Citation: LIU Yun, HE You-Zhou, YUAN Li-Hua, FENG Wen. Synthesis and Self-Assembly of an Oli aramide Containing Multiple Hydrogen Bonds[J]. Acta Physico-Chimica Sinica, ;2011, 27(04): 918-924. doi: 10.3866/PKU.WHXB20110403 shu

Synthesis and Self-Assembly of an Oli aramide Containing Multiple Hydrogen Bonds

1.
Key Laboratory for Radiation Physics and Technology of Ministry of Education, College of Chemistry, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, P. R. China

Received Date: 13 December 2010
Available Online: 24 February 2011
Fund Project: 国家自然科学基金(20874062)资助项目 (20874062)

An oli aramide duplex containing multiple hydrogen bonds was found to under self-assembly in the absence of its corresponding complementary strand. The self-assembly behavior of the molecular oli aramide was examined using multiple techniques including ultraviolet-visible (UV-Vis) spectrum, dynamic light scattering (DLS), scanning electron microscopy (SEM), and transmission electron microscopy (TEM). The result from the UV-Vis experiment indicated a hypsochromic shift within the ultraviolet region in 1,2-dichloroethane with increasing temperature, suggesting partial disintegration of supramolecular aggregates. The oli aramide was found to self-assemble in solvents of different polarity presenting different types of morphologies. For example, reticulation-like morphology was observed when using toluene as a solvent; an irregular honeycomb appeared in the mixed, relatively less polar dichloromethane and cyclohexane. In addition, stable solid balls formed instead of vesicles upon self-assembling in a mixed polar solvent of chloroform and methanol. The diameters of these spherical aggregates increased with concentration. Furthermore, the transformation of assemblies from tubular fibers in hot acetonitrile to solid spherical aggregates was observed upon cooling.
- Oli aramide,
- Hydrogen bond,
- Self-assembly,
- Solid ball,
- Temperature
1. [1]
  
  (1) Elemans, J. A. A. W.; Hameren, R. V.; Nolte, R. J. M.; Rowan, A. E. Adv. Mater. 2006, 18, 1251.
2. [2]
  (2) Kato, T. Science 2002, 295, 2414.
3. [3]
  (3) Dietz, H.; Douglas S. M.; Shih, W. M. Science 2009, 325, 725.
4. [4]
  (4) Douglas, T.; Young, M. Nature 1998, 393, 152.
5. [5]
  (5) Du, C.; Falini, G.; Fermani, S.; Abbott, C.; Moradian-Oldak, J. Science 2005, 307, 1450.
6. [6]
  (6) Cheng, X. H.; Ju, X. P.; Hoeger, S. Chin. J. Org. Chem. 2006, 26, 733.
7. [7]
  [程晓红, 鞠秀萍, Hoeger, S. 有机化学, 2006, 26, 733.]
8. [8]
  (7) Ryu, J.-H.; Hong, D.-J.; Lee, M. Chem. Commun. 2008, 1043.
9. [9]
  (8) Shimizu, T.; Masuda, M.; Minamikawa, H. Chem. Rev. 2005, 105, 1401.
10. [10]
  (9) Hoeben, F. J. M.; Jonkheijm, P.; Meijer, E. W.; Schening, A. P. H. J. Chem. Rev. 2005, 105, 1491.
11. [11]
  (10) Ulijn, R. V.; Smith, A. M. Chem. Soc. Rev. 2008, 37, 664.
12. [12]
  (11) Zhao, X. J.; Zhang, S. G. Chem. Soc. Rev. 2006, 35, 1105.
13. [13]
  (12) Yang, Y. A.; Yuan, L. H.; Hu, J. C.; Zou, S. L.; Feng, W.; ng, B. Acta Phys. -Chim. Sin. 2010, 26, 1557
14. [14]
  [杨永安, 袁立华, 胡晋川, 邹树良, 冯文, 龚兵. 物理化学学报, 2010, 26, 1557]
15. [15]
  (13) Jung, J. H.; John, G.; Yoshida, K.; Shimizu, T. J. Am. Chem. Soc. 2002, 124, 10674.
16. [16]
  (14) Bhattacharya, S.; Acharya, S. N. G. Chem. Mater. 1999, 11, 3504.
17. [17]
  (15) Hartgerink, J. D.; Beniash, E.; Stupp, S. I. Science 2001, 294, 1684.
18. [18]
  (16) Lim, Y. B.; Lee, E.; Lee, M. Angew. Chem. Int. Edit. 2007, 46, 9011.
19. [19]
  (17) Zhang, J.; Song, Y. F.; Cronin, L.; Liu, T. B. J. Am. Chem. Soc. 2008, 130, 14408.
20. [20]
  (18) Shirakawa, M.; Fujita, N.; Tani, T.; Kaneko, K.; Ojima, M.; Fujii, A.; Ozaki, M.; Shinkai, S. Chem. Eur. J. 2007, 13, 4155.
21. [21]
  (19) Liang, Q.; Guan, B.; Jiang, M. Pro. Chem. 2010, 22, 388
22. [22]
  [梁清, 官冰, 江明. 化学进展, 2010, 22, 388]
23. [23]
  (20) Kim, H. J.; Lee, J.; Kim, T. H.; Lee, T. S.; Kim, J. Adv. Mater. 2008, 20, 1117.
24. [24]
  (21) Kim, J. K.; Lee, E. Lim, Y. B.; Lee, M. Angew. Chem. Int. Edit. 2008, 47, 4662.
25. [25]
  (22) Che, Y.; Datar, A., Balakrishnan, K.; Zhang, L. J. Am. Chem. Soc. 2007, 129, 7234.
26. [26]
  (23) Hill, J. P.; Jin, W. S.; Kosaka, A.; Fukushima, T.; Ichihara, H.; Shimomura, T.; Ito, K.; Hashizume, T.; Ishii, N.; Aida, T. Science 2004, 304, 1481.
27. [27]
  (24) Diegelmann, S. R.; rham, J. M.; Tovar, J. D. J. Am. Chem. Soc. 2008, 130, 13840.
28. [28]
  (25) Li, C. Z.; Jang, X. K.; Li, Z. T.; Gao, X.; Wang, J. R. Chin. J. Org. Chem. 2007, 27, 188.
29. [29]
  [李昌治, 蒋锡夔, 黎占亭, 高翔, 王金瑞. 有机化学, 2007, 27, 188.]
30. [30]
  (26) Wang, C.; Yin, S. C.; Chen, S. L.; Xu, H. P.; Wang, Z. Q.; Zhang, X. Angew. Chem. Int. Edit. 2008, 47, 9049.
31. [31]
  (27) Alfonso, I.; Bru, M.; Burguete, M. I.; García-Verdu , E.; Luis, S. V. Chem. Eur. J. 2010, 16, 1246.
32. [32]
  (28) Balakrishnan, K.; Datar, A.; Naddo, T.; Huang, J. L.; Oitker, R.; Yen, M.; Zhao, J. C.; Zang, L. J. Am. Chem. Soc. 2006, 128, 7390.
33. [33]
  (29) Yang, X. W.; ng, B. Angew. Chem. Int. Edit. 2005, 44, 1352.
34. [34]
  (30) Yang, X. W.; Hua, F. J.; Yamato, K.; Ruckenstein, E.; ng, B.; Kim, W.; Ryu, C. Y. Angew. Chem. Int. Edit. 2004, 43, 6471.
35. [35]
  (31) Cao, R. K.; Zhou, J. J.; Wang, W.; Feng, W.; Li, X. H.; Zhang, P. H.; Deng, P. C.; Yuan, L. H.; ng, B. Org. Lett. 2010, 12, 2958.
36. [36]
  (32) Zeng, H. Q.; Miller, R. S.; Flowers, R. A.; ng, B. J. Am. Chem. Soc. 2000, 122, 2635.
37. [37]
  (33) Balakrishnan, K.; Datar, A.; Oitker, R.; Chen, H.; Zuo, J. M.; Zang, L. J. Am. Chem. Soc., 2005, 127, 10496.
38. [38]
  (34) Jonkheijm, P.; Miura, A.; Zdanowska, M.; Hoeben, F. J. M.; Feyter, S. D.; Schenning, A. H. J.; Schryver, F. C. D.; Meijer, E. W. Angew. Chem. Int. Edit. 2004, 116, 74.
39. [39]
  (35) Jun, Y. J.; Toti, U. S.; Kim, H. Y.; Yu, J. Y.; Jeong, B.; Jun, M. J.; Sohn, Y. S. Angew. Chem. Int. Edit. 2006, 45, 6173.
40. [40]
  (36) Zhou, X. H.; Luo, J. D.; Huang, S.; Kim, T. D.; Shi, Z. W.; Cheng, Y. J.; Jang, S. H.; Knorr, J. D. B.; Overney, R. M.; Jen, A. K. Y. Adv. Mater. 2009, 21, 1976.
41. [41]
  (37) Wang, D. G.; Hsu, J. F.; Baguia, M.; Dusevich, V.; Wang, Y.; Liu, Y.; Holdera, A. J.; Peng, Z. H. Tetrahedron Lett. 2009, 2147.
1. [1]
  Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
2. [2]
  Ruoxi Sun , Yiqian Xu , Shaoru Rong , Chunmiao Han , Hui Xu . The Enchanting Collision of Light and Time Magic: Exploring the Footprints of Long Afterglow Lifetime. University Chemistry, 2024, 39(5): 90-97. doi: 10.3866/PKU.DXHX202310001
3. [3]
  Yinglian LI , Chengcheng ZHANG , Xinyu ZHANG , Xinyi WANG . Spin crossover in [Co(pytpy)₂]²⁺ complexes modified by organosulfonate anions. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1162-1172. doi: 10.11862/CJIC.20240087
4. [4]
  Shihui Shi , Haoyu Li , Shaojie Han , Yifan Yao , Siqi Liu . Regioselectively Synthesis of Halogenated Arenes via Self-Assembly and Synergistic Catalysis Strategy. University Chemistry, 2024, 39(5): 336-344. doi: 10.3866/PKU.DXHX202312002
5. [5]
  Xiaofei NIU , Ke WANG , Fengyan SONG , Shuyan YU . Self-assembly of [Pd₆(L)₄]⁸⁺-type macrocyclic complexes for fluorescent sensing of HSO₃^-. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1233-1242. doi: 10.11862/CJIC.20240057
6. [6]
  Fengqiao Bi , Jun Wang , Dongmei Yang . Specialized Experimental Design for Chemistry Majors in the Context of “Dual Carbon”: Taking the Assembly and Performance Evaluation of Zinc-Air Fuel Batteries as an Example. University Chemistry, 2024, 39(4): 198-205. doi: 10.3866/PKU.DXHX202311069
7. [7]
  Hao Wu , Zhen Liu , Dachang Bai . ¹H NMR Spectrum of Amide Compounds. University Chemistry, 2024, 39(3): 231-238. doi: 10.3866/PKU.DXHX202309020
8. [8]
  Guimin ZHANG , Wenjuan MA , Wenqiang DING , Zhengyi FU . Synthesis and catalytic properties of hollow AgPd bimetallic nanospheres. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 963-971. doi: 10.11862/CJIC.20230293
9. [9]
  Chi Li , Jichao Wan , Qiyu Long , Hui Lv , Ying Xiong . N-Heterocyclic Carbene (NHC)-Catalyzed Amidation of Aldehydes with Nitroso Compounds. University Chemistry, 2024, 39(5): 388-395. doi: 10.3866/PKU.DXHX202312016
10. [10]
  Meijin Li , Xirong Fu , Xue Zheng , Yuhan Liu , Bao Li . The Marvel of NAD⁺: Nicotinamide Adenine Dinucleotide. University Chemistry, 2024, 39(9): 35-39. doi: 10.12461/PKU.DXHX202401027
11. [11]
  Hong Zheng , Xin Peng , Chunwang Yi . The Tale of Caprolactam Cyclic Oligomers: The Ever-changing Life of “Princess Cyclo”. University Chemistry, 2024, 39(9): 40-47. doi: 10.12461/PKU.DXHX202403058
12. [12]
  Yuena Yu , Fang Fang . Microwave-Assisted Synthesis of Safinamide Methanesulfonate. University Chemistry, 2024, 39(11): 210-216. doi: 10.3866/PKU.DXHX202401076
13. [13]
  Xiutao Xu , Chunfeng Shao , Jinfeng Zhang , Zhongliao Wang , Kai Dai . Rational Design of S-Scheme CeO₂/Bi₂MoO₆ Microsphere Heterojunction for Efficient Photocatalytic CO₂ Reduction. Acta Physico-Chimica Sinica, 2024, 40(10): 2309031-. doi: 10.3866/PKU.WHXB202309031
14. [14]
  Jiaxing Cai , Wendi Xu , Haoqiang Chi , Qian Liu , Wa Gao , Li Shi , Jingxiang Low , Zhigang Zou , Yong Zhou . 具有0D/2D界面的InOOH/ZnIn₂S₄空心球S型异质结用于增强光催化CO₂转化性能. Acta Physico-Chimica Sinica, 2024, 40(11): 2407002-. doi: 10.3866/PKU.WHXB202407002

Get Citation

PDF

XML

Metrics

PDF Downloads(1225)
Abstract views(2437)
HTML views(4)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142