Alpha-position tetrapropyl-substituted metal phthalocyanine, preparation method thereof, perovskite solar cell and preparation method of solar cell

A technology of solar cells and metal phthalocyanines, applied in the field of solar cells, can solve the problems of long-term stability of devices, high price, low hole mobility and low conductivity, etc., achieve excellent semiconductor characteristics, improve stability, and good Solubility effect

Active Publication Date: 2019-06-11
SOUTH UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA
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  • Abstract
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  • Application Information

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Problems solved by technology

However, the synthesis of small organic molecules constructed from spirofluorene and aniline is complex and expensive, for example, the price of spiro-OMeTAD is ten times that of gold, which is not conducive to popularization and application
In addition, these materials have low hole mobility and electrical conductivity, and need to be doped with lithium salt Li-TFSI to improve the electrical conductivity, and the introduction of dopants will adversely affect the long-term stability of the device.
At present, high price and unstable factors restrict the future industrial application of organic hole transport materials

Method used

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  • Alpha-position tetrapropyl-substituted metal phthalocyanine, preparation method thereof, perovskite solar cell and preparation method of solar cell
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  • Alpha-position tetrapropyl-substituted metal phthalocyanine, preparation method thereof, perovskite solar cell and preparation method of solar cell

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preparation example Construction

[0032] The present invention also provides a preparation method of the α-position tetrapropyl substituted metal phthalocyanine having the structure shown in formula I, comprising the following steps:

[0033] After mixing propyl phthalonitrile, soluble divalent metal salt, 1,8-diazabicyclo-bicyclo(5,4,0)-7-undecene and organic solvent, the phthalo Cyanine ring-forming reaction, obtains the α-position tetrapropyl group substitution metal phthalocyanine with the structure shown in formula I;

[0034] The soluble divalent metal salt is Zn 2+ 、Ni 2+ 、Co 2+ , Ca 2+ , Mg 2+ 、Sr 2+ 、Ba 2+ , Pb 2+ , Sn 2+ or Mn 2+ Salt.

[0035] In the present invention, the soluble divalent metal salt is preferably soluble divalent metal chloride, acetate or sulfate. In the present invention, the soluble divalent metal chloride salt is preferably ZnCl 2 、NiCl 2 、 CoCl 2 , CaCl 2 , MgCl 2 , SrCl 2 , BaCl 2 , PbCl 2 , SnCl 2 or MnCl 2 .

[0036] In the present invention, the moles...

Embodiment 1

[0075] 1) Mix 2.0g of 4-propylphthalonitrile, 0.53g of zinc chloride, 1mL of 1,8-diazabicyclo-bicyclo(5,4,0)-7-undecene (DBU), 5mL of n- Pentanol (pentanol) was placed in a 50mL single-necked round-bottomed flask, repeatedly vacuumed and blown with argon to ensure that there was no oxygen inside the flask;

[0076] 2) The above reaction system was heated and refluxed at 138° C. for 24 h under the protection of argon to carry out phthalocyanine cyclization reaction, and then cooled to room temperature to obtain a phthalocyanine cyclization reaction solution;

[0077] 3) Filter the above-mentioned phthalocyanine cyclization reaction solution, wash the solid crude product on the filter paper with 100mL dichloromethane, and then place it in air to dry; As a cleaning agent, wash until the refluxed solvent is colorless, take it out, and dry it in the air; vacuum sublimation to obtain α-position tetrapropyl substituted zinc phthalocyanine.

[0078] The principle of phthalocyanine cy...

Embodiment 2～ Embodiment 10

[0081] Replace 0.53g of zinc chloride with 0.50g of CoCl respectively 2 , 0.50g NiCl 2 , 0.49g MnCl 2 , 0.43gCaCl 2 , 0.37g MgCl 2 , 0.62g SrCl 2 , 0.81g BaCl 2 , 0.69g PbCl 2 , 0.74 gSnCl 2 , and other conditions remain unchanged, the α-position tetrapropyl substituted zinc phthalocyanine, α-position tetrapropyl substituted cobalt phthalocyanine, α-position tetrapropyl substituted nickel phthalocyanine, α-position tetrapropyl substituted manganese phthalocyanine, α-position tetrapropyl substituted manganese phthalocyanine, α-position Tetrapropyl substituted calcium phthalocyanine, α tetrapropyl substituted magnesium phthalocyanine, α tetrapropyl substituted strontium phthalocyanine, α tetrapropyl substituted barium phthalocyanine, α tetrapropyl substituted lead phthalocyanine, α Tetrapropyl substituted tin phthalocyanine.

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Abstract

The invention provides an alpha-position tetrapropyl-substituted metal phthalocyanine, a preparation method thereof, a perovskite solar cell and a preparation method of the solar cel, and belongs to the technical field of solar cells. The metal phthalocyanine provided by the invention is low in price, has excellent semiconductor characteristics, has good solubility in an organic solvent, can be used to prepare a hole transport layer of a non-doped perovskite solar cell by a low-cost liquid phase spin coating process, and can effectively improve the stability of a component of the perovskite solar cell. The hole transport layer of the perovskite solar cell provided by the invention is beneficial to extraction and transport of photogenerated holes of a perovskite active layer, helps to reduce the recombination probability of electrons and holes, and is more advantageous for improving the component performance. The phthalocyanine molecule provided by the invention has a peripheral propylsubstituent, and the propyl substituent helps to improve the hydrophobic property of the material, can effectively resist the invasion of water molecules, can effectively protect the active layer of the perovskite, and contribute to the improvement of the component lifetime and stability.

Description

technical field [0001] The invention relates to the technical field of solar cells, in particular to an α-position tetrapropyl-substituted metal phthalocyanine and a preparation method thereof, a perovskite solar cell and a preparation method thereof. Background technique [0002] Facing the depletion of fossil energy and the pollution to the environment during its use, the development of new energy has become the only way for the sustainable development of human civilization, among which solar photovoltaic power generation is undoubtedly the most promising solution. After decades of development, the types of batteries have evolved from traditional monocrystalline silicon batteries to various new types of perovskite solar cells, including semiconductor thin-film batteries, organic thin-film batteries, sensitized batteries, and perovskite batteries. In recent years, perovskite solar cells (PSCs) have attracted extensive attention of researchers due to their high energy conver...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/22H01L51/42H01L51/46H01L51/48
CPCY02E10/549Y02P70/50
Inventor 许宗祥许家驹
Owner SOUTH UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA
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