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One-dimensional organic semiconductor nanowire/nanoribbon with fluorescence response to organic phosphorus-containing compound toxic gases and preparation method and application thereof

An organic semiconductor and toxic gas technology, applied in the field of one-dimensional organic semiconductor nanowires or nanobelts and their preparation, can solve the problems of low economic benefit, unreusable materials, long reaction time, etc., and achieve fast and sensitive response. Effect

Inactive Publication Date: 2017-01-04
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Nevertheless, most of the existing fluorescence detection methods for the detection of organic phosphorus-containing toxic compounds use the change of the fluorescence spectrum before and after the chemical reaction to distinguish. Timeliness, and the material cannot be reused, the economic benefit is not high, and a fluorescence detection method with good timeliness, repeatability and stability needs to be developed

Method used

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  • One-dimensional organic semiconductor nanowire/nanoribbon with fluorescence response to organic phosphorus-containing compound toxic gases and preparation method and application thereof
  • One-dimensional organic semiconductor nanowire/nanoribbon with fluorescence response to organic phosphorus-containing compound toxic gases and preparation method and application thereof
  • One-dimensional organic semiconductor nanowire/nanoribbon with fluorescence response to organic phosphorus-containing compound toxic gases and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Prepare a peryleneimide derivative monomer containing perylene anhydride, which has the following molecular formula, with a 4-hydroxymethylbenzyl group at one end and a dodecyl group at the other end.

[0070]

[0071] (1) Mix 50 mg of perylene-3,4,9,10-tetracarboxylic dianhydride and 8 grams of imidazole and heat to 110°C to 130°C to dissolve, then slowly inject into the mixture solution relative to perylene-3, 4,9,10-Tetracarboxylic dianhydride molar excess dodecylamine solution was reacted for about 3 hours to obtain a reaction solution, and then 8 ml to 15 ml of ethanol and 8 ml to 15 ml of ethanol were added to the reaction solution Concentrated hydrochloric acid (36% in mass concentration) was stirred overnight; the product was taken out, washed with water until the pH was neutral, and dried;

[0072] (2) Take 50 mg to 100 mg of the product obtained after drying in step (1), add 8 g to 10 g of imidazole and 200 microliters of 4-hydroxymethylbenzylamine to it, and...

Embodiment 2

[0083] A peryleneimide derivative monomer containing perylene anhydride substituted with a 4-hydroxymethylbenzyl group at one end and a 5-aminononyl group at the other end having the following molecular formula was prepared.

[0084]

[0085] (1) Mix 50 mg of perylene-3,4,9,10-tetracarboxylic dianhydride and 8 grams of imidazole and heat to 130°C to dissolve, then slowly inject into the mixture solution relative to perylene-3,4,9 , 10-tetracarboxylic dianhydride molar excess 5-aminononanamine solution was reacted for about 3 hours to obtain a reaction solution, then in the reaction solution, add 10 milliliters of ethanol and 15 milliliters of concentrated hydrochloric acid (mass concentration is 36% ) and stirred overnight; the product was taken out, rinsed with water until the pH was neutral, and dried;

[0086] (2) Take 50 mg of the product obtained after drying in step (1), add 8 grams of imidazole and 200 microliters of 4-hydroxymethylbenzylamine to it, and react at a t...

Embodiment 3

[0091] The film prepared in Example 1, which is self-assembled and braided by a plurality of red one-dimensional organic semiconductor nanowires to form a network structure, is used for fluorescence detection of toxic vapors of organophosphates and related organic phosphorus-containing compounds.

[0092] Expose the self-assembled and braided film material of a plurality of red one-dimensional organic semiconductor nanowires to form a network structure in diethylphosphoryl chloride (DCP) vapor, and use a 450 nm excitation light source to excite the self-assembly of a plurality of red one-dimensional organic semiconductor nanowires. Membranes that weave to form a network structure are assembled. A 10mL syringe was used to blow diethylphosphoryl chloride (DCP) gas of different concentrations to the surface of the porous membrane at a speed of 2mL / s, and the detection results showed obvious fluorescence enhancement. Compared Figure 7 , Figure 8 and Figure 9 , we can observe...

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Abstract

The invention relates to one-dimensional organic semiconductor nanowire / nanoribbon with ultrasensitive (ppb grade) fluorescence response to organophosphorus ester and related organic phosphorus-containing compound toxic gases and a preparation method and application thereof. The nanowire or nanoribbon is obtained by self-assembling of various perylene-containing amphiphilic perylene bisimide derivatives through Pi-Pi interaction. The perylene-containing amphiphilic perylene bisimide derivative has asymmetric amphiphilic substituent, wherein one end is a nonpolar straight-chain or branched-chain long-chain alkyl, and the other end is aryl containing polar group or aryl alkyl. According to a film formed by weaving the one-dimensional organic semiconductor nanowires or nanoribbons, detection concentration of steam of toxic organic phosphorus-containing compounds reaches the grade of several ppb to one hundred and more ppm. The product has a great application prospect.

Description

technical field [0001] The invention belongs to the field of organic semiconductor nanomaterials, and in particular relates to a one-dimensional organic semiconductor nanowire or nanobelt with fluorescence response to toxic gases containing phosphorus compounds, and a preparation method and application thereof. Background technique [0002] Organic semiconductor nanomaterials have many advantages that inorganic nanomaterials do not have. For example, the structure of organic semiconductor nanomaterials can be adjusted, and they can be prepared by flexible synthesis methods. The manufacturing cost of materials is low, and they are easy to process in large areas. Applied to flexible substrates, etc. Therefore, although organic semiconductor nanomaterials started relatively late compared with inorganic nanomaterials, they have developed rapidly in recent years. Among them, one-dimensional organic semiconductor nanomaterials prepared by π-conjugated organic molecules as buildin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/06C09K11/06G01N21/64
CPCC07D471/06C09K11/06C09K2211/1029G01N21/643G01N2021/6432
Inventor 车延科刘晓玲熊伟
Owner INST OF CHEM CHINESE ACAD OF SCI
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