TY - JOUR A1 - Hecht, Mandy A1 - Fischer, Tobias A1 - Dietrich, Paul A1 - Kraus, Werner A1 - Descalzo López, Ana Belén A1 - Unger, Wolfgang A1 - Rurack, Knut T1 - Fluorinated Boron-Dipyrromethene (BODIPY) dyes: bright and versatile probes for surface analysis N2 - A family of bright boron-dipyrromethene-type fluorophores with a high number of fluorine atoms (F-BODIPYs) has been developed and characterized by X-ray crystallography and optical spectroscopy. The introduction of 3,5-bis(trifluoromethyl)phenyl and pentafluorophenyl moieties significantly enhances the photostability of such dyes, yielding for instance photostable near-infrared (NIR) fluorophores that show emission maxima>750 nm, when the BODIPY's π system is extended with two (dimethylamino)styryl and (dimethylamino)naphthastyryl moieties, or green-emitting BODIPYs with fluorescence quantum yields of unity. When equipped with a suitable group that selectively reacts for instance with amines, F-BODIPYs can be used as potent dual labels for the quantification of primary amino groups on surfaces by X-ray photoelectron spectroscopy (XPS) and fluorescence, two powerful yet complementary tools for the analysis of organic surface functional groups. The advantage of reactive F-BODIPYs is that they allow a fast and non-destructive mapping of the labelled supports with conventional fluorescence scanners and a subsequent quantification of selected areas of the same sample by the potentially traceable XPS technique. The performance is exemplarily shown here for the assessment of the amino group density on SiO2 supports, one of the most common reactive silica supports, in particular, for standard microarray applications. KW - Amino groups KW - Dyes KW - Fluorescence KW - Surface analysis KW - X-ray photoelectron spectroscopy KW - Amino-Gruppen KW - Farbstoffe KW - Fluoreszenz KW - Oberflächenanalytik KW - Röntgen-Photoelektronen-Spektroskopie PY - 2013 U6 - https://doi.org/10.1002/open.201200039 SN - 2191-1363 VL - 2 IS - 1 SP - 25 EP - 38 PB - Wiley-VCH-Verl. CY - Weinheim AN - OPUS4-27783 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER -