Synthesis of the polymerizable room temperature ionic liquid AMPS - TEA and superabsorbency for organic liquids of its copolymeric gels with acrylamide

Designed Monomers and Polymers

Volumn 17, Issue 2, 2014, Pages 140-146

  Weng, Tingting ^a   Guo, Jianwei ^a   Li, Xinming ^b   Cui, Yingde ^a,b   Yang, Xuejiao ^a   Zhang, Kun ^a   Zhang, Buning ^b   Yin, Guoqiang ^b   Mikhalovsky, Sergey V ^c,d   Mikhalovska, Lyuba I ^c   Savina, Irina N ^c   Howel, Carol A ^c   Sandeman, Susan R ^c  

^a GUANGDONG UNIVERSITY OF TECHNOLOGY   (China)

^b ZHONGKAI UNIVERSITY OF AGRICULTURE AND ENGINEERING   (China)

^c UNIVERSITY OF BRIGHTON   (United Kingdom)

^d NAZARBAYEV UNIVERSITY   (Kazakhstan)

Author keywords

2 acrylamido 2 methyl 1 propane sulfonic acid (AMPS); Acrylamide; Room temperature ionic liquid (RTIL); Superabsorbency; Triethylamine (TEA)

Indexed keywords

ACRYLAMIDES; ROOM TEMPERATURE IONIC LIQUIDS; SULFONIC ACID; SUPERABSORBENCY; TRIETHYLAMINES;

ACETONE; ACRYLIC MONOMERS; AMIDES; DIFFERENTIAL SCANNING CALORIMETRY; FOURIER TRANSFORM INFRARED SPECTROSCOPY; GELS; POLYMERS; PROPANE;

IONIC LIQUIDS;

EID: 84886719470     PISSN: 1385772X     EISSN: 15685551     Source Type: Journal    
DOI: 10.1080/15685551.2013.840480     Document Type: Article

References (42)

1. Huddleston JG, Willauer HD, Swatloski RP, Visser AE, Rogers RD. Room temperature ionic liquids as novel media for 'clean' liquid-liquid extraction. Chem. Commun. 1998;16:1765-1766
2. Wilkes JS. Properties of ionic liquid solvents for catalysis. J. Mol. Catal. A: Chem. 2004;214:11-17
3. Fuller J, Carlin RT, Osteryoung RA. The room temperature ionic liquid 1-ethyl-methylimidazolium tetrafluoroborate: Electrochemical couples and physical properties. J. Electrochem. Soc. 1997;144:3881-3886
4. Zhu HP, Yang F, Tang J, He MY. Brønsted acidic ionic liquid 1-methylimidazolium tetrafluoroborate: A green catalyst and recyclable medium for esterification. Green Chem. 2003;5:38-39
5. Carda-Broch S, Berthod A, Armstrong DW. Solvent properties of the 1-butyl-3-methylimidazolium hexafluorophosphate ionic liquid. Anal. Bioanal. Chem. 2003;375:191-199
6. Wasserscheid P, van Hal R, Bösmann A. 1-n-Butyl- 3-methylimidazolium (bmim) octylsulfate - an even 'greener' ionic liquid. Green Chem. 2002;4:400-404
7. Fuller J, Breda AC, Carlin RT. Ionic liquid-polymer gel electrolytes from hydrophilic and hydrophobic ionic liquids. J. Electroanal. Chem. 1998;459:29-34
8. Ue M, Takeda M, Toriumi A, Kominato A, Hagiwara R, Ito Y. Application of low-viscosity ionic liquid to the electrolyte of double-layer capacitors. J. Electrochem. Soc. 2003;150:A499-A502
9. Rogers RD, Seddon KR. Ionic liquids - Solvents of the future? Science. 2003;302:792-793
10. Biedron T, Kubisa P. Atom transfer radical polymerization of acrylates in an ionic liquid: Synthesis of block copolymers. J. Polym. Sci., Part A: Polym. Chem. 2002;40:2799-2809
11. Zhang Y, Chen X, Lan J, You J, Chen L. Synthesis and biological applications of imidazolium-based polymerized ionic liquid as a gene delivery vector. Chem. Biol. Drug Des. 2009;74:282-288
12. Weingartner H. Understanding ionic liquids at the molecular level: Facts, problems, and controversies. Angew. Chem. Int. Ed. 2008;47:654-670
13. Wasserscheid P, Keim W. Ionic liquids - new 'solutions' for transition metal catalysis. Angew. Chem. Int. Ed. 2000;39:3772-3789
14. Parvulescu VI, Hardacre C. Catalysis in ionic liquids. Chem. Rev. 2007;107:2615-2665
15. Dupont J, de Souza RF, Suarez PAZ. Ionic liquid (molten salt) phase organometallic catalysis. Chem. Rev. 2002;102:3667-3692
16. Hough WL, Rogers RD. Ionic liquids then and now: From solvents to materials to active pharmaceutical ingredients. Bull. Chem. Soc. Jpn. 2007;80:2262-2269
17. Biedron T, Kubisa P. Ionic liquids as reaction media for polymerization processes: Atom transfer radical polymerization (ATRP) of acrylates in ionic liquids. Polym. Int. 2003;52:1584-1588
18. Kimizuka N, Nakashima T. Spontaneous self-assembly of glycolipid bilayer membranes in sugar-philic ionic liquids and formation of ionogels. Langmuir. 2001;17: 6759-6761
19. Zhang H, Hong K, Mays JW. Synthesis of block copolymers of styrene and methyl methacrylate by conventional free radical polymerization in room temperature ionic liquids. Macromolecules. 2002;35:5738-5741
20. Welton T. Room-temperature ionic liquids. Solvents for synthesis and catalysis. Chem. Rev. 1999;99:2071-2084
21. Mallakpour S, Seyedjamali H. Ionic liquid as a green media for rapid synthesis of optically active organosoluble polyamides. Des. Monomers Polym. 2010;13:377-386
22. Catel Y, Degrange M, Pluart LL, Madec P-J, Pham T-N, Chen F, Cook WD. Synthesis, photopolymerization, and adhesive properties of new bisphosphonic acid monomers for dental application. J. Polym. Sci., Part A: Polym. Chem. 2009;47:5258-5271
23. Mallakpour S, Dinari M. High-speed microwave-promoted direct poly-amidation reactions of bulky chiral dicarboxylic acide with different aromatic diamines in imidazolium types ionic liquid as a reaction medium. Des. Monomers Polym. 2010;13:51-64
24. Shaplov AS, Lozinskaya EI, Losada R, Wandrey C, Zdvizhkov AT, Korlyukov AA, Lyssenko KA, Malyshkina IA, Vygodskii YS. Polymerization of the new doublecharged monomer bis-1,3(N, N, N-trimethylammonium dicyanamide)-2- propylmethacrylate and ionic conductivity of the novel polyelectrolytes. Polym. Adv. Technol. 2011;22:448-457
25. Laschewsky A. Recent trends in the synthesis of polyelec trolytes. Curr. Opin. Colloid Interface Sci. 2012;17:56-63
26. Le Bideau J, Viau L, Vioux A. Ionogels, ionic liquid based hybrid materials. Chem. Soc. Rev. 2011;40:907-925
27. Armand M, Endres F, MacFarlane DR, Ohno H, Scrosati B. Ionic-liquid materials for the electrochemical challenges of the future. Nat. Mater. 2009;8:621-630
28. Mallakpour S, Khania M. Synthesis and characterization of poly(amide-imide)s bearing a S-valine moiety in molten ionic liquid. Des. Monomers Polym. 2011;14:221-232
29. Hosseinzadeh F, Mahkam M, Galehassadi M. Synthesis and characterization of ionic liquid functionalized polymers for drug delivery of an anti-inflammatory drug. Des. Monomers Polym. 2012;15:379-388
30. Ding S, Radosz M, Shen Y. Ionic liquid catalyst for biphasic atom transfer radical polymerization of methyl methacrylate. Macromolecules. 2005;38:5921-5928
31. Yuan J, Mecerreyes D, Antonietti M. Poly(ionic liquid)s: An update. Prog. Polym. Sci. 2013; Available from: Http:// dx.doi.org/10.1016/j.progpolymsci. 2013.04.002
32. Yuan J, Antonietti M. Poly(ionic liquid)s: Polymers expanding classical property profiles. Polymer 2011;52:1469-1482
33. Hirao M, Ito K, Ohno H. Preparation and polymerization of new organic molten salts: N-alkylimidazolium salt derivatives. Electrochim. Acta. 2000;45:1291-1294
34. Ohno H. Molten salt type polymer electrolytes. Electrochim. Acta. 2001;46:1407-1411
35. Li X, Cui Y. Ultraviolet-induced decomposition of acrylic acid-based superabsorbent hydrogels crosslinked with N,N-methylenebisacrylamide. J. Appl. Polym. Sci. 2008;108:3435-3441
36. Colby RH. Ionic partners split up. Nat. Mater. 2007;6:401-402
37. Li X, Pan X. Hydrogels based on hemicellulose and lignin from lignocellulose biorefinery: A mini-review. J. Bio-Based Mater. Bioenerg. 2010;4:289-297
38. Li X, Cui Y. Hydrogel-hydrogel composite the interfacial structure and interaction between water and polymer chains. J. Appl. Polym. Sci. 2008;108:3713-3719
39. Zhang B, Cui Y, Yin G, Li X. Adsorption of copper (II) and lead (II) ions onto cottonseed protein-PAA hydrogel composite. Polym.Plast. Technol. Eng. 2012;51:612-619
40. Ono T, Sugimoto T, Shinkai S, Sada K. Lipophilic polyelectrolyte gels as super-absorbent polymers for nonpolar organic solvents. Nat. Mater. 2007;6:429-432
41. Ono T, Shinkai S, Sada K. Discontinuous swelling behaviors of lipophilic polyelectrolyte gels in non-polar media. Soft Matter. 2008;4:748-750
42. Alexander-Katz A, Leibler L. Controlling polyelectrolyte equilibria and structure via counterion - Solvent interactions. Soft Matter. 2009;5:2198-2207