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Volumn 57, Issue 10, 2012, Pages 2756-2765

Crystal structures, reaction rates, and selected physical properties of halo-boronsubphthalocyanines (Halo = Fluoride, chloride, and bromide)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORINE COMPOUNDS; FLUORINE COMPOUNDS; PHYSICAL PROPERTIES;

EID: 84870227286     PISSN: 00219568     EISSN: 15205134     Source Type: Journal    
DOI: 10.1021/je3005112     Document Type: Article
Times cited : (70)

References (37)
  • 1
    • 0000941147 scopus 로고
    • Phthalocyaninartige Bor-Komplexe
    • Meller, A.; Ossko, A. Phthalocyaninartige Bor-Komplexe Monatsh. Chem. 1972, 103, 150-155
    • (1972) Monatsh. Chem. , vol.103 , pp. 150-155
    • Meller, A.1    Ossko, A.2
  • 2
    • 0000672895 scopus 로고
    • The Crystal and Molecular Structure of a New Phthalocyanine-Like Boron Complex
    • CCDC reference: PHTLBC
    • Kietaibl, H. The Crystal and Molecular Structure of a New Phthalocyanine-Like Boron Complex Monatsh. Chem. 1974, 105, 405-418; CCDC reference: PHTLBC
    • (1974) Monatsh. Chem. , vol.105 , pp. 405-418
    • Kietaibl, H.1
  • 5
    • 34249897581 scopus 로고    scopus 로고
    • Phthalocyanines: Old Dyes, New Materials. Putting Color in Nanotechnology
    • de la Torre, G.; Claessens, C. G.; Torres, T. Phthalocyanines: Old Dyes, New Materials. Putting Color in Nanotechnology Chem. Commun. 2007, 2000-2015
    • (2007) Chem. Commun. , pp. 2000-2015
    • De La Torre, G.1    Claessens, C.G.2    Torres, T.3
  • 6
    • 77953893584 scopus 로고    scopus 로고
    • Covalent and Noncovalent Phthalocyanine-Carbon Nanostructure Systems: Synthesis, Photoinduced Electron Transfer, and Application to Molecular Photovoltaics
    • Bottari, G.; de la Torre, G.; Guldi, D. M.; Torres, T. Covalent and Noncovalent Phthalocyanine-Carbon Nanostructure Systems: Synthesis, Photoinduced Electron Transfer, and Application to Molecular Photovoltaics Chem. Rev. 2010, 110, 6768-6816
    • (2010) Chem. Rev. , vol.110 , pp. 6768-6816
    • Bottari, G.1    De La Torre, G.2    Guldi, D.M.3    Torres, T.4
  • 7
    • 77950491996 scopus 로고    scopus 로고
    • Chloro Boron Subphthalocyanine and its Derivatives: Dyes, Pigments or Somewhere in Between?
    • Morse, G. E.; Paton, A. S.; Lough, A.; Bender, T. P. Chloro Boron Subphthalocyanine and its Derivatives: Dyes, Pigments or Somewhere in Between? Dalton Trans. 2010, 39, 3915-3922
    • (2010) Dalton Trans. , vol.39 , pp. 3915-3922
    • Morse, G.E.1    Paton, A.S.2    Lough, A.3    Bender, T.P.4
  • 8
    • 0036523096 scopus 로고    scopus 로고
    • Subphthalocyanines: Singular Nonplanar Aromatic Compounds - Synthesis, Reactivity, and Physical Properties
    • Claessens, C. G.; González-Rodríguez, D.; Torres, T. Subphthalocyanines: Singular Nonplanar Aromatic Compounds - Synthesis, Reactivity, and Physical Properties Chem. Rev. 2002, 102, 835-854
    • (2002) Chem. Rev. , vol.102 , pp. 835-854
    • Claessens, C.G.1    González-Rodríguez, D.2    Torres, T.3
  • 11
    • 33745678485 scopus 로고    scopus 로고
    • Enhanced Open-Circuit Voltage in Subphthalocyanine/C60 Organic Photovoltaic Cells
    • Mutolo, K. L.; Mayo, E. I.; Rand, B. P.; Forrest, S. R.; Thompson, M. E. Enhanced Open-Circuit Voltage in Subphthalocyanine/C60 Organic Photovoltaic Cells J. Am. Chem. Soc. 2006, 128, 8108-8109
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 8108-8109
    • Mutolo, K.L.1    Mayo, E.I.2    Rand, B.P.3    Forrest, S.R.4    Thompson, M.E.5
  • 12
    • 84856448243 scopus 로고    scopus 로고
    • Phthalimido-boronsubphthalocyanines: New Derivatives of Boronsubphthalocyanine with Bipolar Electrochemistry and Functionality in OLEDs
    • Morse, G. E.; Castrucci, J. S.; Helander, M. G.; Lu, Z.-H.; Bender, T. P. Phthalimido-boronsubphthalocyanines: New Derivatives of Boronsubphthalocyanine with Bipolar Electrochemistry and Functionality in OLEDs ACS Appl. Mater. Interfaces 2011, 3, 3538-3544
    • (2011) ACS Appl. Mater. Interfaces , vol.3 , pp. 3538-3544
    • Morse, G.E.1    Castrucci, J.S.2    Helander, M.G.3    Lu, Z.-H.4    Bender, T.P.5
  • 13
    • 79751533592 scopus 로고    scopus 로고
    • Improvements of Electron Injection Efficiency Using Subphthalocyanine Mixed with Lithium Fluoride in Cathode Structures of Organic Light Emitting Diodes
    • Chen, Y.-H.; Cheng, Y.-J.; Lee, G.-R.; Wu, C.-I.; Pi, T.-W. Improvements of Electron Injection Efficiency Using Subphthalocyanine Mixed With Lithium Fluoride in Cathode Structures of Organic Light Emitting Diodes Org. Electron. 2011, 12, 562-565
    • (2011) Org. Electron. , vol.12 , pp. 562-565
    • Chen, Y.-H.1    Cheng, Y.-J.2    Lee, G.-R.3    Wu, C.-I.4    Pi, T.-W.5
  • 15
    • 79151477654 scopus 로고    scopus 로고
    • Pentafluorophenoxy Boron Subphthalocyanine as a Fluorescent Dopant Emitter in Organic Light Emitting Diodes
    • Helander, M. G.; Morse, G. E.; Qiu, J.; Castrucci, J. S.; Bender, T. P.; Lu, Z.-H. Pentafluorophenoxy Boron Subphthalocyanine as a Fluorescent Dopant Emitter in Organic Light Emitting Diodes ACS Appl. Mater. Interfaces 2010, 2, 3147-3152
    • (2010) ACS Appl. Mater. Interfaces , vol.2 , pp. 3147-3152
    • Helander, M.G.1    Morse, G.E.2    Qiu, J.3    Castrucci, J.S.4    Bender, T.P.5    Lu, Z.-H.6
  • 16
    • 75449089188 scopus 로고    scopus 로고
    • Formation of Gap States and Enhanced Current Injection Efficiency in Organic Light Emitting Diodes Incorporated with Subphthalocyanine
    • Chen, Y.-H.; Chang, Y.-J.; Lee, G.-R.; Chang, J.-H.; Wu, I.-W.; Fang, J.-H.; Hsu, S.-H.; Liu, S.-W.; Wu, C.-I.; Pi, T.-W. Formation of Gap States and Enhanced Current Injection Efficiency in Organic Light Emitting Diodes Incorporated With Subphthalocyanine Org. Electron. 2010, 11, 445-449
    • (2010) Org. Electron. , vol.11 , pp. 445-449
    • Chen, Y.-H.1    Chang, Y.-J.2    Lee, G.-R.3    Chang, J.-H.4    Wu, I.-W.5    Fang, J.-H.6    Hsu, S.-H.7    Liu, S.-W.8    Wu, C.-I.9    Pi, T.-W.10
  • 18
    • 33947428786 scopus 로고    scopus 로고
    • N-Channel Organic Field-Effect Transistors Based on Boron- Subphthalocyanine
    • Yasuda, T.; Tsutsui, T. n-Channel Organic Field-Effect Transistors Based on Boron-Subphthalocyanine Mol. Cryst. Liq. Cryst. 2006, 462, 3-9
    • (2006) Mol. Cryst. Liq. Cryst. , vol.462 , pp. 3-9
    • Yasuda, T.1    Tsutsui, T.2
  • 20
    • 84860156477 scopus 로고    scopus 로고
    • Boron Subphthalocyanine Dyes: 3-Pentadecylphenol as a Solubilizing Molecular Fragment
    • Brisson, E. R. L.; Paton, A. S.; Morse, G. E.; Bender, T. P. Boron Subphthalocyanine Dyes: 3-Pentadecylphenol as a Solubilizing Molecular Fragment Ind. Eng. Chem. Res. 2011, 50, 10910-10917
    • (2011) Ind. Eng. Chem. Res. , vol.50 , pp. 10910-10917
    • Brisson, E.R.L.1    Paton, A.S.2    Morse, G.E.3    Bender, T.P.4
  • 21
    • 84861079734 scopus 로고    scopus 로고
    • One Well-Placed Methyl Group Increases the Solubility of Phenoxy Boronsubphthalocyanine Two Orders of Magnitude
    • Paton, A. S.; Lough, A. J.; Bender, T. P. One Well-Placed Methyl Group Increases the Solubility of Phenoxy Boronsubphthalocyanine Two Orders of Magnitude Ind. Eng. Chem. Res. 2012, 51, 6290-6296
    • (2012) Ind. Eng. Chem. Res. , vol.51 , pp. 6290-6296
    • Paton, A.S.1    Lough, A.J.2    Bender, T.P.3
  • 22
    • 78751495340 scopus 로고    scopus 로고
    • Observations Regarding the Crystal Structures of Non-Halogenated Phenoxyboronsubphthalocyanines Having Para Substituents on the Phenoxy Group
    • Paton, A. S.; Morse, G. E.; Lough, A. J.; Bender, T. P. Observations Regarding the Crystal Structures of Non-Halogenated Phenoxyboronsubphthalocyanines Having Para Substituents on the Phenoxy Group CrystEngComm 2010, 13, 914-919
    • (2010) CrystEngComm , vol.13 , pp. 914-919
    • Paton, A.S.1    Morse, G.E.2    Lough, A.J.3    Bender, T.P.4
  • 23
    • 2442637668 scopus 로고    scopus 로고
    • Subphthalocyanines: Tuneable Molecular Scaffolds for Intramolecular Electron and Energy Transfer Processes
    • González-Rodríguez, D.; Torres, T.; Guldi, D. M.; Rivera, J.; Herranz, M. Á.; Echegoyen, L. Subphthalocyanines: Tuneable Molecular Scaffolds for Intramolecular Electron and Energy Transfer Processes J. Am. Chem. Soc. 2004, 126, 6301-6313
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 6301-6313
    • González-Rodríguez, D.1    Torres, T.2    Guldi, D.M.3    Rivera, J.4    Echegoyen, L.5
  • 24
    • 57349184253 scopus 로고    scopus 로고
    • Ethynyl-Boron Subphthalocyanines Displaying Efficient Cascade Energy Transfer and Large Stokes Shifts
    • Camerel, F.; Ulrich, G.; Retailleau, P.; Ziessel, R. Ethynyl-Boron Subphthalocyanines Displaying Efficient Cascade Energy Transfer and Large Stokes Shifts Angew. Chem., Int. Ed. 2008, 47, 8876-8880
    • (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 8876-8880
    • Camerel, F.1    Ulrich, G.2    Retailleau, P.3    Ziessel, R.4
  • 25
    • 80054899010 scopus 로고    scopus 로고
    • Experimentally Validated Model for the Prediction of the HOMO and LUMO Energy Levels of Boronsubphthalocyanines
    • Morse, G. E.; Helander, M. G.; Stanwick, J.; Sauks, J. M.; Paton, A. S.; Lu, Z.-H.; Bender, T. P. Experimentally Validated Model for the Prediction of the HOMO and LUMO Energy Levels of Boronsubphthalocyanines J. Phys. Chem. C 2011, 115, 11709-11718
    • (2011) J. Phys. Chem. C , vol.115 , pp. 11709-11718
    • Morse, G.E.1    Helander, M.G.2    Stanwick, J.3    Sauks, J.M.4    Paton, A.S.5    Lu, Z.-H.6    Bender, T.P.7
  • 29
    • 0033673033 scopus 로고    scopus 로고
    • Compounds in the Series from Boron Subphthalocyanine to Boron Subnaphthalocyanine
    • Zyskowski, C. D.; Kennedy, V. O. Compounds in the Series from Boron Subphthalocyanine to Boron Subnaphthalocyanine J. Porphyrins Phthalocyanines 2000, 4, 707-712
    • (2000) J. Porphyrins Phthalocyanines , vol.4 , pp. 707-712
    • Zyskowski, C.D.1    Kennedy, V.O.2
  • 31
    • 0141830769 scopus 로고    scopus 로고
    • Non-Radiative Deactivation Pathways of Subphthalocyanine and Subnaphthalocyanine Dyes and of Their Mixture
    • Wróbel, D.; Boguta, A.; Mazurkiewicz, P. Non-Radiative Deactivation Pathways of Subphthalocyanine and Subnaphthalocyanine Dyes and of Their Mixture Spectrochim. Acta, Part A 2003, 59, 2841-2854
    • (2003) Spectrochim. Acta, Part A , vol.59 , pp. 2841-2854
    • Wróbel, D.1    Boguta, A.2    Mazurkiewicz, P.3
  • 33
    • 0001678850 scopus 로고    scopus 로고
    • The Decamethylferrocenium/Decamethylferrocene Redox Couple: A Superior Redox Standard to the Ferrocenium/Ferrocene Redox Couple for Studying Solvent Effects on the Thermodynamics of Electron Transfer
    • Noviandri, I.; Brown, K. N.; Fleming, D. S.; Gulyas, P. T.; Lay, P. A.; Masters, A. F.; Phillips, L. The Decamethylferrocenium/Decamethylferrocene Redox Couple: A Superior Redox Standard to the Ferrocenium/Ferrocene Redox Couple for Studying Solvent Effects on the Thermodynamics of Electron Transfer J. Phys. Chem. B 1999, 103, 6713-6722
    • (1999) J. Phys. Chem. B , vol.103 , pp. 6713-6722
    • Noviandri, I.1    Brown, K.N.2    Fleming, D.S.3    Gulyas, P.T.4    Lay, P.A.5    Masters, A.F.6    Phillips, L.7
  • 36
    • 70349687394 scopus 로고    scopus 로고
    • Enhancement in Current Efficiency in Organic Light-Emitting Diodes with Incorporation of Subphthalocyanine
    • Chen, Y.-H.; Chang, J.-H.; Lee, G.-R.; Wu, I.-W.; Fang, J.-H.; Wu, C.-I.; Pi, T.-W. Enhancement in Current Efficiency in Organic Light-Emitting Diodes with Incorporation of Subphthalocyanine Appl. Phys. Lett. 2009, 95, 133302
    • (2009) Appl. Phys. Lett. , vol.95 , pp. 133302
    • Chen, Y.-H.1    Chang, J.-H.2    Lee, G.-R.3    Wu, I.-W.4    Fang, J.-H.5    Wu, C.-I.6    Pi, T.-W.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.