|
|
Address-crossing digital information processing
on a self-aggregatable cyclodextrin derivative based nanosystem |
Liangliang ZHU , Fengyuan JI , Qiaochun WANG , Xiang MA , Zhaofei CHEN , He TIAN , |
Key Laboratory for Advanced
Materials and Institute of Fine Chemicals, East China University of
Science & Technology, Shanghai 200237, China; |
|
|
Abstract A novel pH-responsive and photo-isomerizing β-cyclodextrin (β-CD) derivative DACD was synthesized and fully characterized by 1H-NMR, 13C-NMR, and HRMS. At room temperature, this compound would self-assemble to layer aggregations in an aqueous environment. The aggregated state can reversibly switch to a monomeric solution state attributed to the hydrophobic competition of an additional substance to the β-CD cavity. This self-aggregatable cyclodextrin derivative based nanosystem functioned by switching between the aggregated and monomeric state. An effective address-crossing digital information system, in response to pH and UV stimuli, was demonstrated based on such mechanism. This chemical system, capable of data memories and logic functions in nanoscale, can mimic the functions of pointer-based data processing.
|
Issue Date: 05 September 2009
|
|
|
Balzani, V.; Credi, A.; Raymo, F. M.; Stoddart, J. F., Angew. Chem. Int. Ed. 2000, 39, 3348
doi: 10.1002/1521-3773(20001002)39:19<3348::AID-ANIE3348>3.0.CO;2-X
|
|
Tian, H.; Wang, Q. C., Chem. Soc. Rev. 2006, 35, 361
doi: 10.1039/b512178g
|
|
Kay, E. R.; Leigh, D. A.; Zerbetto, F., Angew. Chem. Int. Ed. 2007, 46, 72
doi: 10.1002/anie.200504313
|
|
Klotz, E. J. F.; Claridge, T. D. W.; Anderson, H. L., J. Am. Chem. Soc. 2006, 128, 15374
doi: 10.1021/ja0665139
|
|
Green, J. E.; Choi, J. W.; Boukai, A.; Bunimovich, Y.; Johnston-Halperin, E.; Delonno, E.; Luo, Y.; Sheriff, B. A.; Xu, K.; Shin, Y. S., Tseng, H. R.; Stoddart, J. F.; Heath, J. R., Nature2007, 445, 414
doi: 10.1038/nature05462
|
|
Niazov, T.; Baron, R.; Katz, E.; Lioubashevski, O.; Willner, I., Proc. Natl. Acad. Sci. U. S. A. 2006, 103, 17160
doi: 10.1073/pnas.0608319103
|
|
Raymo, F. M., Adv. Mater. 2002, 14, 401
doi: 10.1002/1521-4095(20020318)14:6<401::AID-ADMA401>3.0.CO;2-F
|
|
Ballardini, R.; Ceroni, P.; Credi, A.; Gandolfi, M. T.; Maestri, M.; Semararo, M.; Venturi, M.; Balzani, V., Adv. Funct. Mater. 2007, 17, 740
doi: 10.1002/adfm.200600992
|
|
Liu, Y.; Chen, Y., Acc. Chem. Res. 2006, 39, 681
doi: 10.1021/ar0502275
|
|
Wenz, G.; Han, B. H.; Müller, A., Chem. Rev. 2006, 106, 782
doi: 10.1021/cr970027+
|
|
Ma, X.; Qu, D. H.; Ji, F. Y.; Wang, Q. C.; Zhu, L. L.; Xu, Y.; Tian, H., Chem. Commun. 2007, 1409
|
|
Wang Y.; Ma N.; Wang Z.; Zhang, X., Angew. Chem. Int. Ed. 2007, 46, 2823
doi: 10.1002/anie.200604982
|
|
Zhou Y.C.; Wu H.; Qu L.; Zhang D.Q.; Zhu D.B., J. Phys.Chem. B 2006, 110, 15676
doi: 10.1021/jp062849t
|
|
Browne W. R.; Pollard M. M.; de Lange B.; Meetsma A.; Feringa B. L., J. Am. Chem. Soc. 2006, 128, 12412
doi: 10.1021/ja064423y
|
|
Tian, H.; Qin, B.; Yao, R. X.; Zhao, X. L.; Yang, S. J., Adv. Mater. 2003, 15, 2104
doi: 10.1002/adma.200305425
|
|
Gupta T.; van der Boom M. E., Angew. Chem. Int. Ed. 2008, 47, 5322
doi: 10.1002/anie.200800830
|
|
Qu, D. H.; Ji, F. Y.; Wang, Q. C.; Tian, H., Adv. Mater. 2006, 18, 2035
doi: 10.1002/adma.200600235
|
|
Qu, D. H.; Wang, Q. C.; Tian, H., Angew. Chem., Int. Ed. 2005, 44, 5296
doi: 10.1002/anie.200501215
|
|
Margulies, D.; Melman, G.; Shanzer, A., J. Am. Chem. Soc. 2006, 128, 4865
doi: 10.1021/ja058564w
|
|
Guo, Z. Q.; Zhu, W. H.; Shen, L. J.; Tian, H., Angew. Chem. Int. Ed. 2007, 46, 5549
doi: 10.1002/anie.200700526
|
|
Strack, G.; Ornatska, M.; Pita, M.; Katz, E., J. Am. Chem. Soc. 2008, 130, 4234
doi: 10.1021/ja7114713
|
|
Andréasson, J.; Straight S. D. ; Bandyopadhyay, S.; Mitchell, R. H.; Moore, T. A.; Moore, A. L.; Gust, D., Angew. Chem., Int. Ed. 2007, 46, 958
doi: 10.1002/anie.200603856
|
|
Distinct Cotton effects occur at 380?nm and 440?nm,but monomeric states of DACD scarcely generate ICD signal in DMF.
|
|
Since the binding constant (1.09 ×104?mol/L−1) between1-Ada and DACD is so big, it will need much organic solvent to remove1-Ada. This process is implemented by washing the DACD system withseven-fold n-hexane and then removing the residual n-hexane underreduced pressure.
|
|
Ueno A.; Kuwabara T.; Nakamura A.; Toda F., Nature1992, 356, 136
doi: 10.1038/356136a0
|
|
Zhang D.; Su J.-H.; Ma X.; Tian H., Tetrahedron, 2008, 64, 8515
doi: 10.1016/j.tet.2008.05.048
|
|
Trans-to-cis photoisomerization of azobenzene orstilbene compounds are generally accompanied by a decrease in maximumabsorption. For example: Qu, D. H.; Wang, Q. C.; Ren, J.; Tian, H., Org. Lett. 2004, 6, 2085
doi: 10.1021/ol048363h
|
|
Wang, Q. C.; Qu, D. H.; Ren, J.; Chen, K.C.; Tian, H., Angew.Chem. Int. Ed. 2004, 43, 2661
doi: 10.1002/anie.200453708
|
|
Pérez, E. M.; Dryden, D. T. F.; Leigh, D. A.; Teobaldi, G.; Zerbetto, F. A., J. Am. Chem. Soc. 2004, 126, 12210
doi: 10.1021/ja0484193
|
|
Zhu, L.L.; Li X.; Ji, F. Y.; Ma, X.; Wang, Q. C.; Tian, H., Langmuir 2009, 25, 3482
doi: 10.1021/la8042457
|
|
Berova, N.; Bari, L. D.; Pescitelli, G., Chem. Soc. Rev., 2007, 36, 914
doi: 10.1039/b515476f
|
|
Ma, X.; Wang, Q. C.; Qu, D. H.; Xu, Y.; Ji, F. Y.; Tian, H., Adv. Funct. Mater. 2007, 17, 829
doi: 10.1002/adfm.200600981
|
|
Kodaka, M., J. Phys. Chem. A 1998, 102, 8101
doi: 10.1021/jp983286r
|
|
Zhu, L.L.; Ma, X.; Ji, F. Y.; Wang, Q. C.; Tian, H., Chem. Eur.J. 2007, 13, 9216
doi: 10.1002/chem.200700860
|
|
Grabowski Z. R.; Rotkiewicz K.; Rettig W., Chem. Rev. 2003, 103, 3899
doi: 10.1021/cr940745l
|
|
Plauger P. J.; Brodie J., ANSIand ISO Standard C Programmer's Reference Microsoft Press, 1992
|
|
H. S. Byun; N. Zhong; R. Bittman, Org. Synth. 2000, 77, 225
|
|
H. A. Benesi; J. H. Hildebrand, J. Am. Chem. Soc. 1949, 71, 2703
doi: 10.1021/ja01176a030
|
|
Viewed |
|
|
|
Full text
|
|
|
|
|
Abstract
|
|
|
|
|
Cited |
|
|
|
|
|
Shared |
|
|
|
|
|
Discussed |
|
|
|
|