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Organic second-order nonlinear optical double chromophore catalyzed and prepared by using Cu(I) as well as preparation method and application thereof

A second-order nonlinear, dual chromophore technology, applied in the field of organic second-order nonlinear optical dual chromophore and its preparation, can solve the problems of inability to meet the requirements of deviceization, low efficiency, and small electro-optic coefficient

Inactive Publication Date: 2018-11-23
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

However, it has been reported that the second-order nonlinear optical chromophore has a large interaction force between molecules in the polymer, which leads to the easy aggregation of molecules, which leads to the conversion of the microscopic first-order molecular hyperpolarizability (β) to The efficiency of the electro-optic coefficient (r33) of macroscopic materials is low, and the electro-optic coefficient is small, which cannot meet the requirements of deviceization

Method used

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  • Organic second-order nonlinear optical double chromophore catalyzed and prepared by using Cu(I) as well as preparation method and application thereof
  • Organic second-order nonlinear optical double chromophore catalyzed and prepared by using Cu(I) as well as preparation method and application thereof
  • Organic second-order nonlinear optical double chromophore catalyzed and prepared by using Cu(I) as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0100] A kind of preparation method of organic second-order nonlinear optical double chromophore with formula YL3

[0101]

[0102] The synthetic route is as follows:

[0103]

[0104] 1) Synthesis of compound 1

[0105] Add 10g or 36.6mmol of 8-hydroxy-1,1,7,7-tetramethyljulonidine-9-carbaldehyde, 14.2g or 91.5mmol of 1,6-dichloromethane, 10.1g or 73.2mmol of potassium carbonate, 0.02g of phase transfer catalyst 18-crown-6, and 100mL of DMF were connected to a condenser, refluxed, and TLC was used to detect the progress of the reaction. The reaction was quenched by dropping deionized water. After cooling, add 200mL saturated saline to the reaction flask, then extract the aqueous phase twice with 100mL ethyl acetate, combine the organic phase; dry the organic phase with anhydrous magnesium sulfate, filter overnight, and obtain a clear and transparent yellow organic phase solution , the solvent was removed by rotary evaporation, and column chromatography (petroleum eth...

Embodiment 2

[0133] A kind of preparation of polymer film, the method is as follows:

[0134] Add 0.075 grams of polymethyl methacrylate, that is, PMMA, into 1.00 mL of cyclopentanone, stir for 3 to 5 hours until the PMMA is completely dissolved, then add 0.025 grams of the organic second-order nonlinear optical chromophore compound synthesized in Example 1, The resulting mixed solution was coated on an ITO glass substrate by spin coating (controlling the rotation speed at 800-1200 rpm), and then dried in a vacuum oven at 60° C. for 24 hours to obtain the polymer film I. The thickness of the polarized polymer film is between 2-4 μm.

[0135] The polarization and electro-optic coefficients of the synthesized polymer films were measured:

[0136] The polymer film I obtained by the organic second-order nonlinear optical chromophore compound of Example 1 and PMMA is carried out corona polarization, and the polarization temperature is respectively 160 ℃, 165 ℃, and the polarization time is 10~...

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Abstract

The invention discloses an organic second-order nonlinear optical double chromophore prepared by Cu(I) catalyzed click reaction. The organic second-order nonlinear optical double chromophore has a structure shown as a formula (I) in description, wherein R1 is hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, alkyl or alkoxy; R2 is a alkyl chain, acyl or alkoxy; R3 is an alkyl chain or acyl;R4 is chromophores with a D-pi-A structure shown as formulas (2) to (7) as in the description, wherein X represents a connection position of double chromophore and the chromophore of the D-pi-A structure; R5 is an alkyl chain; R6 is methyl or trifluoromethyl; R7 is alkyl, phenyl, substituted phenyl, substituted thienyl or hydroxyalkyl; R8 is hydrogen, alkyl, alkoxy, alkyl sulphanyl, hydroxyalkylor hydroxyalkyl protected by silane; R9 is hydrogen, alkyl, alkoxy, alkyl sulphanyl, hydroxyalkyl or hydroxyalkyl protected by silane; R10 is alkyl, hydroxyalkyl or hydroxyalkyl protected by silane.

Description

technical field [0001] The invention relates to the technical field of organic second-order nonlinear optical materials. More specifically, it relates to an organic second-order nonlinear optical dichromophore prepared by Cu(I)-catalyzed click reaction, its preparation method and application. Background technique [0002] With the rapid development of the information age, the requirements for communication and information materials are getting higher and higher at this stage. Since optoelectronics technology can utilize electro-optic and photoelectric conversion and all-optical networks can greatly improve communication efficiency to meet the construction of the information world and fiber-to-the-home plans, nonlinear optical materials have attracted research interest in recent decades, and will It is used in practical fields such as optical communication, optoelectronics and optical information processing. [0003] The integrated optical system has the advantages of small...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00C07D455/04C07D405/14C07D409/14G02F1/361C08J5/18C08L33/12C08L69/00
Inventor 薄淑晖和延岭甄珍陈璐
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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