Preparation of biphenyl-bridged, crosslinked polyalkoxysilanes: Determination of oil/organic solvent absorption features
Soner Kizil
Department of Chemistry, Gebze Technical University, 41400 Gebze, Kocaeli, Turkey
Search for more papers by this authorCorresponding Author
Hayal Bulbul Sonmez
Department of Chemistry, Gebze Technical University, 41400 Gebze, Kocaeli, Turkey
Correspondence to: H. B. Sonmez (E-mail: [email protected])Search for more papers by this authorSoner Kizil
Department of Chemistry, Gebze Technical University, 41400 Gebze, Kocaeli, Turkey
Search for more papers by this authorCorresponding Author
Hayal Bulbul Sonmez
Department of Chemistry, Gebze Technical University, 41400 Gebze, Kocaeli, Turkey
Correspondence to: H. B. Sonmez (E-mail: [email protected])Search for more papers by this authorABSTRACT
A novel type of biphenyl-bridged alkoxysilane-based crosslinked polyalkoxysilane was prepared by the condensation of 4,4′-bis(triethoxysilyl)−1,1′-biphenyl and different lengths of linear aliphatic diols. Fourier transform infrared spectroscopy, solid-state 13C and 29Si cross-polarization magic angle spinning nuclear magnetic resonance, and thermogravimetric analysis were used to characterize the biphenyl-bridged, crosslinked polyalkoxysilanes. The crosslinked polymers were found to have very quick and high swelling capabilities in organic solvents and oils. The absorption–desorption kinetics and reusability features of the crosslinked polymers were also studied, and we found that the synthesized polymers reached their maximum absorption capacity during a variety of tests without losing capacity. We also tested the absorption performance of the sorbents from water surfaces. All of these results confirm that biphenyl-bridged, crosslinked polyalkoxysilanes could be good candidates as sorbent materials for the cleaning of water from organic contaminants. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016, 133, 44193.
REFERENCES
- 1Hoffman, A. S. Adv. Drug Delivery Rev. 2002, 54, 3.
- 2Kopeček, J.; Yang, J. Polym. Int. 2007, 56, 1078.
- 3Atta, A. M.; Arndt, K. F. Polym. Int. 2001, 50, 1360.
- 4Kasai, Y.; Kishira, H.; Syutsubo, K.; Harayama, S. Environ. Microbiol. 2001, 3, 246.
- 5Peterson, C. H.; Rice, S. D.; Short, J. W.; Esler, D.; Bodkin, J. L.; Ballachey, B. E.; Irons, D. B. Science 2003, 302, 2082.
- 6Khordagui, H.; Al-Ajmi, D. Environ. Manage. 1993, 17, 557.
- 7Kujawinski, E. B.; Kido Soule, M. C.; Valentine, D. L.; Boysen, A. K.; Longnecker, K.; Redmond, M. C. Environ. Sci. Technol. 2011, 45, 1298.
- 8Teas, C.; Kalligeros, S.; Zanikos, F.; Stournas, S.; Lois, E.; Anastopoulos, G. Desalination 2001, 140, 259.
- 9Wahi, R.; Chuah, L. A.; Choong, T. S. Y.; Ngaini, Z.; Nourouzi, M. M. Sep. Purif. Technol. 2013, 113, 51.
- 10Atta, A. M.; Brostow, W.; Hagg Lobland, H. E.; Hasan, A.-R. M.; Perez, J. Polym. Int. 2013, 62, 1225.
10.1002/pi.4413 Google Scholar
- 11Bastani, D.; Safekordi, A.; Alihosseini, A.; Taghikhani, V. Sep. Purif. Technol. 2006, 52, 295.
- 12Carmody, O.; Frost, R.; Xi, Y.; Kokot, S. J. Colloid Interface Sci. 2007, 305, 17.
- 13Wang, W.; Zheng, Y.; Li, Z.; Lee, K. Chem. Eng. J. 2011, 170, 241.
- 14Arbatan, T.; Fang, X.; Shen, W. Chem. Eng. J. 2011, 166, 787.
- 15Jin, Y.; Jiang, P.; Ke, Q.; Cheng, F.; Zhu, Y.; Zhang, Y. J. Hazard. Mater. 2015, 300, 175.
- 16Gui, X.; Zeng, Z.; Lin, Z.; Gan, Q.; Xiang, R.; Zhu, Y.; Cao, A.; Tang, Z. ACS Appl. Mater. Interfaces 2013, 5, 5845.
- 17Dutta, P.; Gogoi, B.; Dass, N. N.; Sen Sarma, N. React. Funct. Polym. 2013, 73, 457.
- 18Yati, I.; Karadag, K.; Sonmez, H. B. Polym. Adv. Technol. 2015, 26, 635.
- 19Zou, C.; Zhao, P.; Ge, J.; Lei, Y.; Luo, P. Carbohydr. Polym. 2012, 87, 607.
- 20Wang, D.; McLaughlin, E.; Pfeffer, R.; Lin, Y. S. Sep. Purif. Technol. 2012, 99, 28.
- 21Wei, Q. F.; Mather, R. R.; Fotheringham, A. F.; Yang, R. D. Mar. Pollut. Bull. 2003, 46, 780.
- 22Gurav, J. L.; Rao, A. V.; Nadargi, D. Y.; Park, H. H. J. Mater. Sci. 2010, 45, 503.
- 23Karadag, K.; Sonmez, H. B. J. Appl. Polym. Sci. 2013, 129, 2121.
- 24Sonmez, H. B.; Karadag, K.; Onaran, G. J. Appl. Polym. Sci. 2011, 122, 1182.
- 25Karadag, K.; Onaran, G.; Sonmez, H. B. Polym. J. 2010, 42, 706.
- 26Atta, A. M.; El-Ghazawy, R. A. M.; Farag, R. K.; El-Kafrawy, A. F.; Abdel-Azim, A.-A. A. Polym. Int. 2005, 54, 1088.
- 27Sonmez, H. B.; Wudl, F. Macromolecules 2005, 38, 1623.
- 28Yati, I.; Aydin, G. O.; Sonmez, H. B. Polym. Eng. Sci. 2013, 53, 2102.
- 29Karadag, K.; Onaran, G.; Sonmez, H. B. J. Appl. Polym. Sci. 2011, 121, 3300.
- 30Kizil, S.; Karadag, K.; Ozan Aydin, G.; Sonmez, H. B. J. Environ. Manage. 2015, 149, 57.
- 31Karadag, K.; Sonmez, H. B. J. Polym. Res. 2013, 20, 1.
- 32Ozan Aydin, G.; Sonmez, H. B. Mar. Pollut. Bull. 2015, 96, 155.
- 33Yati, I.; Ozan Aydin, G.; Sonmez, H. B. J. Hazard. Mat. 2016, 309, 210.
- 34Lin, D.; Zhao, Q.; Hu, L.; Xing, B. Chemosphere 2014, 103, 188.
- 35Loy, D. A.; Shea, K. J. Chem. Rev. 1995, 95, 1431.
- 36Maleki, H.; Durães, L.; Portugal, A. J. Non-Cryst. Solids 2014, 385, 55.
- 37Urata, C.; Yamada, H.; Wakabayashi, R.; Aoyama, Y.; Hirosawa, S.; Arai, S.; Takeoka, S.; Yamauchi, Y.; Kuroda, K. J. Amer. Chem. Soc. 2011, 133, 8102.
- 38Shin, J. H.; Park, S. S.; Ha, C.-S. Colloids Surf. B 2011, 84, 579.
- 39Kang, J.-K.; Kim, J.-H.; Kim, S.-B.; Lee, S.-H.; Choi, J.-W.; Lee, C.-G. Desalination Water Treat. 2015, 57, 7066.
- 40Park, S. S.; Santha Moorthy, M.; Ha, C.-S. NPG Asia Mater. 2014, 6, e96.
- 41Zhang, Y.; Hsu, B. Y. W.; Ren, C.; Li, X.; Wang, J. Chem. Soc. Rev. 2015, 44, 315.
- 42Shea, K. J.; Loy, D. A. Acc. Chem. Res. 2001, 34, 707.
- 43Oviatt, H. W., Jr.; Shea, K. J.; Kalluri, S.; Shi, Y.; Steier, W. H.; Dalton, L. R. Chem. Mater. 1995, 7, 493.
- 44Velikova, N.; Vueva, Y.; Ivanova, Y.; Salvado, I.; Fernandes, M.; Vassileva, P.; Georgieva, R.; Detcheva, A. J. Non-Cryst. Solids 2013, 378, 89.
- 45Flory, P. J. Principles of Polymer Chemistry; Cornell University Press: Ithaca, NY, 1953; p 672.
- 46Kizil, S.; Sonmez, H. B. J. Polym. Res. 2016, 23, 1.
- 47Marques, R. S.; Mac Leod, T. C.; Yoshida, I. V. P.; Mano, V.; Assis, M. D.; Schiavon, M. A. J. Appl. Polym. Sci. 2010, 115, 158.
- 48Zhou, M.-H.; Kim, S.-H.; Park, J.-G.; Ha, C.-S.; Cho, W.-J. Polym. Bull. 2000, 44, 17.
- 49Karadag, K.; Yati, I.; Sonmez, H. B. J. Environ. Manage. 2016, 174, 45.
- 50Choi, S.-J.; Kwon, T.-H.; Im, H.; Moon, D.-I.; Baek, D. J.; Seol, M.-L.; Duarte, J. P.; Choi, Y.-K. ACS Appl. Mater. Interfaces 2011, 3, 4552.
- 51Yu, T.; Wakuda, K.; Blair, D. L.; Weiss, R. G. J. Phys. Chem. C 2009, 113, 11546.
- 52Tan, D.; Fan, W.; Xiong, W.; Sun, H.; Li, A.; Deng, W.; Meng, C. Eur. Polym. J. 2012, 48, 705.
- 53Tanaka, A.; Kohri, M.; Takiguchi, T.; Kato, M.; Matsumura, S. Polym. Degrad. Stab. 2012, 97, 1415.
- 54Shan, G.-R.; Xu, P.-Y.; Weng, Z.-X.; Huang, Z.-M. J. Appl. Polym. Sci. 2003, 89, 3309.
Citing Literature
December 20, 2016
