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Organic second order non-linear optical chromophore group containing dendritic structured tricyano pyrroline receptor, synthesizing method and use thereof

A tricyanopyrroline and second-order nonlinear technology, which is applied in the fields of organic chemistry, chemical instruments and methods, and luminescent materials, can solve the problems of not being able to meet the needs of deviceization, low polymer solubility, and low polarization efficiency, etc. problems, to achieve the effects of improving polarization efficiency, reducing synthesis steps, improving solubility and film-forming properties

Inactive Publication Date: 2012-07-04
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

However, due to the large intermolecular interaction force of these chromophores in the polymer, the solubility in the polymer is low, the polarization efficiency is not high, and the electro-optical coefficient is small. In addition, the synthesis process is long and the yield is extremely high. Low, cannot well meet the requirements of deviceization

Method used

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  • Organic second order non-linear optical chromophore group containing dendritic structured tricyano pyrroline receptor, synthesizing method and use thereof
  • Organic second order non-linear optical chromophore group containing dendritic structured tricyano pyrroline receptor, synthesizing method and use thereof
  • Organic second order non-linear optical chromophore group containing dendritic structured tricyano pyrroline receptor, synthesizing method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Synthesis of 3,5-Diisooctyloxybenzyl Bromide

[0033]

[0034] 2.9 grams (0.021mol) of 3,5-dihydroxybenzyl alcohol and 9.6 grams (0.050mol) of bromoisoctane were dissolved in 50 ml of DMF, and 10 g of anhydrous potassium carbonate was added under stirring, and the reaction was carried out at 75°C for 24 hours. Most of the DMF was distilled off under reduced pressure, an appropriate amount of saturated aqueous sodium chloride was added, extracted with ether, dried over anhydrous magnesium sulfate, the desiccant was removed by filtration, and the ether was removed by rotary evaporation to obtain an orange-yellow oily liquid, which was separated by silica gel column chromatography to obtain 3,5- 5.4 grams of diisooctyloxybenzyl alcohol, yield 71%.

[0035] Dissolve 1.0 g (0.0027 mol) of 3,5-dioctyloxybenzyl alcohol with a small amount of anhydrous THF (about 20 ml), and add 1.1 g (0.0034 mol) of tetrabromide dropwise to the solution under nitrogen protection. carbonize...

Embodiment 2

[0038] Synthesis of Tricyanopyrroline (TCP) Acceptor

[0039]

[0040] Dissolve 2.32 g (20 mmol) of ethyl pyruvate in 10 ml of ethanol, and then add 1.32 g (10 mmol) of malononitrile dimer. The mixture was refluxed for 1 hour under the protection of nitrogen, and the ethanol was removed by rotary evaporation, dissolved and filtered with 50 ml of dichloromethane to obtain a part of insoluble matter, and the filtrate was concentrated to precipitate crystals. In order to obtain the pure product, it can be separated by silica gel column chromatography, and the yield is about 13%.

Embodiment 3

[0042] Synthesis of Chromophores Containing TCP Acceptors

[0043]

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Abstract

The invention relates to the field of organic second-order non linear optical material, in particular to organic second-order non linear optical chromophore of high performance TCP type captor containing a tree-like structure as well as a synthesis method and a purpose thereof. For the second-order non linear optical chromophore of the TCP type captor containing a tree-like structure, because theTCP with strong electron-withdrawing property is used as a captor, the one-order hyperpolarizability of chromophore molecules is greatly improved. The introduction of a tree-like side chain improves the solubility and the film forming ability of the chromophore in polymer, reduces the interaction force among the molecules, and improves the polarization efficiency of the molecules; the order parameter reaches 44 percent, and the electrooptic coefficient obtained under low dosage concentration can reach 61M / V. In addition, the introduction of a crosslinking side chain can greatly improve the orientation stability of the chromophore in the polymer, thereby prolonging the service life of the material.

Description

technical field [0001] The invention relates to the field of organic second-order nonlinear optical materials, in particular to a class of high-performance organic second-order nonlinear optical chromophores containing dendritic structure tricyanopyrroline (TCP) acceptors and a synthesis method thereof, as well as using Polarized polymer films prepared by doping amorphous polymer with organic second-order nonlinear optical chromophore containing dendritic TCP receptors. Background technique [0002] Second-order nonlinear optical materials are mainly used in electro-optic modulation, frequency conversion and optical switching (modulation), etc. They have a wide range of applications in the fields of optical communication and optical signal processing (optical computing). At present, the practical second-order nonlinear optical materials are mainly inorganic materials. Compared with inorganic materials, organic materials have the advantages of large nonlinear optical coeffic...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D207/44C09K11/06C08J5/18
Inventor 甄珍刘家磊张融邱玲刘新厚
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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