Materials Science 2012/06/27
Professor Michio Fujiki, Laboratory of Advanced Polymer Science, Graduate School of Materials Science
Limonene, producing in orange peel and mint leaf, is well-known as one of chiral bioresources.
Recently, we demonstrated that three kinds of optically active Si-Si bonded polymers (polysilanes) (1-3) can be
generated from the corresponding optically inactive polysilanes with the help of limonene and methanol
cosolvent . The cosolvent acts as a cocktail of mirror-symmetry-breaking solvent, leading to optically active
polymers with handedness without chiral catalysts and/or chiral substituents within 10 sec at room temperature.
The concept of the solvent chirality transfer with chiral alcohols, though very expensive, was originally proven
by the use of a very specific polysilane (4) a decade ago .
Recently, we found that, in place of the chiral alcohols, inexpensive limonene can generate very efficiently several
optically active pi-conjugated polymers from the corresponding optically inactive polymers (5-8) [3-5].
More recently, we demonstrated the scope-and-limitation of the limonene chirality transfer to generate optically active
polymer particles from the corresponding optically inactive starting materials .
A series of our outcomes [1-6] might open the door to innovative, environmentally friendly, inexpensive solution
process of various optically active functional polymers even from commodity polymers in near future.
 Y. Nakano, F. Ichiyanagi, M. Naito, Y. Yang, M. Fujiki, Chem. Commun., 48, 6636-6638 (2012).
 H. Nakashima, J. R. Koe, K. Torimitsu, M. Fujiki, J. Am. Chem. Soc., 123, 4847-4848 (2001).
 Y. Kawagoe, M. Fujiki, Y. Nakano, New J. Chem., 34, 637-647 (2010).
 Y. Nakano, Y. Liu, M. Fujiki, Polym. Chem., 1, 460-469 (2010).
 W. Zhang, K. Yoshida, M. Fujiki, X. Zhu, Macromolecules, 44, 5105-5111 (2011).
 M. Fujiki, A. J. Jalilah, N. Suzuki, M. Taguchi, W. Zhang, M. M. Abdellatif, N. Nomura,
RSC Adv.DOI:10.1039/C2RA20430D (2012).