Copolymer containing fluorine and thiophene pyrroledione unit as well as preparation method and application thereof

A technology of thienopyrrole diketone and copolymer, which is applied in the direction of chemical instruments and methods, electrical components, and the structure of active regions, and can solve the problems of low photoelectric conversion efficiency

Active Publication Date: 2012-03-21
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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  • Copolymer containing fluorine and thiophene pyrroledione unit as well as preparation method and application thereof
  • Copolymer containing fluorine and thiophene pyrroledione unit as well as preparation method and application thereof
  • Copolymer containing fluorine and thiophene pyrroledione unit as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0033] see figure 1 , the preparation method of the above-mentioned copolymer containing fluorene and thiophene pyrrole diketone unit comprises the steps:

[0034] S10: provide compounds A, B, C, D, E represented by the following structural formula,

[0035] Where: R 1 , R 2 , R 3 are identically or differently denoted as C 1 -C 20 the alkyl group; R 4 , R 5 , R 6 , R 7 denoted H or C for the same or different 1 -C 20 the alkyl group;

[0036] S20: In a catalyst and an organic solvent, compounds B, C, and D are subjected to the coupling reaction shown in the following formula to obtain a coupled product,

[0037]

[0038] S30: In an organic solvent, the coupling product and the brominating agent are subjected to a bromination substitution reaction to obtain a dibrominated product;

[0039] S40: In catalyst, alkali solution and organic solvent, carry out Suzuki reaction with compound A, compound E and dibromo product, obtain the copolymer containing fluorene...

Embodiment 1

[0068] In the copolymer (I1) containing fluorene and thiophene pyrrole diketone units of this embodiment, R 1 , R 2 , R 3 Both are methyl, R 4 , R 5 , R 6 , R 7 All are H, x=1 / 4, y=3 / 4, n=20, and its structural formula is as follows:

[0069]

[0070] 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 raw material needs to be provided, which not only simplifies the source of raw materials, but also improves the reaction yield.

[0071] The copolymer of the present embodiment (I 1 ) preparation comprises the following specific steps:

[0072] 1. The preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxabororyl)-9,9-dimethylfluorene, i.e. compound A A specific example, its structural formula is as follows:

[0073]

[0074] The specific preparation process is as follows: Add 20.00mL (1.00M) n-butyllithium solution to a solution containing 3....

Embodiment 2

[0093] The copolymer (I 2 ), R 1 , R 2 , R 3 Both are C 8 h 17 ,R 4 , R 5 , R 6 , R 7 All are H, x=1 / 2, y=1 / 2, n=44, and its structural formula is as follows:

[0094]

[0095] 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 raw material needs to be provided, which not only simplifies the source of raw materials, but also improves the reaction yield. Moreover, R 1 , R 2 , R 3 and R 8 , R 9 Both are C 8 h 17 , which can improve the copolymer (I 2 ) molecular weight, which is conducive to processing and forming a film, for example, it is convenient for the copolymer to form a film by spin coating technology.

[0096] The copolymer of the present embodiment (I 2 ) preparation comprises the following specific steps:

[0097] One, the preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluor...

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Abstract

The invention relates to the technical field of organic materials and provides a copolymer containing a fluorine and thiophene pyrroledione unit. The copolymer is shown as the structural formula (1); in the formula, R1, R2 and R3 are selected from alkyls of C1 to C20; R4, R5, R6 and R7 are selected from H or alkyls of C1 to C20; x plus y is equal to 1, x is not equal to 0, and y is not equal to 0; and n is an integer of 1 to 100. The invention also provides a preparation method and application of the copolymer containing the fluorine and thiophene pyrroledione unit. The copolymer organically combines a fluorine unit, a 3,4-ethylenedioxythiophene unit, a thiophene unit and a thiophene pyrroledione unit together to form a strong donor-acceptor structure, is beneficial to improving the stability of a copolymer material, reducing the band gap of the material, expanding the sunlight absorbing range and improving the photoelectric conversion efficiency.

Description

technical field [0001] The invention belongs to the technical field of organic materials, and specifically relates to a copolymer containing fluorene and diketone thiophene pyrrole units, a preparation method and application thereof. 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 them, i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C09K11/06H01L51/46H01L51/30H01L51/54H01S5/36
CPCY02E10/549
Inventor 周明杰黄杰刘辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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