Abstract
Organic solar cells are based on the photoinduced separation of charges at donor–acceptor interfaces and on the transport of these charges to the electrodes through n-type and p-type materials. Carbon nanostructures, such as fullerenes and carbon nanotubes, are considered to be the most effective electron-acceptors, and their use is widely spread. Besides, proper electron-donor and light-harvesting molecules are also fundamental for organic photovoltaics. Phthalocyanines are excellent candidates to play the dual role of p-type materials and antennas. Moreover, their structural and synthetic versatility allows them to act as donors or acceptors depending on their counterpart materials in the device. Herein, such functional dualities will be reviewed with regard to the use of phthalocyanines in donor/acceptor systems for photovoltaic devices.
This is a preview of subscription content, log in via an institution.
Buying options
Tax calculation will be finalised at checkout
Purchases are for personal use only
Learn about institutional subscriptionsReferences
Bredas JL, Norton JE, Cornil J, Coropceanu V (2009) Acc Chem Res 42:1691
Armstrong NR, Wang WN, Alloway DM, Placencia D, Ratcliff E, Brumbach M (2009) Macromol Rapid Commun 30:717
Tang CW (1986) Appl Phys Lett 48:183
Koster LJA, Mihailetchi VD, Blom PWM (2006) Appl Phys Lett 88:3511
Riede M, Mueller T, Tress W, Schueppel R, Leo K (2008) Nanotechnology 19:4001
Scharber MC, Wuhlbacher D, Koppe M, Denk P, Waldauf C, Heeger AJ, Brabec CL (2006) Adv Mater 18:789
Heremans P, Cheyns D, Rand BP (2009) Acc Chem Res 42:1740
Peet J, Heeger AJ, Bazan GC (2009) Acc Chem Res 42:1700
Roncali J (2009) Acc Chem Res 42:1719
de la Torre G, Claessens CG, Torres T (2007) Chem Commun 2000
Claessens CG, Hahn U, Torres T (2008) Chem Rec 8:75
Martínez-Díaz MV, Torres T (2010) In: Kadish KM, Smith KM, Guilard R (eds) Handbook of porphyrin science. Academic, San Diego, p 2000
González-Rodríguez D, Bottari G (2009) J Porphyrins Phthalocyanines 13:624
de la Torre G, Bottari G, Hahn U, Torres T (2010) Struc Bond 135:1
Bottari G, de la Torre G, Guldi DM, Torres T (2010) Chem Rev 110:6768
Martínez-Díaz MV, de la Torre G, Torres T (2010) Chem Commun 7090
Gunes S, Neugebauer H, Sariciftci NS (2007) Chem Rev 107:1324
Mayer AC, Scully SR, Hardin BE, Rowell MW, McGehee MD (2007) Mater Today 10:28
Kroon R, Lenes M, Hummelen JC, Blom PWM, De Boer B (2008) Polym Rev 48:531
Kippelen B, Bredas JL (2009) Energy Environ Sci 2:251
Halls JJM, Walsh CA, Greenham NC, Marseglia EA, Friend RH, Moratti SC, Holmes AB (1995) Nature 376:498
Yu G, Gao J, Hummelen JC, Wudl F, Heeger AJ (1995) Science 270:1789
Muhlbacher D, Scharber M, Morana M, Zhu ZG, Waller D, Gaudiana R, Brabec C (2006) Adv Mater 18:2931
Shi CJ, Yao Y, Yang Y, Pei QB (2006) J Am Chem Soc 128:8980
Slooff LH, Veenstra SC, Kroon JM, Moet DJD, Sweelssen J, Koetse MM (2007) Appl Phys Lett 90:3506
Chen CP, Chan SH, Chao TC, Ting C, Ko BT (2008) J Am Chem Soc 130:12828
Lee JY, Shin WS, Haw JR, Moon DK (2009) J Mater Chem 19:4938
Potscavage WJ, Sharma A, Kippelen B (2009) Acc Chem Res 42:1758
Sariciftci NS, Smilowitz L, Heeger AJ, Wudl F (1992) Science 258:1474
Brabec CJ, Sariciftci NS, Hummelen JC (2001) Adv Funct Mater 11:15
Imahori H, Sakata Y (1997) Adv Mater 9:537
Echegoyen L, Echegoyen LE (1998) Acc Chem Res 31:593
Martin N, Sanchez L, Illescas B, Perez I (1998) Chem Rev 98:2527
Diederich F, Gomez-Lopez M (1999) Chem Soc Rev 28:263
Guldi DM, Prato M (2000) Acc Chem Res 33:695
Guldi DM (2000) Chem Commun 321
Fukuzumi S, Guldi DM (2001) In: Balzani V (ed) Electron transfer in chemistry, vol 2. Wiley-VCH, New York, p 270
Guldi DM, Martin N (2002) Fullerenes: from synthesis to optoelectronic properties. Kluwer Academic Publishers, Dodrecht
Guldi DM (2002) Chem Soc Rev 31:22
Giacalone F, Martin N (2006) Chem Rev 106:5136
Langa F, Nierengarten J-F (2007) Fullerenes: principles and applications. The Royal Society of Chemistry, Cambridge
Guldi DM, Illescas BM, Atienza CM, Wielopolskia M, Martin N (2009) Chem Soc Rev 38:1587
Hummelen JC, Knight BW, Lepeq F, Wudl F, Yao J, Wilkins CL (1995) J Org Chem 60:532
Dresselhaus MS, Dresselhaus G, Avouris P (2001) Carbon nanotubes: synthesis, structure, properties and applications. Springer-Verlag, Berlin
Harris P (2001) Carbon nanotubes and related structures: new materials for the twenty-first century. Cambridge University Press, Cambridge
Reich S, Thomsen C, Maultzsh J (2004) Carbon nanotubes: basic concepts and physical properties. Wiley-VCH, Weinheim
Sgobba V, Guldi DM (2009) Chem Soc Rev 38:165
Tasis D, Tagmatarchis N, Bianco A, Prato M (2006) Chem Rev 106:1105
Sgobba V, Guldi DM (2008) J Mater Chem 18:153
Special issue (2009) Acc Chem Res 42:1859
Deisenhoifer J, Norris JR (1993) The photosynthetic reaction center. Academic, New York
Blankenship RE (2002) Molecular mechanisms of photosynthesis. Blackwell, Malden
Fox MA, Chanon M (1988) Photoinduced electron transfer. Elsevier, Amsterdam
Balzani V (2001) Electron transfer in chemistry. Wiley-VCH, Weinheim
Wasielewski MR (1992) Chem Rev 92:435
Gust D, Moore TA, Moore AL (1993) Acc Chem Res 26:198
Gust D (1997) Nature 386:21
Gust D, Moore TA, Moore AL (2001) Acc Chem Res 34:40
Balzani V, Credi A, Venturi M (2008) ChemSusChem 1:26
Benniston AC, Harriman A (2008) Mater Today 11:26
Gust D, Moore TA (2000) In: Kadish KM, Smith KM, Guilard G (eds) The porphyrin handbook, vol 8. Academic, New York p 153
Linssen TG, Durr K, Hanack M, Hirsch A (1995) J Chem Soc Chem Commun 103
Durr K, Fiedler S, Linssen T, Hirsch A, Hanack M (1997) Chem Ber 130:1375
Martinez-Diaz MV, Quintiliani M, Torres T (2008) Synlett 1:20
Gouloumis A, Liu SG, Sastre A, Vazquez P, Echegoyen L, Torres T (2000) Chem Eur J 6:3600
Guldi DM, Gouloumis A, Vazquez P, Torres T (2002) Chem Commun 2056
Isosomppi M, Tkachenko NV, Efimov A, Vahasalo H, Jukola J, Vainiotalo P, Lemmetyinen H (2006) Chem Phys Lett 430:36
Niemi M, Tkachenko NV, Efimov A, Lehtivuori H, Ohkubo K, Fukuzumi S, Lemmetyinen H (2008) J Phys Chem A 112:6884
Lemmetyinen H, Tkachenko NV, Efimov A, Niemi M (2009) J Phys Chem C 113:11475
Ranta J, Kumpulainen T, Lemmetyinen H, Efimov A (2010) J Org Chem 75:5178
Lemmetyinen H, Kumpulainen T, Niemi M, Efimov A, Ranta J, Stranius K, Tkachenko NV (2010) Photochem Photobiol Sci 9:949
Guldi DM, Zilbermann I, Gouloumis A, Vazquez P, Torres T (2004) J Phys Chem B 108:18485
Loi MA, Denk P, Hoppe H, Neugebauer H, Winder C, Meissner D, Brabec C, Sariciftci NS, Gouloumis A, Vazquez P, Torres T (2003) J Mater Chem 13:700
Neugebauer H, Loi MA, Winder C, Sariciftci NS, Cerullo G, Gouloumis A, Vazquez P, Torres T (2004) Sol Energy Mater Sol Cells 83:201
Quintiliani M, Kahnt A, Wolfle T, Hieringer W, Vazquez P, Gorling A, Guldi DM, Torres T (2008) Chem Eur J 14:3765
Kahnt A, Guldi DM, de la Escosura A, Martin-Diaz MV, Torres T (2008) J Mater Chem 18:77
Giacalone F, Segura JL, Martin N, Guldi DM (2004) J Am Chem Soc 126:5340
Atienza C, Martin N, Wielopolski M, Haworth N, Clark T, Guldi DM (2006) Chem Commun 3202
Pinzon JR, Cardona CM, Herranz MA, Plonska-Brzezinska ME, Palkar A, Athans AJ, Martin N, Rodriguez-Fortea A, Poblet JM, Bottari G, Torres T, Gayathri SS, Guldi DM, Echegoyen L (2009) Chem Eur J 15:864
Stevenson S, Rice G, Glass T, Harich K, Cromer F, Jordan MR, Craft J, Hadju E, Bible R, Olmstead MM, Maitra K, Fisher AJ, Balch AL, Dorn HC (1999) Nature 401:55
Ballesteros B, de la Torre G, Shearer A, Hausmann A, Herranz MA, Guldi DM, Torres T (2010) Chem Eur J 16:114
Gouloumis A, de la Escosura A, Vazquez P, Torres T, Kahnt A, Guldi DM, Neugebauer H, Winder C, Drees M, Sariciftci NS (2006) Org Lett 8:5187
Quintiliani M, Kahnt A, Vazquez P, Guldi DM, Torres T (2008) J Mater Chem 18:1542
Kahnt A, Quintiliani M, Vazquez P, Guldi DM, Torres T (2008) ChemSusChem 1:97
El-Khouly ME, Kim JH, Kay KY, Choi CS, Ito O, Fukuzumi S (2009) Chem Eur J 15:5301
Martin-Gomis L, Ohkubo K, Fernandez-Lazaro F, Fukuzumi S, Sastre-Santos A (2007) Org Lett 9:3441
Martin-Gomis L, Ohkubo K, Fernandez-Lazaro F, Fukuzumi S, Sastre-Santos A (2008) J Phys Chem C 112:17694
Fukuzumi S, Honda T, Okhubo K, Kohima T (2009) Dalton Trans 20:3880
Kim KN, Choi CS, Kay KY (2005) Tetrahedron Lett 46:6791
El-Khouly ME, Kang ES, Kay KY, Choi CS, Aaraki Y, Ito O (2007) Chem Eur J 13:2854
de la Escosura A, Martinez-Diaz MV, Torres T, Grubbs RH, Guldi DM, Neugebauer H, Winder C, Drees M, Sariciftci NS (2006) Chem Asian J 1:148
Kobayashi N (2003) In: Kadish KM, Smith KM, Guilard R (eds) The porphyrin handbook, vol 15. Academic, San Diego, p 161
Rodríguez-Morgade MS, de la Torre G, Torres T (2003) In: Kadish KM, Smith KM, Guilard R (eds) The porphyrin handbook, vol 15. Academic, San Diego, p 125
Claessens CG, Gonzalez-Rodriguez D, Torres T (2002) Chem Rev 102:835
Torres T (2006) Angew Chem Int Ed 45:2834
Kipp RA, Simon JA, Beggs M, Ensley HE, Schmehl RH (1998) J Phys Chem A 102:5659
Sastre A, Torres T, Diaz-Garcia MA, Agullo-Lopez F, Dhenaut C, Brasselet S, Ledoux I, Zyss J (1996) J Am Chem Soc 118:2746
del Rey B, Keller U, Torres T, Rojo G, Agullo-Lopez F, Nonell S, Marti C, Brasselet S, Ledoux I, Zyss J (1998) J Am Chem Soc 120:12808
Martin G, Rojo G, Agullo-Lopez F, Ferro VR, Garcia de la Vega JM, Martinez-Diaz VM, Torres T, Ledoux I, Zyss J (2002) J Phys Chem B 106:13139
Claessens CG, Gonzalez-Rodriguez D, Torres T, Martin G, Agullo-Lopez F, Ledoux I, Zyss J, Ferro VR, Garcia de la Vega JM (2005) J Phys Chem B 109:3800
Diaz DD, Bolink HJ, Cappelli L, Claessens CG, Coronado E, Torres T (2007) Tetrahedron Lett 48:4657
Xu S, Chen K, Tian K (2005) J Mater Chem 15:2676
Palomares E, Martinez-Diaz MV, Haque SA, Torres T, Durrant JR (2004) Chem Commun 2112
Palomares E, Martinez-Diaz MV, Torres T, Coronado E (2006) Adv Funct Mater 16:1166
Claessens CG, Gonzalez-Rodriguez D, McCallumb CM, Nohr RS, Schuchmann H-P, Torres T (2007) J Porphyrins Phthalocyanines 11:181
Gonzalez-Rodriguez D, Torres T (2009) Eur J Org Chem 1871
Gonzalez-Rodriguez D, Claessens CG, Torres T (2009) J Porphyrins Phthalocyanines 13:203
Claessens CG, Gonzalez-Rodriguez D, del Rey B, Torres T, Mark G, Schuchmann H-P, von Sonntag C, MacDonald JG, Nohr RS (2003) Eur J Org Chem 2547
Iglesias RS, Claessens CG, Torres T, Herranz MA, Ferro VR, Garcia de la Vega JM (2007) J Org Chem 72:2967
Gonzalez-Rodriguez D, Torres T, Guldi DM, Rivera J, Echegoyen L (2002) Org Lett 4:335
Kim J-H, El-Khouly ME, Araki Y, Ito O, Kay K-Y (2008) Chem Lett 37:544
Gonzalez-Rodriguez D, Torres T, Herranz MA, Echegoyen L, Carbonell E, Guldi DM (2008) Chem Eur J 14:7670
Gonzalez-Rodriguez D, Torres T, Guldi DM, Rivera J, Herranz MA, Echegoyen L (2004) J Am Chem Soc 126:6301
El-Khouly ME, Shim SH, Araki Y, Ito O, Kay K-Y (2008) J Phys Chem B 112:3910
Gonzalez-Rodriguez D, Carbonell E, Guldi DM, Torres T (2009) Angew Chem Int Ed 48:8032
Martinez-Diaz MV, Fender NS, Rodriguez-Morgade MS, Gomez-Lopez M, Diederich F, Echegoyen L, Stoddart JF, Torres T (2002) J Mater Chem 12:2095
Guldi DM, Ramey J, Martinez-Diaz MV, de la Escosura A, Torres T, Da Ros T, Prato M (2002) Chem Commun 2774
El-Khouly ME, Rogers LM, Zandler ME, Suresh G, Fujitsuka M, Ito O, D'Souza F (2003) ChemPhysChem 4:474
D'Souza F, Gadde S, El-Khouly ME, Zandler ME, Araki Y, Ito O (2005) J Porphyrins Phthalocyanines 9:698
El-Khouly ME, Araki Y, Ito O, Gadde S, Zandler ME, D’Souza F (2006) J Porphyrins Phthalocyanines 10:1156
Rio Y, Seitz W, Gouloumis A, Vazquez P, Sessler JL, Guldi DM, Torres T (2010) Chem Eur J 16:1929
Ballesteros B, de la Torre G, Torres T, Hug GL, Rahman GMA, Guldi DM (2006) Tetrahedron 62:2097
Rodriguez-Morgade MS, Plonska-Brzezinska ME, Athans AJ, Carbonell E, de Miguel G, Guldi DM, Echegoyen L, Torres T (2009) J Am Chem Soc 131:10484
Sessler JL, Jayawickramarajah J, Gouloumis A, Pantos GD, Torres T, Guldi DM (2006) Tetrahedron 62:2123
Torres T, Gouloumis A, Sanchez-Garcia D, Jayawickramarajah J, Seitz W, Guldi DM, Sessler JL (2007) Chem Commun 292
de la Escosura A, Martinez-Diaz MV, Guldi DM, Torres T (2006) J Am Chem Soc 128:4112
D'Souza F, Ito O (2009) Chem Commun 4913
D'Souza F, Maligaspe E, Ohkubo K, Zandler ME, Subbaiyan NK, Fukuzumi S (2009) J Am Chem Soc 131:8787
D'Souza F, Maligaspe E, Sandanayaka ASD, Subbaiyan NK, Karr PA, Hasobe T, Ito O (2010) J Phys Chem A 114:10951
Kim JY, Bard AJ (2004) Chem Phys Lett 383:11
Geerts YH, Debever O, Amato C, Sergeyev S (2009) Beilstein J Org Chem 5:49
de la Escosura A, Martinez-Diaz MV, Barbera J, Torres T (2008) J Org Chem 73:1475
El-Khouly ME, Ju DK, Kay K-Y, D’Souza F, Fukuzumi S (2010) Chem Eur J 16:6193
Claessens CG, Torres T (2002) J Am Chem Soc 124:14522
Claessens CG, Sanchez-Molina I, Torres T (2009) Supramol Chem 21:44
Claessens CG, Vicente-Arana MJ Torres T (2008) Chem Comm 6378
Claessens CG, Gonzalez-Rodriguez D, Iglesias RS, Torres T (2006) Comptes Rendus Chimie 9:1094
Claessens CG, Torres T (2004) Chem Commun 1298
Lehtivuori H, Kumpulainen T, Hietala M, Efimov A, Lemmetyinen H, Kira A, Imahori H, Tkachenko NV (2009) J Phys Chem C 113:1984
Lehtivuori H, Kumpulainen T, Efimov A, Lemmetyinen H, Kira A, Imahori H, Tkachenko NV (2008) J Phys Chem C 112:9896
Guldi DM, Gouloumis A, Vazquez P, Torres T, Georgakilas V, Prato M (2005) J Am Chem Soc 127:5811
Peumans P, Bulovic V, Forrest SR (2000) Appl Phys Lett 76:2650
Peumans P, Yakimov A, Forrest SR (2003) J Appl Phys 93:3693
Hiramoto M, Suezaki M, Yokoyama M (1990) Chem Lett 327
Yakimov A, Forrest SR (2002) Appl Phys Lett 80:1667
Triyana K, Yasuda T, Fujita K, Tsutsui T (2005) Jpn J Appl Phys 44:1974
Khodabakhsh S, Sanderson BM, Nelson J, Jones TS (2006) Adv Funct Mater 16:95
Lare Y, Godoy A, Cattin L, Jondo K, Abachi T, Diaz FR, Morsli M, Napo K, del Valle MA, Bernede JC (2009) Appl Surf Sci 255:6615
Singh VP, Singh RS, Parthasarathy B, Aguilera A, Anthony J, Payne M (2005) Appl Phys Lett 86:2106
Wohrle D, Kreienhoop L, Schnurpfeil G, Elbe J, Tennigkeit B, Hiller S, Schlettwein D (1995) J Mater Chem 5:1819
Song QL, Wang ML, Obbard EG, Sun XY, Ding XM, Hou XY, Li CM (2006) Appl Phys Lett 89:1118
Tong XR, Bailey-Salzman RF, Wei GD, Forrest SR (2008) Appl Phys Lett 93:3304
Terao Y, Sasabe H, Adachi C (2007) Appl Phys Lett 90:3515
Peumans P, Forrest SR (2001) Appl Phys Lett 79:126
Murata K, Ito S, Takahashi K, Hoffman BM (1996) Appl Phys Lett 68:427
Peumans P, Uchida S, Forrest SR (2003) Nature 425:158
Kim I, Haverinen HM, Wang ZX, Madakuni S, Li J, Jabbour GE (2009) Appl Phys Lett 95:3305
Kim I, Haverinen HM, Wang ZX, Madakuni S, Kim Y, Li J, Jabbour GE (2009) Chem Mater 21:4256
Capobianchi A, Tucci M (2004) Thin Solid Films 451:33
Li N, Lassiter BE, Lunt RR, Wei G, Forrest SR (2009) Appl Phys Lett 94:3307
Brumbach M, Placencia D, Armstrong NR (2008) J Phys Chem C 112:3142
Placencia D, Wang WN, Shallcross RC, Nebesny KW, Brumbach M, Armstrong NR (2009) Adv Funct Mater 19:1913
Xue JG, Uchida S, Rand BP, Forrest SR (2004) Appl Phys Lett 84:3013
Chen WB, Xiang HF, Xu ZX, Yan BP, Roy VAL, Che CM, Lai PT (2007) Appl Phys Lett 91:11091
Hong ZR, Lessmann R, Maennig B, Huang Q, Harada K, Riede M, Leo K (2009) J Appl Phys 106:4511
Cheng CH, Wang J, Du GT, Shi SH, Du ZJ, Fan ZQ, Bian JM, Wang MS (2010) Appl Phys Lett 97:3305
Schueppel R, Timmreck R, Allinger N, Mueller T, Furno M, Uhrich C, Leo K, Riede M (2010) J Appl Phys 107:4503
Chauhan KV, Sullivan P, Yang JL, Jones TS (2010) J Phys Chem C 114:3304
Yu B, Huang LZ, Wang HB, Yan DH (2009) Adv Mater 22:1017
Lee J, Kim SH, Kim C, Kim JJ (2010) Appl Phys Lett 97:3306
Mutolo KL, Mayo EI, Rand BP, Forrest SR, Thompson ME (2006) J Am Chem Soc 128:8108
Gommans H, Schols S, Kadashchuk A, Heremans P, Meskers SCJ (2009) J Phys Chem C 113:2974
Gommans H, Cheyns D, Aernouts T, Girotto C, Poortmans J, Heremans P (2007) Adv Funct Mater 17:2653
Tong X, Lassiter BE, Forrest SR (2010) Org Electronics 11:705
Hiramoto M, Fujiwara H, Yokoyama M (1991) Appl Phys Lett 58:1062
Hiramoto M, Fujiwara H, Yokoyama M (1992) J Appl Phys 72:3781
Xue JG, Rand BP, Uchida S, Forrest SR (2005) Adv Mater 17:66
Xue JG, Uchida S, Rand BP, Forrest SR (2004) Appl Phys Lett 85:5757
Heutz S, Sullivan P, Sanderson BM, Schultes SM, Jones TS (2004) Sol Energy Mater Sol Cells 83:229
Chen L, Tang Y, Fan X, Zhang C, Chu Z, Wang D, Zou D (2009) Org Electron 10:724
Gebeyehu D, Maennig B, Drechsel J, Leo K, Pfeiffer M (2003) Sol Energy Mater Sol Cells 79:81
Drechsel J, Mannig B, Kozlowski F, Gebeyehu D, Werner A, Koch M, Leo K, Pfeiffer M (2004) Thin Solid Films 451:515
Maennig B, Drechsel J, Gebeyehu D, Simon P, Kozlowski F, Werner A, Li F, Grundmann S, Sonntag S, Koch M, Leo K, Pfeiffer M, Hoppe H, Meissner D, Sariciftci NS, Riedel I, Dyakonov V, Parisi J (2004) Appl Phys A 79:1
Higashi Y, Kim KS, Jeon HG, Ichikawa M (2010) J Appl Phys 108:4502
Gebeyehu D, Pfeiffer M, Maennig B, Drechsel J, Werner A, Leo K (2004) Thin Solid Films 451:29
Meiss J, Leo K, Riede MK, Uhrich C, Gnehr WM, Sonntag S, Pfeiffer M (2009) Appl Phys Lett 95:3306
Pfuetzner S, Meiss J, Petrich A, Riede M, Leo K (2009) Appl Phys Lett 94:3307
Pfuetzner S, Meiss J, Petrich A, Riede M, Leo K (2009) Appl Phys Lett 94:3303
Yang F, Shtein M, Forrest SR (2005) Nat Mater 4:37
Zheng Y, Bekele R, Ouyang JM, Xue JG (2009) Org Electron 10:1621
Li N, Forrest SR (2009) Appl Phys Lett 95:3309
Hein C, Mankel E, Mayer T, Jaegermann W (2010) Sol Energy Mater Sol Cells 94:662
Wei HX, Li J, Xu ZQ, Cai Y, Tang JX, Li YQ (2010) Appl Phys Lett 97:3302
Varotto A, Nam CY, Radivojevic I, Tomé JPC, Cavaleiro JAS, Black CT, Drain CM (2010) J Am Chem Soc 132:2552
Fischer MKR, Lopez-Duarte I, Wienk MM, Martinez-Diaz MV, Janssen RAJ, Bauerle P, Torres T (2009) J Am Chem Soc 131:8669
Ltaief A, Ben Chadbane R, Bouazizi A, Davenas J (2006) Mater Sci Eng C 26:344
Li G, Shrotriya V, Huang JS, Yao Y, Moriarty T, Emery K, Yang Y (2005) Nat Mater 4:864
Ma WL, Yang CY, Gong X, Lee K, Heeger AJ (2005) Adv Funct Mater 15:1617
Reyes-Reyes M, Kim K, Carroll DL (2005) Appl Phys Lett 87:3506
Jeffries M, McCullough RD (2007) In: Skotheim TA, Reynolds JR (eds) Handbook of conducting polymers. CRC, Boca Raton
Thompson BC, Frechet JMJ (2008) Angew Chem Int Ed 47:58
Johansson EMJ, Yartsev A, Rensmo H, Sundstrom V (2009) J Phys Chem C 113:3014
Coffey DC, Ferguson AJ, Kopidakis N, Rumbles G (2010) ACS Nano 4:5437
Honda S, Nogami T, Ohkita H, Benten H, Ito S (2009) ACS Appl Mater Interfaces 1:804
Honda S, Ohkita H, Benten H, Ito S (2010) Chem Commun 46:6596
Troshin PA, Koeppe R, Peregudov AS, Peregudova SM, Egginger M, Lyubovskaya RN, Sariciftci NS (2007) Chem Mater 19:5363
Janssen AGF, Riedl T, Hamwi S, Johannes HH, Kowalsky W (2007) Appl Phys Lett 91:3519
Karousis N, Tagmatarchis N, Tasis D (2010) Chem Rev 110:5366
Sgobba V, Rahman GMA, Ehli C, Guldi DM (2007) In: Langa F, Nierengarten JF (eds) Fullerenes: principles and applications. RSC, Cambridge, p 329
Cao L, Chen H, Wang M, Sun J, Zhang X, Kong F (2002) J Phys Chem B 106:8971
Wang Y, Chen H-Z, Li H-Y, Wang M (2005) Mater Sci Eng B 117:296
Cao L, Chen H-Z, Zhou H-B, Zhu L, Sun J-Z, Zhang X-B, Xu JM, Wang M (2003) Adv Mater 15:909
Guldi DM, Marcaccio M, Paolucci D, Paolucci F, Tagmatarchis N, Tasis D, Vázquez E, Prato M (2003) Angew Chem Int Ed 42:4206
Yang X, Lu Y, Ma Y, Li Y, Du F, Chen Y (2006) Chem Phys Lett 420:416
Herranz MA, Martin N, Campidelli S, Prato M, Brehm G, Guldi DM (2006) Angew Chem Int Ed 45:4478
Herranz MA, Ehli C, Campidelli S, Gutierrez M, Hug G. L, Ohkubo K, Fukuzumi S, Prato M, Martin N, Guldi DM (2008) J Am Chem Soc 130:66
Murakami H, Nomura T, Nakashima M (2003) Chem Phys Lett 378:481
Guldi DM, Rahman GMA, Jux N, Tagmatarchis N, Prato M (2004) Angew Chem Int Ed 43:5526
Baskaran D, Mays JW, Zhang XP, Bratcher MS (2005) J Am Chem Soc 127:6916
Guldi DM, Taieb H, Rahman GMA, Tagmatarchis N, Prato M (2005) Adv Mater 17:871
Tanaka H, Yajima T, Matsumoto T, Otsuka Y, Ogawa T (2006) Adv Mater 18:1411
Guldi DM, Rahman GMA, Quin S, Tchoul M, Ford WT, Marcaccio M, Paolucci D, Paolucci F, Campidelli S, Prato M (2006) Chem Eur J 12:2152
Ehli C, Rahman GMA, Jux N, Balbinot D, Guldi DM, Paolucci F, Marcaccio M, Paolucci D, Melle-Franco M, Zerbetto F, Campidelli S, Prato M (2006) J Am Chem Soc 128:11222
Alvaro M, Atienzar P, de la Cruz P, Delgado JL, Troiani V, García H, Langa F, Palkar A, Echegoyen L (2006) J Am Chem Soc 128:6626
Yu J, Mathew S, Flavel BS, Johnston MR, Shapter JG (2008) J Am Chem Soc 130:8788
Palacin T, Khanh HL, Jousselme B, Jegou P, Filoramo A, Ehli C, Guldi DM, Campidelli S (2009) J Am Chem Soc 131:15394
Guldi DM, Rahman GMA, Prato M, Jux N, Qin S, Ford W (2005) Angew Chem Int Ed 44:2015
Sgobba V, Rahman GMA, Guldi DM, Jux N, Campidelli S, Prato M (2006) Adv Mater 18:2264
Hasobe T, Fukuzumi S, Kamat PV (2006) J Phys Chem B 110:25477
Liu J, Rinzler AG, Dai H, Hafner JH, Bradley RK, Boul PJ, Lu A, Iverson T, Shelimov K, Huffman CB, Rodriguez-Macias F, Shon YS, Lee T, Colbert DT, Smalley RE (1998) Science 280:1253
de la Torre G, Blau W, Torres T (2003) Nanotechnology 14:765
Yang Z, Pu H, Yuan J, Wan D, Liu Y (2008) Chem Phys Lett 465:73
Yang Z-L, Chen H-Z, Cao L, Li H-Y, Wang M (2004) Mat Sci Eng B 106:73
Xu HB, Chen HZ, Shi MM, Bai R, Wang M (2005) Mat Chem Phys 94:342
He N, Chen Y, Bai J, Wang J, Blau WJ, Zhu J (2009) J Phys Chem B 113:13029
Ballesteros B, de la Torre G, Ehli C, Rahman GMA, Agulló-Rueda F, Guldi DM, Torres T (2007) J Am Chem Soc 129:5061
Ballesteros B, Campidelli S, de la Torre G, Ehli C, Guldi DM, Prato M, Torres T (2007) Chem Commun 2950
Campidelli S, Ballesteros B, Filoramo A, Diaz Díaz D, de la Torre G, Torres T, Rahman GMA, Ehli C, Kiessling D, Werner F, Sgobba V, Guldi DM, Cioffi C, Prato M, Bourgoin JP (2008) J Am Chem Soc 130:11503
Bahr J, Tour JM (2001) Chem Mater 13:3823
Chen RJ, Zhang Y, Wang D, Dai H (2001) J Am Chem Soc 123:3838
Chitta R, Sandanayaka ASD, Schumacher AL, D’Souza L, Araki Y, Ito O, D’Souza F (2007) J Phys Chem C 111:6947
Kyatskaya S, Mascaros JRG, Bogani L, Hennrich F, Kappes M, Wernsdorfer W, Ruben M (2009) J Am Chem Soc 131:15143
Wang BX, Liu YQ, Qiu WF, Zhu DB (2002) J Mater Chem 12:1636
Hatton RA, Blanchard NP, Stolojan V, Miller AJ, Silva SRP (2007) Langmuir 23:6424
Hahn U, Engmann S, Oelsne CR, Ehli C, Guldi DM, Torres T (2010) J Am Chem Soc 132:6392
Bottari G, Olea D, Gomez-Navarro C, Zamora F, Gomez-Herrero J, Torres T (2008) Angew Chem Int Ed 47:2026
Bottari G, Olea D, Lopez V, Gomez-Navarro C, Zamora F, Gomez-Herrero J, Torres T (2010) Chem Commun 46:4692
Kameyama K, Satake A, Kobuke Y (2004) Tetrahedron Lett 45(41):7617
Soares ARM, Martinez-Diaz MMV, Bruckner A, Pereira AMVM, Tome JPC, Alonso CMA, Faustino MAF, Neves MGPMS, Tome AC, Silva AMS, Cavaleiro JAS, Torres T, Guldi DM (2007) Org Lett 9(8):1557
Durmus M, Chen JY, Zhao ZX, Nyokong T (2008) Spectrochim Acta A Mol Biomol Spectrosc 70:42
Bian Y, Chen X, Wang D, Choi C-F, Zhou Y, Zhu P, Ng DKP, Jiang J, Weng Y, Li X (2007) Chem Eur J 13:4169
Maligaspe E, Kumpulainen T, Lemmetyinen H, Tkachenko NV, Subbaiyan NK, Zandler ME, D’Souza F (2010) J Phys Chem A 114:268
De la Escosura A, Martinez-Diaz MV, Thordarson P, Rowan AE, Nolte RJM, Torres T (2003) J Am Chem Soc 125:12300
Maya EM, Vazquez P, Torres T (1999) Chem Eur J 5:2004
Gonzalez-Rodriguez D, Claessens CG, Torres T, Liu S, Echegoyen L, Vila N, Nonell S (2005) Chem Eur J 11:3881
Zhao Z, Cammidge AN, Cook MJ (2009) Chem Commun 7530
Xu H, Ng DKP (2008) Inorg Chem 47:7921
Martinez-Diaz MV, Esperanza S, de la Escosura A, Catellani M, Yunus S, Luzzatib S, Torres T (2003) Tetrahedron Lett 44:8475
Gonzalez-Rodriguez D, Torres T, Olmstead MM, Rivera J, Herranz MA, Echegoyen L, Atienza Castellanos C, Guldi DM (2006) J Am Chem Soc 128:10680
Camerel F, Ulrich G, Retailleau P, Ziessel R (2008) Angew Cem Int Ed 47:8876
Medina A, Claessens CG, Rahman GMA, Lamsabhi AM, Mo O, Yañez M, Guldi DM, Torres T (2008) Chem Commun 1759
Liu J-Y, Yeung H-S, Xu W, Li X, Ng DKP (2008) Organic Lett 10:5421
Ziessel R, Ulrich G, Elliott KJ, Harriman A (2009) Chem Eur J 15:4980
El-Khouly ME, Ryu JB, Kay K-Y, Ito O, Fukuzumi S (2009) J Phys Chem C 113:15444
El-Khouly ME (2010) Phys Chem Chem Phys 12:12746
Gommans H, Aernouts T, Verreet B, Heremans P, Medina A, Claessens CG (2009) Torres T Adv Funct Mater 19:3435
Klaus D, Knecht R, Dragasser A, Keil C, Schlettwein D (2009) Phys Status Solidi A 206:2723
Song QL, Yang HB, Gan Y, Gong C, Ming CL (2010) J Am Chem Soc 132:4554
Enes RF, Cid J-J, Hausmann A, Trukhina O, Gouloumis A, Vazquez P, Cavaleiro JAS, Tome AC, Guldi DM, Torres T (2012) Chem Eur J 18:1727
Pereira AMVM, Soares ARM, Hausmann A, Neves MGPMS, Tome AC, Silva AMC, Cavaleiro JAS, Guldi DM, Torres T (2011) Phys Chem Chem Phys 13:11858
Pereira AMVM, Hausmann A, Tome JPC, Trukhina O, Urbani M, Neves MGPMS, Cavaleiro JAS, Guldi DM, Torres T (2012) Chem Eur J 18:3210
Ince M, Hausmann A, Martinez-Diaz MV, Guldi DM, Torres T (2012) Chem Commun 48:4058
Cid J-J, Kahnt A, Vazquez P, Guldi DM, Torres T (2012) J Inorg Biochem 108:216
Bottari G, Suanzes JA, Trukhina O, Torres T (2011) J Phys Chem Lett 2:905
Bottari G, Trukhina O, Ince M, Torres T (2012) Coord Chem Rev 256:2453
Claessens CG, Martinez-Diaz MV, Torres T (2012) In: Gale PA, Steed JW (eds) Supramolecular chemistry: from molecules to nanomaterials. Wiley, p 1075
Ince M, Martinez-Diaz MV, Barbera J, Torres T (2011) J Mater Chem 21:1531
Hayashi H, Nihashi W, Umeyama T, Matano Y, Seki S, Shimizu Y, Imahori H (2011) J Am Chem Soc 133:10736
Bartelmess J, Ehli C, Cid J-J, García-Iglesias M, Vazquez P, Torres T, Guldi DM (2011) Chem Sci 2:652
Bartelmess J, Ehli C, Cid J-J, Garcia-Iglesias M, Vazquez P, Torres T, Guldi DM (2011) J Mater Chem 21:8014
Ince M, Bartelmess J, Kiessling D, Dirian K, Martinez-Diaz MV, Torres T, Guldi DM (2012) Chem Sci 3:1472
Sanchez-Molina I, Claessens CG, Grimm B, Guldi DM, Torres T (2013) Chem Sci 4:1338
Verreet B, Rand, Barry P, Cheyns D, Hadipour A, Aernouts T, Heremans P, Medina A, Claessens CG, Torres T (2011) Adv Energy Mat 1:565
Ryan JW, Anaya-Plaza E, de la Escosura A, Torres T, Palomares E (2012) Chem Commun 48:6094
Acknowledgment
This work has been supported by the Spanish MICINN and MEC (CTQ2011-24187/BQU and CONSOLIDER INGENIO 2010, CSD2007-00010 Nanociencia Molecular), and the Comunidad de Madrid (MADRISOLAR-2, S2009/PPQ/1533).
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2013 Springer-Verlag Berlin Heidelberg
About this chapter
Cite this chapter
de la Escosura, A., Trukhina, O., Torres, T. (2013). Dual Role of Phthalocyanines in Carbon Nanostructure-Based Organic Photovoltaics. In: Nierengarten, JF. (eds) Fullerenes and Other Carbon-Rich Nanostructures. Structure and Bonding, vol 159. Springer, Berlin, Heidelberg. https://doi.org/10.1007/430_2013_113
Download citation
DOI: https://doi.org/10.1007/430_2013_113
Published:
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-642-54853-6
Online ISBN: 978-3-642-54854-3
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)