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Conjugated polymer containing pyridothiadiazole-benzodithiophene and its preparation method and application

A technology of benzodithiophene and conjugated polymers, which is applied in the field of conjugated polymers containing pyridothiadiazole-benzodithiophene and its preparation, and can solve problems such as narrow light absorption range

Inactive Publication Date: 2016-02-10
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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 pyridothiadiazole-benzodithiophene and its preparation method and application
  • Conjugated polymer containing pyridothiadiazole-benzodithiophene and its preparation method and application
  • Conjugated polymer containing pyridothiadiazole-benzodithiophene and its preparation method and application

Examples

Experimental program
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preparation example Construction

[0057] Such as figure 1 Shown, the preparation method of the above-mentioned conjugated polymer containing pyridothiadiazole-benzodithiophene comprises the following steps:

[0058] S10, providing compound A and compound B respectively.

[0059] The structural formulas of compound A and compound B are as follows:

[0060]

[0061] R is H, C 1 ~C 16 Alkyl or C 1 ~C 16 of alkylmercapto.

[0062] The preparation method of compound A comprises the steps:

[0063] S111, respectively provide compound C and compound D having the following structural formula:

[0064] (Me in the formula is a methoxyl group),

[0065] R is H, C 1 ~C 16 Alkyl or C 1 ~C 16 of alkylmercapto.

[0066] S112. Under the conditions of protective gas atmosphere, anhydrous environment and -78°C, add lithium diisopropylamide into the tetrahydrofuran solution of compound C, stir and react for 2h to 3h, then add compound D to carry out Wittig-Horner reaction, and react After 0.5h to 1h, return ...

Embodiment 1

[0099] This example discloses a conjugated polymer P1 containing pyridothiadiazole-benzodithiophene with the following structural formula:

[0100] where n=10.

[0101] The preparation process of conjugated polymer P1 is as follows:

[0102] One, prepare compound A, the preparation method of compound A is as follows:

[0103] Under nitrogen protection, 60 mL of anhydrous tetrahydrofuran solution containing 1.22 g (4.0 mmol) of 2-dimethoxyphosphono-4,5-dimethylmercapto-1,3-dithiol (C) was cooled to -78 ℃, slowly add 2.7mL cyclohexane solution with a concentration of 1.5M lithium diisopropylamide (4mmol), stir and react at -78℃ for 2h, then add 10mL containing 0.44g (2.0mmol) benzo[1 ,2-b:4,5-b']dithiophene-4,8-dione (D) in anhydrous tetrahydrofuran solution for Wittig-Horner reaction, keep warm for 0.5h and return to room temperature, continue to react for 12h, stop the reaction . The excess reaction solution was removed by rotary evaporation, and the obtained crude produ...

Embodiment 2

[0114] This example discloses a conjugated polymer P2 containing pyridothiadiazole-benzodithiophene with the following structural formula:

[0115] Among them, n=60.

[0116] The preparation process of conjugated polymer P2 is as follows:

[0117] One, prepare compound A, the preparation method of compound A is as follows:

[0118] Under nitrogen protection, 60 mL of anhydrous tetrahydrofuran solution containing 2.2 g (4.4 mmol) of 2-dimethoxyphosphono-4,5-dioctylmercapto-1,3-dithiol (C) was cooled to -78 ℃, slowly add 4.0mL cyclohexane solution with a concentration of 1.5M lithium diisopropylamide (6mmol), stir and react at -78℃ for 3h, then add 10mL containing 0.44g (2.0mmol) benzo[1 ,2-b:4,5-b']dithiophene-4,8-dione (D) was subjected to Wittig-Horner reaction in anhydrous tetrahydrofuran solution, kept warm for 1 hour, returned to room temperature, continued reaction for 14 hours, and stopped the reaction. The excess reaction solution was removed by rotary evaporation,...

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Abstract

The invention discloses conjugated polymers containing pyridalthiadiazole-benzodithiophene the general structure formula of which is shown as follows. In the formula, R is H, C1-C16 alkyl or C1-C16 sulfydryl, and n is a natural number ranging from 1 to 60. According to the conjugated polymers containing the pyridalthiadiazole-benzodithiophene, benzo[1,2-b:4,5-b']dithiophene has good symmetry and planarity, and is a good electron donor material. The pyridalthiadiazole has a large planar conjugated system, good molecule coplanarity and strong intermolecular large pi bond interaction, and is a good receptor unit with high electron-withdrawing capacity. Through the "electron pushing-withdrawing" interaction of the pyridalthiadiazole and the benzodithiophene, the energy gap of the conjugated polymers is reduced, and the light absorption range is wider compared with traditional polymer materials. The invention also provides a preparing method and applications of the conjugated polymers containing the pyridalthiadiazole-benzodithiophene.

Description

technical field [0001] The invention relates to the field of optoelectronics, in particular to a conjugated polymer containing pyridothiadiazole-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 semiconductor materials is ...

Claims

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Application Information

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IPC IPC(8): C08G61/12C07D519/00H01L51/54H01L51/46H01L51/30H01S5/36
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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