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CN-121248671-B - Compound based on imino structure, preparation method and application thereof

CN121248671BCN 121248671 BCN121248671 BCN 121248671BCN-121248671-B

Abstract

The invention belongs to the technical field of preparation of organic-inorganic lead halogen perovskite solar cells, and particularly relates to a compound based on an imino structure, a preparation method and application thereof; the self-assembly of the hole transport material on the electrode substrate is realized by taking alkyl phosphoric acid as an anchoring group. The preparation method provided by the invention is simple, the synthesis cost is low, and the prepared hole transport material can realize double functions of hole transport and perovskite interface passivation. When the material is applied to the inverted perovskite solar cell as a hole transport layer, the photoelectric conversion efficiency of positive scanning and negative scanning of more than 22% can be obtained without doping, the short-circuit current of the perovskite solar cell can be obviously improved, and the material has a wide application prospect.

Inventors

  • YAN LEI
  • WANG LE
  • Guo Shitong
  • CHEN KAIWEI
  • LI YANHONG
  • SHI YU

Assignees

  • 中节能万润股份有限公司

Dates

Publication Date
20260508
Application Date
20251204

Claims (7)

  1. 1. An imino-based compound, characterized in that the compound has the following chemical structural formula: ; Wherein n=2 to 4, R 1 is any one of hydrogen and alkoxy, and R 2 is any one of hydrogen and alkoxy.
  2. 2. The imino-structure based compound of claim 1, wherein the alkoxy group is-OCH 3 .
  3. 3. The imino-structure based compound of claim 1, wherein the compound is selected from any one of the following chemical structures: 。
  4. 4. A process for the preparation of an imino-structure based compound according to any one of claims 1 to 3, characterized in that the preparation process comprises the steps of: S1, under the action of sodium hydride, reacting an imino-based compound 1 with bromoalkyl diethyl phosphate to generate imino-based diethyl alkylphosphonate; s2, under the condition of inert gas, the diethyl alkylphosphonate based on the imino structure obtained in the step S1 reacts with trimethyl bromosilane and methanol to generate a compound of a target product based on the imino structure; In the step S1, the alkyl in the bromoalkyl diethyl phosphate is any one of C2-C4; The structural formula of the imino-based compound 1 is: ; Wherein R 1 is any one of hydrogen and alkoxy, and R 2 is any one of hydrogen and alkoxy.
  5. 5. The method for producing an imino-structure based compound according to claim 4, wherein in step S1, the molar ratio of the imino-based compound 1, the diethyl bromoalkylphosphate, and the sodium hydride is 1 (1 to 5): 1 to 2.5; In the step S2, the molar ratio of the diethyl alkylphosphonate based on the imino structure to the trimethyl bromosilane is 1 (1-10); In the step S2, the mass ratio of the diethyl alkylphosphonate based on the imino structure to the methanol is 1 (5-10).
  6. 6. The method for producing an imino-structure based compound according to claim 4, wherein in step S1, the reaction temperature is 20 to 50 ℃ and the reaction time is 2 to 10 hours; in the step S2, the reaction temperature is 40-80 ℃ and the reaction time is 2-10 hours; In the step S1, the solvent is at least one of tetrahydrofuran, dimethyl sulfoxide and dioxane; in the step S2, the solvent is at least one of dichloromethane, dichloroethane, toluene, dioxane and methanol.
  7. 7. Use of the imino-structure based compound according to any of claims 1-3, characterized in that the compound is applied in perovskite solar cell devices.

Description

Compound based on imino structure, preparation method and application thereof Technical Field The invention particularly relates to a compound based on an imino structure, a preparation method and application thereof, and belongs to the technical field of organic-inorganic lead halide perovskite solar cell preparation. Background Among the many renewable energy sources, solar energy has been attracting attention due to its wide distribution and lack of geographical limitations, and photovoltaic technology has also emerged. The perovskite solar cell (PVSCs) generally comprises a transparent conductive glass (ITO/FTO), an electron transport layer, a perovskite layer, a hole transport layer and a metal electrode, wherein the perovskite layer is a core and is responsible for absorbing sunlight and generating electron-hole pairs, and other layers cooperatively complete the transmission and collection of charges. PVSCs devices can be classified into two types, an upright structure (n-i-p) and an inverted structure (p-i-n) according to the deposition order of the components. The working principle is that the perovskite layer absorbs photon energy, valence band electron generation jump gan generates electron-hole pairs, electrons are injected into the electron transport layer, and holes are injected into the hole transport layer. After the electrons and the holes are collected by the positive electrode and the negative electrode, the electrons and the holes move under the action of an internal electric field generated by the positive electrode and the negative electrode with different work functions, so that current is generated. Different structures give the two types of batteries different characteristics. In general, n-i-p structure devices have higher photoelectric conversion efficiency, but are also lacking in stability. The p-i-n structure device has smaller hysteresis due to shorter distance of hole diffusion to the hole transport layer/perovskite interface, and the mild preparation process is also beneficial to the printing process or the laminated device. As an important component in PVSCs devices, the hole transport layer plays a role in extracting and transporting photo-generated holes, and has important significance in improving the efficiency and stability of the devices. Currently, a commonly used hole transport material is poly [ bis (4-phenyl) (2, 4, 6-trimethylphenyl) amine ] (PTAA), which is expensive (> 2000 yuan/g) to limit large-scale applications, while PTAA is poorly wettable, resulting in poor bonding with the layers. To promote the development of inverted perovskite, development of novel low-cost hole transport materials is imperative. The novel hole transport materials include inorganic compounds, metal complexes, conjugated polymers and small organic molecules. The organic micromolecules are widely researched and applied in PVSCs due to the advantages of solution processing, rich and adjustable structure, small difference between synthesis batches, easy purification and the like, and the organic micromolecules are beneficial to the contrast research clear of the relation between the material structure and the photovoltaic performance. In summary, the prior art has obvious defects, and the development of an organic small molecular hole transport material with high performance and low cost has important significance for the development of inverted perovskite solar cells. Disclosure of Invention Aiming at the defects existing in the prior art, the invention provides the compound based on the imino structure, and the preparation method and application thereof, wherein the preparation method is simple, the synthesis cost is low, and when the prepared hole transport material is applied to an inverted perovskite solar cell as a hole transport layer, the photoelectric conversion efficiency of positive scanning and negative scanning of more than 22% can be obtained without doping, so that the short-circuit current of the perovskite solar cell can be obviously improved, and the application prospect is wide. The technical scheme for solving the technical problems is as follows, namely a compound based on an imino structure, wherein the compound has the following chemical structural formula: ; Wherein R 1 is any one of hydrogen, halogen, alkyl and alkoxy, R 2 is any one of hydrogen, halogen, alkyl and alkoxy, and n=2-4; is any one of single bond and double bond. Further, R 1 and R 2 are each independently selected from H, br, -CH 3,-OCH3. Further, the compound is selected from any one of the following chemical structures: 。 the invention also discloses a preparation method of the compound based on the imino structure, which comprises the following steps: s1, under the action of sodium hydride, reacting an imino-based compound 1 with bromoalkyl diethyl phosphate to generate imino-based diethyl alkylphosphonate; s2, under the condition of inert gas, the diethyl alkylphosphonate based on the imino stru