Phosphorimetric characterization of solution-processed polymeric oxygen barriers for the encapsulation of organic electronics

Journal of Physical Chemistry C

Volumn 118, Issue 5, 2014, Pages 2361-2369

  Aluicio Sarduy, Eduardo ^a   Baidak, Aliaksandr ^a   Vougioukalakis, Georgios C ^b   Keivanidis, Panagiotis E ^a  

^a ISTITUTO ITALIANO DI TECNOLOGIA   (Italy)

^b UNIVERSITY OF ATHENS   (Greece)

Author keywords

[No Author keywords available]

Indexed keywords

EXCITED TRIPLET STATE; ORGANIC ELECTRONIC DEVICES; ORGANIC ELECTRONICS; ORGANIC SOLAR CELL; ORGANO-METALLIC COMPLEXES; PARTIAL PRESSURE OF OXYGEN; PHOSPHORESCENCE INTENSITY; SOLUTION-PROCESSED;

ESTERS; LIGHT EMISSION; ORGANOMETALLICS; OXYGEN; PHOSPHORESCENCE; POLYMERS; STYRENE;

CHARACTERIZATION;

EID: 84893867039     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp4118908     Document Type: Article

References (48)

1. Mesta, M.; Carvelli, M.; de Vries, R. J.; van Eersel, H.; van der Holst, J. J. M.; Schober, M.; Furno, M.; Lüssem, B.; Leo, K.; Loebl, P. Molecular-Scale Simulation of Electroluminescence in a Multilayer White Organic Light-Emitting Diode Nat. Mater. 2013, 12, 652-658
2. Janssen, R. A.; Nelson, J. Factors Limiting Device Efficiency in Organic Photovoltaics Adv. Mater. 2013, 25, 1847-1858
3. Dou, D.; You, J.; Hong, Z.; Xu, Z.; Li, G.; Street, R. A.; Yang, Y. 25th Anniversary Article: A Decade of Organic/Polymeric Photovoltaic Research Adv. Mater. 2013, 25, 6642-6671
4. Gelinck, G.; Heremans, P.; Nomoto, K.; Anthopoulos, T. D. Organic Transistors in Optical Displays and Microelectronic Applications Adv. Mater. 2010, 22, 3778-3798
5. Baeg, K.-J.; Caironi, M.; Noh, Y.-Y. Toward Printed Integrated Circuits based on Unipolar or Ambipolar Polymer Semiconductors Adv. Mater. 2013, 25, 4210-4244
6. Gelinck, G. H.; Kumar, A.; Moet, D.; van der Steen, J.-L.; Shafique, U.; Malinowski, P. E.; Myny, K.; Rand, B. P.; Simon, M.; Rütten, W. X-ray Imager Using Solution Processed Organic Transistor Arrays and Bulk Heterojunction Photodiodes on Thin, Flexible Olastic substrate Org. Electron. 2013, 14, 2602-2609
7. Baeg, K.-J.; Binda, M.; Natali, D.; Caironi, M.; Noh, Y.-Y. Organic Light Detectors: Photodiodes and Phototransistors Adv. Mater. 2013, 25, 4267-4295
8. Ando, K.; Watanabe, S.; Mooser, S.; Saitoh, E.; Sirringhaus, H. Solution-Processed Organic Spin-Charge Converter Nat. Mater. 2013, 12, 622-627
9. Yan, Y.; Rothberg, L. J.; Papadimitrakopoulos, F.; Galvin, M. E.; Miller, T. M. Defect Quenching of Conjugated Polymer Luminescence Phys. Rev. Lett. 1994, 73, 744-747 (Pubitemid 24976314)
10. Jørgensen, M.; Norrman, K.; Krebs, F. C. Stability/Degradation of Polymer Solar Cells Sol. Energy Mater. Sol. Cells 2008, 92, 686-714
11. Sirringhaus, H. Reliability of Organic Field-Effect Transistors Adv. Mater. 2009, 21, 3859-3873
12. Di Pietro, R.; Fazzi, D.; Kehoe, T. B.; Sirringhaus, H. Spectroscopic Investigation of Oxygen- and Water-Induced Electron Trapping and Charge Transport Instabilities in n-type Polymer Semiconductors J. Am. Chem. Soc. 2012, 134, 14877-14889
13. Jørgensen, M.; Norrman, K.; Gevorgyan, S. A.; Tromholt, T.; Andreasen, B.; Krebs, F. C. Stability of Polymer Solar Cells Adv. Mater. 2012, 24, 580-612
14. Anthopoulos, T. D.; Anyfantis, G. C.; Papavassiliou, G. C.; de Leeuw, D. M. Air-Stable Ambipolar Organic Transistors Appl. Phys. Lett. 2007, 90, 122105
15. Tournebize, A.; Bussière, P.-O.; Rivaton, A.; Gardette, J.-L.; Medlej, H.; Hiorns, R. C.; Dagron-Lartigau, C.; Krebs, F. C.; Norrman, K. New Insights Into the Mechanisms of Photodegradation/Stabilization of P3HT:PCBM Active Layers Using Poly(3-hexyl-d13-Thiophene) Chem. Mater. 2013, 25, 4522-4528
16. Girtan, M. On the Stability of the Electrical and Photoelectrical Properties of P3HT and P3HT:PCBM blends thin films Org. Electron. 2013, 14, 200-205
17. Nelson, J.; Emmott, C. J. M. Can Solar power Deliver? Philos. Trans. R. Soc., A 2013, 371 (no. 1996) 20120372
18. Dennler, G.; Lungenschmied, C.; Neugebauer, H.; Sariciftci, N. S.; Latreche, M.; Czeremuszkin, G.; Wertheimer, M. R. A New Encapsulation Solution for Flexible Organic Solar Cells Thin Solid Films 2006, 511-512, 349-353 (Pubitemid 44250840)
19. Cros, S.; de Bettignies, R.; Berson, S.; Bailly, S.; Maisse, P.; Lemaitre, N.; Guillerez, S. Definition of Encapsulation Barrier Requirements: A Method Applied to Organic Solar Cells Sol. Energy Mater. Sol. Cells 2011, 95, S65-S69
20. Hermenau, M.; Schubert, S.; Klumbies, H.; Fahlteich, J.; Müller-Meskamp, L.; Leo, K.; Riede, M. The Effect of Barrier Performance on the Lifetime of Small-Molecule Organic Solar Cells Sol. Energy Mater. Sol. Cells 2012, 97, 102-108
21. Sondergaard, R. R.; Makris, T.; Lianos, P.; Manor, A.; Katz, E. A.; Gong, W.; Tuladhar, S. M.; Nelson, J.; Toumi, R.; Sommeling, P. The Use of Polyurethane as Encapsulating Method for Polymer Solar Cells-An Inter Laboratory Study on Outdoor Stability in 8 Countries Sol. Energy Mater. Sol. Cells 2012, 99, 292-300
22. Kim, N.; Potscavage, W. J., Jr.; Sundaramoothi, A.; Henderson, C.; Kippelen, B.; Graham, G. A Correlation Study Between Barrier Film Performance and Shelf Lifetime of Encapsulated Organic Solar Cells Sol. Energy Mater. Sol. Cells 2012, 101, 140-146
23. Ahmad, A.; Bazaka, K.; Anderson, L. J.; White, R. D.; Jacob, M. V. Materials and Methods for Encapsulation of OPV: A Review Renewable Sustainable Energy Rev. 2013, 27, 104-117
24. Krebs, F. C. Fabrication and Processing of Polymer Solar Cells: A Review of Printing and Coating Techniques Sol. Energy Mater. Sol. Cells 2009, 93, 394-412
25. Abdellatief, A.; Welt, B. A. Comparison of New Dynamic Accumulation Method for Measuring Oxygen Transmission Rate of Packaging against the Steady-State Method Described by ASTM D3985 Packag. Technol. Sci. 2013, 26, 281-288
26. Siracusa, V. Food Packaging Permeability Behaviour: A Report Int. J. Polym. Sci. 2012, 302029
27. Hess, S.; Demir, M. M.; Yakutkin, V.; Baluschev, S.; Wegner, G. Investigation of Oxygen Permeation Through Composites of PMMA and Surface-Modified ZnO Nanoparticles Macromol. Rapid Commun. 2009, 30, 394-401
28. Borisov, S. M.; Larndorfe, C.; Klimant, I. Triplet-Triplet Annihilation-Based Anti-Stokes Oxygen Sensing Materials with a Very Broad Dynamic Range Adv. Funct. Mater. 2012, 22, 4360-4368
29. Papkovsky, D. B.; Olah, J.; Troyanovsky, I. V.; Sadovski, N. A.; Rumyantseva, V. D.; Mironov, A. F.; Yaropolov, A. I.; Savitsky, A. P. Phosphorescent Polymer Films for Optical Oxygen Sensors Biosens. Bioelectron. 1992, 7, 199-206
30. Papkovsky, D. B. New oxygen sensors and their application to biosensing Sens. Actuators, B 1995, 29, 213-218
31. Lu, X.; Winnik, M. A. Luminescence Quenching in Polymer/Filler Nanocomposite Films Used in Oxygen Sensors Chem. Mater. 2001, 13, 3449-3463 (Pubitemid 32999284)
32. Hess, S.; Becker, A.; Baluschev, S.; Yakutkin, V.; Wegner, G. A Comparative Study of Oxygen Permeabilities of Film-Forming Polymers by Quenching of Platinum Porphyrin Phosphorescence Macromol. Chem. Phys. 2007, 208, 2173-2188 (Pubitemid 350253803)
33. Stern, O.; Volmer, M. Über die Abklingzeit der Fluoreszenz Phys. Z. 1919, 20, 183-188
34. Demas, J. N.; Deora, B. A.; Xut, W. Modeling of Luminescence Quenching-Based Sensors: Comparison of Multisite and Nonlinear Gas Solubility Models Anal. Chem. 1995, 67, 1377-1380
35. Keivanidis, P. E.; Baluschev, S.; Lieser, G.; Wegner, G. Inherent Photon Energy Recycling Effects in the Up-Converted Delayed Luminescence Dynamics of Poly(fluorene)-Pt(II)octaethyl Porphyrin Blends ChemPhysChem 2009, 10, 2316-2326
36. Mills, A. Optical Oxygen Sensors Utilising the Luminescence of Platinum Metal Complexes Platinum Met. Rev. 1997, 41, 115-127 (Pubitemid 127633947)
37. Vougioukalakis, G. C.; Stamatopoulos, I.; Petzetakis, N.; Raptopoulou, C. P.; Psycharis, V.; Terzis, A.; Kyritsis, P.; Pitsikalis, M.; Hadjichristidis, N. Controlled Vinyl-Type Polymerization of Norbornene with a Nickel(II) Diphosphinoamine Methylaluminoxane Catalytic System J. Polym. Sci., Part A: Polym. Chem. 2009, 47, 5241-5250
38. Lakowicz, J. R. Principles of Fluorescence Spectroscopy; Springer: Berlin, 2010.
39. Jayarajah, C. N.; Yekta, A.; Manners, I.; Winnik, M. A. Oxygen Diffusion and Permeability in Alkylaminothionylphosphazene Films Intended for Phosphorescence Barometry Applications Macromolecules 2000, 33, 5693-5701
40. Xing, D.; Dorr, R.; Cunningham, R. P.; Scholes, C. P. Endonuclease III Interactions With DNA Substrates, 2: The DNA Repair Enzyme Endonuclease III Binds Differently to Intact DNA and to Apyrimidinic/ Apurinic DNA Substrates as Shown by Tryptophan Fluorescence Quenching Biochemistry 1995, 34, 2537-2544
41. Masoumi, Z.; Stoeva, V.; Yekta, A.; Pang, Z.; Manners, I.; Winnik, M. A. Luminescence Quenching Method for Probing the Diffusivity of Molecular Oxygen in Highly Permeable Media Chem. Phys. Lett. 1996, 261, 551-557 (Pubitemid 126172251)
42. Foster, S.; Finlayson, C. E.; Keivanidis, P. E.; Huang, Y. S.; Hwang, I.; Friend, R. H.; Otten, M. B. J.; Lu, L. P.; Schwartz, E.; Nolte, R. J. M. Improved Performance of Perylene-Based Photovoltaic Cells Using Polyisocyanopeptide Arrays Macromolecules 2009, 42, 2023-2030
43. Gaume, J.; Wong-Wah-Chung, P.; Rivaton, A.; Therias, S.; Gardette, J.-L. Photochemical Behavior of PVA as an Oxygen-Barrier Polymer for Solar Cell Encapsulation RSC Adv. 2011, 1, 11471-11481
44. Brabec, C. J.; Sariciftci, N. S.; Hummelen, J. C. Plastic Solar Cells Adv. Funct. Mater. 2001, 11, 15-26 (Pubitemid 33046405)
45. Wienk, M. M.; Kroon, J. M.; Verhees, W. J. H.; Knol, J.; Hummelen, J. C.; van Hal, P. A.; Janssen, R. A. J. Efficient Methano[70]fullerene/MDMO-PPV Bulk Heterojunction Photovoltaic Cells Angew. Chem., Int. Ed. 2003, 42, 3371-3375 (Pubitemid 36975330)
46. Gevorgyan, S. A.; Medford, A. J.; Bundgaard, E.; Sapkota, S. B.; Schleiermacher, H.-F.; Zimmermann, B.; Wurfel, U.; Chafiq, A.; Lira-Cantu, M.; Swonke, T. An Iinter-Laboratory Stability Study of Roll-To-Roll Coated Flexible Polymer Solar Modules Sol. Energy Mater. Sol. Cells 2011, 95, 1398-1416
47. Douglas, A.; Eaton, K. Response Characteristics of Thin Film Oxygen Sensors, Pt and Pd Octaethylporphyrins in Polymer Films Sens. Actuators B 2002, 82, 200-208 (Pubitemid 34222308)
48. Huynh, L.; Wang, Z.; Yang, J.; Stoeva, V.; Lough, A.; Manners, I.; Winnik, M. A. Evaluation of Phosphorescent Rhenium and Iridium Complexes in Polythionylphosphazene Films for Oxygen Sensor Applications Chem. Mater. 2005, 5, 4765-4773 (Pubitemid 41396735)