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Polymer donor material containing dibenzothiophene sulfoxide unit and preparation thereof

A technology of thiophene sulfoxide and polymers, which is applied in the field of conjugated polymer donor materials containing dibenzothiophene sulfoxide units and its preparation, can solve problems such as the performance of devices that have not been studied for blending, and achieve favorable scale Chemical production, mild reaction conditions, and simple synthesis method

Pending Publication Date: 2019-02-15
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But they did not study the performance of its blend with NF receptors to prepare devices

Method used

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  • Polymer donor material containing dibenzothiophene sulfoxide unit and preparation thereof
  • Polymer donor material containing dibenzothiophene sulfoxide unit and preparation thereof
  • Polymer donor material containing dibenzothiophene sulfoxide unit and preparation thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0046] In the present embodiment, the polymer structural formula is as follows:

[0047]

[0048] The preparation of this polymer comprises the steps:

[0049] (1) Preparation of dibenzothiophene sulfoxide-based acceptor unit

[0050]

[0051] Add 2,8-dibromodibenzothiophene (5 g, 14.6 mmol), 1,3-bis(diphenyl

[0052]

[0053] Phosphinopropane) nickel dichloride (396.2mg, 0.73mmol) and anhydrous tetrahydrofuran (200mL), under nitrogen protection, 2mol / L n-octylmagnesium bromide (29.2mL, 58.4mmol) was slowly added dropwise at 0°C, Warm up to room temperature and react for 6h. The reaction was quenched with aqueous ammonium chloride, and after rotary evaporation of most of the solution, it was extracted with dichloromethane, and the organic phases were combined and washed with anhydrous MgSO 4 dry. After the organic solvent was distilled off under reduced pressure, the residue was subjected to column chromatography using petroleum ether as the eluent to obtain a col...

Embodiment 2

[0062] In the present embodiment, the polymer structural formula is as follows:

[0063]

[0064] The preparation of this polymer comprises the steps:

[0065]

[0066] In a 50mL single-necked flask, add 3,7-dibromo-2,8-dioctyldibenzothiophene sulfoxide (100mg, 0.17mmol), 5,5'-bistrimethyltin-2,2' -Bithiophene (84.4mg, 0.17mmol), tris(dibenzylideneacetone)dipalladium (4.8mg, 0.003mmol), tris(o-methylphenyl)phosphine (9.4mg, 0.02mmol) and toluene (6mL) , Under a nitrogen atmosphere, reflux at 110°C for 24h. After the reaction was completed, it was cooled to room temperature, and the reaction was settled in methanol. Carry out Soxhlet extraction with methanol and acetone in turn, and finally dissolve with chloroform, and dry to obtain 50 mg of orange-yellow solid, with a yield of 48%.

[0067] The proton nuclear magnetic spectrum characterization of the polymer that adopts above-mentioned method to make: 1 H NMR (400MHz, CDCl 3 )δ8.01(s,2H),7.75(s,2H),7.24(d,J=3.2Hz,2...

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Abstract

The invention discloses a polymer solar cell donor material containing a dibenzothiophene sulfoxide unit and a preparation method thereof. The molecular main chain of the polymer donor material contains a dibenzothiophene sulfoxide unit with medium electron-withdrawing ability, and the dibenzothiophene sulfoxide unit and a strong electron-donating or strong electron-withdrawing unit are polymerized through Stille to prepare a novel medium-wide band gap donor material. This type of polymer has the characteristics of excellent oxidation resistance, low HOMO energy level, adjustable absorption spectrum, high molar extinction coefficient and good solubility, and have a great potential application value in the fields of organic solar cells, fluorescent sensors and biological detection.

Description

technical field [0001] The invention relates to a conjugated polymer donor material used in a photosensitive active layer of an organic solar cell, in particular to a conjugated polymer donor material containing a dibenzothiophene sulfoxide unit and a preparation method thereof. Background technique [0002] Organic solar cells (OPV) have become a research hotspot in the field of photovoltaics due to their light weight, low cost, flexibility and large-area printing. Among them, the photosensitive active layer material is the main material that converts sunlight into electrical energy, and is the key factor determining the performance of OPV. It is usually composed of donor materials and acceptor materials. In the course of OPV development, fullerene derivatives have long occupied a dominant position as acceptor materials. In 2015, Professor Zhan Xiaowei of Peking University first reported the fused ring non-fullerene small molecule acceptor ITIC. Since then, the photoelectr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12
CPCC08G61/124C08G61/126C08G2261/3223C08G2261/3241C08G2261/3243C08G2261/18C08G2261/1412C08G2261/124C08G2261/91C08G2261/414Y02E10/549
Inventor 朱卫国朱梦冰张斌夏浩彭文红
Owner CHANGZHOU UNIV
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