Citation: Peng Jun, Xing Yuxiu, Xu Kai. A Study on Synthesis of Janus Heterofunctional Cubic Silsesquioxanes[J]. Chinese Journal of Organic Chemistry, ;2017, 37(3): 636-645. doi: 10.6023/cjoc201608032 shu

A Study on Synthesis of Janus Heterofunctional Cubic Silsesquioxanes

  • Corresponding author: Peng Jun, pengjun3032@126.com Xu Kai, xk@gic.ac.cn
  • Received Date: 31 August 2016
    Revised Date: 22 November 2016

    Fund Project: the Guangzhou Science and Technology Plan Projects 201505051006333Project supported by the National Natural Science Foundation of China 21174162the Province Natural Science Fund of Guangdong Province 2016A030313162

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  • Design and synthesis of well-defined hetero-functional cubic silsesquioxane remain as international research focuses and challenges. In this work, we demonstrated in detail the synthesis of two Janus hetero-functional cubic silsesquioxane. We applied similar "bottom-up" method to construct the aimed Janus HFCSQ, which was carried out by using cyclic tetrasiloxanes as synthetic platforms and followed by further hydrolysis and cage-closure. The obtained products exhibited good solubility in THF, CHCl3 and DMSO, which embodied themselves potential use in further derivations and processing. The precise structure of these obtained Janus HFCSQ were fully characterized by FTIR, 1H NMR, Maldi-tof MS, 29Si NMR, WAXD and TGA. Red-shifts observed from Photoluminescence UV-vis analysis further confirmed extended conjugation of the silsesquioxane cages, which in turn proved the formation of completed cages.This work provided us a versatile novel method to prepare the resulting Janus HFCSQs, which can widely expand the species of silsesquioxane monomers and applications as well.
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    1. [1]

      (a) Dickson, W.; Beckett, S.; McClatchey, C.; Murphy, A.; O'Connor, D.; Wurtz, G. A.; Pollard, R.; Zayats, A. V. Adv. Mater. 2015, 27, 5974.
      (b) Wang, L.; Li, X.; Zheng, F.; Guo, Y.; Zhang, Z.; Chi, H.; Dong, Y.; Wang, C.; Lu, G. Acta Chim. Sinica 2016, 74, 259 (in Chinese).
      (王雷, 李雪, 郑斐, 郭玉鑫, 张志强, 迟海军, 董岩, 王翠苹, 卢公昊, 化学学报, 2016, 74, 259.)
      (c) Luo, M.; Ge, J.; Sun, W.; Zhai, H. Acta Chim. Sinica 2016, 74, 839 (in Chinese).
      (罗曼琳, 葛峻羽, 孙文正, 翟慧芳, 化学学报, 2016, 74, 839.)

    2. [2]

      Lee, A. S. S.; Lee, J. H.; Lee, J.-C.; Hong, S. M.; Hwang, S. S.; Koo, C. M. J. Mater. Chem. 2014, 2, 1277.

    3. [3]

      (a) Peng, J.; Xing, Y.; Xu, K.; Lin, W.; Wu, J.; Yu, Z.; Zhang, Y.; Chen, M. J. Mater. Chem. C 2015, 3, 2897.
      (b) Peng, J.; Lin, W.; Xing, Y.; Xu, K.; Shuxi, G.; Yuanyuan, R.; Chen, M. Mater. Lett. 2015, 143, 1.

    4. [4]

      Zhou, Z.; Lu, Z.-R. Nanomedicine 2014, 9, 2387.  doi: 10.2217/nnm.14.133

    5. [5]

      Xing, Y.; Peng, J.; Xu, K.; Lin, W.; Gao, S.; Ren, Y.; Gui, X.; Liang, S.; Chen, M. Chem.-Eur. J. 2016, 22, 2114.  doi: 10.1002/chem.201504473

    6. [6]

      (a) Cordes, D. B.; Lickiss, P. D.; Rataboul, F. Chem. Rev. 2010, 110, 2081.
      (b) Wen, Y.; Liu, A. Chin. J. Org. Chem. 2005, 25, 470 (in Chinese).
      (温永向, 刘安华, 有机化学, 2005, 25, 470.) 

    7. [7]

      (a) Kuo, S.-W.; Chang, F.-C. Prog. Polym. Sci. 2011, 36, 1649.
      (b) Li, D.; Niu, Y.; Yang, Y.; Wang, X.; Yang, F.; Shen, H.; Wu, D. Chem. Commun. 2015, 51, 8296.

    8. [8]

      Kraus-Ophir, S.; Jerman, I.; Orel, B.; Mandler, D. Soft Matter 2011, 7, 8862.

    9. [9]

      Jung, J. H.; Laine, R. M. Macromolecules 2011, 44, 7263.

    10. [10]

      Tateyama, S.; Kakihana, Y.; Kawakami, Y. J. Organomet. Chem. 2010, 695, 898.  doi: 10.1016/j.jorganchem.2010.01.013

    11. [11]

      Liu, H.; Puchberger, M.; Schubert, U. Chem.-Eur. J. 2011, 17, 5019.

    12. [12]

      Lin, H.; Wan, X.; Jiang, X.; Wang, Q.; Yin, J. J. Mater. Chem. 2012, 22, 2616.

    13. [13]

      Li, Z.; Kawakami, Y. Chem. Lett. 2008, 37, 804.

    14. [14]

      Wang, L.; Li, J.; Li, L.; Zheng, S. J. Polym. Sci., Part A:Polym Chem. 2013, 51, 2079.  doi: 10.1002/pola.26597

    15. [15]

      Bassindale, A. R.; Liu, Z.; MacKinnon, I. A.; Taylor, P. G.; Yang, Y.; Light, M. E.; Horton, P. N.; Hursthouse, M. B. Dalton. Trans. 2003, 2945.

    16. [16]

      (a) Sulaiman, S.; Bhaskar, A.; Zhang, J.; Guda, R.; Goodson Iii, T.; Laine, R. M. Chem. Mater. 2008, 20, 5563.
      (b) Wu, L.; Zang, X.; Yan, S.; Tang, S.; Li, Z. Chin. J. Org. Chem. 2014, 34, 596 (in Chinese).
      (吴林, 臧雄, 阎四海, 唐松青, 李战雄, 有机化学, 2014, 34, 596.)
      (c) Zhang, L.; Liu, A.; Zeng, X. Chin. J. Org. Chem. 2007, 27, 424 (in Chinese).
      (张利利, 刘安华, 曾幸荣, 有机化学, 2007, 27, 424.) 

    17. [17]

      (a) Shchegolikhina, O.; Pozdniakova, Y.; Antipin, M.; Katsoulis, D.; Auner, N.; Herrschaft, B. Organometallics 2000, 19, 1077.
      (b) Ito, R.; Kakihana, Y.; Kawakami, Y. Chem. Lett. 2009, 38, 364.

    18. [18]

      Peng, J.; Xu, K.; Cai, H.; Wu, J.; Lin, W.; Yu, Z.; Chen, M. RSC Adv. 2014, 4, 7124.  doi: 10.1021/om049928g

    19. [19]

      Bassindale, A. R.; Parker, D. J.; Pourny, M.; Taylor, P. G.; Horton, P. N.; Hursthouse, M. B. Organometallics 2004, 23, 4400.  doi: 10.1021/om049928g

    20. [20]

      Huang, J.-c.; He, C.-b.; Xiao, Y.; Mya, K. Y.; Dai, J.; Siow, Y. P. Polymer 2003, 44, 4491.  doi: 10.1016/S0032-3861(03)00434-8

    21. [21]

      Fina, A.; Tabuani, D.; Carniato, F.; Frache, A.; Boccaleri, E.; Camino, G. Thermochim. Acta 2006, 440, 36.

    22. [22]

      Wang, X.-T.; Yang, Y.-K.; Yang, Z.-F.; Zhou, X.-P.; Liao, Y.-G.; Lv, C.-C.; Chang, F.-C.; Xie, X.-L. J. Therm. Anal. Calorim. 2010, 102, 739.  doi: 10.1007/s10973-010-0772-2

    23. [23]

      Xu, K.; Lin, W.; Wu, J.; Peng, J.; Xing, Y.; Gao, S.; Ren, Y.; Chen, M. New J. Chem. 2015, 39, 8405.  doi: 10.1039/C5NJ01376C

    24. [24]

      (a) Zhang, J.; Xu, R. W.; Yu, D. S. J. Appl. Polym. Sci. 2007, 103, 1004.
      (b) Tamaki, R.; Tanaka, Y.; Asuncion, M. Z.; Choi, J.; Laine, R. M. J. Am. Chem. Soc. 2001, 123, 12416.

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