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Type-Y second order non-linear optical chromophore containing imidazolyl heterocycle and its synthesis process

A second-order nonlinear and synthetic method technology, applied in the field of Y-type second-order nonlinear optical chromophore and its synthesis, can solve the problems of reducing molecular transparency, red-shifting molecular absorption wavelength, increasing β value, etc. Effects of improved thermal stability, large hyperpolarizability, and high thermal decomposition temperature

Inactive Publication Date: 2007-09-26
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For a long time, people have tried to improve the nonlinearity of molecules by increasing the length of the conjugated bridge, but blindly increasing the length of the conjugated bridge can not effectively increase the β value, and studies have shown that once the length of the conjugated bridge reaches a certain length, which will lead to a red shift of the maximum absorption wavelength of the molecule, thereby reducing the transparency of the molecule

Method used

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  • Type-Y second order non-linear optical chromophore containing imidazolyl heterocycle and its synthesis process
  • Type-Y second order non-linear optical chromophore containing imidazolyl heterocycle and its synthesis process
  • Type-Y second order non-linear optical chromophore containing imidazolyl heterocycle and its synthesis process

Examples

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Effect test

Embodiment 1

[0028] (1) Preparation of 1,2-bis-(p-methoxybenzene)-ethanone

[0029] Add 30 g of CuSO to a 100 ml round bottom flask 4 ·5H 2 O, 30ml of fresh pyridine, 9ml of deionized water, mixed and stirred, and heated to 40°C. Add 12g of 2-hydroxy-1,2-bis-(p-methoxybenzene)-ethanone, raise the temperature and continue stirring for 4-6 hours until the solution turns dark green, and pour it into deionized water to obtain a yellow-green product. Recrystallized from absolute ethanol to obtain 10.8 g of 1,2-bis-(p-methoxybenzene)-ethanone as yellow-green needle crystals with a yield of 90.7%.

[0030] (2) Preparation of 1,2-bis-(p-hydroxyphenyl)-ethanone

[0031] Under the situation of feeding nitrogen, 10g (0.037mol) of 1,2-di-(p-methoxybenzene)-ethanone and 100ml concentration of 48% hydrobromic acid were refluxed in 50ml glacial acetic acid and vigorously stirred for six After 1 hour, the solution was poured into water, and a fine gray powder precipitated out. The precipitate was diss...

Embodiment 2

[0042] (1) Preparation of 1,2-bis-(p-methoxybenzene)-ethanone

[0043] Add 30 g of CuSO to a 100 ml round bottom flask 4 ·5H 2 O, 30ml of fresh pyridine, 9ml of deionized water, mixed and stirred, and heated to 45°C. Add 12g of 2-hydroxy-1,2-bis-(p-methoxybenzene)-ethanone, raise the temperature and continue stirring for 4-6 hours until the solution turns dark green, and pour it into deionized water to obtain a yellow-green product. Recrystallized from absolute ethanol to obtain 10.8 g of 1,2-bis-(p-methoxybenzene)-ethanone as yellow-green needle crystals with a yield of 90.7%.

[0044] (2) Preparation of 1,2-bis-(p-hydroxyphenyl)-ethanone

[0045] Under the situation of feeding nitrogen, 10g (0.037mol) of 1,2-di-(p-methoxybenzene)-ethanone and 100ml concentration of 48% hydrobromic acid were refluxed in 50ml glacial acetic acid and vigorously stirred for six After 1 hour, the solution was poured into water, and a fine gray powder precipitated out. The precipitate was diss...

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Abstract

The present invention discloses type-Y second order non-linear optical chromophore containing imidazolyl heterocycle and its synthesis process. The preparation process includes the following steps: 1. preparing 1, 2-di-(p-methoxyl phenyl) ethyl ketone; 2. preparing 1, 2-di-(p-hydroxyl phenyl) ethyl ketone; 3. synthesizing type-Y second order non-linear optical chromophore containing imidazolyl heterocycle. The process is mild, and the synthesized second order non-linear optical chromophore has relatively high hyperpolarizability (beta value), excellent transparency, high thermal decomposition temperature and contained functional group capable of bonding with polymer or inorganic 3D network.

Description

technical field [0001] The invention relates to a Y-type second-order nonlinear optical chromophore containing an imidazole heterocycle and a synthesis method thereof. Background technique [0002] When a medium is irradiated with strong light such as a laser, it is observed that the phase, frequency, amplitude or other propagation characteristics of the outgoing light have changed, and the degree of change is related to the intensity of the incident light. This is the phenomenon of nonlinear optics (NLO). Nonlinear optics is a science that studies the nonlinear relationship between the response of matter and the field strength under the action of strong light. [0003] Photons instead of electrons to transmit information can greatly speed up the information speed, increase the capacity of information processing, and can overcome the limitations of microelectronics technology. Nonlinear optical materials play an important role in replacing electrons with photons for informa...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D233/64
Inventor 钱国栋梅晓楠王智宇邱建荣樊先平洪樟连王民权
Owner ZHEJIANG UNIV
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