Cited by 30Organic Electronics and PhotovoltaicsPorphyrin and Phthalocyanine ChemistryPhotodynamic Therapy Research Studies

The DOI matches its Crossref record; 2 of the 2 references it cites were found in a registry or an index.

Photosensitizing porphyrin–triazine compound for bulk heterojunction solar cells

Luechai, Aritat, Gasiorowski, Jacek, Petsom, Amorn, Neugebauer, Helmut, Sariciftci, Niyazi Serdar, Thamyongkit, Patchanita·2012·Journal of Materials Chemistry

Abstract

This report describes the synthesis of a novel porphyrin–triazine compound bearing three porphyrin macrocycles connected to each other via a triazine central unit, and investigation of its properties for possible use in bulk heterojunction solar cells (BHJ-SCs). The porphyrin macrocycles serve as light harvesting antennae, while the triazines have been widely known to be charge extracting promoters. According to cyclic voltammetric studies, the Highest Occupied Molecular Orbital (HOMO) and Lowest Unoccupied Molecular Orbital (LUMO) energy levels of the target compound were estimated to be at −5.4 and −3.5 eV versus vacuum, respectively. Photoluminescence measurements of the blended films of the porphyrin–triazine compound and phenyl-C61-butyric acid methyl ester (PCBM) or poly(3-hexylthiophene) (P3HT) indicated that the charge transfer was possible when the target porphyrin was used as an electron donor together with PCBM as an acceptor. Additionally, the surface morphology of the films with different donor : acceptor ratios was investigated by atomic force microscopy (AFM). Upon variation of the donor : acceptor weight ratio and thickness of the organic layer, the short circuit current density (JSC) of the BHJ-SCs fabricated herein improved up to approximately 2.25 mA cm−2.

Overview

Integrity signals

Registry

Crossref · 10.1039/c2jm33840h

Cites

2 of 2 references verified0 citation errors · 0 not checkable

Statistics

Recomputing p-values needs the paper’s full text.

Verification

Claims the paper makes

This paper’s full text isn’t openly available, so its claims and self-check weren’t run. The registry and citation checks still apply.

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

  • In the case of G1, the energy difference in the LUMOs of the donor and the acceptor is 0.7 eV; this is too high, and there might be less chance of electron-hole dissociation.

    “In the case of G1 , the energy di ff erence in the LUMOs of the donor and the acceptor is 0.7 eV; this is too high, and there might be less chance of electron -hole dissociation.”
  • G1:PC61BM with a ratio of 1:10 showed a PCE of 0.5%.

    “G1 : PC61BM with a ratio of 1 : 10 showed a PCE of 0.5%.”

Citations

Cites

Flagged first, then by citations

Research works printed but not linked: 116

  1. Kaltenbrunner, April 3, 2012, Nat. Commun., 10.1038/ncomms1772 · DOI
  2. Krebs, 2005, Sol. Energy Mater. Sol. Cells, 88, 363, 10.1016/j.solmat.2004.12.003 · DOI
  3. Gust, 2001, Acc. Chem. Res., 34, 40, 10.1021/ar9801301 · DOI
  4. Imahori, 2004, Adv. Funct. Mater., 14, 525, 10.1002/adfm.200305172 · DOI
  5. Kalyanasundaram, 1987, J. Phys. Chem., 91, 2342, 10.1021/j100293a027 · DOI
  6. Kay, 1993, J. Phys. Chem., 97, 6272, 10.1021/j100125a029 · DOI
  7. Wohrle, 1993, Mol. Cryst. Liq. Cryst., 230, 221, 10.1080/10587259308032163 · DOI
  8. Cherian, 2000, J. Phys. Chem. B, 104, 3624, 10.1021/jp994459v · DOI
  9. Odobel, 2003, J. Mater. Chem., 13, 502, 10.1039/b210674d · DOI
  10. Campbell, 2004, Coord. Chem. Rev., 248, 1363, 10.1016/j.ccr.2004.01.007 · DOI
  11. Imahori, 2004, J. Phys. Chem. B, 108, 6130, 10.1021/jp038036b · DOI
  12. Hasobe, 2004, J. Phys. Chem. B, 108, 12865, 10.1021/jp048404r · DOI
  13. Wang, 2005, J. Phys. Chem. B, 109, 15397, 10.1021/jp052877w · DOI
  14. Hasobe, 2006, J. Phys. Chem. B, 110, 25477, 10.1021/jp064845u · DOI
  15. Campbell, 2007, J. Phys. Chem. C, 111, 11760, 10.1021/jp0750598 · DOI
  16. Imahori, 2009, Acc. Chem. Res., 42, 1809, 10.1021/ar900034t · DOI · Paper page
  17. Ma, 2009, J. Phys. Chem. A, 113, 10119, 10.1021/jp905412y · DOI
  18. Baldo, 1998, Nature, 395, 151, 10.1038/25954 · DOI
  19. Kwong, 1999, Chem. Mater., 11, 3709, 10.1021/cm9906248 · DOI
  20. Guo, 2000, Org. Electron., 1, 15, 10.1016/S1566-1199(00)00003-3 · DOI
  21. Gross, 2002, J. Electrochem. Soc., 149, E137, 10.1149/1.1464137 · DOI
  22. Montes, 2006, J. Am. Chem. Soc., 128, 12436, 10.1021/ja064471i · DOI
  23. Wang, 2010, Macromolecules, 43, 709, 10.1021/ma9023119 · DOI
  24. Noh, 2003, Appl. Phys. Lett., 83, 1243, 10.1063/1.1600518 · DOI
  25. Noh, 2003, Adv. Mater., 15, 699, 10.1002/adma.200304005 · DOI
  26. Checcoli, 2003, Synth. Met., 138, 261, 10.1016/S0379-6779(02)01308-5 · DOI
  27. Shea, 2005, J. Appl. Phys., 98, 014503, 10.1063/1.1949713 · DOI
  28. Che, 2008, Chem.–Asian J., 3, 1092, 10.1002/asia.200800011 · DOI
  29. Huang, 2008, Macromolecules, 41, 6895, 10.1021/ma801407u · DOI · Paper page
  30. Ma, 2010, Synth. Met., 160, 510, 10.1016/j.synthmet.2009.11.040 · DOI
  31. Yella, 2011, Science, 334, 629, 10.1126/science.1209688 · DOI
  32. Service, 2011, Science, 332, 293, 10.1126/science.332.6027.293 · DOI
  33. Kucharski, 1982, Polymer, 23, 1688, 10.1016/0032-3861(82)90195-1 · DOI
  34. Fang, 1995, Prog. Polym. Sci., 20, 61, 10.1016/0079-6700(94)E0006-M · DOI
  35. Nishikubo, 2000, J. Polym. Sci., Part A: Polym. Chem., 38, 3604, 10.1002/1099-0518(20001001)38:19<3604::AID-POLA160>3.0.CO;2-5 · DOI
  36. Nenner, 1975, J. Chem. Phys., 62, 1747, 10.1063/1.430700 · DOI
  37. Fink, 1997, Macromolecules, 30, 8177, 10.1021/ma970528x · DOI
  38. Fink, 1998, Chem. Mater., 10, 3620, 10.1021/cm980369b · DOI
  39. Meier, 2003, Eur. J. Org. Chem., 4173, 10.1002/ejoc.200300132 · DOI
  40. Meier, 2006, Eur. J. Org. Chem., 2609, 10.1002/ejoc.200600066 · DOI
  41. Fang, 2006, J. Polym. Sci., Part A: Polym. Chem., 44, 3797, 10.1002/pola.21485 · DOI
  42. Yamamoto, 2006, Macromol. Rapid Commun., 27, 317, 10.1002/marc.200500773 · DOI
  43. Zou, 2008, J. Polym. Sci., Part A: Polym. Chem., 46, 702, 10.1002/pola.22418 · DOI
  44. Zerkowski, 1994, J. Am. Chem. Soc., 116, 430
  45. Drain, 1996, J. Comb. Chem., 3, 337, 10.1039/cc9960000337 · DOI
  46. Sessler, 1998, J. Org. Chem., 63, 7370, 10.1021/jo9810112 · DOI
  47. Osuka, 1998, Chem. Commun., 1567, 10.1039/a803541e · DOI
  48. Jolliffe, 1999, Angew. Chem., Int. Ed., 38, 933, 10.1002/(SICI)1521-3773(19990401)38:7<933::AID-ANIE933>3.0.CO;2-3 · DOI
  49. Al-Sayah, 2002, Org. Lett., 4, 881, 10.1021/ol0170915 · DOI
  50. Carofiglio, 2004, J. Org. Chem., 69, 8121, 10.1021/jo048713d · DOI
  51. Lupton, 2000, J. Mater. Chem., 10, 867, 10.1039/a908816d · DOI
  52. Pang, 2002, J. Mater. Chem., 12, 206, 10.1039/b105422h · DOI
  53. Inomata, 2004, Chem. Mater., 16, 1285, 10.1021/cm034689t · DOI
  54. Namazi, 2005, J. Polym. Sci., Part A: Polym. Chem., 43, 28, 10.1002/pola.20471 · DOI
  55. Acosta, 2005, J. Polym. Sci., Part A: Polym. Chem., 43, 168, 10.1002/pola.20493 · DOI
  56. Juárez, 2005, Tetrahedron Lett., 46, 8861, 10.1016/j.tetlet.2005.10.073 · DOI
  57. Kang, 2007, J. Mater. Chem., 17, 3714, 10.1039/b705741e · DOI · Paper page
  58. Richard, 2008, Org. Electron., 9, 285, 10.1016/j.orgel.2007.11.004 · DOI
  59. Kim, 2002, Polymer, 43, 4297, 10.1016/S0032-3861(02)00252-5 · DOI
  60. Fang, 2004, Macromol. Chem. Phys., 205, 795, 10.1002/macp.200300125 · DOI
  61. Murase, 2005, J. Org. Chem., 70, 9269, 10.1021/jo051268h · DOI
  62. Ren, 2005, J. Polym. Sci., Part A: Polym. Chem., 43, 6554, 10.1002/pola.21091 · DOI
  63. Jia, 2006, Dalton Trans., 1721, 10.1039/b515675k · DOI
  64. Kim, 2006, J. Polym. Sci., Part A: Polym. Chem., 44, 5855, 10.1002/pola.21656 · DOI
  65. Wen, 2007, Polymer, 48, 1824, 10.1016/j.polymer.2006.10.032 · DOI
  66. Hu, 2005, Organometallics, 24, 3966, 10.1021/om0502133 · DOI
  67. Srinivas, 2006, J. Mater. Chem., 16, 496, 10.1039/B512362C · DOI
  68. Kannan, 2004, Chem. Mater., 16, 185, 10.1021/cm034358g · DOI
  69. Cui, 2005, Chem. Lett., 34, 644, 10.1246/cl.2005.644 · DOI
  70. Zou, 2009, Eur. J. Org. Chem., 5587, 10.1002/ejoc.200900641 · DOI
  71. Harima, 1995, J. Phys. Chem. Solids, 56, 1223, 10.1016/0022-3697(95)00054-2 · DOI
  72. Hasobe, 2005, J. Am. Chem. Soc., 127, 1216, 10.1021/ja047768u · DOI
  73. Sun, 2007, Appl. Phys. Lett., 91, 253505, 10.1063/1.2823586 · DOI
  74. Hasobe, 2008, Chem. Commun., 3372, 10.1039/b806748a · DOI
  75. Matsuo, 2009, J. Am. Chem. Soc., 131, 1127
  76. Yan, 2007, Free Radical Biol. Med., 43, 111, 10.1016/j.freeradbiomed.2007.03.032 · DOI
  77. Ghiggino, 2006, J. Phys. Org. Chem., 19, 491, 10.1002/poc.1026 · DOI
  78. Cardona, 2011, Adv. Mater., 23, 2367, 10.1002/adma.201004554 · DOI
  79. Baran, 2010, Chem. Mater., 22, 2978, 10.1021/cm100372t · DOI
  80. Imahori, 1996, J. Am. Chem. Soc., 118, 11771, 10.1021/ja9628415 · DOI
  81. Imahori, 1997, Adv. Mater., 9, 537, 10.1002/adma.19970090704 · DOI
  82. Guldi, 2000, Chem. Commun., 373, 10.1039/a909657d · DOI
  83. Luo, 2000, J. Am. Chem. Soc., 122, 6535, 10.1021/ja993959z · DOI
  84. Guldi, 2001, J. Am. Chem. Soc., 123, 9166, 10.1021/ja004104l · DOI
  85. Hasobe, 2004, Adv. Mater., 16, 975, 10.1002/adma.200306519 · DOI
  86. Imahori, 2005, Chem.–Eur. J., 11, 7265, 10.1002/chem.200500610 · DOI
  87. Hasobe, 2005, J. Phys. Chem. B, 109, 19, 10.1021/jp045246v · DOI
  88. Guldi, 2005, J. Phys. Chem. B, 109, 11432, 10.1021/jp050984k · DOI
  89. Imahori, 2006, J. Phys. Chem. B, 110, 11399, 10.1021/jp061524+ · DOI
  90. Hasobe, 2007, Chem.–Asian J., 2, 265, 10.1002/asia.200600358 · DOI
  91. Imahori, 2007, Chem.–Eur. J., 13, 10182, 10.1002/chem.200700446 · DOI
  92. Hasobe, 2007, J. Mater. Chem., 17, 4160, 10.1039/b706678c · DOI
  93. Kira, 2007, J. Phys. Chem. C, 111, 13618, 10.1021/jp0726079 · DOI
  94. Umeyama, 2011, J. Phys. Chem. B, 113, 10798
  95. Wang, 2011, Soft Matter, 7, 6135, 10.1039/c1sm05381g · DOI
  96. Olmstead, 1999, J. Am. Chem. Soc., 121, 7090, 10.1021/ja990618c · DOI
  97. Boyd, 1999, J. Am. Chem. Soc., 121, 10487, 10.1021/ja992165h · DOI
  98. Armaroli, 2000, Chem.–Eur. J., 6, 1629, 10.1002/(SICI)1521-3765(20000502)6:9<1629::AID-CHEM1629>3.3.CO;2-Q · DOI
  99. Tkachenko, 2000, Chem. Phys. Lett., 326, 344, 10.1016/S0009-2614(00)00765-X · DOI
  100. Imahori, 2001, J. Phys. Chem. A, 105, 1750, 10.1021/jp003207n · DOI
  101. Boyd, 2005, Acc. Chem. Res., 38, 235, 10.1021/ar040168f · DOI
  102. Armaroli, 2005, ChemPhysChem, 6, 732, 10.1002/cphc.200400558 · DOI
  103. Imahori, 2007, Bull. Chem. Soc. Jpn., 80, 621, 10.1246/bcsj.80.621 · DOI
  104. Boyd, 1999, J. Am. Chem. Soc., 121, 10487, 10.1021/ja992165h · DOI
  105. Ishii, 2002, Coord. Chem. Rev., 226, 113, 10.1016/S0010-8545(01)00442-8 · DOI
  106. Konarev, 2002, Inorg. Chem., 41, 3638, 10.1021/ic011312l · DOI
  107. Boyd, 2005, Acc. Chem. Res., 38, 235, 10.1021/ar040168f · DOI
  108. Dastoor, 2007, J. Phys. Chem. C, 111, 15415, 10.1021/jp0748664 · DOI · Paper page
  109. Belcher, 2007, Sol. Energy Mater. Sol. Cells, 91, 447, 10.1016/j.solmat.2006.09.007 · DOI · Paper page
  110. Oku, 2010, Energies, 3, 671, 10.3390/en3040671 · DOI
  111. Cooling, 2011, Sol. Energy Mater. Sol. Cells, 95, 1767, 10.1016/j.solmat.2011.01.046 · DOI · Paper page
  112. Troshin, 2009, Adv. Funct. Mater., 19, 779, 10.1002/adfm.200801189 · DOI
  113. Ma, 2005, Adv. Funct. Mater., 15, 1617, 10.1002/adfm.200500211 · DOI
  114. Ichihara, 1995, Chem. Lett., 24, 631, 10.1246/cl.1995.631 · DOI
  115. Jiao, 2007, J. Phys. Chem. C, 111, 12693, 10.1021/jp073824c · DOI
  116. Teichert, 2002, Phys. Rep., 365, 335, 10.1016/S0370-1573(02)00009-1 · DOI

Cited by

Sorted by citations

Metadata

Authors
Luechai, A., Gasiorowski, J., Petsom, A., Neugebauer, H., Sariciftci, N. S., & Thamyongkit, P.
Affiliations
  • Chulalongkorn University (TH)
  • Johannes Kepler University of Linz (AT)
Corresponding author
Thamyongkit, Patchanita
Venue
Journal of Materials Chemistry
Published
2012
Volume
22
Issue
43
Pages
23030
ISSN
  • 0959-9428 (ISSN-L)
  • 1364-5501
OpenAlex
W1987090405
Cited by
30
References
2
Citations by year
2022: 1 · 2021: 2 · 2018: 2 · 2016: 5 · 2015: 8 · 2014: 9 · 2013: 3
FWCI
4.09
Type
journal article
Language
en
Open access
closed
Locations
Journal of Materials Chemistry (publishedVersion)
Topics
  • Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Electronics and Photovoltaics
  • Physical Sciences › Materials Science › Materials Chemistry › Porphyrin and Phthalocyanine Chemistry
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Photodynamic Therapy Research Studies
Keywords
bulk heterojunction solar cells, organic solar cells, macrocyclic porphyrins, triazines, charge extraction, HOMO-LUMO energy levels, PCBM, poly(3-hexylthiophene), donor-acceptor blends, charge transfer, short-circuit current density, film morphology

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review