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Liquid crystalline dihydroazulene photoswitches

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Liquid crystalline dihydroazulene photoswitches. / Petersen, Anne Ugleholdt; Jevric, Martyn; Mandle, Richard J.; Davis, Edward J.; Cowling, Stephen J.; Goodby, John W.; Nielsen, Mogens Brøndsted.

In: RSC Advances, Vol. 5, No. 109, 13.10.2015, p. 89731-89744.

Research output: Contribution to journalArticlepeer-review

Harvard

Petersen, AU, Jevric, M, Mandle, RJ, Davis, EJ, Cowling, SJ, Goodby, JW & Nielsen, MB 2015, 'Liquid crystalline dihydroazulene photoswitches', RSC Advances, vol. 5, no. 109, pp. 89731-89744. https://doi.org/10.1039/c5ra18649h

APA

Petersen, A. U., Jevric, M., Mandle, R. J., Davis, E. J., Cowling, S. J., Goodby, J. W., & Nielsen, M. B. (2015). Liquid crystalline dihydroazulene photoswitches. RSC Advances, 5(109), 89731-89744. https://doi.org/10.1039/c5ra18649h

Vancouver

Petersen AU, Jevric M, Mandle RJ, Davis EJ, Cowling SJ, Goodby JW et al. Liquid crystalline dihydroazulene photoswitches. RSC Advances. 2015 Oct 13;5(109):89731-89744. https://doi.org/10.1039/c5ra18649h

Author

Petersen, Anne Ugleholdt ; Jevric, Martyn ; Mandle, Richard J. ; Davis, Edward J. ; Cowling, Stephen J. ; Goodby, John W. ; Nielsen, Mogens Brøndsted. / Liquid crystalline dihydroazulene photoswitches. In: RSC Advances. 2015 ; Vol. 5, No. 109. pp. 89731-89744.

Bibtex - Download

@article{53181806f3d84d0aa914b604dfeb9ff7,
title = "Liquid crystalline dihydroazulene photoswitches",
abstract = "A large selection of photochromic dihydroazulene (DHA) molecules incorporating various substituents at position 2 of the DHA core was prepared and investigated for their ability to form liquid crystalline phases. Incorporation of an octyloxy-substituted biphenyl substituent resulted in nematic phase behavior and it was possible to convert one such compound partly into its vinylheptafulvene (VHF) isomer upon irradiation with light when in the liquid crystalline phase. This conversion resulted in an increase in the molecular alignment of the phase. In time, the meta-stable VHF returns to the DHA where the alignment is maintained. The systematic structural variation has revealed that a biaryl spacer between the DHA and the alkyl chain is needed for liquid crystallinity and that the one aromatic ring in the spacer cannot be substituted by a triazole. This work presents an important step towards employing the dihydroazulene-vinylheptafulvene photo/thermoswitch in photoactive liquid crystalline materials.",
author = "Petersen, {Anne Ugleholdt} and Martyn Jevric and Mandle, {Richard J.} and Davis, {Edward J.} and Cowling, {Stephen J.} and Goodby, {John W.} and Nielsen, {Mogens Br{\o}ndsted}",
year = "2015",
month = oct,
day = "13",
doi = "10.1039/c5ra18649h",
language = "English",
volume = "5",
pages = "89731--89744",
journal = "AIP Advances",
issn = "2046-2069",
publisher = "The Royal Society of Chemistry",
number = "109",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Liquid crystalline dihydroazulene photoswitches

AU - Petersen, Anne Ugleholdt

AU - Jevric, Martyn

AU - Mandle, Richard J.

AU - Davis, Edward J.

AU - Cowling, Stephen J.

AU - Goodby, John W.

AU - Nielsen, Mogens Brøndsted

PY - 2015/10/13

Y1 - 2015/10/13

N2 - A large selection of photochromic dihydroazulene (DHA) molecules incorporating various substituents at position 2 of the DHA core was prepared and investigated for their ability to form liquid crystalline phases. Incorporation of an octyloxy-substituted biphenyl substituent resulted in nematic phase behavior and it was possible to convert one such compound partly into its vinylheptafulvene (VHF) isomer upon irradiation with light when in the liquid crystalline phase. This conversion resulted in an increase in the molecular alignment of the phase. In time, the meta-stable VHF returns to the DHA where the alignment is maintained. The systematic structural variation has revealed that a biaryl spacer between the DHA and the alkyl chain is needed for liquid crystallinity and that the one aromatic ring in the spacer cannot be substituted by a triazole. This work presents an important step towards employing the dihydroazulene-vinylheptafulvene photo/thermoswitch in photoactive liquid crystalline materials.

AB - A large selection of photochromic dihydroazulene (DHA) molecules incorporating various substituents at position 2 of the DHA core was prepared and investigated for their ability to form liquid crystalline phases. Incorporation of an octyloxy-substituted biphenyl substituent resulted in nematic phase behavior and it was possible to convert one such compound partly into its vinylheptafulvene (VHF) isomer upon irradiation with light when in the liquid crystalline phase. This conversion resulted in an increase in the molecular alignment of the phase. In time, the meta-stable VHF returns to the DHA where the alignment is maintained. The systematic structural variation has revealed that a biaryl spacer between the DHA and the alkyl chain is needed for liquid crystallinity and that the one aromatic ring in the spacer cannot be substituted by a triazole. This work presents an important step towards employing the dihydroazulene-vinylheptafulvene photo/thermoswitch in photoactive liquid crystalline materials.

UR - http://www.scopus.com/inward/record.url?scp=84946036832&partnerID=8YFLogxK

U2 - 10.1039/c5ra18649h

DO - 10.1039/c5ra18649h

M3 - Article

AN - SCOPUS:84946036832

VL - 5

SP - 89731

EP - 89744

JO - AIP Advances

JF - AIP Advances

SN - 2046-2069

IS - 109

ER -