S1
Supplementary Information
Light-driven nanofiber and nanoring morphological transformations in
organogels based on an azobenzene-bridged biscalix[4]arene
Pei-Mei Su,
a
Kai-Chi Chang,
a,
* Cheng-Jhang Yang,
a
Yi-Chieh Liu
a
and Wen-Sheng Chung
a,
*
Department of Applied Chemistry, National Chiao Tung University, Hsinchu, Taiwan 30050,
Republic of China
wschung@nctu.edu.tw
Page No. Contents
S3 Materials and methods for the synthesis of compounds 14.
S4-S7 Synthesis of azobenzene derivatives 9 and 11 and corresponding spectral
identification data for compounds 14 and 911.
S8 Table S1. Gelation properties of azobenzene derivatives 1-4 in various organic
solvents.
S9 Figs. S1 and S2. DLS diagram of a solution of E-1 in acetonitrile at 25
o
C and
TEM images of E-1 in various different solvents.
S10 Fig. S3. The
1
H NMR spectra of E-1 (a) before and after irradiation of the
solution (a) by 365 nm light for (b) 10 min, (c) 20 min, (d) 30 min, and (e)
irradiating the sample (d) with a visible light (>450 nm) for 1 h.
S11 Fig. S4. X-ray single crystal structures of E-1 with packing models.
S12 Fig. S5. Variable Temperature UV-Vis spectra of E-1 in (a) acetonitrile and (b)
para-xylene. Fig. S6. X-ray powder diffraction (XRD) of E-1 in (a) acetonitrile
and (b) para-xylene.
S13 Fig. S7. Variable Temperature
1
H NMR spectra of E-1 (1 mM in CD
3
CN) that
was irradiated with UV for 20 min and its respective E-1/Z-1 ratios at different
temperactures.
S14 Fig. S8. (a) IR spectrum of compound 1 (1 mM in CH
3
CN) and (b) its
respective IR spectrum after UV irradiation for 1 h.
S15 Fig. S9. (a) IR spectrum of compound 2 (1 mM in CH
2
Cl
2
/MeOH = 1/5) and
(b) its respective IR spectrum after UV irradiation for 1 h.
S16 Fig. S10. The UV/Vis spectra of compound 1 (10 M, CH
3
CN) (a) irradiated
by UV for different duration, (b) after further irradiation of sample (a) for
different duration, and (c) the changes in absorbance of 1 with ten different
UV/Vis irradiation cycles.
Electronic Supplementary Material (ESI) for Chemical Communications.
This journal is © The Royal Society of Chemistry 2017