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Block copolymer of polyalkylthiophene and alkyl phosphite alkyl thiophene, and preparation method thereof

A technology of polyphosphite alkyl thiophene and block copolymer is applied in the field of polymer materials, which can solve the problems of low photoelectric conversion efficiency of polymer photovoltaic cells, achieve good alcohol solubility and processability, and improve efficiency.

Inactive Publication Date: 2015-08-26
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the photoelectric conversion efficiency of polymer photovoltaic cells is still at a relatively low level.

Method used

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  • Block copolymer of polyalkylthiophene and alkyl phosphite alkyl thiophene, and preparation method thereof
  • Block copolymer of polyalkylthiophene and alkyl phosphite alkyl thiophene, and preparation method thereof
  • Block copolymer of polyalkylthiophene and alkyl phosphite alkyl thiophene, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1: block copolymer 1 The synthesis of wherein R and R' are hexyl, R'' is ethyl. The number-average molecular weight of poly-3-hexylthiophene-block-poly-3-phosphite hexylthiophene is 13400, and the molecular weight distribution is 1.17. The number average molecular weight of hexylthiophene was 8000.

[0022] Step (1) 2-Bromo-5-iodo-3-alkylthiophene, the compound in the above reaction a One of the starting monomers, prepared according to existing conventional methods (see literature A. Yokoyama, R. Miyakoshi, T. Yokozawa. Macromolecules, 2004, 37(4): 1169-1171).

[0023] (2) 2-Bromo-5-iodo-3-(n-bromoalkyl)thiophene, the compound in the above reaction a Another starting monomer of , prepared according to existing conventional methods (see literature S. Miyanishi, K. Tajima, K. Hashimoto. Macromolecules, 2009, 42(5): 1610-1618).

[0024] (3) Reference patent method for the preparation of poly-3-hexylthiophene-block-poly-3-phosphite hexylthiophene (Chinese paten...

Embodiment 2

[0028] Example 2: block copolymer 2The synthesis of wherein R and R' are hexyl, R'' is ethyl. The number average molecular weight of poly-3-hexylthiophene-block-poly-3-phosphite hexylthiophene is 11400, and the molecular weight distribution is 1.16. The number average molecular weight of hexylthiophene is 4100.

[0029] Steps (1), (2) are the same as in Example 1.

[0030] (3) Reference patent method for the preparation of poly-3-hexylthiophene-poly-3-phosphite hexylthiophene (Chinese patent, patent number: ZL201210362669.6):

[0031] All the polymerization reactions were carried out under anhydrous and oxygen-free conditions, and the solvent tetrahydrofuran was refluxed with sodium to remove water. Under a nitrogen atmosphere, 1.6125 ml (7.2 mmol) of 2-bromo-5-iodo-3-hexylthiophene was dissolved in anhydrous tetrahydrofuran and cooled in an ice-water bath at 0 oC, then 3.6 ml (7.2 mmol) of iso Propylmagnesium chloride, stirred for 30 minutes and then warmed to 35 oC, tr...

Embodiment 3

[0034] Example 3: block copolymer 3 The synthesis of wherein R and R' are hexyl, R'' is ethyl. The number-average molecular weight of poly-3-hexylthiophene-block-poly-3-phosphite hexylthiophene is 16400, and the molecular weight distribution is 1.17. The number average molecular weight of hexylthiophene is 13100.

[0035] Steps (1), (2) are the same as in Example 1.

[0036] (3) Reference patent method for the preparation of poly-3-hexylthiophene-block-poly-3-phosphite hexylthiophene (Chinese patent, patent number: ZL201210362669.6):

[0037] All the polymerization reactions were carried out under anhydrous and oxygen-free conditions, and the solvent tetrahydrofuran was refluxed with sodium to remove water. Under a nitrogen atmosphere, 0.5375 ml (2.4 mmol) of 2-bromo-5-iodo-3-hexylthiophene was dissolved in anhydrous tetrahydrofuran and cooled in an ice-water bath at 0 oC, then 1.2 ml (2.4 mmol) of iso Propylmagnesium chloride, stirred for 30 minutes and then warmed to 3...

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Abstract

The invention belongs to the technical field of polymer materials, and in particular provides a block copolymer of polyalkylthiophene and alkyl phosphite alkyl thiophene, and a preparation method thereof. A polar phosphite group is introduced into a side chain of full-conjugated polyalkylthiophene block copolymer to prepare an alcohol / organic amphiphilic polythiophene high polymer material. The block copolymer has good alcohol solublility and workability; and in addition to the advantage of keeping the whole rigidity of a main chain, the block copolymer can conduct self-assembly into a variety of nanostructures, including fibrous and microphase separation structure, through simple regulation of the ratio of two blocks. These nanostructures help to improve the performance of organic / polymer optoelectronic devices, such as improvement of the efficiency of polymer solar cells. Therefore, the block copolymer provided by the invention can be used as a solar cell donor material.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a block copolymer of polyalkylthiophene and polyphosphite alkylthiophene and a preparation method thereof. Background technique [0002] Solar photovoltaic cells use the photoelectric effect or photochemical reaction to directly convert solar energy into electrical energy. Due to its cleanness and regeneration, it is attracting more and more attention. Inorganic photovoltaic materials based on monocrystalline silicon have been commercialized. Compared with inorganic electronic materials, organic electronic devices have aroused the research interest of many scientists due to their advantages such as softness, light weight, roll-to-roll mass production, and especially the ability to reduce device costs. [0003] At present, the photoelectric conversion efficiency of polymer photovoltaic cells is still at a relatively low level. In addition to synthesizing new...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12
Inventor 彭娟朱明晶夏昊潘霜王玥
Owner FUDAN UNIV
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