Silicon-containing fluorine conjugated polymer and its preparing process and application

A conjugated polymer, polymer technology, used in final product manufacturing, sustainable manufacturing/processing, semiconductor/solid-state device manufacturing, etc., can solve problems such as inapplicability, reduce electronegativity, and reduce the possibility of oxidation good photothermal oxidative stability

Active Publication Date: 2008-03-26
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, these polymers that have been reported are not suitable for the field of polymer solar cells

Method used

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  • Silicon-containing fluorine conjugated polymer and its preparing process and application
  • Silicon-containing fluorine conjugated polymer and its preparing process and application
  • Silicon-containing fluorine conjugated polymer and its preparing process and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Example 1 Preparation of 2,7-dibromo-9,9-disubstituted silfluorene, the synthetic route is as follows:

[0037]

[0038] According to the method disclosed in J.Am.Chem.Soc.2005, 127, 7662, the preparation of 2,7-dibromo-9,9-dioctylsilafluorene is taken as an example to illustrate.

[0039] (1) 4,4'-dibromo-2,2'-dinitrobiphenyl

[0040] Add 50g (0.178mol) of 2,5-dibromonitrobenzene and 45g (0.70mol) of copper powder into a 500mL one-necked flask, and then add 200mL of N,N-dimethylformamide. Heated to 120°C and reacted for 5 hours. After cooling to room temperature, 100 mL of toluene was added. The residue was filtered off, and the filtrate was washed with salt and water. After spin-dried, recrystallize with a mixed solvent of methanol:toluene=4:1. Finally, pale yellow crystals were obtained.

[0041] (2) 4,4'-dibromo-2,2'-diaminobiphenyl

[0042] Add 4,4'-dibromo-2,2'-dinitrobiphenyl (7.5g, 18.6mmol), 55mL of hydrochloric acid, tin powder (9g, 75.8mmol) and 90mL...

Embodiment 2

[0047] Example 2 Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-diyl)-9,9-disubstituted silfluorene

[0048] According to the method disclosed in J.Am.Chem.Soc.2005, 127, 7662, the preparation of 2,7-diboronate-9,9-di-n-octylsilafluorene is taken as an example to illustrate.

[0049] Under nitrogen protection, 2,7-dibromo-9,9-dioctylsilafluorene (4.45g, 7.9mmol) was dissolved in 80mL THF and cooled to -78°C, and n-butyl lithium (12.4 mL, 1.6M n-hexane solution). After dripping, react at -78°C for another 2 hours, then add 2-isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborane (8mL, 20mmol), Naturally raised to room temperature and stirred overnight. The reaction mixture was poured into water and extracted with ether. The organic layer was washed with water, spin-dried and passed through a column with silica gel. (petroleum ether: ethyl acetate 20:1). It was further purified by recrystallization from methanol. Finally a white solid was obtained. (4.0g, 77%)

...

Embodiment 3

[0052] Example 3 Preparation of 4,7-dibromo-2,1,3-benzothiadiazole, the molecular structure of which is shown below.

[0053] 4,7-Dibromo-2,1,3-benzothiadiazole was prepared according to the method disclosed in J.Heterocycle.Chem., 1970, 7,629. Weigh benzothiadiazole (13.6 g, 0.1 mol), dissolve it in 20 ml of 45% hydrobromic acid, heat and stir until reflux, and add bromine (48 g, 0.3 mol) dropwise. After the dropwise addition was completed, an additional 10 ml of hydrobromic acid was added and reflux was continued for 2.5 hours. The reaction mixture was filtered while it was hot, cooled, filtered again, washed with water, dried, and recrystallized from chloroform to obtain 4,7-dibromo-2,1,3-benzothiadiazole.

[0054]

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Abstract

The present invention relates to silico fluorene copolymer and its application. The silico fluorene copolymer is copolymer of 2, 7-silico fluorine and narrow band gap monomer, and has absorption spectrum with absorption side band greater than 500 nm and absorption band side expanded to red light and near infrared region. It is prepared through copolymerizing 2, 7-silico fluorine and narrow band gap monomer containing hetero N and/or S atoms. It may be applied in making polymer solar cell, FET, etc. It has high mobility, high long-term stability and high energy converting efficiency.

Description

technical field [0001] The present invention relates to conjugated polymers, more specifically to conjugated polymers containing silicon fluorene. [0002] The invention also relates to a preparation method of the silicon fluorene-containing conjugated polymer. [0003] The invention also relates to the application of the silicon-containing fluorene conjugated polymer in preparing solar cells. Background technique [0004] As global energy demand increases year by year, primary energy sources such as petroleum are gradually exhausted, and people are turning their attention to renewable energy sources such as solar energy and hydrogen energy. Solar energy is one of the most promising energy sources in the future. However, as an industrial energy source, solar energy has the disadvantage of low energy density. In order to make full use of this cheap, environmentally friendly, and renewable new energy source, it has always been people's pursuit to produce cheap, efficient, and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L31/0216H01L51/00H01L51/46
CPCY02E10/549Y02P70/50
Inventor 曹镛王二刚王藜
Owner SOUTH CHINA UNIV OF TECH
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