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Polymer material containing large-volume branching alkoxy side chain, as well as preparation method and application of polymer material

A technology of polymer materials and branched alkanes, which is applied in the application field of solar cells, can solve problems such as side chain structure photoelectric performance reaction, achieve excellent solubility, excellent electrical properties, and simplify the processing process

Inactive Publication Date: 2013-08-28
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The solubility of narrow-band polymer materials is determined by the structure of its own aromatic conjugated main chain. Researchers have been adjusting the solubility of polymers by introducing side chains, but the side chain structure also has an impact on the overall photoelectric properties of polymers. obvious reaction

Method used

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  • Polymer material containing large-volume branching alkoxy side chain, as well as preparation method and application of polymer material
  • Polymer material containing large-volume branching alkoxy side chain, as well as preparation method and application of polymer material
  • Polymer material containing large-volume branching alkoxy side chain, as well as preparation method and application of polymer material

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Experimental program
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Effect test

Embodiment 1

[0027]

[0028] Synthetic route to BDT tinned monomers containing bulky branched alkoxy side chains

[0029]BDT tin monomer is one of the pre-polymerized monomers of D-A type narrow-band polymers, which provides 4,8-dialkoxybenzobithiazole as the donor unit part for the polymer structure. This series of BDT tinned monomers containing bulky branched alkoxy side chains was synthesized and applied for the first time by us, and they played a key role in improving the solubility of polymers. The following is the introduction of the synthesis route and specific synthesis method of this series of monomers.

[0030] The following is 2,6-bis(trimethyltinyl)-4,8-bis(2-hexyldecyloxy)benzo[1,2-b:4,5-b, one of the series of monomers '] dithiophene monomer (B HD DT-Sn), the synthesis process of other monomers in this series is consistent with this.

[0031]

example 1

[0032] Example 1.BDT tinned monomer (B HD DT-Sn) synthetic route

[0033] Preparation of mesylated 2-hexyldecane (2-hexyldecylmethanesulfonate, 1):

[0034] Add 12.12g (0.05mol) of 2-hexyldecanol and 250mL of dichloromethane into a 500mL two-neck flask, stir electromagnetically at room temperature, then add 4.3mL (0.054mol) of methanesulfonyl chloride dropwise, stir at room temperature for 1 hour, then add dropwise 7.6 mL (0.054 mol) of triethylamine was added, and stirring was continued for one hour at room temperature. The solvent was then removed by rotary evaporation, and the resulting oily residue was extracted with water and ether, MgSO 4 After drying, it was filtered, spin-dried, and purified by a silica gel column to obtain 11.22 g of a yellow transparent oil with a yield of 75%. 1 H NMR (400MHz, CDCl 3 ):d=4.09(d,2H),2.96(s,3H),1.68–1.66(quintet,1H),1.42-1.25(m,22H),0.86ppm(t,6H,). 13 C NMR (100MHz, CDCl 3 ):d=72.44,37.68,36.99,31.76,30.56,29.72,29.38,26.42,22.5...

Embodiment 2

[0041]

[0042] Dibromo-DTBT ff Monomer Synthetic Route

[0043] Dibromo-DTBT ff The monomer is another pre-polymerized monomer of the D-A type narrow-band polymer, which provides the polymer structure with 5,6-difluoro-4,7-dialkylthiophene-2,1,3-benzothiazole monomer ( DTBT ff ), as part of the acceptor unit. This series of dibrominated DTBTs with alkyl side chains of different lengths ff The monomers were synthesized and applied to this polymer structure for the first time by us, and they also played a certain role in improving the solubility of the polymer. The following is the introduction of the synthesis route and specific synthesis method of this series of monomers: Fluoro-2,1,3-benzothiazole monomer (B HD DT-Sn), the synthesis process of other monomers in this series is consistent with this.

[0044]

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Abstract

The invention discloses a polymer material containing a large-volume branching alkoxy side chain, as well as a preparation method and application of the polymer material, belonging to the technical field of new energies. The polymer material is designed by adopting a PBDT-DTBTff (4,8-bis(alkyloxy) benzo-[1,2-b:4,5-b']dithiophene / 5,6-Difluoro-4,7-bis(5-bromo-4-(alkyl)-2-thienyl)-2,1,3-benzothiadiazole) main chain structure with high photoelectric property; through introducing a large-volume branching alkoxy side chain structure in a BDT unit and introducing a large-volume alkoxy side chain structure in a DTBTff structure unit, the solubility of a polymer is improved while high photoelectric property of a conjugated polymer is maintained, and thus the polymer is more uniformly mixed with a fullerene derivative PCBM (Phenyl Cn Butyric Acid Methyl Ester). In a solution, a solar cell device active layer film formed by deposition has an ideal phase structure, higher device transformation efficiency (more than 7 percent) can be obtained under the condition with no need of any post-treatment, and the problem of difficulty in post-treatment during large-scale device civilianized production of existing polymer solar cells can be solved.

Description

technical field [0001] The invention belongs to the technical field of new energy, and specifically relates to a polymer material containing a large-volume branched alkoxy side chain, a preparation method and an application in solar cells. Background technique [0002] The photoelectric conversion efficiency of organic solar cells has exceeded 10% (Nature communications 2013, 4, 1446.), indicating that the realization of large-scale commercial production is approaching. At present, the donor materials in the active layer of high-efficiency organic solar cell devices still need to adopt various methods to improve the film-forming quality of the active layer film in order to obtain high device efficiency in the process of preparing the device, such as adding various high-boiling-point Additives or co-solvents (Chem Mater2012, 24, 4766.), thermal spin coating (Journal of the American Chemical Society2013, 135, 2040.), thermal annealing methods (Advanced Functional Materials2005...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549Y02P70/50
Inventor 陈峥荣常如田园魏薇霍鹏飞
Owner JILIN UNIV
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