Thiophthene-based copolymer as well as preparation method and application thereof

A copolymer and thiophene-based 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 novel structure, good solubility, and synthetic The effect of excellent film 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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  • Thiophthene-based copolymer as well as preparation method and application thereof
  • Thiophthene-based copolymer as well as preparation method and application thereof
  • Thiophthene-based copolymer as well as preparation method and application thereof

Examples

Experimental program
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preparation example Construction

[0034] see figure 1 , the preparation method of the thienyl copolymer of one embodiment, comprises the following steps:

[0035] Step S10, respectively provide raw material A and raw material B as shown below:

[0036] Among them, R 1 , R 2 are selected from C 1 ~C 20 alkyl.

[0037] Both raw material A and raw material B are products produced by Bailingwei Technology Co., Ltd.

[0038] 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, a thiophene-based copolymer with the following structural formula is obtained:

[0039]

[0040] Wherein, n is an integer of 10-100.

[0041] Wherein, the reaction temperature is preferably 90°C-120°C, and the reaction time is preferably 12h-48h.

[0042] The protective gas is argon, nitrogen or a mixture of nitrogen and argon.

[0043] The organic solvent may be...

Embodiment 1

[0065] Poly{2,6-diyl-4,8-bis(5-n-octylthiophene)benzodithiophene-co-2,5-diyl-2'-n-octyl formate-3'- Preparation of fluorothiophene[3,4-b]thiophene} (abbreviated as P1).

[0066] The above-mentioned thiophene-based copolymer P1 is prepared according to the following reaction formula:

[0067]

[0068] 181 mg of 2,6-ditrimethyltin-4,8-bis(5-n-octylthiophene)benzodithiophene (0.2 mmol), 94 mg of 2,5-dibromo-2'-formic acid Octyl ester-3'-fluorothiophene[3,4-b]thiophene (0.2mmol) was added to a flask containing 10mL of toluene solvent, vacuumed to remove oxygen and filled with argon, and then added 5.6mg of bistrione Phenylphosphinepalladium dichloride (0.008mmol), carry out 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 f...

Embodiment 2

[0072] Poly{2,6-diyl-4,8-bis(5-n-octylthiophene)benzodithiophene-co-2,5-diyl-2'-n-eicosyl carboxylate-3' - Preparation of fluorothiophene[3,4-b]thiophene} (abbreviated as P2).

[0073] The above-mentioned thiophene-based copolymer P2 is prepared according to the following reaction formula:

[0074]

[0075] 212 mg of 2,6-ditrimethyltin-4,8-bis(5-methylthiophene)benzodithiophene (0.3 mmol), 192 mg of 2,5-dibromo-2'-formic acid n-octane Add -3'-fluorothiophene[3,4-b]thiophene (0.3mmol) and 15mL tetrahydrofuran into a 50mL two-necked bottle, fully dissolve, and pass in a mixture of nitrogen and argon to exhaust the air for about 20min. , and then 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 then 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...

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Abstract

The invention provides a thiophthene-based copolymer as well as a preparation method and an application thereof. The thiophthene-based copolymer has the following structural formula (img file= 'DDA00002391374000011.TIF' wi= '608' he= '573' / ), wherein R1 and R2 are selected from C1-C20 alkyls, and n is an integer of 10-100. By adopting the thiophthene-based copolymer, the absorption spectrum can be expanded by leading in di-thiophene to reduce a band gap of the thiophthene-based copolymer, benzo-di-thiophene in the thiophthene-based copolymer has easy-to-modify photophysical property, the thiophthene-based copolymer displays good photovoltaic property, and the energy conversion efficiency of an organic solar cell apparatus can be improved when the thiophthene-based copolymer is applied to a solar cell.

Description

technical field [0001] The invention relates to the field of solar cell materials, in particular to a thiophene-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 el...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549
Inventor 周明杰王平张振华钟铁涛
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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