一种高选择性萘甲酰腙铜离子探针合成及其在吸附中的应用

王会镇; 薛松松; 周霞; 刘家琴; 解正峰

doi:10.37188/CJL.20210134

您当前的位置：

首页 >

文章列表页 >

一种高选择性萘甲酰腙铜离子探针合成及其在吸附中的应用

发光学应用及交叉前沿 | 更新时间：2021-09-13

- 一种高选择性萘甲酰腙铜离子探针合成及其在吸附中的应用
  增强出版
- Synthesis of Highly Selective Copper Ion Probe and Its Application in Adsorption
- 发光学报 2021年42卷第9期页码：1427-1435
- 作者机构：
  
  1.西华大学　理学院，四川　成都　 610039
  2.西南石油大学　化学化工学院，四川　成都　 610500
- 作者简介：
  
  [ "王会镇(1988-)，男，山东寿光人，硕士，实验师，2014年于西南科技大学获得硕士学位，主要从事荧光探针的合成及应用的研究。 E-mail: 578527840@qq.com" ]
  [ "解正峰(1972-)，男，山东东阿人，博士，教授，2011年于西安交通大学获得博士学位，主要从事精细有机功能材料的合成及应用的研究。 E-mail: xiezhf@swpu.edu.cn" ]
- 基金信息：
  
  教育部春晖计划(191630);四川省教育厅项目(18ZB0571)
- DOI：10.37188/CJL.20210134
  中图分类号： O625.6
- 纸质出版日期：2021-09-01，
  
  收稿日期：2021-06-07，
  
  修回日期：2021-06-30，
扫描看全文
王会镇, 薛松松, 周霞, 等. 一种高选择性萘甲酰腙铜离子探针合成及其在吸附中的应用[J]. 发光学报, 2021,42(9):1427-1435.

Hui-zhen WANG, Song-song XUE, Xia ZHOU, et al. Synthesis of Highly Selective Copper Ion Probe and Its Application in Adsorption[J]. Chinese Journal of Luminescence, 2021,42(9):1427-1435.
王会镇, 薛松松, 周霞, 等. 一种高选择性萘甲酰腙铜离子探针合成及其在吸附中的应用[J]. 发光学报, 2021,42(9):1427-1435. DOI： 10.37188/CJL.20210134.

Hui-zhen WANG, Song-song XUE, Xia ZHOU, et al. Synthesis of Highly Selective Copper Ion Probe and Its Application in Adsorption[J]. Chinese Journal of Luminescence, 2021,42(9):1427-1435. DOI： 10.37188/CJL.20210134.

摘要

以3-羟基-2-萘甲酰肼和4-二苯氨基苯甲醛为原料，设计合成了一种新型萘甲酰腙铜离子荧光探针L(N'-(4-(二苯胺基)亚苄基)-3-羟基-2-萘酰肼)，并通过

H NMR、

C NMR、HR-MS、IR和X射线单晶衍射法对L的结构进行了表征。在H

O/DMSO(

V∶V

=3∶7

pH=7)溶液体系中，可以高选择性和高灵敏性识别Cu

。通过质谱法、核磁滴定和DFT计算对L与Cu

可能的作用机理进行了研究。通过将L掺杂到聚丙烯酰胺(PAM)中，制备了凝胶(PAML)。研究表明，PAML对Cu

有很好的吸附性能，且不受其他离子的干扰，对水中Cu

去除率可以达到96.99%，并且在紫外灯下通过肉眼很容易进行区分。之后通过SEM-EDS对PAML吸附前后的微观形貌和成分进行了分析。

Abstract

A novel Schiff base fluorescent probe (N'-(4-(diphenylamino)benzylidene)-3-hydroxy-2-Naphtho-hydrazide)(L) was designed and synthesized using 3-hydroxy-2-naphthoic acid hydrazide and 4-diphenylaminobenzaldehyde as raw materials. The structure of L was characterized through

H NMR

C NMR

HR-MS

IR and X-ray. The study found that probe L showed high sensitivity and selectivity response to copper ions(Cu

) in H

O/DMSO(

∶

=3∶7

pH=7) solution. The possible mechanism of coordination between L and Cu

was studied by HR-MS

H NMR and DFT calculation. PAML was prepared by the method of doping L into polyacrylamide(PAM). PAML had high adsorption of Cu

and the removal rate of Cu

by PAML in water reached 96.99%

in addition

the color change could be distinguished by naked eyes under UV lamp. The microscopic morphology of PAML before and after adsorption of Cu

was observed by SEM-EDS.

关键词

酰腙铜离子荧光探针聚丙烯酰胺掺杂

Keywords

Schiff baseCu2+fluorescence probepolyacrylamide(PAM) doping

references

YAN F Y, SUN X D, ZHANG R Q, et al. Enhanced fluorescence probes based on Schiff base for recognizing Cu2+ and effect of different substituents on spectra [J].Spectrochim. Acta Part A: Mol. Biomol. Spectrosc., 2019, 222:117222.

THANGARAJ A, BHARDWAJ V, SAHOO S K. A multi-analyte selective dansyl derivative for the fluorescence detection of Cu(ii) and cysteine [J].Photochem. Photobiol. Sci., 2019, 18(6):1533-1539.

邓佳, 周烨, 潘雪涛, 等. 一种荧光增强型锌离子探针的合成与性质研究[J].湖北师范大学学报(自然科学版), 2021, 41(2):34-37.

DENG J, ZHOU Y, PAN X T, et al. Synthesis and properties of a new turn-on Zn2+ fluorescence probe [J].J. Hubei Norm. Univ. (Nat. Sci.), 2021, 41(2):34-37. (in Chinese)

WAN X J, KE H Q, TANG J N, et al. Acid environment-improved fluorescence sensing performance:a quinoline Schiff base-containing sensor for Cd2+ with high sensitivity and selectivity [J].Talanta, 2019, 199:8-13.

TEKURI V, SAHOO S K, TRIVEDI D R. Hg2+ induced hydrolysis of thiazole amine based Schiff base:colorimetric and fluorogenic chemodosimeter for Hg2+ ions in an aqueous medium [J].Spectrochim. Acta Part A:Mol. Biomol. Spectrosc., 2019, 218:19-26.

HALDER S, HAZRA A, ROY P. Colorimetric and fluorescence sensing of pH with a Schiff-base molecule [J].J. Lumin., 2018, 195:326-333.

谢嘉霖, 彭化南, 胡昕, 等. 异烟肼缩2-羟基-1-萘甲醛酰腙Ni2+荧光探针的研究[J].分析试验室, 2018, 37(8):954-958.

XIE J L, PENG H N, HU X, et al. A fluorescence probe for Ni2+ based on isonicotinoyl and 2-hydroxy-1-naphthaldehyde hydrazone [J].Chin. J. Anal. Lab., 2018, 37(8):954-958. (in Chinese)

XIAO N, ZHANG C. Selective monitoring of Cu(Ⅱ) with a fluorescence-on naphthalene-based probe in aqueous solution [J].Inorg. Chem. Commun., 2019, 107:107467.

吴红梅, 郭宇, 曹建芳, 等. 基于萘酰腙类锌离子增强型荧光探针的合成及光谱性能[J].发光学报, 2018, 39(5):621-626.

WU H M, GUO Y, CAO J F, et al. Synthesis and spectral properties of zinc ion-enhanced fluorescence probe based on naphthoyl acylhydrazone [J].Chin. J. Lumin., 2018, 39(5):621-626. (in Chinese)

WANG Z G, WANG Y, DING X J, et al. A highly selective colorimetric and fluorescent probe for quantitative detection of Cu2+/Co2+:the unique ON-OFF-ON fluorimetric detection strategy and applications in living cells/zebrafish [J].Spectrochim. Acta Part A:Mol. Biomol. Spectrosc., 2020, 228:117763.

SUN X J, LIU T T, Li N N, et al. A novel dual-function probe for recognition of Zn2+ and Al3+ and its application in real samples [J].Spectrochim. Acta Part A:Mol. Biomol. Spectrosc., 2020, 228:117786.

SAHOO P R, KUMAR A, KUMAR A, et al. Synthesis and optical properties of copper(Ⅱ) and nickel(Ⅱ) complexes of a highly fluorescent morpholine-derivative [J].Polyhedron., 2019, 171:559-570.

PARK G J, LEE M M, YOU G R, et al. A turn-on and reversible fluorescence sensor with high affinity to Zn2+ in aqueous solution [J].Tetrahedron. Lett., 2014, 55(15):2517-2522.

LIU Z Z, XU H J, SHENG L Q, et al. A highly selective colorimetric and fluorescent chemosensor for Al(Ⅲ) based-on simple naphthol in aqueous solution [J].Spectrochim. Acta Part A:Mol. Biomol. Spectrosc., 2016, 157:6-10.

LEE S, JUNG K Y, PARK J, et al. Synthesis of potent chemical inhibitors of dynamin GTPase [J].Bioorg. Med. Chem. Lett., 2010, 20(16):4858-4864.

SHAO Y Y, YAN T, WANG K, et al. Soil heavy metal lead pollution and its stabilization remediation technology [J].Energy Rep., 2020, 6 Suppl 8:122-127.

陈思鸿, 陈淇, 罗时荷, 等. 基于三苯胺的荧光探针设计、合成与应用研究进展[J].有机化学, 2021, 41(3):919-933.

CHEN S H, CHEN Q, LUO S H, et al. Progress in design, synthesis and application of triphenylamine-based fluorescent probes [J].Chin. J. Org. Chem., 2021, 41(3):919-933. (in Chinese)

QIN G W, NIU Z D, YU J D, et al. Soil heavy metal pollution and food safety in China:effects, sources and removing technology [J].Chemosphere., 2021, 267:129205.

YE F, LIANG X M, WU N, et al. A new perylene-based fluorescent pH chemosensor for strongly acidic condition [J].Spectrochim. Acta Part A:Mol. Biomol. Spectrosc., 2019, 216:359-364.

WANG B, YU C. Aptamer induced assembly of fluorescent nitrogen-doped carbon dots on gold nanoparticles for sensitive detection of AFB1 [J].Angew. Chem., 2010, 49(8):1485-1488.

LI J F, WU Y Z, SONG F Y, et al. A highly selective and sensitive polymer-based OFF-ON fluorescent sensor for Hg2+ detection incorporating salen and perylenyl moieties [J].J. Mater. Chem., 2012, 22(2):478-482.

LANGHALS H, HOFER A. Chromophores arranged as “magnetic meta atoms”:building blocks for molecular metamaterials [J].J. Org. Chem., 2013, 78(12):5889-5897.

GÖRL D, ZHANG X, WÜRTHNER F. Molecular assemblies of perylene bisimide dyes in water [J].Angew. Chem. Int. Ed., 2012, 51(26):6328-6348.

FENG X L, AN Y X, YAO Z Y, et al. A turn-on fluorescent sensor for pyrophosphate based on the disassembly of Cu2+-mediated perylene diimide aggregates [J].ACS Appl. Mater. Interfaces., 2012, 4(2):614-618.

D'AMBROSIO D, REICHENBACH P, MICHELI E, et al. Specific binding of telomeric G-quadruplexes by hydrosoluble perylene derivatives inhibits repeat addition processivity of human telomerase [J].Biochimie., 2012, 94(3):854-863.

YANG X, LIU L H, TAN W F, et al. Remediation of heavy metal contaminated soils by organic acid extraction and electrochemical adsorption [J].Environ. Pollut., 2020, 264:114745.

PENG W J, LI H Q, LIU Y Y, et al. A review on heavy metal ions adsorption from water by graphene oxide and its composites [J].J. Mol. Liq., 2017, 230:496-504.

KOBYA M, DEMIRBAS E, SENTURK E, et al. Adsorption of heavy metal ions from aqueous solutions by activated carbon prepared from apricot stone [J].Bioresour. Technol., 2005, 96(13):1518-1521.

CHEN J H, XING H T, SUN X, et al. Highly effective removal of Cu(Ⅱ) by triethylenetetramine-magnetic reduced graphene oxide composite [J].Appl. Surf. Sci., 2015, 356:355-363.

张成路, 孙越冬, 王静, 等. 高选择性检测Hg2+的喹啉酮衍生物荧光探针的合成及应用[J].高等学校化学学报, 2020, 41(8):1785-1791.

ZHANG C L, SUN Y D, WANG J, et al. Synthesis and application of quinolinone derivative fluorescent probe for high selective detection of Hg2+ [J].Chem. J. Chin. Univ., 2020, 41(8):1785-1791. (in Chinese)

浏览量

114

下载量

CSCD

文章被引用时，请邮件提醒。

提交

工具集

关联资源

一种新型比率荧光毛细管pH传感器的制备及性能

基于双发射碳点的荧光探针构建及对水中铜离子的检测

近红外二区发光材料在脑成像中的研究进展

水溶性Sm∶ZnO⁃NH₂量子点荧光探针制备及其用于选择性检测多巴胺