Synthesis method of 1, 4-bis [4-(di-p-toluene amino) styryl] benzene

A technology based on di-p-toluene and styrene, which is applied in 1 field and can solve problems such as low yield and long reaction time

Inactive Publication Date: 2014-08-27
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] Japanese patent JP2001098176A has formulated a kind of synthetic method of DPAVBi, and this method is that p-dibenzyl phosphate diethyl benzene, 4-(di-p-tolyl) benzaldehyde, sodium hydride and tetrahydrofuran are added in reaction flask, at room temperature The product was obtained after reacting for 5 hours, and the reaction yield was about 66%, but the reaction time of this method was longer and the yield was lower

Method used

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  • Synthesis method of 1, 4-bis [4-(di-p-toluene amino) styryl] benzene
  • Synthesis method of 1, 4-bis [4-(di-p-toluene amino) styryl] benzene
  • Synthesis method of 1, 4-bis [4-(di-p-toluene amino) styryl] benzene

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Experimental program
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Effect test

Embodiment 1

[0021] At room temperature, 3.78g (10mmol) diethyl benzene dibenzyl phosphate, 6.02g (20mmol) 4-(two p-tolyl) benzaldehyde, 1.92g (20mmol) sodium tert-butoxide and 50mL N, N-di Add methylacetamide into a 250mL reaction bottle, stir and dissolve, put the reaction bottle into a microwave chemical reactor, set the microwave power to 800W, and the reaction time is 3min, after cooling to room temperature, pour the reaction product into 100mL methanol Stir in the solution, leave it to stand to separate out a yellow solid, filter, and wash the obtained filter cake with 50 mL of deionized water, recrystallize from toluene, and dry to obtain 1,4-bis[4-(xylylamino) in the form of a bright yellow solid powder ) styryl]benzene 6.12g, the yield is 91%, and the purity is 99.2%.

[0022] identification data

[0023] NMR spectrum: 1 HNMR (CDCl 3 , 500MHz): δ7.45(s, 4H), δ7.34~7.35(d, 4H), δ7.06~7.08(d, 8H), δ6.94~7.00(m, 16H), δ2.32( s, 12H).

[0024] Elemental analysis

[0025] Molecu...

Embodiment 2

[0030] At room temperature, 3.78g (10mmol) diethyl benzene dibenzyl phosphate, 7.53g (25mmol) 4-(two p-tolyl) benzaldehyde, 2.4g (25mmol) sodium tert-butoxide and 50mL N, N-di Add methylacetamide into a 250mL reaction bottle, stir and dissolve, put the reaction bottle into a microwave chemical reactor, set the microwave power to 800W, and the reaction time is 3min, after cooling to room temperature, pour the reaction product into 100mL methanol Stir in the solution, leave it to stand to separate out a yellow solid, filter, and wash the obtained filter cake with 50 mL of deionized water, recrystallize from toluene, and dry to obtain 1,4-bis[4-(xylylamino) in the form of a bright yellow solid powder ) styryl]benzene 6.18g, the yield is 92%, and the purity is 99.4%.

Embodiment 3

[0032] At room temperature, 3.78g (10mmol) diethyl benzene dibenzyl phosphate, 7.53g (25mmol) 4-(two p-tolyl) benzaldehyde, 2.4g (25mmol) sodium tert-butoxide and 50mL N, N-di Add methylacetamide into a 250mL reaction bottle, stir and dissolve, put the reaction bottle into a microwave chemical reactor, set the microwave power to 800W, and the reaction time is 5min. After cooling to room temperature, pour the reaction product into 100mL methanol Stir in the solution, leave it to stand to separate out a yellow solid, filter, and wash the obtained filter cake with 50 mL of deionized water, recrystallize from toluene, and dry to obtain 1,4-bis[4-(xylylamino) in the form of a bright yellow solid powder ) styryl]benzene 6.45g, the yield is 96%, and the purity is 99.6%.

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Abstract

The invention discloses a synthesis method of 1, 4-bis [4-(di-p-toluene amino) styryl] benzene. The method comprises the following steps that: 4-(di-p-toluene) benzaldehyde, p-dibenzyl benzene diethyl chlorophosphate, sodium tert-butoxide and N, N-dimethyl acetamide are added into a reaction bottle at room temperature, after the materials are dissolved through stirring, the reaction bottle is placed into a microwave chemical reactor, the reaction lasts 3 to 10 minutes at the microwave radiation power being 800W, the reaction liquid is poured into 100mL methanol solution, filtration is carried out, and the 1, 4-bis [4-(di-p-toluene amino) styryl] benzene is obtained after the methylbenzene recrystallization. The synthesis method is mainly used for preparing the 1, 4-bis [4-(di-p-toluene amino) styryl] benzene.

Description

technical field [0001] The invention relates to a synthesis method of styryl triphenylamine derivatives, in particular to a synthesis method of 1,4-bis[4-(two-p-tolylamino)styryl]benzene. Background technique [0002] Since the invention of organic electroluminescent display technology, it has attracted great attention due to its low-voltage drive, active light-emitting characteristics and potential low cost, and at the same time it has begun to enter the stage of industrialization. With its excellent technical performance, organic electroluminescent reality technology is posing threats and challenges to various display products, and is recognized by the display industry as the most ideal and most promising next-generation display technology. [0003] Blue organic electroluminescent display devices are widely used, except that they can be used as common information display devices. At the same time, according to the principle of three primary colors, blue luminescence is the...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/54C07C209/68
Inventor 徐茂梁安永弥阳丽胡琳琳安忠维
Owner XIAN MODERN CHEM RES INST
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