Unlock instant, AI-driven research and patent intelligence for your innovation.

Method for synthesizing 4, 4'-di[4-(Di-p-tolyl amino) phenylethynyl] biphenyl

A technology of dibenzyl diethyl phosphate biphenyl and di-p-toluene, applied in 4 fields, can solve problems such as low yield and long reaction time

Inactive Publication Date: 2014-02-26
XIAN MODERN CHEM RES INST
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Tianjin University’s master’s thesis "Synthesis of Triarylamine Hole Transport Materials and Research on Its Photoelectric Properties" formulates a synthesis method of DMPAVBi, which is to combine 4,4'-dibenzyl diethyl phosphate biphenyl, -(Di-p-tolyl)benzaldehyde, sodium methylate and N,N-dimethylformamide are added to the reaction flask, and the product is obtained after reacting at room temperature for 5 hours, and the reaction yield is about 46.9%, but this method reacts Longer time and lower yield

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for synthesizing 4, 4'-di[4-(Di-p-tolyl amino) phenylethynyl] biphenyl
  • Method for synthesizing 4, 4'-di[4-(Di-p-tolyl amino) phenylethynyl] biphenyl
  • Method for synthesizing 4, 4'-di[4-(Di-p-tolyl amino) phenylethynyl] biphenyl

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] At room temperature, 4.54g (10mmol) 4,4'-dibenzyl diethyl phosphate biphenyl, 6.02g (20mmol) 4-(two p-tolylamino) benzaldehyde, 1.92g (20mmol) sodium tert-butoxide and 50mL N,N-dimethylacetamide were added to a 250mL reaction flask, stirred and dissolved, and the reaction flask was placed in a microwave chemical reactor, the microwave power was set to 800W, and the reaction time was 3min. After cooling to room temperature, the The reaction product was poured into 100 mL of methanol solution and stirred, and a yellow solid was precipitated after standing still. After filtration, the obtained filter cake was washed with 50 mL of deionized water, recrystallized from toluene, and dried to obtain 4,4′-bis[4 -(Di-p-tolylamino)styryl]biphenyl 6.81g, the yield is 91%, and the purity is 99.2%.

[0022] identification data

[0023] NMR spectrum: 1 HNMR (CDCl 3 , 500MHz): δ7.58~7.61(d, 4H), δ7.50~7.53(d, 4H), δ7.37~7.39(d, 4H), δ7.22~7.25(d, 8H), δ7. 00~7.08 (m, 16H), δ2.30 (s...

Embodiment 2

[0030] At room temperature, 4.54g (10mmol) 4,4'-dibenzyl diethyl phosphate biphenyl, 7.53g (25mmol) 4-(two p-tolylamino) benzaldehyde, 2.4g (25mmol) sodium tert-butoxide and 50mL N,N-dimethylacetamide were added to a 250mL reaction flask, stirred and dissolved, and the reaction flask was placed in a microwave chemical reactor, the microwave power was set to 800W, and the reaction time was 3min. After cooling to room temperature, the The reaction product was poured into 100 mL of methanol solution and stirred, and a yellow solid was precipitated after standing still. After filtration, the obtained filter cake was washed with 50 mL of deionized water, recrystallized from toluene, and dried to obtain 4,4′-bis[4 -(Di-p-tolylamino)styryl]biphenyl 6.96g, the yield is 93%, and the purity is 99.3%.

Embodiment 3

[0032] At room temperature, 4.54g (10mmol) 4,4'-dibenzyl diethyl phosphate biphenyl, 7.53g (25mmol) 4-(two p-tolylamino) benzaldehyde, 2.4g (25mmol) sodium tert-butoxide and 50mL N,N-dimethylacetamide were added to a 250mL reaction flask, stirred and dissolved, and the reaction flask was placed in a microwave chemical reactor, the microwave power was set to 800W, and the reaction time was 5min. After cooling to room temperature, the The reaction product was poured into 100 mL of methanol solution and stirred, and a yellow solid was precipitated after standing still. After filtration, the obtained filter cake was washed with 50 mL of deionized water, recrystallized from toluene, and dried to obtain 4,4′-bis[4 -(Di-p-tolylamino)styryl]biphenyl 7.18g, the yield is 96%, and the purity is 99.9%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for synthesizing 4, 4'-di[4-(Di-p-tolyl amino) phenylethynyl] biphenyl, which comprises the following steps of: adding 4-(Di-p-tolyl) benzaldehyde, 4, 4'-dibenzyl phosphoric acid diethyl biphenyl, sodium tert-butoxide and N, N-dimethyl acetamide into a reaction bottle at a room temperature; placing the reaction bottle into a microwave chemical reactor after agitation and dissolution; reacting for 3-10 min at a microwave radiation power of 800W; and pouring reaction solution into 100 mL of methanol solution, then filtering and finally obtaining the 4, 4'-di[4-(Di-p-tolyl amino) phenylethynyl] biphenyl after methylbenzene recrystallization. The method is mainly used for the preparation of the 4, 4'-di[4-(Di-p-tolyl amino) phenylethynyl] biphenyl.

Description

technical field [0001] The invention relates to a synthesis method of styryl triphenylamine derivatives, in particular to a synthesis method of 4,4'-bis[4-(di-p-tolylamino)styryl]biphenyl. 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 th...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07C209/68C07C211/54
Inventor 徐茂梁安永弥阳丽胡琳琳安忠维
Owner XIAN MODERN CHEM RES INST