Citation: CUI Xiao-Yan, HAN Shu-Hua, SUN Yuan-Yuan, WANG Sha-Sha, QIU Xiao-Yong, GAO Meng. Synthesis and Optical Properties of Organic-Inorganic Hybrid Mesoporous Materials with Naphthalene Bridging Groups[J]. Acta Physico-Chimica Sinica, ;2013, 29(03): 639-645. doi: 10.3866/PKU.WHXB201212201 shu

Synthesis and Optical Properties of Organic-Inorganic Hybrid Mesoporous Materials with Naphthalene Bridging Groups

1.
Key Laboratory of Colloid and Interface Chemistry of Ministry of Education, Shandong University, Jinan 250100, P. R. China

Received Date: 20 September 2012
Available Online: 20 December 2012
Fund Project: 国家自然科学基金(50572057, 21033005) (50572057, 21033005)山东省自然科学基金(ZR2010BM026)资助项目 (ZR2010BM026)

Ordered naphthalene-bridged hybrid periodic mesoporous organosilicas (PMOs) were synthesized by co-condensation of 2,7-bis(3-triethoxysilylpropylaminocarbonyloxy) naphthalene (NIS) and tetraethoxy orthosilane (TEOS) using cationic trimeric surfactant C₁₀H₂₁N⁺(CH₃)₂(CH₂)₂N⁺(CH₃)(C₁₀H₂₁)(CH₂)₂N⁺(CH₃)₂C₁₀H₂₁]·3Br^? as a structure-directing agent. The resulting samples were characterized by powder X-ray diffraction, high resolution transmission electron microscopy, nitrogen adsorption-desorption, and differential scanning calorimetry/thermogravimetric analysis. Ordered mesoporous hybrid materials with a crystal-like pore wall formed when the molar ratio of NIS to the sum of NIS and TEOS was 40%. When this value is below or above 40%, ordered mesoporous hybrid materials with amorphous phase in the pore walls, and nonporous hybrid materials are obtained, respectively. As the number of naphthyl groups in the pore walls increases, the thermal stability of the hybrid materials is enhanced through the strong π-π interactions between organic groups. Because of the fluorescent naphthyl groups in the silica framework, the PMOs exhibit optical behavior consistent with excimer formation. Absorption spectra of the PMOs show blue shifts compared with that of the precursor (NIS), suggesting the formation of aggregates in the pore walls of the hybrid materials. As the molar ratio of NIS to the sum of NIS and TEOS increases, the fluorescence quantum yield of the PMOs decreases through fluorescence quenching caused by aggregation of naphthyl groups.
1. [1]
  
  (1) Mizoshita, N.; Tani, T.; Inagaki, S. Chem. Soc. Rev. 2011, 40,789. doi: 10.1039/c0cs00010h
2. [2]
  (2) Hoffmann, F.; Cornelius, M.; Morell, J.; Froba, M. Angew.Chem. Int. Edit. 2006, 45, 3216.
3. [3]
  (3) Fujita, S.; Inagaki, S. Chem. Mater. 2008, 20, 891. doi: 10.1021/cm702271v
4. [4]
  (4) Wirnsberger, G.; Scott, B. J.; Stucky, G. D. Chem. Commun.2001, 119.
5. [5]
  (5) Hernandez, R.; Franville, A. C.; Minoofar, P.; Dun, B.; Zink, J.I. J. Am. Chem. Soc. 2001, 123, 1248. doi: 10.1021/ja003634e
6. [6]
  (6) Minoofar, P. N.; Hernandez, R.; Chia, S.; Dunn, B.; Zink, J. I.;Franville, A. C. J. Am. Chem. Soc. 2002, 124, 14388. doi: 10.1021/ja020817n
7. [7]
  (7) Yang, Q.; Liu, J.; Yang, J.; Kapoor, M. P.; Inagaki, S.; Li, C.J. Catal. 2004, 228, 265. doi: 10.1016/j.jcat.2004.09.007
8. [8]
  (8) to, Y.; Mizoshita, N.; Ohtani, O.; Okada, T.; Shimada, T.;Tani, T.; Inagaki, S. Chem. Mater. 2008, 20, 4495. doi: 10.1021/cm800492s
9. [9]
  (9) Wong, E. M.; Markowitz, M. A.; Qadri, S. B.; lledge, S.;Castner, D. G.; Gaber, B. P. J. Phys. Chem. B 2002, 106, 6652.doi: 10.1021/jp014201g
10. [10]
  (10) Rebbin, V.; Schmidt, R.; Froba, M. Angew. Chem. Int. Edit.2006, 45, 5210.
11. [11]
  (11) Zhao, H. M.; Lin, D.; Yang, G.; Chun, Y.; Xu, Q. H. ActaPhys. -Chim. Sin. 2012, 28, 985. [赵会民, 林丹, 杨刚,淳远, 须沁华. 物理化学学报, 2012, 28, 985.] doi: 10.3866/PKU.WHXB201202071
12. [12]
  (12) Ji, Q.; Miyahara, M.; Hill, J. P.; Acharya, A.; Vinu, A.; Yoon, S.K.; Yu, J. S.; Sakamoto, K.; Ariga, K. J. Am. Chem. Soc. 2008,130, 2376. doi: 10.1021/ja076139s
13. [13]
  (13) Angelome, P. C.; Soller-Ilia, G. J. A. A. Chem. Mater. 2005, 17,322. doi: 10.1021/cm048559b
14. [14]
  (14) Gao, G. D.; Li, J.; Zhang, A. Y.; An, X. H.; Zhou, L. ActaPhys. -Chim. Sin. 2010, 26, 2437. [高冠道, 李婧, 张爱勇,安晓红, 周蕾. 物理化学学报, 2010, 26, 2437.] doi: 10.3866/PKU.WHXB20100910
15. [15]
  (15) Inagaki, S.; Guan, S.; Fukushima, Y.; Ohsuna, T.; Terasaki, O.J. Am. Chem. Soc. 1999, 121, 9611. doi: 10.1021/ja9916658
16. [16]
  (16) Melde, B. J.; Holland, B. T.; Blanford, C. F.; Stein, A. Chem.Mater. 1999, 11, 3302. doi: 10.1021/cm9903935
17. [17]
  (17) Asefa, T.; MacLachlan, M. J.; Coombs, N.; Ozin, G. A. Nature1999, 402, 867.
18. [18]
  (18) Yoshina-Ishii, C.; Azefa, T.; Coombs, N.; MacLachlan, M. J.;Ozin, G. A. Chem. Commun. 1999, 2539.
19. [19]
  (19) Fujita, S.; Inagaki, S. Chem. Mater. 2008, 20, 891. doi: 10.1021/cm702271v
20. [20]
  (20) Inagaki, S.; Ohtani, O.; to, Y.; Okamoto, K.; Ikai, M.;Yamanaka, K.; Tani, T.; Okada, T. Angew. Chem. Int. Edit. 2009,48, 4042. doi: 10.1002/anie.v48:22
21. [21]
  (21) Liu, A. F.; Han, S. H.; Che, H.W.; Hua, L. Langmuir 2010, 26,3555. doi: 10.1021/la904052k
22. [22]
  (22) Wang, X.; Lu, D.; Austin, R.; Agarwal, A.; Mueller, L. J.; Liu,Z.;Wu, J.; Feng, P. Langmuir 2007, 23, 5735. doi: 10.1021/la063507h
23. [23]
  (23) Shea, K. J.; Loy, D. A.;Webster, O. J. Am. Chem. Soc. 1992,114, 6700. doi: 10.1021/ja00043a014
24. [24]
  (24) Loy, D. A.; Jamison, G. M.; Baugher, B. M.; Myers, S. A.;Assink, R. A.; Shea, K. J. Chem. Mater. 1996, 8, 656. doi: 10.1021/cm950067z
25. [25]
  (25) Zhao, X. S.; Lu, G. Q.; Hu, X. Chem. Commun. 1999, 1391.
26. [26]
  (26) Shen, J. L.; Yang, X. G.; Huang, L.; Shen, Q. L.; Liu, Z. H.;Zhang, F. J. Acta Phys. -Chim. Sin. 2012, 28, 1992. [申剑磊,杨新国, 黄燎, 沈启立, 刘振辉, 张凤菊. 物理化学学报,2012, 28, 1992.] doi: 10.3866/PKU.WHXB201205282
27. [27]
  (27) Chen, G. Z.; Huang, X. Z.; Zheng, Z. Z.; Xu, J. G.;Wang, Z. B.Fluorescence Analyzing Technology, 2nd ed.; Science Press:Beijing, 1990; p 38. [陈国珍, 黄贤智, 郑朱梓, 徐金钩, 王尊本. 荧光分析技术. 第二版. 北京: 科学出版社, 1990: 38.]
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