|
|
|
| Preparation of single-handed helical phenolic resin nanofibers using a supramolecular templating method |
| Li-Qing Ma, Hao Chen, Yong-Min Guo, Bao-Zong Li, Yi Li |
| Jiangsu Key Laboratory of Advanced Functional Polymer Design and Application, Department of Polymer Science and Engineering, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China |
|
|
|
|
Abstract Single-handed helical phenolic resin nanofibers were synthesized through a supramolecular templating approach using the supramolecular self-assemblies of a pair of chiral low-molecular-weight amphiphiles as the templates and 2,4-dihydroxybenzoic acid and formaldehyde as the precursors. The phenolic resin nanofibers were characterized using field-emission scanning electron microscopy, transmission electron microscopy and diffused reflection circular dichroism. The results indicated that the chirality of the supramolecular self-assemblies was successfully transferred to the phenolic resin nanofibers. The left-and right-handed helical phenolic resin nanofibers exhibited opposite optical activity.
|
|
Received: 14 March 2014
Published: 02 June 2014
|
| Fund: This work was supported by the Natural Science Foundation of Jiangsu Province (No. BK2011354), the Priority Academic Program Development of Jiangsu High Education Institutions (PAPD, No. YX10900114), and the National Natural Science Foundation of China (No. 21104053).(PAPD, No. YX10900114). |
|
Corresponding Authors:
Bao-Zong Li
E-mail: libaozong@suda.edu.cn
|
|
|
|
| [13] |
Y. Li, B.Z. Li, Z.J. Yan, et al., Preparation of chiral mesoporous silica nanotubes and nanoribbons using a dual-templating approach, Chem. Mater. 25 (2013) 307-312.
|
| [7] |
X.T. Zhang, J. Zhang, W.H. Song, Z.F. Liu, Controllable synthesis of conducting polypyrrole nanostructures, J. Phys. Chem. B 110 (2006) 1158-1165.
|
| [10] |
L.A.P. Kane-Maguire, G.G. Wallace, Chiral conducting polymers, Chem. Soc. Rev. 39 (2010) 2545-2547.
|
| [11] |
X.J. Meng, T. Yokoi, D.L. Lu, T. Tatsumi, Synthesis and characterization of chiral periodic mesoporous organosilicas, Angew. Chem. Int. Ed. 46 (2007) 7796-7798.
|
| [12] |
P. Yuan, L.Z. Zhao, N. Liu, et al., Periodic mesoporous organosilicas with helical and concentric circular pore architectures, Chem. Eur. J. 15 (2009) 11319-11325.
|
| [5] |
J.H. Jung, K. Yoshida, T. Shimizu, Creation of novel double-helical silica nanotubes using binary gel system, Langmuir 18 (2002) 8724-8727.
|
| [9] |
T. Shiraki, A. Dawn, Y. Tsuchiya, T. Yamamoto, S. Shinkai, Unexpected chiral induction from achiral cationic polythiophene aggregates and its application to the sugar pattern recognition, Chem. Commun. 48 (2012) 7091-7093.
|
| [15] |
C.D. Liang, K.L. Hong, G.A. Guiochon, J.W. Mays, S. Dai, Synthesis of a large-scale highly ordered porous carbon film by self-assembly of block copolymers, Angew. Chem. Int. Ed. 43 (2004) 5785-5789.
|
| [16] |
C.D. Liang, S. Dai, Synthesis of mesoporous carbon materials via enhanced hydrogen-bonding interaction, J. Am. Chem. Soc. 128 (2006) 5316-5317.
|
| [18] |
F.Q. Zhang, Y. Meng, D. Gu, et al., A facile aqueous route to synthesize highly ordered mesoporous polymers and carbon frameworks with Ia3d bicontinuous cubic structure, J. Am. Chem. Soc. 127 (2005) 13508-13509.
|
| [20] |
A.H. Lu, G.P. Hao, Q. Sun, Can carbon spheres be created through the stçber method? Angew. Chem. Int. Ed. 50 (2011) 9023-9025.
|
| [22] |
Y.G. Yang, M. Suzuki, H. Fukui, H. Shirai, K. Hanabusa, Preparation of helical mesoporous silica and hybrid silica nanofibers using hydrogelator, Chem. Mater. 18 (2006) 1324-1329.
|
| [2] |
J.J. Xie, H.B. Qiu, S.A. Che, Handedness inversion of chiral amphiphilic molecular assemblies evidenced by supramolecular chiral imprinting in mesoporous silica assemblies, Chem. Eur. J. 18 (2012) 2559-2564.
|
| [6] |
F.W. Hou, L.M. Wu, Y.M. Guo, Y. Li, B.Z. Li, A chirality indicator for the walls and the surfaces of silica nanotubes, Chin. Chem. Lett. 24 (2013) 770-772.
|
| [14] |
Y. Meng, D. Gu, F.Q. Zhang, et al., Ordered mesoporous polymers and homologous carbon frameworks: amphiphilic surfactant templating and direct transformation, Angew. Chem. Int. Ed. 44 (2005) 7053-7059.
|
| [19] |
Y.X. Zhang, X.J. Zhang, Effects of phenol formaldehyde resin on pore size and orderliness of mesoporous carbon, Chem. Ind. Eng. Prog. 9 (2010) 1700-1704.
|
| [21] |
Y. Li, S.B. Wang, M. Xiao, B.Z. Li, Y.G. Yang, Chirality of the 1,4-phenylene-silica nanoribbons at the nano and angstrom levels, Nanotechnology 24 (2013) 1-6.
|
| [3] |
Y.G. Yang, M. Suzuki, H. Shirai, A. Kurose, K. Hanabusa, Nanofiberization of inner helical mesoporous silica using chiral gelator as template under a shear flow, Chem. Commun. 15 (2005) 2032-2034.
|
| [4] |
A.M. Seddon, H.M. Patel, S.L. Burkettand, S. Mann, Chiral templating of silica-lipid lamellar mesophase with helical tubular architecture, Angew. Chem. Int. Ed. 41 (2002) 2988-2991.
|
| [17] |
S. Tanaka, N. Nishiyama, Y. Egashira, K. Ueyama, Synthesis of ordered mesoporous carbons with channel structure from an organic-organic nanocomposite, Chem. Commun. (2005) 2125-2127.
|
| [23] |
S. Valkama, A. Nykänen, H. Kosonen, et al., Hierarchical porosity in self-assembled polymers: post-modification of block copolymer-phenolic resin complexes by pyrolysis allows the control of micro-and mesoporosity, Adv. Funct. Mater. 17 (2007) 183-190.
|
| [1] |
J.H. Jung, Y. Ono, K. Hanabusa, S. Shinkai, Creation of both right-handed and lefthanded silica structures by sol-gel transcription of organogel fibers comprised of chiral diaminocyclohexane derivatives, J. Am. Chem. Soc. 122 (2000) 5008-5009.
|
| [8] |
C.X. Fan, H.B. Qiu, J.F. Ruan, et al., Formation of chiral mesopores in conducting polymers by chiral-lipid-ribbon templating and “seeding” route, Adv. Funct. Matter. 18 (2008) 2699-2707.
|
|
|
|
