Separation of dimethylcyclohexane stereoisomers by selective guest inclusion of host compound of guanidinium o-terphenyl-4,4′-disulfonate

Separation and Purification Technology

Volumn 66, Issue 1, 2009, Pages 57-64

  Kim, Jinsoo ^a   Yi, Jongheop ^a   Ward, Michael D ^b   Kim, Woo Sik ^c  

^a Seoul National University   (South Korea)

^b NEW YORK UNIVERSITY   (United States)

^c Kyung Hee University   (South Korea)

Author keywords

Inclusion compound; Selective separation; Stereoisomers; Thermal stability

Indexed keywords

BINARY MIXTURES; DIFFERENTIAL SCANNING CALORIMETRY; SEPARATION; STEREOCHEMISTRY; THERMOANALYSIS; THERMODYNAMIC STABILITY;

FRAME STRUCTURES; GUANIDINIUM; GUEST MOLECULES; HOST GUESTS; INCLUSION COMPOUND; NANO CAVITIES; O-TERPHENYL; ONSET TEMPERATURES; POTENTIAL METHODS; POWDER X-RAY DIFFRACTIONS; SELECTIVE SEPARATION; SPATIAL CONFIGURATIONS; STEREOISOMERS; THERMAL ANALYSIS; THERMAL STABILITY; TRANS-ISOMERS;

ISOMERS;

EID: 62149097966     PISSN: 13835866     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.seppur.2008.11.024     Document Type: Article

References (26)

1. Winkle M.V. Distillation (1967), McGraw-Hill, New York
2. Holland C.D. Fundamentals of Multicomponent Distillation (1981), McGraw-Hill, New York
3. Treybal R.E. Liquid Extraction (1963), McGraw-Hill, New York
4. Hanson C. Recent Advances in Liquid-Liquid Extraction (1971), Rergamon, Oxford
5. Goldberg I., Stein Z., Tanaka K., and Toda F.J. Separation of phenol and cresols by crystalline complexation with 1,1-di(p-hydroxylphenyl)cyclohexane, and crystal structure analyses of the complexes. J. Inclusion Phenom. 6 (1988) 15-30
6. Toda F., Aoki S., Sugio Y., and Hachiya T. Separation of m- and p-ethylphenols, and of 2,4- and 2,5-dimethylphenols by inclusion complexation with 1,1-bis(p-hydroxyphenyl)cyclohexane as host compound. Supramol. Chem. 16 (2004) 181-183
7. Schwochow F., and Puppe L. Zeolites-their synthesis, structure, and application. Angew. Chem. Int. Ed. 14 (1975) 620-628
8. Manfred N., Peter K., Ronald S., Petra T., and Jürgen C. Molecular sieve membranes for industrial application: problems, progress, solution. Chem. Eng. Technol. 25 (2002) 221-230
9. Yuan W., Lin Y.S., and Yang W. Molecular sieving MFI-type zeolite membranes for pervaporation separation of xylene isomer. J. Am. Chem. Soc. 126 (2004) 4776-4777
10. Won J., Seo J.S., Kim J.H., Kim H.S., Kang Y.S., Kim S., Kim Y., and Jegal J. Coordination compound molecular sieve membranse. Adv. Mater. 17 (2005) 80-84
11. Bourne S.A., Nassimbeni L.R., and Toda F. Complexation with diol host compounds. Part 7. Structures and thermal analysis of 1,1,2,2-tetraphenylethane-1,2-diol with lutidine guests. J. Chem. Soc., Perkin Trans. 2 (1991) 1335-1341
12. Caira M.R., Roex T.L., and Nassimbeni L.R. Selective enclathration of picoline isomers by a resorcinarene host. Cryst. Eng. Commun. 8 (2006) 275-280
13. Caira M.R., Nassimbeni L.R., Vujoc D., and Toda F. Separation of xylenols by inclusion. J. Phys. Org. Chem. 13 1 (2000) 75-79
14. Caira M.R., Nassimbeni L.R., Toda F., and Vujovic D. Inclusion of aminobenzonitrile isomers by a diol host compound: structure and selectivity. J. Am. Chem. Soc. 122 (2000) 9367-9372
15. Apel S., Lennartz M., Nassimbeni L.R., and Weber E. Weak hydrogen bonding as a basis for concentration-dependent guest selectivity by a cyclophane host. Chem. Eur. J. 8 (2002) 3678-3686
16. Bourne S.A., Corin K.C., Nassimbeni L.R., and Toda F. Selective enclathration of picolines. Cryst. Growth Des. 5 (2005) 379-382
17. Tanaka K., Nakashima A., Shimada Y., and Scott J.L. Selective inclusion of equatorial isomers of cyclohexane-polyols in phosphonium salt hosts. Eur. J. Org. Chem. (2006) 2423-2428
18. Pivovar A.M., Holman K.T., and Ward M.D. Shape-selective separation of molecular isomers with tunable hydrogen-bonded host frameworks. Chem. Mater. 13 (2001) 3018-3031
19. Russell V.A., Evans C.C., Li V., and Ward M.D. Nanoporous molecular sandwiches: Pillared two-dimensional hydrogen-bonded networks with adjustable porosity. Science 276 (1997) 575-579
20. Swift J.A., Reynolds A.M., and Ward M.D. Cooperative host-guest recognition in crystalline clathrates: steric guest ordering by molecular gears. Chem. Mater. 10 (1998) 4159-4168
21. Plaut D.J., Holman K.T., Pivovar A.M., and Ward M.D. Building molecular frameworks with tailored pore structures. J. Phys. Org. Chem. 13 (2000) 858-869
22. Holman K.T., Pivovar A.M., Swift J.A., and Ward M.D. Metric engineering of soft molecular host frameworks. Acc. Chem. Res. 34 (2001) 107-118
23. Nassimbeni L.R. Structure-reactivity relations of inclusion compounds. Cryst. Eng. Comm. 5 (2003) 200-203
24. J. Kim, Shape-selective separation of molecular isomer with designer host frameworks, MS diss., Seoul National University (2006) 1-61.
25. Caira M.R., Horne A., Nassimbeni L.R., and Toda F. Inclusion and separation of picoline isomers by a diol host compound. J. Mater. Chem. 7 (1997) 2145-2149
26. Kim J., Lee S., Yi J., Kim W., and Ward M.D. Mechanistic study on selective inclusion of xylenes into guanidinium p-toluenesulfonate host frame. Sep. Purif. Technol. 62 (2008) 519-524