Conjugated polymer, preparation method and applications thereof

A technology of conjugated polymers and compounds, applied in semiconductor/solid-state device manufacturing, organic chemistry, electric solid-state devices, etc., can solve problems such as low photoelectric conversion efficiency

Inactive Publication Date: 2014-12-17
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

Although the energy conversion efficiency of organic solar cells has been greatly improved, until now, the photoelectric conversion efficiency of organic solar cells is still much lower than that of inorganic solar cells.

Method used

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  • Conjugated polymer, preparation method and applications thereof
  • Conjugated polymer, preparation method and applications thereof
  • Conjugated polymer, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
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preparation example Construction

[0036] The present invention also includes the preparation method to above-mentioned conjugated polymer, and this method comprises the following steps:

[0037] a) provide the following compounds A and B;

[0038] Compound A is

[0039] Compound B is

[0040] b) Under an inert gas atmosphere, add the compound A and the compound B into the organic solvent at a molar ratio of 1.1 to 1.5:1, remove the residual oxygen by bubbling, then quickly add the catalyst, and remove the residual oxygen by bubbling again , carry out the Stille coupling reaction at 60-120°C for 24-72 hours, separate and purify to obtain the conjugated polymer (P);

[0041]

[0042] Among them, R is H or C 1 ~C 12 Alkyl group, n is a natural number between 5 and 60.

[0043] The catalyst may be tetrakis(triphenylphosphine)palladium or bis(triphenylphosphine)palladium dichloride; or

[0044]The catalyst can also be a mixture of organic palladium and organic phosphine ligands, the molar ratio of the ...

Embodiment 1

[0058] The conjugated polymer disclosed in this example is specifically compound P1, and its structural formula is as follows:

[0059]

[0060] 1. Preparation of compound A1

[0061] 1) Under nitrogen atmosphere, add 812mg (2.0mmol) 5,8-dibromodithieno[3',2':3,4;2'',3'':5,6] to the reaction flask Benzo[1,2-c][1,2,5]thiadiazole (c1), 1.15g (2.2mmol) 3,6-di(dodecyl)thieno[3,2-b]thiophene -2-boronic acid (d1), 0.64g (6.0mmol) sodium carbonate, 0.23mg (0.0002mmol) Pd(PPh 3 ) 4 , 60ml of dry tetrahydrofuran. The reaction mixture was stirred and refluxed at 60° C. for 24 h, then cooled to room temperature, and the reaction solution was poured into distilled water to quench the reaction. Then extract with dichloromethane, combine the organic phases, wash with saturated brine, dry and filter, remove a large amount of organic solvent by rotary evaporation, and obtain compound (e1) by separation and purification on a silica gel column, the eluent is ethyl acetate / petroleum ether...

Embodiment 2

[0070] The conjugated polymer disclosed in this example is specifically compound P2, and its structural formula is as follows:

[0071]

[0072] One, the preparation of compound A2:

[0073] 1) Under nitrogen atmosphere, add 812mg (2.0mmol) 5,8-dibromodithieno[3',2':3,4;2'',3'':5,6] to the reaction flask Benzo[1,2-c][1,2,5]thiadiazole (c2), 0.44g (2.4mmol) Thieno[3,2-b]thiophene-2-boronic acid (d2), 1.38g( 10.0mmol) of potassium carbonate, 115.6mg (0.1mmol) of Pd (PPh 3 ) 4 , 70 ml dry DMF. The reaction mixture was stirred and reacted at 78° C. for 36 h, then cooled to room temperature, and the reaction solution was poured into distilled water to quench the reaction. Then extract with dichloromethane, combine the organic phases, wash with saturated brine, dry and filter, remove a large amount of organic solvent by rotary evaporation, and obtain compound (e2) by separation and purification on a silica gel column, the eluent is ethyl acetate / petroleum ether=1 / 5 (v / v), t...

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PUM

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Abstract

The invention relates to a conjugated polymer represented by the formula (P) which is shown in the description, wherein the R represents an H atom or an alkyl group with a carbon number of 1 to 12, and the n represents an integer in a range of 5 to 60. The invention also relates to a preparation method and applications of the conjugated polymer. In the conjugated polymer, dithienylbenzothiadiazole is derived from benzodithienyl-4,5-dione and is an excellent electron acceptor unit as benzo[1,2,5]thiadiazole. Thieno[3,2-b]thiophene is taken as the donor unit and is conjugated with two acceptor units namely derivatives of dithienylbenzothiadiazole and benzoselenadiazole to form a repeated unit of D-A-D-A. Through the electron pushing-pulling interacting effect between acceptors, the energy gap of the conjugated polymer is narrowed down, and the light absorption range of the conjugated polymer is largely enlarged.

Description

technical field [0001] The invention relates to the field of luminescent materials, in particular to a conjugated polymer. The invention also relates to the preparation method and application of the conjugated polymer. Background technique [0002] Due to the advantages that organic solar cells cannot match with inorganic solar cells, such as low cost, simple manufacturing process, light product weight, and large-area flexible preparation, it has attracted widespread attention as a potential renewable energy source. . 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...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C07D519/00H01L51/46H01L51/54H01L51/30
CPCY02E10/549
Inventor 周明杰管榕李满园
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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