Neutral-amphiprotic bond-connection type second order nonlinear optics chromogen and synthesizing process thereof

A technology of second-order nonlinearity and synthesis method, which is applied in the field of neutral-amphoteric bonding type second-order nonlinear optical chromophore and its synthesis, can solve the problem of reducing the macroscopic nonlinear optical coefficient of organic materials, etc., and achieves the improvement of macroscopic Effects of second-order nonlinear optical coefficients, reduced dipole moment, and large hyperpolarizability

Inactive Publication Date: 2008-09-24
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Molecules with larger supramolecular polarizability generally have larger molecular dipole moments, and larger dipole moments will cause chromophores to generate di

Method used

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  • Neutral-amphiprotic bond-connection type second order nonlinear optics chromogen and synthesizing process thereof
  • Neutral-amphiprotic bond-connection type second order nonlinear optics chromogen and synthesizing process thereof
  • Neutral-amphiprotic bond-connection type second order nonlinear optics chromogen and synthesizing process thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] (1) Dissolve 1 mole of methyl hydroxyethyl benzaldehyde and 1 mole of tricyanofuran in 300 ml of ethanol, add 1 ml of piperidine for catalysis, and react under reflux for 6 hours. The precipitate was filtered and dried in vacuo to obtain dark blue (E)-2-(3-cyano-4-(4-((2-hydroxyethyl)(methyl)amino)styryl)-5,5-di Methylfuran-2(5H)-divinylide) propanedicyanide. Yield 67%.

[0023] Elemental analysis: Anal.Calcd for C 21 h 20 N 4 o 2 (360.41): C, 69.98; H, 5.59; N, 15.55. Found: C, 69.76; H, 5.55; N, 15.43.

[0024] Decomposition temperature: 278.61°C.

[0025] Its synthetic reaction formula is:

[0026]

[0027] (2) Get 1 mole of the product obtained in step 1) and 1.2 moles of succinic anhydride and dissolve it in 600ml of dichloromethane, add 6ml of pyridine and 0.2 mole of p-dimethylaminopyridine as a catalyst, stir the reaction overnight at room temperature, and the reaction ends Pour it into water, then wash with salt water and deionized water respectively...

Embodiment 2

[0044] (1) Dissolve 1 mole of methyl hydroxyethyl benzaldehyde and 1.2 moles of tricyanofuran in 300 ml of ethanol, add 1 ml of piperidine to catalyze, and react under reflux for 6 hours. The precipitate was filtered and dried in vacuo to obtain dark blue (E)-2-(3-cyano-4-(4-((2-hydroxyethyl)(methyl)amino)styryl)-5,5-di Methylfuran-2(5H)-divinylide) propanedicyanide. Yield 69%.

[0045] Elemental analysis: Anal.Calcd for C 21 h 20 N 4 o 2 (360.41): C, 69.98; H, 5.59; N, 15.55. Found: C, 69.76; H, 5.55; N, 15.43.

[0046] Decomposition temperature: 278.61°C.

[0047] (2) Get 1 mole of the product obtained in step 1) and 1.5 moles of succinic anhydride and dissolve it in 600ml of methylene chloride, add 2ml of triethylamine and 0.2 mole of p-dimethylaminopyridine as a catalyst, and stir the reaction at room temperature overnight, After the reaction, pour it into water, then wash it with brine and deionized water respectively, extract the organic layer and dry it with anhy...

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Abstract

The present invention discloses a neutrality-amphotericity bonded divalent non-linear optical chromophore group, the structural formula of which is shown in the formula (1). By applying the method of covalent bonding, the donors of two neutral chromophore groups are linked with the receptor of a zwitterionic chromophore group to produce a ramiform chromophore group. The neutrality-amphotericity bonded divalent non-linear optical chromophore group of the present invention is characterized in high hyperpolarizability, low dipole moment and high thermo-decomposing temperature.

Description

technical field [0001] The invention relates to a neutral-amphiphore bonded second-order nonlinear optical chromophore and a synthesis method thereof. Background technique [0002] Since the invention of laser in 1961, research work on nonlinear optics (NLO) materials has been started. The research of NLO can be summarized as the following two aspects: one is the discovery of NLO phenomena and effects, ascertaining their mechanism and regularity, and developing new NLO technologies and materials; the other is the application of NLO effects and technologies, such as Adaptive optics technology, integrated optics, optical storage and real-time holographic display technology, optical soliton communication technology, etc. [0003] Today, information and communication technologies are developing rapidly, and laser and optical fiber communication technologies are emerging communication technologies that replace microelectronics and integrated circuit technologies. The use of elec...

Claims

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Application Information

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IPC IPC(8): C07D405/14
Inventor 钱国栋高俊阔崔元靖陈鹭剑金学峰王智宇樊先平王民权
Owner ZHEJIANG UNIV
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