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Bithiazole unit-containing polymer and preparation method thereof and solar battery device

A bithiazole and polymer technology is applied in the field of polymers containing bithiazole units and their preparation, and in the field of solar cell devices, which can solve the problems of wide energy band gap, low energy conversion efficiency of organic solar cells, and reduced photon absorption rate.

Inactive Publication Date: 2013-06-19
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the existing polymers containing bithiazole units have a wide band gap (the energy level difference between the HOMO energy level and the LUMO energy level), which reduces the absorption rate of photons in the solar spectrum, thus making the use of bithiazole units Cell-based polymer organic solar cells have low energy conversion efficiencies

Method used

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  • Bithiazole unit-containing polymer and preparation method thereof and solar battery device
  • Bithiazole unit-containing polymer and preparation method thereof and solar battery device
  • Bithiazole unit-containing polymer and preparation method thereof and solar battery device

Examples

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preparation example Construction

[0035] The preparation method of the polymer containing bithiazole unit of one embodiment, such as figure 1 shown, including the following steps:

[0036] Step S1, providing compound A and compound B.

[0037] The structural formula of compound A is: Among them, R 1 for C 1 ~C 20 of alkyl.

[0038] The structural formula of compound B is: Among them, R 2 for C 1 ~C 20 of alkyl.

[0039] In this embodiment, compound A can be synthesized by referring to the method disclosed in the literature (Advanced materials, 2007, 19, 2295) or purchased from the market, and compound B can be purchased from the market.

[0040] Step S2, preparing polymer P containing bithiazole units.

[0041] In an oxygen-free environment, compound A and compound B are added into an organic solvent containing a catalyst at a molar ratio of 1:1 to 1.2 to carry out a Heck coupling reaction, the catalyst organopalladium or organopalladium and organophosphine ligand mixture, to obtain the following ...

Embodiment 1

[0056] This example discloses poly{4,4'-dioctyl-2,2'-bithiazole-co-N-octyl-3,6-divinylcarbazole} (containing bithiazole unit) with the following structural formula Polymer P1):

[0057]

[0058] The preparation process of the polymer P1 containing the bithiazole unit is as follows:

[0059] Under nitrogen protection, N-octyl-3,6-divinylcarbazole (166mg, 0.5mmol) and 5,5'-dibromo-4,4'-dioctyl-2,2'-bithiazole (275mg , 0.5mmol) and tri-o-tolylphosphine (37mg, 0.12mmol) were put into a 50mL two-necked flask. N,N-Dimethylformamide (6 mL) was fully purged with nitrogen and exhausted for about 10 minutes, and then added trisdibenzylideneacetone dipalladium (18.3 mg, 0.02 mmol). After fully purging nitrogen and exhausting the air for about 20 minutes, the mixture was stirred and reacted at 90°C for 24h, and then continued to react at 110°C for 24h. Stop the polymerization reaction after cooling down, drop 30mL of methanol into the flask for precipitation, filter through a Soxhle...

Embodiment 2

[0065] This embodiment discloses poly{4,4'-dimethyl-2,2'-bithiazole-co-N-eicosyl-3,6-divinylcarbazole} (containing bithiazole unit Polymer P2):

[0066]

[0067] The preparation process of the above-mentioned polymer P2 containing bithiazole units is as follows:

[0068] Under nitrogen protection, N-eicosyl-3,6-divinylcarbazole (150mg, 0.3mmol), 5,5'-dibromo-4,4'-dimethyl-2,2'-bithiazole (106mg, 0.3mmol) and 10mL of toluene were respectively added into a 50mL two-necked bottle, and after fully exhausting nitrogen for about 20min, bistriphenylphosphine palladium dichloride (4.2mg, 0.006mmol) was added therein, and fully After purging the air with nitrogen for about 10 minutes, the reaction was stirred at 120° C. for 24 hours. Stop the polymerization reaction after cooling down, add 40mL methanol to the flask for precipitation, filter through a Soxhlet extractor, and then extract with methanol and n-hexane for 24 hours. Then use chloroform as a solvent to extract until it ...

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Abstract

A bithiazole unit-containing polymer has the following structural formula: wherein R1 is an alkyl group of C1-C20, R2 is an alkyl group of C1-C20, and n is an integer of 10-50. Carbazole is introduced to the structure of the bithiazole unit-containing polymer, and carbazole is an excellent hole transport unit, therefore the introduction of carbazole to the polymer can make the hole mobility of the polymer to be increased. An acceptor structure is formed between the carbazole unit and the bithiazole unit to form a donor-acceptor structure so that the band gap of the polymer is narrowed, and the absorption spectrum produces red shift to preferably match the solar spectrum. Connecting an alkyl chain to the thiophene can help to increase the solubility of the copolymer. The invention also provides a preparation method of the bithiazole unit-containing polymer and a solar battery device using the bithiazole unit-containing polymer. Application of the thiazothiazole unit-containing polymer in solar batteries can greatly improve the energy conversion efficiency.

Description

【Technical field】 [0001] The invention relates to the field of optoelectronics, in particular to a polymer containing bithiazole units, a preparation method thereof and a solar cell device using the polymer containing bithiazole units. 【Background technique】 [0002] The energy issue is a major issue of great concern to all countries in the world. Solar energy is the most ideal alternative energy source for humans in the future, and solar cells that convert solar energy into electrical energy are also research hotspots. Conjugated polymer thin film solar cells emerging in recent years have outstanding advantages such as low cost, light weight, simple manufacturing process, and can be prepared into flexible devices. In addition, organic materials are diverse and highly designable, promising to improve the performance of solar cells through material design and optimization. [0003] Among polymers containing bithiazole units, since thiazole is a typical electron-deficient un...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549
Inventor 周明杰王平张振华陈吉星
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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