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Basic-to-acidic reversible pH switching with a merocyanine photoacid

08 February 2022, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The application of merocyanine photoacids has been previously largely limited to neutral and acidic pH values. Here we introduce a new merocyanine photoacid with superior pH switching qualities. By increasing the pKa in the dark (pKadark) and the solubility we increased the reversible visible light induced pH jump to 3.5 units. Moreover, it is the first demonstration of a merocyanine photoacid able to generate a significant pH drop from a basic (pH 8.3) to an acidic (pH 5.2) environment.

Keywords

photoswitch
photochromic
photoacid
merocyanine
spiropyran
pH
pH switch

Supplementary materials

Title
Description
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Title
Supporting Information
Description
All the synthetic, spectroscopic and other supporting data and analysis.
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Title
All NMR, UV-vis absorption, pH data
Description
All the NMR, UV-vis and pH data, and processed data in origin and excel files.
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Version History

Feb 08, 2022 Version 1

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License

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2022-wnts7
D O I: 10.26434/chemrxiv-2022-wnts7 [opens in a new tab]

Funding

Australian Research Council
FT170100094

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) declare that they have sought and gained approval from the relevant ethics committee/IRB for this research and its publication.

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