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Acceptor material with benzhydryl derivative and PC60BM bis-adduct

A technology of benzhydryl and double adducts is applied in the preparation of organic compounds, organic chemistry, electric solid devices, etc., and can solve the problems of single structure and energy level structure.

Inactive Publication Date: 2015-07-22
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Di-addition fullerene derivatives have become a research hotspot of acceptor materials, but the structures and energy level structures of such materials reported so far are relatively simple.

Method used

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  • Acceptor material with benzhydryl derivative and PC60BM bis-adduct
  • Acceptor material with benzhydryl derivative and PC60BM bis-adduct
  • Acceptor material with benzhydryl derivative and PC60BM bis-adduct

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1: With acceptor benzhydryl PC 60 BM double adduct (DPC 60 BM) synthesis as an example

[0022] The synthetic route is as follows:

[0023]

[0024] Synthesis of benzophenone-tosylhydrazone (compound 1)

[0025] Weigh benzophenone (1 mmol), put p-toluenesulfonyl hydrazide (1.2 equivalents) in a single-necked bottle, and add 10 ml of methanol as solvent. Heat and stir until boiling and reflux. The reaction time was 5.5 hours. After the reaction stopped, let it stand for one day, and then put it into the lower layer of the refrigerator (refrigerator temperature control. -15°C) to cool and crystallize. Part of the solvent should be distilled off first if necessary. White powder or salt crystals were obtained, filtered with a Buchner funnel and washed with a small amount of cold methanol. Put it into a constant temperature vacuum drying oven for drying, control the temperature at 50°C, and vacuum dry overnight. After weighing, it was 3.59g. Yield 96%, pu...

Embodiment 2

[0029] Example 2: With acceptor difluorobenzhydryl PC 60 BM double adduct (DFPC 60 BM) synthesis as an example

[0030] The synthetic route is as follows:

[0031]

[0032] Taking difluorobenzophenone as a raw material, the steps and conditions of Example 1 were used to synthesize compound 3 to obtain target compound 4.

[0033] MALDI-TOF mass spectrometry: DFPC 60 The theoretical value of BM is 1112.0, and the actual value is 1110.11.

Embodiment 3

[0034] Example 3: Using acceptor dimethyl benzhydryl PC 60 BM double adduct (DMPC 60 BM) synthesis as an example

[0035] The synthetic route is as follows:

[0036]

[0037] Using dimethylbenzophenone as a raw material, the target compound 6 was obtained by synthesizing compound 5 using the steps and conditions of Example 1.

[0038] MALDI-TOF mass spectrometry: DMPC 60 The theoretical value of BM is 1104.0, and the actual value is 1104.72.

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Abstract

The invention belongs to the field of organic functional materials, relates to application of an acceptor material with a benzhydryl derivative and a PC60BM bis-adduct in a polymer photovoltaic cell. The structural formula is shown in the formula I. In the formula, R is a linear or branched alkyl group with the number of hydrogen, fluorine atoms or carbon atoms being 1-20 or a linear or branched alkoxyl group with the number of carbon atoms being 1-20. A polymer can be used as a donor material of an ontology heterojunction solar cell; the derivative can effectively improve the LUMO energy, further boost the open-circuit voltage of the polymer photovoltaic cell and finally improve the photoelectric conversion efficiency of the cell.

Description

technical field [0001] The invention belongs to the field of organic functional materials, in particular to a 60 Acceptor material for BM double adducts. Background technique [0002] Due to the wide source of materials, low price and easy mass production, polymer photovoltaic cells have shown great potential in the field of new energy, and have attracted widespread attention from various countries. There are many factors that affect the conversion efficiency of polymer solar cells, among which the open circuit voltage is one of the main factors affecting the conversion efficiency of solar cells. The development of high LUMO energy level acceptors can increase the open circuit voltage of the battery, thereby improving the efficiency of the battery. Fullerenes are often used as electron acceptor materials for polymer photovoltaic cells due to their special electronic structure. The most commonly used acceptor material is [6,6]phenyl-C discovered in 1995 61 - Methyl butyrat...

Claims

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Application Information

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IPC IPC(8): C07C69/616C07C69/65C07C69/734C07C67/343H01L51/46
CPCC07C67/343C07C69/616C07C69/65C07C69/734Y02E10/549H10K85/211
Inventor 陈冬邓明哲卿辉李宗英陈键张志刚贡桂红田战怀
Owner XIAN MODERN CHEM RES INST
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