Development of Novel Functional Organic Crystals by Utilizing Proton- and π-Electron-Donating/Accepting Abilities

Ueda, Akira

doi:10.1246/bcsj.20170239

Cited by 30 publications

(13 citation statements)

References 49 publications

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“…In contrast to the above-mentioned highly dynamic functions of molecular machines and molecular receptors at interfacial environments, highly organized static and regular molecular assemblies at interfacial media are useful for another advanced functional system such as device fabrications [328][329][330][331][332]. Owing to their versatile and tunable electronic properties, twodimensional layered semiconductors are expected to find numerous device applications.…”

Section: Advanced Devicesmentioning

confidence: 99%

Self-assembly as a key player for materials nanoarchitectonics

Ariga

Nishikawa

Mori

et al. 2019

Science and Technology of Advanced Materials

351

255

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The development of science and technology of advanced materials using nanoscale units can be conducted by a novel concept involving combination of nanotechnology methodology with various research disciplines, especially supramolecular chemistry. The novel concept is called 'nanoarchitectonics' where self-assembly processes are crucial in many cases involving a wide range of component materials. This review of self-assembly processes reexamines recent progress in materials nanoarchitectonics. It is composed of three main sections: (1) the first short section describes typical examples of self-assembly research to outline the matters discussed in this review; (2) the second section summarizes self-assemblies at interfaces from general viewpoints; and (3) the final section is focused on self-assembly processes at interfaces. The examples presented demonstrate the strikingly wide range of possibilities and future potential of self-assembly processes and their important contribution to materials nanoarchitectonics. The research examples described in this review cover variously structured objects including molecular machines, molecular receptors, molecular pliers, molecular rotors, nanoparticles, nanosheets, nanotubes, nanowires, nanoflakes, nanocubes, nanodisks, nanoring, block copolymers, hyperbranched polymers, supramolecular polymers, supramolecular gels, liquid crystals, Langmuir monolayers, Langmuir-Blodgett films, self-assembled monolayers, thin films, layer-by-layer structures, breath figure motif structures, two-dimensional molecular patterns, fullerene crystals, metal-organic frameworks, coordination polymers, coordination capsules, porous carbon spheres, mesoporous materials, polynuclear catalysts, DNA origamis, transmembrane channels, peptide conjugates, and vesicles, as well as functional materials for sensing, surface-enhanced Raman spectroscopy, photovoltaics, charge transport, excitation energy transfer, lightharvesting, photocatalysts, field effect transistors, logic gates, organic semiconductors, thin-film-based devices, drug delivery, cell culture, supramolecular differentiation, molecular recognition, molecular tuning, and hand-operating (hand-operated) nanotechnology.

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Section: Advanced Devicesmentioning

confidence: 99%

Self-assembly as a key player for materials nanoarchitectonics

Ariga

Nishikawa

Mori

et al. 2019

Science and Technology of Advanced Materials

351

255

View full text Add to dashboard Cite

show abstract

“…Production of functional materials from molecular units requires essential contributions from nanotechnology such as self-assembly/or self-organization, supramolecular assembly, nanomaterials fabrication or nanobiotechnology [10,11,12,13,14,15]. Supramolecular assemblies of fullerene (C 60 ) in the bulk phase or at solid substrate using π -stacking interactions enables the production of shape-controlled nano- micro size objects.…”

Section: Introductionmentioning

confidence: 99%

Self-Assembled Fullerene Crystals as Excellent Aromatic Vapor Sensors

Furuuchi

Shrestha

Yamashita

et al. 2019

Sensors

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Here we report the aromatic vapor sensing performance of bitter melon shaped nanoporous fullerene C60 crystals that are self-assembled at a liquid-liquid interface between isopropyl alcohol and C60 solution in dodecylbenzene at 25 °C. Average length and center diameter of the crystals were ca. 10 μm and ~2 μm, respectively. Powder X-ray diffraction pattern (pXRD) confirmed a face-centered cubic (fcc) structure with cell dimension ca. a = 1.4272 nm, and V = 2.907 nm3, which is similar to that of the pristine fullerene C60. Transmission electron microscopy (TEM) confirmed the presence of a nanoporous structure. Quartz crystal microbalance (QCM) results showed that the bitter melon shaped nanoporous C60 performs as an excellent sensing system, particularly for aromatic vapors, due to their easy diffusion through the porous architecture and strong π–π interactions with the sp2-carbon.

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“…Molecules containing complementary functional groups are considered to be the potential source of supramolecular synthons for cocrystal generation (Oaki, 2017; Lusi, 2018). The technique of cocrystallization is a lucrative option which not only caters a drug candidate with desired physicochemical properties (Thakuria, 2018; Ueda, 2017) but also offers the right of intellectual property (IP) protection (Aakery and Salmon, 2005). Moreover, with high atom efficiency and no waste products make cocrystallization an important part of the green chemistry initiative(Cannon and Warner, 2002).…”

Section: Introductionmentioning

confidence: 99%

Daidzein cocrystals: An opportunity to improve its biopharmaceutical parameters

Bhalla

Chadha

et al. 2019

Heliyon

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The present study involves the contribution of cocrystallization towards the modification of the biopharmaceutical parameters of poorly watersoluble plant-originated isoflavone, daidzein (DAID). The cocrystals were prepared with GRAS status coformers i.e., isonicotinamide, theobromine and cytosine using mechanochemical grinding and characterized by various analytical techniques (DSC, FT-IR, PXRD and solid-state NMR). Crystal structures were obtained from PXRD data using BIOVIA Materials Studio software and compared in terms of supramolecular motifs. An additional qualitative and quantitative insight into interactions between both components of the cocrystal illustrated the presence of OH⋯N and OH⋯O=C heterosynthons and revealed a stabilizing role of hydrogen bonding. The cocrystals were further evaluated for their solubility, intrinsic dissolution and in vivo profile. Solubility and dissolution studies of pure daidzein and its cocrystals, namely daidzein-isonicotinamide (DIS), daidzein-cytosine (DCYT) and daidzein-theobromine (DTB) exhibited an almost 2-fold improvement. Evaluation of maximum concentration (Cmax) of cocrystals reveals that the DIS cocrystal shows the highest Cmax of 1848.7 ng/ml followed by DCYT cocrystal (1614.9 ng/ml) and DTB cocrystal (1326.0 ng/ml) in comparison to DAID which has a Cmax 870.5 ng/ml. Each of these cocrystals showed significant enhancement in in vivo and in vitro activities in comparison to daidzein. Thus, this report suggests cocrystallization as a viable approach to resolve the solubility and bioavailability issues that circumvent the use of a therapeutically potential isoflavone, daidzein.

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Development of Novel Functional Organic Crystals by Utilizing Proton- and π-Electron-Donating/Accepting Abilities

Cited by 30 publications

References 49 publications

Self-assembly as a key player for materials nanoarchitectonics

Self-assembly as a key player for materials nanoarchitectonics

Self-Assembled Fullerene Crystals as Excellent Aromatic Vapor Sensors

Daidzein cocrystals: An opportunity to improve its biopharmaceutical parameters

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