Aerobic Oxidation of Alcohols to Aldehydes and Ketones with Recyclable Pd Catalysts on Cross-linked 1,10-Phenanthroline
- PDF / 757,139 Bytes
- 6 Pages / 595.32 x 841.92 pts (A4) Page_size
- 43 Downloads / 205 Views
doi: 10.1007/s40242-020-9115-4
Article
Aerobic Oxidation of Alcohols to Aldehydes and Ketones with Recyclable Pd Catalysts on Cross-linked 1,10-Phenanthroline Polymers LI Ruyue, WU Mingwei, PAN Biwei, LI Meng and HUANG Jun * State Key Laboratory of Materials-Oriented Chemical Engineering, College of Chemical Engineering, Nanjing Tech University, Nanjing 210009, P. R. China Abstract A 1,10-phenanthroline based polymer named PPPhen(i.e., polymer from pyrene 1,10-phenanthrolin) was prepared by the Friedel-Crafts reaction of 1,10-phenanthroline and pyrene cross-linked with dimethoxymethane. The related Pd catalyst Pd@PPPhen was prepared by supporting Pd nanoparticles(NPs) on the PPPhen mater ial. PPPhen and Pd@PPPhen were characterized by means of scanning electron microscopy(SEM), transmission electron microscopy, N2 adsorption-desorption, Fourier-transform infrared and X-ray photoelectron spectroscopy analyses. The results showed that PPPhen polymer was highly porous and that the phenanthroline group can enhance the stability of the Pd nanoparticles. Pd@PPPhen also exhibited good catalytic activity in the aerobic oxidation of alcohols to aldehydes and ketones, and Pd@PPPhen was recyclable with durable activity and retentive structures. Keywords Aerobic oxidation; Alcohol; Palladium; Aldehyde; Ketone
1
Introduction
Alcohols oxidation is one of the most important reactions in chemical industry. The products aldehydes and ketones are extensively used in medicine, food and perfume industries[1,2]. The aerobic oxidation of the alcohols in aqueous solutions with reusable metal catalysts is the most attractive and ideal technology. Heterogeneous transition metal-based catalysts, primarily including Pt[3—5], Pd[6—8], Au[9—11], Ag[12], and bimetallic Au-Pd[13,14] are active for the aerobic oxidation of alcohols in aqueous solution under mild conditions and have received growing interest. Several Cu-based[15,16] catalysts are also used for the alcohol oxidation. However, many catalysts need the addition of bases, such as K2CO3 or KOH[17,18] for the aerobic oxidation of the alcohols. Porous polymers are organic materials and have many applications in catalytic reactions. A class of knitting hyper-cross-linked microporous polymers was prepared by Friedel-Crafts reaction using 1,2-dichloroethane as an economical solvent, stable electrophilic reagent, and external cross-linker at low temperatures[19]. Cu[20] and Pd[21] catalysts with 1,10-phenanthroline also have excellent reactivity and selectivity in the catalytic oxidation of alcohols to aldehydes and ketones. We also reported Cu based catalysts on the cross-linked 1,10-phenanthroline for the aerobic oxidation of 2,3,6-trimethylphenol to 2,3,5-trimethyl- 1,4-benzoquinone[22]. However, the Cu catalysts are not active for alcohol oxidation, which exhibited the difference of the immobilized Cu catalysts with the homogeneous Cu catalysts[22]. Herein, the PPPhen was synthesized by Friedel-Crafts
reaction of 1,10-phenanthroline and pyrene cross-linked with dimethoxymethane(DMM)
Data Loading...
