Design and evaluation of switchable-hydrophilicity solvents

Green Chemistry

Volumn 16, Issue 3, 2014, Pages 1187-1197

  Vanderveen, Jesse R ^a   Durelle, Jeremy ^a   Jessop, Philip G ^a  

^a QUEEN S UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84894629497     PISSN: 14639262     EISSN: 14639270     Source Type: Journal    
DOI: 10.1039/c3gc42164c     Document Type: Article

References (98)

1. P. G. Jessop L. Phan A. Carrier S. Robinson C. J. Dürr J. R. Harjani Green Chem. 2010 12 809 814
2. P. G. Jessop L. Kozycz Z. G. Rahami D. Scheonmakers A. R. Boyd D. Wechsler A. M. Holland Green Chem. 2011 13 619 623
3. P. G. Jessop, L. N. Phan, A. J. Carrier, R. Resendes and D. Wechsler, PCT Intl WO2011050469, 2011
4. A. R. Boyd P. Champagne P. J. McGinn K. M. MacDougall J. E. Melanson P. G. Jessop Bioresour. Technol. 2012 118 628 632
5. C. Samori D. L. Barreiro R. Vet L. Pezzolesi D. W. F. Brilman P. Galletti E. Tagliavini Green Chem. 2013 15 353 356
6. A. Holland D. Wechsler A. Patel B. M. Molloy A. R. Boyd P. G. Jessop Can. J. Chem. 2012 90 805 810
7. N. F. Hall M. R. Sprinkle J. Am. Chem. Soc. 1932 54 3469 3485
8. U. Oesch Z. Brzozka A. Xu B. Rusterholz G. Suter H. V. Pham D. H. Welti D. Ammann E. Pretsch W. Simon Anal. Chem. 1986 58 2285 2289
9. C. Wiles P. Watts Beilstein J. Org. Chem. 2011 7 1360 1371
10. H. K. Hall J. Phys. Chem. 1956 60 63 70
11. V. Frenna N. Vivona G. Consiglio D. Spinelli J. Chem. Soc., Perkin Trans. 2 1985 1865 1868
12. M. M. Kreevoy S.-W. Oh J. Am. Chem. Soc. 1973 95 4805 4810
13. R. E. McMahon N. R. Easton J. Med. Pharm. Chem. 1961 4 423 586
14. J. M. Devereux K. R. Payne E. R. A. Peeling J. Chem. Soc. 1957 2845 2851
15. L. C. Craig R. M. Hixon J. Am. Chem. Soc. 1931 53 4367 4372
16. S. Jarmelo N. Maiti V. Anderson P. R. Carey R. Fausto J. Phys. Chem. A 2005 109 2069 2077
17. I. V. Tetko V. Y. Tanchuk J. Chem. Inf. Comput. Sci. 2002 42 1136 1145
18. I. V. Tetko J. Gasteiger R. Todeschini A. Mauri D. Livingstone P. Ertl V. A. Palyulin E. V. Radchenkco N. S. Zefirov A. S. Makarenko V. Y. Tanchuk V. V. Prokopenko J. Comput.-Aided Mol. Des. 2005 19 453 463
19. VCCLAB, Virtual Computational Chemistry Laboratory, http://www.vcclab.org (accessed 22 May 2013)
20. J. Hine M. N. Khan Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 1992 31 427 435
21. G. M. Steinberg J. Bolger J. Am. Pharm. Assoc. 1957 46 188 191
22. R. J. Littel M. Bos G. J. Knoop J. Chem. Eng. Data 1990 35 276 277
23. F. Wang L. M. Sayre J. Am. Chem. Soc. 1992 114 248 255
24. A. Gero J. Med. Chem. 1963 6 457 458
25. F. Bougie M. C. Iliuta J. Chem. Eng. Data 2012 57 635 669
26. J. Zhang R. Misch Y. Tan D. W. Agar Chem. Eng. Technol. 2011 34 1481 1489
27. I. M. Al-Najjar M. Green J. Chem. Soc., Dalton Trans. 1979 1651 1656
28. C. W. Hoerr M. R. McCorkle A. W. Ralston J. Am. Chem. Soc. 1943 65 328 329
29. Toxicity Estimation Software Tool, version 4.1, U.S. Environmental Protection Agency, http://www.epa.gov/nrmrl/std/qsar/qsar.html (accessed 2 August, 2013)
30. Y. Takeuchi Environ. Res. 1993 62 76 80
31. O. F. Sendur Y. Turan S. Bal A. Gurgan Inhalation Toxicol. 2009 21 210 214
32. G. D. Ritchie K. R. Still W. K. Alexander A. F. Nordholm C. L. Wilsom J. Rossi III D. R. Mattie J. Toxicol. Environ. Health, Part B 2001 4 223 312
33. Sax's Dangerous Properties of Industrial Materials, ed., R. J. Lewis, Van Nostrand Reinhold, New York, 9th edn, 1996
34. E. J. Gallegos Anal. Chem. 1981 53 187 189
35. G. G. Hawley, The Condensed Chemical Dictionary, Van Nstrand Reinhold, New York, 9th edn, 1977
36. Material safety data sheet for N,N-dimethylcyclohexylamine, Sigma Aldrich, 2012
37. Material safety data sheet for N-ethylpiperidine, Merck Millipore, 2010
38. W. B. Wright Jr. J. Org. Chem. 1962 27 1042 1045
39. H. Yoshikawa K. Kawai Ind. Health 1966 4 63
40. Material safety data sheet for N-butylpyrrolidine, Sigma Aldrich, 2012
41. T. Caronna A. Citterio T. Crolla M. Ghirardini F. Minisci J. Heterocycl. Chem. 1976 13 955 960
42. Material safety data sheet for N,N-dimethylhexylamine, Sigma Aldrich, 2012
43. Material safety data sheet for N,N-dimethylbutylamine, Oxea Chemicals, 2011
44. W. H. Bell G. B. Carter J. Dewing J. Chem. Soc. C 1969 352 354
45. A. R. Lepley W. A. Khan J. Org. Chem. 1966 31 2061 2064
46. Material safety data sheet for N,N-diethylbutylamine, Sigma Aldrich, 2012
47. N. C. Deno R. E. Fruit J. Am. Chem. Soc. 1968 90 3502 3506
48. Material safety data sheet for N-methyldipropylamine, Sigma Aldrich, 2010
49. G. R. Colonna and A. B. Spencer, Fire Protection Guide to Hazardous Materials, National Fire Protection Association, Quincy, Massachusetts, 13th edn, 2002
50. Material safety data sheet for triethylamine, Sigma Aldrich, 2012
51. R. E. Watson A. M. Hafez J. N. Kremsky G. O. Bizzigotti Int. J. Toxicol. 2007 26 503 512
52. P. A. A. Klusener L. Tip L. Brandsma Tetrahedron 1991 47 2041 2064
53. Material safety data sheet for diisopropylaminoethanol, Sigma Aldrich, 2012
54. W. B. Burnett R. L. Jenkins C. H. Peet E. E. Dreger R. Adams J. Am. Chem. Soc. 1937 59 2248 2252
55. Material safety data sheet for dibutylaminoethanol, Sigma Aldrich, 2013
56. P. R. Muddasani and V. C. Nannapaneni, PCT Intl WO03101931, 2003
57. Material safety data sheet for 4,4-diethoxy-N,N-dimethyl butan-1-amine, Sigma Aldrich, 2012
58. G. W. Gribble C. F. Nutaitis Synthesis 1987 709 711
59. Material safety data sheet for N,N-dimethylphenethylamine, Sigma Aldrich, 2013
60. P. G. Stone S. G. Cohen J. Am. Chem. Soc. 1982 104 3435 3440
61. Material safety data sheet for dipropylamine, Sigma Aldrich, 2012
62. F. Franks B. Watson Trans. Faraday Soc. 1967 63 329 334
63. Material safety data sheet for di-sec-butylamine, Sigma Aldrich, 2012
64. D. G. Norton V. E. Haury F. C. Davis L. J. Mitchell S. A. Ballard J. Org. Chem. 1954 19 1054 1066
65. Material safety data sheet for N-sec-butylpropylamine, TCI Europe, 2012
66. D. Redmore J. Org. Chem. 1978 43 992 996
67. Material safety data sheet for N,N-dimethylbenzylamine, Sigma Aldrich, 2012
68. IUCLID Dataset for Toluene, European Commission-European Chemicals Bureau, 2000
69. V. A. Benignus Neurotoxicology 1981 2 567 588
70. E. T. Kimura D. M. Ebert P. W. Dodge Toxicol. Appl. Pharmacol. 1971 19 699 704
71. G. W. Kabalka S. T. Summers J. Org. Chem. 1981 46 1218 1221
72. Material safety data sheet for toluene, Merck Millipore, 2012
73. N. Chang Z.-Y. Gu X.-P. Yan J. Am. Chem. Soc. 2010 132 13645 13647
74. Material safety data sheet for hexane, Sigma Aldrich, 2012
75. Documentation of the Threshold Limit Values of Biological Exposure Indices, American Conference of Governmental Industrial Hygienists, Cincinnati, Ohio, 6th edn, 1991
76. Ethel Browning's Toxicity and Metabolism of Industrial Solvents, ed., R. Snyder, Elsevier, New York, 2nd edn, 1987
77. A. N. Campbell Can. J. Chem. 1981 59 127 131
78. L. M. Besley G. A. Bottomley J. Chem. Thermodyn. 1974 6 577 580
79. S. A. Wieczorek J. Stecki J. Chem. Thermodyn. 1978 10 177 186
80. Globally Harmonized System of Classification and Labelling of Chemicals (GHS), United Nations, New York and Geneva, 4th edn, 2011
81. R. Heijungs, J. Guinee, G. Huppes, R. M. Lankreijer, H. A. Udo de Haes, A. Wegener Sleeswijk, A. M. M. Ansems, P. G. Eggels, R. van Duin and H. P. de Goede, Environmental Life Cycle Assessment of Products. Guide and Backgrounds, CML, Leiden University, Leiden, 1992
82. J. R. Baker M. W. Milke J. R. Mihelcic Water Res. 1999 33 327 334
83. D. T. Allen and D. R. Shonnard, Green Engineering: Environmentally Conscious Design of Chemical Processes, Prentice-Hall, Upper Saddle River, NJ, 2001
84. W. P. L. Carter J. Air Waste Manage. Assoc. 1994 44 881 899
85. R. S. Boethling E. Sommer D. DiForge Chem. Rev. 2007 107 2207 2227
86. P. H. Howard R. S. Boethling W. M. Stiteler W. M. Meylan A. E. Hueber J. A. Beauman M. E. Larosche Environ. Toxicol. Chem. 1992 11 593 603
87. I. Eide-Haugmo O. G. Brakstad K. A. Hoff K. R. Sorheim E. F. da Silva H. F. Svendsen Energy Procedia 2009 1 1297 1304
88. I. Eide-Haugmo H. Lepaumier A. Einbu K. Vernstad E. F. da Silva H. F. Svendsen Energy Procedia 2011 4 1631 1636
89. I. Eide-Haugmo O. G. Brakstad K. A. Hoff E. F. da Silva H. F. Svendsen Int. J. Greenhouse Gas Control 2012 9 184 192
90. D. Calamari R. Da Gasso S. Galassi A. Provini M. Vighi Chemosphere 1980 9 753 762
91. M. Kawasaki Ecotoxicol. Environ. Saf. 1980 4 444 454
92. K. Kawahara Y. Yakabe T. Ohide K. Kida Chemosphere 1999 39 2007 2018
93. IUCLID Dataset for Cyclohexyldimethylamine, European Commission-European Chemicals Bureau, 2000
94. E. M. Davis H. E. Murray J. G. Liehr E. L. Powers Water Res. 1981 15 1125 1127
95. G. Pasteris D. Werner K. Kaufmann P. Höhener Environ. Sci. Technol. 2002 36 30 39
96. J. A. Gowland G. H. Schmid Can. J. Chem. 1969 47 2953 2958
97. B. Zou H.-F. Jiang Chin. J. Chem. 2008 26 1309 1314
98. S. R. Cheruku S. Maiti A. Dorn B. Scorneaux A. K. Bhattacharjee W. Y. Ellis J. L. Vennerstrom J. Med. Chem. 2003 46 3166 3169