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Conjugated polymer containing thienothiophene and di(benzothieno)benzodithiophene, and preparation method and application thereof

A technology of dibenzothiophene and benzodithiophene is applied in the field of conjugated polymer containing thienothiophene-dibenzothiophenebenzodithiophene and its preparation, and can solve the problems of narrow light absorption range and the like

Active Publication Date: 2014-07-23
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

[0004] However, conventional polymer materials have a narrow range of light absorption

Method used

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  • Conjugated polymer containing thienothiophene and di(benzothieno)benzodithiophene, and preparation method and application thereof
  • Conjugated polymer containing thienothiophene and di(benzothieno)benzodithiophene, and preparation method and application thereof
  • Conjugated polymer containing thienothiophene and di(benzothieno)benzodithiophene, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0061] Such as figure 1 As shown, the preparation method of the above-mentioned conjugated polymer containing thienothiophene-dibenzothiophene benzodithiophene comprises the following steps:

[0062] S10, compound A and compound B respectively provided.

[0063] Compound A and Compound B have the following structural formulas respectively:

[0064]

[0065] R 1 and R 2 The same as H, C 1 ~C 10 Alkyl or C 1 ~C 10 The alkoxyl group, R 3 for C 1 ~C 16 Alkyl or C 1 ~C 16 of alkoxy.

[0066] The preparation method of compound A comprises the steps:

[0067] S111, providing compound C and compound E having the following structural formula:

[0068]

[0069] R 1 and R 2 The same as H, C 1 ~C 10 Alkyl or C 1 ~C 10 of alkoxy.

[0070] S112. Under the condition of protective gas atmosphere and -78°C, add n-butyllithium into the organic solution of compound C, stir for 2h~3h, then add trimethyltin chloride to the above system, and react for 0.5h~1h Then return...

Embodiment 1

[0142] This example discloses a conjugated polymer P1 containing thienothiophene-dibenzothiophenebenzodithiophene with the following structural formula:

[0143]

[0144] Wherein, R is 2-hexyloctyl; n=60.

[0145] The preparation process of conjugated polymer P1 is as follows:

[0146] 1. The monomer compound 4,11-dibromo-7,8-diodecyldibenzo[b,b']thiophenebenzo[2,1-b:3,4-b']di Synthesis of thiophene (A):

[0147]

[0148] 1. Synthesis of compound 4,5-dicecyl-2,7-trimethyltinbenzo[2,1-b:3,4-b’]dithiophene (D)

[0149]

[0150] Under nitrogen protection, add 2.36g (5mmol) 4,5-dicecylbenzo[2,1-b:3,4-b']dithiophene (C) into 60mL anhydrous ether solution, cool To -78°C, slowly add 5mL (12mmol) of n-butyllithium in n-hexane solution (2.5M). Tin, return to room temperature after 0.5h of heat preservation reaction, continue to react for 24h, and obtain the product, that is, 4,5-dicecyl-2,7-trimethyltinbenzo[2,1-b:3,4-b' ] Dithiophene (D).

[0151] MS(EI)m / z:796(M + ). ...

Embodiment 2

[0188] This example discloses a conjugated polymer P2 containing thienothiophene-dibenzothiophenebenzodithiophene with the following structural formula:

[0189]

[0190] Wherein, n=50; R is 2-ethylhexyl.

[0191] The preparation process of conjugated polymer P2 is as follows:

[0192] 1. The monomer compound 4,11-dibromo-7,8-bis(2-ethylpentyl)dibenzo[b,b']thiophenebenzo[2,1-b:3, Synthesis of 4-b']dithiophene (A):

[0193]

[0194]1. Compound 4,5-bis(2-ethylpentyl)-2,7-bis(trimethyltin)benzo[2,1-b:3,4-b']dithiophene (D) synthesis

[0195]

[0196] Under nitrogen protection, add 1.93g (5mmol) 4,5-di(2-ethylpentyl)benzo[2,1-b:3,4-b']dithiophene (C) into 60mL anhydrous In tetrahydrofuran solution, cool to -78°C, slowly add 5mL of n-butyllithium (12.5mmol) in n-hexane solution (2.5M), after the addition is complete, stir and react at -78°C for 2.5h, then add 3.8mL of Tris Methyl tin chloride (12.5mmol), heat preservation reaction for 0.6h and return to room temperatu...

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Abstract

A disclosed conjugated polymer containing thienothiophene and di(benzothieno)benzodithiophene has the structural general formula shown in the specification. In the structural general formula, R1 and R2 are same and are H, C1-C10 alkyl or C1-C10 alkoxy, R3 is C1-C16 alkyl or C1-C16 alkoxy, and n is an integer of 5-60. According to the conjugated polymer containing thienothiophene and di(benzothieno)benzodithiophene, thienothiophene and di(benzothieno)benzodithiophene give play to synergistic effect, and help to further reduce the energy gap and expand the luminous absorption scope, and compared with conventional polymeric materials, the conjugated polymer containing thienothiophene and di(benzothieno)benzodithiophene has a relatively wide luminous absorption scope. The invention also discloses a preparation method of the conjugated polymer containing thienothiophene and di(benzothieno)benzodithiophene.

Description

technical field [0001] The invention relates to the field of optoelectronics, in particular to a conjugated polymer containing thienothiophene-dibenzothiophene-benzodithiophene, a preparation method and application thereof. Background technique [0002] Organic solar cells have attracted widespread attention as a potential renewable energy source due to their incomparable advantages over inorganic solar cells, such as low cost, simple manufacturing process, light weight, and large-area flexible preparation. The performance of organic solar cells has steadily improved over the past decade, with energy conversion efficiencies approaching 10%. Although the energy conversion efficiency of organic solar cells has been greatly improved, so far, the photoelectric conversion efficiency of organic solar cells is still much lower than that of inorganic solar cells. Therefore, in order to realize the commercialization of organic solar cells, the development of new organic semiconducto...

Claims

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Application Information

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IPC IPC(8): C08G61/12C07D519/00H01L51/46H01L51/54H01L51/30
CPCY02E10/549
Inventor 周明杰管榕李满园黄佳乐黎乃元
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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