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Conjugated polymer containing thienothiophene-dibenzothiophene-benzodithiophene and its preparation method and application

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: 2016-04-13
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-dibenzothiophene-benzodithiophene and its preparation method and application
  • Conjugated polymer containing thienothiophene-dibenzothiophene-benzodithiophene and its preparation method and application
  • Conjugated polymer containing thienothiophene-dibenzothiophene-benzodithiophene and its preparation method and application

Examples

Experimental program
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preparation example Construction

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

[0062] S10. Compound A and Compound B provided separately.

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

[0064]

[0065] R 1 And R 2 The same is H, C 1 ~C 10 Alkyl or C 1 ~C 10 The alkoxy group, R 3 Is C 1 ~C 16 Alkyl or C 1 ~C 16 的alkoxy。

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

[0067] S111. Provide compound C and compound E with the following structural formulas:

[0068]

[0069] R 1 And R 2 The same is H, C 1 ~C 10 Alkyl or C 1 ~C 10 的alkoxy。

[0070] S112. Add n-butyllithium to the organic solution of compound C under the conditions of protective gas atmosphere and -78℃, stir and react for 2h~3h, then add trimethyltin chloride to the above system, and react for 0.5h~1h Then return to room temperature and continue to react for 2...

Embodiment 1

[0142] This embodiment discloses a thienothiophene-dibenzothiophene benzodithiophene-containing conjugated polymer P1 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-didecyldibenzo[b,b']thiophenebenzo[2,1-b:3,4-b'] with the following structural formula Synthesis of thiophene (A):

[0147]

[0148] 1. Synthesis of the compound 4,5-didecyl-2,7-trimethyltin benzo[2,1-b:3,4-b’]dithiophene (D)

[0149]

[0150] Under the protection of nitrogen, add 2.36g (5mmol) of 4,5-didecylbenzo[2,1-b:3,4-b']dithiophene (C) to 60mL of anhydrous ether solution and cool To -78°C, slowly add 5mL (12mmol) of n-butyllithium in n-hexane solution (2.5M), after the addition, stir the reaction at -78°C for 2h, then add 3.6mL (12mmol) of trimethyl chloride Tin, after holding the reaction for 0.5h, return to room temperature, and continue the reactio...

Embodiment 2

[0188] This embodiment discloses a thienothiophene-dibenzothiophene benzodithiophene-containing conjugated polymer P2 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. The compound 4,5-bis(2-ethylpentyl)-2,7-bis(trimethyltin)benzo[2,1-b:3,4-b']dithiophene (D) synthesis

[0195]

[0196] Under the protection of nitrogen, add 1.93g (5mmol) 4,5-bis(2-ethylpentyl)benzo[2,1-b:3,4-b']dithiophene (C) to 60mL dry In the tetrahydrofuran solution, cool to -78°C, slowly add 5mL n-butyllithium (12.5mmol) in n-hexane solution (2.5M), after the addition, stir the reaction at -78°C for 2.5h, and then add 3.8mL of three Methyl tin chloride (12.5mmol), after incubation reaction for 0.6h, return to room temperature, continue the r...

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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, and a preparation method and application thereof. Background technique [0002] Organic solar cells have some advantages that inorganic solar cells can't match, such as low cost, simple manufacturing process, light product weight, and large-area flexible preparation. As a potential renewable energy source, people have received widespread attention. In the past ten years, the performance of organic solar cells has steadily improved, and the energy conversion efficiency has approached 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 org...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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