A kind of conjugated polymer containing sulfone group and its preparation method and application

A polymer, sulfone-based technology, applied in novel conjugated polymers and preparation methods thereof, and in the field of organic optoelectronics, can solve problems such as inefficiency

Active Publication Date: 2016-09-21
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The work of predecessors all reflects the importance of exploring ways to effectively increase the open circuit voltage of photovoltaic devices

Method used

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  • A kind of conjugated polymer containing sulfone group and its preparation method and application
  • A kind of conjugated polymer containing sulfone group and its preparation method and application
  • A kind of conjugated polymer containing sulfone group and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0108] Poly{[4,8-bis((2-ethyl-hexyl)sulfonylthienyl)-benzo[1,2-b:4,5-b']dithiophene]-co[(2,5) -Dithiophene bi[thienyl[3,4-b]thiophene-2 ​​base-]-2-carboxylic acid-2-octyldodecyl-1-ester]} (polymer P1) synthetic method 1

[0109] The chemical reaction flow diagram of polymer P1 is as follows Figure 19 Shown, concrete reaction steps and reaction conditions are as follows:

[0110] Take the polymer PBDTTSDTTT-E (such as Figure 19 Shown) 0.2mmol, it was dissolved in 20ml of chloroform solvent and placed in an ice-water bath and stirred for 30 minutes, then added 10% acetic acid. With rapid stirring, 1 ml of 30% aqueous hydrogen peroxide was added dropwise. After maintaining the temperature and stirring rapidly for 2 hrs, return to room temperature and add 1 ml of 30% hydrogen peroxide solution dropwise and stir for 12 hrs to stop the reaction. The reacted polymer solution was sequentially washed with sodium thiosulfate aqueous solution and deionized water. The extracted pol...

Embodiment 2

[0112] Poly{[4,8-bis((2-ethyl-hexyl)sulfonylthienyl)-benzo[1,2-b:4,5-b']dithiophene]-co[(2,5) -Dithiophene bi[thienyl[3,4-b]thiophene-2 ​​base-]-2-carboxylic acid-2-octyl dodecyl ester]} (polymer P1) synthetic method 2

[0113] The chemical reaction flow diagram of polymer P1 is as follows Figure 20 Shown, concrete reaction steps and reaction conditions are as follows:

[0114] Take the polymer PBDTTSDTTT-E (such as Figure 20 Shown) 0.2mmol, it was dissolved in 30ml chloroform solvent and placed in an ice-water bath and stirred for 30 minutes. Under rapid stirring, 15 ml of 1.2 mmol m-chlorobenzoic acid in chloroform were added dropwise. Keep the temperature and stir rapidly for 12hr to stop the reaction. The reacted polymer solution was sequentially washed with sodium thiosulfate aqueous solution and deionized water. The extracted polymer solution was slowly immersed in methanol (50 mL), and the precipitated solid polymer was sequentially eluted with methanol and n-hex...

Embodiment 3

[0116] Embodiment 3 (elemental analysis test of polymer of the present invention)

[0117] Table 1 Theoretical and measured element content data of polymer PBDTTSDTTT-E and polymer P1

[0118] polymer

Carbon content (%)

Hydrogen content (%)

PBDTTSDTTT-E (Theory)

65.35

6.84

Polymer P1 (Theoretical)

62.21

6.51

Polymer P1(H 2 o 2 )

62.51

6.56

Polymer P1 (MCPBA)

59.92

6.21

[0119] The errors between the measured carbon and hydrogen contents of polymer P1 in Example 1 and the theoretical values ​​are 0.48% and 0.77%, respectively. The results are within the error range, and the results of this reaction are credible.

[0120] The error between the measured carbon and hydrogen content of polymer P1 in Example 2 and the theoretical value is 3.68% and 4.61%, respectively. The result shows that there is some peroxidation, but it is also within the acceptable range, and the result of this reaction is ...

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Abstract

The invention provides a novel sulfuryl-containing conjugated polymer as well as a preparation method and application of the sulfuryl-containing conjugated polymer in the photovoltaic field. The polymer shown in a formula I is obtained by using a polymerization post-oxidization method, wherein R1 is straight-chain or a branch-chain alkyl with the carbon atom numbers of 4-20; G (a group bonded on a benzo-dithiophene unit) is sub-benzene ring, sub-naphthalene ring or at least one monocyclic aromatic heterocycte selecting from oxygen, sulphur or selenium heteroatom; Ar is substituted or unsubstituted conjugated unit; n represents the number of repeated units of the polymer and is a natural number between 5 and 1,000. The polymer, into which sulfuryl is introduced, can be applied to organic photoelectricity field such as polymer solar cells, polymer field effect transistors and the like. The formula I is as shown in the specification.

Description

technical field [0001] The invention relates to a novel conjugated polymer containing sulfone group, its preparation method and its application in the field of organic photoelectricity. Background technique [0002] With the continuous development of the economy, energy and environmental issues are becoming more and more acute. How to alleviate and improve the status quo has received widespread attention from all walks of life. As a new type of green energy, solar energy has the obvious advantages of high reserves, inexhaustible supply, and inexhaustible use. Therefore, the utilization of solar energy has become a research hotspot. Polymer solar cells are favored by researchers for their light weight, large-area devices that can be obtained by spin coating and printing, and flexibility. Compared with inorganic solar cells, polymer solar cells, a new type of all-solid-state thin-film battery, have very strong complementarity. Its significant advantages indicate a broad mar...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549
Inventor 侯剑辉李荪荪张少青
Owner INST OF CHEM CHINESE ACAD OF SCI
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