Formación de nanocristales de transferencia de carga de hexametilbencen: cloranil

  • Caswell R. Bennett Georgetown University, Department of Physics
  • Aisha Khatib Georgetown University, Department of Physics
  • Justin M. Sierchio Georgetown University, Department of Physics
  • Edward Van Keuren Georgetown University, Department of Physics
Palabras clave: método de reprecipitación, mezcla de vórtice, cristales de transferencia de carga

Resumen

La nucleación y el crecimiento de nanopartículas pueden inducirse utilizando el método de reprecipitación, en el que una solución se mezcla rápidamente con un disolvente no miscible. Este método se ha utilizado para crear una amplia variedad de nanopartículas orgánicas, incluidas aquellas compuestas de polímeros o de moléculas pequeñas. Aquí demostramos la formación de nanocristales de transferencia de carga del donador de electrones hexametilbenceno al aceptor de electrones, el cloranil, utilizando el método de reprecipitación. Logramos la mezcla rápida necesaria para la formación de nanopartículas de varias maneras: usando un micro mezclador de vórtice impreso en 3D, un mezclador de chorro de doble impacto o inyección de chorro directo de la solución en el no solvente. La cinética de formación de cristales se caracteriza por escalas de tiempo de 10 ms a decenas de minutos utilizando espectroscopía de absorción UV-Vis y dispersión dinámica de luz.

Citas

Baldyga and Pohorecki. (1995). Turbulent micromixing in chemical reactors – a review. The Chemical Engineering Journal and the Biochemical Engineering Journal, 58(2): 183-195. http://dx.doi.org/10.1016/0923-0467(95)02982-6

Erdemir, D., Lee, A.Y. and Myerson, A. S. (2009). Nucleation of crystals from solution: classical and two-step models. Acc. Chem. Res. 42: 621-9. http://dx.doi.org/10.1021/ar800217x

Foster, R., Hammick, D. L. and Parsons, B. N. (1956). Interaction of Lewis acids with aromatic hydrocarbons and bases. Part X VI.* The association of chloranil with methylbenzenes in cyclohexane. J. Chem. Soc., 555-558.

Frisken, B. J. (2001). Revisiting the method of cumulants for the analysis of dynamic light-scattering data. Appl. Opt., 40: 4087-4091. http://dx.doi.org/10.1364/AO.40.004087

Goetz, K. P., Vermeulen, D., Payne, M. E., Kloc, C., McNeil, L. E. and Jurchescu, O. D. (2014). Charge-transfer complexes: new perspectives on an old class of compounds. J. Mater. Chem. C. 2: 3065-3076. http://dx.doi.org/10.1039/C3TC32062F

Harding, T. T. and Wallwork, S. C. (1955). The structures of molecular compounds exhibiting polarization bonding. II. The crystal structure of the chloranil-hexamethylbenzene Complex. Acta Cryst., 8: 787-794. http://dx.doi.org/10.1107/S0365110X55002417

Horn, D. (1989). Preparation and characterization of microdisperse bioavailable carotenoid hydrosols. Angew. Makromol. Chem., 166: 139-153. http://dx.doi.org/10.1002/apmc.1989.051660110

Horn, D., and Rieger, J. (2001). Organic nanoparticles in the aqueous phase-theory, experiment, and use. Angew. Chem. Int. Ed., 40: 4330-4361. http://dx.doi.org/10.1002/1521-3773(20011203)40:23<4330::aid-anie4330>3.0.co;2-w

Hunter, T. F. and Norfolk, T. F. (1969). Hexamethylbenzene–, durene– and mesitylene-chloranil charge transfer complexes in carbon tetrachloride. Spectrochimica Acta Part A, 25: 193-197. http://dx.doi.org/10.1016/0584-8539(69)80185-6

Johnson, B. K. and Prud’homme, R. K. (2003). Chemical processing and micromixing in confined impinging jets. AIChE J., 49: 2264-2282. http://dx.doi.org/10.1002/aic.690490905

Jones, N. D. and Marsh, R. E. (1962). On the crystal structure of the chloranil–hexamethylbenzene complex. Acta Cryst., 15: 809-810. http://dx.doi.org/10.1107/S0365110X62002121

Kasai, H., Nalwa, H. S., Oikawa, H., Okada, S., Matsuda, H., Minami, N., Kakuta, A., Ono, K., Mukoh, A. and Nakanishi, H. (1992). Novel preparation method of organic microcrystals. Jpn. J. Appl. Phys., Part 2: 31, L1132-L1134. http://dx.doi.org/10.1143/JJAP.31.L1132

Le Magueres, P., Lindeman, S. V. and Kochi, J. K. (2001). Direct relationship between intermolecular charge–transfer and charge-resonance complexes via structural changes in the arene donor with various pi–acceptors. J. Chem. Soc., Perkin Trans., 2: 1180-1185. http://dx.doi.org/10.1039/B009543P

Li, T., Melis, S., Bagade, C., Khatib, A., Hosarzycki, R., Maglieri, G., Zhang, X. and Van Keuren, E. (2019). Mechanisms of nucleation and growth in the formation of charge transfer nanocrystals. J. Nanopart. Res. 21: 147. http://dx.doi.org/10.1007/s11051-019-4593-3

Liu, Y., Cheng, C., Liu, Y., Prud’homme, R. K. and Fox, R. O. (2008). Mixing in a multi–inlet vortex mixer (MIVM) for flash nano–precipitation. Chem. Eng. Sci., 63: 2829-2842. http://dx.doi.org/10.1016/j.ces.2007.10.020

Mori, J., Miyashita, Y., Oliveira, D., Kasai, H., Oikawa, H. and Nakanishi, H. (2009). Stopped-flow analysis on the mechanism of perylene nanoparticle formation by the reprecipitation method. J. Cryst. Growth, 311: 553-555. http://dx.doi.org/10.1016/j.jcrysgro.2008.09.038

Mulliken, R. S. (1939). Intensities of electronic transitions in molecular spectra II. Charge–transfer spectra. J. Chem. Phys., 7: 20-34. http://dx.doi.org/10.1063/1.1750319

Nishida, M. and Van Keuren, E. R. (2011). Crystal formation in tetracyanoquinodimethane on the nanoscale: polymorphism and progression of self-assembly. MRS Commun., 1: 7-11.

Torrance, J. B., A. Girlando, J. J. Mayerle, J. I. Crowley, V. Y. Lee, P. Batail and S. J. LaPlaca, (1981). Anomalous nature of neutral-to-ionic phase transition in tetrathiafulvalene-chloranil. Phys. Rev. Lett. 47, 1747. http://dx.doi.org/10.1103/PhysRevLett.47.1747

Van Keuren, E. (2005). Polymer nanoparticles synthesized with solvent shifting. J. Dispersion Sci. Technol., 25: 547-553. http://dx.doi.org/10.1081/DIS-200025730

Van Keuren, E., Georgieva, E. and Durst, M. (2003). Kinetics of the growth of anthracene nanoparticles. J. Dispersion Sci. Technol., 24: 721-729. http://dx.doi.org/10.1081/DIS-120023819

Van Keuren, E., Bone, A. and Ma, C. (2008). Phthalocyanine nanoparticle formation in supersaturated solutions. Langmuir, 24: 6079-6084. http://dx.doi.org/10.1021/la800290s

Van Keuren, E. and Nishida, M. (2010). Synthesis of nanocomposite materials using the reprecipitation method. CMC-Comput. Mater. Con., 409: 61-77.

Publicado
2019-11-08
Cómo citar
Bennett, C., Khatib, A., Sierchio, J., & Van Keuren, E. (2019). Formación de nanocristales de transferencia de carga de hexametilbencen: cloranil. Mundo Nano. Revista Interdisciplinaria En Nanociencias Y Nanotecnología, 13(24), 1e-11e. https://doi.org/10.22201/ceiich.24485691e.2020.24.69612