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Method for manufacturing polymer used as electron transfer layer of solar cell

An electron transport layer, solar cell technology, applied in the field of polymer manufacturing

Active Publication Date: 2013-03-20
LIYANG CITY PRODIVITY PROMOTION CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the current open circuit voltage of organic solar cells can only reach about 0.60~0.80eV, and there is still a long way to go before commercialization.

Method used

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  • Method for manufacturing polymer used as electron transfer layer of solar cell
  • Method for manufacturing polymer used as electron transfer layer of solar cell
  • Method for manufacturing polymer used as electron transfer layer of solar cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Preparation of O-ethyl-S-(3,4,5-trimethoxyphenyl)dithiocarbonate (ZLM-1)

[0026]

[0027] Dissolve 3,4,5-trimethoxyaniline (22.3g) in 30.5mL of concentrated hydrochloric acid and 250mL of water, cool to about 0°C in an ice bath, slowly add NaNO dropwise under stirring 2 Aqueous solution (9.2g), temperature controlled not to exceed 5°C, continued reaction for 15min after dropping, then added AcONa (20.0g). This diazonium salt solution was slowly added dropwise to KS2COEt aqueous solution (48.7g dissolved in 120mL water) at about 80°C, and reacted at 70-80°C for 1h. After the reaction was completed, cool to room temperature, extract 100 mL×3 with EA, and combine the organic phases. Then dry with anhydrous sodium sulfate. After suction filtration, the filtrate was obtained, and the solvent was spun off to obtain 30.4 g of a reddish-brown oil, which was separated on a silica gel column to obtain 11.8 g of light yellow-white viscous solid, with a yield of 34%. 1 H NMR...

Embodiment 2

[0029] Preparation of 3,4,5-trimethoxy-1-[(3-amino-4-nitrophenyl)thio]benzene (ZLM-2)

[0030]

[0031] Dissolve O-ethyl-S-(3,4,5-trimethoxyphenyl)dithiocarbonate ZLM-1 (4.0g) in THF (66mL), slowly add LiAlH in portions 4 (2.11g), refluxed for 1h, cooled to room temperature, adjusted to pH=5 with 10% HCl, then extracted 100mL×3 with EA, combined the organic phases, dried with anhydrous sodium sulfate for 1h, and then filtered with suction to obtain the filtrate, which was spun The solvent is removed to obtain 3,4,5-trimethoxythiophenol. Under nitrogen protection, K 2 CO 3 (5.8g) and 5-chloro-2-nitroaniline (1.2g) were added to a 50mL two-necked flask, and then the 3,4,5-trimethoxythiophenol obtained in the previous step was dissolved in DMF (23.7mL) Add it into the reaction flask, reflux at 120°C, and monitor by TLC (developing solvent: PE:EA=4:1). The raw materials disappeared, the reaction was stopped, cooled to room temperature, diluted with 200 mL of water, extracte...

Embodiment 3

[0033] Preparation of 3,4,5-trimethoxy-1-[(3-acetamido-4-nitrophenyl)thio]benzene (ZLM-3)

[0034]

[0035]3,4,5-Trimethoxy-1-[(3-amino-4-nitrophenyl)thio]benzene ZLM-2 (50 mg) was added to a mixture of acetic anhydride (17 μL) and acetic acid (9 μL) In the solvent, reflux at 85-90°C for 2h. Low boiling point substances were distilled off under reduced pressure to obtain 61mg of yellow solid with a yield of 93%, mp 168.1-170.2°C. 1 H NMR (400MHz, CDCl 3 ): δ2.26(s, 3H), 3.87(s, 6H), 3.92(s, 3H), 6.73(dd, J=7.2, 1.8Hz, 1H), 6.81(s, 2H), 8.07(d, J=8.8Hz, 1H), 8.61(d, J=6.0Hz, 1H), 10.48(s, 1H). 13 C NMR (400MHz, CDCl3): δ25.7, 56.3, 61.0, 112.2, 117.6, 119.8, 123.7, 126.2, 132.9, 135.2, 139.6, 151.4, 154.0, 168.9. MS (EI) m / z: 378 (M + ).

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Abstract

The invention discloses a method for manufacturing polymer used as an electron transfer layer of a solar cell. The polymer is a polymer formed by polymerizing monomers which can be shown as a structural formula (I), wherein n in the polymer is one integral number ranging from 1 to 300. The method disclosed by the invention comprises the following steps of: firstly, decarboxylating and nitrifying a compound 1 to obtain a compound 2, then reducing the compound 2 into a compound 3, and then diazotizing and reacting with potassium ethyl xanthate to generate a compound 4; secondly, diazotizing aromatic amine 5, and then reacting with sodium iodide to synthesize an aromatic iodo product 6; and thirdly, firstly reducing the compound 4 to phenylthioalcohol 7, and reacting phenylthioalcohol 7 with an aromatic chloro compound 8 or the aromatic iodo compound 6 under the action of an alkaline catalyst to obtain a compound as shown in formula (1). The solar cell made by adopting the material as the electron transfer layer has a higher open circuit voltage and further has good device performance. The formula (I) is shown in the specification.

Description

technical field [0001] The invention relates to a method for manufacturing a polymer, in particular to a method for manufacturing a polymer used in solar cells. Background technique [0002] With the increase of global energy demand year by year and the depletion of primary energy sources such as oil and coal, people are paying more attention and research to renewable resources such as wind energy and solar energy. Among them, solar cells based on photovoltaic effect are one of the hot spots. one. [0003] At present, mature solar cells on the market are mainly inorganic solar cells based on monocrystalline silicon, polycrystalline silicon, amorphous silicon, gallium arsenide, indium phosphide, and polycrystalline compound semiconductors. Among them, polycrystalline silicon and amorphous silicon solar cells are used in civilian applications. Dominant in the solar cell market. After more than 50 years of development, the photoelectric conversion efficiency of inorganic mono...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C319/14C07C323/37C07C323/41C07C323/20C07D213/70C07D333/70H01L51/42
CPCY02E10/549Y02P70/50
Inventor 梅欣张俊
Owner LIYANG CITY PRODIVITY PROMOTION CENT
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