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231225s2019 xx |||||o 00| ||eng c |
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|a 10.1021/acs.langmuir.8b04063
|2 doi
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|a pubmed24n0977.xml
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|a eng
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|a Hupfer, Maximilian L
|e verfasserin
|4 aut
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|a Assembly of T-Shaped Amphiphilic Thiazoles on the Air-Water Interface
|b Impact of Polar Chromophore Moieties, as Well as Dipolarity and π-Extension of the Chromophore on the Supramolecular Structure
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|c 2019
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
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|2 rdamedia
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|a ƒa Online-Ressource
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|2 rdacarrier
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|a Date Revised 20.11.2019
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|a published: Print-Electronic
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|a Citation Status PubMed-not-MEDLINE
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|a The supramolecular structure essentially determines the properties of organic thin films. In this work, we systematically investigate the influence of the chromophore on the supramolecular structure formation at air-water interfaces by means of the Langmuir-Blodgett technique. Therefore, we focus on the recently introduced class of double-anchor T-shaped amphiphilic dyes, namely, 4-hydroxy-thiazole chromophores that are centrally equipped with an amphiphilicity-inducing hexanoic acid. The thiazoles contain hydrophilic subphase-anchor groups in the 2-position (4- N, N-dimethylaminophenyl (Am), 2-pyridyl (Py), and 4-nitrophenyl (Ni)), whereas the chromophores are systematically extended in the 5-position with various substituents. The combination of the Langmuir technique with online fluorescence measurements revealed that the π-π interactions that are pronounced in the case of 4-methoxybiphenyl derivatives yield the most distinct supramolecular structures. Whereas in the case of Py and Ni derivatives ordered J-type supramolecular structures in microdomains are formed, the Am derivative forms ordered supramolecular structures that are more homogeneous, which are, however, not stabilized by J-type dipolar interactions. Because of the synergetic π-π and dipolar stabilizations, the Ni derivative bearing the 4-methoxybiphenyl unit forms exceptionally stable quasi-two-dimensional Langmuir monolayers reaching very high surface pressures beyond 60 mN/m without any sign of disturbance of the Langmuir monolayer
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|a Journal Article
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|a Kaufmann, Martin
|e verfasserin
|4 aut
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| 700 |
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|a Preiß, Julia
|e verfasserin
|4 aut
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| 700 |
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|a Weiß, Dieter
|e verfasserin
|4 aut
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|a Beckert, Rainer
|e verfasserin
|4 aut
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|a Dietzek, Benjamin
|e verfasserin
|4 aut
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|a Presselt, Martin
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Langmuir : the ACS journal of surfaces and colloids
|d 1992
|g 35(2019), 7 vom: 19. Feb., Seite 2587-2600
|w (DE-627)NLM098181009
|x 1520-5827
|7 nnns
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| 773 |
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|g volume:35
|g year:2019
|g number:7
|g day:19
|g month:02
|g pages:2587-2600
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|u http://dx.doi.org/10.1021/acs.langmuir.8b04063
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