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3-octyl thiofuran-copolymerized-3-(2-ethyl-1-hexyl) thiofuran preparation mehtod

A technology of octylthiophene and ethyl, which is applied in the field of preparation of 3-octylthiophene-copolymerization-3-thiophene, can solve the problems of increased solubility and widened optical bandgap, and achieve high solubility and brightening The effect of low voltage and low lighting voltage

Inactive Publication Date: 2009-05-13
SOUTHEAST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, the branched alkyl-substituted thiophene can not only overcome the disadvantage of low fluorescence quantum efficiency, but also significantly increase the solubility and widen the optical band gap.

Method used

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  • 3-octyl thiofuran-copolymerized-3-(2-ethyl-1-hexyl) thiofuran preparation mehtod
  • 3-octyl thiofuran-copolymerized-3-(2-ethyl-1-hexyl) thiofuran preparation mehtod
  • 3-octyl thiofuran-copolymerized-3-(2-ethyl-1-hexyl) thiofuran preparation mehtod

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Add 20 mL of anhydrous ether and 3 g of magnesium powder into a dry four-necked bottle equipped with a stirrer, a thermometer and a reflux condenser, and add 0.1 to 0.5 mg of iodine tablets into the bottle. 2 and stirring at a speed of 500-3000r / min, dropwise adding 20g of bromooctane (bromo-2-ethylhexane, 20g), after the addition is complete, keep at 20°C and stir for 3 hours at a speed of 500-3000r / min, At this time, the solution turned dark gray and slightly turbid, and 10 g of 3-bromothiophene was added dropwise, and 10 mg of dichloro-1,3-bis(diphenylphosphine)propane nickel (II) (Ni(dppp)Cl 2 ) catalyzer, stop stirring after 10 hours, separate the upper layer organic liquid, suction filtration, after distilling off ether, obtain colorless and transparent 3-octylthiophene and 3-(2-ethyl-1-hexyl) in vacuum distillation Thiophene monomer. Add 5g of 3-octylthiophene and 8g of 3-(2-ethyl-1-hexyl)thiophene into a three-necked bottle filled with 20mL tetrahydrofuran, and...

Embodiment 2

[0022] Add 25mL of tetrahydrofuran and 4g of magnesium powder into a dry four-necked flask equipped with a stirrer, a thermometer and a reflux condenser, and pass N 2 and stirring at a speed of 500-3000r / min, dropwise adding 25g of bromooctane (bromo-2-ethylhexane, 25g), after the addition is complete, keep at 60°C and stir for 4 hours at a speed of 500-3000r / min, After the magnesium powder was significantly reduced, 18g of 3-bromothiophene was added dropwise, and 40mg of dichloro-1,3-bis(diphenylphosphine)propane nickel (II) (Ni(dppp)Cl 2 ) catalyst, stop stirring after 15 hours, pour it into ice-cold dilute hydrochloric acid solution, extract it repeatedly with ether, separate the yellow organic liquid, add anhydrous magnesium sulfate to remove water, filter with suction, distill off tetrahydrofuran, and then Distillation to obtain colorless and transparent 3-octylthiophene and 3-(2-ethyl-1-hexyl)thiophene monomers. Add 12g of 3-octylthiophene and 12g of 3-(2-ethyl-1-hexyl)...

Embodiment 3

[0024] Add 15mL of anhydrous ether and 2.5g of magnesium powder into a dry three-necked bottle equipped with a stirrer, a thermometer and a reflux condenser, and add 0.1-0.5mg of iodine tablets into the bottle. 2 And magnetically stirred, 15g of bromooctane (bromo-2-ethylhexane, 15g) was added dropwise, after the dropwise addition was completed, it was kept at 40°C and stirred for 2 hours. At this time, the upper layer of the solution was light gray, and the lower layer was in the shape of black ink. 15 g of 3-bromothiophene was added dropwise, and 60 mg of dichloro-1,3-bis(diphenylphosphine)propane nickel(II) (Ni(dppp)Cl 2 ) catalyst, stirred for 5 hours, separated the upper yellow organic liquid, poured the lower layer into ice-cold dilute hydrochloric acid solution, extracted repeatedly with ether, combined the organic liquid, added phosphorus pentoxide (10g) to remove water, suction filtered, distilled (50 °C, normal pressure) to remove ether, heated to 165 °C for distilla...

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Abstract

The invention relates to a method for preparing 3-octyl thiofuran- copolymerization- 3- (2- ethyl group-1- ethyl group ) thiofuran.It comprises following steps: mixing magnesite powder, ether or tetrahydrofuran, octane halide or halide 2- ethyl hexane, heating under protection of inert gas and stirring; adding 3- bromothiophene and catalyst dichloro- 1, 3- bi (diphenyl phosphino) propane nickel (II) when the mixing liquid turns to shade cinereous; getting 3-octyl thiofuran monomer, 3- (2- ethyl group-1- ethyl group ) thiofuran monomer through vacuum distillation; mixing said monomer in organic solvent of chloroform, carrene or tetrahydrofuran, reacting for 8- 30 hours under catalytic action of ferroic trihalide or aluminium trihalide, and getting final product after purification. The invention is characterized by high polymerization molecule, short reaction route, temperate reaction condition and easy controllable process.

Description

1. Technical field [0001] The invention belongs to a method for preparing photoelectric polymer materials, in particular to a method for preparing 3-octylthiophene-copolymerized-3-(2-ethyl-1-hexyl)thiophene. 2. Background technology [0002] Prior art: Five-membered heterocyclic compounds such as thiophene, furan and pyrrole have six Π??? electrons on the ring, which conforms to Huckel's rule and has aromaticity. The electron cloud density of thiophene is higher than that of the other two, so thiophene has unique optical properties and hole transport ability. Polythiophene derivatives play an important role as new functional materials in the fields of conduction, batteries, electrodes, luminescence, biosensors, nonlinear optics, photodiodes and other modern optoelectronics and microelectronics. Especially in recent years, polythiophene derivatives, as a light-emitting material used in displays, have attracted extensive attention of researchers from various countries. [00...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12
Inventor 祁争健孙岳明冯卫东
Owner SOUTHEAST UNIV