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Large-band-gap acceptor material based on fluorene or indenofluorene and thiophene end group, preparation method and application

A technology of indenofluorene and thiophene, which is applied in the field of organic solar cell material preparation, can solve the problems of not being suitable for indoor photovoltaic devices and narrow band gap, and achieve the effects of easy processing into film, large band gap and high mobility

Pending Publication Date: 2021-07-27
HKUST SHENZHEN RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] Aiming at the problem that the band gap of organic acceptor materials in existing organic solar cells is too narrow and not suitable for indoor photovoltaic device applications, the first purpose of the present invention is to provide a large band gap based on fluorene or indenofluorene and thiophene terminal groups Gap nonfullerene acceptor materials

Method used

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  • Large-band-gap acceptor material based on fluorene or indenofluorene and thiophene end group, preparation method and application
  • Large-band-gap acceptor material based on fluorene or indenofluorene and thiophene end group, preparation method and application
  • Large-band-gap acceptor material based on fluorene or indenofluorene and thiophene end group, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] Compound Synthesis:

[0068] The synthesis of compound 3 is mainly prepared by Knoevenagel condensation reaction of dialdehyde structure compound and terminal group compound, and its synthetic route is as follows:

[0069]

[0070] The specific operation is:

[0071] Add the above-mentioned dialdehyde structure compound 1 (0.20 g), terminal group 2 (0.21 g), 40 ml of dry chloroform and pyridine (1 ml) into a 100 ml two-necked bottle, react at room temperature for 24 hours, and use trichloro Extracted with methane, combined the organic phases, dried over anhydrous sodium sulfate, removed the solvent by rotary evaporation under reduced pressure, and separated by column chromatography to obtain compound 6 as a blue-black solid (0.25 g, yield 85%). 1 HNMR (400MHz, CDCl 3 )δ8.72(s,2H),7.85(s,2H),7.68(d,J=4.6Hz,4H), 7.59(s,2H),2.13-1.90(m,12H),1.10(d,J =25.8Hz,66H),0.83-0.65(m,24H ). 13 CNMR (101MHz, CDCl 3 ( s), 139.13(s), 137.53(s), 136.73(d, J=30.3Hz), 136.57-136....

Embodiment 2

[0073] The test of the ultraviolet-visible absorption spectrum of organic optoelectronic compound 3:

[0074] The compound prepared by a kind of embodiment is made into 10 -5 mol / L and 10 -2 mol / L chloroform solution, the former is used to measure the UV-visible absorption spectrum in the solution state, and the latter solution is used to measure the UV-visible absorption spectrum of the film at a speed of 1200 rpm on a quartz plate, and the scanning range is 300-800 nanometers, the measuring instrument is PerkinElmer Lambda 20UV / VIS Spectrophotometer.

[0075] The UV-Vis absorption spectrum of compound 3 is as figure 1 shown. The solution of this compound has stronger absorption in the range of 400-700 nanometers, and the maximum absorption peak position is at 640 nanometers, while the film absorption has obvious red shift and the absorption range becomes wider, and the maximum absorption peak is at 690 nanometers, which is the same as High photoelectric conversion effici...

Embodiment 3

[0078] Comparative compound 3, preparation and testing of indoor and outdoor organic solar cell devices using the compound of formula (1) of the present application as electron acceptor:

[0079] The photovoltaic device structure is ITO / PEDOT:PSS / donor material:acceptor material / PDI-NO / Al. The specific preparation process of photovoltaic devices is: ITO (indium tin oxide, anode) glass pretreatment: first scrub the ITO glass with detergent, then rinse it with deionized water, and then use acetone and isopropanol solvents to ultrasonically clean each 20 After taking it out, blow it dry with a nitrogen gun, and treat it with UV-ozone for 20 minutes. Spin-coat one deck of PEDOT:PSS (CleviosPVPAl4083) on the ITO glass after pretreatment as the anode interface layer, treat that PEDOT:PSS bakes in oven at 140 ℃ for 20 minutes, after cooling, compound 6 prepared in Example 1 and donor material The blended chloroform solution was spin-coated on the surface of PEDOT:PSS as an active la...

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Abstract

The invention relates to a large-band-gap acceptor material based on fluorene or indenofluorene and thiophene end groups, a preparation method and application thereof. The acceptor material is a compound having a structure defined in the specification, wherein the molecular structure takes a fused ring based on fluorene or indenofluorene as a central core unit,a thiophene terminal group is selected as a terminal group, intramolecular charge transfer is realized, and the acceptor material with a large band gap is prepared. The preparation method comprises the following steps: carrying out Knoevenagel condensation reaction on a dialdehyde structure compound and a terminal group compound, and separating to obtain the acceptor material. According to the application of the acceptor material in an organic solar cell and an indoor organic photovoltaic device, the organic photovoltaic device comprises a compound serving as an active layer electron acceptor material or comprises the compound prepared by the preparation method.

Description

technical field [0001] The invention belongs to the technical field of preparation of organic solar cell materials, in particular to a non-fullerene acceptor material based on fluorene or indenofluorene and thiophene end groups, and also relates to its preparation method and its use in organic solar cells and indoor organic photovoltaic devices Applications. Background technique [0002] Solar energy is a completely renewable and pollution-free clean energy, and it has a large reserve on the earth. The full use of solar energy can effectively solve the fossil energy crisis and increasingly prominent environmental problems. The preparation of traditional inorganic solar cell devices has serious defects such as high cost and high pollution, which limits its development space, so that low-cost, low-pollution, light-weight and solution-processable organic solar cells have been obtained in the past two decades. With rapid development, it has broad application prospects. In rec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D495/04C07D495/22H01L51/42H01L51/46
CPCC07D495/04C07D495/22H10K85/6576H10K30/00Y02E10/549
Inventor 白福锦颜河
Owner HKUST SHENZHEN RES INST
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