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A kind of thienopyrrole diketone-dibenzothiophene benzodithiophene polymer and its preparation and application

A technology of dibenzothiophene and benzodithiophene is applied in the field of thienopyrrole-containing diketo-dibenzothiophene benzodithiophene conjugated polymers and their preparation, which can solve the problem of inconsistency between absorption spectrum and solar spectrum. Good matching, low energy conversion efficiency, low photoelectric conversion efficiency and other problems, to achieve the effect of improving the carrier migration rate, easy transfer, and good environmental stability

Active Publication Date: 2016-04-20
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

However, so far, the photoelectric conversion efficiency of organic solar cells is still much lower than that of inorganic solar cells
[0003] At present, the energy conversion efficiency of organic polymer solar cells is still lower than that of silicon solar cells. One of the reasons is that the carrier mobility of polymers is several orders of magnitude lower than that of inorganic single crystal materials, and the absorption of polymer photovoltaic materials The spectrum does not match well with the solar spectrum, which is another important reason for the low efficiency of energy transfer

Method used

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  • A kind of thienopyrrole diketone-dibenzothiophene benzodithiophene polymer and its preparation and application
  • A kind of thienopyrrole diketone-dibenzothiophene benzodithiophene polymer and its preparation and application
  • A kind of thienopyrrole diketone-dibenzothiophene benzodithiophene polymer and its preparation and application

Examples

Experimental program
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Effect test

Embodiment 1

[0076] A thienopyrrole-containing diketone-dibenzothiophene benzodithiophene polymer, specifically poly{7,8-didecyldibenzo[b,b']thiophenebenzo[2,1-b: 3,4-b']dithiophene-co-1,3-di(4-octyl-2-thiophene)-5-methylthieno[3,4-c]pyrrole-4,6-dione} , has the following general formula, which is denoted as polymer P1, wherein, n=80:

[0077] P1:

[0078] The preparation method comprises the following steps:

[0079] 1. The reaction of preparing 4,11-dibromo-7,8-diodecyldibenzo[b,b']thiophenebenzo[2,1-b:3,4-b']dithiophene (A1) The route is as follows:

[0080]

[0081] The specific operation is as follows:

[0082] (1) Preparation of 4,5-Didecyl-2,7-trimethyltinbenzo[2,1-b:3,4-b']dithiophene (b1):

[0083] Add 2.36g (5mmol) of 4,5-dicecylbenzo[2,1-b:3,4-b']dithiophene (a1) into 60mL of anhydrous tetrahydrofuran in a nitrogen atmosphere, and cool to -78°C , slowly add 5mL of n-butyllithium n-hexane solution (2.5M, 12.5mmol), after the addition is complete, stir and react at -78°...

Embodiment 2

[0106] A thienopyrrole-containing diketone-dibenzothiophene benzodithiophene polymer, specifically poly{7,8-di(2-ethylpentyl)dibenzo[b,b']thiophenebenzo[ 2,1-b:3,4-b']dithiophene-co-1,3-bis(2-thiophene)-5-(3-butyldecyl)thieno[3,4-c]pyrrole- 4,6-diketone}, having the following general formula, is denoted as polymer P2, wherein, n=45:

[0107]

[0108] The preparation method comprises the following steps:

[0109] 1. Preparation of 4,11-dibromo-7,8-di(2-ethylpentyl)dibenzo[b,b']thiophenebenzo[2,1-b:3,4-b']di The reaction scheme of thiophene (A2) is as follows:

[0110]

[0111] The specific operation is as follows:

[0112] (1) Preparation of 4,5-bis(2-ethylpentyl)-2,7-bis(trimethyltin)benzo[2,1-b:3,4-b']dithiophene (b2) :

[0113] Add 1.93 g (5 mmol) of 4,5-bis(2-ethylpentyl)benzo[2,1-b:3,4-b']dithiophene (a2) into 60 mL of anhydrous THF under nitrogen atmosphere , cooled to -78°C, slowly added 4.4mL n-butyllithium n-hexane solution (2.5M, 11mmol), after the additio...

Embodiment 3

[0136] A thienopyrrole-containing diketone-dibenzothiophene benzodithiophene polymer, specifically poly{7,8-bis(5-hexyl-2-thiophene) dibenzo[b,b']thiophenebenzo [2,1-b:3,4-b']dithiophene-co-1,3-di(3-dodecyl-2-thiophene)-5-hexylthieno[3,4-c]pyrrole -4,6-diketone}, having the following general formula, is denoted as polymer P3, wherein, n=1:

[0137] P3:

[0138] The preparation method comprises the following steps:

[0139] 1. Preparation of 4,11-dibromo-7,8-bis(5-hexyl-2-thiophene)dibenzo[b,b']thiophenebenzo[2,1-b:3,4-b'] The reaction scheme of dithiophene (A3) is as follows:

[0140]

[0141] Specifically include the following steps:

[0142] (1) Preparation of 4,5-bis(5-hexyl-2-thiophene)-2,7-bis(trimethyltin)benzo[2,1-b:3,4-b']dithiophene (b3 ):

[0143] Add 2.62 g (5 mmol) of 4,5-bis(5-hexyl-2-thiophene)benzo[2,1-b:3,4-b']dithiophene (a3) ​​into 60 mL of anhydrous THF under nitrogen atmosphere , cooled to -78°C, slowly added 5mL n-butyllithium n-hexane solution...

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Abstract

The present invention provides a polymer containing thienopyrrole dione-dibenzothiophene benzodithiophene, a preparation method and an application thereof. The polymer is a polymer P having the following general formula, wherein R1 and R2 are H and C1-C10 alkyl, C1-C10 alkoxy or alkylthiophene group, R3 is C1-C14 alkyl, R4 and R5 are H or C2-C12 alkyl, the simple structure formula of the alkylthiophene group is as the follow, R' is C6-C10 alkyl, and n is a natural number of 1-80. According to the present invention, the polymer contains the new dibenzothiophene benzodithiophene and thienopyrrole-4,6-dione unit, has the new conjugate plane structure, has characteristics of excellent sunlight matching property, excellent carrier mobility property and simple and controllable preparation method, and has good application prospects in the fields of polymer solar cells, organic electroluminescent devices and other optoelectronic materials. The polymer P is as the follow.

Description

technical field [0001] The invention relates to the technical field of photoelectric materials, in particular to a conjugated polymer containing thienopyrrole diketone-dibenzothiophene-benzodithiophene and its preparation method and application. Background technique [0002] Organic solar cells have attracted widespread attention as a potential renewable energy source because of 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%. However, so far, the photoelectric conversion efficiency of organic solar cells is still much lower than that of inorganic solar cells. [0003] At present, the energy conversion efficiency of organic polymer solar cells is still lower than that of silicon solar cells. One of the reasons is that the carrier mobi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12C07D519/00C09K11/06H01L51/46H01L51/54H01L51/30
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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