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Benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole unit and its preparation method and application

一种苯并二噻吩、类共聚物的技术，应用在化学仪器和方法、电气元件、最终产品制造等方向，能够解决光电转换效率低等问题

Active Publication Date: 2016-10-12
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] 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.

Method used

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  • Benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole unit and its preparation method and application
  • Benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole unit and its preparation method and application
  • Benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole unit and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0080] Example 1. This example discloses a benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole units with the following structure:

[0081]

[0082] Among them, R 1 , R 2 Same, both H; R 3 is octyloxy; R 4 is H; when X is N, Y is CH, or when X is CH, Y is N; n=60.

[0083] The preparation steps of the above-mentioned benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole units are as follows:

[0084] One, the preparation of 1,3-two (2-thiophene) acetone:

[0085]

[0086] First, dissolve 7.6 g, 36.8 mmol of DCC, 1.23 g, 10 mmol of DMAP in 70 mL of anhydrous dichloromethane, and dissolve 5 g, 35.2 mmol of 2-thiopheneacetic acid in 70 mL of dichloromethane under nitrogen protection. The methane solution was added dropwise to the above reaction solution and reacted overnight. After the reaction, the reaction solution was filtered, recrystallized twice with n-hexane, and then separated and purified by column chromatography to obtain the product.

...

Embodiment 2

[0107] Example 2. This example discloses a benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole units with the following structure:

[0108]

[0109] Among them, R 1 is hexyl; R 2 for H; R 3 For 2-methylthienyl; R4 is H; X is N and Y is CH, or X is CH and Y is N; n=55.

[0110] The preparation steps of the above-mentioned benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole units are as follows:

[0111] One, the preparation of two (4-dihexyl-2-thiophene) acetone:

[0112]

[0113] First, 7.6 g of DCC and 1.23 g of DMAP were dissolved in 70 mL of anhydrous dichloromethane, and 60 mL of dichloromethane solution of 7.6 g of 4-hexyl-2-thiopheneacetic acid was added dropwise to the In the above reaction solution, react overnight. After the reaction, the reaction solution was filtered, recrystallized twice with n-hexane, and then separated and purified by column chromatography to obtain the product.

[0114] MALDI-TOF-MS (m / z): 391 (M + ).

[0115]...

Embodiment 3

[0131] Example 3. This example discloses a benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole units with the following structure:

[0132]

[0133] Among them, R 1 is 16 alkyl; R 2 for H; R 3 is methoxy; R 4 is H; X is N and Y is CH, or X is CH and Y is N; n=35.

[0134] 1. 2,5-dimethoxybenzene-7,9-bis(4-hexadecyl-5-trimethyltin-2-thiophene)-8H-cyclopentadienebenzo[1,2- b: Preparation of 4,3-b']dithiophen-8-one:

[0135]

[0136] For the synthesis method, refer to Step 1 to Step 4 in Example 1 above.

[0137] MALDI-TOF-MS (m / z): 1241 (M + ).

[0138] 2. Preparation of benzodithiophene copolymers containing pyrido[2,1,3]thiadiazole units:

[0139]

[0140] Under nitrogen protection, 0.74g, 0.6mmol of 2,5-dimethoxybenzene-7,9-bis(4-hexadecyl-5-trimethyltin-2-thiophene)-8H-cyclo Pentadienebenzo[1,2-b:4,3-b']dithiophen-8-one and 0.15g, 0.5mmol of 4,7-dibromo-[1,2,5]thiadiazole[ 3,4-c] Pyridine was added to a reaction flask filled with 10 mL of dry DM...

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Abstract

The invention relates to a benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole units and its preparation method and application. The polymer has the following structural formula: wherein, R1 and R2 are respectively selected from H Or C1 to C16 alkyl; R3, R4 are respectively selected from H, C1 to C16 alkyl, C1 to C16 alkoxy or C1 to C16 alkyl substituted thienyl; X is N and Y is CH, or X is CH and Y is N; n is a natural number between 7 and 80. And, the benzodithiophene copolymer containing pyrido[2,1,3]thiadiazole unit is used in polymer solar cells, polymer organic electroluminescence, polymer organic field effect transistors, polymer organic light storage , polymer organic nonlinear materials or applications in polymer organic lasers.

Description

technical field [0001] The invention relates to a benzodithiophene copolymer, in particular to a benzodithiophene copolymer containing a pyrido[2,1,3]thiadiazole unit, a preparation method and application thereof. 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. Over the past decade, the performance of organic solar cells has improved, with energy conversion efficiencies approaching 10%. [0003] 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 mat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12C07D495/00C09K11/06
CPCC09K11/06C08G2261/526C08G2261/124C08G2261/1412C08G2261/3223C08G2261/3241C08G2261/3246C08G2261/344C08G2261/364C08G2261/414C08G2261/5222C08G2261/90C08G2261/91C08G2261/92C08G2261/95C07D495/04C07D519/00H05B33/14C09K2211/1483C08G61/12C08G61/123C08G2261/12C08G2261/514C08G61/126Y02E10/549Y02P70/50H10K85/113H10K85/151H10K10/484H10K30/80H10K50/11C08G2261/3243C08G75/06C08G2261/1424C08G2261/1428C08G2261/149C09K2211/1458
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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