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Strong Color Tuning of Self‐Assembled Azo‐Derived Phosphonic Acids upon Hydrogen Bonding
Author(s) -
Girard Pauline,
Hémez Julie,
Silvestre Virginie,
Labrugère Christine,
Lartigue Lénaïc,
Duvail JeanLuc,
Ishow Eléna
Publication year - 2017
Publication title -
chemphotochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.13
H-Index - 18
ISSN - 2367-0932
DOI - 10.1002/cptc.201600014
Subject(s) - hydrogen bond , intermolecular force , colored , acceptor , solvent , molecule , conjugated system , materials science , substrate (aquarium) , photochemistry , chemical physics , chemical engineering , polymer chemistry , chemistry , organic chemistry , polymer , composite material , physics , geology , engineering , condensed matter physics , oceanography
The unexplored combination of a hydroxy‐ gem ‐bisphosphonic (HBP) unit with strongly absorbing azo dyes leads to the formation of a glassy material with unusual black color. Strong intermolecular hydrogen‐bonding interactions combined with extensive charge transfer are proposed from spectroscopic and mass spectrometry analyses performed in solution and on thin films. Dramatic color switch from blue gray/green to orange is obtained by varying the hydrogen‐bonding acceptor character of the solvent or substrate, thereby paving the way to tunable colored materials using HBP‐functionalized π‐conjugated molecules.