Electronic transitions of tetrathiafulvalene oriented in polyethylene film. Near and vacuum UV synchrotron radiation polarization spectroscopy

Thulstrup, Peter W.; Hoffmann, Søren Vrønning; Jones, Nykola C.; Spanget‐Larsen, Jens

doi:10.1016/j.chphi.2020.100009

Cited by 7 publications

(7 citation statements)

References 43 publications

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“…As shown in Figure a, it was observed that the color of the TTFM EC device changed according to the N and D states induced by 1.7 and −1.7 V direct current (DC) bias. This result originates from the transition of the π and π* orbitals of TTF chromophores through potential change and is consistent with the photophysical behavior identified in the TTFM monomeric state. , The absorption wavelength shift of the EC device upon potential change was quantitatively examined by UV–vis spectroscopy (Figure b). Consequently, it is confirmed that the yellowish color of the N state results from strong absorption wavelengths between 400 and 500 nm, while the dark-green color of the D state is caused by broadened visible light absorption.…”

Section: Resultssupporting

confidence: 81%

Encryptable Electrochromic Smart Windows: Uniaxially Oriented and Polymerized Hierarchical Nanostructures Constructed by Self-Assembly of Tetrathiafulvalene-Based Reactive Mesogens

et al. 2023

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Tetrathiafulvalene (TTF)-based reactive mesogens (TTF-E and TTF-T) are synthesized, self-assembled, uniaxially oriented, and polymerized for the development of encryptable electrochromic smart windows. Electrochemical and spectroscopic experiments prove that the self-assembled TTF mixture (TTFM, TTF-E:TTF-T = 1:1) can reversibly switch the absorption wavelength of the TTF chromophore according to the redox reactions. Based on the identification of the phase transition and crystallographic structure, uniaxially oriented hierarchical nanostructures are easily constructed on the macroscopic area by simple coating and a self-assembly process. Subsequent polymerization of hierarchical nanostructures of TTFM significantly enhances thermal and mechanical stabilities and makes it possible for them to be fabricated as an electrochromic device. The angularly dependent correlation between the anisotropy of mesogens and the linearly polarized light allow us to demonstrate TTFM as smart windows capable of various optical security applications, including privacy protection and information encryption.

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Section: Resultssupporting

confidence: 81%

Encryptable Electrochromic Smart Windows: Uniaxially Oriented and Polymerized Hierarchical Nanostructures Constructed by Self-Assembly of Tetrathiafulvalene-Based Reactive Mesogens

et al. 2023

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“…To further examine if the TTF or AQ properties are predicted to be intact after SAM formation, molecular orbital calculations were carried out for 1 and 3 at the B3LYP/6-311++G(d,p) level, where long-range interactions and dispersion corrections are considered. These calculation parameters were selected as they are known to give an accurate representation of the D and A subunits. − They have also been shown to offer a good model for precursors of triptycene SAMs along with general thiol monolayers . Compound 1 has its HOMO at −5.103 eV and its LUMO at −1.584 eV giving a HOMO–LUMO gap of 3.519 eV (Figure a).…”

Section: Resultsmentioning

confidence: 99%

Precise Orientational Control of Electroactive Units Using a Tripodal Triptycene Scaffold to Direct Noncovalent Pairing at the Single Molecular Level

Martin

Fukui

Takehara

et al. 2023

Precision Chemistry

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A break junction technique has been established to explore conductive behavior at the single molecular level, and recent interest has shifted toward the evaluation of bimolecular systems interacting through noncovalent intermolecular forces. This requires precise control over the orientation of the two molecules so that they can adapt an appropriate face-to-face arrangement between two electrodes. Herein, we present an approach using a tripodal triptycene scaffold that allows for accurate positioning of electroactive subunits with an upright configuration on substrate surfaces. We incorporated electrondonating tetrathiafulvalene or electron-accepting anthraquinone into the molecular scaffold and confirmed that the resulting molecules retain the electronic properties particular to their attached subunits. Self-assembled monolayers (SAMs) of these molecules were prepared on Au(111) and characterized by XPS and STM. STM break junction techniques were applied to the SAMs, revealing two electrical conduction regimes; one arises from singlemolecules sandwiched between two electrodes, and the second from intermolecularly interacting homodimers that bridge between electrodes. This observation demonstrates the validity of the approach of using tripodal triptycene scaffolds to precisely direct electroactive subunits to undergo intermolecular pairing. We believe that the present work will provide a new avenue for evaluating the heterodimers at the single molecular level.

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“…1,2 It has been a laboratory for charge and charge transport. [2][3][4] The first demonstration of a metallic charge transfer complex, for example, was based on cocrystals of TTF and tetracyano-p-quinodimethane (TCNQ). [5][6][7][8] Since then, thousands of TTF analogues have been synthesized for optoelectronic applications, including transistors, 9 solar cells, 10,11 and light-emitting diodes.…”

Section: Introductionmentioning

confidence: 99%

Twisted tetrathiafulvalene crystals

Yang

Zong

Whittaker

et al. 2022

Mol. Syst. Des. Eng.

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Electronic transitions of tetrathiafulvalene oriented in polyethylene film. Near and vacuum UV synchrotron radiation polarization spectroscopy

Cited by 7 publications

References 43 publications

Encryptable Electrochromic Smart Windows: Uniaxially Oriented and Polymerized Hierarchical Nanostructures Constructed by Self-Assembly of Tetrathiafulvalene-Based Reactive Mesogens

Encryptable Electrochromic Smart Windows: Uniaxially Oriented and Polymerized Hierarchical Nanostructures Constructed by Self-Assembly of Tetrathiafulvalene-Based Reactive Mesogens

Precise Orientational Control of Electroactive Units Using a Tripodal Triptycene Scaffold to Direct Noncovalent Pairing at the Single Molecular Level

Twisted tetrathiafulvalene crystals

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