Polyaromatic nanocapsules as photoresponsive hosts in water

被引:45
作者
Catti, Lorenzo [1 ]
Kishida, Natsuki [1 ]
Kai, Tomokuni [1 ]
Akita, Munetaka [1 ]
Yoshizawa, Michito [1 ]
机构
[1] Tokyo Inst Technol, Inst Innovat Res, Lab Chem & Life Sci, Midori Ku, 4259 Nagatsuta, Yokohama, Kanagawa 2268503, Japan
关键词
PHOTOCHEMICAL UP-CONVERSION; AROMATIC MICELLES; LIGHT; RELEASE; PHOTOISOMERIZATION;
D O I
10.1038/s41467-019-09928-x
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Molecular containers that provide both stimuli-responsive assembly/disassembly properties and wide-ranging host capabilities in aqueous medium still remain a current synthetic challenge. Herein we report polyaromatic nanocapsules assembled from V-shaped amphiphilic molecules bearing a photoresponsive ortho-dianthrylbenzene unit in water. Unlike previously reported supramolecular capsules and cages, the nanocapsules quickly and quantitatively disassemble into monomeric species by a non-invasive light stimulus through structural conversion from the open to the closed form of the amphiphiles. Regeneration of the nanocapsules is demonstrated by light irradiation or heating of the closed amphiphiles. With the aid of the wide-ranging host capability, the photo-induced release of various encapsulated guest molecules (e.g., Nile red, Cu(II)-phthalocyanine, and fullerene C-60) can be achieved by using the present nanocapsule in water. This feature can furthermore be utilized to switch the fluorescence of encapsulated coumarin guests through their controlled release.
引用
收藏
页数:8
相关论文
共 35 条
[1]  
Ball P., 2000, H2O - A biography of water
[2]   UNIMOLECULAR PHOTOCHEMISTRY OF ANTHRACENES [J].
BECKER, HD .
CHEMICAL REVIEWS, 1993, 93 (01) :145-172
[3]   A light controlled cavitand wall regulates guest binding [J].
Berryman, Orion B. ;
Sather, Aaron C. ;
Rebek, Julius, Jr. .
CHEMICAL COMMUNICATIONS, 2011, 47 (02) :656-658
[4]   Photodimerization of anthracenes in fluid solution: structural aspects [J].
Bouas-Laurent, H ;
Castellan, A ;
Desvergne, JP ;
Lapouyade, R .
CHEMICAL SOCIETY REVIEWS, 2000, 29 (01) :43-55
[5]   Anthracene-resorcin[4]arene-based capsules: Synthesis and photoswitchable features [J].
Bringmann, Sebastian ;
Brodbeck, Ralf ;
Hartmann, Ramona ;
Schaefer, Christian ;
Mattay, Jochen .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (21) :7491-7499
[6]   Supramolecular Catalysis in Metal-Ligand Cluster Hosts [J].
Brown, Casey J. ;
Toste, F. Dean ;
Bergman, Robert G. ;
Raymond, Kenneth N. .
CHEMICAL REVIEWS, 2015, 115 (09) :3012-3035
[7]   Synthesis and recognition studies with a ditopic, photoswitchable deep cavitand [J].
Busseron, Eric ;
Lux, Jacques ;
Degardin, Melissa ;
Rebek, Julius, Jr. .
CHEMICAL COMMUNICATIONS, 2013, 49 (42) :4842-4844
[8]   Construction of Stimuli-Responsive Functional Materials via Hierarchical Self-Assembly Involving Coordination Interactions [J].
Chen, Li-Jun ;
Yang, Hai-Bo .
ACCOUNTS OF CHEMICAL RESEARCH, 2018, 51 (11) :2699-2710
[9]   Light-responsive molecular containers [J].
Diaz-Moscoso, Alejandro ;
Ballester, Pablo .
CHEMICAL COMMUNICATIONS, 2017, 53 (34) :4635-4652
[10]   Photochemical upconversion in water [J].
El Roz, Karim A. ;
Castellano, Felix N. .
CHEMICAL COMMUNICATIONS, 2017, 53 (85) :11705-11708