Multifunctional bis(benzimidazole)naphthalene fluorescent chemical sensor and its application

A chemical sensor, benzimidazole technology, applied in the field of fluorescence detection, to achieve various structural changes, obvious effects, and rapid synthesis

Active Publication Date: 2017-10-20
SOUTH CHINA NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few reports on the application of benzimidazole-based fluorescent chemical sensors containing naphthalene rings in the detection of metal ions and pH in the Lab-on-a-molecule mode.

Method used

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  • Multifunctional bis(benzimidazole)naphthalene fluorescent chemical sensor and its application
  • Multifunctional bis(benzimidazole)naphthalene fluorescent chemical sensor and its application
  • Multifunctional bis(benzimidazole)naphthalene fluorescent chemical sensor and its application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] (1) With 1.393 grams of 1-bromodecane and 1.249 grams of 2,6-two (5,6-dimethylbenzimidazole) naphthalene (that is, in the structural formula of two (benzimidazole) naphthalene compounds, benzimidazole group Located at the 2,6-position of the naphthalene ring, and R 1 =CH 3 ) as raw material, according to the amount of substance n (1-bromodecane):n (2,6-two (5,6-dimethylbenzimidazole) naphthalene) = 2.1:1 mixed uniformly, at a temperature of 80 Under the condition of ℃, 0.480 gram of NaOH solid as catalyst and 30 milliliters of acetonitrile as solvent, N-alkylation substitution reaction was carried out for 4 hours;

[0057] (2) After the reaction, dissolve and transfer with ethyl acetate, take the organic phase after washing several times, dry over anhydrous magnesium sulfate, spin off the solvent, and the crude product is separated by column chromatography to obtain a white solid multifunctional bis(benzene) and imidazole) naphthalene fluorescent chemical sensor 1.694...

Embodiment 2

[0065] (1) With 1.570 grams of 1-bromododecane and 1.249 grams of 2,6-two (5,6-dimethylbenzimidazole) naphthalene (that is, in the structural formula of two (benzimidazole) naphthalene compounds, benzimidazole The group is located at the 2,6-position of the naphthalene ring, and R 1 =CH 3 ) as raw material, by the amount of substance n (1-bromododecane): n (2,6-two (5,6-dimethylbenzimidazole) naphthalene) = 2.1:1 mixed uniformly, at a temperature of 80 DEG C, 0.480 grams of NaOH solid as a catalyst and 30 milliliters of acetonitrile as a solvent, carry out N-alkylation substitution reaction for 4 hours;

[0066] (2) After the reaction, dissolve and transfer with ethyl acetate, take the organic phase after washing several times, dry over anhydrous magnesium sulfate, spin off the solvent, and the crude product is separated by column chromatography to obtain a white solid multifunctional bis(benzene) and imidazole) naphthalene fluorescent chemical sensor 1.785 grams.

[0067] ...

Embodiment 3

[0074] (1) With 1.747 grams of 1-bromotetradecane and 1.249 grams of 2,6-two (5,6-dimethylbenzimidazole) naphthalene (that is, in the structural formula of the aforementioned two (benzimidazole) naphthalene compounds, benzo The imidazolyl is located at the 2,6-position of the naphthalene ring, and R 1 =CH 3 ) as raw material, by the amount of substance n (1-bromotetradecane): n (2,6-two (5,6-dimethylbenzimidazole) naphthalene) = 2.1:1 mixed uniformly, at a temperature of 80 DEG C, 0.480 grams of NaOH solid as a catalyst and 30 milliliters of acetonitrile as a solvent, carry out N-alkylation substitution reaction for 4 hours;

[0075] (2) After the reaction, dissolve and transfer with ethyl acetate, take the organic phase after washing several times, dry over anhydrous magnesium sulfate, spin off the solvent, and the crude product is separated by column chromatography to obtain a white solid multifunctional bis(benzene) and imidazole) naphthalene fluorescent chemical sensor 1...

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Abstract

The invention discloses a multifunctional bis(benzimidazole)naphthalene fluorescent chemical sensor and its application. The sensor is prepared from a bis(benzimidazole)naphthalene compound and halogenated hydrocarbon as raw materials through a simple and easy N-alkylation substitution reaction. Through multiple position substitution of the bis(benzimidazole)naphthalene as the raw material, the multifunctional benzimidazolyl fluorescent chemical sensor is diversified in structure. According to different structural features of the multifunctional benzimidazolyl fluorescent chemical sensors, based on fluorescence quenching effects of different analysis species, the multifunctional bis(benzimidazole)naphthalene fluorescent chemical sensor aiming at identification of different metal ions (especially such as Ag<+> and Fe<3+>) and pH detection is screened and is used for differential identification of Ag<+> and Fe<3+> in a series of metal cations or monitoring of pH under strong acid conditions of pH less than 4.

Description

technical field [0001] The invention belongs to the technical field of fluorescence detection, in particular to a multifunctional bis(benzimidazole)naphthalene fluorescence chemical sensor and its application in metal ion detection and pH detection. Background technique [0002] Due to the advantages of high sensitivity, strong selectivity, and convenient operation, fluorescence detection technology has always been the research focus of chemists to design and synthesize fluorescent chemical sensors with high selectivity and high sensitivity. However, it is still a challenge to successfully apply fluorescent chemical sensors of the same structure to the detection and identification of multiple species. In view of this, scientists put forward the concept of "Lab-on-a-molecule" (molecular laboratory). [0003] Since Lab-on-a-molecule breaks through the "one-to-one" detection mode of chemical sensors in the traditional sense, it can realize the orthogonal detection of a single ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D235/18G01N21/64
CPCC07D235/18C09K11/06C09K2211/1011C09K2211/1044G01N21/6428G01N2021/6432
Inventor 汪朝阳吴彦城
Owner SOUTH CHINA NORMAL UNIVERSITY
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