Conjugated polymer containing quinoxaline structure as well as synthesis method and application of conjugated polymer

A technology of conjugated polymer and quinoxaline, applied in the field of conjugated polymer and its synthesis, can solve the problems of narrow absorption spectrum and low molar absorption coefficient, and achieve the effect of good response, optimized morphology and improved performance

Pending Publication Date: 2022-05-17
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main factors that limit the energy conversion efficiency of PSCs are the narrow absorption spectrum and low molar absorption coefficient of existing polymer systems.

Method used

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  • Conjugated polymer containing quinoxaline structure as well as synthesis method and application of conjugated polymer
  • Conjugated polymer containing quinoxaline structure as well as synthesis method and application of conjugated polymer
  • Conjugated polymer containing quinoxaline structure as well as synthesis method and application of conjugated polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Prepare polymer D1, its synthetic route is as follows:

[0061]

[0062] Specific steps are as follows:

[0063] (1) Synthesis of compound 2: Cool the solution of n-butyl lithium (26.7mL, 64.0mmol, 1.0equiv) in anhydrous THF (100mL) to -78°C, heat it for 10min, and add Add 3-bromothiophene (compound 1, 6.0mL, 64.0mmol, 1.0equiv) dropwise, stir the mixture at -78°C for 4 hours, and record it as mixture solution a; Lithium bromide (5.56g, 64.0mmol, 1.0equiv) Slowly add cuprous bromide (9.19g, 64.0mmol, 1.0equiv) into anhydrous THF (150mL) solution, stir for 25 minutes until the solid dissolves, then cool the mixture to -40°C, and record it as mixture solution b; The mixture solution a was transferred to the mixture solution b, and then the system temperature was maintained at -78°C, which was recorded as mixture solution c; the THF (50mL) solution of oxalyl chloride (2.4mL, 28.8mmol, 0.45equiv) was cooled to -40 ℃, then it was transferred to the mixture solution c; t...

Embodiment 2

[0074] Prepare polymer D2, its synthetic route is as follows:

[0075]

[0076] Specific steps are as follows:

[0077] (1) Compound 2 was prepared according to the method of Example 1.

[0078] (2) Compound 3 was prepared according to the method of Example 1.

[0079] (3) Compound 4 was prepared according to the method of Example 1.

[0080] (4) Synthesis of Compound 6: Compound 4 (1.0g, 2.65mmol, 1.0equiv) was added to a dry round bottom flask, and then a solution of Compound 5 (576mg, 3.25mmol, 1.23equiv) in acetic acid (180mL) was added into the reaction bottle, heated the mixture solution to 50°C, stirred and reacted at 400rpm for 19 hours, and the reaction was carried out under nitrogen atmosphere; after the reaction, the mixture solution was naturally cooled to room temperature, and the solid was collected by filtration and washed with methanol, and then dried The crude product was obtained as a tan solid, that is, compound 6, which was directly used in the next s...

Embodiment 3

[0088] Prepare polymer D3, its synthetic route is as follows:

[0089]

[0090] Specific steps are as follows:

[0091] (1) Compound 2 was prepared according to the method of Example 1.

[0092] (2) Compound 3 was prepared according to the method of Example 1.

[0093] (3) Compound 4 was prepared according to the method of Example 1.

[0094] (4) Synthesis of Compound 6: Compound 4 (1.0g, 2.65mmol, 1.0equiv) was added to a dry round bottom flask, and then a solution of Compound 5 (352mg, 3.25mmol, 1.23equiv) in acetic acid (180mL) was added into the reaction bottle, heated the mixture solution to 50°C, stirred and reacted at 400rpm for 19 hours, and the reaction was carried out under nitrogen atmosphere; after the reaction, the mixture solution was naturally cooled to room temperature, and the solid was collected by filtration and washed with methanol, and then dried The crude product was obtained as a tan solid, that is, compound 6, which was directly used in the next s...

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Abstract

The invention relates to the technical field of organic polymer semiconductor materials, in particular to a conjugated polymer containing a quinoxaline structure and a synthesis method and application thereof. The conjugated polymer containing the quinoxaline structure, provided by the invention, has a plurality of alkyl branched chains, so that the polymer has good solubility, and the polymer can be used for preparing a thin-film device by adopting a solution processing technology during device preparation; the energy level and the optical band gap of the conjugated polymer containing the quinoxaline structure are easy to regulate and control, and the conjugated polymer has good thermal stability and can be applied to organic photoelectric devices such as organic solar cells, photoelectric detectors and thin film transistors.

Description

technical field [0001] The invention relates to the technical field of organic polymer semiconductor materials, in particular to a conjugated polymer containing a quinoxaline structure and a synthesis method and application thereof. Background technique [0002] Polymer solar cells (PSCs) have attracted widespread attention due to their facile fabrication, lightweight and large-area roll-to-roll processing potential (Angew.Chem.Int.Ed.2008,47,58–77; Nat.Photon . 2012, 6, 153–161; Acc. Chem. Res. 2012, 45, 723–733; Energy Environ. Sci. 2015, 8, 1160–1189; ActaPolym. Sin. 2019, 50, 988–1046.). Recently, great progress has been made in bulk heterojunction PSCs using conjugated polymers as electron donor (D) materials and small molecule electron acceptors (A) as acceptor materials, and their power conversion efficiencies (PCEs) have exceeded 18 % (Sci. Bull. 2020, 65, 272-275.). [0003] All-polymer solar cells (All-PSCs) have unique advantages due to the use of polymers as el...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46
CPCC08G61/126C08G2261/124C08G2261/3223C08G2261/3243C08G2261/414C08G2261/18C08G2261/1412C08G2261/514C08G2261/592C08G2261/91H10K85/113H10K85/151Y02E10/549
Inventor 董方亮李正王明唐正马在飞
Owner DONGHUA UNIV
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