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Multiporphyrin organic small molecule photovoltaic material and preparation method thereof

A technology of photovoltaic materials and small molecules, applied in photovoltaic power generation, organic chemistry, semiconductor/solid-state device manufacturing, etc., can solve the problems of low photoelectric conversion efficiency of organic solar cells, achieve optimized solubility, increase π-conjugated system, widen The effect of absorption spectroscopy

Inactive Publication Date: 2017-11-03
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the photoelectric conversion efficiency of organic solar cells based on porphyrin and its derivatives is very low

Method used

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  • Multiporphyrin organic small molecule photovoltaic material and preparation method thereof
  • Multiporphyrin organic small molecule photovoltaic material and preparation method thereof
  • Multiporphyrin organic small molecule photovoltaic material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 5

[0048] The ethynyl porphyrin in Example 5 is prepared by Example 2, and the acetylenic raw material in Example 2 is prepared by Example 1; the ethynyl porphyrin in Example 6 is prepared by Example 4, and Example 4 The acetylene raw material in is prepared by embodiment 3.

Embodiment 1

[0050] The synthesis of 1,2-bis{15-(triisopropylsilylacetylene)-10,20-bis[5-(2-ethylhexyl)thiophene]zinc porphyrin-5}acetylene is as follows:

[0051]

[0052] Under the protection of argon, add 5-acetylene-15-(triisopropylsilylacetylene)-10,20-bis(5-(2-ethylhexyl)thiophene) zinc porphyrin into a 100mL two-neck round bottom flask Porphyrin (170mg, 0.176mmol) (compound B), 5-bromo-15-(triisopropylsilylacetylene)-10,20-bis(5-(2-ethylhexyl)thiophene) zinc porphyrin (128mg, 0.125mmol) (Compound A), anhydrous THF (20mL), triethylamine (10mL), tris(dibenzylideneacetone)dipalladium (14.3mg, 0.016mmol) and tris(o-methylphenyl)phosphorus ( 38mg, 0.125mmol), protected from light, stirred and reacted at 80°C for two days; after the reaction was completed, cooled to room temperature, washed with water, extracted with chloroform, dried over anhydrous sodium sulfate, spin-dried, separated and purified to obtain a purple solid, compound C ( 1,2-bis{15-(triisopropylsilylacetylene)-10,20-bis...

Embodiment 2

[0054] The synthesis of 1,2-bis{15-ethynyl-10,20-bis[5-(2-ethylhexyl)thiophene]zinc porphyrin-5}acetylene, the equation is as follows:

[0055]

[0056] Add 1,2-bis(15-(triisopropylsilylacetylene)-10,20-bis(5-(2-ethylhexyl)thiophene)zinc porphyrin-5)acetylene into a 100mL single-necked round bottom flask (590mg, 0.309mmol) (compound C), THF (35mL), then slowly dropwise (dropping speed is 1 drop / second) tetrabutylammonium fluoride (0.71mL, 1M), after the reaction is complete, add water to quench , extracted with chloroform, dried over anhydrous sodium sulfate, spin-dried, separated and purified to obtain compound D (1,2-bis{15-ethynyl-10,20-bis[5-(2-ethylhexyl)thiophene]zinc porphyrin-5}acetylene).

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Abstract

The invention belongs to the technical field of organic small molecule photovoltaic materials, and discloses a multiporphyrin organic small molecule photovoltaic material and a preparation method thereof. The structure of the multiporphyrin organic small molecule photovoltaic material is as shown in formula I. The multiporphyrin organic small molecule photovoltaic material takes porphyrin rings as a basic skeleton, the plurality of porphyrin rings are connected by acetylenic bonds to construct a multiporphyrin skeleton, and then each non-substituted intermediate position of the multiporphyrin is modified. The multiporphyrin organic small molecule photovoltaic material disclosed by the invention improves the absorption of a material to light, increases the pi-pi stacking of the material among molecules in a film formation state, and improves the film forming property of the material; an organic photovoltaic battery prepared from the material disclosed by the invention by a solution processing method has relatively good device performance, and has the maximum solar energy conversion efficiency up to 8%, thereby having the application prospect in solar batteries (shown in the description).

Description

technical field [0001] The invention belongs to the field of organic small molecule photovoltaic materials, in particular to a polyporphyrin organic small molecule photovoltaic material and a preparation method thereof. Background technique [0002] Solar energy is a renewable clean energy and a huge energy treasure house. The development and utilization of solar energy has attracted more and more attention from human beings. However, the energy density of solar energy is low, and it is not easy to use it directly. It needs to be converted into other energy sources to be well utilized. In the effective use of solar energy, the use of photovoltaic cells to convert solar energy into electrical energy is the fastest growing and most dynamic research field in recent years. [0003] Solution-processable organic polymer and organic small molecule solar cells have potential advantages such as low cost, easy processing (such as spin coating, inkjet printing, etc.), and suitable for...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00H01L51/42H01L51/46
CPCC07D519/00H10K85/655H10K85/6572H10K85/30H10K85/40H10K30/00Y02E10/549
Inventor 彭小彬赖天奇肖练钢张琳刘昶
Owner SOUTH CHINA UNIV OF TECH