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Alkylene fluorene and thieno[3, 4-b]pyrazine containing polymer, preparation method thereof and organic solar cell

A technology containing alkylene fluorene and polymer, applied in the field of optoelectronic materials, can solve problems such as low conversion efficiency

Active Publication Date: 2014-08-27
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

[0003] At present, the research on organic polymer solar cells mainly focuses on the blend system of donor and acceptor, using polybenzodithiophene (PTB7) and fullerene derivative PC 71 The energy conversion efficiency of the BM blend system has reached 9.2%, but it is still much lower than the conversion efficiency of inorganic solar cells

Method used

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  • Alkylene fluorene and thieno[3, 4-b]pyrazine containing polymer, preparation method thereof and organic solar cell
  • Alkylene fluorene and thieno[3, 4-b]pyrazine containing polymer, preparation method thereof and organic solar cell
  • Alkylene fluorene and thieno[3, 4-b]pyrazine containing polymer, preparation method thereof and organic solar cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] A polymer containing alkylene fluorene and thieno[3,4-b]pyrazine, denoted as polymer P1 (n=10), the structural formula is as follows:

[0071]

[0072] The preparation steps of P1 are as follows:

[0073] (1) Preparation of 2,7-dibromo-9-bis(thiomethyl)methylenefluorene (compound D1):

[0074]

[0075] At room temperature under the protection of nitrogen, add 1L of anhydrous dimethyl sulfoxide (DMSO) dissolved in 2,7-dibromofluorene (48.6g, 0.15mol) into the reaction flask, and add it under the condition of uniform stirring (33.6g, 0.30mol) Potassium tert-butoxide, then inject (9mL, 0.15mol) carbon disulfide with a syringe and stir for 10 minutes, then slowly add 0.15mol, 9.3mL methyl iodide with a dropping funnel for 5 minutes and then continue The reaction was stirred for 4 hours. After the reaction, the resultant was poured into an ice-water mixture, and then 2 mL of concentrated ammonia water was added to remove unreacted methyl iodide. Then filter, wash th...

Embodiment 2

[0088] A polymer containing alkylene fluorene and thieno[3,4-b]pyrazine, denoted as polymer P2 (n=100), the structural formula is as follows:

[0089]

[0090] The preparation steps of P2 are as follows:

[0091] (1) Preparation of 2,7-dibromo-9-bis(thiomethyl)methylenefluorene:

[0092] The specific operation is basically the same as in Example 1, except that the molar weight of 2,7-dibromofluorene is 0.3mol, 97.2g, and the molar weight of potassium tert-butoxide is 0.72mol, 80.6g; the molar weight of carbon disulfide 0.36mol, 21.7mL, and stirred and reacted for 20 minutes; and the molar amount of 0.36mol, 22.4mL of methyl iodide was added dropwise with a dropping funnel for 10 minutes, and then stirred and reacted for 6 hours.

[0093] (2) Preparation of 2,7-dibromo-9-bis(2-ethylhexyl)methylenefluorene (compound C2):

[0094]

[0095] Under the condition of -5°C and nitrogen protection, take 0.02mol prepared in step 1 reaction, 8.56g 2,7-dibromo-9-bis(thiomethyl)meth...

Embodiment 3

[0105] A polymer containing alkylene fluorene and thieno[3,4-b]pyrazine, denoted as polymer P3 (n=71), the structural formula is as follows:

[0106]

[0107] (1) Preparation of 2,7-dibromo-9-bis(thiomethyl)methylenefluorene:

[0108] The specific operation is basically the same as in Example 1, except that the molar weight of 2,7-dibromofluorene is 0.02mol (6.48g), the molar weight of potassium tert-butoxide is 0.044mol (4.928g); The molar weight is 0.022 mol (1.3 mL), and the reaction is stirred for 15 minutes; and the molar weight of 0.022 mol (1.4 mL) of methyl iodide is added dropwise for 8 minutes with a dropping funnel, and the reaction is stirred for 5 hours.

[0109] (2) Preparation of 2,7-dibromo-9-dibutylmethylenefluorene (compound C3):

[0110]

[0111] Under the condition of -8°C and nitrogen protection, take the 2,7-dibromo-9-bis(thiomethyl)methylene fluorene (0.02mol, 8.56g) prepared in step 1 reaction and dissolve it in 150mL of anhydrous THF solvent an...

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Abstract

The invention provides an alkylene fluorene and thieno[3, 4-b]pyrazine containing polymer, a preparation method thereof and an organic solar cell. The alkylene fluorene and thieno[3, 4-b]pyrazine containing polymer is a polymer P with a general formula as the following, wherein R1 is straight chain or branched chain alkyl of C4-C40; R2 is H atom, F atom or straight chain or branched chain alkyl of C4-C40; and n is an integer of 10-100. The polymer can increase the transmission performance of a charge carrier, is conducive to effective transfer of the charge carrier, and increases the spectral absorption range. Also, the preparation method is simple and mature, and can effectively improve the light conversion efficiency of a solar cell when used for preparation of the organic solar cells. (formula of polymer P).

Description

technical field [0001] The invention relates to the field of optoelectronic materials, in particular to a polymer containing alkylene fluorene and thieno[3,4-b]pyrazine, a preparation method thereof, and an organic solar cell. Background technique [0002] High-efficiency solar cells are usually made of inorganic semiconductors, but the main silicon solar cells currently on the market are complicated in the production process, serious in pollution, high in energy consumption, and high in cost, which inhibits the development of its commercial application. Therefore, 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. On the one hand, organic semiconductor materials have good environmental stability, low synthesis cost, easy modulation of functions, good flexibility and film-forming properties of organic materials; It has attracted much attention due to its low cost ...

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 周明杰管榕黄佳乐黎乃元李满园
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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