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Perylene bisimide derivative containing S-configuration camphorsulfonic acid, preparation method and application thereof

A technology of camphorsulfonic acid and perylene imide, applied in organic chemistry, instruments, analytical materials, etc., can solve problems such as research lag of resistive gas sensors, efficient and fast detection of unfavorable gases, and selectivity of gas sensitivity. Efficient and fast detection, low detection limit, short response and recovery time

Active Publication Date: 2017-10-20
HENAN UNIVERSITY
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Problems solved by technology

Although the research on gas sensor of perylene imide derivatives has made great progress in recent years, its performance research still has the following deficiencies: 1) The current research work is mainly focused on the fluorescent gas sensor relying on the change of its optical properties, while The research on resistive gas sensor based on its semiconductor properties is relatively lagging behind, which is not conducive to its miniaturization development, and is not conducive to efficient and fast gas detection; 2) The selectivity of gas sensor sensitivity limits its application in real life; 3) Perylene imide derivatives are mainly used for the detection of low-boiling point ammonia or strong reducing hydrazine hydrate, and the detection of high-boiling point amine compounds has not been widely carried out

Method used

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  • Perylene bisimide derivative containing S-configuration camphorsulfonic acid, preparation method and application thereof
  • Perylene bisimide derivative containing S-configuration camphorsulfonic acid, preparation method and application thereof
  • Perylene bisimide derivative containing S-configuration camphorsulfonic acid, preparation method and application thereof

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Embodiment 1

[0025] (1) Preparation of peryleneimide derivatives (PS) containing S-configuration camphorsulfonic acid

[0026] Will N, N' -bis(2-(quaterniumethylene))-3,4,9,10-perylenediimide iodonium salt (0.05 g, 0.06 mmol) and S -(+)-10-Camphorsulfonic acid (0.14 g, 0.60 mmol) was added to methanol (20 mL), stirred at 90°C for 24 h, cooled to room temperature, added toluene (150 mL), stirred for 10 h, filtered to obtain cake, the filter cake was washed with tetrahydrofuran (THF), dried in vacuo, and then recrystallized from ethanol to obtain the target compound as a red solid (0.05 g, yield 83%). 1 H NMR (400 MHz, DMSO- d 6 ): δ 8.86 (d, 4 H, J = 8 Hz), 8.54 (d, 4 H, J = 8 Hz), 4.53-4.49 (m, 4H), 3.70-3.66 (m, 4H), 3.26 (s, 18H), 2.86 (d, 2H J = 16 Hz), 2.74-2.64(m, 4H), 2.36 (d, 2H J = 16 Hz), 2.26-2.24 (m, 1H), 2.22-2.20 (m, 1H),1.94-1.92 (m, 2H), 1.81-1.77 (m, 2H), 1.30-1.22 (m , 4 H), 1.04 ( s, 6H), 0.73 ( s, 6 H). Anal. Calcd for C 54 h 64 N 4 o 12 S 2 : C, 63.26; ...

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Abstract

The invention provides a perylene bisimide derivative containing S-configuration camphorsulfonic acid and a preparation method thereof. The perylene bisimide derivative containing S-configuration camphorsulfonic acid is used for preparing perylene bisimide derivative microwires containing the s-configuration camphorsulfonic acid, and is used for preparing a gas-sensitive element of a resistive gas sensor; in the prepared gas sensor, a source region and a leakage region are prepared from metallic gold, a channel region is prepared from the perylene bisimide derivative microwires containing the s-configuration camphorsulfonic acid, and a gate dielectric is prepared from silicon and silicon dioxide. The gas sensor prepared by the invention is applied to detection of amine gas, has the advantages of short response and recovering time and low detection limit, capability of simplifying and reducing the resistive gas sensor, convenience in carrying, is used for realizing efficient rapid detection of the amine gas, and has wide application prospect in the detection of high boiling point amine gas.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, in particular to a S -Perylene imide derivatives of camphorsulfonic acid in configuration and their preparation methods and applications. Background technique [0002] In recent years, with the continuous development of industrial production and the improvement of people's living standards, environmental problems have become increasingly prominent. Combustible gas combustion and toxic gas leakage incidents have been reported from time to time, and environmental quality and public health issues have aroused widespread concern in society. In view of this, the development and development of gas sensors with excellent performance has become the primary task of relevant researchers. Especially in recent years, the continuous development and progress of nanomaterials and technologies have greatly promoted the preparation and application of new gas sensors. Gas sensors with nanostructures t...

Claims

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Application Information

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IPC IPC(8): C07D471/06G01N27/12
CPCC07D471/06G01N27/126
Inventor 黄永伟张磊刘中华王学娟张沙沙
Owner HENAN UNIVERSITY
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