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3, 4-dimethoxybenzaldehyde-N-methyl-2-methylquinoline-p-toluenesulfonate and preparation method thereof

A technology of dimethoxybenzaldehyde and p-toluenesulfonate is applied in the field of preparation of novel organic nonlinear optical crystal materials, which can solve the problems of difficult growth, inability to achieve large-scale application, inability to commercialize, etc., and achieve good application Prospects, good optical and thermal properties, the effect of increasing the degree of non-centrosymmetry

Inactive Publication Date: 2021-02-09
QINGDAO UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, OHQ-TFO crystals with better performance can only grow thinner single crystals through the "finite geometry" method and cannot be used in large-scale applications. Crystals with excellent performance such as DASC and DSSS crystals cannot be commercialized due to growth difficulties.

Method used

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  • 3, 4-dimethoxybenzaldehyde-N-methyl-2-methylquinoline-p-toluenesulfonate and preparation method thereof
  • 3, 4-dimethoxybenzaldehyde-N-methyl-2-methylquinoline-p-toluenesulfonate and preparation method thereof
  • 3, 4-dimethoxybenzaldehyde-N-methyl-2-methylquinoline-p-toluenesulfonate and preparation method thereof

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Embodiment

[0023] The chemical formula of 3,4-dimethoxybenzaldehyde-N-methyl 2-methylquinoline-p-toluenesulfonate described in this embodiment is C 27 h 27 NO 5 S, referred to as: DOQT, its structural formula is:

[0024]

[0025] The 3,4-dimethoxybenzaldehyde-N-methyl 2-methylquinoline-p-toluenesulfonate cation structure described in this example has a quinoline ring and a benzene ring to form a large π-electron composition The conjugated system improves the electron transport ability in the cation and enhances the second-order nonlinear performance of the crystal.

[0026] The preparation process of 3,4-dimethoxybenzaldehyde-N-methyl 2-methylquinoline-p-toluenesulfonate described in this embodiment comprises the following steps:

[0027] (1) Add 15ml (0.1mol) of methyl p-toluenesulfonate to 40ml of methanol solution, and mix well;

[0028] (2) Pour the solution obtained in step (1) into a three-necked flask with a condensation reflux device, add a magnet to stir, and the rotatin...

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Abstract

The invention belongs to the technical field of functional materials, and relates to 3, 4-dimethoxybenzaldehyde-N-methyl-2-methylquinoline p-toluenesulfonate and a preparation method thereof. The preparation method comprises the steps that methyl p-toluenesulfonate is dissolved in methanol, then a 2-methylquinoline methanol solution is added into the completely dissolved solution, a reaction is conducted for 24 h at the temperature of 70 DEG C, then 3, 4-dimethoxybenzaldehyde is added to react with a catalyst piperidine for 3-4 days, the obtained dark red solution is recrystallized for 3 timesto obtain a yellow crystal, namely 3, 4-dimethoxybenzaldehyde-N-methyl-2-methylquinoline-p-toluenesulfonate, and a quinoline ring and a benzene ring in the cation of the yellow crystal are combined to form a larger pi electron conjugated system, the non-symmetric degree of the crystal is improved, a large second-order nonlinear optical coefficient can be generated, meanwhile, good optical and thermal properties are achieved, the preparation process is simple, and good application prospects are achieved.

Description

Technical field: [0001] The invention belongs to the technical field of functional materials, and relates to a preparation method of a novel organic nonlinear optical crystal material, in particular to a 3,4-dimethoxybenzaldehyde-N-methyl 2-methylquinoline-p-toluene Sulfonates and methods for their preparation. Background technique: [0002] In the past 20 years, due to the development of advanced materials to provide new high-power emission sources for THz waves, the terahertz system has undergone revolutionary changes, and its potential in the field of advanced physics research and its commercial fields has been confirmed. Terahertz technology has already played a role in many fields such as semiconductors, medicine, processing and space defense. Organic nonlinear optical (NLO) ionic crystals play an important role in these advanced materials, which have very high nonlinear optical coefficient, high photoelectric coefficient and very low dielectric constant, and also have...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/14C07C309/30C07C303/32C07C303/44
CPCC07D215/14C07C309/30C07C303/32C07C303/44
Inventor 曹丽凤滕冰钟德高纪少华孙士家于喆王田华
Owner QINGDAO UNIV
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