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Fluorene-based copolymer containing thiophene and thiophene pyrroledione units, its preparation method and application

A technology of diketothiophene pyrrole and copolymer, which can be used in electrical components, structure of active regions, semiconductor/solid-state device manufacturing, etc., and can solve problems such as low photoelectric conversion efficiency

Inactive Publication Date: 2013-04-24
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, so far, the photoelectric conversion efficiency of organic solar cells is still much lower than that of inorganic solar cells

Method used

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  • Fluorene-based copolymer containing thiophene and thiophene pyrroledione units, its preparation method and application
  • Fluorene-based copolymer containing thiophene and thiophene pyrroledione units, its preparation method and application
  • Fluorene-based copolymer containing thiophene and thiophene pyrroledione units, its preparation method and application

Examples

Experimental program
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Effect test

preparation example Construction

[0034] see figure 1 , the preparation method of the above-mentioned fluorenyl copolymer containing thiophene and thiophene pyrrole diketone unit comprises the following steps:

[0035] S10: provide compounds A, B, C, D, E represented by the following structural formula,

[0036]

[0037] Where: R 1 , R 2 , R 3 from C 1 -C 20 the alkyl group; R 4 , R 5 , R 6 , R 7 , R 8 , R 9 Choose from H or C 1 -C 20 The alkyl group; m is an integer of 1-5;

[0038] S20: In a catalyst and an organic solvent, compound B, C, and D are subjected to the coupling reaction shown in the following formula to obtain a coupling product;

[0039]

[0040] S30: In an organic solvent, the coupling product and the brominating agent are subjected to a bromination substitution reaction to obtain a dibrominated product;

[0041] S40: In catalyst, alkaline solution and organic solvent, carry out Suzuki reaction with compound A, compound E and dibromo product, obtain the fluorenyl copolym...

Embodiment 1

[0070] The fluorene-based copolymer (I 1 ), R 1 , R 2 , R 3 Both are methyl, R 4 , R 5 , R 6 , R 7 Both are H, R 8 , R 9 All are methyl, x=1 / 3, y=2 / 3, m=1, n=10, and its structural formula is as follows:

[0071]

[0072] The copolymer represented by the above structural formula (I 1 ), R 4 , R 5 , R 6 , R 7 Both are H, indicating that compounds C and D have the same structure, so only one kind of raw material needs to be provided, and the reaction yield is improved.

[0073] The copolymer of the present embodiment (I 1 ) preparation comprises the following specific steps:

[0074] 1. The preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dimethylsilfluorene, compound A A concrete example, its structural formula is as follows:

[0075]

[0076] The specific preparation process is as follows: Add 20.00mL (1.00mol / L) n-butyllithium solution to 3.52g of 2,7-dibromo-9,9-dimethylsilane at -100°C under nitrogen gas In the reactor of fluorene a...

Embodiment 2

[0095] The fluorene-based copolymer (I 2 ), R 1 , R 2 , R 3 Both are C 8 h 17 , R 4 , R 5 , R 6 , R 7 Both are H, R 8 , R 9 Both are C 8 h 17 , x=1 / 2, y=1 / 2, m=1, n=39, its structural formula is as follows:

[0096]

[0097] Similar to Example 1, the copolymer represented by the above structural formula (I 2 ), R 4 , R 5 , R 6 , R 7 Both are H, indicating that compounds C and D have the same structure, so only one kind of raw material needs to be provided, and the reaction yield is improved. Moreover, R 1 , R 2 , R 3 and R 8 , R 9 Both are C 8 h 17 , which is beneficial to improve the copolymer (I 2 ) molecular weight, which is conducive to processing and forming a film, such as facilitating the use of spin coating technology to form a film.

[0098] The copolymer of the present embodiment (I 2 ) preparation comprises the following specific steps:

[0099] One, the preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene...

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Abstract

Relating to the technical field of organic materials, the invention provides a fluorene-based copolymer containing thiophene and thiophene pyrroledione units, as shown in formula (I). Specifically, R1, R2 and R3 are alkyl groups selected from C1-C20; R4, R5, R6, R7, R8 and R9 are alkyl groups selected from H or C1-C20; x+y=1, and x and y are both unequal to zero; m is an integer from 1-5; n is aninteger from 1-100. The invention also provides a preparation method of the fluorene-based copolymer containing thiophene and thiophene pyrroledione units, as well as application of the copolymer. Inthe copolymer of the invention, the fluorene unit, the thiophene unit and the thiophene pyrroledione unit are combined together organically so as to form a strong donor-acceptor structure, thus benefiting for improving the stability of the copolymer material, reducing the band gap of the material, enlarging the absorption scope of sunlight, and improving the photoelectric conversion efficiency.

Description

technical field [0001] The invention belongs to the technical field of organic materials, and in particular relates to a fluorene-based copolymer containing thiophene and thienylpyrrole diketone units, its preparation method and application. Background technique [0002] Today's world economy is mainly based on fossil energy, such as coal, oil and natural gas. However, these non-renewable fossil energy sources are constantly being exhausted. Since the beginning of the 21st century, global energy issues and the ensuing environmental pollution and climate warming have become increasingly prominent and gradually intensified. Solar energy is considered to be one of the most promising renewable energy sources because of its widespread and vast distribution, large amount of resources, no pollution, cleanliness, safety, and easy access. [0003] In order to make full use of the energy irradiated by sunlight, people continue to develop new materials that can absorb sunlight. Among...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12H01L51/00H01S5/36H10K99/00
Inventor 周明杰黄杰刘辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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