Phase Transition of Poly(N -isopropylacrylamide) in aqueous protic ionic liquids: Kosmotropic versus chaotropic anions and their interaction with water

Journal of Physical Chemistry B

Volumn 117, Issue 28, 2013, Pages 8430-8435

  Debeljuh, Natalie J ^a   Sutti, Alessandra ^a   Barrow, Colin J ^a   Byrne, Nolene ^a  

^a DEAKIN UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLIC MONOMERS; HYDROGEN BONDS; IONS;

DIHYDROGEN PHOSPHATE; KAMLET-TAFT PARAMETERS; LOWER CRITICAL SOLUTION TEMPERATURE; N- ISOPROPYLACRYLAMIDE; POLY(N-ISOPROPYL ACRYLAMIDE) (PNIPAM); PROTIC IONIC LIQUIDS; SOLVATOCHROMIC ANALYSIS; SOLVENT PROPERTIES;

IONIC LIQUIDS;

EID: 84880558456     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp4043232     Document Type: Article

References (52)

1. Galinski, M.; Lewandowski, A.; Stepniak, I. Ionic liquids as electrolytes Electrochim. Acta 2006, 51, 5567-5580
2. Gale, R. J.; Osteryoung, R. A. The electrical double layer at mercury in room temperature aluminum chloride: 1-butylpyridinium chloride ionic liquids Electrochim. Acta 1980, 25, 1529
3. Fujita, K.; MacFarlane, D. R.; Forsyth, M. Protein solubilising and stabilising ionic liquids Chem. Commun. 2005, 4804-4806
4. Byrne, N.; Wang, L.-M.; Belieres, J.-P.; Angell, C. A. Reversible folding-unfolding, aggregation protection, and multi-year stabilization in high concentration protein solutions using ionic liquids Chem. Commun. 2007, 26, 2714-2716
5. Noritomi, H.; Minamisawa, K.; Kamiya, R.; Kato, S. Thermal stability of proteins in the presence of aprotic ionic liquids J. Biomed. Sci. Eng. 2011, 4, 94-99
6. Mann, J. P.; McCluskey, A.; Atkin, R. Activity and thermal stability of lysozyme in alkylammonium formate ionic liquids- influence of cation modification Green Chem. 2009, 11, 785-792
7. Baker, S. N.; McCleskey, T. M.; Pandey, S.; Baker, G. A. Fluorescence studies of protein thermostability in ionic liquids Chem. Commun. 2004, 8, 940-941
8. Lange, C.; Patil, G.; Rudolph, R. Ionic liquids as refolding additives: N ′-alkyl and N ′-(ω-hydroxyalkyl) N -methylimidazolium chlorides Protein Sci. 2005, 14 (10) 2693-2701
9. Summers, C. A.; Flowers, R. A. Protein renaturation by the liquid organic salt ethylammonium nitrate Protein Sci. 2000, 9, 2001-2008
10. Angell, C. A.; Byrne, N.; Belieres, J.-P. Parallel developments in aprotic and protic ionic liquids: physical chemistry and applications Acc. Chem. Res. 2007, 40 (11) 1228-1236
11. Debeljuh, N.; Barrow, C. J.; Henderson, L. C.; Byrne, N. Structure inducing ionic liquids- enhancement of alpha helicity in the Abeta(1-40) peptide from Alzheimer's disease Chem. Commum. 2011, 47, 6371-6373
12. Byrne, N.; Rodoni, B.; Constable, F.; Varghese, S.; Davis, J. H. Enhanced stabilization of the tobacco mosaic virus using protic ionic liquids Phys. Chem. Chem. Phys. 2012, 14 (29) 10119-10121
13. Akanbi, T. O.; Barrow, C. J.; Byrne, N. Increased hydrolysis by Thermomyces lanuginosus lipase for omega-3 fatty acids in the presence of a protic ionic liquid Catal. Sci. Technol. 2012, 2 (9) 1839-1841
14. Wilkes, J. S.; Wasserscheid, P.; Welton, T. Ionic liquids in synthesis, 2 nd ed.; Wiley-VCH: Weinheim: 2008; pp 1-6.
15. Belieres, J.-P.; Angell, A. C. Protic ionic liquids: preparation, characterization and proton free energy level representation J. Phys. Chem. B 2007, 111, 4926-4937
16. Henderson, L. C.; Byrne, N. Rapid and efficient protic ionic liquid-mediated pinacol rearrangements under microwave irradiation Green Chem. 2011, 13, 813
17. Gordon, C. P.; Byrne, N.; McCluskey, A. A facile, protic ionic liquid route to N -substituted 5-hydroxy-4-methyl-3-oxoisoindoline-1-carboxamides and N -substituted 3-oxoisoindoline-4-carboxylic acids Green Chem. 2010, 12, 1000-1006
18. Byrne, N.; Angell, A. C. Protein unfolding, and the "Tuning In" of reversible intermediate states, in protic ionic liquids J. Mol. Biol. 2008, 378, 707-714
19. Constantinescu, D.; Weingartner, H.; Herrmann, C. Protein denaturation by ionic liquids and the Hofmeister series: A case study of aqueous solutions of Ribonuclease A Angew. Chem., Int. Ed. 2007, 46, 8887-8889
20. Weingartner, H.; Cabrele, C.; Herrmann, C. How ionic liquids can help to stabilize native proteins Phys. Chem. Chem. Phys. 2012, 14, 415-426
21. Hofmeister, F. Zur lehre der wirkung der salze Arch. Exp. Pathol. Pharmakol 1888, 24, 247-260
22. Marcus, Y. Effect of ions on the structure of water: Structure making and breaking Chem. Rev. 2009, 109, 1346-1370
23. Lo Nostro, P.; Ninham, B. W.; Milani, S.; Lo Nostro, A.; Pesavento, G.; Baglioni, P. Hofmeister effects in supramolecular and biological systems Biophys. Chem. 2006, 124, 208-213
24. 16-22: tuning the rate of fibrilization using a reverse Hofmeister strategy Phys. Chem. Chem. Phys. 2011, 13, 16534-16536
25. Graziano, G. On the temperature-induced coil to globule transition of poly- N -isopropylacrylamide in dilute aqueous solutions Int. J. Biol. Marcomol. 2000, 27, 89-97
26. Ptitsyn, O. B.; Kron, A. K.; Eizner, Y. The models of the denaturation of globular proteins. II. Hydrophobic interactions and conformational transition in poly(methacrylic acid) J. Polym. Sci. Part C 1968, 16, 3509-3517
27. Heskins, M.; Guillet, J. E. Solution properties of poly(N -isopropylacrylamide) J. Macromol. Sci. Pure Appl. Chem. 1968, 2, 1441-1455
28. Crowhurst, L.; Mawdsley, P. R.; Perez-Arlandis, J. M.; Salter, P. A.; Welton, T. Solvent-solute interactions in ionic liquids Phys. Chem. Chem. Phys. 2003, 5, 2790-2794
29. Ab Rani, M. A.; Brant, A.; Crowhurst, L.; Dolan, A.; Lui, M.; Hassan, N. H.; Hallett, J. P.; Hunt, P. A.; Niedermeyer, H.; Perez-Arlandis, J. M.; Schrems, M.; Welton, T.; Wilding, R. Understanding the polarity of ionic liquids Phys. Chem. Chem. Phys. 2011, 13 (37) 16831-16840
30. Lee, J.-M.; Ruckes, S.; Prausnitz, J. M. Solvent polarity and Kamlet-Taft parameters for ionic liquids containing a pyridinium cation J. Phys. Chem. B 2008, 112, 1473-1476
31. Nayak, P. K.; Hathorne, A. P.; Bermudez, H. Critical solution behaviour of poly(N -isopropylacrylamide) in ionic liquids/water mixtures Phys. Chem. Chem. Phys. 2013, 15, 1806-1809
32. Ogihara, W.; Aoyama, T.; Ohno, H. Polarity measurements for ionic liquids containing dissociable protons Chem. Lett. 2004, 33 (11) 1414-1415
33. Jin, H.; O'Hare, B.; Dong, J.; Arzhantsev, S.; Baker, G. A.; Wishart, J. F.; Benesi, A. J.; Maroncelli, M. Physical properties of ionic liquids consisting of the 1-butyl-3-methylimidazolium cation with various anions and the bis(trifluoromethylsulfonyl)imide anion with various cations J. Phys. Chem. B 2007, 112 (1) 81-92
34. Kamlet, M. J.; Taft, R. W. The solvatochromic comparison method. I. The β-scale of solvent hydrogen-bond acceptor (HBA) basicities J. Am. Chem. Soc. 1975, 98, 377-383
35. Kamlet, M. J.; Abboud, L. J.; Taft, R. W. The solvatochromic comparison. Method. 6. The π* scale of solvent polarities J. Am. Chem. Soc. 1977, 99, 6027
36. Reichardt, C., Solvents and solvent effects in organic chemistry, 3 rd ed.; Wiley-VCH: Weinheim: 2003.
37. Shukla, S. K.; Khupse, N. D.; Kumar, A. Do anions influence the polarity of protic ionic liquids? Phys. Chem. Chem. Phys. 2012, 14, 2754-2761
38. Persson, I. Solvent and complex formation in strongly solvating solvents Pure Appl. Chem. 1986, 58, 1153-1161
39. Kumar, A.; Reddy, P. M.; Venkatesu, P. Polyacrylic acid polymer modulates the UCST-type phase behavior of ionic liquid and water RSC Adv. 2012, 2, 6939-6947
40. Reddy, P. M.; Venkatesu, P. Ionic liquid modifies the lower critical solution temperature (LCST) of poly(N -isopropylacrylamide) in aqueous solution J. Phys. Chem. B 2011, 115, 4752-4757
41. Wang, Z.; Wu, P. The influence of ionic liquid on phase separation of poly(N -isopropylacrylamide) aqueous solution RSC Adv. 2012, 2, 7099-7108
42. Muldoon, J. M.; Gordon, C. M.; Dunkin, I. R. Investigations of solvent-solute interactions in room temperature ionic liquids using solvatochromic dyes J. Chem. Soc., Perkin Trans. 2001, 2, 433
43. Jelicic, A.; Garcia, N.; Lohmannsroben, H.-G.; Beuermann, S. Prediction of the ionic liquid influence on propagation rate coefficients in methyl methacrylate radical polymerizations based on Kamlet-Taft solvatochromic parameters Macromolecules 2009, 42, 8801-8808
44. Cammarata, L.; Kazarian, S. G.; Salter, P. A.; Welton, T. Molecular states of water in room temperature ionic liquids Phys. Chem. Chem. Phys. 2001, 3, 5192-5200
45. Zhang, S.; Qi, X.; Ma, X.; Lu, L.; Deng, Y. Hydroxyl ionic liquids: the differentiating effect of hydroxyl on polarity due to ionic hydrogen bonds between hydroxyl and anions J. Phys. Chem. B 2010, 114 (11) 3912-3920
46. Stoimenovski, J.; Izgorodina, E. I.; MacFarlane, D. R. Ionicity and proton transfer in protic ionic liquids Phys. Chem. Chem. Phys. 2010, 12, 10341-10347
47. Bini, R.; Chiappe, C.; Mestre, V. L.; Pomelli, C. S.; Welton, T. A rationalization of the solvent effect on the Diels-Alder reaction in ionic liquids using multiparameter linear solvation energy relationships Org. Biomol. Chem. 2008, 6 (14) 2522-2529
48. Kodama, K.; Tsuda, R.; Niitsuma, K.; Tamura, T.; Ueki, T.; Kokubo, H.; Watanabe, M. Structural effects of polyethers and ionic liquids in their binary mixtures on lower critical soltuion temperature liquid-liquid phase separation Polym. J. 2011, 43, 242-248
49. Kolaric, B.; Sliwa, M.; Vallee, R. A. L.; Van der Auweraer, M. Polymer-dye interactions as a tool for studying phase transitions Colloids Surf. A 2009, 338, 61-67
50. Kumar, A. C.; Bohidar, H. B.; Mishra, A. K. The effect of sodium cholate aggregates on thermoreversible gelation of PNIPAM Colloids Surf. B 2009, 70, 60-67
51. Carmichael, A. J.; Seddon, K. R. Polarity study of some 1-alkyl-3-methylimidazolium ambient-temperature ionic liquids with the solvatochromic dye, Nile Red J. Phys. Org. Chem. 2000, 13, 591-595
52. Davis, M. M.; Hetzer, H. B. Titrimetric and equilibrium studies using indicators related to Nile Blue A Anal. Chem. 1966, 38, 451-461