A pyrryl substituted photocbromic fulgide, (1-p-methoxyphenyl-2-methyl-5-phenyl)-3-pyrryl-ethylidene (isopropylidene) succinic anhydride, was synthesized. Its chemical structure was identified by IR, 1H NMR MS and ele...A pyrryl substituted photocbromic fulgide, (1-p-methoxyphenyl-2-methyl-5-phenyl)-3-pyrryl-ethylidene (isopropylidene) succinic anhydride, was synthesized. Its chemical structure was identified by IR, 1H NMR MS and elemental analysis. The title compound was used to prepare the optical disks by the spin coating method and the vacuum evaporation method. The results of the static state examination show that the optical disks prepared with this kind of molecules possess excellent thermal stability and fatigue resistance, i.e. over 450 writing-erasing recycles, the relative contrast between writing state and erasing state remains at 40%.展开更多
A fulgide connected to porphyrin(FUL-TPP) can transform its open isomer to closed isomer upon the irradiation with UV or visible light. Herein, they can be used to write binary data. Furthermore, the open form can emi...A fulgide connected to porphyrin(FUL-TPP) can transform its open isomer to closed isomer upon the irradiation with UV or visible light. Herein, they can be used to write binary data. Furthermore, the open form can emit luminescence but the closed cannot form while irradiated in another light that will not cause the optical chemical reaction. Therefore, the data can be read out without destruction.展开更多
Solid-state fluorescent switches with reversible luminescence characteristics have attracted considerable attention because of their broad applications in advanced photonics,such as anticounterfeiting inks,optical wri...Solid-state fluorescent switches with reversible luminescence characteristics have attracted considerable attention because of their broad applications in advanced photonics,such as anticounterfeiting inks,optical writing and erasing,and biological imaging.Herein,we have fabricated a solid-state reversible fluorescent switch under alternating UV(365 nm)and visible light treatments based on a fulgide(FUL)-functionalized tetraphenylethylene(TPE)derivative(TPE-FUL)containing a photochromic group FUL and aggregation-induced emission(AIE)luminogen TPE.TPE-FUL exhibited excellent reversible absorption and luminescence owing to the interconversion between open TPE-FUL(O-TPE-FUL)and closed TPE-FUL(C-TPE-FUL).Photophysical and theoretical investigations revealed that the luminescence of O-TPE-FUL is based on the local excited state of the TPE moiety,whereas the fluorescence quenching of C-TPE-FUL originates from the intramolecular charge transfer from the TPE to the FUL moiety.The excellent reversible photoswitching properties of TPE-FUL in the solid state allows for its potential use in advanced optical memory applications,such as anticounterfeiting,optical writing and erasing,and information encryption.展开更多
1 Introduction Fulgide derivatives are well known as one kind of important organic photochromic compounds and a candidate for application to erasable optical storage materials. But there are many unsolved problems, e....1 Introduction Fulgide derivatives are well known as one kind of important organic photochromic compounds and a candidate for application to erasable optical storage materials. But there are many unsolved problems, e.g. the maximum absorption wavelength of the closed form of fulgides is not long enough to match the commercial diode laser(780-830nm). Up to now, it is very difficult for organic chemists to synthesize the qualified organic compounds.展开更多
Molecular design, synthesis and photochromic properties of spirooxazines and fulgides are described. In the case of fulgides, the change of the substituents may lead to different photochromic properties and different ...Molecular design, synthesis and photochromic properties of spirooxazines and fulgides are described. In the case of fulgides, the change of the substituents may lead to different photochromic properties and different photoreactions of the kind of compounds. In photochromic process of pyrryl-substituted fulgides, the excited singlet state is the mam species, but the excited triplet state is also involved. However, no excited triplet state has been observed in cyclization of aryl-substituted fulgides. In the case of spirooxazines, the substituents at 2’-position have great effect on the formation of photoproduct and on the mechanism of photoreaction. The increase of steric hindrance of the 2’-position substituent gives rise to the decrease of the quantum yield for the formation of photochromic merocyanine (PMC) and the increase of the relative quantum yield for the charge separated twist intermediate (CT).展开更多
Fulgide 1-E doped in polystyrene polymer films was heated at various annealing temperatures.Upon irradiation with UV light(366 nm),fulgide 1-E undergoes a conrotatory ring closure to the pink colored closed form 1-C.T...Fulgide 1-E doped in polystyrene polymer films was heated at various annealing temperatures.Upon irradiation with UV light(366 nm),fulgide 1-E undergoes a conrotatory ring closure to the pink colored closed form 1-C.The later color was switched back to the original color when the films were irradiated with white light.The kinetics of photocoloration and photobleaching processes were followed spectrophotometrically by monitoring the absorbance of the ring closed product 1-C at itsλ_(max) of 525 nm.The fir...展开更多
基金Project supported by the National Natural Science Foundation of Chinathe Chinese Academy of Sciences
文摘A pyrryl substituted photocbromic fulgide, (1-p-methoxyphenyl-2-methyl-5-phenyl)-3-pyrryl-ethylidene (isopropylidene) succinic anhydride, was synthesized. Its chemical structure was identified by IR, 1H NMR MS and elemental analysis. The title compound was used to prepare the optical disks by the spin coating method and the vacuum evaporation method. The results of the static state examination show that the optical disks prepared with this kind of molecules possess excellent thermal stability and fatigue resistance, i.e. over 450 writing-erasing recycles, the relative contrast between writing state and erasing state remains at 40%.
文摘A fulgide connected to porphyrin(FUL-TPP) can transform its open isomer to closed isomer upon the irradiation with UV or visible light. Herein, they can be used to write binary data. Furthermore, the open form can emit luminescence but the closed cannot form while irradiated in another light that will not cause the optical chemical reaction. Therefore, the data can be read out without destruction.
基金supported by the National Natural Science Foundation of China(nos.21835001,51773080,21674041,and 52073116)Program for Changbaishan Scholars of Jilin Province,and the“Talents Cultivation Program”of Jilin University.
文摘Solid-state fluorescent switches with reversible luminescence characteristics have attracted considerable attention because of their broad applications in advanced photonics,such as anticounterfeiting inks,optical writing and erasing,and biological imaging.Herein,we have fabricated a solid-state reversible fluorescent switch under alternating UV(365 nm)and visible light treatments based on a fulgide(FUL)-functionalized tetraphenylethylene(TPE)derivative(TPE-FUL)containing a photochromic group FUL and aggregation-induced emission(AIE)luminogen TPE.TPE-FUL exhibited excellent reversible absorption and luminescence owing to the interconversion between open TPE-FUL(O-TPE-FUL)and closed TPE-FUL(C-TPE-FUL).Photophysical and theoretical investigations revealed that the luminescence of O-TPE-FUL is based on the local excited state of the TPE moiety,whereas the fluorescence quenching of C-TPE-FUL originates from the intramolecular charge transfer from the TPE to the FUL moiety.The excellent reversible photoswitching properties of TPE-FUL in the solid state allows for its potential use in advanced optical memory applications,such as anticounterfeiting,optical writing and erasing,and information encryption.
基金Project supported by the National Natural Science Foundation of China.
文摘1 Introduction Fulgide derivatives are well known as one kind of important organic photochromic compounds and a candidate for application to erasable optical storage materials. But there are many unsolved problems, e.g. the maximum absorption wavelength of the closed form of fulgides is not long enough to match the commercial diode laser(780-830nm). Up to now, it is very difficult for organic chemists to synthesize the qualified organic compounds.
基金Project supported by the National Natural Science Foundation of China
文摘Molecular design, synthesis and photochromic properties of spirooxazines and fulgides are described. In the case of fulgides, the change of the substituents may lead to different photochromic properties and different photoreactions of the kind of compounds. In photochromic process of pyrryl-substituted fulgides, the excited singlet state is the mam species, but the excited triplet state is also involved. However, no excited triplet state has been observed in cyclization of aryl-substituted fulgides. In the case of spirooxazines, the substituents at 2’-position have great effect on the formation of photoproduct and on the mechanism of photoreaction. The increase of steric hindrance of the 2’-position substituent gives rise to the decrease of the quantum yield for the formation of photochromic merocyanine (PMC) and the increase of the relative quantum yield for the charge separated twist intermediate (CT).
文摘Fulgide 1-E doped in polystyrene polymer films was heated at various annealing temperatures.Upon irradiation with UV light(366 nm),fulgide 1-E undergoes a conrotatory ring closure to the pink colored closed form 1-C.The later color was switched back to the original color when the films were irradiated with white light.The kinetics of photocoloration and photobleaching processes were followed spectrophotometrically by monitoring the absorbance of the ring closed product 1-C at itsλ_(max) of 525 nm.The fir...
