Unusually Stable Triazine-based Organic Superstructures.
Solid-state reactions have been rapidly gaining popularity in organic chemistry owing to their simplicity, efficiency, and selectivity compared to liquid-phase reactions. Herein, we describe the formation of superstructures through the solid-state reaction of an organic single-crystal. The superstructure of 5,5',5''-(1,3,5-triazine-2,4,6-triyl)triisophthalonitrile (TIPN) can be formed by cyclotrimerization of 1,3,5-tricyanobenzene (TCB) single crystals. The TIPN superstructure was confirmed by single crystal X-ray diffraction and visualized by transmission electron microscopy. The superstructure has hexagonally packed 1-dimensional (1D) channels along the crystal axis. Furthermore, the superstructure arises from interdigitated nitrile interactions in the crystal lattice, and thus has electron-beam tolerance and very high thermal stability.
School of Energy and Chemical Engineering, Center for Dimension Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST, Ulsan, 44919, Korea.
Sun-Min
0000-0002-8196-1748
SM
Jung
Department of Chemistry, UNIST, Korea.
Dongwook
D
Kim
Department of Physics, UNIST, Korea.
Dongbin
D
Shin
School of Energy and Chemical Engineering, Center for Dimension Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST, Ulsan, 44919, Korea.
Javeed
0000-0002-9159-3336
J
Mahmood
Department of Physics, UNIST, Korea.
Noejung
N
Park
Department of Chemistry, UNIST, Korea.
Myoung Soo
0000-0001-9517-7519
MS
Lah
UNIST Central Research Facilities (UCRF), UNIST, Korea. hulex@unist.ac.kr.
Hu Young
0000-0002-5550-5298
HY
Jeong
School of Energy and Chemical Engineering, Center for Dimension Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST, Ulsan, 44919, Korea. jbbaek@unist.ac.kr.
Jong-Beom
JB
Baek
interdigitation; porous organic crystals; single-crystals; solid-state reactions; superstructures