

FOLLOWUS
Suzhou Key Laboratory of Macromolecular Design and Precision Synthesis, Jiangsu Key Laboratory of Advanced Functional Polymer Design and Application, State and Local Joint Engineering Laboratory for Novel Functional Polymeric Materials, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou Industrial Park, Suzhou 215123, China
weizhang@suda.edu.cn
Received:15 February 2021,
Revised:2021-3-10,
Accepted:12 March 2021,
Online First:04 June 2021,
Published:18 October 2021
Scan QR Code
Song, G. X.; Miao, T. F.; Cheng, X. X.; Ma, H. T.; He, Z. X.; Zhang, W.; Zhang, Z. B.; Zhu, X. L. Construction of chiroptical switch on silica nanoparticle surface via chiral self-assembly of side-chain azobenzene-containing polymer. Chinese J. Polym. Sci. 2021, 39, 1528–1537
Guang-Xing Song, Teng-Fei Miao, Xiao-Xiao Cheng, et al. Construction of Chiroptical Switch on Silica Nanoparticle Surface
Song, G. X.; Miao, T. F.; Cheng, X. X.; Ma, H. T.; He, Z. X.; Zhang, W.; Zhang, Z. B.; Zhu, X. L. Construction of chiroptical switch on silica nanoparticle surface via chiral self-assembly of side-chain azobenzene-containing polymer. Chinese J. Polym. Sci. 2021, 39, 1528–1537 DOI: 10.1007/s10118-021-2580-5.
Guang-Xing Song, Teng-Fei Miao, Xiao-Xiao Cheng, et al. Construction of Chiroptical Switch on Silica Nanoparticle Surface
In this contribution
we utilized surface-initiated atom transfer radical polymerization (SI-ATRP) to prepare organic-inorganic hybrid core/shell silica nanoparticles (NPs)
where silica particles acted as cores and polymeric shells (PAzoMA*) were attached to silica particles
via
covalent bond. Subsequently
chiroptical switch was successfully constructed on silica NPs surface taking advantage of supramolecular chiral self-assembly of the grafted side-chain Azo-containing polymer (PAzoMA*). We found that the supramolecular chirality was highly dependent on the molecular weight of grafted PAzoMA*. Meanwhile
the supramolecular chirality could be regulated using 365 nm UV light irradiation and heating-cooling treatment
and a reversible supramolecular chiroptical switch could be repeated for over five cycles on silica NPs surface. Moreover
when heated above the glass transition temperature (
T
g
) of PAzoMA*
the organic-inorganic hybrid nanoparticles (SiO
2
@PAzoMA* NPs) still exhibited intense DRCD signals. Interestingly
the supramolecular chirality could be retained in solid film for more than 3 months. To conclude
we have prepared an organic-inorganic hybrid core/shell chiral silica nanomaterial with dynamic reversible chirality
thermal stability and chiral storage functions
providing potential applications in dynamic asymmetric catalysis
chiral separation and so on.
Mokashi-Punekar, S.; Zhou, Y.; Brooks, S. C.; Rosi, N. L. . Construction of chiral, helical nanoparticle superstructures: progress and prospects . Adv. Mater. , 2019 . 32 1905975 DOI: 10.1002/adma.201905975 http://doi.org/10.1002/adma.201905975 .
Cheng, G.; Xu, D.; Lu, Z.; Liu, K. . Chiral self-assembly of nanoparticles induced by polymers synthesized via reversible addition-fragmentation chain transfer polymerization . ACS Nano , 2019 . 13 1479 - 1489 . DOI: 10.1021/acsnano.8b07151 http://doi.org/10.1021/acsnano.8b07151 .
Wang, R.; Cui, J. X.; Wan, X. H.; Zhang, J. . Controlled chiral arrangement of silver nanoparticles in supramolecular gels modulated by the cooling rate . Chem. Commun. , 2019 . 55 4949 - 4952 . DOI: 10.1039/C9CC01015G http://doi.org/10.1039/C9CC01015G .
Gallagher, S. A.; Moloney, M. P.; Wojdyla, M.; Quinn, S. J.; Kelly, J. M.; Gun'ko, Y. K. . Synthesis and spectroscopic studies of chiral CdSe quantum dots . J. Mater. Chem. , 2010 . 20 8350 - 8355 . DOI: 10.1039/c0jm01185a http://doi.org/10.1039/c0jm01185a .
Jiang, J.; Wang, T.; Liu, M. H. . Creating chirality in the inner walls of silica nanotubes through a hydrogel template: chiral transcription and chiroptical switch . Chem. Commun. , 2010 . 46 7178 - 7180 . DOI: 10.1039/c0cc00891e http://doi.org/10.1039/c0cc00891e .
Matsukizono, H.; Jin, R. H. . High-temperature-resistant chiral silica generated on chiral crystalline templates at neutral pH and ambient conditions . Angew. Chem. Int. Ed. , 2012 . 124 5964 - 5967 . DOI: 10.1002/ange.201108914 http://doi.org/10.1002/ange.201108914 .
Okazaki, Y.; Cheng, J. J.; Dedovets, D.; Kemper, G.; Delville, M. H.; Durrieu, M. C.; Ihara, H.; Takafuji, M.; Pouget, E.; Oda, R. . Chiral colloids: homogeneous suspension of individualized SiO 2 helical and twisted nanoribbons . ACS Nano , 2014 . 8 6863 - 6872 . DOI: 10.1021/nn501560w http://doi.org/10.1021/nn501560w .
Ma, H.; Yuan, R.; Wang, J.; Shi, Y.; Xu, J.; Chen, K.; Yu, L. . Cylindrical line-feeding growth of free-standing silicon nanohelices as elastic springs and resonators . Nano Lett. , 2020 . 20 5072 - 5080 . DOI: 10.1021/acs.nanolett.0c01265 http://doi.org/10.1021/acs.nanolett.0c01265 .
Chen, B.; Deng, J. P.; Yang, W. T. . Hollow two-layered chiral nanoparticles consisting of optically active helical polymer/silica: preparation and application for enantioselective crystallization . Adv. Funct. Mater. , 2011 . 21 2345 - 2350 . DOI: 10.1002/adfm.201100113 http://doi.org/10.1002/adfm.201100113 .
Kumano, D.; Iwahana, S.; Iida, H.; Shen, C.; Crassous, J.; Yashima, E. . Enantioseparation on Riboflavin derivatives chemically bonded to silica gel as chiral stationary phases for HPLC . Chirality , 2015 . 27 507 - 517 . DOI: 10.1002/chir.22452 http://doi.org/10.1002/chir.22452 .
Choi, H. J.; Hyun, M. H. . Separation of enantiomers with magnetic silica nanoparticles modified by a chiral selector: enantioselective fishing . Chem. Commun. , 2009 . 6454 - 6456 . DOI: 10.1039/B908349A http://doi.org/10.1039/B908349A .
Tamura, K.; Miyabe, T.; Iida, H.; Yashima, E. . Separation of enantiomers on diastereomeric right- and left-handed helical poly(phenyl isocyanide)s bearing L -alanine pendants immobilized on silica gel by HPLC . Polym. Chem. , 2011 . 2 91 - 98 . DOI: 10.1039/C0PY00164C http://doi.org/10.1039/C0PY00164C .
Wei, Y.; Tian, A.; Li, Y.; Wang, X.; Cao, B. . A general chiral selector immobilized on silica magnetic microspheres for direct separation of racemates . J. Mater. Chem. , 2012 . 22 8499 - 8504 . DOI: 10.1039/c2jm30372h http://doi.org/10.1039/c2jm30372h .
Wu, J.; Su, P.; Yang, Y.; Huang, J.; Wang, Y.; Yang, Y. . Immobilization of HSA on polyamidoamine-dendronized magnetic microspheres for application in direct chiral separation of racemates . J. Mater. Chem. B , 2014 . 2 775 - 782 . DOI: 10.1039/C3TB21340D http://doi.org/10.1039/C3TB21340D .
Tarhan, T.; Tural, B.; Tural, S.; Topal, G. . Enantioseparation of mandelic acid enantiomers with magnetic nano-sorbent modified by a chiral selector . Chirality , 2015 . 27 835 - 842 . DOI: 10.1002/chir.22524 http://doi.org/10.1002/chir.22524 .
Mallakpour, S.; Marefatpour, F. . Novel chiral poly(amide-imide)/surface modified SiO 2 nanocomposites based on N -trimellitylimido- L -methionine: synthesis and a morphological study . Prog. Org. Coat. , 2014 . 77 1271 - 1276 . DOI: 10.1016/j.porgcoat.2014.03.024 http://doi.org/10.1016/j.porgcoat.2014.03.024 .
Chen, W.; Duan, R.; Fan, Q. C.; Bai, Z. W.; Huang, S. H. . Preparation and enantioseparation property of chiral stationary phases based on cellulose tris(3,5-dimethylbenzoate)—a new way to prepare polysaccharide-coating type chiral stationary phases . Chinese J. Polym. Sci. , 2014 . 32 458 - 466 . DOI: 10.1007/s10118-014-1409-x http://doi.org/10.1007/s10118-014-1409-x .
Chen, W. W.; Ding, M. C.; Zhang, M.; Zhang, J. M.; Gao, X.; He, J. S.; Zhang, J. . Chiral separation abilities of homogeneously synthesized cellulose 3,5-dimethylphenylcarbamates: influences of degree of substitution and molecular weight . Chinese J. Polym. Sci. , 2015 . 33 1633 - 1639 . DOI: 10.1007/s10118-015-1695-y http://doi.org/10.1007/s10118-015-1695-y .
Zoppe, J. O.; Ataman, N. C.; Mocny, P.; Wang, J.; Moraes, J.; Klok, H. A. . Surface-initiated controlled radical polymerization: state-of-the-art, opportunities, and challenges in surface and interface engineering with polymer brushes . Chem. Rev. , 2017 . 117 1105 - 1318 . DOI: 10.1021/acs.chemrev.6b00314 http://doi.org/10.1021/acs.chemrev.6b00314 .
Mocny, P.; Klok, H. A. . Complex polymer topologies and polymer-nanoparticle hybrid films prepared via surface-initiated controlled radical polymerization . Prog. Polym. Sci. , 2020 . 100 101185 DOI: 10.1016/j.progpolymsci.2019.101185 http://doi.org/10.1016/j.progpolymsci.2019.101185 .
Zhao, B.; Lin, J. F.; Deng, J. P.; Liu, D. . Seed-surface grafting precipitation polymerization for preparing microsized optically active helical polymer core/shell particles and their application in enantioselective crystallization . Macromol. Rapid Commun. , 2018 . 39 1800072 DOI: 10.1002/marc.201800072 http://doi.org/10.1002/marc.201800072 .
Chen, H. Y.; Zhou, J. Y.; Deng, J. P. . Helical polymer/Fe 3 O 4 NPs constructing optically active, magnetic core/shell microspheres: preparation by emulsion polymerization and recycling application in enantioselective crystallization . Polym. Chem. , 2016 . 7 125 - 134 . DOI: 10.1039/C5PY01549A http://doi.org/10.1039/C5PY01549A .
Zhang, H. Y.; Qian, G. Y.; Song, J. X.; Deng, J. P. . Optically active, magnetic microparticles: constructed by chiral helical substituted polyacetylene/Fe 3 O 4 nanoparticles and recycled for uses in enantioselective crystallization . Ind. Eng. Chem. Res. , 2014 . 53 17394 - 17402 . DOI: 10.1021/ie503114z http://doi.org/10.1021/ie503114z .
He, W.; Cheng, L.; Zhang, L.; Liu, Z.; Cheng, Z.; Zhu, X. . Facile fabrication of biocompatible and tunable multifunctional nanomaterials via iron-mediated atom transfer radical polymerization with activators generated by electron transfer . ACS Appl. Mater. Interfaces , 2013 . 5 9663 - 9669 . DOI: 10.1021/am402696p http://doi.org/10.1021/am402696p .
Wu, L.; Glebe, U.; Böker, A. . Surface-initiated controlled radical polymerizations from silica nanoparticles, gold nanocrystals, and bionanoparticles . Polym. Chem. , 2015 . 6 5143 - 5184 . DOI: 10.1039/C5PY00525F http://doi.org/10.1039/C5PY00525F .
Yang, D.; Feng, C.; Hu, J. . Nitroxide radical coupling reaction: a powerful tool in polymer and material synthesis . Polym. Chem. , 2013 . 4 2384 - 2394 . DOI: 10.1039/c2py20987j http://doi.org/10.1039/c2py20987j .
Li, Q.; Zhang, L.; Bai, L.; Zhang, Z.; Zhu, J.; Zhou, N.; Cheng, Z.; Zhu, X. . Multistimuli-responsive hybrid nanoparticles with magnetic core and thermoresponsive fluorescence-labeled shell via surface-initiated RAFT polymerization . Soft Matter , 2011 . 7 6958 - 6966 . DOI: 10.1039/c1sm05211j http://doi.org/10.1039/c1sm05211j .
Wang, D. R.; Ye, G.; Wang, X. L.; Wang, X. G. . Graphene functionalized with Azo polymer brushes: surface-initiated polymerization and photoresponsive properties . Adv. Mater. , 2011 . 23 1122 - 1125 . DOI: 10.1002/adma.201003653 http://doi.org/10.1002/adma.201003653 .
Zhang, N.; Samanta, S. R.; Rosen, B. M.; Percec, V. . Single electron transfer in radical ion and radical-mediated organic, materials and polymer synthesis . Chem. Rev. , 2014 . 114 5848 - 5958 . DOI: 10.1021/cr400689s http://doi.org/10.1021/cr400689s .
Hui, C. M.; Pietrasik, J.; Schmitt, M.; Mahoney, C.; Choi, J.; Bockstaller, M. R.; Matyjaszewski, K. . Surface-initiated polymerization as an enabling tool for multifunctional (nano-)engineered hybrid materials . Chem. Mater. , 2013 . 26 745 - 762 . DOI: 10.1021/cm4023634 http://doi.org/10.1021/cm4023634 .
Banerjee, S.; Paira, T. K.; Mandal, T. K. . Surface confined atom transfer radical polymerization: access to custom library of polymer-based hybrid materials for speciality applications . Polym. Chem. , 2014 . 5 4153 - 4167 . DOI: 10.1039/c4py00007b http://doi.org/10.1039/c4py00007b .
Matyjaszewski, K. . Atom transfer radical polymerization (atrp): current status and future perspectives . Macromolecules , 2012 . 45 4015 - 4039 . DOI: 10.1021/ma3001719 http://doi.org/10.1021/ma3001719 .
Matyjaszewski, K.; Tsarevsky, N. V. . Macromolecular engineering by atom transfer radical polymerization . J. Am. Chem. Soc. , 2014 . 136 6513 - 6533 . DOI: 10.1021/ja408069v http://doi.org/10.1021/ja408069v .
Liu, M. H.; Zhang, L.; Wang, T. Y. . Supramolecular chirality in self-assembled systems . Chem. Rev. , 2015 . 115 7304 - 7397 . DOI: 10.1021/cr500671p http://doi.org/10.1021/cr500671p .
Zhang, L.; Wang, H. X.; Li, S.; Liu, M. . Supramolecular chiroptical switches . Chem. Soc. Rev. , 2020 . 49 9095 - 9120 . DOI: 10.1039/D0CS00191K http://doi.org/10.1039/D0CS00191K .
Cheng, X. X.; Miao, T. F.; Qian, Y. L.; Zhang, Z. B.; Zhang, W.; Zhu, X. L. . Supramolecular chirality in azobenzene-containing polymer system: traditional postpolymerization self-assembly versus in situ supramolecular self-assembly strategy . Int. J. Mol. Sci. , 2020 . 21 6186 DOI: 10.3390/ijms21176186 http://doi.org/10.3390/ijms21176186 .
Wang, H.; Bisoyi, H. K.; Urbas, A. M.; Bunning, T. J.; Li, Q. . Reversible circularly polarized reflection in a self-organized helical superstructure enabled by a visible-light-driven axially chiral molecular switch . J. Am. Chem. Soc. , 2019 . 141 8078 - 8082 . .
Wang, L.; Yin, L.; Zhang, W.; Zhu, X.; Fujiki, M. . Circularly polarized light with sense and wavelengths to regulate azobenzene supramolecular chirality in optofluidic medium . J. Am. Chem. Soc. , 2017 . 139 13218 - 13226 . DOI: 10.1021/jacs.7b07626 http://doi.org/10.1021/jacs.7b07626 .
Yashima, E.; Maeda, K.; Iida, H.; Furusho, Y.; Nagai, K. . Helical polymers: synthesis, structures, and functions . Chem. Rev. , 2009 . 109 6102 - 6211 . DOI: 10.1021/cr900162q http://doi.org/10.1021/cr900162q .
Cheng, X. X.; Miao, T. F.; Yin, L.; Zhang, W.; Zhu, X. L. . Construction of supramolecular chirality in polymer systems: chiral induction, transfer and application . Chinese J. Polym. Sci. , 2021 . 39 1357 - 1375 . DOI: 10.1007/s10118-021-2561-8 http://doi.org/10.1007/s10118-021-2561-8 .
Deng, W.; Albouy, P. A.; Lacaze, E.; Keller, P.; Wang, X. G.; Li, M. H. . Azobenzene-containing liquid crystal triblock copolymers: synthesis, characterization, and self-assembly behavior . Macromolecules , 2008 . 41 2459 - 2466 . DOI: 10.1021/ma702590j http://doi.org/10.1021/ma702590j .
Tejedor, R. M.; Serrano, J.-L.; Oriol, L. . Photocontrol of supramolecular architecture in azopolymers: achiral and chiral aggregation . Eur. Polym. J. , 2009 . 45 2564 - 2571 . DOI: 10.1016/j.eurpolymj.2009.05.010 http://doi.org/10.1016/j.eurpolymj.2009.05.010 .
Duan, P.; Li, Y.; Li, L.; Deng, J.; Liu, M. . Multiresponsive chiroptical switch of an azobenzene-containing lipid: solvent, temperature, and photoregulated supramolecular chirality . J. Phys. Chem. B , 2011 . 115 3322 - 3329 . DOI: 10.1021/jp110636b http://doi.org/10.1021/jp110636b .
Yin, L.; Zhao, Y.; Jiang, S. Q.; Wang, L. B.; Zhang, Z. B.; Zhu, J.; Zhang, W.; Zhu, X. L. . Preferential chiral solvation induced supramolecular chirality in optically inactive star Azo polymers: photocontrollability, chiral amplification and topological effects . Polym. Chem. , 2015 . 6 7045 - 7052 . DOI: 10.1039/C5PY01175B http://doi.org/10.1039/C5PY01175B .
Lu, J. J.; Jiang, G. Q.; Zhang, Z. B.; Zhang, W.; Yang, Y. G.; Wang, Y.; Zhou, N. C.; Zhu, X. L. . A cyclic azobenzenophane-based smart polymer for chiroptical switches . Polym. Chem. , 2015 . 6 8144 - 8149 . DOI: 10.1039/C5PY01301A http://doi.org/10.1039/C5PY01301A .
Yin, L.; Liu, M.; Zhao, Y.; Zhang, S. S.; Zhang, W.; Zhang, Z. B.; Zhu, X. L. . Supramolecular chirality induced by chiral solvation in achiral cyclic Azo-containing polymers: topological effects on chiral aggregation . Polym. Chem. , 2018 . 9 769 - 776 . DOI: 10.1039/C7PY02002C http://doi.org/10.1039/C7PY02002C .
Cheng, X. X.; Miao, T. F.; Yin, L.; Ji, Y. J.; Li, Y. Y.; Zhang, Z. B.; Zhang, W.; Zhu, X. L. . In situ controlled construction of a hierarchical supramolecular chiral liquid-crystalline polymer assembly . Angew. Chem. Int. Ed. , 2020 . 59 9669 - 9677 . DOI: 10.1002/anie.202001657 http://doi.org/10.1002/anie.202001657 .
Benetti, E. M.; Sui, X.; Zapotoczny, S.; Vancso, G. J. . Surface-grafted gel-brush/metal nanoparticle hybrids . Adv. Funct. Mater. , 2010 . 20 939 - 944 . DOI: 10.1002/adfm.200902114 http://doi.org/10.1002/adfm.200902114 .
Barrio, J.; Tejedor, R. M.; Chinelatto, L. S.; Sánchez, C.; Piñol, M.; Oriol, L. . Bistable mesomorphism and supramolecular stereomutation in chiral liquid crystal azopolymers . J. Mater. Chem. , 2009 . 19 4922 - 4930 . DOI: 10.1039/b901384a http://doi.org/10.1039/b901384a .
Li, Q.; Zhang, L.; Zhang, Z.; Zhou, N.; Cheng, Z.; Zhu, X. . Air-tolerantly surface-initiated AGET ATRP mediated by iron catalyst from silica nanoparticles . J. Polym. Sci. Part A: Polym. Chem. , 2010 . 48 2006 - 2015 . DOI: 10.1002/pola.23968 http://doi.org/10.1002/pola.23968 .
Stöber, W.; Fink, A.; Bohn, E. . Controlled growth of monodisperse silica spheres in the micron size range . J. Colloid Interface Sci. , 1968 . 26 62 - 69 . DOI: 10.1016/0021-9797(68)90272-5 http://doi.org/10.1016/0021-9797(68)90272-5 .
Khabibullin, A.; Mastan, E.; Matyjaszewski, K.; Zhu, S. . Surface-initiated atom transfer radical polymerization . Adv. Polym. Sci. , 2015 . 270 29 - 76 . .
Mastan, E.; Xi, L.; Zhu, S. . What limits the chain growth from flat surfaces in surface-initiated ATRP: propagation, termination or both? . Macromol. Theor. Simul. , 2015 . 24 89 - 99 . DOI: 10.1002/mats.201400085 http://doi.org/10.1002/mats.201400085 .
Bombalski, L.; Min, K.; Dong, H. C.; Tang, C. B.; Matyjaszewski, K. . Preparation of well-defined hybrid materials by ATRP in miniemulsion . Macromolecules , 2007 . 40 7429 - 4732 . DOI: 10.1021/ma071408k http://doi.org/10.1021/ma071408k .
Pyun, J.; Jia, S.; Kowalewski, T.; Patterson, G. D.; Matyjaszewski, K. . Synthesis and characterization of organic/inorganic hybrid nanoparticles: kinetics of surface-initiated atom transfer radical polymerization and morphology of hybrid nanoparticle ultrathin films . Macromolecules , 2003 . 36 5094 - 5104 . DOI: 10.1021/ma034188t http://doi.org/10.1021/ma034188t .
Wang, D. R.; Wang, X. G. . Amphiphilic azo polymers: molecular engineering, self-assembly and photoresponsive properties . Prog. Polym. Sci. , 2013 . 38 271 - 301 . DOI: 10.1016/j.progpolymsci.2012.07.003 http://doi.org/10.1016/j.progpolymsci.2012.07.003 .
Deng, W.; Brulet, A.; Albouy, P. A.; Keller, P.; Wang, X. G.; Li, M. H. . Morphology study of a series of azobenzene-containing side-on liquid crystalline triblock copolymers . Chinese J. Polym. Sci. , 2012 . 30 258 - 268 . DOI: 10.1007/s10118-012-1117-3 http://doi.org/10.1007/s10118-012-1117-3 .
Yu, H. T.; Tang, J. W.; Feng, Y. Y.; Feng, W. . Structural design and application of azo-based supramolecular polymer systems . Chinese J. Polym. Sci. , 2019 . 37 1183 - 1199 . DOI: 10.1007/s10118-019-2331-z http://doi.org/10.1007/s10118-019-2331-z .
Tejedor, R. M.; Oriol, L.; Serrano, J. L.; Urena, F. P.; Gonzalez, J. J. L. . Photoinduced chiral nematic organization in an achiral glassy nematic azopolymer . Adv. Funct. Mater. , 2007 . 17 3486 - 3492 . DOI: 10.1002/adfm.200700202 http://doi.org/10.1002/adfm.200700202 .
Jiang, S. Q.; Zhao, Y.; Wang, L. B.; Yin, L.; Zhang, Z. B.; Zhu, J.; Zhang, W.; Zhu, X. L. . Photocontrollable induction of supramolecular chirality in achiral side chain Azo-containing polymers through preferential chiral solvation . Polym. Chem. , 2015 . 6 4230 - 4239 . DOI: 10.1039/C5PY00496A http://doi.org/10.1039/C5PY00496A .
Huang, S.; Chen, Y.; Ma, S.; Yu, H. . Hierarchical self-assembly in liquid-crystalline block copolymers enabled by chirality transfer . Angew. Chem. Int. Ed. , 2018 . 57 12524 - 12528 . DOI: 10.1002/anie.201807379 http://doi.org/10.1002/anie.201807379 .
Miao, T. F.; Yin, L.; Cheng, X. X.; Zhao, Y.; Hou, W. J.; Zhang, W.; Zhu, X. L. . Chirality construction from preferred π - π stacks of achiral azobenzene units in polymer: chiral induction, transfer and memory . Polymers , 2018 . 10 612 DOI: 10.3390/polym10060612 http://doi.org/10.3390/polym10060612 .
Zhao, Y.; Rahirn, N. A. A.; Xia, Y. J.; Fujiki, M.; Song, B.; Zhang, Z. B.; Zhang, W.; Zhu, X. L. . Supramolecular chirality in achiral polyfluorene: chiral gelation, memory of chirality, and chiral sensing property . Macromolecules , 2016 . 49 3214 - 3221 . DOI: 10.1021/acs.macromol.6b00376 http://doi.org/10.1021/acs.macromol.6b00376 .
0
Views
147
Downloads
1
CSCD
Publicity Resources
Related Articles
Related Author
Related Institution
京公网安备11010802046900号