Copper phosphorylated cellulose nanofibers mediated azide-alkyne cycloaddition click reaction in water

被引:24
作者
Bahsis, Lahoucine [1 ]
Ablouh, El-Houssaine [2 ]
Hanani, Zouhair [3 ]
Sehaqui, Houssine [2 ]
El Achaby, Mounir [2 ]
Julve, Miguel [4 ]
Stiriba, Salah-Eddine [1 ,4 ]
机构
[1] Univ Cadi Ayyad, Fac Polydisciplinaire Safi, Lab Chim Analyt & Mol, LCAM, Safi, Morocco
[2] Mohammed VI Polytech Univ UM6P, Mat Sci Energy & Nanoengn Dept MSN, Lot 660-Hay Moulay Rachid, Benguerir 43150, Morocco
[3] Jozef Stefan Inst, Adv Mat Dept, Jamova Cesta 39, Ljubljana 1000, Slovenia
[4] Univ Valencia, Inst Ciencia Mol ICMol, C-Catedrat Jose Beltran 2, Paterna 46980, Valencia, Spain
关键词
Phosphorylated cellulose nanofibers; Carbohydrates; Heterogenous catalysis; CuAAC; 1,2,3-Triazoles; Water solvent; 1,3-DIPOLAR CYCLOADDITIONS; HETEROGENEOUS CATALYST; CHEMISTRY; NANOCELLULOSE; CHITOSAN; REMOVAL; PHASE; XPS;
D O I
10.1016/j.carbpol.2023.121501
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Heterogenous copper-catalyzed azide-alkyne cycloaddition reaction (CuAAC) was performed by using the phosphorylated carbohydrate-based cellulose nanofibers loaded with copper(II) ions. The copper-containing phosphorylated cellulose nanofibers (here after noted Cu(II)-PCNFs) were prepared in two different morphologies, namely the paper and foam ones and characterized by different techniques, including Scanning Electronic Microscopy (SEM), Energy Dispersive X-ray (EDX), Brauner-Emmett-Teller (BET), FT-IR spectroscopy (FTIR), Thermal Gravimetric Analysis (TGA), X-ray Photoelectron spectroscopy (XPS) and Atomic Force Microscopy (AFM). Cu(II)-PCNFs showed high activity in the CuAAC reaction when applied to the ligation of various organic azides and terminal alkynes without any reducing agent, resulting in the regioselective synthesis of 1,4-disubsti-tuted-1,2,3-triazoles in water at room temperature. These nanofibers were recovered and reused with no significant loss of catalytic activity or selectivity. A carbohydrate-based bio-support cellulose as reliable heterogenous catalyst was efficiently developed in view of taking the click chemistry concept to sustainable chemistry.
引用
收藏
页数:10
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