Skip to main content
Top
Published in: Journal of Materials Science 20/2021

01-07-2021 | Composites & nanocomposites

A carbazole-grafted covalent organic framework as turn-on fluorescence chemosensor for recognition and detection of Pb2+ ions with high selectivity and sensitivity

Authors: Nan Zhang, BinXiao Wei, Tingting Ma, Yuyang Tian, Guang Wang

Published in: Journal of Materials Science | Issue 20/2021

Log in

Activate our intelligent search to find suitable subject content or patents.

search-config
loading …

Abstract

Covalent organic frameworks (COFs) are constructed from organic building units and covalent linkages. Their structures and compositions render their vast applications for adsorption, separation, catalysis and sensing. In particular, sensors based on their fluorescent properties are extensively used for molecular recognition and detection. Among the fluorescent sensors, “turn-on-type” fluorescence mode possesses visible response to the external simulation and thus exhibits significant advantages over those sensors based on “turn-off” or quenching. Herein, a carbazole-grafted covalent organic framework (COF-CB) was successfully synthesized by Schiff-base and post-grafting reaction. It is an eclipsed AA-stacking model and possesses microporous structure with regular pore structure. In addition, COF-CB is found to display the “turn-on” fluorescence response toward Pb2+ions, with its linear detecting range of Pb2+ concentrations between 0 and 80 μM. COF-CB exhibits Pb2+ sensing property with high selectivity, good anti-interference ability and low detecting limit down to 1.48 μM. Characterizations illustrate the enhancing fluorescent emission is caused by the intramolecular charge transfer (ICT) when Pb2+ ions coordinated with N and O on the COF skeleton. This work provides an available design method of “turn-on” fluorescent COF sensors for specific metal ion recognition and detection from environments.

Graphical Abstract

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Appendix
Available only for authorised users
Literature
1.
go back to reference Pompeani DP, Abbott MB, Steinman BA, Bain DJ (2013) Lake sediments record prehistoric lead pollution related to early copper production in north america. Environ Sci Technol 47:5545–5552CrossRef Pompeani DP, Abbott MB, Steinman BA, Bain DJ (2013) Lake sediments record prehistoric lead pollution related to early copper production in north america. Environ Sci Technol 47:5545–5552CrossRef
2.
go back to reference Bellinger DC (2016) Lead contamination in flint-an abject failure to protect public health. N Engl J Med 374:101–1103CrossRef Bellinger DC (2016) Lead contamination in flint-an abject failure to protect public health. N Engl J Med 374:101–1103CrossRef
3.
go back to reference Cheng HF, Hu YA (2010) Lead(Pb) isotopic fingerprinting and its applications in lead pollution studies in China: a review. Environ Pollut 158:1134–1146CrossRef Cheng HF, Hu YA (2010) Lead(Pb) isotopic fingerprinting and its applications in lead pollution studies in China: a review. Environ Pollut 158:1134–1146CrossRef
4.
go back to reference Kaewprom C, Sricharoen P, Limchoowong N, Nuengmatcha P, Chanthai S (2019) Resonance light scattering sensor of the metal complex nanoparticles using diethyl dithiocarbamate doped graphene quantum dots for highly Pb(II)-sensitive detection in water sample. Spectrochim Acta A Mol Biomol Spectrosc 207:79–87CrossRef Kaewprom C, Sricharoen P, Limchoowong N, Nuengmatcha P, Chanthai S (2019) Resonance light scattering sensor of the metal complex nanoparticles using diethyl dithiocarbamate doped graphene quantum dots for highly Pb(II)-sensitive detection in water sample. Spectrochim Acta A Mol Biomol Spectrosc 207:79–87CrossRef
5.
go back to reference Dil EA, Ghaedi M, Asfaram A, Mehrabi F (2017) Application of modificated magnetic nanomaterial for optimization of ultrasound-enhanced removal of Pb2+ ions from aqueous solution under experimental design: investigation of kinetic and isotherm. Ultrason Sonochem 36:409–419CrossRef Dil EA, Ghaedi M, Asfaram A, Mehrabi F (2017) Application of modificated magnetic nanomaterial for optimization of ultrasound-enhanced removal of Pb2+ ions from aqueous solution under experimental design: investigation of kinetic and isotherm. Ultrason Sonochem 36:409–419CrossRef
6.
go back to reference Azadbakht R, Vaisi H, Mohamadvand H, Khanabadi J (2015) A new fluorescent chemosensor for Pb2+ ions based on naphthalene derivatives. Spectrochim Acta A Mol Biomol Spectrosc 145:575–579CrossRef Azadbakht R, Vaisi H, Mohamadvand H, Khanabadi J (2015) A new fluorescent chemosensor for Pb2+ ions based on naphthalene derivatives. Spectrochim Acta A Mol Biomol Spectrosc 145:575–579CrossRef
7.
go back to reference Sohrabi MR, Matbouie Z, Asgharinezhad AA, Dehghani A (2013) Solid phase extraction of Cd(II) and Pb(II) using a magnetic metal-organic framework, and their determination by FAAS. Microchim Acta 180:589–597CrossRef Sohrabi MR, Matbouie Z, Asgharinezhad AA, Dehghani A (2013) Solid phase extraction of Cd(II) and Pb(II) using a magnetic metal-organic framework, and their determination by FAAS. Microchim Acta 180:589–597CrossRef
8.
go back to reference Combellas C, Kanoufi F, Pinson J, Podvorica FI (2008) Sterically hindered diazonium salts for the grafting of a monolayer on metals. J Am Chem Soc 130:8576–8577CrossRef Combellas C, Kanoufi F, Pinson J, Podvorica FI (2008) Sterically hindered diazonium salts for the grafting of a monolayer on metals. J Am Chem Soc 130:8576–8577CrossRef
9.
go back to reference Hsieh HF, Chang WS, Hsieh YK, Wang CF (2009) Lead determination in whole blood by laser ablation coupled with inductively coupled plasma mass spectrometry. Talanta 79:183–188CrossRef Hsieh HF, Chang WS, Hsieh YK, Wang CF (2009) Lead determination in whole blood by laser ablation coupled with inductively coupled plasma mass spectrometry. Talanta 79:183–188CrossRef
10.
go back to reference Deems JC, Reibenspies JH, Lee HS, Hancock RD (2020) Strategies for a fluorescent sensor with receptor and fluorophore designed for the recognition of heavy metal ions. Inorg Chim Acta 499:119811CrossRef Deems JC, Reibenspies JH, Lee HS, Hancock RD (2020) Strategies for a fluorescent sensor with receptor and fluorophore designed for the recognition of heavy metal ions. Inorg Chim Acta 499:119811CrossRef
11.
go back to reference Sharma M, Singh J, Hazra S, Basu S (2019) Adsorption of heavy metal ions by mesoporous ZnO and TiO2@ZnO monoliths: Adsorption and kinetic studies. Microchem J 145:105–112CrossRef Sharma M, Singh J, Hazra S, Basu S (2019) Adsorption of heavy metal ions by mesoporous ZnO and TiO2@ZnO monoliths: Adsorption and kinetic studies. Microchem J 145:105–112CrossRef
12.
go back to reference Li X, Liu Y, Zhang C et al (2018) Porous Fe2O3 microcubes derived from metal organic frameworks for efficient elimination of organic pollutants and heavy metal ions. Chem Eng J 336:241–252CrossRef Li X, Liu Y, Zhang C et al (2018) Porous Fe2O3 microcubes derived from metal organic frameworks for efficient elimination of organic pollutants and heavy metal ions. Chem Eng J 336:241–252CrossRef
13.
go back to reference Swearingen CB, Wernette DP, Cropek DM, Lu Y, Sweedler JV, Bohn PW (2005) Immobilization of a catalytic DNA molecular beacon on au for Pb(II) detection. Anal Chem 77:442–448CrossRef Swearingen CB, Wernette DP, Cropek DM, Lu Y, Sweedler JV, Bohn PW (2005) Immobilization of a catalytic DNA molecular beacon on au for Pb(II) detection. Anal Chem 77:442–448CrossRef
14.
go back to reference He J, Xu JL, Yin JH, Li N, Bu XH (2019) Recent advances in luminescent metal-organic frameworks for chemical sensors. Sci China Mater 62(11):1655–1678CrossRef He J, Xu JL, Yin JH, Li N, Bu XH (2019) Recent advances in luminescent metal-organic frameworks for chemical sensors. Sci China Mater 62(11):1655–1678CrossRef
15.
go back to reference Lyu H, Diercks CS, Zhu CH, Yaghi OM (2019) Porous crystalline olefin-linked covalent organic frameworks. J Am Chem Soc 141:6848–6852CrossRef Lyu H, Diercks CS, Zhu CH, Yaghi OM (2019) Porous crystalline olefin-linked covalent organic frameworks. J Am Chem Soc 141:6848–6852CrossRef
16.
go back to reference Liao YZ, Li JH, Thomas A (2017) General route to high surface area covalent organic frameworks and their metal oxide composites as magnetically recoverable adsorbents and for energy storage. ACS Macro Lett 6:1444–1450CrossRef Liao YZ, Li JH, Thomas A (2017) General route to high surface area covalent organic frameworks and their metal oxide composites as magnetically recoverable adsorbents and for energy storage. ACS Macro Lett 6:1444–1450CrossRef
17.
go back to reference Duan K, Wang J, Zhang YT, Liu JD (2019) Covalent organic frameworks(COFs) functionalized mixed matrix membrane for effective CO2/N2 separation. J Membr Sci 572:588–595CrossRef Duan K, Wang J, Zhang YT, Liu JD (2019) Covalent organic frameworks(COFs) functionalized mixed matrix membrane for effective CO2/N2 separation. J Membr Sci 572:588–595CrossRef
18.
go back to reference Huang N, Chen X, Krishna R, Jiang DL (2015) Two-dimensional covalent organic frameworks for carbon dioxide capture through channel-wall functionalization. Angew Chem-Int Edit 54:2986–2990CrossRef Huang N, Chen X, Krishna R, Jiang DL (2015) Two-dimensional covalent organic frameworks for carbon dioxide capture through channel-wall functionalization. Angew Chem-Int Edit 54:2986–2990CrossRef
19.
go back to reference Ding SY, Gao J, Wang Q et al (2011) Construction of covalent organic framework for catalysis: pd/cof-lzu1 in suzuki-miyaura coupling reaction. J Am Chem Soc 133:19816–19822CrossRef Ding SY, Gao J, Wang Q et al (2011) Construction of covalent organic framework for catalysis: pd/cof-lzu1 in suzuki-miyaura coupling reaction. J Am Chem Soc 133:19816–19822CrossRef
20.
go back to reference Feng X, Ding XS, Jiang DL (2012) Covalent organic frameworks. Chem Soc Rev 41:6010–6022CrossRef Feng X, Ding XS, Jiang DL (2012) Covalent organic frameworks. Chem Soc Rev 41:6010–6022CrossRef
21.
go back to reference Long C, He LW, Ma FY et al (2018) Covalent organic framework functionalized with 8-hydroxyquinoline as a dual-mode fluorescent and colorimetric ph sensor. ACS Appl Mater Interfaces 10:15364–15368CrossRef Long C, He LW, Ma FY et al (2018) Covalent organic framework functionalized with 8-hydroxyquinoline as a dual-mode fluorescent and colorimetric ph sensor. ACS Appl Mater Interfaces 10:15364–15368CrossRef
22.
go back to reference Sun WW, Tang XX, Yang QS (2019) Coordination-induced interlinked covalent- and metal-organic-framework hybrids for enhanced lithium storage. Adv Mater 31:1903176CrossRef Sun WW, Tang XX, Yang QS (2019) Coordination-induced interlinked covalent- and metal-organic-framework hybrids for enhanced lithium storage. Adv Mater 31:1903176CrossRef
23.
go back to reference Wang T, Xue R, Chen HQ (2017) Preparation of two new polyimide bond linked porous covalent organic frameworks and their fluorescence sensing application for sensitive and selective determination of Fe3+. New J Chem 41:14272–14278CrossRef Wang T, Xue R, Chen HQ (2017) Preparation of two new polyimide bond linked porous covalent organic frameworks and their fluorescence sensing application for sensitive and selective determination of Fe3+. New J Chem 41:14272–14278CrossRef
24.
go back to reference Guo LL, Song YH, Cai KY, Wang L (2020) “On-off’’ ratiometric fluorescent detection of Hg2+ based on N-doped carbon dots-rhodamine B@TAPT-DHTA-COF.” Spectroc Acta Pt A-Molec Biomolec Spectr 227:117703CrossRef Guo LL, Song YH, Cai KY, Wang L (2020) “On-off’’ ratiometric fluorescent detection of Hg2+ based on N-doped carbon dots-rhodamine B@TAPT-DHTA-COF.” Spectroc Acta Pt A-Molec Biomolec Spectr 227:117703CrossRef
25.
go back to reference Faheem M, Aziz S, Jing XF (2019) Dual luminescent covalent organic frameworks for nitro-explosive detection. J Mater Chem A 7:27148–27155CrossRef Faheem M, Aziz S, Jing XF (2019) Dual luminescent covalent organic frameworks for nitro-explosive detection. J Mater Chem A 7:27148–27155CrossRef
26.
go back to reference Qian HL, Dai C, Yang CX, Yan XP (2017) High-crystallinity covalent organic framework with dual fluorescence emissions and its ratiometric sensing application. ACS Appl Mater Interfaces 9:24999–25005CrossRef Qian HL, Dai C, Yang CX, Yan XP (2017) High-crystallinity covalent organic framework with dual fluorescence emissions and its ratiometric sensing application. ACS Appl Mater Interfaces 9:24999–25005CrossRef
27.
go back to reference Zuo HY, Li Y, Liao YZ (2019) Europium ionic liquid grafted covalent organic framework with dual luminescence emissions as sensitive and selective acetone sensor. ACS Appl Mater Interfaces 11:39201–39208CrossRef Zuo HY, Li Y, Liao YZ (2019) Europium ionic liquid grafted covalent organic framework with dual luminescence emissions as sensitive and selective acetone sensor. ACS Appl Mater Interfaces 11:39201–39208CrossRef
28.
go back to reference Li ZP, Huang N, Lee KH, Feng Y, Tao SS, Jiang QH, Nagao Y, Irle S, Jiang DL (2018) Light-emitting covalent organic frameworks: fluorescence improving via pinpoint surgery and selective switch-on sensing of anions. J Am Chem Soc 140:12374–12377CrossRef Li ZP, Huang N, Lee KH, Feng Y, Tao SS, Jiang QH, Nagao Y, Irle S, Jiang DL (2018) Light-emitting covalent organic frameworks: fluorescence improving via pinpoint surgery and selective switch-on sensing of anions. J Am Chem Soc 140:12374–12377CrossRef
29.
go back to reference Cui WR, Zhang CR, Jiang W, Liang RP, Qiu JD (2019) Covalent Organic framework nanosheets for fluorescence sensing via metal coordination. ACS Appl Nano Mater 2:342–5349 Cui WR, Zhang CR, Jiang W, Liang RP, Qiu JD (2019) Covalent Organic framework nanosheets for fluorescence sensing via metal coordination. ACS Appl Nano Mater 2:342–5349
30.
go back to reference Yin J, Bing Q, Wang L, Wang G (2018) Ultrasensitive and highly selective detection of Cu2+ ions based on anew carbazole-Schiff. Spectrochim Acta A Mol Biomol Spectrosc 189:495–510CrossRef Yin J, Bing Q, Wang L, Wang G (2018) Ultrasensitive and highly selective detection of Cu2+ ions based on anew carbazole-Schiff. Spectrochim Acta A Mol Biomol Spectrosc 189:495–510CrossRef
31.
go back to reference Li DX, Sun X, Huang JM et al (2016) A carbazole-based “turn-on” two-photon fluorescent probe for biological Cu2+ detectionvis Cu2+-promoted hydrolysis. Dyes Pigments 125:185–191CrossRef Li DX, Sun X, Huang JM et al (2016) A carbazole-based “turn-on” two-photon fluorescent probe for biological Cu2+ detectionvis Cu2+-promoted hydrolysis. Dyes Pigments 125:185–191CrossRef
32.
go back to reference Kandambeth S, Venkatesh V, Shinde DB et al (2015) Self-templated chemically stable hollow spherical covalent organic framework. Nat Commun 6:6786CrossRef Kandambeth S, Venkatesh V, Shinde DB et al (2015) Self-templated chemically stable hollow spherical covalent organic framework. Nat Commun 6:6786CrossRef
33.
go back to reference Ning GH, Chen ZX, Gao Q (2017) Salicylideneanilines-based covalent organic frameworks as chemoselective molecular sieves. J Am Chem Soc 139:8897–8904CrossRef Ning GH, Chen ZX, Gao Q (2017) Salicylideneanilines-based covalent organic frameworks as chemoselective molecular sieves. J Am Chem Soc 139:8897–8904CrossRef
34.
go back to reference Lv SW, Liu JM, Li CY, Zhao N, Wang ZH, Wang S (2019) A novel and universal metal-organic frameworks sensing platform for selective detection and efficient removal of heavy metal ions. Chem Eng J 375:122111CrossRef Lv SW, Liu JM, Li CY, Zhao N, Wang ZH, Wang S (2019) A novel and universal metal-organic frameworks sensing platform for selective detection and efficient removal of heavy metal ions. Chem Eng J 375:122111CrossRef
35.
go back to reference Wang Y, Hu J, Zhuang QF, Ni YN (2016) Label-free fluorescence sensing of lead(ii) ions and sulfide ions based on luminescent molybdenum disulfidenanosheets. ACS Sustain Chem Eng 4:2535–2541CrossRef Wang Y, Hu J, Zhuang QF, Ni YN (2016) Label-free fluorescence sensing of lead(ii) ions and sulfide ions based on luminescent molybdenum disulfidenanosheets. ACS Sustain Chem Eng 4:2535–2541CrossRef
36.
go back to reference Sowmiyha S, Kumar VV, Pitchaimani J et al (2018) Self-assembly of water soluble perylenetetracarboxylic acid with metal cations: Selective fluorescence sensing of Cu2+ and Pb2+ ions in paper strips, zebrafish and yeast. J Lumines 203:42–49CrossRef Sowmiyha S, Kumar VV, Pitchaimani J et al (2018) Self-assembly of water soluble perylenetetracarboxylic acid with metal cations: Selective fluorescence sensing of Cu2+ and Pb2+ ions in paper strips, zebrafish and yeast. J Lumines 203:42–49CrossRef
37.
go back to reference Ciotta E, Paoloni S, Richetta M (2017) Sensitivity to heavy-metal ions of unfolded fullerene quantum dots. Sensors (Basel, Switzerland) 17:2614–2629CrossRef Ciotta E, Paoloni S, Richetta M (2017) Sensitivity to heavy-metal ions of unfolded fullerene quantum dots. Sensors (Basel, Switzerland) 17:2614–2629CrossRef
38.
go back to reference Li W, Hu X, Li Q (2020) Copper nanoclusters @ nitrogen-doped carbon quantum dots-based ratiometric fluorescence probe for lead(II) ions detection in porphyra. Food Chem 320:126623CrossRef Li W, Hu X, Li Q (2020) Copper nanoclusters @ nitrogen-doped carbon quantum dots-based ratiometric fluorescence probe for lead(II) ions detection in porphyra. Food Chem 320:126623CrossRef
39.
go back to reference Chen XF, Wang JY, Cui JN, Xu ZC, Peng XJ (2011) A ratiometric and exclusively selective CuII fluorescent probe based on internal charge transfer(ICT). Tetrahedron 67:4869–4873CrossRef Chen XF, Wang JY, Cui JN, Xu ZC, Peng XJ (2011) A ratiometric and exclusively selective CuII fluorescent probe based on internal charge transfer(ICT). Tetrahedron 67:4869–4873CrossRef
40.
go back to reference Mani KS, Rajamanikandan R, Murugesapandian B (2019) Coumarin based hydrazone as an ICT-based fluorescence chemosensor for the detection of Cu2+ ions and the application in HeLa cells. Spectrochim Acta A Mol Biomol Spectrosc 214:170–176CrossRef Mani KS, Rajamanikandan R, Murugesapandian B (2019) Coumarin based hydrazone as an ICT-based fluorescence chemosensor for the detection of Cu2+ ions and the application in HeLa cells. Spectrochim Acta A Mol Biomol Spectrosc 214:170–176CrossRef
Metadata
Title
A carbazole-grafted covalent organic framework as turn-on fluorescence chemosensor for recognition and detection of Pb2+ ions with high selectivity and sensitivity
Authors
Nan Zhang
BinXiao Wei
Tingting Ma
Yuyang Tian
Guang Wang
Publication date
01-07-2021
Publisher
Springer US
Published in
Journal of Materials Science / Issue 20/2021
Print ISSN: 0022-2461
Electronic ISSN: 1573-4803
DOI
https://doi.org/10.1007/s10853-021-06050-6

Other articles of this Issue 20/2021

Journal of Materials Science 20/2021 Go to the issue

Premium Partners