TY - JOUR
T1 - Interfacial Oxidative Oligomerization of Catechol
AU - Guzman, Marcelo I
AU - Pillar-Little, Elizabeth A
AU - Eugene, Alexis J
N1 - © 2022 The Authors. Published by American Chemical Society.
PY - 2022/10/11
Y1 - 2022/10/11
N2 - The heterogeneous reaction between thin films of catechol exposed to O
3(g) creates hydroxyl radicals (HO
•) in situ, which in turn generate semiquinone radical intermediates in the path to form heavier polyhydroxylated biphenyl, terphenyl, and triphenylene products. Herein, the alteration of catechol aromatic surfaces and their chemical composition are studied during the heterogeneous oxidation of catechol films by O
3(g) molar ratios ≥ 230 ppbv at variable relative humidity levels (0% ≤ RH ≤ 90%). Fourier transform infrared micro-spectroscopy, atomic force microscopy, electrospray ionization mass spectrometry, and reverse-phase liquid chromatography with UV-visible and mass spectrometry detection provide new physical insights into understanding the surface reaction. A Langmuir-Hinshelwood mechanism is accounted to report reaction rates, half-lives, and reactive uptake coefficients for the system under variable relative humidity levels. The reactions reported explain how the oligomerization of polyphenols proceeds at interfaces to contribute to the formation of brown organic carbon in atmospheric aerosols.
AB - The heterogeneous reaction between thin films of catechol exposed to O
3(g) creates hydroxyl radicals (HO
•) in situ, which in turn generate semiquinone radical intermediates in the path to form heavier polyhydroxylated biphenyl, terphenyl, and triphenylene products. Herein, the alteration of catechol aromatic surfaces and their chemical composition are studied during the heterogeneous oxidation of catechol films by O
3(g) molar ratios ≥ 230 ppbv at variable relative humidity levels (0% ≤ RH ≤ 90%). Fourier transform infrared micro-spectroscopy, atomic force microscopy, electrospray ionization mass spectrometry, and reverse-phase liquid chromatography with UV-visible and mass spectrometry detection provide new physical insights into understanding the surface reaction. A Langmuir-Hinshelwood mechanism is accounted to report reaction rates, half-lives, and reactive uptake coefficients for the system under variable relative humidity levels. The reactions reported explain how the oligomerization of polyphenols proceeds at interfaces to contribute to the formation of brown organic carbon in atmospheric aerosols.
U2 - 10.1021/acsomega.2c05290
DO - 10.1021/acsomega.2c05290
M3 - Article
C2 - 36249361
VL - 7
SP - 36009
EP - 36016
JO - ACS Omega
JF - ACS Omega
IS - 40
ER -