55779-26-5Relevant academic research and scientific papers
Reversible Quadruple Switching with Optical, Chiroptical, Helicity, and Macropattern in Self-Assembled Spiropyran Gels
Miao, Wangen,Wang, Sheng,Liu, Minghua
, (2017)
Enantiomeric glutamate gelators containing a spiropyran moiety are designed and found to self-assemble into a nanohelix through gelation. Upon alternating UV and visible light irradiation, the spiropyran experiences a reversible change between a blue zwitterionic merocyanine state and a colorless closed ring state spiropyran in supramolecular gels. This photochromic switch causes a series of subsequent changes in the optical, chiroptical, morphological properties from supramolecular to macroscopic levels. While the solution of the gelator molecules does not show any circular dichroism (CD) signal in the region of 250–700 nm due to the fact that the chromophore is far from the chiral center, the gel shows chiroptical signals such as CD and circularly polarized luminescence (CPL) because of the chirality transfer by the self-assembly. These signals are reversible upon alternating UV/vis irradiation. Therefore, a quadruple optical and chiroptical switch is developed successfully. During such process, the self-assembled nanostructures from the enantiomeric supramolecular gels also undergo a reversible change between helices and fibers under the alternating UV and visible light trigger. Furthermore, a rewritable material fabricated from their xerogels on a glass is developed. Such rewritable material can be efficiently printed over 30 cycles without significant loss in contrast and resolution using UV and visible light.
Photoreversible fluorescence modulation of a rhodamine dye by supramolecular complexation with photosensitive cyclodextrin
Wu, Shuizhu,Luo, Yulan,Zeng, Fang,Chen, Jian,Chen, Yanan,Tong, Zhen
, p. 7015 - 7018 (2007)
(Chemical Equation Presented) A complex light switch: Photoreversible fluorescence modulation was achieved by supramolecular complexation of a guest rhodamine molecule (RhB) with spiropyran-modified cyclodextrin (see picture). Upon UV irradiation, the chromophore within the cyclodextrin cavity can transfer its energy to the spiropyran moiety, while upon visible-light irradiation, no energy transfer occurs. Thus, light can be used to turn "on" and "off" the fluorescence emission of a dye inside the cyclodextrin cavity.
Heat Stroke in Cell Tissues Related to Sulfur Dioxide Level Is Precisely Monitored by Light-Controlled Fluorescent Probes
Chao, Jianbin,Cheng, Fangqin,Huo, Fangjun,Yin, Caixia,Yue, Yongkang,Zhang, Weijie,Zhang, Yongbin
, p. 3262 - 3268 (2020)
Heat stroke (HS) can cause serious organism damage or even death. Early understanding of the mechanism of heat cytotoxicity can prevent or treat heat stroke related diseases. In this work, probe Ly-NT-SP was synthesized, characterized, and used for sulfur
Photochemical switching of the phase-transition temperatures of p-NIPAM-Pt nanoparticles thermosensitive polymer composites associated with electrodes: Functional electrodes for switchable electrocatalysis
Zhang, Junji,Riskin, Michael,Tel-Vered, Ran,Tian, He,Willner, Itamar
, p. 11237 - 11242 (2011)
The thermosensitive poly(N-isopropylacrylamide) (p-NIPAM) is electropolymerized onto Au surfaces. The incorporation of the photoisomerizable N-carboxyethyl nitrospiropyran compound into p-NIPAM allows the reversible photochemical control of the gel-to-solid phase-transition temperatures of the polymer. Whereas the gel-to-solid phase-transition temperature of the nitrospiropyran-modified p-NIPAM is 33±2 °C, the phase-transition temperature of the nitromerocyanine-functionalized p-NIPAM matrix corresponds to 38±1 °C. Upon the incorporation of Pt nanoparticles (NPs) into the photochemically controlled p-NIPAM, a hybrid photoswitchable electrocatalytic matrix is formed. At a fixed temperature corresponding to 38 °C, the effective electrocatalytic reduction of H2O2, or the oxidation of ascorbic acid, proceeded in the presence of the nitromerocyanine-functionalized p-NIPAM, yet these electrocatalytic transformations were inhibited in the presence of the nitrospiropyran-modified p-NIPAM. Copyright
Photopatterning Freestanding Chiral Nematic Mesoporous Organosilica Films
Terpstra, Andrea S.,Hamad, Wadood Y.,MacLachlan, Mark J.
, (2017)
Chiral nematic mesoporous organosilica (CNMO) films are functionalized with a mixture of hydrophobic silanes and spiropyran compounds to create freestanding photochromic films that can be used for reversible photo-patterning. The mesoporosity and interconnected pore structure of the films imparted by the cellulose nanocrystal template enables a large cross-section of the material to be functionalized. Thus, the materials show intense absorption spectra from the tethered spiropyran and rapid color changes when the porous films are irradiated with UV or white light. The spiropyran-bound CNMO films behave as reversible sensors where metal binding to the spiropyran results in visible color changes detectable by the naked eye. These metals can be removed in the presence of ethanol and white light, regenerating the metal-free film. The proof-of-concept demonstrated in this paper may help to develop new photochromic displays, security features, and patterns.
A red-emitting fluorescent probe imaging release of calcium ions from lysosome induced by chloroquine based on a photochromic crowned spirobenzopyran
Chao, Jianbin,Huo, Fangjun,Wu, Yingchun,Yin, Caixia,Zhang, Weijie
, (2021)
Calcium ions play an important role in intracellular signaling, metabolism and a wide range of cellular processes. An abnormal calcium concentration may cause many adverse symptoms, such as physiological responses in obesity, immune responses and pathological responses in Alzheimer's disease. Therefore, the development of specific fluorescent probes for monitor Ca2+ in living organism is of great significance. Herein, a red-emitting probe SP-CE was successfully designed and synthesized based on spiropyran derivatives as the fluorophore and aza-15-crown-5 as the sensing moiety for the recognition of calcium ions. Under the ultraviolet light irradiation, SP-CE was transformed to merocyanine (MC) form, which releasing negative oxygen ions, thereby achieving the recognition of calcium ions with the collaboration of crown ethers. According to the literature, chloroquine (CQ) could stimulate the up-regulation of pH in the sub-organelle lysosome in cells, resulting in changes of the calcium ions abundance in the cytoplasm. Interestingly, SP-CE could be used to visualize the occurrence of the above mentioned physiological processes in living cells. In addition, the probe SP-CE has been successfully employed for labeling calcium ions in living zebrafish model.
Studies of a photochromic model system using NMR with ex-situ and in-situ irradiation devices
Wolff, Christiane,Kind, Jonas,Schenderlein, Helge,Bartling, Hanna,Feldmeier, Christian,Gschwind, Ruth M.,Biesalski, Markus,Thiele, Christina M.
, p. 485 - 491 (2016)
The switching behavior of a photochromic model system was investigated in detail via NMR spectroscopy in order to improve understanding of the compound itself and to provide ways to obtain insights into composition trends of a photo switchable (polymeric) material containing spiropyran/merocyanine units. In addition to the classical irradiation performed outside the magnet (ex-situ), a device for irradiation inside the NMR spectrometer (in-situ) was tested. Both setups are introduced, their advantages and disadvantages as well as their limits are described and the setup for future investigations of photochromic materials is suggested. The influence of different sample concentrations, irradiation procedures, and light intensities on the model system was examined as well as the dependence on solvent, temperature, and irradiation wavelengths. Using the recently published LED illumination device, it was even possible to record two-dimensional spectra on this model system with rather short half-life (7 min in DMSO). This way 13C chemical shifts of the merocyanine form were obtained, which were unknown before.
Solid-State Photoinduced Luminescence Switch for Advanced Anticounterfeiting and Super-Resolution Imaging Applications
Qi, Qingkai,Li, Chong,Liu, Xiaogang,Jiang, Shan,Xu, Zhaochao,Lee, Richmond,Zhu, Mingqiang,Xu, Bin,Tian, Wenjing
, p. 16036 - 16039 (2017)
Solid-state organic photoswitches with reversible luminescence modulation property are highly attractive because of their wide prospects in advanced photonic applications, such as optical data storage, anticounterfeiting and bioimaging. Yet, developing su
An optically reversible switching membrane surface
Nayak, Arpan,Liu, Hongwei,Belfort, Georges
, p. 4094 - 4098 (2006)
(Figure Presented) Lighting the way: Through the combination of a UV-grafting process with the photoresponsive properties of spiropyran molecules, an optically reversible switching membrane surface was developed. This process can be used in preference to
Light-induced desorption of trivalent chromium from adsorbents: One step closer to sustainability
Guan, Xiaoyu,Yan, Sunxian,Chang, Jinming,Yang, Gaofu,Fan, Haojun
, p. 12770 - 12773 (2018)
The environmental sustainability of existing adsorbents in remediating chromium-contaminated water has long been plagued by the necessity of using chemical desorbents in regenerating the adsorbents. Here, we demonstrate that trivalent chromium can be repelled from surface-bound merocyanine upon visible-light irradiation, avoiding any chemical desorbent, and thus secondary contamination, to restore the adsorption capacity of the exhausted adsorbents.
