ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
pH Tuning of Water-Soluble Arylazopyrazole Photoswitches.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed, 46 citations in OpenAlex.
- Light-gated electro(de)wetting with photoswitchable amphiphiles.The European physical journal. E, Soft matter · 2026Article
- Dynamic Control of Nucleic Acids Self-Assembly and Expression Using Photoswitches.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- On the unexpected mechanism of isomerization in tautomerizable azo photoswitches.Communications chemistry · 2026Article
- Photoswitchable Peptides as Molecular Tools to Encode Structural Order and Disorder in Intracellular Assemblies.Angewandte Chemie (International ed. in English) · 2026Article
- Light-Controlled Anticancer Activity and Cellular Uptake of a Photoswitchable Cisplatin Analogue.Journal of medicinal chemistry · 2024Article
- Multiple control of azoquinoline based molecular photoswitches.Chemical science · 2024Article
- Acid Violet 3: A Base-Activated Water-Soluble Photoswitch.The journal of physical chemistry. A · 2024Article
- Design, Synthesis and Characterization of a Visible-Light-Sensitive Molecular Switch and Its PEGylation Towards a Self-Assembling Molecule.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Reversible, Red-Shifted Photoisomerization in Protonated Azobenzenes.The Journal of organic chemistry · 2022Article
- Acid-catalysed liquid-to-solid transitioning of arylazoisoxazole photoswitches.Chemical science · 2021Article
- Wavelength-Gated Adaptation of Hydrogel Properties via Photo-Dynamic Multivalency in Associative Star Polymers.Angewandte Chemie (International ed. in English) · 2021Article
- Tailoring the optical and dynamic properties of iminothioindoxyl photoswitches through acidochromism.Chemical science · 2021Article
- pH Tuning of Water-Soluble Arylazopyrazole Photoswitches.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
Corrections and comments
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Authors and funding
9 authors at 1 institution in 1 country.
Funding
Abstract
Arylazopyrazoles are an emerging class of photoswitches with redshifted switching wavelength, high photostationary states, long thermal half-lives and facile synthetic access. Understanding pathways for a simple modulation of the thermal half-lives, while keeping other parameters of interest constant, is an important aspect for out-of-equilibrium systems design and applications. Here, it is demonstrated that the thermal half-life of a water-soluble PEG-tethered arylazo-bis(o-methylated)pyrazole (AAP) can be tuned by more than five orders of magnitude using simple pH adjustment, which is beyond the tunability of azobenzenes. The mechanism of thermal relaxation is investigated by thorough spectroscopic analyses and density functional theory (DFT) calculations. Finally, the concepts of a tunable half-life are transferred from the molecular scale to the material scale. Based on the photochromic characteristics of E- and Z-AAP, transient information storage is showcased in form of light-written patterns inside films cast from different pH, which in turn leads to different times of storage. With respect to prospective precisely tunable materials and time-programmed out-of-equilibrium systems, an externally tunable half-life is likely advantageous over changing the entire system by the replacement of the photoswitch.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.