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偶氮苯质子化作为温度传感工具。

Azobenzene protonation as a tool for temperature sensing.

作者信息

Siiskonen Antti, Vesamäki Sami, Priimagi Arri

机构信息

Smart Photonic Materials, Faculty of Engineering and Natural Sciences, Tampere University, Korkeakoulunkatu 3, FI-33720 Tampere, Finland.

出版信息

Beilstein J Org Chem. 2025 Jul 28;21:1528-1534. doi: 10.3762/bjoc.21.115. eCollection 2025.

DOI:10.3762/bjoc.21.115
PMID:40761759
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12320741/
Abstract

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.

摘要

偶氮苯可以在其中一个偶氮氮原子处发生质子化,从而导致其吸收和光化学性质发生显著变化。虽然偶氮苯质子化最近已被用作光开关研究中的一种工具,但影响质子化本身的因素却很少受到关注。在此,我们报道了偶氮苯在1,2 - 二氯乙烷中的质子化具有强烈的温度依赖性,并强调了其在温度传感应用中的潜力。进行了密度泛函理论计算以支持我们的发现,并研究偶氮苯 - 酸相互作用的机制,旨在为未来研究中基于偶氮苯的温度传感器的设计提供指导。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bc6/12320741/750faa7e3c4c/Beilstein_J_Org_Chem-21-1528-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bc6/12320741/b056d7013892/Beilstein_J_Org_Chem-21-1528-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bc6/12320741/9cfbccc91c9e/Beilstein_J_Org_Chem-21-1528-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bc6/12320741/750faa7e3c4c/Beilstein_J_Org_Chem-21-1528-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bc6/12320741/b056d7013892/Beilstein_J_Org_Chem-21-1528-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bc6/12320741/9cfbccc91c9e/Beilstein_J_Org_Chem-21-1528-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6bc6/12320741/750faa7e3c4c/Beilstein_J_Org_Chem-21-1528-g004.jpg

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本文引用的文献

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Strategies to control humidity sensitivity of azobenzene isomerisation kinetics in polymer thin films.控制聚合物薄膜中偶氮苯异构化动力学湿度敏感性的策略。
Commun Mater. 2024;5(1):209. doi: 10.1038/s43246-024-00642-w. Epub 2024 Oct 2.
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Mechanistic Basis for Red Light Switching of Azonium Ions.氮鎓离子红光切换的机理基础。
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Reversible, Red-Shifted Photoisomerization in Protonated Azobenzenes.质子化偶氮苯的可逆、红移光致异构化。
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Azobenzene-Based Solar Thermal Fuels: A Review.基于偶氮苯的太阳能热燃料:综述
Nanomicro Lett. 2022 Jun 29;14(1):138. doi: 10.1007/s40820-022-00876-8.
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From quantum-derived principles underlying cysteine reactivity to combating the COVID-19 pandemic.从半胱氨酸反应性的量子衍生原理到抗击新冠疫情
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J Control Release. 2022 May;345:475-493. doi: 10.1016/j.jconrel.2022.03.041. Epub 2022 Mar 23.
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Azobenzene/Acid Binary Systems for Colorimetric Humidity Sensing with Reversibility, High Sensitivity, and Tunable Colors.用于比色湿度传感的具有可逆性、高灵敏度和颜色可调性的偶氮苯/酸二元体系
ACS Appl Mater Interfaces. 2022 Feb 9;14(5):7382-7391. doi: 10.1021/acsami.1c24529. Epub 2022 Jan 28.
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