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Benzo diimide ring-containing n type water/alcohol soluble conjugated polymer and application thereof to organic/polymer photoelectric devices

A technology of phthalimide rings and conjugated polymers, applied in coatings and other directions, can solve problems such as unfavorable industrialization of polymer solar cells, improve processing technology and device performance, improve energy level structure, and improve performance Effect

Inactive Publication Date: 2017-07-25
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This is very unfavorable for the industrialization of polymer solar cells in the future

Method used

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  • Benzo diimide ring-containing n type water/alcohol soluble conjugated polymer and application thereof to organic/polymer photoelectric devices
  • Benzo diimide ring-containing n type water/alcohol soluble conjugated polymer and application thereof to organic/polymer photoelectric devices
  • Benzo diimide ring-containing n type water/alcohol soluble conjugated polymer and application thereof to organic/polymer photoelectric devices

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Preparation of 2,5-dibromo-N,N'-diisooctyl-1,3,4,6-phthalimide (abbreviated as BDIEH2Br)

[0039] The steps and reaction conditions of the chemical reaction are as follows:

[0040]

[0041] (1) Intermediate 1 was prepared according to the method disclosed in literature [Polymer Chemistry, 2015, 53(13), 1617-1622].

[0042] (2) Preparation of 2,5-dibromo-N,N'-diisooctyl-1,3,4,6-phthalimide

[0043]Take 1.128g of the monomer 2,5-dibromo-phthalic anhydride monomer in a 250ml two-necked bottle with a stirring bar, add about 100ml of acetic acid after 20 minutes of nitrogen gas, stir and nitrogen gas for 10 minutes, so that the raw materials are fully dissolve. Under nitrogen protection, 2.074 g of 2-ethylhexylamine was added. When adding, it should be added slowly so that 2-ethylhexylamine can be fully dispersed in the reaction system. After another 15 minutes of nitrogen gas flow, the nitrogen gas flow was stopped, the two-port reaction flask was closed, and heated...

Embodiment 2

[0056] The polymer synthesized by the case implemented above is used in an organic solar cell, and this example is used to illustrate that the n-type water-alcohol-soluble conjugated polymer containing a phthalimide ring proposed by the present invention is used as an electron transport layer in an organic solar cell. Applications in organic optoelectronic devices.

[0057] The following example illustrates the manufacturing process of the material proposed by the present invention in an organic solar cell device, but the practical application is not limited to this example.

[0058] Wash the indium tin oxide (ITO) conductive glass with acetone, micron-scale semiconductor special detergent, deionized water, and isopropanol as cleaning solvents in an ultrasonic cleaner. After washing, blow dry the surface with nitrogen and dry it with an infrared lamp. , and then placed in a constant temperature oven for later use. Before use, the ITO glass was etched by plasma in a plasma etc...

Embodiment 3

[0069] Electron transport layers with different thicknesses were prepared from POMT-Br to illustrate the influence of interface thickness on device performance.

[0070] The specific implementation process is similar to Case 2, but when the electron transport layer is spin-coated, the rotational speed of the spin-coating is controlled separately, so that the thickness is limited to 5nm, 15nm, and 60nm respectively. The specific device efficiencies at different thicknesses are shown in Table 2.

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Abstract

The invention discloses a benzo diimide ring-containing n type water / alcohol soluble conjugated polymer and an application thereof to organic / polymer photoelectric devices. C in the polymer is a conjugate unit composed of one or a plurality of aromatic groups; A and B are hydrogen atoms or polar groups with water / alcohol solubility; D is a unit for connecting the C structure and the benzo diimide ring, and carbon-carbon single bond, carbon-carbon double bond, and carbon-carbon triple bond can be used; RA and RB are same or different alkyl chains. 0<x<1, 0<y<1, x + y=1; n is positive integer of 1-20000. The material has deep LUMO energy level and excellent electronic transmission performance, so that the product can be used as an electronic transmission layer and applied to organic / polymer photoelectric devices, and performance of device is substantially improved.

Description

technical field [0001] The invention belongs to the field of photoelectric technology, and in particular relates to the application of n-type water-alcohol-soluble conjugated polymers containing phthalimide rings in organic / polymer photoelectric devices. Background technique [0002] The polymer semiconductor materials used in organic photoelectric materials and devices not only have the electronic properties of metals or semiconductors, but also have the characteristics of low cost, light weight, low temperature processing, and easy large-scale preparation, which meet the needs of industrialized large-scale production and large-scale promotion. Requirements, with broad commercial prospects. Since Deng Qingyun's research group in the United States proposed organic small molecule thin film electroluminescent devices [Applied Physics Letters, 1987, 51, 913.] in 1987, organic display technology has developed rapidly. At the same time, organic photoelectric fields such as organ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C09D165/00
CPCC08G61/124C08G2261/124C08G2261/1412C08G2261/143C08G2261/18C08G2261/3241C08G2261/3328C08G2261/3422C08G2261/413C08G2261/514C08G2261/71C08G2261/792C08G2261/91C09D165/00
Inventor 黄飞唐浩然邢晔彤胡志诚曹镛
Owner SOUTH CHINA UNIV OF TECH
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