the solvent, and separate through column chromatography (...

Embodiment 2

[0066] Synthesize the following polymethacrylate cross-linkable electro-optic polymer system (n is 1 ~100000):

[0067]

[0068] The synthetic route is as follows:

[0069] (1)

[0070]

[0071] 50g 4-(N-methyl-N-hydroxyethyl) aminobenzaldehyde (0.26mol), 50g imidazole (0.73mol), 50g tert-butyldimethylsilyl chloride (0.33mol) were dissolved in 100mL of DMF, React at room temperature for 24 hours. After the reaction was completed, the reactant was washed with saturated brine, and the washing solution was extracted with diethyl ether. After collecting the extract, it was separated and purified by column chromatography, and the eluent was petroleum ether. 50 g of compound 1 was obtained with a yield of 63%. MSm / z: 305 (M + ).

[0072] (2) The electron acceptor part is the synthesis of TCP chromophore (2)

[0073]

[0074] Dissolve 5 g of compound 1 (0.016 mol) and 5 g of tricyanopyrroline (0.027 mol) in 30 mL of ethanol, react at a temperature of 50 ° C for 45 minut...

Embodiment 3

[0096] film preparation

[0097] 0.088 g of the cross-linkable polymer synthesized in Example 1 was dissolved in 0.5 mL of cyclopentanone, stirred for 3 to 5 hours, until the cross-linkable polymer was completely dissolved, and 0.05 g of TDI (2,4- toluene diisocyanate), on the ITO glass substrate with spin coating method coating. The rotational speed was controlled to be 500-1000 rpm, and the obtained polymer film was dried in a vacuum drying oven at 60° C. for 24 hours. The thickness of the polymer film is between 1.8 and 3.5 μm.

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Abstract

The invention relates to the field of organic second order nonlinear optical materials and in particular relates to a polymethacrylate cross-linked electro-optic polymer system of which a side chain contains an organic second order linear optical chromophore with an electronic donor-acceptor structure, as well as a synthesis method and application of the polymer system. The organic second order linear optical chromophore with high electro-optic performance is introduced into a macromolecular chain of polymethacrylate, so that the compatibility between the chromophore molecules and the high polymer system is greatly improved; and meanwhile, a cross-linking reaction of the macromolecular chain is realized through a hydroxylation reaction between a cross-linking agent 2,4-toluene diisocynate and the macromolecular chain, the polarization orientation stability of the chromophore molecules in the polymer is greatly improved, and the component requirements are met. The polymethacrylate cross-linked electro-optic polymer system has the following structure described in the specification.

Description

technical field [0001] The invention relates to the field of organic second-order nonlinear optical materials, in particular to a polymethacrylate cross-linkable electro-optic polymer system with an organic second-order nonlinear optical chromophore having an electron-donor acceptor structure in the side chain, and the polymerization Synthetic methods and uses of the physical system. Background technique [0002] In the current society, laser communication and optical fiber communication are replacing microelectronics and integrated circuit technology and becoming emerging communication technologies. As two cutting-edge disciplines of laser communication and optical fiber communication: integrated optics and optoelectronics have achieved rapid development. The integrated optical system includes important devices such as electro-optical modulators, optical switches, optical converters, and optical filters, and nonlinear optical materials must be used in these devices. At pr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/06C08F220/28C08F220/36C08G18/62G02F1/061G02F1/361
Inventor 陈卓甄珍刘新厚薄淑晖
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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