The role of hydrogen bonding in the sensitivity of QCM sensors: A spectroscopic study on tosylamido phthalocyanines

Effects of humidity on the electrical properties of thermal inkjet-printed films of copper tetrasulfonated phthalocyanine (CuTsPc) onto paper substrates

“…Regarding humidity effects, Bohrer et al observed electrical current changes on cobalt and metal-free phthalocyaninebased chemiresistors due to the device exposure to water vapor, whereas Karimov and co-workers registered capacitance changes on copper phthalocyanine-coated electrodes for different RH values [51,52]. According to Bohrer et al vapor molecules in general interact at phthalocyanine free sites but can also compete for O 2 -bound sites [51,[53][54][55] and Karimov et al expect that water molecules can act as p-type dopants in MPcs similar to the O 2 effect [52]. Harbeck et al, using quartz crystal microbalance sensors and Fourier transform infrared (FTIR) spectroscopy, observed that water sorption in fact occurs at the core of substituted MPcs as well as weak hydrogen bonds in N-H groups of metal-free phthalocyanines [54].…”

“…According to Bohrer et al vapor molecules in general interact at phthalocyanine free sites but can also compete for O 2 -bound sites [51,[53][54][55] and Karimov et al expect that water molecules can act as p-type dopants in MPcs similar to the O 2 effect [52]. Harbeck et al, using quartz crystal microbalance sensors and Fourier transform infrared (FTIR) spectroscopy, observed that water sorption in fact occurs at the core of substituted MPcs as well as weak hydrogen bonds in N-H groups of metal-free phthalocyanines [54]. Concerning sulfonatesubstituted MPcs, Jarota et al identified possible sites of interaction for water in aluminum-chloride TsPc using infrared absorption and Raman spectroscopies [53].…”

Synthesis of branched alkoxy side chains containing phthalocyanine derivates and their application in mass sensitive QCM sensors

“…For the characterisation of MPcs based sensitive layers and a better understanding of the gas/liquid sorption processes, spectroscopic experiments and theoretical calculations are additionally needed next to phenomenological experiments [24][25][26]. For example, Giotta et al carried out successfully ATR-FTIR difference spectroscopy and QCM measurements for the elucidation of structural aspects on the basis of the detection of three different halogenated phenols by phthalocyanine layers [27].…”

“…In our previous studies, metal-free, Ni and Co phthalocyanines with electronegative fluoro and tosylamido substituents were synthesized, characterized and systematically studied in their sensing properties for the volatile organic compounds such as acetonitrile, dipropylether, methanol, propanol, trichlorobenzene, trichloroethylene, hexane, and octane using ATR-FTIR and QCM techniques [25,26]. The spectral features and QCM data indicated,…”

Coupling ferrocene to brominated tetraazaporphyrin: exploring an alternative synthetic pathway for preparation of ferrocene-containing tetraazaporphyrins

“…13 Ferrocene is a well-known electron-donating substituent that can be used in numerous prospective donor-acceptor dyads for light-harvesting and molecular switches.…”