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Lower alcohol detecting probe, preparation method and application thereof

A technology for detecting probes and lower alcohols, applied in the field of analytical chemistry detection, can solve the problems of expensive instruments, high technical requirements for operation and analysis, long detection time, etc., and achieves the effects of convenient processing, huge application prospects, and highly selective detection.

Inactive Publication Date: 2015-06-03
ZHENGZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the detection of lower alcohols is mainly based on liquid chromatography technology, but these analytical methods use expensive instruments, require high technology for operation and analysis, and take a long time for detection

Method used

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  • Lower alcohol detecting probe, preparation method and application thereof
  • Lower alcohol detecting probe, preparation method and application thereof
  • Lower alcohol detecting probe, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Embodiment 1: R1 and R3 are hydrogen atoms, R2 are nitrogen atoms in the general formula, (probe 1 )

[0025] Synthesis steps: Add o-hydroxyaniline (0.011 mol) ethanol solution dropwise to 1,8-naphthyridine-2-carbaldehyde (0.01 mol) ethanol solution under nitrogen protection, stir at room temperature for 30 minutes and then reflux for 2 hours to remove Solvent, ethanol recrystallization, the final product (2.07 g, 65%) can be obtained.

[0026] The characterization is as follows: Characterization of 1 : Mp = 199?201 °C. HRMS (EI) m / z: calcd for C 15 h 11 N 3 ONa [M + Na] + , 272.0794; found, 272.0799. 1 H NMR (400 MHz, DMSO- d 6 , TMS): δ H 9.42 (s, 1H), 9.17 (d, 1H), 8.98 (s, 1H), 8.68 (m, 1H), 8.60 (m, 1H), 8.53 (m, 1H), 7.71 (m, 1H), 7.46 (m, 1H), 7.20 (m, 1H). 6.99 (m, 1H), and 6.92 (m, 1H). 13 C NMR (100 MHz, DMSO-d 6 ): δ C 159.24, 158.12, 155.85, 154.67, 152.47, 138.77, 137.98, 136.62, 129.57, 123.94, 123.61, 120.37, 120.14, and 117.04.

Embodiment 2

[0027] Embodiment two: R1 and R3 are hydrogen atoms in the general formula, and R2 is group, (probe 2）

[0028] The synthesis steps were the same as in Example 1, except that 8-ethyl acetate methoxyquinoline-2-carbaldehyde was used instead of 1,8-naphthyridine-2-carbaldehyde in Example 1, and the yield was 67%.

[0029] The characterization is as follows: Characterization of 2 : Mp = 159?160 °C. HRMS (EI) m / z: calcd for C 20 h 18 N 2 o 4 [M + Na] + , 373.1159; found, 373.1169. 1 H NMR (400 MHz, CDCl 3 , TMS): δ H 9.14(s, 1H), 8.38 (m, 1H), 8.25 (m, 1H), 7.50 (m, 1H), 7.42 (s, 1H), 7.26 (m, 2H), 7.04 (m, 2H), 6.96 (m, 2H), 5.02 (s, 2H), 4.31 (q, 2H). and 1.30 (t, 3H). 13 C NMR (100 MHz, CDCl 3 ): δ C 168.63, 157.50, 153.89, 153.61, 152.91, 139.96, 136.70, 134.36, 130.27, 127.93, 120.40, 118.96, 115.39, 110.25, 61.57, 16.22.

[0030] Probe molecules 1 and 2 (1.5 × 10 -5 M) add in corresponding solvent, measure ultraviolet-visible spectrum change, as figure 1...

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Abstract

The invention discloses a lower alcohol detecting probe, and a preparation method and an application of the detecting probe, and belongs to the technical field of analytical chemistry detection. The lower alcohol detecting probe has a general formula in which R1 represents a hydrogen atom, R2 represents a nitrogen atom or group, and R3 represents a hydrogen atom or a methoxy group. Probe molecules of the lower alcohol detecting probe are made into a detecting plate, the detecting plate turns red or pink after being reacted with lower alcohol, and the phenomenon is obvious and can be recognized by naked eyes; the lower alcohol detecting probe is convenient for use and low in cost, can be directly used for detecting lower alcohol in a solution, can detect lower alcohol rapidly and in real time, is suitable for being used in large scale actual production, and has a good application prospect in the environmental protection field; and the lower alcohol detecting probe avoids the problem that professionals need to use professional tools and software for a long time to obtain results by means of large-scale equipment.

Description

technical field [0001] The invention relates to a lower alcohol detection probe, in particular to a ground-state proton-transfer-type compound, its synthesis and application, and belongs to the technical field of analytical chemistry detection. Background technique [0002] Liquid lower alcohols (including methanol, ethanol, propanol, etc.) are basic chemical raw materials and high-quality fuels, and are widely used in chemical and chemical industries. Therefore, it is meaningful to develop simple and efficient methods for the detection of alcohols. [0003] At present, the detection of lower alcohols is mainly based on liquid chromatography technology, but these analysis methods use expensive instruments, require high technology for operation and analysis, and take a long time for detection. Therefore, it is necessary to develop a simple, convenient and rapid sensor for detecting liquid lower alcohols. Contents of the invention [0004] The purpose of the present inventi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/04
Inventor 李占先于明明魏柳荷刘兴江赵万莹周婉
Owner ZHENGZHOU UNIV
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