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

Figures(13)

  • 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.
  • 加载中
    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.

  • 加载中
    1. [1]

      Yongming Guo ,  Jie Li ,  Chaoyong Liu . Green Improvement and Educational Design in the Synthesis and Characterization of Silver Nanoparticles. University Chemistry, 2024, 39(3): 258-265. doi: 10.3866/PKU.DXHX202309057

    2. [2]

      Jie WEI , Qing ZHOU , Dandan DING , Xiang JING , Fei LI . Photothermal toxicity of Prussian blue nanoparticles to cervical cancer cells. Chinese Journal of Inorganic Chemistry, 2025, 41(11): 2345-2357. doi: 10.11862/CJIC.20240435

    3. [3]

      Gaopeng Liu , Lina Li , Bin Wang , Ningjie Shan , Jintao Dong , Mengxia Ji , Wenshuai Zhu , Paul K. Chu , Jiexiang Xia , Huaming Li . Construction of Bi Nanoparticles Loaded BiOCl Nanosheets Ohmic Junction for Photocatalytic CO2 Reduction. Acta Physico-Chimica Sinica, 2024, 40(7): 2306041-0. doi: 10.3866/PKU.WHXB202306041

    4. [4]

      Zuoyong Li ,  Haoxiang Tu ,  Mingwei Ding ,  Meijun Liu ,  Ting Yang . Innovative Teaching Reform Study on the Synthesis of Silver Nanoparticles Based on Machine Learning and Microfluidic Technology. University Chemistry, 2026, 41(1): 64-75. doi: 10.12461/PKU.DXHX202505088

    5. [5]

      Xinyu Xu ,  Changjin Ou ,  Chunxia Kong ,  Weiliang Tian ,  Huaming Wang ,  Haijiao Wang ,  Tao Tao . 近红外有机纳米粒子的合成及性质研究虚拟仿真实验. University Chemistry, 2026, 41(8): 350-362. doi: 10.12461/PKU.DXHX202507032

    6. [6]

      Yuzi HUANG , Ge FANG , Wei WANG , Yong LI , Minghui CHEN , Nengli ZHANG , Shuzhang XIAO , Qiancheng JIN , Wenquan HUANG , Peng GENG . Cu-IR808 nanoparticles for combined photothermal-photodynamic-chemodynamic therapy of tumor cells. Chinese Journal of Inorganic Chemistry, 2026, 42(11): 2438-2450. doi: 10.11862/CJIC.20260226

    7. [7]

      Lina Liu ,  Xiaolan Wei ,  Jianqiang Hu . Exploration of Subject-Oriented Undergraduate Comprehensive Chemistry Experimental Teaching Based on the “STS Concept”: Taking the Experiment of Gold Nanoparticles as an Example. University Chemistry, 2024, 39(10): 337-343. doi: 10.12461/PKU.DXHX202405112

    8. [8]

      Kezhen Qi , Bei Cheng , Kaiqiang Xu . Ultrafast interfacial charge transfer promoted by the LSPR of Au nanoparticles for photocatalytic H2 evolution. Acta Physico-Chimica Sinica, 2026, 42(3): 100205-0. doi: 10.1016/j.actphy.2025.100205

    9. [9]

      Jingshuo Zhang , Yue Zhai , Ziyun Zhao , Jiaxing He , Wei Wei , Jing Xiao , Shichao Wu , Quan-Hong Yang . Research Progress of Functional Binders in Silicon-Based Anodes for Lithium-Ion Batteries. Acta Physico-Chimica Sinica, 2024, 40(6): 2306006-0. doi: 10.3866/PKU.WHXB202306006

    10. [10]

      Qiangqiang SUN , Pengcheng ZHAO , Ruoyu WU , Baoyue CAO . Multistage microporous bifunctional catalyst constructed by P-doped nickel-based sulfide ultra-thin nanosheets for energy-efficient hydrogen production from water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1151-1161. doi: 10.11862/CJIC.20230454

    11. [11]

      Mengyu LI , Kewei TONG , Li ZHANG , Minghua LU , Abudula , Luwen ZHU , Yi LIU , Luying WANG , Baiqiao SONG , Zunqi LIU , Peng YANG , Yanhu WANG . Functionalizing the cavities of imidazolyl polyoxovanadate‒organic polyhedra with embedded pyridine to modulate iodine adsorption. Chinese Journal of Inorganic Chemistry, 2026, 42(9): 1974-1983. doi: 10.11862/CJIC.20260154

    12. [12]

      Qing ZHANG , Kexin ZHOU , Yanjun GUO , Guangjun CHEN , Bai HE , Bo YU , Songshan JIANG , Guoyuan YUAN , Huidong QIU . Preparation, functional modification, and applications of Fe3O4 nanoparticles. Chinese Journal of Inorganic Chemistry, 2026, 42(7): 1383-1411. doi: 10.11862/CJIC.20250344

    13. [13]

      Hongxia Yan ,  Rui Wu ,  Weixu Feng ,  Yan Zhao ,  Yi Yan . Innovation Inspired by Classical Chemistry: Luminescent Hyperbranched Polysiloxanes. University Chemistry, 2025, 40(4): 154-159. doi: 10.12461/PKU.DXHX202409010

    14. [14]

      Wenjie SHI , Fan LU , Mengwei CHEN , Jin WANG , Yingfeng HAN . Synthesis and host-guest properties of imidazolium-functionalized zirconium metal-organic cage. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 105-113. doi: 10.11862/CJIC.20240360

    15. [15]

      Mengyun Wu ,  Yuxin Deng ,  Wenhui Wang ,  Dongdong Xu ,  Langui Xie ,  Peipei Sun . 电化学合成4-氯-2-三异丙基硅基喹啉. University Chemistry, 2026, 41(5): 222-229. doi: 10.12461/PKU.DXHX202511044

    16. [16]

      Zhuoya WANG , Le HE , Zhiquan LIN , Yingxi WANG , Ling LI . Multifunctional nanozyme Prussian blue modified copper peroxide: Synthesis and photothermal enhanced catalytic therapy of self-provided hydrogen peroxide. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2445-2454. doi: 10.11862/CJIC.20240194

    17. [17]

      Shiyang He , Dandan Chu , Zhixin Pang , Yuhang Du , Jiayi Wang , Yuhong Chen , Yumeng Su , Jianhua Qin , Xiangrong Pan , Zhan Zhou , Jingguo Li , Lufang Ma , Chaoliang Tan . Pt Single-Atom-Functionalized 2D Al-TCPP MOF Nanosheets for Enhanced Photodynamic Antimicrobial Therapy. Acta Physico-Chimica Sinica, 2025, 41(5): 100046-0. doi: 10.1016/j.actphy.2025.100046

    18. [18]

      Yang Meiqing , Lu Wang , Haozi Lu , Yaocheng Yang , Song Liu . Recent Advances of Functional Nanomaterials for Screen-Printed Photoelectrochemical Biosensors. Acta Physico-Chimica Sinica, 2025, 41(2): 100018-0. doi: 10.3866/PKU.WHXB202310046

    19. [19]

      Qi Wei , Yaru Qiu , Tengfei Yang , Yiling Jiang , Shaohan Zhu , Jie Zhou , Congcong Liu , Wenjie Hou , Yue Wang , Dong Liu . Synergistic engineering of heterointerfaces in metal@carbon nanosheets for bifunctional electromagnetic wave absorption and electrochemical energy storage. Acta Physico-Chimica Sinica, 2026, 42(9): 100320-0. doi: 10.1016/j.actphy.2026.100320

    20. [20]

      Yuanyuan Lian , Qingzhe Dong , Dashuang Wang , Lin Wang , Shuangshuang Liu , Yan Jiang , Nannan Wu . NIR-triggered photothermal antibacterial melamine foam decorated by MXene/AgNWs with integrated electromagnetic interference shielding for potential bacterial infection. Acta Physico-Chimica Sinica, 2026, 42(11): 100352-0. doi: 10.1016/j.actphy.2026.100352

Metrics
  • PDF Downloads(18)
  • Abstract views(3961)
  • HTML views(618)

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

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return