Photoelectron spectroscopy and quantum chemical modeling applied to polymer surfaces and interfaces in light-emitting devices

Accounts of Chemical Research

Volumn 32, Issue 3, 1999, Pages 225-234

  Kugler, Thomas ^a   Lögdlund, Mikael ^a   Salaneck, William R ^a  

^a LINKÖPING UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

POLYMER;

CHEMICAL STRUCTURE; ELECTRODE; ELECTRONICS; LIGHT EMITTING DIODE; PHOTOCHEMISTRY; QUANTUM CHEMISTRY; REVIEW; SEMICONDUCTOR;

EID: 0344699394     PISSN: 00014842     EISSN: None     Source Type: Journal    
DOI: 10.1021/ar980041o     Document Type: Review

References (59)

1. Chiang, C. K.; Fincher, C. R.; Park, Y. W.; Heeger, A. J.; Shirakawa, H.; Louis, E. J.; Gao, S. C.; MacDiarmid, A. G. Electrical conductivity in doped polyacetylene. Phys. Rev. Lett. 1977, 39, 1098-1101.
2. Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burn, P. L.; Holmes, A. B. Light emitting diodes based upon conjugated polymers. Nature 1990, 347, 539-541.
3. Friend, R. H. Semiconductor devices fabricated with conjugated polymers: novel optoelectronic properties. In Nobel Symposium in Chemistry: Conjugated Polymers and Related Materials; The Interconnection of Chemical and Electronic Structure; Salaneck, W. R., Lundström, I., Rånby, B., Eds.; Oxford Science: Oxford, 1993; pp 285-323.
4. Braun, D.; Heeger, A. J. Visible light emission from semiconducting polymer diodes. Appl. Phys. Lett. 1991, 58, 1982-1984.
5. Burn, P. L; Holmes, A. B.; Kraft, A.; Bradley, D. D. C.; Brown, A. R.; Friend, R. H. Synthesis of a segmented conjugated polymer chain giving a blue-shifted electroluminescence and improved efficiency. J. Chem. Soc., Chem. Commun. 1992, 32-36.
6. Grem, G.; Leditzky, G.; Ullrich, B.; Leising, G. Realization of a blue-light-emitting device using poly(p-phenylene). Adv. Mater. 1992, 4, 36-37.
7. Halliday, D. A.; Burn, P. L.; Bradley, D. D. C.; Friend, R. H.; Gelsen, O. M.; Holmes, A. B.; Kraft, A.; Martens, J. H. F.; Pichler, K. Large changes in optical response through chemical pre-ordering of poly (p-phenylenevinylene). Adv. Mater. 1993, 5, 40-43.
8. Parker, I. D. Carrier tunneling and device characteristics in polymer light-emitting diodes. J. Appl. Phys. 1994, 75, 1656-1666.
9. Gymer, R. W.; Friend, R. H.; Holmes, A. B.; Staring, E. G. J.; Marks, R. N.; Taliani, C.; Bradley, D. D. C.; Dos Santos, D. A.; Bredas, J. L.; Lögdlund, M.; Salaneck, W. R. Conjugated polymer electroluminescence - Review for Nature. Nature, in press.
10. Tang, C. W.; VanSlyke, S. A. Organic Electroluminescent diodes. Appl. Phys. Lett. 1987, 51, 913-915.
11. Bahadur, B. Liquid Crystals: Applications and Uses; World Scientific: Singapore, 1997; Vols. 1-3.
12. Deschamps, J. Color Display Panels. 16th International Display Research Conference; SID: Birmingham, U.K., 1996.
13. Gomer, R. Field Emission and Field Ionization; AIP: New York, 1993.
14. Salaneck, W. R.; Stafström, S.; Brédas, J. L. Conjugated Polymer Surfaces and Interfaces; Cambridge University Press: Cambridge, 1996.
15. Polymer Surfaces; Clark, D. T., Feast, W. J., Eds.; John Wiley & Sons: Chichester, 1978.
16. Fadley, C. S. Basic concepts of X-ray photoelectron spectroscopy. In Electron Spectroscopy: Theory, Techniques and Applications; Brundle, C. R., Baker, A. D., Eds.; Academic Press: London, 1978; p 1.
17. Siegbahn, K.; Nordling, C.; Johansson, G.; Hedman, J.; Heden, P. F.; Hamrin, V.; Gelius, U.; Bergmark, T.; Werme, L. O.; Manne, R.; Baer, Y. ESCA Applied to Free Molecules; North-Holland: Amsterdam, 1971.
18. Duke, C. B.; Salaneck, W. R.; Fabish, T. J.; Ritsko, J. J.; Thomas, H. R.; Paton, A. The Electronic Structure of Pendant-Group Polymers: Molecular Ion States and Dielectric Properties of Poly (2-Vinyl Pyridine). Phys. Rev. 1978, B18, 5717-5739.
19. Salaneck, W. R. Photoelectron spectroscopy of the valence electronic structure of polymers. CRC Crit. Rev. Solid State Mater. Sci. 1985, 12, 267-296.
20. Salaneck, W. R.; Erlandsson, R.; Prejza, J.; Lundström, I.; Inganäs, O. X-ray photoelectron spectroscopy of boron fluoride doped polymer. Synth. Met. 1983, 5, 125-139.
21. Plummer, E. W.; Eberhardt, W. Angle-resolved photoemission as a tool for the study of surfaces. In Advances in Chemical Physics; Prigogine, I., Rice, S. A., Eds.; John Wiley & Sons: New York, 1982; Vol. 49, p 533.
22. Dewar, M. J. S.; Thiel, W. Ground states of molecules. 39. MNDO results for molecules containing Hydrogen, Carbon, Nitrogen and Oxygen. J. Am. Chem. Soc. 1977, 99, 4907-4917.
23. Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F.; Stewart, J. J. P. AMI: A new general purpose quantum mechanical molecular model. J. Am. Chem. Soc. 1985, 107, 3902-3909.
24. Brédas, J. L.; Chance, R. R.; Silbey, R.; Nicolas, G.; Durand, P. A nonempirical effective Hamiltonian technique for polymers: application to polyacetylene and polydiacetylene. J. Chem. Phys. 1981, 75, 255-267.
25. André, J. M.; Delhalle, J.; Brédas, J. L. Quantum Chemistry Aided Design of Organic Polymers; World Scientific: Singapore, 1991.
26. Brédas, J. L.; Salaneck, W. R. Electronic-Structure Evolution Upon Thermal Treatment Of Polyacrylonitrile: A Theoretical Investigation. J. Chem. Phys. 1986, 85, 2219-2226.
27. Orti, E.; Brédas, J. L. Photoelectron spectra of phthalocyanine thin films: A valence band theoretical interpretation. J. Am. Chem. Soc. 1992, 114, 8669-8675.
28. Fredriksson, C.; Brédas, J. L. Metal/conjugated polymer interfaces: a theoretical investigation of the interaction between aluminum and trans-polyacetylene oligomers. J. Chem. Phys. 1993, 98, 4253-4262.
29. Lögdlund, M.; Salaneck, W. R.; Meyers, F.; Brédas, J. L.; Arbuckle, G. A.; Friend, R.; Holmes, A. B.; Froyer, G. The Evolution of the Electronic Structure in a Conjugated Polymer Series: Polyacetylene, Poly(p-phenylene), and Poly(p-phenylenevinylene). Macromolecules 1993, 26, 3815-3820.
30. Kittel, C. Introduction to Solid State Physics; John Wiley & Sons: New York, 1986.
31. Dannetun, P.; Lögdlund, M.; Salaneck, W. R.; Fredriksson, C.; Stafström, S.; Holmes, A. B.; Brown, A.; Graham, S.; Friend, R. H.; Lhost, O. New results on metal-polymer interfaces. Mol. Cryst. Liq. Cryst. 1993, 228, 43-48.
32. Konstadinidis, K.; Papadimitrakopoulos, F.; Calvin, M.; Opila, R. L. In situ X-ray photoelectron spectroscopy study of aluminum/poly(p-phenylenevinylene) interfaces. J. Appl. Phys. 1995, 77, 5642-5646.
33. Nguyen, T. P.; Mansot, J. L. Metal-oxygen-carbon interaction in the poly(p-phenylene vinylene)-aluminum system: a study by analytical transmission electron microscopy and X-ray photoelectron spectroscopy. Thin Solid Films 1996, 283, 135-139.
34. Hsieh, B. R.; Ettedgui, E.; Gao, Y. The surface species of poly(p-phenylene vinylene) and their effects on metal interface formation. Synth. Met. 1996, 78, 269-275.
35. Gao, Y.; Park, K. T.; Hsieh, B. R. Interface formation of Ca with poly(p-phenylene vinylene). J. Appl. Phys. 1993, 73, 7894-7899.
36. Dannetun, P.; Fahlman, M.; Fauquet, C.; Kaerijama, K.; Sonoda, Y.; Lazzaroni, R.; Brédas, J. L.; Salaneck, W. R. Interface formation between poly(2,5-diheptyl-p-phenylenevinylene) and calcium: Implications for light emitting diodes. In Organic Materials for Electronics: Conjugated Polymer Interfaces with Metals and Semiconductors; Brédas, J. L., Salaneck, W. R., Wegner, G., Eds.; North-Holland: Amsterdam, 1994; pp 133-136.
37. Nguyen, T. P.; Jonnard, P.; Vergand, F.; Staub, P. F.; Thirion, J.; Lapkowski, M.; Tran, V. H. Characterization of the poly(para-phenylene vinylene) -chromium interface by attenuated total reflection infrared and X-ray emission spectroscopies. Synth. Met. 1995, 75, 175-179.
38. Nguyen, T. P.; de Vos, S. Interfacial effects in poly (p-phenylene-vinylene)-metal systems. Vacuum 1996, 47, 1153-1158.
39. Fahlman, M.; Bröms, P.; dos Santos, D. A.; Moratti, S. C.; Johansson, N.; Xing, K.; Friend, R. H.; Holmes, A. B.; Brédas, J. L.; Salaneck, W. R. Electronic structure of pristine and sodium-doped cyano-substituted poly(2,5-dihexyloxy-p-phenylenevinylene): a combined experimental and theoretical study. J. Chem. Phys. 1995, 102, 8167-8174.
40. Iucci, G.; Xing, K.; Lögdlund, M.; Fahlman, M.; Salaneck, W. R. Polaron to bipolaron transition in a conjugated polymer. Rubidium-doped poly(p-phenylenevinylene). Chem. Phys. Lett. 1995, 244, 139-144.
41. Rice, M. J. Charged π-phase kinks in lightly doped polyacetylene. Phys. Lett. 1979, 71, 152-154.
42. Su, W. P.; Schieffer, J. R.; Heeger, A. J. Solitons in polyacetylene. Phys. Rev. Lett. 1979, 42, 1698-1701.
43. Heeger, A. J.; Kivelson, S.; Schrieffer, J. R.; Su, W.-P. Solitons in conducting polymers. Rev. Mod. Phys. 1988, 60, 781-850.
44. Brédas, J. L.; Chance, R. R.; Silbey, R. Comparative theoretical study of the doping of conjugated polymers: polarons in polyacetylene and polyparaphenylene. Phys. Rev. B 1982, 26, 5843-5854.
45. Fahlman, M.; Beljonne, D.; Lögdlund, M.; Burn, P. L.; Holmes, A. B.; Friend, R. H.; Brédas, J. L.; Salaneck, W. R. Experimental and theoretical studies of the electronic structure of Na-doped poly(p-phenylenevinylene). Chem. Phys. Lett. 1993, 214, 327-332.
46. Dannetun, P. Private communication.
47. Gao, Y.; Park, K. T.; Hsieh, B. R. X-ray photoemission investigations of the interface formation of Ca and poly(p-phenylenevinylene). J. Chem. Phys. 1992, 97, 6991-6993.
48. Salaneck, W. R.; Brédas, J. L. The metal-on-polymer interface in polymer light emitting diodes. Adv. Mater. 1996, 8, 48-52.
49. Salaneck, W. R.; Bredas, J. L. Conjugated polymer surfaces and interfaces for light-emitting devices. Bull. Mater. Res. Soc. 1997, 22, 46-51.
50. Bröms, P.; Birgersson, J.; Johansson, N.; Lögdlund, M.; Salaneck, W. R. Calcium electrodes in polymer LEDs. Synth. Met. 1995, 74, 179-181.
51. Choong, V. E.; Park, Y.; Gao, Y.; Wehrmeister, T.; Mullen, K.; Hsieh, B. R.; Tang, C. W. Dramatic photoluminescence quenching of phenylene vinylene oligomer thin films upon submonolayer Ca deposition. Appl. Phys. Lett. 1996, 69, 1492-1494.
52. Park, Y.; Choong, V. E.; Hsieh, B. R.; Tang, C. W.; Gao, Y. Gap-state induced photoluminescence quenching of phenylene vinylene oligomer and its recovery by oxidation. Phys. Rev. Lett. 1997, 78, 3955-3958.
53. Scott, J. C.; Kaufman, J. H.; Brock, P. J.; DiPietro, R.; Salem, J.; Goitia, J. A. Degradation and failure of MEH-PPV light-emitting diodes. J. Appl. Phys. 1996, 79, 2745-2751.
54. Yang, Y.; Heeger, A. J. Polyaniline bilayer composite electrode for efficient polymer light emitting diodes. Mol. Cryst. Liq. Cryst. 1994, 256, 537-542.
55. Heeger, A. J.; Parker, I. D.; Yang, Y. Carrier injection into semiconducting polymers: Fowler-Nordheim field-emission tunneling. Synth. Met. 1994, 67, 23-29.
56. Scott, J. C.; Carter, S. A.; Karg, S.; Angelopoulos, M. Polymeric anodes for organic light-emitting diodes. Synth. Met. 1997, 35, 1197-1200.
57. Kugler, T.; Johansson, Å.; Dalsegg, I.; Gelius, U.; Salaneck, W. R. Electronic and chemical structure of conjugated polymer surfaces and interfaces: applications in polymer-based light emitting devices. Synth. Met. 1997, 91, 143-146.
58. Osada, T.; Kugler, T.; Bröms, P.; Salaneck, W. R. Polymer-Based Light Emitting Devices: Investigations On The Role Of The Indium Tin Oxide Electrode. Synth. Met. 1998, 96, 77-80.
59. Kugler, T.; Salaneck, W. R. Photoelectron spectroscopy studies of the polyaniline-ITO-interface. To be published.