Two series of novel spiropyran derivatives containing a mesogenic group have been prepared. Their photochromic behaviors were first investigated with the aid of absorption spectral measurements.
Donor-acceptor Stenhouse adducts(DASAs)as a species of novel photochromic molecules,have been developing rapidly and attracting broad researchers’sights since 2014.DASAs show visible/near-infrared(NIR)light induced l...Donor-acceptor Stenhouse adducts(DASAs)as a species of novel photochromic molecules,have been developing rapidly and attracting broad researchers’sights since 2014.DASAs show visible/near-infrared(NIR)light induced linear-to-cyclic isomerization and heat induced cyclic-to-linear isomerization,therefore they are attractive in photoresponsive hydrogels,drug delivery,cell culturing and tissue engineering.As a series of well-known photoresponsive molecules,spiropyrans(SPs)show similar molecular properties and comparable photoswitching with DASAs.UV light triggers closed-to-open(also known as spirocyclic(SC)-to-merocyanine(MC))isomerization of SPs,while the reversed open-to-closed isomerization occurs under visible light or heat.Light irradiation switches the molecular color,scale,geometry,and polarity of SPs and DASAs reversibly.Since the researches on DASAs are still in the infancy,the chemical structures,isomerization mechanisms and potential applications need to be further investigated and explored.The well-studied SPs have important reference values to the comprehensive developments of DASAs.In the present review,we summarized,compared and discussed SPs and DASAs with regards to their molecular structures,synthesis,photoswitching and applications.We also make our perspective on the developments of DASA in future.展开更多
A series of spiropyrans with a polyaromatic or heteroaromatic pendant was synthesized conveniently. Their photochromic behaviors were investigated with the aid of absorption spectral measurements. The results indicate...A series of spiropyrans with a polyaromatic or heteroaromatic pendant was synthesized conveniently. Their photochromic behaviors were investigated with the aid of absorption spectral measurements. The results indicated that the compounds with the same parent spiropyran but different aromatic pendant show significantly different photochromic properties. This may be due to the π-π orbital interaction between the polyaromatic pendant and the open photomerocyanine form of spiropyran. The results obtained are very useful in the molecule design area.展开更多
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-benzopy...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,U-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 decolorization 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. reserved.展开更多
基金The auth ors thank the National Natural Science Foundation of China for the financial support.(Grant Nos.20402009 and 20372039).
文摘Two series of novel spiropyran derivatives containing a mesogenic group have been prepared. Their photochromic behaviors were first investigated with the aid of absorption spectral measurements.
基金the financial support from the National Natural Science Foundation of China(61805034)Guangdong Basic and Applied Basic Research Foundation(2019A1515110678)Opening Project of State Key Laboratory of Polymer Materials Engineering(Sichuan University)(Grant No.sklpme2018-4-28).
文摘Donor-acceptor Stenhouse adducts(DASAs)as a species of novel photochromic molecules,have been developing rapidly and attracting broad researchers’sights since 2014.DASAs show visible/near-infrared(NIR)light induced linear-to-cyclic isomerization and heat induced cyclic-to-linear isomerization,therefore they are attractive in photoresponsive hydrogels,drug delivery,cell culturing and tissue engineering.As a series of well-known photoresponsive molecules,spiropyrans(SPs)show similar molecular properties and comparable photoswitching with DASAs.UV light triggers closed-to-open(also known as spirocyclic(SC)-to-merocyanine(MC))isomerization of SPs,while the reversed open-to-closed isomerization occurs under visible light or heat.Light irradiation switches the molecular color,scale,geometry,and polarity of SPs and DASAs reversibly.Since the researches on DASAs are still in the infancy,the chemical structures,isomerization mechanisms and potential applications need to be further investigated and explored.The well-studied SPs have important reference values to the comprehensive developments of DASAs.In the present review,we summarized,compared and discussed SPs and DASAs with regards to their molecular structures,synthesis,photoswitching and applications.We also make our perspective on the developments of DASA in future.
文摘A series of spiropyrans with a polyaromatic or heteroaromatic pendant was synthesized conveniently. Their photochromic behaviors were investigated with the aid of absorption spectral measurements. The results indicated that the compounds with the same parent spiropyran but different aromatic pendant show significantly different photochromic properties. This may be due to the π-π orbital interaction between the polyaromatic pendant and the open photomerocyanine form of spiropyran. The results obtained are very useful in the molecule design area.
基金the financial support from the National High Technology Research and Development Program of China(No.2005AA320030)SJTU-Aeronautics Industry Joint Program(No.0304)
文摘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,U-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 decolorization 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. reserved.