Bis[3-(diethoxyphosphoryl)propyl]diallylammonium Chloride: Synthesis and Use of Its Cyclopolymer as an Antiscalant

被引:9
作者
Ali, Shaikh A. [1 ]
Haladu, Shamsuddeen A. [1 ]
Al-Muallem, Hasan A. [1 ]
机构
[1] King Fahd Univ Petr & Minerals, Dept Chem, Dhahran 31261, Saudi Arabia
关键词
polyelectrolytes; properties and characterization; radical polymerization; stimuli-sensitive polymers; synthesis and processing; POLYMER; POLYMERIZATIONS; REMOVAL;
D O I
10.1002/app.40615
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A new symmetrically substituted cationic monomer bis[3-(diethoxyphosphoryl)propyl]diallylammonium chloride has been synthesized and cyclopolymerized to give the corresponding cationic polyelectrolyte (+) (CPE) bearing two identical (diethoxyphosphoryl)propyl penedents on the pyrrolidinium repeating units. The hydrolysis of the phosphonate ester in (+) (CPE) gave a pH-responsive cationic polyacid (+) (CPA) bearing the motifs of a tetrabasic acid. The (+) (CPA) under pH-induced transformation was converted into a water-insoluble polyzwitterion acid (+/-) (PZA) or water-soluble polyzwitterion/monoanion (+/- -) (PZMAN) or polyzwitterion/dianion (+/- =) (PZDAN) or polyzwitterion/trianion (+/- ) (PZTAN), all having identical degree of polymerization. The interesting solubility and viscosity behaviors of the polymers have been investigated in some detail. The apparent protonation constants of the anionic centers in (+/- ) (PZTAN) and its corresponding monomer (+/- ) (ZTAN) have been determined. Evaluation of antiscaling properties of the PZA using supersaturated solutions of CaSO4 revealed approximate to 100% scale inhibition efficiency at a meager concentration of 10 ppm for a duration over 71 h at 40 degrees C. The PZA has the potential to be an effective antiscalant in Reverse Osmosis plants. (c) 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 40615.
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页数:11
相关论文
共 44 条
[1]   Novel sulfonated poly(ether ether ketone)/phosphonated polysulfone polymer blends for proton conducting membranes [J].
Abu-Thabit, Nedal Y. ;
Ali, Shaikh A. ;
Zaidi, S. M. Javaid ;
Mezghani, Khaled .
JOURNAL OF MATERIALS RESEARCH, 2012, 27 (15) :1958-1968
[2]   Synthesis and polymerizations of phosphonated-bis(methacrylamide)s for dental applications [J].
Akgun, Burcin ;
Savci, Emre ;
Avci, Duygu .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (04) :801-810
[3]   Novel Cross-Linked Polyphosphonate for the Removal of Pb2+ and Cu2+ from Aqueous Solution [J].
Al Hamouz, Othman Charles S. ;
Ali, Shaikh A. .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2012, 51 (43) :14178-14187
[4]   Removal of heavy metal ions using a novel cross-linked polyzwitterionic phosphonate [J].
Al Hamouz, Othman Charles S. ;
Ali, Shaikh A. .
SEPARATION AND PURIFICATION TECHNOLOGY, 2012, 98 :94-101
[5]   Aqueous Two-Phase Systems of pH-Responsive Poly[sodium (diallylamino)methylphosphonate-alt-sulfur dioxide] Cyclopolymer with Poly(oxyethylene) [J].
Al-Hamouz, Othman Charles S. ;
Ali, Shaikh A. .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2013, 58 (05) :1407-1416
[6]   pH-responsive polyphosphonates using butler's cyclopolymerization [J].
Al-Hamouz, Othman Charles S. ;
Ali, Shaikh A. .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2012, 50 (17) :3580-3591
[7]   Synthesis and solution properties of a new pH-responsive polymer containing amino acid residues [J].
Al-Muallem, HA ;
Wazeer, MIM ;
Ali, SA .
POLYMER, 2002, 43 (15) :4285-4295
[8]   Enhanced metal ion affinities by supported ligand synergistic interaction in bifunctional polymer-supported aminomethylphosphonates [J].
Alexandratos, SD ;
Hong, MJ .
SEPARATION SCIENCE AND TECHNOLOGY, 2002, 37 (11) :2587-2605
[9]  
ALFANO NJ, 1995, Patent No. 5454954
[10]   Bisphosphonate derivatized polyurethanes resist calcification [J].
Alferiev, I ;
Vyavahare, N ;
Song, CX ;
Connolly, J ;
Hinson, JT ;
Lu, ZB ;
Tallapragada, S ;
Bianco, R ;
Levy, R .
BIOMATERIALS, 2001, 22 (19) :2683-2693