Product Accelerated Photodegradation of Nitro-Spirothiopyrans
5 affiliations
- 1Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 3, Groningen, Groningen, Netherlands, 9747AG
- 2Institute of Molecules and Materials, FELIX, Nijmegen University, Toernooiveld 7c, Nijmegen, Netherlands, 6525ED
- 3Van't Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, Amsterdam, Netherlands, 1098XH
- 4Institut Universitaire de France
- 5CNRS, Nantes Université, CEISAM UMR 6230, Nantes, France, F-44000
Abstract
The long term stability of conjugated fluorescent and photochromic compounds is essential for their application in materials and devices, but is often highly sensitive to changes in molecular structure. This aspect is particularly prominent in the 6'-nitro-spiropyran and 6'-nitro-spirothiopyran photochromes, which differ only in a O/S atom at the spiro center but show remarkably different stability under UV irradiation. Here, we show, using femtosecond and nanosecond transient absorption and NIR emission spectroscopy supported by quantum chemical calculations, that from a photo-physical and -chemical perspective the two compounds are remarkably similar. Time-resolved NIR emission of 1 O 2 , gas chromatography and NMR spectroscopy, reveal that the difference in observed photostability is due to the greater quantum yield for 1 O 2 generation of the photodegradation products in the case of NSTP .
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BibTeX
@misc{sardjan2026product,
title = {{Product Accelerated Photodegradation of Nitro-Spirothiopyrans}},
author = {Andy S. Sardjan and Ruben Feringa and Wybren Jan Buma and Denis Jacquemin and Wesley R. Browne},
howpublished = {ChemRxiv},
year = {2026},
month = sep,
doi = {10.26434/chemrxiv.15009674/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009674/v1},
note = {CC BY-NC},
}
RIS
TY - UNPB
TI - Product Accelerated Photodegradation of Nitro-Spirothiopyrans
AU - Andy S. Sardjan
AU - Ruben Feringa
AU - Wybren Jan Buma
AU - Denis Jacquemin
AU - Wesley R. Browne
PY - 2026
DA - 2026/09/29
PB - ChemRxiv
DO - 10.26434/chemrxiv.15009674/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009674/v1
AB - The long term stability of conjugated fluorescent and photochromic compounds is essential for their application in materials and devices, but is often highly sensitive to changes in molecular structure. This aspect is particularly prominent in the 6'-nitro-spiropyran and 6'-nitro-spirothiopyran photochromes, which differ only in a O/S atom at the spiro center but show remarkably different stability under UV irradiation. Here, we show, using femtosecond and nanosecond transient absorption and NIR emission spectroscopy supported by quantum chemical calculations, that from a photo-physical and -chemical perspective the two compounds are remarkably similar. Time-resolved NIR emission of 1 O 2 , gas chromatography and NMR spectroscopy, reveal that the difference in observed photostability is due to the greater quantum yield for 1 O 2 generation of the photodegradation products in the case of NSTP .
ER -