Quinoxaline derivative polymer material based on side chain halogen atom substitution and application

A technology of polymer materials and halogen atoms, which is applied in the field of polymer solar cells, can solve the problems of high-efficiency devices such as complicated process and few types, and achieve the effect of promoting electron transmission, reducing influence, and increasing open circuit voltage

Inactive Publication Date: 2021-07-30
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Aiming at the problems that currently there are few types of high-efficiency polymer donor materials and the process of high-efficiency devices is complex, the present invention provides a class of polymer materials based on halogen atom 6,7-side chain substitution of quinoxaline derivatives and its application

Method used

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  • Quinoxaline derivative polymer material based on side chain halogen atom substitution and application
  • Quinoxaline derivative polymer material based on side chain halogen atom substitution and application
  • Quinoxaline derivative polymer material based on side chain halogen atom substitution and application

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Effect test

Embodiment 1

[0035] The following is the synthesis of polymers PBDTS-DFQ and PBDTS-DClQx, and its synthetic route is as follows:

[0036]

[0037] Synthesis of compound M1

[0038] Dissolve 5-bromo-2-fluorophenol (1.91g, 10.0mmol), potassium carbonate (1.36g, 11.0mmol), bromoisoctane (1.94g, 10.0mmol) in N,N-dimethylformaldehyde Amide (DMF) (30mL), in N 2 Reaction at 150°C for 8h under protection. The mixture was cooled to room temperature, then poured into water (100 mL), extracted with dichloromethane (DCM) (30 mL×3). The organic layers were combined, washed with water (150 mL×3), dried, and the solvent was removed under reduced pressure. The residue was separated by column chromatography using petroleum ether (PE) as the eluent to obtain 2.67 g of a colorless transparent liquid with a yield of 88.0%. 1 H NMR (400MHz, CDCl 3 )δ7.07(d,J=9.7Hz,1H),6.99(s,1H),6.96–6.90(m,1H),3.88(d,J=7.4Hz,2H),1.48–1.25(m,8H ), 0.93 (t, J=7.5Hz, 6H).

[0039] Synthesis of compound M2

[0040] M1 ...

Embodiment 2

[0066] Thermal stability (TGA) curves of polymers PBDTS-DFQ and PBDTS-DClQ

[0067] figure 1 It is the thermostability (TGA) curve figure of polymer PBDTS-DFQ and PBDTS-DClQ, and the decomposition temperature of PBDTS-DFQ and PBDTS-DClQ is respectively 297.8 and 364.1 ℃ when thermal weight loss 5%, illustrates that two kinds of polymers all have Good thermal stability can meet the needs of device processing.

Embodiment 3

[0069] Crystallinity (DSC) curves of polymers PBDTS-DFQ and PBDTS-DClQ

[0070] The crystallization properties of the polymers PBDTS-DFQ and PBDTS-DClQ were tested by differential scanning calorimetry (DSC), as figure 2 shown. The two polymers have no obvious melting peak and crystallization peak in the temperature range of 40-310 °C, indicating that the two polymers are in an amorphous state.

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Abstract

The invention belongs to the field of polymer solar cells, and particularly relates to a quinoxaline derivative polymer material based on side chain halogen atom substitution and application. The quinoxaline derivatives substituted by side chain halogen atoms (F, Cl) are simple in synthetic route, high in yield and good in stability; and especially, the introduction of the chlorinated side chain can effectively increase the conjugation of material molecules, widen the absorption and ensure that the active layer has good phase separation, thereby achieving the effect of improving the short-circuit current and fill factor of the polymer solar cell. The polymer material is used as an electron donor, Y6 is used as an electron acceptor, the polymer material is applied to a solution processing type polymer solar cell, and the energy conversion efficiency reaches 16.1%. The invention proves that the chlorinated side chain can effectively improve the photovoltaic performance of the polymer solar cell, and the efficient energy conversion of the D-A type polymer material constructed based on the side chain halogen atom substituted quinoxaline derivative in the polymer solar cell is realized.

Description

technical field [0001] The invention belongs to the field of polymer solar cells (PSCs), in particular to a class of quinoxaline derivative polymer materials and applications based on substitution of side chain halogen atoms. Introduce fluorine or chlorine atoms on the 6 and 7 positions of quinoxaline side chains, and polymerize them with benzodithiophene derivatives as acceptor units to obtain D-A conjugated polymer materials; and use this type of materials with small Molecular acceptor materials are used to prepare photoactive layers, which are applied to the research of polymer solar cell devices. Background technique [0002] With the rapid development of the economy, under the dual constraints of increasingly scarce fossil energy and increasingly serious environmental pollution, the development and utilization of clean, pollution-free and sustainable new energy has become one of the current research hotspots. In recent years, due to the advantages of clean, safe, low-c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/42H01L51/46
CPCC08G61/126C08G2261/124C08G2261/414C08G2261/3223C08G2261/3243C08G2261/514C08G2261/91H10K85/113H10K85/151H10K30/30Y02E10/549
Inventor 刘煜张强周忠鑫朱卫国
Owner CHANGZHOU UNIV
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