Vinyl-triarylated amine conjugated charge transportation material and preparation method thereof

A vinyl-conjugated triarylamine, charge transport technology, applied in the preparation of aminohydroxy compounds, chemical instruments and methods, preparation of organic compounds, etc., can solve the problem of high price, restricting the development and popularization of perovskite solar cells, Problems such as complicated synthesis and purification

Active Publication Date: 2017-06-30
广州麦普数码科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis and purification of spiro-OMeTAD is cumbersome and expensive, which seriously restricts the development and popularization of perovskite solar cells.

Method used

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  • Vinyl-triarylated amine conjugated charge transportation material and preparation method thereof
  • Vinyl-triarylated amine conjugated charge transportation material and preparation method thereof
  • Vinyl-triarylated amine conjugated charge transportation material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0091] Embodiment 1 prepares organic hole transport material BBT-OMe

[0092] 1. Under the protection of argon, add p-bromobenzyl bromide to a double-necked round-bottom flask, slowly add triethyl phosphite dropwise at room temperature, stir at a constant speed, heat to 70°C, and react for 25 hours to end Reaction, after cooling to room temperature naturally, inject saturated ammonium chloride solution into the reaction solution, add ethyl acetate solvent to repeat extraction three times, then add anhydrous magnesium sulfate to dry, filter to obtain the organic layer, and then remove the solvent by rotary evaporation under reduced pressure crude product was obtained. After further separation and purification by silica gel column chromatography (dichloromethane:petroleum ether=1:1, v / v), a colorless oily substance, compound (1), was obtained. 1H NMR (400MHz, CDCl 3 )δ(TMS,ppm):7.44(d,J=8Hz,2H),7.18(d,J=8Hz,1H),4.06-4.00(m,4H),3.11(d,J=24Hz,2H), 1.25 (t, J = 6Hz, 6H).

[009...

Embodiment 2

[0097] Example 2 Preparation of organic hole transport material BBS-OMe

[0098] 1. Under the protection of argon, add 2-bromothiophene, paraformaldehyde, hydrogen bromide and acetic acid (30mL) into a double-necked round bottom flask, stir at a constant speed, heat to 50°C, and stop the reaction after 5 hours of reaction , after cooling down to room temperature naturally, inject cold water, add ethyl acetate solvent to repeat extraction three times, then add anhydrous magnesium sulfate to dry, filter to obtain the organic layer, and then remove the solvent by rotary evaporation under reduced pressure to obtain the crude product. After further separation and purification by silica gel column chromatography (petroleum ether), a brown oily liquid was obtained.

[0099] 2. Under the protection of argon, add 5-bromomethyl-2-bromothiophene to the double-necked round bottom flask, slowly add triethyl phosphite dropwise at room temperature, stir at a constant speed, heat to 150°C, an...

Embodiment 3

[0104] Example 3 Preparation of organic hole transport material BSS-OMe

[0105] 1. Under the protection of argon, add p-bromobenzyl bromide to a double-necked round-bottom flask, slowly add triethyl phosphite dropwise at room temperature, stir at a constant speed, heat to 70°C, and react for 25 hours to end Reaction, after cooling to room temperature naturally, inject saturated ammonium chloride solution into the reaction solution, add ethyl acetate solvent to repeat extraction three times, then add anhydrous magnesium sulfate to dry, filter to obtain the organic layer, and then remove the solvent by rotary evaporation under reduced pressure crude product was obtained. After further separation and purification by silica gel column chromatography (dichloromethane:petroleum ether=1:1, v / v), a colorless oily liquid was obtained.

[0106] 2. Under the protection of argon, add 5-bromo-2-carboxythiophene, oxalyl chloride and anhydrous dichloromethane (10mL) into a double-necked ro...

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Abstract

The invention discloses a vinyl-triarylated amine conjugated charge transportation material and a preparation method thereof. The chemical structural formula of the vinyl-triarylated amine conjugated charge transportation material is shown in the formula (I). According to the charge transportation material, the raw materials used are low-cost, the synthesis method used is simple and convenient, the photophysical property (ultraviolet and fluorescent) test, electrochemical performance test and thermal stability test of the synthesized material show that the charge transportation material has good performance and excellent thermal stability, the energy level can be matched with that of a perovskite material, and the charge transportation material can be applied to perovskite solar batteries.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials. More specifically, it relates to a vinyl-conjugated triarylamine-based charge transport material and a preparation method thereof. Background technique [0002] With the advent of the information age, laser printers, copiers, and laser fax machines have gradually become popular and become standard equipment for office automation. The key components of these devices are organic photoconductor drums, and the core of organic photoconductor drums is organic photoconductor materials. Organic photoconductor materials are mainly composed of charge generation materials and charge transport materials. The quality of the two materials will directly determine the comprehensive performance of organic photoconductor materials. Organic charge transport materials provide effective channels for carrier transport in organic photoconductor materials, and are an indispensable component of devices a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C213/02C07C217/92C07D333/36H01L51/46
CPCC07C217/92C07D333/36H10K85/655H10K85/631Y02E10/549
Inventor 邵光马爽吴晓焜陈剑
Owner 广州麦普数码科技有限公司
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