Extraction of a hydrophilic compound from water into liquid CO2 using dendritic surfactants

Nature

Volumn 389, Issue 6649, 1997, Pages 368-371

  Cooper, A I ^a   Londono, J D ^b,c   Wignall, G ^b   McClain, J B ^a   Samulski, E T ^a   Lin, J S ^b   Dobrynin, A ^a   Rubinstein, M ^a   Burke, A L C ^a   Frechet J M J ^d   DeSimone, J M ^a  

^a UNIVERSITY OF NORTH CAROLINA   (United States)

^b OAK RIDGE NATIONAL LABORATORY   (United States)

^c The University of Tennessee   (United States)

^d UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; METHYL ORANGE; SURFACTANT;

ARTICLE; DENDRITIC CELL; DRUG TARGETING; EXTRACTION; FERMENTATION; HUMAN; HUMAN CELL; HYDROPHILICITY; PRIORITY JOURNAL; RADIATION SCATTERING; SPECTROSCOPY; SUPERCRITICAL FLUID EXTRACTION;

EID: 0030843965     PISSN: 00280836     EISSN: None     Source Type: Journal    
DOI: 10.1038/38706     Document Type: Article

References (29)

1. Tomalia, D. A. et al. A new class of polymers: starburst-dendritic macromolecules. Polym. J. 17, 117-132 (1985).
2. Hawker, C. J., Lee, R. & Frechet, J. M. J. One-step synthesis of hyperbranched dendritic polyesters. J. Am. Chem. Soc. 113, 4583-4588 (1991).
3. Frechet, J. M. J. Functional polymers and dendrimers: reactivity, molecular architecture, and interfacial energy. Science 263, 1710-1715 (1994).
4. Knapen, J. W. J. et al. Homogeneous catalysts based on silane dendrímers functionalized with arylnickel(II) complexes. Nature 372, 659-663 (1994).
5. Newkome, G. R., Moorefield, C. N. & Voegtle, F. Dendritic Molecules: Concepts, Syntheses, Perspectives (VCH, Weinheim, 1996).
6. Stevelmans, S. et al. Synthesis, characterization and guest-host properties of inverted unimolecular dendritic micelles. J. Am. Chem. Soc. 118, 7398-7399 (1996).
7. Hawker, C. J., Wooley, K. L. & Frechet, J. M. J. Unimolecular micelles and globular amphiphiles: dendritic macromolecules as novel recyclable solubilization agents. J. Chem. Soc. Perkin I 1287-1297 (1993).
8. DeSimone, J. M., Guan, Z. & Eisbernd, C. S. Synthesis of fluoropolymers in supercritical carbon dioxide. Science 257, 945-947 (1992).
9. DeSimone, J. M. et al. Dispersion polymerizations in supercritical carbon dioxide. Science 265, 356-359 (1994).
10. Hsiao, Y.-L., Maury, E. E., DeSimone, J. M., Mawson, S. & Johnston, K. P. Dispersion polymerization of methyl methacrylate stabilized with poly(1,1-dihydroperfluorooctylacrylate) in supercritical carbon dioxide. Macromolecules 28, 8159-8166 (1995).
11. Cooper, A. I. & DeSimone, J. M. Polymer synthesis and characterization in liquid/supercritical carbon dioxide. Curr. Opin. Solid State Mater. Sci. 1, 761-768 (1996).
12. McHugh, M. A. & Krukonis, V. J. Supercritical Fluid Extraction 2nd edn (Butterworth-Heinman, Stoneham, MA, 1994).
13. Shaffer, K. A., Jones, T. A., Canelas, D. A. & DeSimone, J. M. Dispersion polymerizations in carbon dioxide using siloxane-based stabilizers. Macromolecules 29, 2704-2706 (1996).
14. Canelas, D. A., Betts, D. E. & DeSimone, J. M. Dispersion polymerization of styrene in supercritical carbon dioxide: importance of effective sufactants. Macromolecules 29, 2818-2821 (1996).
15. McClain, J. B. et al. Design of nonionic surfactants for supercritical carbon dioxide. Science 274, 2049-2052 (1996).
16. Fulton, J. L. et al. Aggregation of amphiphilic molecules in supercritical carbon dioxide: a small angle X-ray scattering study. Langmuir 11, 4241-4249 (1995).
17. 2-soluble fluoropolymer via small angle neutron scattering. J. Am. Chem. Soc. 118, 917-918 (1996).
18. de Brabander-van den Berg, E. M. M. & Meijer, E. W. Poly(propylene imine) dendrimers: large-scale synthesis by heterogeneously catalyzed hydrogenations. Angew. Chem. Int. Edn Eng. 32, 1308-1311 (1993).
19. Jansen, J. F. G. A., de Brabander-van den Berg, E. E. M. & Meijer, E. W. Encapsulation of guest molecules into a dendritic box. Science 266, 1226-1229 (1994).
20. Bosman, A. W., Jansen, J. F. G. A., Janssen, R. A. J. & Meijer, E. W. Charge transfer in the dendritic box. Polym. Mater. Sci. Eng. 73, 340-341 (1995).
21. Jansen, J. F. G. A., Meijer, E. W. & de Brabander-van den Berg, E. M. M. The dendritic box: shape-selective liberation of encapsulated guests. J. Am. Chem. Soc. 117, 4417-4418 (1995).
22. Maury, E. E. et al. Graft copolymer surfactants for supercritical carbon dioxide applications. Polym. Prepr. (ACS Div. Polym. Chem.) 34, 664-665 (1993).
23. McFann, G. J., Johnston, K. P. & Howdle, S. M. Solubilization in nonionic reverse micelles in carbon dioxide. Am. Inst. Chem. Eng. J. 40, 543-555 (1994).
24. Johnston, K. P. et al. Water-in carbon dioxide microemulsions: an environment for hydrophiles including proteins. Science 271, 624-626 (1996).
25. Reichhardt, C. Empirical parameters of solvent polarity as linear free-energy relationships. Angew. Chem. Int. Edn Engl. 18, 98-110 (1979).
26. t(30), a polarity probe for aqueous interfaces. J. Phys. Chem. 85, 2676-2683 (1981).
27. Wignall, G. D. et al. Reduction of parasitic scattering in SAXS by a three-pinhole collimating system J. Appl. Crystallogr. 23, 241-246 (1990).
28. Pfund, D. M., Zemanian, T. S., Linehan, J. C., Fulton, J. L. & Yonker, C. R. Fluid structure in supercritical xenon by nuclear magnetic resonance spectroscopy and small angle X-ray scattering. J. Phys. Chem. 98, 11846-11857 (1994).
29. Russell, T. P., Lin, J. S., Spooner, S. & Wignall, G. D. Intercalibration of small angle X-ray and neutron scattering data. J. Appl. Crystallogr. 21, 629-638 (1988).