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Copolymer containing alkylene fluorene and dithiophene-pyrrole, and preparation method and applications thereof

A phenopyrrole copolymer and alkylene fluorene-containing technology, which is applied in semiconductor/solid-state device manufacturing, organic chemistry, electric solid-state devices, etc., can solve device solar radiation spectrum mismatch, low energy conversion efficiency, and low current carrying capacity To improve photoelectric conversion efficiency, increase transmission speed and efficiency, and increase order and regularity

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

[0003] However, at present, the energy conversion efficiency of polymer solar cells is still lower than that of silicon solar cells. The main constraints that limit the performance improvement are: the relatively low carrier mobility of polymer solar cells, and the spectral response of the device is different from the solar radiation spectrum. match etc.

Method used

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  • Copolymer containing alkylene fluorene and dithiophene-pyrrole, and preparation method and applications thereof
  • Copolymer containing alkylene fluorene and dithiophene-pyrrole, and preparation method and applications thereof
  • Copolymer containing alkylene fluorene and dithiophene-pyrrole, and preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] A copolymer containing alkylene fluorene and dithienopyrrole, that is, poly[(9-di(dodecyl)methylenefluoren-2,7-yl-)-(4-octyl-dithieno Pyrrol-2,6-yl-)] (n=10), denoted as copolymer P1, the structural formula is as follows:

[0044]

[0045] The preparation steps of P1 are as follows:

[0046] 1. Preparation of compound 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)-9-bis(dodecyl)methylene fluorene, Recorded as A1 (structural formula is as follows).

[0047]

[0048] (1) Preparation of compound 2,7-dibromo-9-bis(thiomethyl)methylenefluorene, the reaction formula is:

[0049]

[0050] At room temperature under the protection of nitrogen, add 1L of anhydrous dimethyl sulfoxide (DMSO) dissolved in 0.15mol 2,7-dibromofluorene into the reaction flask, and add 0.30mol tert-butanol under the condition of uniform stirring Potassium, then inject 0.15mol carbon disulfide with a syringe and stir to react for 10 minutes, then slowly add 0.15mol methyl iodide dropwise wi...

Embodiment 2

[0063] A copolymer containing alkylene fluorene and dithienopyrrole, that is, poly[(9-bis(2-ethylhexyl)methylenefluoren-2,7-yl-)-(4-(1-(2 -Ethylhexyl)-3-ethyl-heptyl)-dithienopyrrole-2,6-yl-)] (n=100), denoted as copolymer P2, the structural formula is as follows:

[0064]

[0065] The preparation steps of P2 are as follows:

[0066] 1. Preparation of compound 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)-9-bis(2-ethylhexyl)methylenefluorene , denoted as A2 (structural formula is as follows).

[0067]

[0068] (1) Preparation of compound 2,7-dibromo-9-bis(thiomethyl)methylenefluorene, the reaction formula is:

[0069]

[0070] At room temperature under the protection of nitrogen, add 1L anhydrous DMSO dissolved with 0.3mol 2,7-dibromofluorene into the reaction flask, add 0.72mol potassium tert-butoxide under the condition of uniform stirring, and then inject 0.36 mol of carbon disulfide was stirred and reacted for 20 minutes, and then 0.36mol of methyl iodide wa...

Embodiment 3

[0083] A copolymer containing alkylene fluorene and dithienopyrrole, poly[(9-di(butyl)methylenefluoren-2,7-yl-)-(4-tetradecyl-dithienothio Sorrel-2,6-yl-)] (n=73), denoted as copolymer P3, the structural formula is as follows:

[0084]

[0085] The preparation steps of P3 are as follows:

[0086] 1. Preparation of compound 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)-9-dibutylmethylene fluorene, denoted as A3 ( The structural formula is as follows).

[0087]

[0088] (1) Preparation of compound 2,7-dibromo-9-bis(thiomethyl)methylenefluorene, the reaction formula is:

[0089]

[0090] At room temperature under the protection of nitrogen, add 1L anhydrous DMSO dissolved with 0.02mol 2,7-dibromofluorene into the reaction flask, add 0.044mol potassium tert-butoxide under the condition of uniform stirring, and then inject 0.022 mol of carbon disulfide was stirred and reacted for 15 minutes, and then 0.022mol of methyl iodide was slowly added dropwise with a dropping...

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Abstract

The invention provides a copolymer containing alkylene fluorene and dithiophene-pyrrole, and a preparation method and applications thereof. The copolymer containing alkylene fluorene and dithiophene-pyrrole is a compound P represented by a structure formula shown in the description, wherein R1 and R2 are used for representing linear alkyl or branched alkyl with 4 to 40 carbon atoms independently, and n is an integer selected from 10 to 100. The copolymer containing alkylene fluorene and dithiophene-pyrrole possesses excellent photoelectric properties and heat stability, can be dissolved in organic solvents, and can be used as an electron donor layer to match an electron acceptor layer, and to prepare organic photovoltaic cells, so that inner-ordering, inter-ordering, inner-regularity and inter-regularity of photovoltaic material molecular chains are improved, carrier mobility and photoelectric conversion efficiency of the organic photovoltaic cells are increased, and application prospect of the copolymer containing alkylene fluorene and dithiophene-pyrrole in the field of polymer solar cell photoelectric material is promising.

Description

technical field [0001] The invention relates to the technical field of photoelectric materials, in particular to a copolymer containing alkylene fluorene and dithienopyrrole, a preparation method and application thereof. Background technique [0002] The preparation of low-cost and high-efficiency solar cells has always been a research hotspot and difficulty in the field of photovoltaics. Due to the complex production process and high cost of commercialized silicon solar cells, the application is limited. In order to reduce the cost and expand the scope of application, people have been looking for new solar cell materials for a long time. Polymer solar cells have excellent market prospects due to the advantages of low raw material prices, light weight, flexibility, simple production process, and large-area preparation by coating and printing. Since 1992, N.S. Sariciftci et al. reported on SCIENCE (N.S Sariciftci, L. Smilowitz, A.J. Heeger, et al. Science, 1992, 258, 1474) ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C07D519/00H01L51/46
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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