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Cellulose electron transport polymer as well as preparation method and application thereof

A technology for electron transport and polymers, applied in circuits, photovoltaic power generation, electrical components, etc., can solve the problems of cellulose and its derivatives that have not been reported

Active Publication Date: 2020-05-19
FUJIAN AGRI & FORESTRY UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, studies on cellulose and its derivatives as electron transport materials for organic optoelectronic devices are still unreported

Method used

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  • Cellulose electron transport polymer as well as preparation method and application thereof
  • Cellulose electron transport polymer as well as preparation method and application thereof
  • Cellulose electron transport polymer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0091] Synthesis of embodiment 1 formula Ⅰ-1 compound

[0092] In this embodiment, the structural formula of the compound of formula I-1 is:

[0093]

[0094] The preparation method of above-mentioned formula I-1 compound comprises the steps:

[0095] Step 1: Synthesis of intermediate formula, bis[4-(dimethylamino)phenyl]-4-hydroxyphenylphosphine

[0096] 1 part of starter Dissolve 2 parts of p-iodophenyldimethylamine in 250 mL of tetrahydrofuran solution, protect with argon, cool down to -75°C, stir at this temperature for 60 minutes, add 4 parts of tert-butyllithium n-hexane solution dropwise In the reaction system, the reaction system was then warmed up to room temperature and stirred for 60 minutes;

[0097] Then put the reaction system again at -75°C and stir for 30 minutes, add 1 part of phosphorus trichloride n-pentane solution dropwise into the reaction system, heat up to room temperature, and react for 12 hours;

[0098] Then add 3 parts of hydrogen peroxide...

Embodiment 2

[0107] Synthesis of embodiment 2 formula Ⅰ-2 compound

[0108] In the present embodiment, the structural formula of the compound of formula I-2 is:

[0109]

[0110] Step 1: Synthesis of intermediate bis[4-(dimethylamino)phenyl]-4-hydroxyphenylphosphine

[0111] 2 parts of the starter Dissolve 4 parts of p-iodophenyldimethylamine in 250 mL of tetrahydrofuran solution, protect with argon, cool down to -75°C, stir at this temperature for 120 minutes, add 8 parts of tert-butyllithium n-hexane solution dropwise In the reaction system, the reaction system was then warmed up to room temperature and stirred for 1200 minutes;

[0112] Then put the reaction system again at -75°C and stir for 30 minutes, add 2 parts of phosphorus trichloride n-pentane solution dropwise into the reaction system, heat up to room temperature, and react for 18 hours;

[0113] Then add 6 parts of hydrogen peroxide to the above solution, stir at room temperature for 120 minutes, stop the reaction, re...

Embodiment 3

[0122] Synthesis of embodiment 3 formula Ⅱ-1 compound

[0123] In the present embodiment, the structural formula of the compound of formula II-1 is:

[0124]

[0125] The preparation method of above-mentioned formula II-1 compound comprises the steps:

[0126] Step 1: Synthesis of intermediate 4-((4-dimethylamino)phenyl)sulfone)phenol

[0127] 1 part of starter Dissolve 1 part of p-iodophenyldimethylamine and 0.1 part of cesium carbonate in 250 mL of tetrahydrofuran solution, under argon protection, stir and heat up to reflux, and react for 12 hours; then add 2 parts of hydrogen peroxide to the above solution, and stir at room temperature After 60 minutes, the reaction was stopped, and after the solvent was removed, the intermediate 4-((4-dimethylamino)phenyl)sulfone)phenol was obtained as a white powder through column separation and purification, with a yield of 75%.

[0128] Mass spectrum [M] + : 275.08; 1 H NMR (CDCl 3 ): δ (ppm) = 7.82 (d, J = 8.82Hz, 2H), 7.32...

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Abstract

The invention relates to the technical field of electron transport materials for organic photoelectric devices, and discloses a cellulose electron transport polymer and a preparation method and application thereof. The structural formula of the cellulose electron transport polymer is disclosed in the invention; the cellulose electron transport polymer is used for preparing an electron transport material of an organic light-emitting diode and a cathode interface material of an organic solar cell. According to the TEMPO oxidized cellulose electron transport polymer provided by the invention, a functional group with an electron transport characteristic is introduced into a cellulose side chain, so that the solubility, the film-forming property and the electron transport characteristic of cellulose and derivatives thereof are regulated and controlled, and a new photoelectric function is achieved. From the aspect of application of the cellulose electron transport polymer, the maximum efficiency of an organic light-emitting diode prepared from the cellulose electron transport polymer is as high as 6.88 cd / A, the maximum brightness is as high as 21500 cd / m < 2 >, the external quantum efficiency is close to 6%, and remarkable technical effects are achieved. The photoelectric conversion efficiency of the organic solar cell prepared from the cellulose electron transport polymer reaches 8.6%-15.4%, and the effect is very excellent.

Description

technical field [0001] The invention relates to the technical field of electron transport materials for organic optoelectronic devices, more specifically, to a cellulose electron transport polymer and its preparation method and application. Background technique [0002] With the rapid development of information technology, traditional inorganic semiconductor devices have been unable to meet various needs in the application field due to problems such as complex preparation processes and limited material selection. Optoelectronic devices have become a research hotspot in the field of optoelectronic devices. [0003] For organic optoelectronic devices, the research mainly focuses on organic light-emitting diodes (OLEDs), organic solar cells (OSCs) and perovskite cells (PSCs), in which the efficient transport of electrons in the device is a direct It is the key to determine the performance of the device. In view of this, some well-known universities and research institutions a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B15/06H01L51/50H01L51/54H01L51/42H01L51/46
CPCC08B15/06H10K30/00H10K50/16Y02E10/549
Inventor 欧阳新华刘燕军张兴业胡会超陈礼辉
Owner FUJIAN AGRI & FORESTRY UNIV
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