Facile TEMPO Immobilization onto Poly(acrylic acid)-Modified Magnetic Nanoparticles: Preparation and Property
Adding catalysts to magnetic polyvalent supports facilitating catalyst recycling and recovery seems feasible. Polymer-modified magnetic nanocomposites for organocatalyst immobilization are a plausible approach to this technology. Here, we present facile and efficient method for 2,2′,6,6′-tetramethyl...
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Published in | International Journal of Polymer Science Vol. 2017; no. 2017; pp. 1 - 8 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
Cairo, Egypt
Hindawi Publishing Corporation
01.01.2017
Hindawi John Wiley & Sons, Inc Wiley |
Subjects | |
Online Access | Get full text |
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Abstract | Adding catalysts to magnetic polyvalent supports facilitating catalyst recycling and recovery seems feasible. Polymer-modified magnetic nanocomposites for organocatalyst immobilization are a plausible approach to this technology. Here, we present facile and efficient method for 2,2′,6,6′-tetramethylpiperidinyl-1-oxy (TEMPO) immobilization onto polymer-modified magnetic nanoparticles under mild reaction conditions. Poly(acrylic acid) was chosen to graft from magnetic nanoparticle through a simple inverse emulsion polymerization technique. The resulting poly(acrylic acid) magnetic nanocomposite is an ideal material to immobilize the organocatalyst 4-hydroxy-2,2′,6,6′-tetramethylpiperidinyl-1-oxy (H-TEMPO) via an esterification reaction with pendant carboxyl group on the polymer chain. Instrumental analysis confirmed that poly(acrylic acid) chain was grafted on the silica-coated magnetic particles by this simple method while maintaining their magnetic properties; elemental analysis indicated that TEMPO was efficiently immobilized onto the polymer chain. The catalysis tests under both Anelli and Minisci system showed that the nanocomposite catalyst exhibits proper selectivity and activity for the alcohol/aldehyde transformation. Recycling experiments showed that stability and reusability of the nanocomposite catalyst were satisfying. |
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AbstractList | Adding catalysts to magnetic polyvalent supports facilitating catalyst recycling and recovery seems feasible. Polymer-modified magnetic nanocomposites for organocatalyst immobilization are a plausible approach to this technology. Here, we present facile and efficient method for 2,2′,6,6′-tetramethylpiperidinyl-1-oxy (TEMPO) immobilization onto polymer-modified magnetic nanoparticles under mild reaction conditions. Poly(acrylic acid) was chosen to graft from magnetic nanoparticle through a simple inverse emulsion polymerization technique. The resulting poly(acrylic acid) magnetic nanocomposite is an ideal material to immobilize the organocatalyst 4-hydroxy-2,2′,6,6′-tetramethylpiperidinyl-1-oxy (H-TEMPO) via an esterification reaction with pendant carboxyl group on the polymer chain. Instrumental analysis confirmed that poly(acrylic acid) chain was grafted on the silica-coated magnetic particles by this simple method while maintaining their magnetic properties; elemental analysis indicated that TEMPO was efficiently immobilized onto the polymer chain. The catalysis tests under both Anelli and Minisci system showed that the nanocomposite catalyst exhibits proper selectivity and activity for the alcohol/aldehyde transformation. Recycling experiments showed that stability and reusability of the nanocomposite catalyst were satisfying. Adding catalysts to magnetic polyvalent supports facilitating catalyst recycling and recovery seems feasible. Polymer-modified magnetic nanocomposites for organocatalyst immobilization are a plausible approach to this technology. Here, we present facile and efficient method for 2,2[variant prime],6,6[variant prime]-tetramethylpiperidinyl-1-oxy (TEMPO) immobilization onto polymer-modified magnetic nanoparticles under mild reaction conditions. Poly(acrylic acid) was chosen to graft from magnetic nanoparticle through a simple inverse emulsion polymerization technique. The resulting poly(acrylic acid) magnetic nanocomposite is an ideal material to immobilize the organocatalyst 4-hydroxy-2,2[variant prime],6,6[variant prime]-tetramethylpiperidinyl-1-oxy (H-TEMPO) via an esterification reaction with pendant carboxyl group on the polymer chain. Instrumental analysis confirmed that poly(acrylic acid) chain was grafted on the silica-coated magnetic particles by this simple method while maintaining their magnetic properties; elemental analysis indicated that TEMPO was efficiently immobilized onto the polymer chain. The catalysis tests under both Anelli and Minisci system showed that the nanocomposite catalyst exhibits proper selectivity and activity for the alcohol/aldehyde transformation. Recycling experiments showed that stability and reusability of the nanocomposite catalyst were satisfying. |
Audience | Academic |
Author | Liu, Xiaoxuan Huang, Guohui Bei, Yiling Ma, Huiqing |
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Cites_doi | 10.1039/c2gc35966a 10.1016/S1872-2067(15)61028-2 10.1039/c3gc41459k 10.1039/c2gc36442e 10.1039/c3cc47081d 10.1002/cctc.201200459 10.1021/ja00323a064 10.1021/ja403822d 10.1002/chem.200801001 10.1021/ol400974z 10.1021/cs300140j 10.1039/c2gc35822k 10.1039/c2cy00516f 10.1021/ja402577s 10.1002/adsc.201200449 10.1016/j.molcata.2015.04.008 10.1039/c2ra20588b 10.1002/chem.201100047 10.1039/c2cc35663e 10.1002/cctc.201301081 10.1039/b308668b 10.1039/c3gc40401c 10.1021/cr8004444 10.1021/jo00388a038 10.1021/es102285n 10.1021/ar300197s 10.1021/cr100230z 10.1039/c3cy00223c 10.1021/cr010440o 10.1039/c3py00281k 10.1021/acscatal.5b01668 10.1002/chem.200903527 10.1021/cs300719r 10.1021/nn4005582 10.1016/S0040-4039(01)01245-X 10.1039/c3cc43048k 10.1039/c1cc14717j 10.1021/jo0255577 10.1039/c1nj20514e 10.1016/j.micromeso.2014.10.019 |
ContentType | Journal Article |
Copyright | Copyright © 2017 Guohui Huang et al. COPYRIGHT 2017 John Wiley & Sons, Inc. Copyright © 2017 Guohui Huang et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. |
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SubjectTerms | Acids Acrylic acid Acrylics Alcohol Analysis Binding sites Catalysis Catalytic oxidation Chemical reactions Chemistry Efficiency Ethanol Magnetic properties Nanocomposites Nanoparticles Polymers Silica |
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Title | Facile TEMPO Immobilization onto Poly(acrylic acid)-Modified Magnetic Nanoparticles: Preparation and Property |
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