The evolution of spiropyran: fundamentals and progress of an extraordinarily versatile photochrome

L Kortekaas, WR Browne - Chemical Society Reviews, 2019 - pubs.rsc.org
Spiropyrans have played a pivotal role in the emergence of the field of chromism following
their discovery in the early 20th century, with almost ubiquitous use in materials applications …

Negatively photochromic organic compounds: Exploring the dark side

S Aiken, RJL Edgar, CD Gabbutt, BM Heron… - Dyes and …, 2018 - Elsevier
The last few years have seen an explosion of interest in traditional photochromic systems
not only for their applications in variable transmission devices, which continues to attract …

Proton-Stabilized Photochemically Reversible E/Z Isomerization of Spiropyrans

L Kortekaas, J Chen, D Jacquemin… - The Journal of Physical …, 2018 - ACS Publications
Spiropyrans undergo Cspiro–O bond breaking to their ring-open protonated E-merocyanine
form upon protonation and irradiation via an intermediate protonated Z-merocyanine isomer …

Isomerization of spirobenzopyrans bearing electron-donating and electron-withdrawing groups in acidic aqueous solutions

T Satoh, K Sumaru, T Takagi, K Takai… - Physical Chemistry …, 2011 - pubs.rsc.org
Spirobenzopyrans, which are well known as photochromic compounds, exist as
thermodynamically stable protonated ring-opened isomers (protonated merocyanine form …

Isomerization, Protonation, and Hydrolysis Properties of Naphthalimide-Containing Spiropyran in Aqueous Media

Y Shiraishi, T Oshima, T Hirai - The Journal of Physical Chemistry …, 2024 - ACS Publications
Synthesis of spiropyrans exhibiting ring-opening/closing isomerization driven by external
stimuli is a challenging subject for the development of molecular sensors. A napthalimide …

Semipermanent merocyanines of spirocyclic compounds: photochromic “balance”

A Metelitsa, A Chernyshev, N Voloshin, E Solov'eva… - Dyes and …, 2021 - Elsevier
Synthesis methods have been developed, and new spiropyrans of the benzophenazine
series have been obtained. In solution, all of the new compounds appear as semipermanent …

Excited-state dynamics of spiropyran-derived merocyanine isomers

CJ Wohl, D Kuciauskas - The Journal of Physical Chemistry B, 2005 - ACS Publications
Merocyanine (MC) isomers that are formed after absorption of a UV photon by 1 ', 3 '-dihydro-
1 ', 3 '-3 '-trimethyl-6-nitrospiro [2 H-1-benzopyran-2 ', 2 '-(2 H)-indole] were studied. Several …

Polarity-driven isomerization of a hydroxynaphthalimide-containing spiropyran at room temperature

Y Shiraishi, K Yomo, T Hirai - ACS Physical Chemistry Au, 2023 - ACS Publications
Design of spiropyrans showing spontaneous isomerization driven by the polarity of solvents
is an important consideration for the synthesis of optical sensory materials. Although some …

Ultrafast photo-dynamics of a reversible photochromic spiropyran

J Hobley, U Pfeifer-Fukumura, M Bletz… - The Journal of …, 2002 - ACS Publications
We report the first ultrafast ring closure kinetics of the merocyanine (MC) of a reverse
photochromic spiropyran 1 ', 3 ', 3 '-trimethyl-6, 8-dinitrospiro [2H-1-benzopyran-2, 2 …

Photochromism of a spiropyran in low-temperature matrices: unprecedented bidirectional switching between a merocyanine and an allene intermediate

CM Nunes, NAM Pereira, R Fausto - The Journal of Physical …, 2022 - ACS Publications
Photochromism of spiropyrans has attracted much attention due to its potential in many light-
controlled system applications. However, several fundamental aspects regarding the …