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Fluorene copolymer and preparation method, application and polymer solar cell device thereof

A technology of copolymers and fluorenes, which is applied in the field of polymer materials, can solve the problems of narrow spectral response range, unsatisfactory solar emission spectral matching, and restrict the development of such materials, and achieves improved solubility and excellent reduction reversibility. , the effect of good thermal stability and environmental stability

Active Publication Date: 2013-06-19
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] Polyfluorene and its derivatives have high luminous efficiency, excellent photostability and thermal stability, but due to its wide band gap, its absorption range is mainly concentrated in the short wavelength region, and its spectral response range is narrow. The match is not ideal
And at present, most fluorene materials are copolymers of two monomers, but copolymers of three or more monomers are rare, which greatly limits the development of such materials.

Method used

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  • Fluorene copolymer and preparation method, application and polymer solar cell device thereof
  • Fluorene copolymer and preparation method, application and polymer solar cell device thereof
  • Fluorene copolymer and preparation method, application and polymer solar cell device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] Embodiment 1. This embodiment discloses a fluorene copolymer with the following structure: (x=0.5, y=0.5, n=100)

[0051]

[0052] The preparation steps of above-mentioned fluorene copolymer are as follows:

[0053] 1. Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene:

[0054]

[0055] Add 1.44mL (2.93M) of n-butyllithium solution to a reaction flask containing 1.10g of 2,7-dibromo-9,9-dioctylfluorene and 20mL of tetrahydrofuran at -78°C under nitrogen. After stirring for 2 hours, slowly add 1.00 mL of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane dropwise, return to room temperature, and continue stirring for 24 hours . After the reaction was completed, the reaction solution was poured into water, extracted with ether, dried over anhydrous magnesium sulfate, rotary evaporated, washed with petroleum ether, and precipitated with methanol to obtain a solid product.

[0056] MALDI-TOF-MS (m / z): 642.5 (M + ).

[0057] Two,...

Embodiment 2

[0069] Embodiment 2. This embodiment discloses a fluorene copolymer with the following structure: (x=0.1, y=0.9, n=10)

[0070]

[0071] The preparation steps of above-mentioned fluorene copolymer are as follows:

[0072] 1. Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dimethylfluorene:

[0073]

[0074] Add 11.00mL (2.00M) of n-butyllithium solution to a reaction flask containing 3.52g of 2,7-dibromo-9,9-dimethylfluorene and 50mL of tetrahydrofuran at -78°C under nitrogen. After stirring for 2 hours, slowly add 5.00 mL of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane dropwise, return to room temperature, and continue stirring for 28 hours . After the reaction was completed, the reaction solution was poured into water, extracted with ether, dried over anhydrous magnesium sulfate, rotary evaporated, washed with petroleum ether, and precipitated with methanol to obtain white needle crystals.

[0075] MALDI-TOF-MS (m / z): 446.2 (M + ).

[00...

Embodiment 3

[0090] Embodiment 3. This embodiment discloses a fluorene copolymer with the following structure: (x=0.9, y=0.1, n=26)

[0091]

[0092] The preparation steps of above-mentioned fluorene copolymer are as follows:

[0093] 1. Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-bieicosylfluorene:

[0094]

[0095]Add 15.40mL (2.00M) of n-butyllithium solution to a reaction flask containing 8.85g of 2,7-dibromo-9,9-dieicosylfluorene and 110mL of tetrahydrofuran at -78°C under nitrogen After stirring for 3 hours, slowly add 5.20mL 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane dropwise, return to room temperature, and continue stirring 44 hours. After the reaction was completed, the reaction solution was poured into water, extracted with ether, dried over anhydrous magnesium sulfate, rotary evaporated, washed with petroleum ether, and precipitated with methanol to obtain a solid product.

[0096] MALDI-TOF-MS (m / z): 979.2 (M + ).

[0097] 2. Prepara...

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Abstract

The invention discloses a fluorene copolymer and a preparation method, application and a polymer solar cell device thereof. The copolymer is prepared from raw materials of 2,7-fluorene monomers, thiophene monomers and diazosulfide monomers by performing Suzuki polymerization reaction under the action of a catalyst and alkali. The fluorene copolymer can be applied to the manufacturing of polymer solar cells, organic electroluminescent devices, organic field-effect transistors, organic optical memory devices, organic nonlinear materials or organic laser devices. The polymer solar cell device comprises a glass layer, an ITO layer, a PEDOT:PSS composite layer, an active layer and an Al layer, wherein the active layer comprises electron donor materials and electron acceptor materials of the fluorene copolymer. The fluorene copolymer and the application thereof have the advantages of relatively wide spectral response, relatively high stability, better match with solar radio spectrum and high photoelectric conversion efficiency.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and relates to a polymer, a preparation method and an application thereof, in particular to a fluorene copolymer, a preparation method, an application and a polymer solar cell device. Background technique [0002] With the development of solar cells, the application of silicon solar cells is currently limited due to various reasons such as 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. Polymer solar cells have attracted much attention due to the advantages of low raw material prices, light weight, flexibility, simple production process, and large-area preparation by coating and printing. If the energy conversion efficiency can be improved to be close to that of commercial silicon solar cells Level, its market prospect will be very huge. [0003] At pres...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12H01L51/00H01L51/42H01S5/36H01L51/46H10K99/00
CPCY02E10/549Y02P70/50
Inventor 周明杰黄杰刘辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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