Facile control of chiral packing in poly(p-phenylenevinylene) spin-cast films

Macromolecules

Volumn 38, Issue 10, 2005, Pages 4054-4057

  Satrijo, Andrew ^a   Swager, Timothy M ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHIRAL PACKING; CIRCULAR DICHROISM (CD) SPECTROSCOPY; POLY(P-PHENYLENEVINYLENE) (PPV) DERIVATIVES; SPIN-CAST FILMS;

ANNEALING; CONFORMATIONS; ORGANIC POLYMERS; SOLVENTS; SPIN COATING; SUPRAMOLECULAR CHEMISTRY; SYNTHESIS (CHEMICAL); THERMODYNAMICS; ULTRAVIOLET SPECTROSCOPY;

PLASTIC FILMS;

EID: 19944412189     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma047418s     Document Type: Article

References (37)

1. Moratti, S. C. The Chemistry and Uses of Polyphenylenevinylenes. In Handbook of Conducting Polymers, 2nd ed.; Skotheim, T. A., Elsenbaumer, R. L., Reynolds, J. R., Eds.; Marcel Dekker: New York, 1998; p 343.
2. (a) Fiesel, R.; Neher, D.; Scherf, U. Synth. Met. 1999, 102, 1457.
3. (b) McQuade, D. T.; Kim, J.; Swager, T. M. J. Am. Chem. Soc. 2000, 122, 5885.
4. Díaz-García, M. A.; Hide, F.; Schwartz, B. J.; Andersson, M. R.; Pei, Q.; Heeger, A. J. Synth. Met. 1997, 84, 455.
5. (a) Nguyen, T.-Q.; Doan, V.; Schwartz, B. J. J. Chem. Phys. 1999, 110, 4068.
6. (b) Nguyen, T.-Q.; Martini, I. B.; Liu, J.; Schwartz, B. J. J. Phys. Chem. B 2000, 104, 237.
7. (c) Nguyen, T.-Q.; Yee, R. Y.; Schwartz, B. J. J. Photochem. Photobiol. A 2001, 144, 21.
8. Shi, Y.; Liu, J.; Yang, Y. J. Appl. Phys. 2000, 87, 4254.
9. Schwartz, B. J. Annu. Rev. Phys. Chem. 2003, 54, 141.
10. Ohira, A.; Kunitake, M.; Fujiki, M.; Naito, M.; Saxena, A. Chem. Mater. 2004, 16, 3919.
11. Liu, J.; Guo, T.-F.; Yang, Y. J. Appl. Phys. 2002, 91, 1595.
12. Liu, C.; Zou, X.; Yin, S. Jpn. J. Appl. Phys. 2004, 43, L563.
13. (a) Circular Dichroism: Principles and Applications, 2nd ed.; Berova, N., Nakanishi, K., Woody, R. W., Eds.; Wiley-VCH: New York, 2000.
14. (b) Materials-Chirality; Green, M. M., Nolte, R. J. M., Meijer, E. W., Eds.; Topics in Stereochemistry 24; John Wiley & Sons: Hoboken, NJ, 2003.
15. Bouman, M. M.; Meijer, E. W. Adv. Mater. 1995, 7, 385.
16. For a recent review see: Pu, L. Acta Polym. 1997, 48, 116.
17. Bidan, G.; Guillerez, S.; Sorokin, V. Adv. Mater. 1996, 8, 157
18. Bartlett, P. D.; Ryan, M. J.; Cohen, S. G. J. Am. Chem. Soc. 1942, 64, 2649.
19. Lu, S.; Fan, Q.-L.; Xiao, Y.; Chua, S.-J.; Huang, W. Thin Solid Films 2002, 417, 215.
20. (a) Langeveld-Voss, B. M. W.; Janssen, R. A. J.; Christiaans, M. P. T.; Meskers, S. C. J.; Dekkers, H. P. J. M.; Meijer, E. W. J. Am. Chem. Soc. 1996, 118, 4908.
21. (b) Fiesel, R.; Scherf, U. Macromol. Rapid Commun. 1998, 19, 427.
22. (c) Fiesel, R.; Halkyard, C. E.; Rampey, M. E.; Kloppenburg, L.; Studer-Martinez, S. L.; Scherf, U.; Bunz, U. H. F. Macromol. Rapid Commun. 1999, 20, 107.
23. Nakashima, H.; Fujiki, M.; Koe, J. R.; Motonaga, M. J. Am. Chem. Soc. 2001, 123, 1963.
24. Zahn, S.; Swager, T. M. Angew. Chem., Int. Ed. 2002, 41, 4225.
25. Goto, H.; Okamoto, Y.; Yashima, E. Macromolecules 2002, 35, 4590.
26. Zhang, Z.-B.; Fujiki, M.; Motonaga, M.; Nakashima, H.; Torimitsu, K.; Tang, H.-Z. Macromolecules 2002, 35, 941.
27. Berova, N.; Nakanishi, K. Exciton Chirality Method: Principles and Applications. In Circular Dichroism: Principles and Applications, 2nd ed.; Berova, N., Nakanishi, K., Woody, R. W., Eds.; Wiley-VCH: New York, 2000; p 337.
28. Langeveld-Voss, B. M. W.; Janssen, R. A. J.; Meijer, E. W. J. Mol. Struct. 2000, 521, 285.
29. A positive CD couplet is defined as having a positive Cotton effect at longer wavelengths and a negative Cotton effect at shorter wavelengths, whereas a negative CD couplet has the opposite.
30. 3:MeCN.
31. Langeveld-Voss, B. M. W.; Christiaans, M. P. T.; Janssen, R. A. J.; Meijer, E. W. Macromolecules 1998, 31, 6702.
32. (a) Catellani, M.; Luzzati, S.; Bertini, F.; Bolognesi, A.; Lebon, F.; Longhi, G.; Abbate, S.; Famulari, A.; Meille, S. V. Chem. Mater. 2002, 14, 4819.
33. (b) Wilson, J. N.; Steifen, W.; McKenzie, T. G.; Lieser, G.; Oda, M.; Neher, D.; Bunz, U. H. F. J. Am. Chem. Soc. 2002, 124, 6830.
34. (c) Craig, M. R.; Jonkheijm, P.; Meskers, S. C. J.; Schenning, A. P. H. J.; Meijer, E. W. Adv. Mater. 2003, 15, 1435.
35. Bicerano, J. Prediction of Polymer Properties, 3rd ed.; Marcel Dekker: New York, 2002.
36. See Supporting Information for annealing conditions.
37. The dielectric constants (at 20°C) of the solvents used in this study are: chloroform, 4.81; 1,2-dichloroethane, 10.42; acetonitrile, 36.64; methanol, 33.0. These values were taken from: Lide, D. R. Handbook of Organic Solvents; CRC Press: Boca Raton, FL, 1995.