‘Ship-in-a-Bottle’ Synthesis and Photochromism of Spiropyrans Encapsulated within Zeolite Y Supercages

Casades, Isabel; Constantine, S.; Cardin, D. J.; Garcı́a, Hermenegildo; Gilbert, Andrew; Márquez, Francisco

doi:10.1016/s0040-4020(00)00515-9

Cited by 49 publications

(42 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Different equalized forms can undergo reversible conformational transformations when the environmental parameters change [ 8 ]. The structural transformation from SP (which is relatively apolar) to MC is accompanied by an increase of polarity [ 9 , 10 , 11 ]. When treated with visible light irradiation or heating, MC reversibly reverts back to SP.…”

Section: Introduction To Spiropyrans and Spirooxazinesmentioning

confidence: 99%

Advances in Spiropyrans/Spirooxazines and Applications Based on Fluorescence Resonance Energy Transfer (FRET) with Fluorescent Materials

2017

View full text Add to dashboard Cite

Studies on the following were reviewed: (1) the structure of spiropyrans and spirooxazines (two kinds of spiro compounds) under external stimuli and (2) the construction and applications of composite systems based on fluorescence resonance energy transfer (FRET) with fluorescent materials. When treated with different stimuli (light, acids and bases, solvents, metal ions, temperature, redox potential, and so on), spiropyrans/spirooxazines undergo transformations between the ring-closed form (SP), the ring-opened merocyanine (MC) form, and the protonated ring-opened form (MCH). This is due to the breakage of the spiro C–O bond and the protonation of MC, along with a color change. Various novel, multifunctional materials based on photochromic spiropyrans and spirooxazines have been successfully developed because of the vastly differently physiochemical properties posssed by the SP, MC and MCH forms. Among the three different structural forms, the MC form has been studied most extensively. The MC form not only gives complexes with various inorganic particles, biological molecules, and organic chemicals but also acts as the energy acceptor (of energy from fluorescent molecules) during energy transfer processes that take place under proper conditions. Furthermore, spiropyran and spirooxazine compounds exhibit reversible physicochemical property changes under proper stimuli; this provides more advantages compared with other photochromic compounds. Additionally, the molecular structures of spiropyrans and spirooxazines can be easily modified and extended, so better compounds can be obtained to expand the scope of already known applications. Described in detail are: (1) the structural properties of spiropyrans and spirooxazines and related photochromic mechanisms; (2) composite systems based on spiropyrans and spirooxazines, and (3) fluorescent materials which have potential applications in sensing, probing, and a variety of optical elements.

show abstract

Section: Introduction To Spiropyrans and Spirooxazinesmentioning

confidence: 99%

Advances in Spiropyrans/Spirooxazines and Applications Based on Fluorescence Resonance Energy Transfer (FRET) with Fluorescent Materials

2017

View full text Add to dashboard Cite

show abstract

“…By preparing bulky molecules within the zeolite pore, the restrictions of pore aperture size are avoided and the number and type of molecules available for study is expanded. This methodology has been exploited in the past for the preparation of metallic complexes encapsulated within zeolites ( 1–3 ) and more recently for the preparation of organic species ( 4–6 ). A classic example is the preparation of the catalytic material TPY, where triphenylpyrilium cation is prepared by an acid‐catalyzed ship‐in‐a‐bottle method inside the pores of zeolite‐Y ( 7 ).…”

Section: Introductionmentioning

confidence: 99%

Ship‐in‐a‐Bottle Synthesis of Fluorescence‐labeled Nanoparticles: Applications in Cellular Imaging^¶

Chrétien

Shen

Garcı́a

et al. 2004

Photochem & Photobiology

View full text Add to dashboard Cite

Fluorescein (2‐(6‐hydroxy‐3‐oxo‐(3H)‐xanthen‐9‐yl) benzoic acid) has been prepared inside the pores of zeolite‐Y via ship‐in‐a‐bottle synthesis. Fluorescein, whose dimensions prevent it from entering through the ∼7 Å windows of the faujasite zeolite used, was prepared by the acid‐catalyzed reaction of resorcinol and phthalic anhydride. In this article we report initial spectroscopic data as well as an example of the usefulness of these fluorescence‐labeled nanoparticles for imaging applications such as confocal fluorescence microscopy. Encapsulated fluorescein shows a remarkable increase in photostability.

show abstract

“…By synthesizing bulky molecules directly within the zeolite pore, the restrictions of pore aperture size are avoided and the number and type of molecules available for study is expanded. This methodology has been exploited in the past for the preparation of metallic complexes encapsulated within zeolites (31–33) and more recently for the preparation of organic species (34–36). A classic example is preparation of the catalytic material TP‐Y, where triphenylpyrilium cation is prepared by an acid‐catalyzed ship‐in‐a‐bottle method inside the pores of zeolite Y (6).…”

Section: Resultsmentioning

confidence: 99%

Photophysical Properties of Methyl Triazone Included in MCM‐41^¶

Ricci¹,

Chrétien²,

Sayari³

et al. 2005

Photochem & Photobiology

View full text Add to dashboard Cite

Methyl triazone (4,4′,4″‐[l,3,5‐triazine‐2,4,6–triyItriimino]tris‐trimethyl benzoate) has been included in mesoporous MCM‐41 (Mobil's composition of matter‐41) silica, and its fluorescence emission has been compared in solution and in the solid state. Although inclusion does not affect significantly the absorption properties, a fluorescence emission shift and a behavior similar to the solid state has been observed by increasing the loading. It is believed that this observation reflects molecular aggregation inside the MCM‐41 channels. The potential of formulations of this type for sunscreen applications is discussed.

show abstract

‘Ship-in-a-Bottle’ Synthesis and Photochromism of Spiropyrans Encapsulated within Zeolite Y Supercages

Cited by 49 publications

References 12 publications

Advances in Spiropyrans/Spirooxazines and Applications Based on Fluorescence Resonance Energy Transfer (FRET) with Fluorescent Materials

Advances in Spiropyrans/Spirooxazines and Applications Based on Fluorescence Resonance Energy Transfer (FRET) with Fluorescent Materials

Ship‐in‐a‐Bottle Synthesis of Fluorescence‐labeled Nanoparticles: Applications in Cellular Imaging^¶

Photophysical Properties of Methyl Triazone Included in MCM‐41^¶

Contact Info

Product

Resources

About

‘Ship-in-a-Bottle’ Synthesis and Photochromism of Spiropyrans Encapsulated within Zeolite Y Supercages

Cited by 49 publications

References 12 publications

Advances in Spiropyrans/Spirooxazines and Applications Based on Fluorescence Resonance Energy Transfer (FRET) with Fluorescent Materials

Advances in Spiropyrans/Spirooxazines and Applications Based on Fluorescence Resonance Energy Transfer (FRET) with Fluorescent Materials

Ship‐in‐a‐Bottle Synthesis of Fluorescence‐labeled Nanoparticles: Applications in Cellular Imaging¶

Photophysical Properties of Methyl Triazone Included in MCM‐41¶

Contact Info

Product

Resources

About

Ship‐in‐a‐Bottle Synthesis of Fluorescence‐labeled Nanoparticles: Applications in Cellular Imaging^¶

Photophysical Properties of Methyl Triazone Included in MCM‐41^¶