Diallylbis(3-ethoxycarbonylpropyl)ammonium chloride: A symmetrically substituted monomer for the synthesis of an alternate zwitterionic-anionic cyclopolymer

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• 作者：Shaikh Asrof Ali ; Shamsuddeen Abdullahi Haladu…
• 关键词：pH responsive polymers ; cyclopolymerization ; water ; soluble polymers ; antiscalant ; calcium sulfate scale
• 刊名：Macromolecular Research
• 出版年：2016
• 出版时间：February 2016
• 年：2016
• 卷：24
• 期：2
• 页码：163-169
• 全文大小：518 KB
• 参考文献：(1).W. Jaeger, J. Bohrisch and A. Laschewsky, Prog. Polym. Sci., 35, 511 (2010).CrossRef
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  (6).A. Laschewsky, Polymers, 6, 1544 (2014).CrossRef
  (7).J.-J. Kim, J.-S. Chung, H. Kang, Y. A. Yu, W. J. Choi, H. J. Kim, and J.-C. Lee, Macromol. Res., 22, 963 (2014).CrossRef
  (8).S. E. Kudaibergenov, Polyampholytes: Synthesis, Characterization and Application, Springer Science & Business Media, New York, 2002.CrossRef
  (9).K. Zurick and M. Bernards, J. Appl. Polym. Sci., 131 (2014). doi: 10.1002/app.40069.
  (10).A. V. Dobrynin, R. H. Colby, and M. Rubinstein, J. Polym. Sci., Part B: Polym. Phys., 42, 3513 (2004).CrossRef
  (11).J. C. Salamone and W. C. Rice, in Encyclopedia of Polymer Science and Engineering, Wiley, New York, 1988. Vol. 17, 2nd ed., pp 513-530 and pp 578–586.
  (12).J. C. Salamone, W. C. Rice, and A. C. Watterson, J. Macromol. Sci-Chem. A. 28, 885 (1991).CrossRef
  (13).G. B. Butler, Cyclopolymerization and Cyclocopolymerization, Marcel Dekker, New York, 1992.
  (14).M. A. J. Mazumder, Y. Umar, and S. A. Ali, Polymer, 45, 125 (2004).CrossRef
  (15).S. A. Haladu and S. A. Ali, J. Polym. Sci., Part A: Polym. Chem., 51, 5130 (2013).CrossRef
  (16).S. A. Ali, H. A. Al-Muallem, O. C. S. O. Al-Hamouz, and M. K. Estaitie, React. Funct. Polym., 86, 80 (2015).CrossRef
  (17).F. H. Butt, F. Rahman, U. Baduruthamal, Desalination, 109, 323 (1997).CrossRef
  (18).R. M. Pike and R. A. Cohen, J. Polym. Sci., 44, 531 (1960).CrossRef
  (19).T. A. Wielema and J. B. F. N. Engberts, Eur. Polym. J., 23, 947 (1987).CrossRef
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  (21).J. C. Salamone, W. Volksen, A. P. Olson, and S. C. Israel, Polymer, 19, 1157 (1978).CrossRef
  (22).V. M. Monroy Soto and J. C. Galin, Polymer, 25, 254 (1984).CrossRef
  (23).P. G. Higgs and J. F. Joanny, J. Chem. Phys., 94, 1543 (1991).CrossRef
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  (25).J. F. Pearson and M. A. Slifkin, Spectrochim. Acta Part A, 28, 2403 (1972).CrossRef
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  (27).V. D. Vynck and E. J. Goethals, Macromol. Rapid. Commun., 18, 149 (1997).CrossRef
  (28).R. Everaers, A. Johner, and J.-F. Joanny, Europhys. Lett., 37, 275 (1997).CrossRef
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  (30).J. Wittmer, A. Johner, and J.-F. Joanny, Europhys. Lett., 24, 263 (1993).CrossRef
  (31).T. A. Wielema and J. B. F. N. Engberts, Eur. Polym. J., 26, 415 (1990).
  (32).H. A. Al-Muallem, M. I. M. Wazeer, and S. A. Ali, Polymer, 43, 4285 (2002).CrossRef
  (33).R. L. Reitz, in Proceedings of the Water Supply Improvement Association, Development of a Broad-Spectrum Antiscalant for Reverse Osmosis Systems, 1984, pp 1–26.
  (34).D. Liu, W. Dong, F. Li, F. Hui, and J. Lédion, Desalination, 304, 1 (2012).CrossRef
  (35).H. David, S. Hilla, and S. Alexander, Ind. Eng. Chem. Res., 50, 7601 (2011).CrossRef
  (36).R. J. Davey, in The Role of Additives in Precipitation Processes, Industrial Crystallization, 81, S. J. Jancic and E. J. de Jong, Eds., North-Holland Publishing Co., 1982, pp 123–135.
  
• 作者单位：Shaikh Asrof Ali (1)
  Shamsuddeen Abdullahi Haladu (1)
  Asma Mohammed Zamil El-Sharif (2)
  
  1. Chemistry Department, King Fahd University of Petroleum & Minerals, Dhahran, 31261, Saudi Arabia
  2. Chemistry Department, University of Dammam, Dammam, 31113, Saudi Arabia
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Physical Chemistry
  Polymer Sciences
  Characterization and Evaluation of Materials
  Soft and Granular Matter, Complex Fluids and Microfluidics
  Nanochemistry
  Nanotec
  
• 出版者：The Polymer Society of Korea, co-published with Springer
• ISSN：2092-7673

文摘

Diallylbis[(3-ethoxycarbonylpropyl)ammonium chloride] (CH₂=CHCH₂)₂N+[(CH₂)₃CO₂Et]₂, a new symmetrical diallyl quaternary ammonium salt, has been cyclopolymerized to its cationic polyelectrolyte (CPE) (+) I having pyrrolidine rings embedded in the polymer backbone. Polymer I would exemplify for the first time a cyclopolymer with each repeating unit bearing two identical 3-carboxypropyl pendants. (CPE) (+) I upon hydrolysis afforded pH-responsive polycationic acid (+) II, which upon successive deprotonation was transformed into a polyzwitterion acid (±) III and polyzwitterion-anion (± -) IV. Because of similar degrees of polymerization for I-IV, a meaningful comparison of their solution properties was possible. While I, II, and IV demonstrated polyelectrolyte like viscosity behavior, (±) III showed anti-polyelectrolyte properties. The anionic portion in (± -) IV controlled its solution properties. Polymer (± -) IV demonstrated remarkable antiscalant behavior; at a concentration of 15 ppm, it inhibited the precipitation of CaSO₄ from its supersaturated solution with a scale inhibition efficiency of ≈100% even after 300 min. This study opens up the possibility of using the current polymer as an antiscalant in reverse osmosis plants. Keywords pH responsive polymers cyclopolymerization water-soluble polymers antiscalant calcium sulfate scale Page %P Close Plain text Look Inside Reference tools Export citation EndNote (.ENW) JabRef (.BIB) Mendeley (.BIB) Papers (.RIS) Zotero (.RIS) BibTeX (.BIB) Add to Papers Other actions Register for Journal Updates About This Journal Reprints and Permissions Share Share this content on Facebook Share this content on Twitter Share this content on LinkedIn Related Content Supplementary Material (0) References (36) References(1).W. Jaeger, J. Bohrisch and A. Laschewsky, Prog. Polym. Sci., 35, 511 (2010).CrossRef(2).S. E. Kudaibergenov, W. Jaeger, and A. Laschewsky, Adv. Polym. Sci., 201, 157 (2006).CrossRef(3).H. J. Kwon, K. Yasuda, J. P. Gong, and Y. Ohmiya, Macromol. Res., 22, 227 (2014).CrossRef(4).P. K. Singh, V. K. Singh, and M. Singh, e-Polymers, 030, 1 (2007).(5).O. K. Nag, J.-E. Jeong, T. L. Nguyen, and H. Y. Woo, Macromol. Res., 23, 457 (2015)CrossRef(6).A. Laschewsky, Polymers, 6, 1544 (2014).CrossRef(7).J.-J. Kim, J.-S. Chung, H. Kang, Y. A. Yu, W. J. Choi, H. J. Kim, and J.-C. Lee, Macromol. Res., 22, 963 (2014).CrossRef(8).S. E. Kudaibergenov, Polyampholytes: Synthesis, Characterization and Application, Springer Science & Business Media, New York, 2002.CrossRef(9).K. Zurick and M. Bernards, J. Appl. Polym. Sci., 131 (2014). doi: 10.1002/app.40069.(10).A. V. Dobrynin, R. H. Colby, and M. Rubinstein, J. Polym. Sci., Part B: Polym. Phys., 42, 3513 (2004).CrossRef(11).J. C. Salamone and W. C. Rice, in Encyclopedia of Polymer Science and Engineering, Wiley, New York, 1988. Vol. 17, 2nd ed., pp 513-530 and pp 578–586.(12).J. C. Salamone, W. C. Rice, and A. C. Watterson, J. Macromol. Sci-Chem. A. 28, 885 (1991).CrossRef(13).G. B. Butler, Cyclopolymerization and Cyclocopolymerization, Marcel Dekker, New York, 1992.(14).M. A. J. Mazumder, Y. Umar, and S. A. Ali, Polymer, 45, 125 (2004).CrossRef(15).S. A. Haladu and S. A. Ali, J. Polym. Sci., Part A: Polym. Chem., 51, 5130 (2013).CrossRef(16).S. A. Ali, H. A. Al-Muallem, O. C. S. O. Al-Hamouz, and M. K. Estaitie, React. Funct. Polym., 86, 80 (2015).CrossRef(17).F. H. Butt, F. Rahman, U. Baduruthamal, Desalination, 109, 323 (1997).CrossRef(18).R. M. Pike and R. A. Cohen, J. Polym. Sci., 44, 531 (1960).CrossRef(19).T. A. Wielema and J. B. F. N. Engberts, Eur. Polym. J., 23, 947 (1987).CrossRef(20).M. Skouri, J. P. Munch, S. J. Candau, S. Nyret, and F. Candau, Macromolecules, 27, 69 (1994).CrossRef(21).J. C. Salamone, W. Volksen, A. P. Olson, and S. C. Israel, Polymer, 19, 1157 (1978).CrossRef(22).V. M. Monroy Soto and J. C. Galin, Polymer, 25, 254 (1984).CrossRef(23).P. G. Higgs and J. F. Joanny, J. Chem. Phys., 94, 1543 (1991).CrossRef(24).F. Rullens, M. Devillers, and A. Laschewsky, Macromol. Chem. Phys., 205, 1155 (2004).CrossRef(25).J. F. Pearson and M. A. Slifkin, Spectrochim. Acta Part A, 28, 2403 (1972).CrossRef(26).G. B. Butler and R. J. Angelo, J. Am. Chem. Soc., 79, 3128 (1957).CrossRef(27).V. D. Vynck and E. J. Goethals, Macromol. Rapid. Commun., 18, 149 (1997).CrossRef(28).R. Everaers, A. Johner, and J.-F. Joanny, Europhys. Lett., 37, 275 (1997).CrossRef(29).F. Candau and J.-F Joanny, in Polyampholytes (Properties in Aqueous Solution), J. C. Salamone, Ed., CRC Press, Boca Raton, FL, 1996, Vol. 7, pp 5462–5476.(30).J. Wittmer, A. Johner, and J.-F. Joanny, Europhys. Lett., 24, 263 (1993).CrossRef(31).T. A. Wielema and J. B. F. N. Engberts, Eur. Polym. J., 26, 415 (1990).(32).H. A. Al-Muallem, M. I. M. Wazeer, and S. A. Ali, Polymer, 43, 4285 (2002).CrossRef(33).R. L. Reitz, in Proceedings of the Water Supply Improvement Association, Development of a Broad-Spectrum Antiscalant for Reverse Osmosis Systems, 1984, pp 1–26.(34).D. Liu, W. Dong, F. Li, F. Hui, and J. Lédion, Desalination, 304, 1 (2012).CrossRef(35).H. David, S. Hilla, and S. Alexander, Ind. Eng. Chem. Res., 50, 7601 (2011).CrossRef(36).R. J. Davey, in The Role of Additives in Precipitation Processes, Industrial Crystallization, 81, S. J. Jancic and E. J. de Jong, Eds., North-Holland Publishing Co., 1982, pp 123–135. About this Article Title Diallylbis(3-ethoxycarbonylpropyl)ammonium chloride: A symmetrically substituted monomer for the synthesis of an alternate zwitterionic-anionic cyclopolymer Journal Macromolecular Research Volume 24, Issue 2 , pp 163-169 Cover Date2016-02 DOI 10.1007/s13233-016-4024-6 Print ISSN 1598-5032 Online ISSN 2092-7673 Publisher The Polymer Society of Korea Additional Links Register for Journal Updates Editorial Board About This Journal Manuscript Submission Topics Polymer Sciences Soft and Granular Matter, Complex Fluids and Microfluidics Physical Chemistry Characterization and Evaluation of Materials Nanochemistry Nanotechnology Keywords pH responsive polymers cyclopolymerization water-soluble polymers antiscalant calcium sulfate scale Industry Sectors Pharma Materials & Steel Automotive Chemical Manufacturing Biotechnology Electronics IT & Software Telecommunications Consumer Packaged Goods Aerospace Oil, Gas & Geosciences Engineering Authors Shaikh Asrof Ali (1) Shamsuddeen Abdullahi Haladu (1) Asma Mohammed Zamil El-Sharif (2) Author Affiliations 1. Chemistry Department, King Fahd University of Petroleum & Minerals, Dhahran, 31261, Saudi Arabia 2. Chemistry Department, University of Dammam, Dammam, 31113, Saudi Arabia Continue reading... To view the rest of this content please follow the download PDF link above.