Spray-Assisted Interfacial Polymerization to Form Cu<sup>II/I</sup>@CMC-PANI Film: An Efficient Dip Catalyst for A<sup>3</sup> Reaction

A novel and interesting method for the preparation of carboxymethylcellulose–polyaniline film-supported copper catalyst (Cu<sup>II/I</sup>@CMC-PANI) has been developed via spray-assisted interfacial polymerization. Using copper sulfate as an initiator, spraying technology was introduced...

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Main Authors: Zhian Xu, Liang Xiao, Xuetao Fan, Dongtao Lin, Liting Ma, Guochao Nie, Yiqun Li
Format: Article
Language:English
Published: MDPI AG 2022-05-01
Series:Nanomaterials
Subjects:
Online Access:https://www.mdpi.com/2079-4991/12/10/1641
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author Zhian Xu
Liang Xiao
Xuetao Fan
Dongtao Lin
Liting Ma
Guochao Nie
Yiqun Li
author_facet Zhian Xu
Liang Xiao
Xuetao Fan
Dongtao Lin
Liting Ma
Guochao Nie
Yiqun Li
author_sort Zhian Xu
collection DOAJ
description A novel and interesting method for the preparation of carboxymethylcellulose–polyaniline film-supported copper catalyst (Cu<sup>II/I</sup>@CMC-PANI) has been developed via spray-assisted interfacial polymerization. Using copper sulfate as an initiator, spraying technology was introduced to form a unique interface that is perfectly beneficial to the polymerization of aniline monomers onto carboxymethylcellulose macromolecule chains. To further confirm the composition and structure of the as-prepared hybrid film, it was systematically characterized by inductively coupled plasma (ICP), Fourier transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDS), and thermogravimetric analysis (TGA) techniques. The Cu content in the fresh Cu<sup>II/I</sup>@CMC-PANI film was determined to be 1.805 mmol/g, and spherical nanoparticles with an average size of ca. 10.04 nm could be observed in the hybrid film. The Cu<sup>II/I</sup>@CMC-PANI hybrid film was exerted as a dip catalyst to catalyze the aldehyde–alkyne–amine (A<sup>3</sup>) coupling reactions. High yields of the products (up to 97%) were obtained in this catalytic system, and the catalyst could be easily picked up from the reaction mixture by tweezers and reused for at least six consecutive runs, without any discernible losses in its activity in the model reaction. The dip catalyst of Cu<sup>II/I</sup>@CMC-PANI, with easy fabrication, convenient deployment, superior catalytic activity, and great reusability, is expected to be very useful in organic synthesis.
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spelling doaj.art-780f6903a45d4c939b5907723d9651322023-11-23T12:25:51ZengMDPI AGNanomaterials2079-49912022-05-011210164110.3390/nano12101641Spray-Assisted Interfacial Polymerization to Form Cu<sup>II/I</sup>@CMC-PANI Film: An Efficient Dip Catalyst for A<sup>3</sup> ReactionZhian Xu0Liang Xiao1Xuetao Fan2Dongtao Lin3Liting Ma4Guochao Nie5Yiqun Li6Department of Chemistry, College of Chemistry and Materials Science, Jinan University, Guangzhou 511443, ChinaDepartment of Chemistry, College of Chemistry and Materials Science, Jinan University, Guangzhou 511443, ChinaDepartment of Chemistry, College of Chemistry and Materials Science, Jinan University, Guangzhou 511443, ChinaDepartment of Chemistry, College of Chemistry and Materials Science, Jinan University, Guangzhou 511443, ChinaPhotoelectric Information Center, School of Physics and Telecom, Yulin Normal University, Yulin 537000, ChinaPhotoelectric Information Center, School of Physics and Telecom, Yulin Normal University, Yulin 537000, ChinaDepartment of Chemistry, College of Chemistry and Materials Science, Jinan University, Guangzhou 511443, ChinaA novel and interesting method for the preparation of carboxymethylcellulose–polyaniline film-supported copper catalyst (Cu<sup>II/I</sup>@CMC-PANI) has been developed via spray-assisted interfacial polymerization. Using copper sulfate as an initiator, spraying technology was introduced to form a unique interface that is perfectly beneficial to the polymerization of aniline monomers onto carboxymethylcellulose macromolecule chains. To further confirm the composition and structure of the as-prepared hybrid film, it was systematically characterized by inductively coupled plasma (ICP), Fourier transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDS), and thermogravimetric analysis (TGA) techniques. The Cu content in the fresh Cu<sup>II/I</sup>@CMC-PANI film was determined to be 1.805 mmol/g, and spherical nanoparticles with an average size of ca. 10.04 nm could be observed in the hybrid film. The Cu<sup>II/I</sup>@CMC-PANI hybrid film was exerted as a dip catalyst to catalyze the aldehyde–alkyne–amine (A<sup>3</sup>) coupling reactions. High yields of the products (up to 97%) were obtained in this catalytic system, and the catalyst could be easily picked up from the reaction mixture by tweezers and reused for at least six consecutive runs, without any discernible losses in its activity in the model reaction. The dip catalyst of Cu<sup>II/I</sup>@CMC-PANI, with easy fabrication, convenient deployment, superior catalytic activity, and great reusability, is expected to be very useful in organic synthesis.https://www.mdpi.com/2079-4991/12/10/1641interfacial polymerizationspraying methodcarboxymethylcellulosepolyanilinecopper catalystdip catalyst
spellingShingle Zhian Xu
Liang Xiao
Xuetao Fan
Dongtao Lin
Liting Ma
Guochao Nie
Yiqun Li
Spray-Assisted Interfacial Polymerization to Form Cu<sup>II/I</sup>@CMC-PANI Film: An Efficient Dip Catalyst for A<sup>3</sup> Reaction
Nanomaterials
interfacial polymerization
spraying method
carboxymethylcellulose
polyaniline
copper catalyst
dip catalyst
title Spray-Assisted Interfacial Polymerization to Form Cu<sup>II/I</sup>@CMC-PANI Film: An Efficient Dip Catalyst for A<sup>3</sup> Reaction
title_full Spray-Assisted Interfacial Polymerization to Form Cu<sup>II/I</sup>@CMC-PANI Film: An Efficient Dip Catalyst for A<sup>3</sup> Reaction
title_fullStr Spray-Assisted Interfacial Polymerization to Form Cu<sup>II/I</sup>@CMC-PANI Film: An Efficient Dip Catalyst for A<sup>3</sup> Reaction
title_full_unstemmed Spray-Assisted Interfacial Polymerization to Form Cu<sup>II/I</sup>@CMC-PANI Film: An Efficient Dip Catalyst for A<sup>3</sup> Reaction
title_short Spray-Assisted Interfacial Polymerization to Form Cu<sup>II/I</sup>@CMC-PANI Film: An Efficient Dip Catalyst for A<sup>3</sup> Reaction
title_sort spray assisted interfacial polymerization to form cu sup ii i sup cmc pani film an efficient dip catalyst for a sup 3 sup reaction
topic interfacial polymerization
spraying method
carboxymethylcellulose
polyaniline
copper catalyst
dip catalyst
url https://www.mdpi.com/2079-4991/12/10/1641
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AT liangxiao sprayassistedinterfacialpolymerizationtoformcusupiiisupcmcpanifilmanefficientdipcatalystforasup3supreaction
AT xuetaofan sprayassistedinterfacialpolymerizationtoformcusupiiisupcmcpanifilmanefficientdipcatalystforasup3supreaction
AT dongtaolin sprayassistedinterfacialpolymerizationtoformcusupiiisupcmcpanifilmanefficientdipcatalystforasup3supreaction
AT litingma sprayassistedinterfacialpolymerizationtoformcusupiiisupcmcpanifilmanefficientdipcatalystforasup3supreaction
AT guochaonie sprayassistedinterfacialpolymerizationtoformcusupiiisupcmcpanifilmanefficientdipcatalystforasup3supreaction
AT yiqunli sprayassistedinterfacialpolymerizationtoformcusupiiisupcmcpanifilmanefficientdipcatalystforasup3supreaction