Enzymatic synthesis of phenol polymer and its functionalization |
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| Institution: | 1. Key Lab of Special Functional Materials, Henan University, Kaifeng 475004, China;2. Institute of Chemistry and Biology, Henan University, Kaifeng 475004, China;3. State Key Laboratory of Molecular Engineering of Polymers, Fudan University, Shanghai 200433, China;1. Picometrics Technologies, 478 Rue de la Découverte, Labège France;2. Laboratoire des IMRCP, UMR 5623, Université de Toulouse, Université Paul Sabatier, Toulouse CEDEX 04, France;3. Institut de Mathématiques, Université de Toulouse, Université Paul Sabatier, Toulouse CEDEX 04, France;1. Dairy Microbiology Division, National Dairy Research Institute, Karnal 132001, India;2. Dairy Technology Division, National Dairy Research Institute, Karnal 132001, India;1. State Key Laboratory for Modification of Chemical Fibre and Polymer Materials, and Polymer Department of Donghua University, 2999 N. Renmin Rd., Songjiang, 201620 Shanghai, PR China;2. School of Chemical Engineering, Northwest University, 229 Taibai Rd., Xi’an, Shaanxi 710069, PR China;1. Department of Photonics, Advanced Optoelectronic Technology Center, National Cheng Kung University, Tainan 701, Taiwan;2. Department of Physics, National Cheng Kung University, Tainan 701, Taiwan;1. Weinan Central Hospital, Shengli Rd, Weinan, 714000, PR China;2. Shaanxi University of Chinese Medicine, Western Century Avenue, Xianyang, 712046, PR China |
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| Abstract: | In phosphate buffer (pH = 7.0) containing sodium dodecyl sulfate (SDS), an environmentally friendly system, enzymatic polymerization of phenol catalyzed by horseradish peroxidase (HRP) was efficiently performed. The obtained phenol polymer is partly soluble in common solvents, such as acetone, THF and DMF. IR analysis shows that the polymer is composed of phenylene and oxyphenylene units. The functionalization of the phenol polymer was performed by reacting with epoxy chloropropane and triethylene-tetramine following, and then insoluble aminated phenol polymer was obtained. The aminated phenol polymer was adopted as carrier to prepare a novel supported palladium catalyst (PP-N-Pd) for Heck reaction. PP-N-Pd shows high catalytic performance for Heck reactions of aryl iodides with acrylic acid or styrene and the yields of trans-products were higher than 90%. Under the optimized conditions, aryl bromides and activated aryl chloride also reacted with alkenes to give the yields of above 80%. XPS analysis indicates that the main coordination atom in PP-N-Pd is N and the chemical valence of palladium in PP-N-Pd is Pd2+. The novel supported catalyst also shows good recyclability for Heck reaction. |
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