Benzodithiophene polymer, its preparation method, semiconductor composition containing it, and solar cell using it

A technology of benzodithiophene and polymer, which is applied in the field of polymer solar cells and solar cells, can solve the problems of low electrode pair carrier collection efficiency, low carrier mobility, and insufficient photoelectric conversion efficiency of polymer solar cells advanced questions

Inactive Publication Date: 2014-10-08
HUANENG CLEAN ENERGY RES INST +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, compared with inorganic semiconductor solar cells, the photoelectric conversion efficiency of polymer solar cells is not high enough, and the electrical properties are not yet stable.
The long-term research results of chemists and material scientists show that the main factors restricting

Method used

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  • Benzodithiophene polymer, its preparation method, semiconductor composition containing it, and solar cell using it
  • Benzodithiophene polymer, its preparation method, semiconductor composition containing it, and solar cell using it
  • Benzodithiophene polymer, its preparation method, semiconductor composition containing it, and solar cell using it

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0119] (1) Synthesis of 2,4-dioctylthiophene

[0120] Synthetic route such as image 3 Shown, concrete reaction steps and technique are as follows (n-C among the figure 8 h 17 for n-octyl):

[0121] ①Add 19.6g, 0.1mol of 5-octylthiophene and 17.8g, 0.1mol of N-bromosuccinimide (NBS) to 150ml of N,N-dimethylformamide (DMF). The initial reaction temperature was 0°C, and as the reaction progressed, the reaction system was heated to 25°C within 2 hours. Then 100 ml of deionized water was added to the system to stop the reaction. The reaction liquid was extracted twice with diethyl ether, and after the solvent was evaporated to dryness by rotary evaporation, the remaining liquid was vacuum-dried to obtain 24.3 g of the product. The yield in this step was calculated to be 88%.

[0122] Characterized by NMR, the results were 1 HNMR (CDCl 3 ,400MHz),δ(ppm):δ6.84(d,1H),6.53(d,1H),2.74(t,2H),1.65(m,2H),1.31(m,10H),0.89(t, 3H), which indicated that the above product was 2-bromo-...

Embodiment 2

[0137] (1) Synthesis of 2,3-dioctylthiophene

[0138] Synthetic route such as Image 6 Shown, concrete reaction steps and technique are as follows (n-C among the figure 8 h 17 for n-octyl):

[0139] ①Add 19.6g, 0.1mol of 5-octylthiophene and 17.8g, 0.1mol of N-bromosuccinimide (NBS) to 150ml of N,N-dimethylformamide (DMF). The initial reaction temperature was 0°C, and as the reaction progressed, the reaction system was heated to 25°C within 2 hours. Then 100 ml of deionized water was added to the system to stop the reaction. The reaction liquid was extracted twice with diethyl ether, and after the solvent was evaporated to dryness by rotary evaporation, the remaining liquid was vacuum-dried to obtain 24.3 g of the product. The yield in this step was calculated to be 88%.

[0140] Characterized by NMR, the results were 1 HNMR (CDCl 3 ,400MHz),δ(ppm):δ6.84(d,1H),6.53(d,1H),2.74(t,2H),1.65(m,2H),1.31(m,10H),0.89(t, 3H), which indicated that the above product was 2-bromo-...

Embodiment 3

[0153] (1) Synthesis of 2-ethyldecylthiophene

[0154] Synthetic route such as Figure 9 Shown, concrete reaction steps and technique are as follows (n-C among the figure 8 h 17 for n-octyl):

[0155] ①Add 0.1mol of thiophene and 0.1mol of N-bromosuccinimide (NBS) to 150ml of N,N-dimethylformamide (DMF). The initial reaction temperature was 0°C, and as the reaction progressed, the reaction system was heated to 25°C within 2 hours. Then 100 ml of deionized water was added to the system to stop the reaction. The reaction liquid was extracted twice with diethyl ether, and after the solvent was evaporated to dryness by rotary evaporation, the remaining liquid was vacuum-dried to obtain 23.8 g of the product. The yield in this step was calculated to be 85%. NMR characterization showed that the above product was 2-bromo-thiophene.

[0156] ② Under the protection of inert gas, add 0.36mmol catalyst n-butyllithium and 30mmol 2-bromothiophene into 50ml THF together. 18 ml of 1-...

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Abstract

The invention discloses a benzodithiophene polymer, its preparation method, a semiconductor composition containing it, and a solar cell using it. The benzodithiophene polymer has a structure represented by a formula shown in the specification; and in the formula, A1, A2, A3, B1, B2 and B3 are respectively independently selected from hydrogen, C1-C30 alkyl groups, C1-C30 alkyloxy groups, cyan groups, nitro groups, ester groups, aryl groups with four following substituent groups RX, heteroaryl groups with four following substituent groups RX, aralkyl groups with four following substituent groups RX, halogen atoms, halogenated alkyl groups, heteroalkyl groups, alkenyl groups and alkynyl groups; the substituent groups RX comprise hydrogen, C1-C30 alkyl groups, C1-C30 alkyloxy groups, ester groups, sulfonyl groups or fluorinated alkyl groups. The introduction of a thiophene side chain to benzodithiophene makes the obtained polymer molecule have a high conjugate degree, so it is in favor of improving the carrier mobility of the above polymer material.

Description

technical field [0001] The invention relates to the field of polymer solar cells, in particular to a benzodithiophene polymer, a preparation method thereof, a semiconductor composition comprising the same and a solar cell using the same. Background technique [0002] With the development of human society, higher and higher requirements are put forward for energy utilization technology. Solar energy is an inexhaustible and inexhaustible clean energy. Today, with the depletion of petrochemical energy and increasingly serious environmental pollution, solar cells that can convert solar energy into electrical energy have become a research hotspot that countries are particularly concerned about. [0003] According to the different active materials used, solar cells are generally classified into inorganic solar cells and organic solar cells. Compared with the basically mature inorganic solar cells, the advantages of organic solar cells, especially polymer solar cells in organic so...

Claims

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Application Information

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IPC IPC(8): C08G61/12C07D519/00H01L51/46
CPCY02E10/549
Inventor 赵志国殷亮王一丹彭文博刘大为邬俊波
Owner HUANENG CLEAN ENERGY RES INST
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