Hokkaido University · Materials Science
Professor Ichiro Hisaki's research lab specializes in the design and synthesis of porous hydrogen-bonded organic frameworks (HOFs) with a focus on enhancing their thermal and chemical stability while achieving high surface areas and permanent porosity. The lab pioneers the use of shape-persistent, C3-symmetric π-conjugated macrocycles and functionalized hexaazatriphenylene derivatives as robust molecular tectons to construct crystalline frameworks through reversible hydrogen bonding. By combining single-crystal X-ray diffraction, gas sorption, and ultrafast spectroscopy, the lab enables precise structural characterization and functional evaluation of these materials, particularly for applications in gas storage, sensing, and photoresponsive materials. The research emphasizes the rational engineering of supramolecular synthons and network topology to overcome common challenges such as framework interpenetration and structural collapse.
Figures are computed from collected data and may differ slightly.
Designing organic components that can be used to construct porous materials enables the preparation of tailored functionalized materials. Research into porous materials has seen a resurgence in the past decade as a result of finding of self-standing porous molecular crystals (PMCs). Particularly, a number of crystalline systems with permanent porosity that are formed by self-assembly through hydrogen bonding (H-bonding) have been developed. Such systems are called hydrogen-bonded organic framewo
A porous hydrogen-bonded organic framework (HOF) responsive to acid was constructed from a hexaazatrinaphthylene derivative with carboxyphenyl groups (CPHATN). Precise structures of both 1,2,4-trichlorobenzene solvate [CPHATN-1(TCB)] and activated HOF with permanent porosity (CPHATN-1a) were successfully determined by single-crystalline X-ray diffraction analysis. Permanent porosity of CPHATN-1a was evaluated by gas sorption experiments at low temperature. CPHATN-1a also shows significant therma
Hydrogen-bonded porous organic crystals are promising candidates for functional organic materials due to their easy construction and flexibility arising from reversible bond formation–dissociation. However, it still remains challenging to form porous materials with void spaces that are well-controlled in size, shape, and multiplicity because even well-designed porous frameworks often fail to generate pores within the crystal due to unexpected disruption of hydrogen bonding networks or interpenet
A C3-symmetric π-conjugated macrocycle combined with an appropriate hydrogen bonding module (phenylene triangle) allowed the construction of crystalline supramolecular frameworks with a cavity volume of up to 58%. The frameworks were obtained through non-interpenetrated stacking of a hexagonal sheet possessing three kinds of pores with different sizes and shapes. The activated porous material absorbed CO2 up to 96 cm(3) g(-1) at 195 K under 1 atm.
Abstract Enhancing thermal and chemical durability and increasing surface area are two main directions for the construction and improvement of the performance of porous hydrogen‐bonded organic frameworks (HOFs). Herein, a hexaazatriphenylene (HAT) derivative that possesses six carboxyaryl groups serves as a suitable building block for the systematic construction of thermally and chemically durable HOFs with high surface area through shape‐fitted docking between the HAT cores and interpenetrated
Hydrogen-bonded organic frameworks (HOFs) have drawn unprecedented interest because of their high crystallinity as well as facile process for construction, deconstruction, and reassembly arising from reversible bond formation-dissociation. However, structural fragility and low stability frequently prevent formation of robust HOFs with permanent porosity. Here, we report that hexakis(4-carboxyphenyl)-hexaazatriphenylene (CPHAT) forms three dimensionally networked H-bonded framework CPHAT-1. Inter
Plane and simple! Doubly β-to-β 1,3-butadiyne-bridged diporphyrins have been synthesized efficiently through metal-catalyzed reactions. The double bridges enforce the two porphyrins in a perfectly planar conformation (see picture), which leads to almost a 100 % increase in the two-photon absorption cross section. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z700550_s.pdf or from the author. Please note: The publisher is not r
Für, Xin Chen, eine Autorin dieses Kurzaufsatzes, wurden Vor- und Nachname vertauscht. Xin ist der Vorname, Chen der Nachname.
To develop a novel pi-conjugated molecule-based supramolecular assembly, we designed and synthesized trisdehydrotribenzo[12]annulene ([12]DBA) derivative 2 with three carboxyl groups at the periphery. Recrystallization of 2 from DMSO gave a crystal of the solvate 23 DMSO. Crystallographic analysis revealed, to our surprise, that a face-to-face pi-stacked one-dimensional (1D) assembly of 2 was achieved and that the DMSO molecule played a significant role as a "structure-dominant element" in the c
Abstract This review covers construction and properties of porous molecular crystals (PMCs) constructed through hydrogen-bonding of C 3 -symmetric, rigid, π-conjugated molecular building blocks possessing carboxyaryl groups, which was reported in the last 5 years by the author’s group. PMCs with well-defined, self-standing pores have been attracted attention due to various functionalities provided by selective and reversible inclusion of certain chemical species into the pores. However, it has b
Abstract Dehydrobenzoannulenes (DBAs) have been attracting a great deal of interest as a result of their potential applications as optoelectronic materials, precursors of new forms of carbon materials, and as building blocks for hitherto‐unknown 2D carbon networks consisting of sp and sp 2 carbon atoms. Among the DBAs, those with substantial strain due to bond‐angle deformation at the triple bonds exhibit greater potential as electronic communication units and precursors of new polycyclic, conju
Stacking manners of 2D-nCOFs with a porous rhombic network framework was precisely characterized based on single crystal X-ray diffraction analysis.
A boomerang-shaped organic gelator, a dehydrobenzo[12]annulene derivative with two methyl ester groups (see picture), successfully forms an organogel in various organic solvents. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information
A twofold helix (2(1) helix) is an essential motif in approximately 70% of organic crystals. Although handedness of 2(1) helix has not been discussed from a mathematical viewpoint, we noticed that the handedness can be defined by considering the molecular shape and manner of assembly. Herein we propose the supramolecular-tilt-chirality (STC) method to define the handedness, and illustrate it by way of some examples. We believe that establishment of the systematic rules for supramolecular chirali
A robust HOF has been employed as cathode for LIBs. The decoration of rich redox-active moieties in HOFs introduces the surface-controlled capacitive mechanism in LIBs, accessing a high capacity, high rate capability and excellent cycling stability.
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