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Triphenylamine side chain-containing polymer, preparation method thereof and organic solar cell device

A technology of triphenylamine and polymers, which is applied in the field of organic solar cell devices, polymers containing triphenylamine side chains and its preparation, can solve the problems of low conversion efficiency, improve energy conversion efficiency, novel structure, and improve low efficiency Effect

Inactive Publication Date: 2015-04-29
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Research in this area has made rapid progress in recent years, but the conversion efficiency of organic polymer solar cells is still much lower than that of inorganic solar cells

Method used

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  • Triphenylamine side chain-containing polymer, preparation method thereof and organic solar cell device
  • Triphenylamine side chain-containing polymer, preparation method thereof and organic solar cell device
  • Triphenylamine side chain-containing polymer, preparation method thereof and organic solar cell device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The polymer containing triphenylamine side chains in this example, that is, poly{2,6-diyl-4,8-bis(n-octyloxy)benzodithiophene-co-4-(2-(2,5 -diylthiophen-3-yl)vinyl)-N-(4-(n-octyloxy)benzene)-N-phenylaniline} (P1), (where R1 is n-octyl, R2 is n- Octyl, n=50), its structural formula is as follows:

[0032]

[0033] The preparation steps of above-mentioned polymer are as follows:

[0034] The reaction formula is as follows:

[0035]

[0036] Under the protection of argon, 2,6-ditrimethyltin-4,8-bis(n-octyloxy)benzodithiophene (151mg, 0.2mmol), 4-(2-(2,5-bis Bromothien-3-yl) vinyl)-N-(4-(n-octyloxy)benzene)-N-phenylaniline (128mg, 0.2mmol) was added to a flask containing 10ml of toluene solvent, and vacuumed to remove oxygen And filled with argon, then added bistriphenylphosphine palladium dichloride (5.6mg, 0.008mmol); the flask was heated to 100°C for Stille coupling reaction for 36h. Subsequently, the polymerization reaction was stopped after cooling down, and ...

Embodiment 2

[0040] The polymer containing triphenylamine side chains in this example, that is, poly{2,6-diyl-4,8-di(methoxy)benzodithiophene-co-4-(2-(2,5- Diylthiophen-3-yl)vinyl)-N-(4-(n-eicosyloxy)benzene)-N-phenylaniline} (P2), (where R1 is methyl, R2 is di Decyl, n=35), its structural formula is as follows:

[0041]

[0042] The preparation steps of above-mentioned polymer are as follows:

[0043] The reaction formula is as follows:

[0044]

[0045] Under the protection of mixed gas of nitrogen and argon, 2,6-ditrimethyltin-4,8-di(methoxy)benzodithiophene (173mg, 0.3mmol), 4-(2-(2,5 -Dibromothiophen-3-yl)vinyl)-N-(4-(n-eicosyloxy)benzene)-N-phenylaniline (242mg, 0.3mmol) and 15mL tetrahydrofuran were added to a 50mL two-necked flask After fully dissolving, pass the mixed gas of nitrogen and argon to exhaust the air for about 20 minutes, then add tetrakistriphenylphosphine palladium (4mg, 0.003mmol) into it, and then fully pass the mixed gas of nitrogen and argon to exhaust t...

Embodiment 3

[0048] The polymer containing triphenylamine side chains in this embodiment, that is, poly{2,6-diyl-4,8-bis(n-eicosyloxy)benzodithiophene-co-4-(2-(2 ,5-diylthiophen-3-yl)vinyl)-N-(4-(methoxy)benzene)-N-phenylaniline} (P3), (where R1 is n-eicosyl, R2 is methyl, n=10), its structural formula is as follows:

[0049]

[0050] The preparation steps of above-mentioned polymer are as follows:

[0051] The reaction formula is as follows:

[0052]

[0053] Under nitrogen protection, 2,6-ditrimethyltin-4,8-bis(n-eicosyloxy)benzodithiophene (332mg, 0.3mmol), 4-(2-(2,5-bis Bromothien-3-yl)vinyl)-N-(4-(methoxy)benzene)-N-phenylaniline (179mg, 0.33mmol), palladium acetate (3.5mg, 0.015mmol) and tris(o-methyl Phenylphenyl)phosphine (21mg, 0.06mmol) was added to a flask containing 12mL of N,N-dimethylformamide, and then the flask was purged with nitrogen for about 20min; the flask was heated to 130°C for Stille Coupling reaction 6h. Subsequently, stop the polymerization reaction af...

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Abstract

The invention belongs to the field of organic semiconductors and discloses a triphenylamine side chain-containing polymer, a preparation method thereof and an organic solar cell device. A main body material has a structural general formula shown in descriptions, wherein each of R1 and R2 is C1-C20 alkyl, and n is an integer between 10 and 100. According to the triphenylamine side chain-containing polymer disclosed by the invention, triphenylamine is an excellent hole transport unit; benzodithiophene (BDT) has easily-modified photophysical properties, and copolymers of benzodithiophene show the advantages of relatively high absorption coefficient and relatively wide absorption range to sunlight, and the like; by applying the triphenylamine side chain-containing polymer to solar cells, the efficiency of organic electroluminescent devices can be increased.

Description

technical field [0001] The invention relates to the field of organic semiconductor materials, in particular to a polymer containing triphenylamine side chains and a preparation method thereof. The invention also relates to an organic solar cell device using the triphenylamine side chain-containing polymer as an electron donor material for an active layer. Background technique [0002] The preparation of low-cost and high-efficiency solar cells using cheap materials has always been a research hotspot and difficulty in the field of photovoltaics. Organic semiconductor materials have attracted much attention for their advantages such as easy availability of raw materials, low price, simple process, strong stability, and good photovoltaic effect. Since 1992, N.S. Sariciftci et al. reported on SCIENCE (N.S Sariciftci, L. Smilowitz, A.J. Heeger, et al. Science, 1992, 258, 1474) that conjugated polymers and C 60 After the light-induced electron transfer phenomenon between organic...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549
Inventor 周明杰张振华王平钟铁涛
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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