Supporting information
Syntheses of Biphenyl-Terminated Polyhedral Oligomeric
Octasilicate-Core Dendrimers and Their Single Component Optical
Transparent Free-Standing Thermoplastic Films
Yasuyuki Irie, Kensuke Naka
Department of Chemistry and Materials Technology, Graduate School of Science and Technology,
Kyoto Institute of Technology, Goshokaido-cho, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.
Correspondence to: Kensuke Naka(E-mail: kenaka@kit.ac.jp)
Experimental
By using a similar synthetic procedure of 2-phenylethanol 1) , 2-(4-Phenylphenoxy)ethanol
(BP-C2-OH) and 6-(4-phenylphenoxy)hexanol (BP-C6-OH) were prepared by reaction of
4-phenylphenol with 2-bromoethanol and 6-bromohexanol, respectively. BP-C2-OH and BP-C6-OH were purified by recrystallization.
BP-C2-OH: 1 H-NMR (400 MHz, CDCl
3
,

, ppm): 2.03 (t, 1H), 3.99 (q, 2H), 4.14 (t, 2H), 7.00 (d, 2H),
7.31 (t, 1H), 7.42 (t, 2H), 7.55 (t, 4H). lit.
2) (200 MHz, CDCl
3
,

, ppm): 1.91 (br, 1H), 4.05−3.94 (m, 2H), 4.19−4.07 (m, 2H), 7.07−6.94 (m,
2H), 7.63−7.22 (m, 7H).
BP-C6-OH: 1 H-NMR (400 MHz, CDCl
3
,

, ppm): 1.23 (m, 1H), 1.44-1.56 (m, 4H), 1.63 (m, 2H), 1.83 (m,
2H), 3.68 (q, 2H), 4.01 (t, 2H), 6.97 (d, 2H), 7.30 (t, 1H), 7.44 (t, 2H), 7.54 (m, 4H). lit.
3) (300 MHz, CDCl
3
,

, ppm): 1.55–1.43 (m, 5H), 1.60 (q, 2H), 1.82 (q, 2H), 3.67 (t, 2H) , 4.01 (t,
2H) , 6.96 (d, 2H) , 7.28 (d, 1H) , 7.41 (t, 2H), 7.57–7.50 (m, 4H).
OS-SA was prepared according to the literature method.
4)
1 H-NMR (400 MHz, CDCl
3
,

, ppm): 0.16 (s, 6H), 0.64 (m, 2H), 1.48 (m, 2H), 1.70 (m, 1H), 1.92 (m,
1H), 2.65-3.13 (m, 3H). lit.
4) (300 MHz, CDCl
3
,

, ppm): 0.1 (s, 6H), 0.6 (t, 2H), 1.5 (m, 2H), 1.6-2.0 (m, 2H), 3.1 & 2.6 (m, 2H;
CH2-COO and 1H CH COO).
Reference
1) H. Yamakoshi, N. Kanoh, C. Kudo, A. Sato, K. Ueda, M. Muroi, S. Kon, M. Satake, H. Ohori,
C. Ishioka, Y. Oshima, H. Osada, N. Chiba, H. Shibata, Y. Iwabuchi , ACS Med. Chem. Lett.
2010, 1, 273–276.
2) G. Kokotos, A. J. Feuerherm, E. Barbayianni, I. Shah, M. Sæther, V. Magrioti, T. Nguyen, V.
Constantinou-Kokotou, E. A. Dennis, B. Johansen, J. Med. Chem. 2014, 57, 7523−7535.
3) S. I. Kim, M. Ree, T. J. Shin, J. C. Jung, J. Polym. Sci. A: Polym. Chem. 1999, 37, 2909-2921.
4) S. Skaria, S. Schricker, J. Macromol. Sci., Part A: Pure Appl. Chem. 2010, 47, 381-391.

a b c
Figure S1 1H-NMR spectra of BP-C2-OH (a), BP-C6-BP (b), and OS-SA (c).

Figure S2 1 H-NMR spectrum of OS-C6-BP in CDCl
3
.
Figure S3 13 C-NMR spectrum of OS-C6-BP in CDCl
3
.

Figure S4 29 Si-NMR spectrum of OS-C6-BP in CDCl
3
.
Figure S5 GPC traces of OS-C2-BPand OS-C6-BP with RI detection.

Figure S6 MALDI TOF-MS spectrum of OS-C2-BP.
Figure S7 MALDI TOF-MS spectrum of OS-C6-BP.

Figure S8 SEM images of OS-C2-BP (left) and OS-C6-BP (right).