共查询到20条相似文献,搜索用时 46 毫秒
1.
Yasuchika Hasegawa Tetsuya Nakagawa Tsuyoshi Kawai 《Coordination chemistry reviews》2010,254(21-22):2643-2651
Photo-responsive molecules have been studied extensively because of their light irradiation abilities that enable modulation of certain physical and chemical properties in emerging molecular electronic and photonic devices. For advanced photonic applications, photochromic metal complexes that have photochromic units as the photo-responsive ligand are highly desirable, as they allow improvement of the photochromic properties and their photo-switching functionality. This article focuses on recent progress in luminescent metal complexes with photochromic units. Luminescence-switching properties of photochromic metal complexes depend on characteristic electronic transitions. The electronic transitions of photochromic metal complexes can be divided into three categories: (1) π–π* transition of the ligand, (2) metal to ligand charge transfer (MLCT) in transition-metal complex, and (3) f–f transition in lanthanide complex. Luminescence modulation using various metal complexes with photochromic units has been studied extensively in recent years, and various applications for future molecular switching devices are expected in the field of advanced photonics. Based on the literature and our studies on luminescent metal complexes with photochromic units, we report on the recent progress of luminescent metal complexes with photochromic units. 相似文献
2.
We describe the preparation of highly efficient stimulus-responsive fluorescence color-tuning in self-assembled supramolecular scaffold systems. The systems consisted of a photochromic compound (BP-BTE) in combination with unique luminescent organic materials (CN-MBE, TPS-CNMBE, TPA-2CNMBE) that exhibited intense fluorescence in the solid state. The emission spectrum was tuned by introducing fluorescence resonance energy transfer and photochromic switching capabilities into the system. The materials were used to successfully demonstrate novel fluorescence patterns that were responsive to multiple stimuli, displayed reversible fluorescence switching, and provided a nondestructive readout of the fluorescence signal. 相似文献
3.
《中国化学快报》2020,31(12):3271-3275
As a potential photochromic system, acylhydrazones exhibit many outstanding advantages including low cost, simple synthesis and high modifiability compared with some classic photochromic systems. However, the absorption wavelengths of acylhydrazones usually locate in ultraviolet region, which makes the band separation between the absorbance maxima of its irradiated and unirradiated forms cannot be observed by naked eyes and greatly limits their practical applications. In this work, a simple strategy for constructing acylhydrazone photochromic system with visible color/emission change is provided. Rhodamine 6G hydrazine-2-aldehyde-pyridine Schiff base (compound 3) is designed and synthesized by combining acylhydrazone with Rhodamine 6G structure. The introduction of Rhodamine 6G moiety to 3 not only makes it remain all the advantages of acylhydrazone photochromic system but also exhibits visible photo-induced color/emission changes both in solution and in a solid matrix. Moreover, 3 exhibits reversible photochromic property with good fatigue resistance, which makes it an excellent candidate for photo-patterning. 相似文献
4.
Yuxuan Wang Qifeng Zhou Xiaoxiao He Ying Zhang Hongwei Tan Jianhua Xu Cuihong Wang Wei Wang Xiping Luo Jinquan Chen Lin Xu 《中国化学快报》2022,33(3):1613-1618
It has been challenging to achieve multi-photochromic systems without affecting the individual photoswitching properties of the constituent units. Herein, we present the design and synthesis of a new family of platinum-acetylide dendrimers containing up to twenty-one photochromic dithienylethene(DTE)units that exhibit both high photochromic efficiency and individual switching properties. Upon irradiation with ultraviolet(UV) and visible(vis) light, the resultant metallodendrimers display high co... 相似文献
5.
As a potential photochromic system, acylhydrazones exhibit many outstanding advantages including low cost, simple synthesis and high modifiability compared with some classic photochromic systems. However, the absorptionwavelengths of acylhydrazones usually locate in ultraviolet region, which makes the band separation between the absorbance maxima of its irradiated and unirradiated forms cannot be observed by naked eyes and greatly limits their practical applications. In this work, a simple strategy for constructing acylhydrazone photochromic system with visible color/emission change is provided. Rhodamine 6G hydrazine-2-aldehyde-pyridine Schiff base (compound 3) is designed and synthesized by combining acylhydrazone with Rhodamine 6G structure. The introduction of Rhodamine 6G moiety to 3 not only makes it remain all the advantages of acylhydrazone photochromic system but also exhibits visible photo-induced color/emission changes both in solution and in a solid matrix. Moreover, 3 exhibits reversible photochromic property with good fatigue resistance, which makes it an excellent candidate for photo-patterning. 相似文献
6.
3,4-Diaryl-2,5-dihydropyrrole with multiphotochromophore units la was synthesized and its photochromic properties were investigated. It showed that all photochromophore units underwent reversible ring-opening (1a) and ring-closing (1b) photoisomerization reactions in both solution and polymer film with UV/Vis light irradiation, and photochromic properties of la were similar to those of photochromic diarylethene with monophotochromophore 2a. It was found that the optical density of lb was increased linearly with increase of the photochromophore units by comparison with that of 2b in the same condition. It was also found that no significant changes in absorption band and response time between diarylethenes with multiphotochromophores and monophotochromophore were detected in the same condition. 相似文献
7.
Nakashima T Fujii R Kawai T 《Chemistry (Weinheim an der Bergstrasse, Germany)》2011,17(39):10951-10957
The photochromic reactivity of terarylenes is integrated with molecular folding that is controlled through a host-guest interaction. A thieno[3,2,b]pyridine unit is introduced into a photochromic terarylene structure as an aryl unit to form a guest-interacting site. Thienopyridine-containing terarylenes showed solvent-dependent photochromic reactivity in solution. A terarylene moiety that contains two thienopyridyl units showed significantly high photocoloration reactivity as high as 88% of photocyclization quantum yield in methanol, whereas that value was only 24% in hexane. A temperature-dependent (1)H NMR spectroscopic study in different solvents indicated an interconversion between photochromic-reactive and unreactive conformations. In methanol, the intermolecular interaction between terarylene species and the solvent molecule slows the rate of interconversion and increases the population of the photochromic-active form, whereas the unreactive conformation is dominant in hexane. Crystal-structural studies demonstrated the perfect regulation of molecular folding between a photochromic-active form and an unreactive conformation by changing the solvents for recrystallization. Single crystals prepared from solutions in methanol showed reversible photochromic reactivity, whereas recrystallization from solutions in hexane did not show this reactivity. X-ray crystallographic studies of single crystals from solutions in methanol demonstrated that the photochromic molecules bind a solvent methanol molecule at the guest-interacting site to regulate the molecular conformation into a photochromic-active form in collaboration with specific intramolecular interactions, whereas crystals from solutions in hexane possess the photochromic-unreactive conformation. 相似文献
8.
Yi J Chen Z Xiang J Zhang F 《Langmuir : the ACS journal of surfaces and colloids》2011,27(13):8061-8066
The photocontrollable J-aggregation of a diarylethene-phthalocyanine hybrid (T-ZnPc) and its aggregation-stabilized photochromic behavior were investigated by various techniques. T-ZnPc initially exhibited slight J-aggregation tendency in solvents such as chloroform and toluene through conformational planarization effect, but formed much stronger J-aggregates upon the illumination of 254 nm UV light. In darkness, the UV-irradiated solutions gradually returned to their initial state. These phenomena can be explained by the pronounced change in molecular planarity accompanying the reversible isomerization of the diarylethene units of T-ZnPc. Besides, we have found that the thermal stability of the closed-ring diarylethene isomers in molecularly dispersed T-ZnPc is much poorer than that in aggregates. As long as the aggregates were broken, they converted to corresponding open-ring form instantly. This study provided an example of fully photocontrollable aggregation of phthalocyanines and paved a new way for improving the stability of the photochromic systems. 相似文献
9.
The effect of tensile deformation of polycarbonate on the kinetics of the decoloration reaction of photochromic spiropyran
dissolved in the polymer was studied. It was shown that the strain-induced change in the decoloration rate can be used for
measurement of the temperature jump appearing during deformation and yielding of the specimen provided that structural and
thermodynamic changes in the system are taken into account. 相似文献
10.
de Meijere A Zhao L Belov VN Bossi M Noltemeyer M Hell SW 《Chemistry (Weinheim an der Bergstrasse, Germany)》2007,13(9):2503-2516
An excess of bis-1,3-(4-iodophenyl)bicyclo[1.1.1]pentane, prepared in 63 % yield by iodination of 1,3-diphenylbicyclo[1.1.1]pentane, was selectively mono-coupled with 9-ethynyl-1,5-dimethoxy-10-phenylethynylanthracene (26), and subsequently with the zinc derivatives of 1-(2-methyl/methoxy-4-methyl-5-phenylthiophen-3-yl)-2-(2-methyl/methoxy-4-methylthiophen-3-yl)perfluorocyclopentenes (38-H-41-H). Regioselective synthesis of the 2-unsubstituted thiophenes 38-H-41-H required intermediate preparation of 2-trimethylsilyl-3,5-dimethyl-4-bromothiophene (37) or 2-trimethylsilyl-5-methoxy-3-methyl-4-bromothiophene (40). Protection of the alpha-position of the thiophene ring with a 2-trimethylsilyl group blocks the rearrangement of the 4-lithio derivatives into the corresponding 2-lithiated thiophenes. With the bicyclo[1.1.1]pentane fragment linking the photochromic units 1-3 and 1,5-dimethoxy-9,10-di(phenylethynyl)anthracene as a fluorescent part, quantitative resonance energy transfer between the excited state of the fluorophore (donor) and the closed form of the photochromic units 1-3 (acceptors) was observed. The closed forms of the methoxy-substituted photochromic units 2 and 3 are less resistant to UV light (313 nm) than the closed form of 1. 相似文献
11.
Elarbi Chatir Dr. Martial Boggio-Pasqua Prof. Frederique Loiseau Dr. Christian Philouze Prof. Guy Royal Dr. Saioa Cobo 《Chemistry (Weinheim an der Bergstrasse, Germany)》2022,28(7):e202103755
A phenanthrene unit has been functionalized by several methylthiophene units in order to bring it a photochromic behavior. These compounds were characterized by NMR, absorption and emission spectroscopies, theoretical calculations as well as cyclic voltammetry. The association of a phenanthrene group with a photochromic center could open the door to a new generation of organic field-effect transistors. 相似文献
12.
Ordronneau L Nitadori H Ledoux I Singh A Williams JA Akita M Guerchais V Le Bozec H 《Inorganic chemistry》2012,51(10):5627-5636
A series of dithienylethene (DTE)-containing 2,2'-bipyridine ligands and their zinc(II) diacetate, zinc(II) dichloro, rhenium(I) tricarbonyl bromo, and ruthenium(II) bis(bipyridine) complexes have been designed and synthesized, and their photochromic, photophysical, and quadratic nonlinear optical properties have been studied. Upon UV irradiation at 350 nm, the ligands and complexes undergo ring closure of the DTE units, with a good to excellent photocyclization yield. In the case of the Re(I) and Ru(II) complexes, the photocyclization of the DTE units can also be triggered using visible light, upon excitation into the metal-to-ligand charge-transfer (MLCT) bands at 400 and 490 nm, respectively. Molecular quadratic nonlinear optical (NLO) responses of the complexes have been determined by using either the electrical field induced second harmonic generation (EFISH) or harmonic light scattering (HLS) technique at 1910 nm. These studies reveal a large increase of the second-order NLO activity after UV irradiation and subsequent formation of the ring-closed isomers. This efficient enhancement clearly reflects the delocalization of the π-electron system and the formation of strong push-pull chromophores in the closed forms. The combination of the photochromic DTE-based bipyridine ligand with luminescent Re(I) and Ru(II) fragments also allows the photoregulation of the emission, leading to an efficient quenching of the ligand-based 77 K luminescence and demonstrating that the photocontrol of two optical properties, linear and nonlinear, could be achieved by using the same photochromic ligand. 相似文献
13.
Prof. Dr. Weihong Zhu Liwen Song Yuheng Yang Prof. Dr. He Tian 《Chemistry (Weinheim an der Bergstrasse, Germany)》2012,18(42):13388-13394
A new photochromic bisthienylethene system (BTE? NAFc) is reported in which the ferrocene unit (Fc) is incorporated into a naphthalimide chromophore as the central ethene bridging unit. The incorporated Fc unit in the photochromic system of BTE? NAFc has several effects on optical properties, such as fluorescence‐modulation through photoinduced electron transfer (PET), a decrease in the photochromic cyclization quantum yield, and a selective two‐step oxidation process. The ability to drive ring‐opening and ring‐closing reactions with a secondary redox‐modulation provides increased functionality to the photochromic system. Based on these meaningful photo‐ and redox‐modulation properties, five unprecedented multi‐addressable states (BTE? NAFc, BTE? NAFc+, c‐BTE? NAFc, c‐BTE? NAFc+, and BTE+? NAFc+) and gated photochromism are successfully obtained within the unimolecular BTE platform, thus providing deeper insight into photochromic systems as multifunctional outputs. 相似文献
14.
Zheng Kai Si Qing Zhang Min Zhao Xue Yuan Yuan Zhu Liang Ming Qiao Rong Sheng Yan Gang Liu 《中国化学快报》2011,22(9):1025-1028
Three novel bis-chalcone derivatives with different alkyldioxy spacers were synthesized and dispersed into polymethyl methacrylate(PMMA) chloroform solution with 6-nitro-1’-ethyl-3’,3’-dimethylspiro-2H-1-benzopyran-2,2’-indoline(ESP) to prepare photochromic PMMA films in a facile way.After irradiation with 365 nm UV light,the photocrosslinking reaction between chalcone units was proved to retard the dccolorization of merocyanine form of the photochromic spiropyran effectively,as results of the steric hindrance produced by photocycloaddition of chalcone groups.It has been found that the bis-chalcone molecule with the shortest spacer has the most effective stabilizing effect on retardation of decoloration of spiropyran. 相似文献
15.
A range of new bi-photochromic molecules containing two identical (3a-d) or two distinct naphthopyran units (6a-d), linked through the phenyl substituents located on the sp3 hybridised pyran ring carbon atom, using conjugated and non-conjugated spacers, have been synthesised from bis-propynols and (substituted)naphthols. Study of the spectrokinetic properties of these compounds under near UV-vis continuous irradiation conditions revealed that the two naphthopyran units are stimulated independently leading to open forms with higher colourabilities but without affecting the individual bleaching kinetics. Compared to the individual photochromic components and to model mono-photochromes it was observed that the nature of the bridge has a small effect on the photochromic properties of each system. 相似文献
16.
Angelina Altomare Luisa Andruzzi Francesco Ciardelli Michele Mader Nicola Tirelli Roberto Solaro 《Macromolecular Symposia》1999,137(1):33-46
Three photochromic monomers containing a permanent dipole photochromic azobenzene group spaced from the methacryloyl moiety by a polymethylene segment were synthesized in three steps starting from 4-cyanoaniline. The monomers were homopolymerized and copolymerized with an optically active monomer, (-)-menthyl methacrylate, in the presence of AIBN as a radical initiator. Structurally similar amphiphilic polymers were obtained by homopolymerization of analogous methacrylates in which oligo(oxyethylene) segments replaced the polymethylene spacers. The polymeric materials, having a molar content of photochromic units between 5 and 100% and molecular weights of about 15,000, were characterized by thermal analysis, X-ray diffraction, 1D and 2D NMR. Mobility and photochromic properties in solution were also investigated. 相似文献
17.
18.
Photochromic and luminescence switching properties of a versatile diarylethene-containing 1,10-phenanthroline ligand and its rhenium(I) complex 总被引:1,自引:0,他引:1
A versatile bis(2,5-dimethyl-3-thienyl)-1,10-phenanthroline photochromic ligand has been successfully synthesized via a Suzuki cross-coupling reaction. The excitation wavelength for photochromic reaction of the dithienylphenanthroline could be extended from lambda = 340 nm in the UV region to ca. 480 nm in the visible region, corresponding to the MLCT excitation, through the incorporation into the rhenium(I) tricarbonyl system. Reversible switching of the emissive state by the photochromic reaction has also been demonstrated. 相似文献
19.
20.
A new photochromic biindenylidenedione compound bearing two azobenzene units was synthesized and characterized by means of 1H NMR, 13C NMR, ESI‐MS and elemental analysis. The photochromic and photo‐induced radical properties were investigated by means of UV‐Vis and electron spin resonance spectroscopy, respectively. The results showed that the title compound exhibited photochromic behavior with good fatigue resistances both in solution and in the solid state. 相似文献