One-dimensional organic semiconductor nano-wires capable of providing fluorescence response (ppm level) to volatile organic compound gases, preparation method and applications thereof

A technology of organic compounds and organic semiconductors, applied in the direction of organic chemistry, chemical instruments and methods, luminescent materials, etc., can solve problems such as lack of, unfavorable solvents, and adjust the arrangement of nanowires to achieve high practical value

Active Publication Date: 2017-10-13
INST OF CHEM CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The surface of spherical or ribbon-shaped nanomaterials (such as nanospheres, nanobelts, etc.) lacks nanoscale porous structures, which is not conducive to the adsorption and diffusion of detected volatile organic compound vapors on the surface of nanowires.
Although nanomaterials with helical or tubular morphology (such as nanohelixes, nanotubes, etc.) have nanoscale porous structures, the structural arrangement of nanowires is relatively stable, which is not conducive to the adjustment of the arrangement state of nanowires by solvents.

Method used

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  • One-dimensional organic semiconductor nano-wires capable of providing fluorescence response (ppm level) to volatile organic compound gases, preparation method and applications thereof
  • One-dimensional organic semiconductor nano-wires capable of providing fluorescence response (ppm level) to volatile organic compound gases, preparation method and applications thereof
  • One-dimensional organic semiconductor nano-wires capable of providing fluorescence response (ppm level) to volatile organic compound gases, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0082] (1) Preparation of a perylene anhydride-containing peryleneimide derivative monomer having the following molecular formula with one end substituted by 5-aminononane.

[0083]

[0084]1.1) 100 mg of perylene-3,4,9,10-tetracarboxylic dianhydride, 10 g of imidazole and 110 mg of 5-aminononane were mixed and heated to 130 ° C for 3 hours to obtain a reaction solution, Then, 15 ml of ethanol and 15 ml of concentrated hydrochloric acid (mass concentration: 36%) were added to the reaction solution and stirred overnight; the product was taken out, washed with water until the pH was neutral, and dried.

[0085] 1.2) Take 100 mg of the product obtained after drying in step 1.1) and 50 mg of potassium hydroxide, add 10 ml of tert-butanol as an organic solvent, and heat at 90° C. for 1 hour to obtain a reaction solution. 40 ml of hydrochloric acid (mass concentration: 10%) was added to the reaction solution, and the precipitate was filtered out after stirring for two hours. The...

Embodiment 2

[0094] (1) Preparation of a perylene anhydride-containing perylene imide derivative monomer having the following molecular formula with one end substituted by 4-aminooctane.

[0095]

[0096] 1.1) 100 mg of perylene-3,4,9,10-tetracarboxylic dianhydride, 10 g of imidazole and 100 mg of 4-aminooctane were mixed and heated to 130°C for 3 hours to obtain a reaction solution, Then, 15 ml of ethanol and 15 ml of concentrated hydrochloric acid (mass concentration: 36%) were added to the reaction solution and stirred overnight; the product was taken out, washed with water until the pH was neutral, and dried.

[0097] 1.2) Take 100 mg of the product obtained after drying in step 1.1) and 50 mg of potassium hydroxide, add 10 ml of tert-butanol as an organic solvent, and heat at 90° C. for 1 hour to obtain a reaction solution. 40 ml of hydrochloric acid (mass concentration: 10%) was added to the reaction solution, and the precipitate was filtered out after stirring for two hours. The...

Embodiment 3

[0102] (1) Preparation of a perylene anhydride-containing perylene imide derivative monomer having the following molecular formula with one end substituted by 4-aminoheptane.

[0103]

[0104] 1.1) 100 mg of perylene-3,4,9,10-tetracarboxylic dianhydride, 10 g of imidazole and 90 mg of 4-aminoheptane were mixed and heated to 130 ° C for 3 hours to obtain a reaction solution, Then, 15 ml of ethanol and 15 ml of concentrated hydrochloric acid (mass concentration: 36%) were added to the reaction solution and stirred overnight; the product was taken out, washed with water until the pH was neutral, and dried.

[0105] 1.2) Take 100 mg of the product obtained after drying in step 1.1) and 50 mg of potassium hydroxide, add 10 ml of tert-butanol as an organic solvent, and heat at 90° C. for 1 hour to obtain a reaction solution. 40 ml of hydrochloric acid (mass concentration: 10%) was added to the reaction solution, and the precipitate was filtered out after stirring for two hours. ...

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Abstract

The present invention relates to one-dimensional organic semiconductor nano-wires capable of providing ultra-sensitive fluorescence response (ppm level) to volatile organic compound gases, a preparation method and applications thereof. According to the present invention, a unilateral alkyl chain substituted perylene bisimide derivative is used as a constructing unit, and is self-assembled in the mixed solution of a good solvent and a poor solvent to obtain the one-dimensional organic semiconductor nano-wire having good fluorescence quantum yield (at least 11%); with the nano-wire bundling film prepared from the nano-wire and having the porous mesh structure, volatile organic compound molecules are easily diffused in the film, such that the distance between the nano-wires in the bundle can be affected so as to effectively perform fluorescence detection on the volatile organic compound.

Description

technical field [0001] The invention belongs to organic semiconductor nano fluorescent materials, in particular to a preparation method of one-dimensional organic semiconductor nanowires with high fluorescence quantum yield and the application of the one-dimensional organic semiconductor nanowires to ultrasensitive fluorescence response to volatile organic compound gases. Background technique [0002] Volatile organic compounds, as by-products of chemical products, are easy to volatilize in the environment and accumulate harmful effects on human health. For example, alcohols and aromatic hydrocarbons can irritate the mucous membranes and upper respiratory tract; tetrahydrofuran and acetone can irritate the skin, eyes, respiratory tract, and damage the nervous system. However, VOCs are still widely used as important intermediates in industrial production and solvents in laboratories. Therefore, it is very important to detect VOC gases in the environment. [0003] In order t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/06C07D311/94C09K11/06G01N21/64
CPCC07D311/94C07D471/06C09K11/06C09K2211/1029C09K2211/1088G01N21/643G01N2021/6432
Inventor 车延科周子超熊伟
Owner INST OF CHEM CHINESE ACAD OF SCI
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