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Benzobithiadiazole-containing n-type water/alcohol soluble conjugated polyelectrolyte as well as preparation and application thereof

A technology of benzobisthiadiazole and conjugated polyelectrolyte, which is applied in the field of organic optoelectronic materials and can solve the problems of long synthesis route and high cost

Active Publication Date: 2021-04-13
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, most n-type water / alcohol-soluble conjugated polymers mainly increase the electron affinity and electron mobility of the material by introducing charge-absorbing units (such as naphthalene diimide, perylene imide, etc.). Relatively long and expensive

Method used

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  • Benzobithiadiazole-containing n-type water/alcohol soluble conjugated polyelectrolyte as well as preparation and application thereof
  • Benzobithiadiazole-containing n-type water/alcohol soluble conjugated polyelectrolyte as well as preparation and application thereof
  • Benzobithiadiazole-containing n-type water/alcohol soluble conjugated polyelectrolyte as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] The preparation of polymer PFNBBT0.1-Br, the chemical reaction equation is as follows:

[0043]

[0044] Monomer 1 was synthesized according to the method reported in the literature (Novel Electroluminescent Conjugated PolyelectrolytesBased on Polyfluorene.Chem.Mater.Chem.Mater., 2004,16,708-716), monomer 2 and monomer 3 were commercially purchased reagents with a purity of 99% .

[0045] Take monomer 1 (0.45mmol), monomer 2 (0.5mmol) and monomer 3 (0.05mmol) in a molar ratio of 0.95:1:0.05, add each into a reaction tube with a stirrer, and blow nitrogen for 5 After 10 minutes, take 2 mL of chromatographically pure toluene and add it to the reaction flask, ultrasonically dissolve the monomer completely for 10 minutes, add 1 mL of potassium carbonate aqueous solution (2M) and 1 mL of tetrahydrofuran; pump and ventilate 4 times under ice bath to completely dissolve the oxygen in the system After removal, 6 mg of tetrakis(triphenylphosphine) palladium was added; the fa...

Embodiment 2

[0049] The preparation of polymer PFNBBT0.15-Br, the chemical reaction equation is as follows:

[0050]

[0051]

[0052] Take monomer 1 (0.425mmol), monomer 2 (0.5mmol) and monomer 3 (0.075mmol) in a molar ratio of 0.85:1:0.15, add each into a reaction tube with a stirring bar, and blow nitrogen for 5 After 10 minutes, take 2 mL of chromatographically pure toluene and add it to the reaction flask, ultrasonically dissolve the monomer completely for 10 minutes, add 1 mL of potassium carbonate aqueous solution (2M) and 1 mL of tetrahydrofuran; pump and ventilate 4 times under ice bath to completely dissolve the oxygen in the system After removal, 6 mg of tetrakis(triphenylphosphine)palladium was added; and a rapid flow of nitrogen gas was passed into the reaction tube for 10 minutes. , close the reaction tube, stir and heat to 100°C, and react for 2 hours. After the reaction, the polymer is precipitated with methanol, filtered, and the resulting precipitate is successively...

Embodiment 3

[0055] The n-type conjugated polyelectrolyte methanol solution synthesized in Comparative Example 1 and Examples 1-2 was directly spin-coated to form a film, and the conductivity was measured by the quadruped probe method. [1,2-c:4,5-c']bis([1,2,5]thiadiazole) units of n-type conjugated polyelectrolytes have high conductivity characteristics.

[0056] Wash the quartz glass sheet with acetone, micron semiconductor special detergent, deionized water, and isopropanol as cleaning solvents in an ultrasonic cleaner. After washing, blow dry the surface with nitrogen, dry it with an infrared lamp, and then place it at a constant temperature. Set aside in the oven. Glass slides were bombarded with plasma in a plasma etcher for 10 minutes before use.

[0057] After completing the preparation of the glass sheet, put it on the rotary gel homogenizer, use the above-prepared n-type conjugated polyelectrolyte methanol solution to spin coat at a high speed with the gel homogenizer (KW-4A), a...

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Abstract

The invention belongs to the technical field of organic photoelectric materials, and discloses abenzobithiadiazole-containing n-type water / alcohol soluble conjugated polyelectrolyte as well as preparation and application thereof. The structure of the benzobithiadiazole-containing n-type water / alcohol soluble conjugated polyelectrolyte is shown as a formula I, A or B is a side chain with a water-alcohol soluble strong polar group, and at least one of A and B is a side chain with a water-alcohol soluble strong polar group, wherein x is more than 0 and less than or equal to 0.5 and is not 0, and n is a positive integer of 1-2000. The invention also discloses a preparation method of the conjugated polyelectrolyte. The conjugated polyelectrolyte disclosed by the invention has air-stable n-type conductivity, has extremely weak absorption in a visible light region, and does not influence light absorption of an active layer when being applied to an organic solar cell device; meanwhile, the conjugated polyelectrolyte disclosed by the invention has water / alcohol solubility and can be processed by a solution. The method is simple and easy to implement. The conjugated polyelectrolyte disclosed by the invention is used for preparing a photoelectric device and is used as an electron transport layer.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and the invention relates to an n-type water / Alcohol-soluble conjugated polyelectrolyte and its preparation method and application. The conjugated polyelectrolyte is used as an electron transport layer in an organic optoelectronic device. Background technique [0002] The semiconductor materials used in optoelectronic materials and devices not only have the electronic characteristics 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 requirements of industrialized large-scale production and large-scale promotion. business prospects. Since the American Deng Qingyun research group [Organicelectroluminescent diodes.Applied Physics Letters, 1987,51,913.] proposed organic small molecule thin film electroluminescent devices in 1987, organic display technology ha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/42H01L51/46
CPCC08G61/123C08G2261/122C08G2261/143C08G2261/1412C08G2261/18C08G2261/3142C08G2261/3246C08G2261/411C08G2261/514C08G2261/91H10K85/20H10K30/00Y02E10/549
Inventor 黄飞唐浩然刘子贤汤以勖张凯
Owner SOUTH CHINA UNIV OF TECH
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