Kyushu University Academic Staff Educational and Research Activities Database
List of Papers
JOSEPH KA HO HUI Last modified date:2022.06.09

Assistant Professor / Department of Applied Chemistry / Faculty of Engineering

1. Ryosuke Yamamoto, Yusuke Minami, Joseph K-H Hui, Masa-Aki Morikawa, Nobuo Kimizuka, Enhanced Electric Polarization and Polar Switching of Dipolar Aromatic Liquids Confined in Supramolecular Gel Networks., Journal of the American Chemical Society, 10.1021/jacs.9b11276, 142, 3, 1424-1432, 2020.01, Dipolar aromatic liquids confined in the interstitial domains of chiral organogels show significantly enhanced electric polarization, as compared with those of pure liquids alone or organogels formed with nonpolar liquids. Intriguingly, nitrobenzene gels showed a supramolecular polar switching phenomenon; i.e., hysteresis in the polarization (P)-electric field (E) curves was observed for the gel above the melting point of the solvent. This indicates that the nitrobenzene molecules confined in the chiral nanofibrous gel networks exert macroscopic polarization whose direction is inversed depending on the direction of the external electric field. The anomalously enhanced electric polarization and polar switching phenomenon of supramolecular gels in varied solvents are scrutinized by the positive-up-negative-down (PUND) measurements, and the interactions between the gel nanofibers and the polar solvent molecules play crucial roles for the emergence of the polar switching phenomenon. This work presents for the first time that dipolar liquid molecules filling the interstitial space of supramolecular gels exhibit a significant confinement effect. It provides a new perspective to design electric-field-responsive soft materials based on the functional liquid domains confined in their porous networks..
2. Shota Hisamitsu, Junji Miyano, Keisuke Okumura, Joseph Ka-Ho Hui, Nobuhiro Yanai, Nobuo Kimizuka, Visible-to-UV Photon Upconversion in Nanostructured Chromophoric Ionic Liquids., ChemistryOpen, 10.1002/open.201900358, 9, 1, 3-3, 2020.01, Invited for this month's cover picture is the group of Professor Nobuhiro Yanai and Nobuo Kimizuka at Kyushu University. The cover picture shows visible-to-ultraviolet (vis-to-UV) triplet-triplet annihilation-based photon upconversion (TTA-UC) via triplet exciton diffusion in a chromophoric ionic liquid (IL). Chromophore moieties spontaneously form continuous arrays in non-polar nano-domains of the IL. The close arrangement of the chromophores in the IL allowed effective diffusion of triplet excitons, resulting in the vis-to-UV TTA-UC at a low excitation intensity. Read the full text of their Communication at
3. Yimin Liang, Joseph K-H Hui, Teppei Yamada, Nobuo Kimizuka, Electrochemical Thermoelectric Conversion with Polysulfide as Redox Species., ChemSusChem, 10.1002/cssc.201901566, 12, 17, 4014-4020, 2019.09, Thermocells convert waste heat to electricity without any pollution; however, the high cost and corrosivity of redox species hinder their commercialization. In this work, a thermocell that utilizes abundant polysulfide as redox species was demonstrated for the first time. 1-Butyl-1-methylpyrrolidinium polysulfide [(P14 )2 S3 ] was synthesized, and the redox species were prepared by the addition of sulfur to the (P14 )2 S3 solution in DMSO. In thermoelectric measurements, the Seebeck coefficient changed from -0.68 to +0.5 mV K-1 through addition of sulfur to the cell. Operando UV/Vis spectroscopy and open-circuit voltage analysis revealed that this effect was attributed to the change in the dominating redox reactions by the addition of sulfur. This result also provides a thermodynamic view on polysulfides electrochemistry, which is of high importance for lithium-sulfur batteries..
4. Joseph Ka Ho Hui, Hiroyuki Kishida, Keita Ishiba, Kenta Takemasu, Masa-Aki Morikawa, Nobuo Kimizuka, Back Cover
Ferroelectric Coordination Polymers Self-Assembled from Mesogenic Zinc(II) Porphyrin and Dipolar Bridging Ligands (Chem. Eur. J. 40/2016), Chemistry - A European Journal, 10.1002/chem.201603685, 22, 40, 2016.09.
5. Joseph Ka Ho Hui, Hiroyuki Kishida, Keita Ishiba, Kenta Takemasu, Masa-Aki Morikawa, Nobuo Kimizuka, Ferroelectric Coordination Polymers Self-Assembled from Mesogenic Zinc(II) Porphyrin and Dipolar Bridging Ligands, Chemistry - A European Journal, 10.1002/chem.201602175, 22, 40, 14213-14218, 2016.09, A new class of ferroelectric coordination-based polymers has been developed by the self-assembly of lipophilic zinc porphyrin (ZnP) and ditopic bridging ligands. The ligands contain dipolar benzothiadiazole or fluorobenzene units, which are axially coordinated to ZnP with the dipole moments oriented perpendicular to the coordination axes. The coordination-based polymers show ferroelectric characteristics in the liquid crystalline state, as revealed by distinctive hysteresis in the polarization–electric field (P–E) loops and inversion current peaks in current–voltage (I–V) loops. The observed ferroelectric properties are explainable by flip–flop rotation of the dipolar axle ligands induced by the applied electric field, as demonstrated by the positive-up–negative-down (PUND) measurements. The present system provides a new operating principle in supramolecular ferroelectrics..
6. Joseph K-H Hui, Jian Jiang, Mark J. MacLachlan, Unexpected lyotropic liquid crystals from ion-induced columnar assembly of Schiff-base macrocycles, CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 10.1139/v2012-063, 90, 12, 1056-1062, 2012.12, Schiff-base macrocycles 1, which have a crown ether-like interior, form ionic nematic lyotropic liquid crystals in various organic solvents when functionalized with long alkoxy substituents and complexed to diverse ammonium and alkali metal salts. From X-ray diffraction and transmission electron microscopy studies, and by comparison with the organization of macrocycles functionalized with shorter chains, these macrocycles assemble into lyotropic liquid crystals where the macrocycles are stacked and the cation is included in their interiors..
7. Javier Saiz-Poseu, Alberto Martínez-Otero, Thomas Roussel, Joseph K-H Hui, Mavis L Montero, Roberto Urcuyo, Mark J MacLachlan, Jordi Faraudo, Daniel Ruiz-Molina, Self-assembly of a catechol-based macrocycle at the liquid-solid interface: experiments and molecular dynamics simulations., Physical chemistry chemical physics : PCCP, 10.1039/c2cp41407d, 14, 34, 11937-43, 2012.09, This combined experimental (STM, XPS) and molecular dynamics simulation study highlights the complex and subtle interplay of solvent effects and surface interactions on the 2-D self-assembly pattern of a Schiff-base macrocycle containing catechol moieties at the liquid-solid interface. STM imaging reveals a hexagonal ordering of the macrocycles at the n-tetradecane/Au(111) interface, compatible with a desorption of the lateral chains of the macrocycle. Interestingly, all the triangular-shaped macrocycles are oriented in the same direction, avoiding a close-packed structure. XPS experiments indicate the presence of a strong macrocycle-surface interaction. Also, MD simulations reveal substantial solvent effects. In particular, we find that co-adsorption of solvent molecules with the macrocycles induces desorption of lateral chains, and the solvent molecules act as spacers stabilizing the open self-assembly pattern..
8. Xavier Roy, Joseph K-H Hui, Muhammad Rabnawaz, Guojun Liu, Mark J MacLachlan, Prussian blue nanocontainers: selectively permeable hollow metal-organic capsules from block ionomer emulsion-induced assembly., Journal of the American Chemical Society, 10.1021/ja2016075, 133, 22, 8420-3, 2011.06, Hollow polymer-based particles are useful for the encapsulation, protection, and release of active compounds. Adding a metal-organic coordination framework shell to nanocontainers is an attractive goal because it should help control their stability and permeability while yielding new properties and functions. We have discovered that polymer capsules with a Prussian blue analogue inner shell can be synthesized by emulsion-induced assembly of a metal-containing amphiphilic block ionomer. The capsules are selectively permeable and were used as nanocontainers to encapsulate and release a model compound. Further, these nanomaterials are tunable in size and organize into 2-D close-packed arrays in the solid state. Potential applications for these materials include the encapsulation and nanopatterning of pharmaceutical, biological, and catalytic compounds..
9. Xavier Roy, Joseph K-H Hui, Muhammad Rabnawaz, Guojun Liu, Mark J Maclachlan, Soluble Prussian blue nanoworms from the assembly of metal-organic block ionomers., Angewandte Chemie (International ed. in English), 10.1002/anie.201005537, 50, 7, 1597-602, 2011.02, The nanoworm that turned: The self-assembly of a novel charged metal-containing diblock copolymer gives soluble nanoworms, which pack into two-dimensional arrays to form nanopatterned surfaces (see picture; Ma,Maa=Fe, Zn, Cu, Co). The propensity of nanostructured metal-organic frameworks to form bulk crystals is thus overcome. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim..
10. Hao Qi, Xavier Roy, Kevin E Shopsowitz, Joseph K-H Hui, Mark J Maclachlan, Liquid-crystal templating in ammonia: a facile route to micro- and mesoporous metal nitride/carbon composites., Angewandte Chemie (International ed. in English), 10.1002/anie.201004974, 49, 50, 9740-3, 2010.12, Templation in liquid ammonia: The first porous materials formed by templating in liquid ammonia utilize the liquid-crystalline phase formed by cellulose/NH4SCN in NH3. By changing the proportions of reactants, the porosity, surface area, and morphology of the materials can be modified. The as-synthesized mesoporous materials present a lamellar morphology (see picture). Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim..
11. Joseph K-H. Hui, Mark J. MacLachlan, Metal-containing nanofibers via coordination chemistry, COORDINATION CHEMISTRY REVIEWS, 10.1016/j.ccr.2010.02.011, 254, 19-20, 2363-2390, 2010.10, One-dimensional fibrous nanostructures may exhibit unique mechanical, optical, magnetic, and electronic properties as a result of their nanoscale dimensions Various approaches have been used to prepare nanofibers (e g electrospinning, vapor deposition). but this review focuses on the research and development of self-assembled nanofibers formed through coordination chemistry By employing metal-ligand interactions that extend along the backbone of the aggregates. nanofibrous. often gel-forming, materials with appealing properties have been formed Other fibers formed through electrostatic interactions between charged coordination complexes are also discussed The optical, electronic, and magnetic properties conferred upon the materials by the embedded coordination complexes render the nanofibers useful for applications in the fields of catalysis, sensors, and gas storage, and potentially for developing nanosizecl devices (C) 2010 Elsevier B V. All rights reserved.
12. Joseph K-H Hui, Mark J MacLachlan, Fibrous aggregates from dinuclear zinc(II) salphen complexes., Dalton transactions (Cambridge, England : 2003), 10.1039/c0dt00234h, 39, 31, 7310-9, 2010.08, Metal complexes composed of two zinc(II) salphen units that are bridged by a flexible hydrocarbon chain have been synthesized and characterized. Their self-assembled supramolecular structures were studied with transmission electron microscopy (TEM) and scanning electron microscopy (SEM). It was found that all of the complexes displayed nanofibrillar morphology and that the surface texture and diameter can be altered by the addition of 4,4'-bipyridine and hydrophobic effects, respectively..
13. Joseph Ka Ho Hui, Peter D. Frischmann, Chien Hsin Tso, Carl A. Michal, Mark J. MacLachlan, Spontaneous hierarchical assembly of crown ether-like macrocycles into nanofibers and microfibers induced by alkali-metal and ammonium salts, Chemistry - A European Journal, 10.1002/chem.200902712, 16, 8, 2453-2460, 2010.02, Schiff base macrocycle 1, which has a crown ether like central pore, was combined with different alkali-metal and ammonium salts in chloroform, resulting in one-dimensional supramolecular aggregates. The ion-induced self-assembly was studied with solid-state NMR spectroscopy, transmission electron microscopy (TEM), scanning electron microscopy (SEM), and atomic force microscopy (AFM). It was found that the lengths and widths of the superstructures depend on the cation and counteranion of the salts. Among the salts being used, Na+ and NH4 + ions with BF4 - ions showed the most impressive fibrous structures that can grow up to 1 mm in diameter and hundreds of microns in length. In addition, the size of the fibers can be controlled by the evaporation rate of the solvent. A new macrocycle with bulky triptycenyl substituents that prevent supramolecular assembly was prepared and did not display any nanofibers with alkali-metal ions in chloroform when studied with TEM..
14. Joseph Ka Ho Hui, Zhen Yu, Tissaphern Mirfakhrai, Mark J. MacLachlan, Supramolecular assembly of carbohydrate-functionalized salphen-metal complexes, Chemistry - A European Journal, 10.1002/chem.200902031, 15, 48, 13456-13465, 2009.12, Metallosalphen complexes with peripheral glucose and galactose substitueras were synthesized and characterized. Their self-assembled supramolecular structures were then studied with transmission electron microscopy (TEM), scanning electron microscopy (SEM) and atomic force microscopy (AFM). It was found that all of the complexes displayed aggregation in the solid-state. Zinc-salphen complexes showed a remarkably homogeneous helical nanofibrillar morphology, whereas the other metal complexes only displayed micron-sized clusters..
15. Alfred C W Leung, Joseph K-H Hui, Jonathan H Chong, Mark J MacLachlan, Bimetallic Schiff base complexes: models for conjugated shape-persistent metallopolymers., Dalton transactions (Cambridge, England : 2003), 10.1039/b903963e, 26, 5199-210, 2009.07, New Schiff base ligands with two metal binding sites have been prepared. Copper and zinc complexes of the ligands, which serve as models for rigid, conjugated metallopolymers, were synthesized and characterized. The copper complexes display only weak intramolecular antiferromagnetic interactions, suggesting that the polymer structure is not useful for developing magnetic materials. Preliminary investigations of the novel polymers, including the preparation of a conjugated zinc-containing polymer, are reported..
16. Britta N Boden, Joseph K-H Hui, Mark J MacLachlan, Social and antisocial [3 + 3] Schiff base macrocycles with isomeric backbones., The Journal of organic chemistry, 10.1021/jo801069g, 73, 20, 8069-72, 2008.10, Two new conjugated macrocycles have been prepared in high yield using Schiff base condensation. These are the first Schiff base macrocycles to incorporate phenanthrene, and they contain 66 and 78 atoms, respectively, in their smallest closed ring. Although the backbones of the two macrocycles have nearly the same constitution, one aggregates in chloroform while the other does not. This is rationalized based on the differential overlap of aromatic components in the dimers..
17. Peter D Frischmann, Jian Jiang, Joseph K-H Hui, Joseph J Grzybowski, Mark J MacLachlan, Reversible-irreversible approach to Schiff base macrocycles: access to isomeric macrocycles with multiple salphen pockets., Organic letters, 10.1021/ol8001317, 10, 6, 1255-8, 2008.03, We have developed methodology for the formation of a new family of metal-free Schiff base macrocycles utilizing the differential exchange rates of aldimines and ketimines. The more robust ketimine bond is kinetically inert under the milder conditions used for aldimine bond formation. In particular, this route enables access to the first conjugated macrocycles with four unsymmetrical N2O2 salphen-like pockets..
18. Joseph K-H Hui, Zhen Yu, Mark J MacLachlan, Supramolecular assembly of zinc salphen complexes: access to metal-containing gels and nanofibers., Angewandte Chemie (International ed. in English), 10.1002/anie.200702680, 46, 42, 7980-3, 2007.10, (Chemical Equation Presented) Salphen the puzzle: Zn(salphen) complexes such as that shown organize into nanofibrils in the solid state. This assembly involves an intermolecular Zn⋯O interaction that stabilizes a polymeric structure with a (ZnO)n backbone. By tuning the peripheral substituents, luminescent gels may be prepared and the diameters of the fibers can be controlled. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA..
19. Joseph K-H Hui, Mark J MacLachlan, [6 + 6] Schiff-base macrocycles with 12 imines: giant analogues of cyclohexane., Chemical communications (Cambridge, England), 10.1039/b603985e, 23, 2480-2, 2006.06, Hexagon-shaped [6 + 6] Schiff-base macrocycles with 12 imine bonds are reported. These giant macrocycles possess 6 N2O2 coordination environments and mass spectrometry evidence for hexametallation of one macrocycle is provided. Semi-empirical calculations reveal two stable conformations with boat and chair geometries for the macrocycles metallated with Ni(II), analogous to the conformations observed for cyclohexane..
20. Amanda J Gallant, Joseph K-H Hui, Federico E Zahariev, Yan Alexander Wang, Mark J MacLachlan, Synthesis, structure, and computational studies of soluble conjugated multidentate macrocycles., The Journal of organic chemistry, 10.1021/jo050742g, 70, 20, 7936-46, 2005.09, [Chemical reaction: See text] Conjugated, shape-persistent macrocycles based on [3 + 3] Schiff-base condensation are of interest for supramolecular materials. In an effort to develop new discotic liquid crystals based on these compounds, a series of macrocycles with peripheral alkoxy groups of varying length have been prepared. The synthesis and mechanism of formation have been probed by isolation of oligomeric intermediates. A single-crystal X-ray diffraction study of one macrocycle revealed a nonplanar, strongly hydrogen-bonded structure. To our surprise, even with very long substituents, the macrocycles were not liquid crystalline. This has been rationalized by ab initio calculations that indicate the macrocycles are undergoing rotation of the dihydroxydiiminobenzene rings that may not allow a stable discotic liquid crystalline phase. These results provide new insight into the formation and properties of these large macrocycles and may provide guidance to developing stable liquid crystalline materials in the future..
21. NR Walker, JKH Hui, MCL Gerry, Microwave spectrum, geometry, and hyperfine constants of PdCO, JOURNAL OF PHYSICAL CHEMISTRY A, 10.1021/jp0200831, 106, 24, 5803-5808, 2002.06, The pure rotational spectrum of palladium monocarbonyl. PdCO, has been measured between 6000 and 24 000 MHz using a cavity pulsed jet Fourier transform microwave spectrometer. The molecules were prepared by laser ablation of Pd in the presence of CO contained in an Ar backing gas. The spectra of 15 isotopomers have been used to determine the molecular geometry from the measured rotational constants. Centrifugal distortion constants are in good agreement with those calculated from a literature harmonic force field. A nuclear quadrupole coupling constant and nuclear spin-rotation constant have been determined for Pd-105. Nuclear shielding parameters have been evaluated from the measured spin-rotation constant. The geometry is discussed with reference to theoretical data and to other molecules containing an M-CO bond..