期刊
MACROMOLECULAR CHEMISTRY AND PHYSICS
卷 216, 期 13, 页码 1483-1489出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/macp.201500106
关键词
chemoenzymatic transesterification; click reaction; hybrid particles; optically active polymer; RAFT polymerization
资金
- National Science Foundation of China [21474057, 21104039, 21134004]
- National 973 Project [2011CB935700]
- Natural Science Foundation of Guangdong province [S2013010013580]
A novel strategy for the preparation of hybrid particles of optically active polymer and silica is developed via combination of chemoenzymatic transesterification, reversible addition-fragmentation chain transfer (RAFT) polymerization, and click reaction for the first time. During this procedure, Novozym 435 is employed to catalyze the transesterification between 2,2,2-trifluoethyl methacrylate monomer and 2-octanol to form the target monomer (R)-OMA, which synchronously participates in RAFT polymerization to obtain a new polymer with transformed optically active side groups. Compared with RAFT polymerization, the transesterification reaction is much faster, with conversion ratio reaching 93% after 7 h; subsequently, the polymerization is nearly homo-polymerization of (R)-OMA. The molar fraction of (R)-OMA in the final polymer is about 97.8% with controlled molecular weight (M-n approximate to 6840 g mol(-1)) and a narrow polydispersity index (approximate to 1.25). Finally, the hybrid particles of silica and optically active polymer P((R)-OMA) are obtained by the thiol-ene click reaction. The Fourier transform infrared, X-ray photoelectron spectroscopy, and transmission electron microscopy results exhibit the successful graft of P((R)-OMA) polymer to the silica surface, and the P((R)-OMA) polymer in the hybrid particles is about 10 wt% from the TGA curves. These as-prepared hybrid particles combine excellent mechanical stability of silica and good chirality of polymer, making them promising for chromatographic resolution, catalytic synthesis, and (stereo-) selectivity applications.
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