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Dibenzothiophene-thiophene pyrrolidone type double cable conjugate polymer and preparation method thereof

A benzodithiophene and conjugated polymer technology, applied in the field of organic semiconductor materials, can solve the problems of low photoelectric energy conversion efficiency of solar cells, etc., and achieve the effects that the morphology can be adjusted, the stability can be improved, and the film-forming performance can be improved.

Active Publication Date: 2019-06-14
INST OF APPLIED CHEM JIANGXI ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to solve the problem that the photoelectric energy conversion efficiency of existing single-component polymer solar cells is relatively low, and the present invention provides a kind of double-cable conjugated polymer substances and their preparation methods

Method used

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  • Dibenzothiophene-thiophene pyrrolidone type double cable conjugate polymer and preparation method thereof
  • Dibenzothiophene-thiophene pyrrolidone type double cable conjugate polymer and preparation method thereof
  • Dibenzothiophene-thiophene pyrrolidone type double cable conjugate polymer and preparation method thereof

Examples

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Embodiment 1

[0033] like figure 1 As shown, the synthesis of the benzodithiophene-thienopyrrole diketope double-cable conjugated polymer PPTPDBPTI in this example is as follows:

[0034] Concrete synthetic steps are:

[0035] (1) In a 100mL reaction flask, dissolve alkyl bromide-substituted thienopyrrole diketone 1 (142mg, 0.25mmol) and transverse PBI receptor 2 (221.5mg, 0.28mmol) in 20mL of DMF, and wait for the solution to equilibrate Potassium carbonate (71 mg, 0.51 mmol) was added.

[0036] Heat to 75 degrees Celsius, react for 24 hours, after cooling, add 70 mL each of chloroform and deionized water. The liquid was separated, the organic phase was washed with brine, dried and rotary evaporated to obtain the crude product. The crude product was separated on a silica gel column, eluent dichloromethane:petroleum ether=4:1 (V / V), to obtain 147 mg of pure intermediate M1 with a yield of about 50%. 1 H NMR (CDCl 3 ,400MHz): δ(ppm)10.36(s,2H),9.30-9.33(d,2H),9,14(s,2H),5.32(s,2H),3.96-...

Embodiment 2

[0040] In this example, the benzodithiophene-thienopyrrole diketope double-cable conjugated polymer PPTPDBPTI is applied to a single-component organic solar cell device:

[0041] The specific device structure of organic solar cells is shown in the attached Figure 8 Shown: Indium tin oxide / zinc oxide (ITO / ZnO) is used as an electrode on a glass substrate, an organic semiconductor active layer is spin-patterned on it, and molybdenum trioxide / silver (MoO 3 / Ag) as the electrode. The thickness of the zinc oxide layer is about 40nm, the thickness of the active layer is about 100nm, the thickness of the molybdenum oxide is about 10nm, and the thickness of the silver is about 100nm.

[0042] The benzodithiophene-thienopyrrole diketopic double cable polymer PTPDBBPTI obtained in Example 1 is used as the only active component in a non-fullerene solar cell, with indium tin oxide / zinc oxide (ITO / ZnO) and three Molybdenum oxide / silver (MoO 3 / Ag) as the electrode. The active layer PT...

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Abstract

The invention discloses a dibenzothiophene-thiophene pyrrolidone type double cable conjugate polymer and a preparation method thereof. The method comprises the following steps that alkyl bromide substituted thiophene pyrrolidone and a receptor nucleophilic reagent are added into an organic solvent; after the dissolving and balance, potassium carbonate is added; heating reaction is performed; aftercooling, chloroform and deionized water are added; liquid distribution is performed; organic phases are washed by saline water; drying and rotary evaporation are performed to obtain crude products; the crude products are subjected to silicagel column separation to obtain a pure intermediate M1; (2) the intermediate M1 and a dibenzothiophene type double tin reagent M2 are added into methylbenzene;after the solution is subjected to degasification treatment, a palladium catalyst and triphenylphosphine are added; heating reaction is performed; products are precipitated and filtered; the polymeris separated out in acetone; a filter membrane is used for suction filtration; vacuum drying is performed to obtain a black double cable polymer product. The prepared polymer has the advantages that an electron donor and a receptor are connected to form a single ingredient active layer through covalent bonds; the polymer is applied onto a photovoltaic device and belongs to an organic photovoltaicmaterial with excellent performance.

Description

technical field [0001] The invention relates to a benzodithiophene-thienopyrrole diketone-containing double-cable conjugated polymer and a preparation method thereof, belonging to the technical field of organic semiconductor materials. Background technique [0002] Organic solar cells have the characteristics of light weight, flexibility, adjustable structure, and solution processing. In recent years, they have attracted extensive attention from academia and industry. Among them, two-component or multi-component bulk heterojunction solar cells have been studied most deeply, and the energy conversion efficiency of a single cell has exceeded 15%. However, this type of device has many optimization steps and poor stability. Facilitate the preparation of large areas. In single-component solar cells, electron donors and acceptors are connected by covalent bonds to form a single-component active layer, which can effectively simplify the device preparation process and improve devic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549
Inventor 李韦伟游胜勇赵朝委晏南富
Owner INST OF APPLIED CHEM JIANGXI ACAD OF SCI
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