Effect of the phospholipid chain length and head group on beta-phase formation of poly(9,9-dioctylfluorene) enclosed in liposomes

Photochemistry and Photobiology

Volumn 89, Issue 6, 2013, Pages 1471-1478

  Tapia, María J ^a   Monteserín, María ^a   Burrows, Hugh D ^b   Seixas De Melo, João S ^b   Estelrich, Joan ^c  

^a UNIVERSITY OF BURGOS   (Spain)

^b UNIVERSITY OF COIMBRA   (Portugal)

^c UNIVERSITY OF BARCELONA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

LIPOSOME; PHOSPHOLIPID;

LIPOSOMES; PHOSPHOLIPIDS;

EID: 84887407654     PISSN: 00318655     EISSN: 17511097     Source Type: Journal    
DOI: 10.1111/php.12143     Document Type: Article

References (47)

1. Scherf, U., and, D. Neher, (2008) Polyfluorenes. Springer, Berlin.
2. Da Como, E., E. Scheler, P. Strohriegl, J. Lupton, and, J. Feldmann, (2009) Single molecule spectroscopy of oligofluorenes: How molecular length influences polymorphism. Appl. Phys. A Mater. Sci. Process. 95, 61-66.
3. Cadby, A. J., P. A. Lane, H. Mellor, S. J. Martin, M. Grell, C. Giebeler, D. D. C. Bradley, M. Wohlgenannt, C. An, and, Z. V. Vardeny, (2000) Film morphology and photophysics of polyfluorene. Phys. Rev. B 62, 15604-15609.
4. Lin, Z.-Q., N.-E. Shi, Y.-B. Li, D. Qiu, L. Zhang, J.-Y. Lin, J.-F. Zhao, C. Wang, L.-H. Xie, and, W. Huang, (2011) Preparation and characterization of polyfluorene-based supramolecular π-conjugated polymer gels. J. Phys. Chem. C 115, 4418-4424.
5. Chen, S. H., A. C. Su, C. H. Su, and, S. A. Chen, (2005) Crystalline forms and emission behavior of poly(9,9-di-n-octyl-2,7-fluorene). Macromolecules 38, 379-385.
6. Ariu, M., D. G. Lidzey, M. Sims, A. J. Cadby, P. A. Lane, and, D. D. C. Bradley, (2002) The effect of morphology on the temperature-dependent photoluminescence quantum efficiency of the conjugated polymer poly(9, 9-dioctylfluorene). J. Phys.: Condens. Matter 14, 9975.
7. Chen, S. H., A. C. Su, and, S. A. Chen, (2005) Noncrystalline phases in poly(9,9-di-n-octyl-2,7-fluorene). J. Phys. Chem. B 109, 10067-10072.
8. Chen, S. H., H. L. Chou, A. C. Su, and, S. A. Chen, (2004) Molecular packing in crystalline poly(9,9-di-n-octyl-2,7-fluorene). Macromolecules 37, 6833-6838.
9. Chen, S. H., A. C. Su, C. H. Su, and, S. A. Chen, (2006) Phase behavior of poly(9,9-di-n-hexyl-2,7-fluorene). J. Phys. Chem. B 110, 4007-4013.
10. Grell, M., D. Bradley, X. Long, T. Chamberlain, M. Inbasekaran, E. Woo, and, M. Soliman, (1998) Chain geometry, solution aggregation and enhanced dichroism in the liquidcrystalline conjugated polymer poly(9,9-dioctylfluorene). Acta Polym. 49, 439-444.
11. Dias, F. B., J. Morgado, A. L. Maçanita, F. P. da Costa, H. D. Burrows, and, A. P. Monkman, (2006) Kinetics and thermodynamics of poly(9,9-dioctylfluorene) beta-phase formation in dilute solution. Macromolecules 39, 5854-5864.
12. Winokur, M. J., J. Slinker, and, D. L. Huber, (2003) Structure, photophysics, and the order-disorder transition to the beta phase in poly(9,9-(di-n, n-octyl)fluorene). Phys. Rev. B 67, 184106.
13. Knaapila, M., V. M. Garamus, F. B. Dias, L. Almásy, F. Galbrecht, A. Charas, J. Morgado, H. D. Burrows, U. Scherf, and, A. P. Monkman, (2006) Influence of solvent quality on the self-organization of archetypical hairy rods-branched and linear side chain polyfluorenes: Rodlike chains versus "beta-sheets" in solution. Macromolecules 39, 6505-6512.
14. Peet, J., E. Brocker, Y. Xu, and, G. C. Bazan, (2008) Controlled β-phase formation in Poly(9,9-di-n-octylfluorene) by processing with alkyl additives. Adv. Mater. 20, 1882-1885.
15. Pace, G., G. Tu, E. Fratini, S. Massip, W. T. S. Huck, P. Baglioni, and, R. H. Friend, (2010) Poly(9,9-dioctylfluorene)-based conjugated polyelectrolyte: Extended π-electron conjugation Induced by complexation with a surfactant Zwitterion. Adv. Mater. 22, 2073-2077.
16. Kitts, C. C., and, D. A. Vanden Bout, (2007) The effect of solvent quality on the chain morphology in solutions of poly(9,9′-dioctylfluorene) . Polymer 48, 2322-2330.
17. Palacios, R., P. Formentin, E. Martinez-Ferrero, J. Pallarès, and, L. F. Marsal, (2011) β-phase morphology in ordered poly(9,9- dioctylfluorene) nanopillars by template wetting method. Nanoscale Res. Lett. 6, 1-5.
18. Justino, L. L. G., M. Knaapila, M. L. Ramos, A. T. Marques, C. Kudla, L. Almásy, R. Schweins, U. Scherf, H. D. Burrows, and, A. Monkman, (2011) Gel formation and interpolymer alkyl chain interactions with poly(9,9-dioctylfluorene-2,7-diyl) (PFO) in toluene solution: Results from NMR, SANS, DFT, and semiempirical calculations and their implications for PFO β-phase Formation. Macromolecules 44, 334-343.
19. Bright, D. W., F. B. Dias, F. Galbrecht, U. Scherf, and, A. P. Monkman, (2009) The influence of alkyl-chain length on beta-phase formation in polyfluorenes. Adv. Funct. Mater. 19, 67-73.
20. Bright, D. W., F. Galbrecht, U. Scherf, and, A. P. Monkman, (2010) Beta phase formation in poly(9,9-di-n-decylfluorene) thin films. Macromolecules 43, 7860-7863.
21. Da Como, E., N. J. Borys, P. Strohriegl, M. J. Walter, and, J. M. Lupton, (2011) Formation of a defect-free π-electron system in single β-phase polyfluorene chains. J. Am. Chem. Soc. 133, 3690-3692.
22. Rothe, C., F. Galbrecht, U. Scherf, and, A. Monkman, (2006) The β-Phase of poly(9,9-dioctylfluorene) as a potential system for electrically pumped organic lasing. Adv. Mater. 18, 2137-2140.
23. Ryu, G., P. N. Stavrinou, and, D. D. C. Bradley, (2009) Spatial patterning of the β-phase in poly(9,9-dioctylfluorene): a metamaterials-inspired molecular conformation approach to the fabrication of polymer semiconductor optical structures. Adv. Funct. Mater. 19, 3237-3242.
24. Morgado, J., L. Alcácer, and, A. Charas, (2007) Poly(9,9-dioctylfluorene)-based light-emitting diodes with pure β-phase emission. Appl. Phys. Lett. 90, 201110.
25. Misaki, M., M. Chikamatsu, Y. Yoshida, R. Azumi, N. Tanigaki, K. Yase, S. Nagamatsu, and, Y. Ueda, (2008) Highly efficient polarized polymer light-emitting diodes utilizing oriented films of β-phase poly(9,9-dioctylfluorene). Appl. Phys. Lett. 93, 023304.
26. Guo, X., Y. Cheng, Z. Xie, Y. Geng, L. Wang, X. Jing, and, F. Wang, (2009) Fluorene-based copolymers containing dinaphtho-s-indacene as new building blocks for high-efficiency and color-stable blue LEDs. Macromol. Rapid Commun. 30, 816-825.
27. Sirtonski, M. R., S. L. McFarlane, and, J. G. C. Veinot, (2010) Stabilizing the optical properties of PFO through addition of a non-volatile low molecular weight aromatic ether. J. Mater. Chem. 20, 8147-8152.
28. Shi, H.-F., S.-J. Liu, H.-B. Sun, W.-J. Xu, Z.-F. An, J. Chen, S. Sun, X.-M. Lu, Q. Zhao, and, W. Huang, (2010) Simple conjugated polymers with on-chain phosphorescent iridium(III) complexes: Toward ratiometric chemodosimeters for detecting trace amounts of mercury(II). Chem. Eur. J. 16, 12158-12167.
29. Wan, H., S. Bai, H. Li, J. Ding, B. Yao, Z. Xie, L. Wang, and, J. Zhang, (2011) Effects of nanostructure on optoelectronic properties of β phase polyoctylfluorene thin film. J. Lumin. 131, 1393-1396.
30. O′Riordan, A., D. Iacopino, P. Lovera, L. Floyd, K. Reynolds, and, G. Redmong, (2011) Dielectrophoretic self-assembly of polarized light emitting poly(9,9-dioctylfluorene) nanofibre arrays. Nanotechnology 22, 105602. (105608 pp).
31. Kawamura, T., M. Misaki, Y. Koshiba, S. Horie, K. Kinashi, K. Ishida, and, Y. Ueda, (2011) Crystalline thin films of β-phase poly(9,9- dioctylfluorene). Thin Solid Films 519, 2247-2250.
32. Bansal, A. K., A. Ruseckas, P. E. Shaw, and, I. D. W. Samuel, (2010) Fluorescence quenchers in mixed phase polyfluorene films. J. Phys. Chem. C 114, 17864-17867.
33. Evans, R. C., and, P. C. Marr, (2012) Chain confinement promotes beta-phase formation in polyfluorene-based photoluminescent ionogels. Chem. Commun. 48, 3742-3744.
34. Tapia, M. J., M. Monteserín, H. D. Burrows, J. S. Seixas de Melo, J. Pina, R. A. E. Castro, S. García, and, J. Estelrich, (2011) β-Phase formation of poly(9,9-dioctylfluorene) induced by liposome phospholipid bilayers. J. Phys. Chem. B 115, 5794-5800.
35. Bangham, A. D., M. M. Standish, and, J. C. Watkins, (1965) Diffusion of univalent ions across the lamellae of swollen phospholipids. J. Mol. Biol. 13, 238-252.
36. Huang, C.-H., (1969) Studies on phosphatidylcholine vesicles. Formation and physical characteristics. Biochemistry 8, 344-352.
37. Lapinski, M. M., A. Castro-Forero, A. J. Greiner, R. Y. Ofoli, and, G. J. Blanchard, (2007) Comparison of liposomes formed by sonication and extrusion: Rotational and translational diffusion of an embedded chromophore. Langmuir 23, 11677-11683.
38. Mehata, M. S., C.-S. Hsu, Y.-P. Lee, and, N. Ohta, (2009) Electric field effects on photoluminescence of polyfluorene thin films: Dependence on excitation wavelength, field strength, and temperature. J. Phys. Chem. C 113, 11907-11915.
39. Pina, J., J. Seixas de Melo, H. D. Burrows, A. L. Maçanita, F. Galbrecht, T. Bünnagel, and, U. Scherf, (2009) Alternating binaphthyl-thiophene copolymers: Synthesis, spectroscopy, and photophysics and their relevance to the question of energy migration versus conformational relaxation. Macromolecules 42, 1710-1719.
40. Striker, G., V. Subramaniam, C. A. M. Seidel, and, A. J. Volkmer, (1999) Photochromicity and fluorescence lifetimes of green fluorescent protein. J. Phys. Chem. B 103, 8612-8617.
41. Sonogashira, K., Y. Tohda, and, N. Hagihara, (1975) Convenient synthesis of acetylenes-catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes, and bromopyridines. Tetrahedron Lett. 16, 4467-4470.
42. Cameron, D. G., E. F. Gudgin, and, H. H. Mantsch, (1981) Dependence of acyl chain packing of phospholipids on the head group and acyl chain length. Biochemistry 20, 4496-4500.
43. Cameron, D. G., H. L. Casal, and, H. H. Mantsch, (1979) The application of fourier transform infrared transmission spectroscopy to the study of model and natural membranes. J. Biochem. Biophys. Methods 1, 21-36.
44. Israelachvili, J. N., D. J. Mitchell, and, B. W. Ninham, (1976) Theory of self-assembly of hydrocarbon amphiphiles into micelles and bilayers. J. Chem. Soc., Faraday Trans. 2 72, 1525-1568.
45. Israelachvili, J. N., and, D. J. Mitchell, (1975) A model for the packing of lipids in bilayer membranes. Biochim. Biophys. Acta 389, 13-19.
46. Lis, L. J., M. McAlister, N. Fuller, R. P. R, and, V. A. Parsegian, (1982) Interactions between neutral phospholipid bilayer membranes. Biophys. J. 37, 657-665.
47. Sabín, J., G. Prieto, J. Estelrich, F. Sarmiento, and, M. Costas, (2010) Insertion of semifluorinated diblocks on DMPC and DPPC liposomes. Influence on the gel and liquid states of the bilayer. J. Colloid Interf. Sci. 348, 388-392.