Azobenzene protonation as a tool for temperature sensing
Azobenzenes can be protonated at one of the azo nitrogen atoms, leading to significant changes in their absorption and photochemical properties. While azobenzene protonation has been recently used as a tool in photoswitching studies, the factors influencing protonation itself have received little at...
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2025-07-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.21.115 |
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| _version_ | 1839582024113848320 |
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| author | Antti Siiskonen Sami Vesamäki Arri Priimagi |
| author_facet | Antti Siiskonen Sami Vesamäki Arri Priimagi |
| author_sort | Antti Siiskonen |
| collection | DOAJ |
| description | Azobenzenes can be protonated at one of the azo nitrogen atoms, leading to significant changes in their absorption and photochemical properties. While azobenzene protonation has been recently used as a tool in photoswitching studies, the factors influencing protonation itself have received little attention. Here, we report a strong temperature dependence of azobenzene protonation in 1,2-dichloroethane and highlight its potential for temperature sensing applications. Density functional theory calculations were performed to support our findings and to investigate the mechanisms of azobenzene–acid interactions, aiming to guide the design of azobenzene-based temperature sensors in future research. |
| format | Article |
| id | doaj-art-01429ffcd6d3479aa2c76feeb1e7ba0c |
| institution | Matheson Library |
| issn | 1860-5397 |
| language | English |
| publishDate | 2025-07-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj-art-01429ffcd6d3479aa2c76feeb1e7ba0c2025-08-04T07:27:25ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972025-07-012111528153410.3762/bjoc.21.1151860-5397-21-115Azobenzene protonation as a tool for temperature sensingAntti Siiskonen0Sami Vesamäki1Arri Priimagi2Smart Photonic Materials, Faculty of Engineering and Natural Sciences, Tampere University, Korkeakoulunkatu 3, FI-33720 Tampere, Finland Smart Photonic Materials, Faculty of Engineering and Natural Sciences, Tampere University, Korkeakoulunkatu 3, FI-33720 Tampere, Finland Smart Photonic Materials, Faculty of Engineering and Natural Sciences, Tampere University, Korkeakoulunkatu 3, FI-33720 Tampere, Finland Azobenzenes can be protonated at one of the azo nitrogen atoms, leading to significant changes in their absorption and photochemical properties. While azobenzene protonation has been recently used as a tool in photoswitching studies, the factors influencing protonation itself have received little attention. Here, we report a strong temperature dependence of azobenzene protonation in 1,2-dichloroethane and highlight its potential for temperature sensing applications. Density functional theory calculations were performed to support our findings and to investigate the mechanisms of azobenzene–acid interactions, aiming to guide the design of azobenzene-based temperature sensors in future research.https://doi.org/10.3762/bjoc.21.115azobenzeneprotonationsensingspectral changestemperature |
| spellingShingle | Antti Siiskonen Sami Vesamäki Arri Priimagi Azobenzene protonation as a tool for temperature sensing Beilstein Journal of Organic Chemistry azobenzene protonation sensing spectral changes temperature |
| title | Azobenzene protonation as a tool for temperature sensing |
| title_full | Azobenzene protonation as a tool for temperature sensing |
| title_fullStr | Azobenzene protonation as a tool for temperature sensing |
| title_full_unstemmed | Azobenzene protonation as a tool for temperature sensing |
| title_short | Azobenzene protonation as a tool for temperature sensing |
| title_sort | azobenzene protonation as a tool for temperature sensing |
| topic | azobenzene protonation sensing spectral changes temperature |
| url | https://doi.org/10.3762/bjoc.21.115 |
| work_keys_str_mv | AT anttisiiskonen azobenzeneprotonationasatoolfortemperaturesensing AT samivesamaki azobenzeneprotonationasatoolfortemperaturesensing AT arripriimagi azobenzeneprotonationasatoolfortemperaturesensing |