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Journal of Chemical Technology and Applications | Volume 2

Annual Spring Conference and Expo on

April 04-05, 2018 | Miami, USA

Chemical Engineering: From

Materials Engineering to Nanotechnology

allied

academies

T

his studypresents photoresponsivedynamic pseudorotaxane

crystals comprising of azobenzene and ferrocenyl groups in

an axle component threaded through dibenzo [24] crown-8

ether rings. These pseudorotaxanes are synthesized by mixing

dialkylammonium axle molecule tethered with azobenzene

with/without methyl-substituent and the ring molecule with/

without bromo-substituents in dichloromethane. Single

crystals of the pseudorotaxane exhibit bending motions caused

by cis-trans photoisomerization of the azobenzene group

using alternating 360 nm and 445 nm lasers. These bending

motions are reversible and repeated more than 200 times.

The bending motions of the crystals are significantly varied

by the substituents. Single-crystal X-ray crystallography of the

pseudorotaxanes reveals the details of the initial molecular

structures. A crystal of pseudorotaxane without substituents

exhibits small degree of bending within 0.3 second by 360 nm

irradiation, because of multiple π-π interactions in azobenzene

groups. Contrary, the crystals of pseudorotaxanes with bulky

substituents show large displacement in bending within

7-30 seconds induced by 360 nm irradiation. Distorted π-π

interactions of the azobenzene groups facilitate twisting of the

axle molecule. In addition, all crystals exhibited very fast cis-to-

trans backward process within 0.3 second, which is much faster

than typical azobenzene crystals.

Speaker Biography

Shao-Chi Cheng joined Dr. Horie’s materials synthesis group in 2013 when he was an

undergraduate student at Department of Chemical Engineering, National Tsing-Hua

University, Taiwan. He is now a PhD student and his research interest is synthesis of

azobenzene-containing supramolecular pseudorotaxane crystals for potential use in

microscale molecular machines.

e:

angusn124@hotmail.com

Photoinduced bending of azobenzene-based [2] pseudorotaxane crystals

Shao-Chi Cheng

National Tsing-Hua University, Taiwan