Driving a Liquid Crystal Phase Transition Using a Photochromic Hydrazone

Moran, Mark; Magrini, Mitchell; Walba, David M.; Aprahamian, Ivan

doi:10.1021/jacs.8b09622

Cited by 88 publications

(62 citation statements)

References 103 publications

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“…When kept in the dark, the colored form can be restored by isomerization, the cyclized form being converted into a linear nonpolar form (see Scheme 1). However, DASA are not the only negative photochromes to be reported in the literature and bistable hydrazones have been discovered concomitantly to DASA [21][22][23][24][25][26][27][28][29][30][31][32][33].…”

Section: Introductionmentioning

confidence: 99%

New Donor-Acceptor Stenhouse Adducts as Visible and Near Infrared Light Polymerization Photoinitiators

Noirbent

Bonardi

et al. 2020

Molecules

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Polymerization photoinitiators that can be activated under low light intensity and in the visible range are being pursued by both the academic and industrial communities. To efficiently harvest light and initiate a polymerization process, dyes with high molar extinction coefficients in the visible range are ideal candidates. In this field, Donor-acceptor Stenhouse Adducts (DASA) which belong to a class of recently discovered organic photochromic molecules still lack practical applications. In this work, a series of DASA-based dyes are proposed as photoinitiators for the free radical polymerization of (meth)acrylates upon exposure to a near infrared light (laser diode at 785 nm).

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Section: Introductionmentioning

confidence: 99%

New Donor-Acceptor Stenhouse Adducts as Visible and Near Infrared Light Polymerization Photoinitiators

Noirbent

Bonardi

et al. 2020

Molecules

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“…Phase changes between chiral nematic phase and untwisted lamellar chiral smectic A phase of liquid crystals using a hydrazone-based light switch as light-sensitive dopants. [103] convert piston-like motions to rotational motions that can be a mimic of engines in macroscopic world.…”

Section: Chirality Switching and Controlmentioning

confidence: 99%

Supramolecular Chiral Nanoarchitectonics

et al. 2020

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of well-considered materials designs. [5] Small structural differences in component molecules are often capable of producing materials with totally different properties through organic syntheses, [6] supramolecular chemistry, [7] and materials processing. [8] Therefore, molecular designs for materials production can be regarded as the most important issue in science and technology in current society. Amongst the many possibilities in molecular design for materials production, exploration of molecular functions and material properties on the basis of chirality controls would be a scientifically elegant approach. With identical elemental compositions and functional groups, but different configurations of these identical groups, functions such as chiroptical properties and chiral separations can be created. [9] Another important fact for chiral controls in molecular and materials science is the unavoidable deep relationship of chiral substances with biological activities. [10] Biomolecules are basically made of chiral components such as amino acids and saccharides. Therefore, molecular designs for biomedical drugs and bioactive materials must be produced upon critical control of their chirality. Due to the scientifically elegant approaches and biological importance, molecular sciences and materials technologies incorporating chirality continuously attract attention of scientists ranging from the fundamentals of the chirality of molecules and materials to bio-related applications. These research efforts spread into a wide range of scientific fields including basic physical chemistry, [11] chirality-controlled catalysis and synthesis, [12] chiral materials, [13] analyses of chiral structures, [14] chiral recognition, [15] chiral separation, [16] chiral plasmons and optics, [17] chiral drugs, [18] and biomedical related chiral sciences. [19] Among the broad interests of chirality research, the recent hot trends of chirality related sciences are probably studies on chirality-based supramolecular chemistry and materials science upon the self-assembly of chiral molecular components [20] and achiral building blocks. [21] Enhancement of chiral effects and the creation of chirality are sometimes results of supramolecular organizations with chiral molecular units and even with achiral components. These systems are regarded as elegant examples of the emerging concept of nanoarchitectonics (Figure 1), [22] because control of simple molecular configurations can lead to the creation of such a wide variety of functional materials. The nanoarchitectonics concept was originally proposed by Aono and co-workers [23] as methodology to create functional materials from nanosized components through the combined Exploration of molecular functions and material properties based on the control of chirality would be a scientifically elegant approach. Here, the fabrication and function of chiral-featured materials from both chiral and achiral components using a supramolecular nanoarchitectonics concept are discussed. The contents are classified...

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“…Rac-Diindandiazocin 4 ist der kleinste bisher bekannte chirale Photoschalter und auch ideal als Komponente geeignet, um chiroptische Eigenschaften zu schalten und die Chiralität von Flüssigkristallen zu steuern. [27][28][29][30] Danksagung Die Autoren bedanken sich für die finanzielle Unterstützung der Deutschen Forschungsgemeinschaft (DFG) im Sonderforschungsbereiche 677 "Funktion durch Schalten". E.S.…”

Section: Angewandte Chemieunclassified

Effiziente Umwandlung von Licht in chemische Energie: Gerichtete, chirale Photoschalter mit sehr hohen Quantenausbeuten

et al. 2020

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Photochrome Systeme werden verwendet, um verschiedenste technische Funktionen wie z. B. Konversion von Lichtenergie, molekulare Motoren, Pumpen, Aktuatoren und Sensoren zu realisieren. Essentiell für praktischen Anwendungen sind eine effiziente Umwandlung von Licht in chemische Energie, eine starre Struktur für die Übertragung der molekularen Bewegung auf die Umgebung und eine gerichtete Bewegung während der Isomerisierung. Wir präsentieren einen neuen Typ eines photochromen Systems (Diindandiazocin), welches sichtbares Licht mit einer Effizienz von 18 % in chemische Energie umwandelt. Die Quantenausbeuten sind außerordentlich hoch mit >70 % für die cis‐trans‐Isomerisierung und 90 % für die Rückreaktion und somit höher als im biochemischen System Rhodopsin (64 %). Zwei Diastereomere (meso und Racemat) konnten in einer nur zweistufigen Synthese mit hohen Ausbeuten erhalten werden. Beide Isomere sind gerichtete Schalter mit hohen Umsatzraten (76–99 %), welche selbst nach mehreren tausend Schaltzyklen keine Ermüdung aufzeigten.

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Driving a Liquid Crystal Phase Transition Using a Photochromic Hydrazone

Abstract: The dynamic manipulation of the properties of soft matter can lead to adaptive functional materials that can be used in advanced applications. Here we report

Cited by 88 publications

References 103 publications

New Donor-Acceptor Stenhouse Adducts as Visible and Near Infrared Light Polymerization Photoinitiators

New Donor-Acceptor Stenhouse Adducts as Visible and Near Infrared Light Polymerization Photoinitiators

Supramolecular Chiral Nanoarchitectonics

Effiziente Umwandlung von Licht in chemische Energie: Gerichtete, chirale Photoschalter mit sehr hohen Quantenausbeuten

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