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Benzothiazolyl copolymer as well as preparation method and application thereof

A thiazolyl-based copolymer technology, applied in the field of solar cell materials, can solve the problems of spectral response mismatch, low carrier mobility, low carrier electrode collection efficiency, etc., and achieve good solubility, novel structure, Excellent film-forming performance

Inactive Publication Date: 2014-05-21
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since 1992, N.S.Sariciftci et al. reported on SCIENCE that conjugated polymers and C 60 After the phenomenon of light-induced electron transfer between polymer solar cells, people have invested a lot of research in polymer solar cells and achieved rapid development, but the conversion efficiency is still much lower than that of inorganic solar cells.
The main constraints that limit the improvement of performance are: the spectral response of organic semiconductor materials does not match the spectrum of solar radiation, the relatively low carrier mobility of organic semiconductors, and the low electrode collection efficiency of carriers, etc.

Method used

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  • Benzothiazolyl copolymer as well as preparation method and application thereof
  • Benzothiazolyl copolymer as well as preparation method and application thereof
  • Benzothiazolyl copolymer as well as preparation method and application thereof

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preparation example Construction

[0033] see figure 1 , the preparation method of the thiazole-based copolymer of one embodiment, comprises the following steps:

[0034] Step S10, providing raw material A and raw material B respectively, the structural formulas of raw materials A and B are as follows: Among them, R 1 , R 2 are selected from C 1 ~C 20 alkyl.

[0035] Both raw material A and raw material B are products produced by Bailingwei Technology Co., Ltd.

[0036] Step S20, under the atmosphere of protective gas, mix raw material A and raw material B, catalyst and organic solvent with a molar ratio of 1:1~1.2 uniformly, react at 70°C~130°C for 6h~60h, separate and purify, That is, the thiazole-based copolymer with the following structural formula is obtained:

[0037]

[0038] Wherein, n is an integer of 10-100.

[0039] Wherein, the reaction temperature is preferably 90°C-120°C, and the reaction time is preferably 12h-48h.

[0040] The protective gas is argon, nitrogen or a mixture of nitrog...

Embodiment 1

[0063] Poly{2,6-diyl-4,8-bis(5-n-octylthiophene)benzodithiophene-co-2,5-bis(5-yl-3-n-octyl-2-thiophene ) Preparation of thiazolo[5,4-d]thiazole} (abbreviated as P1).

[0064] Above-mentioned thiazole-based copolymer P1 is prepared according to the following reaction formula:

[0065]

[0066] 181mg of 2,6-bistrimethyltin-4,8-bis(5-n-octylthiophene)benzodithiophene (0.2mmol), 138mg of 2,5-bis(5-bromo-3- Add n-octyl-2-thiophene)thiazolo[5,4-d]thiazole (0.2mmol) into a flask containing 10mL of toluene solvent, vacuumize and remove oxygen and fill with argon, then add 5.6mg of bistri Phenylphosphinepalladium dichloride (0.008mmol) was subjected to Stille coupling reaction at 100°C for 36h. After the reaction, the solution in the flask was cooled to room temperature, 50mL of methanol was added dropwise to the flask for sedimentation, filtered to obtain a precipitate, and the obtained precipitate was sequentially extracted with methanol and n-hexane for 24 hours by Soxhlet extr...

Embodiment 2

[0070] Poly{2,6-diyl-4,8-bis(5-methylthiophene)benzodithiophene-co-2,5-bis(5-yl-3-n-eicosyl-2-thiophene) Preparation of thiazolo[5,4-d]thiazole} (abbreviated as P2).

[0071] Above-mentioned thiazole-based copolymer P2 is prepared according to the following reaction formula:

[0072]

[0073] 212 mg of 2,6-bistrimethyltin-4,8-bis(5-methylthiophene)benzodithiophene (0.3 mmol), 307 mg of 2,5-bis(5-bromo-3-normal di Add dedecyl-2-thiophene)thiazolo[5,4-d]thiazole (0.3mmol) and 15mL tetrahydrofuran into a 50mL two-neck bottle, fully dissolve and then pass in a mixture of nitrogen and argon to exhaust the air for about 20min Finally, 4mg of tetrakistriphenylphosphine palladium (0.003mmol) was added into the two-necked flask, and the mixed gas of nitrogen and argon was fully ventilated for about 10min, and the Stille coupling reaction was carried out at 70°C for 60h. After the reaction, cool the solution in the two-necked flask to room temperature, add 40 mL of methanol to the ...

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Abstract

The invention provides a benzothiazolyl copolymer as well as a preparation method and application thereof. The structural formula of the benzothiazolyl copolymer is shown in the specification, wherein R1 and R2 are both selected from C1-C20 alkyl groups, and n is an integer from 10 to 100. According to the benzothiazolyl copolymer, the band gap of the benzothiazolyl copolymer is reduced by introducing dithiophene so as to expand the absorption spectrum; the benzodithiophene in the benzothiazolyl copolymer has a photophysical property of easy modification; the benzothiazolyl copolymer shows good photovoltaic property. By applying the benzothiazolyl copolymer to a solar cell, the energy conservation efficiency of an organic solar cell device can be improved.

Description

technical field [0001] The invention relates to the field of solar cell materials, in particular to a thiazole-based copolymer and its preparation method and application. Background technique [0002] The preparation of low-cost and high-efficiency solar cells using cheap materials has always been a research hotspot and difficulty in the field of photovoltaics. Due to the complex production process and high cost of silicon cells currently used on the ground, their application is limited. In order to reduce the cost of batteries and expand the application range, people have been looking for new solar cell materials for a long time. Organic semiconductor materials have attracted much attention due to the advantages of readily available raw materials, low cost, simple preparation process, good environmental stability, and good photovoltaic effect. Since 1992, N.S.Sariciftci et al. reported on SCIENCE that conjugated polymers and C 60 After the phenomenon of light-induced ele...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549Y02P70/50
Inventor 周明杰王平张振华黄辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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