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Perylene tetracarboxylic dianiline conjugated polymer and preparation method and application thereof

A perylenetetracarboxylic acid diimide and conjugated polymer technology, which is applied in the field of conjugated polymers and its preparation, can solve the problems of poor film-forming processability, poor solar light efficiency, and poor solubility, and achieve enhanced Effects of flatness and conjugation, wide absorption range, and improved solubility

Inactive Publication Date: 2011-08-10
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The technical problem to be solved by the present invention is to provide a perylene tetracarboxylic acid diimide conjugated polymer with good solubility, good film-forming processability and effective use of sunlight, and its preparation method and application, so as to solve the existing problems. Poor solubility, poor film-forming processability, weak absorbance and poor efficiency of using sunlight in the technology

Method used

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  • Perylene tetracarboxylic dianiline conjugated polymer and preparation method and application thereof
  • Perylene tetracarboxylic dianiline conjugated polymer and preparation method and application thereof
  • Perylene tetracarboxylic dianiline conjugated polymer and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0067] Regarding poly-N,N'-bis-(3,4,5-tri-dodecyloxybenzene)-3,4,9,10-perylenediimide-4,7-bis(3,6- The preparation of dioctylthieno[3,2-b]thiophene)-2,1,3-benzothiadiazole, the chemical reaction formula is as follows:

[0068]

[0069] Under the protection of nitrogen, the compound N,N'-bis-(3,4,5-tri-dodecyloxybenzene)-1,7-dibromo-3,4,9,10-perylenediyl Imine 0.5mmol, 4,7-bis(5-tributyltin-(3,6-dioctylthieno[3,2-b]thiophene))-2,1,3-benzothiadiazole 0.5mmol Toluene (20mL) solution, bubble 0.5h to remove residual oxygen, then add Pd 2 (dba) 3 (0.014g, 0.015mmol) and P(o-Tol) 3 (0.0093g, 0.030mmol) and bubbling for 0.5h to remove residual oxygen, then heated to 80 ° C for 48 hours; the mixture was added dropwise to methanol for sedimentation, filtered, washed with methanol, dried, and then dissolved with toluene, Add it to the aqueous solution of sodium diethyldithiocarbamate, then heat the mixture to 90°C and stir overnight; pass the organic phase through alumina column c...

Embodiment 2

[0071] About poly-N,N'-bis-(3,4,5-tri-octyloxybenzene)-3,4,9,10-perylenediimide-4,7-bis(3,6-dioctyl The preparation of thieno[3,2-b]thiophene)-2,1,3-benzothiadiazole, the chemical reaction formula is as follows:

[0072]

[0073] Under the protection of nitrogen, to the compound N,N'-bis-(3,4,5-tri-octyloxybenzene)-1,7-dibromo-3,4,9,10-perylenediimide 0.5mmol, 4,7-bis(5-tributyltin-thieno[3,2-b]thiophene))-2,1,3-benzothiadiazole 0.5mmol in toluene / THF (30mL) solution, drum Soak for 0.5h to remove residual oxygen, then add Pd(PPh 3 ) 4 0.0069mmol, bubbled for 0.5h to remove residual oxygen, and then heated to 80°C for 72 hours. Add the mixed solution dropwise to methanol for sedimentation, filter with suction, wash with methanol, dry, then dissolve with toluene, add it to the aqueous solution of sodium diethyldithiocarbamate, then heat the mixed solution to 80°C and stir overnight. The organic phase was subjected to column chromatography of alumina, rinsed with chloroben...

Embodiment 3

[0075] About poly N,N'-bis-(3,5-di-eicosyloxy-4-toluene)-3,4,9,10-perylenediimide-4,7-bis(6-deca The preparation of dialkoxythieno[3,2-b]thiophene)-2,1,3-benzothiadiazole, the chemical reaction formula is as follows:

[0076]

[0077] Under the protection of nitrogen, the compound N,N'-bis-(3,5-di-eicosyloxy-4-toluene)-1,7-dibromo-3,4,9,10-perylene bis Imide 0.52mmol, 4,7-bis(5-tributyltin-(6-dodecyloxythieno[3,2-b]thiophene))-2,1,3-benzothiadiazole 0.5 mmol of toluene (20mL) solution, bubbled for 0.5h to remove residual oxygen, then added Pd(PPh 3 ) 2 Cl 2 0.0071mmol, bubbling for 0.5h to remove residual oxygen, then heated to 100°C for 56 hours, the mixture was added dropwise to methanol for sedimentation, suction filtered, washed with methanol, dried, then dissolved in toluene, added to diethyl In an aqueous solution of sodium dithiocarbamate, then heat the mixture to 80°C and stir overnight; pass the organic phase through alumina column chromatography, rinse with c...

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Abstract

The invention relates to a perylene tetracarboxylic dianiline conjugated polymer which has high solubility and high film forming processing performance and can effectively utilize sunlight and a preparation method and application thereof. The perylene tetracarboxylic dianiline conjugated polymer utilizes high carrier mobility of thiophene [3,2-b] bithiophene and has the advantage of solution processibility. The thiophene [3,2-b] bithiophene is copolymerized with a narrow-band system monomer diazosulfide unit and perylene tetracarboxylic dianiline so as to regulate a band gap of the polymer. An absorption edge of the perylene tetracarboxylic dianiline conjugated polymer is pushed to an infrared and near-infrared region. Decorated perylene tetracarboxylic dianiline have high solubility, strong absorbance and wide adsorption range and can be extended to the near-infrared region. The sunlight utilization rate of the perylene tetracarboxylic dianiline conjugated polymer is improved. The perylene tetracarboxylic dianiline conjugated polymer has excellent charge transfer performance and has wide application prospect in the fields of an organic solar cell and the like.

Description

technical field [0001] The present invention relates to solar cell technology, in particular to a conjugated polymer and its preparation method and the use of the conjugated polymer in polymer solar cell devices, organic electroluminescence devices, organic field effect transistors, organic light storage, organic non- Applications in the fields of linear materials and organic lasers. Background technique [0002] Currently, silicon solar cells for ground applications are limited due to complex production processes and high costs. In order to reduce the cost and expand the scope of application, people have been looking for new solar cell materials for a long time. Therefore, using cheap materials to prepare low-cost, high-efficiency solar cells has become a research hotspot and difficulty in the field of photovoltaics. Polymer solar cells have attracted much attention due to the advantages of low raw material prices, light weight, flexibility, simple production process, and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/00H10K99/00
CPCH01L51/0053Y02E10/549H10K85/621
Inventor 周明杰黄杰管榕
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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