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Organic semiconducting polymer and solar battery comprising same

An organic semiconductor and polymer technology, which can be used in semiconductor devices, semiconductor/solid-state device manufacturing, circuits, etc., and can solve problems such as the need to improve the conversion efficiency of organic solar cells.

Inactive Publication Date: 2012-10-10
SOUTH CHINA UNIV OF TECH +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the conversion efficiency of organic solar cells still needs to be improved

Method used

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  • Organic semiconducting polymer and solar battery comprising same
  • Organic semiconducting polymer and solar battery comprising same
  • Organic semiconducting polymer and solar battery comprising same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0138] Example 1: 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolin-2-yl)-9-(heptadecane-9-ylidene )-9H-fluorene preparation

[0139] Provided herein is 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-(heptadecan-9-ylidene) -9H-fluorene (6) preparation method, its reaction process is shown in the chemical reaction formula (3).

[0140]

[0141] Chemical Reaction Formula (3)

[0142] (1) Preparation of 2,7-dibromo-9-[bis(methylsulfinyl)methylene]fluorene (2)

[0143] Put 6.48g (20mmol) of 2,7-dibromofluorene (1) into a 250mL three-necked flask, add 100mL of dimethyl sulfoxide, stir to dissolve and heat to 60°C. Then 6.4 g of sodium hydroxide (50% aqueous solution) was added, and the reaction was continued for 2 hours. It was then cooled to 0°C, and 2.2 mL of carbon disulfide was added. After reacting for 2 hours, 4 mL of methyl iodide was added and reacted overnight. Then the reaction solution was poured into ice water, 50 mL of ammonia water was added, suction fil...

Embodiment 2

[0150] Example 2: Poly{9-(heptadecan-9-ylidene)-9H-fluorene-alternating-5,5-[5,8-dithiophen-2-yl-2,3-bis(5-octyl Preparation of thiophen-2-yl)quinoxaline]} (abbreviated as PAF8TT8Qx)

[0151] Provided herein is poly{9-(heptadecan-9-ylidene)-9H-fluorene-alternate-5,5-[5,8-dithiophen-2-yl-2,3-di(5-octyl The preparation method of thiophen-2-yl)quinoxaline]}(PAF8TT8Qx), the reaction process is shown in the chemical reaction formula (4).

[0152]

[0153] Chemical Reaction Formula (4)

[0154] 5,8-bis(5-bromothiophen-2-yl)-2,3-bis(5-octylthiophen-2-yl)quinoxaline (7) according to literature [Jie Zhang, Wanzhu Cai, Fei Huang, et al. Macromolecules, 2011, 44(4), pp 894-901] Preparation.

[0155] 164 mg (0.25 mmol) of the product (6) of Example 1, 210 mg (0.25 mmol) of 5,8-bis(5-bromothiophene-2-yl)-2,3-bis(5-octylthiophene-2- Base) quinoxaline (7), 9mg tris (dibenzylidene acetone) dipalladium (Pd 2 (dba)- 3 ) and 18 mg of tris(o-methyl)phenylphosphine (P(o-tol) 3 ) was plac...

Embodiment 3

[0158] Example 3: Poly{9-(heptadecan-9-ylidene)-9H-fluorene-alternating-5,5-[5,8-dithiophen-2-yl-2,3-bis(4-octyl Preparation of phenyl) quinoxaline]} (abbreviated as PAF8TP8Qx)

[0159] Provided herein is poly{9-(heptadecan-9-ylidene)-9H-fluorene-alternate-5,5-[5,8-dithiophen-2-yl-2,3-di(4-octyl The preparation method of phenyl) quinoxaline]} (PAF8TP8Qx), its reaction process is shown in chemical reaction formula (5).

[0160]

[0161] Chemical Reaction Formula (5)

[0162] 5,8-bis(5-bromothiophen-2-yl)-2,3-bis(4-octylphenyl)quinoxaline (8) according to literature [Wendimagegn Mammo, Shimelis Admassie, et al.Sol.Energy Mater.Sol.Cells.2007, 91(11), pp1010-1018] Preparation.

[0163] 164 mg (0.25 mmol) of the product (6) of Example 1, 207 mg (0.25 mmol) of 5,8-bis(5-bromothiophen-2-yl)-2,3-bis(4-octylbenzene-1- Base) quinoxaline (8), 9 mg of tris(dibenzylideneacetone) dipalladium and 18 mg of tris(o-methyl)phenylphosphine were placed in a 50 mL two-necked flask. Under t...

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Abstract

The invention provides an organic semiconducting polymer and a solar battery comprising the same. The organic semiconducting polymer has a structure as shown in a chemical formula (1).

Description

technical field [0001] The present invention relates to an organic semiconducting polymer, in particular to an organic semiconducting polymer used as a donor for solar cells. Background technique [0002] Organic optoelectronic materials and their devices have broad prospects for commercial application due to their high brightness, light weight, low operating voltage, thin device thickness, and wet process methods such as spin coating or inkjet printing. . [0003] Since Deng Qingyun's research group [Tang C.W.; Van Slyke S.A.et.al; Appl.Phys.Lett.1987, 51, 913.] of Kodak Company of the United States proposed an organic small molecule thin film electroluminescent device, and the research of R.H.Friend of Cambridge University in the United Kingdom Since the group [Burroughes J.H.; Bradley D.D.C.; Friend R.H; Holmes A.B.et al; Nature 1990, 347, 539.] proposed an organic polymer thin film electroluminescence device, organic flat panel display technology has made great progress...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549
Inventor 陈军武黄飞张杰朱永祥莫尧安孙杰
Owner SOUTH CHINA UNIV OF TECH
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