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A preparation method of UV-curable polythiophene derivative conductive polymer material

A technology of polythiophene derivatives and conductive polymers, applied in organic chemistry and other directions, can solve problems such as low fluorescence quantum efficiency, and achieve the effects of clear structural characterization, less reversible reactions, and simple and easy-to-operate preparation routes.

Active Publication Date: 2016-06-22
JIANGNAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent ZL200710019335.8 proposes a method for preparing branched alkyl-substituted thiophene polymer—3-octylthiophene-copolymerized-3-(2-ethyl-1-hexyl)thiophene, which also solves the problem of solubility problem, and due to the large steric hindrance effect of the side group, the fluorescence quenching of electrons can be prevented, and the disadvantage of low fluorescence quantum efficiency of linear alkyl-substituted polythiophene derivatives can be overcome

Method used

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  • A preparation method of UV-curable polythiophene derivative conductive polymer material
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  • A preparation method of UV-curable polythiophene derivative conductive polymer material

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Embodiment 1

[0025] A method for preparing an ultraviolet light-curable polythiophene derivative conductive polymer material, the steps are:

[0026] (1) Preparation of thiophene derivative monomer: Add 0.12mol of isophorone diisocyanate, 80mL of dioxane and 0.06% by weight of reactant to a 250mL three-neck flask under nitrogen atmosphere. For stannous, 0.12mol of 3-thiophene ethanol was dissolved in 40mL of dioxane and slowly added dropwise at a rate of 12 drops / minute to the three-necked bottle. ℃, reacted for 4 hours; then continue to add 0.12 mol of hydroxyethyl acrylate dissolved in 20 mL of dioxane and p-hydroxyanisole accounting for 0.3% of the double bond moles of the reactant in the dropping funnel, and add 20 drops / Add it dropwise into a three-necked flask at a speed of 1 minute, raise the temperature to 70° C., continue the reaction for 8 hours, and distill off the solvent under reduced pressure to obtain about 0.12 mol of a thiophene derivative monomer with an acrylic acid dou...

Embodiment 2

[0032]A method for preparing an ultraviolet light-curable polythiophene derivative conductive polymer material, the steps are:

[0033] (1) Preparation of thiophene derivative monomer: Add 0.10mol of isophorone diisocyanate, 60mL of toluene and 0.06% of the reactant weight to a 250ml three-necked flask under ice-water bath conditions and a nitrogen atmosphere. For stannous, dissolve 0.10 mol of 3-thiophene methanol in 30 mL of toluene and slowly drop it into the three-neck flask at a rate of 10 drops / minute. After the drop is completed, continue to react in an ice bath for 2 hours, and then heat up to 55 ° C. React for 4 hours; then continue to add 0.10mol of hydroxyethyl methacrylate dissolved in 15mL of toluene and p-hydroxyanisole accounting for 0.5% of the double bond moles of the reactant in the dropping funnel, and at a rate of 25 drops / minute Add it dropwise into a three-necked flask, raise the temperature to 70°C, continue the reaction for 10 hours, and distill off the...

Embodiment 3

[0036] A method for preparing an ultraviolet light-curable polythiophene derivative conductive polymer material, the steps are:

[0037] (1) Preparation of thiophene derivative monomers: Add 0.11mol of toluene diisocyanate, 70mL of ethyl acetate and 0.09% of dibutyl diisocyanate by weight of reactants to a 250ml three-necked flask under ice-water bath conditions and nitrogen atmosphere. For tin laurate, dissolve 0.11mol of 3-thiophene methanol in 35mL of ethyl acetate and slowly add it dropwise to the three-necked bottle at a rate of 10 drops / min. 60 o C, reacted for 3 hours; then continue to add 0.11mol 7-hydroxyl-4-methylcoumarin dissolved in 20mL ethyl acetate in the dropping funnel, and drop in the three-necked flask at a speed of 20 drops / minute, The temperature was raised to 70° C., the reaction was continued for 10 hours, and the solvent was distilled off under reduced pressure to obtain about 0.11 mol of a thiophene derivative monomer with a coumarin group.

[0038] ...

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Abstract

The invention relates to a preparation method of a polythiophene derivative conductive polymer material that can be cured by ultraviolet light, and belongs to the technical field of conductive polymer materials. It prepares thiophene derivative monomers with UV-curable photosensitive groups by reacting diisocyanate and thiophene derivatives, and then polymerizes to obtain UV-curable polythiophene derivative conductive polymer materials. The conductive polymer material in the present invention fills the blank of ultraviolet curing conductive polymer material, and the preparation route adopted is simple and easy to operate, the selection range of catalyst and reaction medium solvent is wide, the process conditions are mild, and the requirements for reaction equipment are not high, and The reversible reaction is not easy to occur, and the yield reaches more than 65%, which creates favorable conditions for the industrialization of the material and preparation method in the future.

Description

technical field [0001] The invention relates to a preparation method of a polythiophene derivative conductive polymer material that can be cured by ultraviolet light, and belongs to the technical field of conductive polymer materials. Background technique [0002] Compared with metal conductive materials, conductive polymer materials have excellent characteristics such as light weight, easy molding and processing, good corrosion resistance, and wide conductivity range. At present, they have become one of the indispensable raw materials for organic optoelectronic materials. They are mainly used in Preparation of conductive linings, photoelectric display materials, solar photovoltaic cells, information memory materials, shielding or antistatic materials, etc. [0003] Polythiophene is a common conductive polymer material. Like polyfuran and polypyrrole, it is a five-membered heterocyclic compound with a structure similar to an aromatic ring. Conductive polythiophene has good ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12C07D333/24
Inventor 袁妍张煜霖刘仁刘晓亚
Owner JIANGNAN UNIV