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Volumn 95, Issue 3, 2012, Pages 600-605

2,1,3-Benzoxadiazole and 2,1,3-benzothiadiazole-based fluorescent compounds: Synthesis, characterization and photophysical/electrochemical properties

Author keywords

Band gap; Benzothiadiazole; Benzoxadiazole; Cyclic voltammetry; Fluorescence; Sonogashira coupling

Indexed keywords

2 ,1 ,3-BENZOTHIADIAZOLE; ALKOXY CHAINS; AROMATIC UNITS; BENZOTHIADIAZOLES; BENZOXADIAZOLE; ELECTROCHEMICAL STUDIES; ELECTRON TRANSPORTING; EMISSION EFFICIENCIES; FLUORESCENT COMPOUNDS; GREEN REGIONS; HETEROCYCLES; LUMO ENERGY LEVELS; MOLAR EXTINCTION COEFFICIENT; MOLECULAR PLANARITY; PHOTOPHYSICAL; SONOGASHIRA COUPLING; SONOGASHIRA CROSS-COUPLING; STOKES SHIFT; UV-VIS ABSORPTIONS; VISIBLE SPECTRA;

EID: 84864145157     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2012.06.001     Document Type: Article
Times cited : (34)

References (32)
  • 1
    • 36849068848 scopus 로고    scopus 로고
    • Tuning the emitting color of organic light emitting diodes through photochemically induced transformations: Towards single layer, patterned, full color displays and white lighting applications
    • M. Vasilopoulou, D. Georgiadou, G. Pistolis, and P. Argitis Tuning the emitting color of organic light emitting diodes through photochemically induced transformations: towards single layer, patterned, full color displays and white lighting applications Adv Func Mater 17 2007 3477 3485
    • (2007) Adv Func Mater , vol.17 , pp. 3477-3485
    • Vasilopoulou, M.1    Georgiadou, D.2    Pistolis, G.3    Argitis, P.4
  • 2
    • 77957795778 scopus 로고    scopus 로고
    • Dual optical responses of phenothiazine derivatives: Near-IR chromophore and water-soluble fluorescent organic nanoparticles
    • S.Y. Su, H.H. Lin, and C.C. Chang Dual optical responses of phenothiazine derivatives: near-IR chromophore and water-soluble fluorescent organic nanoparticles J Mater Chem 20 2010 8653 8658
    • (2010) J Mater Chem , vol.20 , pp. 8653-8658
    • Su, S.Y.1    Lin, H.H.2    Chang, C.C.3
  • 3
    • 33646492835 scopus 로고    scopus 로고
    • Organic light-emitting diode (OLED) technology: Materials, devices and display technologies
    • B. Geffroy, P. le Roy, and C. Prat Organic light-emitting diode (OLED) technology: materials, devices and display technologies Polym Int 55 6 2006 572 582
    • (2006) Polym Int , vol.55 , Issue.6 , pp. 572-582
    • Geffroy, B.1    Le Roy, P.2    Prat, C.3
  • 4
    • 60649120227 scopus 로고    scopus 로고
    • A photostable fluorescent probe for targeted imaging of tumour cells possessing integrin alpha(v)beta(3)
    • L. Xiong, M. Yu, M. Cheng, M. Zhang, X. Zhang, and C. Xu A photostable fluorescent probe for targeted imaging of tumour cells possessing integrin alpha(v)beta(3) Mol BioSyst 5 3 2009 241 243
    • (2009) Mol BioSyst , vol.5 , Issue.3 , pp. 241-243
    • Xiong, L.1    Yu, M.2    Cheng, M.3    Zhang, M.4    Zhang, X.5    Xu, C.6
  • 5
    • 80053914642 scopus 로고    scopus 로고
    • Organic dyes with oligo-n-hexylthiophene for dye-sensitized solar cells. Relation between chemical structure of donor and photovoltaic performance
    • S. Kajiyama, Y. Uemura, H. Miura, K. Hara, and N. Koumura Organic dyes with oligo-n-hexylthiophene for dye-sensitized solar cells. Relation between chemical structure of donor and photovoltaic performance Dyes Pigment 92 3 2012 1250 1256
    • (2012) Dyes Pigment , vol.92 , Issue.3 , pp. 1250-1256
    • Kajiyama, S.1    Uemura, Y.2    Miura, H.3    Hara, K.4    Koumura, N.5
  • 6
    • 77953476198 scopus 로고    scopus 로고
    • Selective chemical sensors based on fluorescent organic nanocrystals confined in sol-gel coatings of controlled porosity
    • V. Monnier, E. Dubuisson, N. Sanz-Menez, B. Boury, V. Rouessac, and A. Ayral Selective chemical sensors based on fluorescent organic nanocrystals confined in sol-gel coatings of controlled porosity Microporous Mesoporous Mater 132 3 2010 531 537
    • (2010) Microporous Mesoporous Mater , vol.132 , Issue.3 , pp. 531-537
    • Monnier, V.1    Dubuisson, E.2    Sanz-Menez, N.3    Boury, B.4    Rouessac, V.5    Ayral, A.6
  • 7
    • 0000211125 scopus 로고
    • Contribution to the chemistry of benzfuroxan and benzfurazan derivatives
    • R.J. Gaughran, J.P. Picard, and J.V.R. Kaufman Contribution to the chemistry of benzfuroxan and benzfurazan derivatives J Am Chem Soc 76 8 1954 2233 2236
    • (1954) J Am Chem Soc , vol.76 , Issue.8 , pp. 2233-2236
    • Gaughran, R.J.1    Picard, J.P.2    Kaufman, J.V.R.3
  • 9
    • 42549134495 scopus 로고    scopus 로고
    • Recent progress in the development of derivatization reagents having a benzofurazan structure
    • T. Santa, Fukushima Takeshi, T. Ichibangase, and K. Imai Recent progress in the development of derivatization reagents having a benzofurazan structure Biomed Chromatogr 22 4 2008 343 353
    • (2008) Biomed Chromatogr , vol.22 , Issue.4 , pp. 343-353
    • Santa, T.1    Takeshi, F.2    Ichibangase, T.3    Imai, K.4
  • 10
    • 2942729754 scopus 로고    scopus 로고
    • Indirect enantioseparation by HPLC using chiral benzofurazan-bearing reagents
    • T. Toyo'oka Indirect enantioseparation by HPLC using chiral benzofurazan-bearing reagents Methods Mol Biol 243 2004 231 246
    • (2004) Methods Mol Biol , vol.243 , pp. 231-246
    • Toyo'Oka, T.1
  • 11
    • 79952985829 scopus 로고    scopus 로고
    • A benzoxadiazole-thiourea conjugate as a fluorescent chemodosimeter for Hg(II) in aqueous media
    • S. Sumiya, T. Sugii, Y. Shiraishi, and T. Hirai A benzoxadiazole-thiourea conjugate as a fluorescent chemodosimeter for Hg(II) in aqueous media J Photochem Photobiol A 219 2011 154 158
    • (2011) J Photochem Photobiol A , vol.219 , pp. 154-158
    • Sumiya, S.1    Sugii, T.2    Shiraishi, Y.3    Hirai, T.4
  • 12
    • 1242288297 scopus 로고    scopus 로고
    • Color tuning in benzo[1,2,5]thiadiazole-based small molecules by amino conjugation/deconjugation: Bright red-light-emitting diodes
    • K.R.J. Thomas, J.T. Lin, M. Velusamy, Y.T. Tao, and C.H. Chuen Color tuning in benzo[1,2,5]thiadiazole-based small molecules by amino conjugation/deconjugation: bright red-light-emitting diodes Adv Func Mater 14 1 2004 83 90
    • (2004) Adv Func Mater , vol.14 , Issue.1 , pp. 83-90
    • Thomas, K.R.J.1    Lin, J.T.2    Velusamy, M.3    Tao, Y.T.4    Chuen, C.H.5
  • 13
    • 67650044805 scopus 로고    scopus 로고
    • Blue amplified spontaneous emission from 2,1,3-benzothiadiazole attached polyfluorene semiconductor polymer with high photoluminescence efficiency
    • D. Zhang, J. Liu, L. Wang, Y. Liu, and D. Ma Blue amplified spontaneous emission from 2,1,3-benzothiadiazole attached polyfluorene semiconductor polymer with high photoluminescence efficiency J Phys D Appl Phys 42 4 2009 045417/1 045417/4
    • (2009) J Phys D Appl Phys , vol.42 , Issue.4
    • Zhang, D.1    Liu, J.2    Wang, L.3    Liu, Y.4    Ma, D.5
  • 14
    • 58849085428 scopus 로고    scopus 로고
    • High-luminescence non-doped green OLEDs based on a 9,9-diarylfluorene- terminated 2,1,3-benzothiadiazole derivative
    • S.Y. Ku, L.C. Chi, W.Y. Hung, S.W. Yang, T.C. Tsai, and K.T. Wong High-luminescence non-doped green OLEDs based on a 9,9-diarylfluorene-terminated 2,1,3-benzothiadiazole derivative J Mater Chem 19 6 2009 773 780
    • (2009) J Mater Chem , vol.19 , Issue.6 , pp. 773-780
    • Ku, S.Y.1    Chi, L.C.2    Hung, W.Y.3    Yang, S.W.4    Tsai, T.C.5    Wong, K.T.6
  • 15
    • 39749157115 scopus 로고    scopus 로고
    • Luminescent 2,1,3-benzothiadiazole-based liquid crystalline compounds
    • A.A. Vieira, R. Cristiano, A.J. Bortoluzzi, and H. Gallardo Luminescent 2,1,3-benzothiadiazole-based liquid crystalline compounds J Mol Struct 875 2008 364 371
    • (2008) J Mol Struct , vol.875 , pp. 364-371
    • Vieira, A.A.1    Cristiano, R.2    Bortoluzzi, A.J.3    Gallardo, H.4
  • 17
    • 77951691284 scopus 로고    scopus 로고
    • Solution-processable low-molecular weight extended arylacetylenes: Versatile p-type semiconductors for field-effect transistors and bulk heterojunction solar cells
    • F. Silvestri, A. Marrocchi, M. Seri, C. Kim, T.J. Marks, and A. Facchetti Solution-processable low-molecular weight extended arylacetylenes: versatile p-type semiconductors for field-effect transistors and bulk heterojunction solar cells J Am Chem Soc 132 17 2010 6108 6123
    • (2010) J Am Chem Soc , vol.132 , Issue.17 , pp. 6108-6123
    • Silvestri, F.1    Marrocchi, A.2    Seri, M.3    Kim, C.4    Marks, T.J.5    Facchetti, A.6
  • 18
    • 13244273384 scopus 로고    scopus 로고
    • Deep-red electroluminescent polymers: Synthesis and characterization of new low band-gap conjugated copolymers for light-emitting diodes and photovoltaic devices
    • R. Yang, R. Tian, J. Yan, Y. Zhang, J. Yang, and Q. Hou Deep-red electroluminescent polymers: synthesis and characterization of new low band-gap conjugated copolymers for light-emitting diodes and photovoltaic devices Macromolecules 38 2 2005 244 253
    • (2005) Macromolecules , vol.38 , Issue.2 , pp. 244-253
    • Yang, R.1    Tian, R.2    Yan, J.3    Zhang, Y.4    Yang, J.5    Hou, Q.6
  • 19
    • 84255201018 scopus 로고    scopus 로고
    • A facile synthesis of low-band-gap donoracceptor copolymers based on dithieno[3,2-b:2',3'-d]thiophene
    • K. Sung-Yu, D.L. Christopher, J.B. Daniel, D.T. Neil, E.C. Justin, and A. Elizabeth A facile synthesis of low-band-gap donoracceptor copolymers based on dithieno[3,2-b:2',3'-d]thiophene Macromolecules 44 2011 9533 9538
    • (2011) Macromolecules , vol.44 , pp. 9533-9538
    • Sung-Yu, K.1    Christopher, D.L.2    Daniel, J.B.3    Neil, D.T.4    Justin, E.C.5    Elizabeth, A.6
  • 20
    • 39749183462 scopus 로고    scopus 로고
    • Sonogashira coupling applied in the synthesis of 1,2,4-oxadiazole based non-symmetrical liquid crystals
    • H. Gallardo, R. Cristiano, A.A. Vieira, R.A.W. Neves Filho, and R.M. Srivastava Sonogashira coupling applied in the synthesis of 1,2,4-oxadiazole based non-symmetrical liquid crystals Synthesis 8 2008 605 609
    • (2008) Synthesis , vol.8 , pp. 605-609
    • Gallardo, H.1    Cristiano, R.2    Vieira, A.A.3    Neves Filho, R.A.W.4    Srivastava, R.M.5
  • 21
    • 33646797022 scopus 로고    scopus 로고
    • Synthesis and characterization of luminescent hockey stick-shaped liquid crystalline compounds
    • R. Cristiano, A.A. Vieira, F. Ely, and H. Gallardo Synthesis and characterization of luminescent hockey stick-shaped liquid crystalline compounds Liq Cryst 33 4 2006 381 390
    • (2006) Liq Cryst , vol.33 , Issue.4 , pp. 381-390
    • Cristiano, R.1    Vieira, A.A.2    Ely, F.3    Gallardo, H.4
  • 22
    • 0033661978 scopus 로고    scopus 로고
    • Chiral liquid crystalline m-nitrotolans and tolans: Synthesis and mesomorphic properties
    • A.A. Merlo, J.E. Braun, U. Vasconcelos, F. Ely, and H. Gallardo Chiral liquid crystalline m-nitrotolans and tolans: synthesis and mesomorphic properties Liq Cryst 27 5 2000 657 663
    • (2000) Liq Cryst , vol.27 , Issue.5 , pp. 657-663
    • Merlo, A.A.1    Braun, J.E.2    Vasconcelos, U.3    Ely, F.4    Gallardo, H.5
  • 23
    • 33750005624 scopus 로고    scopus 로고
    • A new liquid crystalline derivative of dibenzotetraaza[14]annulene: Synthesis, characterization and the preliminary evaluation of mesomorphic properties
    • J. Grolik, L. Sieron, and J. Eilmes A new liquid crystalline derivative of dibenzotetraaza[14]annulene: synthesis, characterization and the preliminary evaluation of mesomorphic properties Tetrahedron Lett 47 2006 8209 8213
    • (2006) Tetrahedron Lett , vol.47 , pp. 8209-8213
    • Grolik, J.1    Sieron, L.2    Eilmes, J.3
  • 24
    • 84986496534 scopus 로고
    • Monoreduction of dinitroarenes with iron/acetic acid
    • D.S. Wulfman, and C.F. Cooper Monoreduction of dinitroarenes with iron/acetic acid Synthesis 12 1978 924 925
    • (1978) Synthesis , vol.12 , pp. 924-925
    • Wulfman, D.S.1    Cooper, C.F.2
  • 25
    • 9644285669 scopus 로고
    • A convenient synthesis of acetylenes: Catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes and bromopyridines
    • K. Sonogashira, Y. Tohda, and N. Hagihara A convenient synthesis of acetylenes: catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes and bromopyridines Tetrahedron Lett 50 1975 4467 4470
    • (1975) Tetrahedron Lett , vol.50 , pp. 4467-4470
    • Sonogashira, K.1    Tohda, Y.2    Hagihara, N.3
  • 26
    • 70449450024 scopus 로고    scopus 로고
    • Synthesis and characterizations of poly (9,10-bisarylethynyl-2,6- anthrylene)s and poly(9,10-bisalkynyl-2,6-anthrylene)
    • W. Cui, Y. Zhao, H. Tian, Z. Xie, Y. Geng, and F. Wang Synthesis and characterizations of poly (9,10-bisarylethynyl-2,6-anthrylene)s and poly(9,10-bisalkynyl-2,6-anthrylene) Macromolecules 42 2009 8021 8027
    • (2009) Macromolecules , vol.42 , pp. 8021-8027
    • Cui, W.1    Zhao, Y.2    Tian, H.3    Xie, Z.4    Geng, Y.5    Wang, F.6
  • 27
    • 0001240638 scopus 로고
    • A simple and economic route to p-ethynylaniline and ethynyl terminated substrates
    • A.P. Melissaris, and M.H. Litt A simple and economic route to p-ethynylaniline and ethynyl terminated substrates J Org Chem 59 19 1994 5818 5821
    • (1994) J Org Chem , vol.59 , Issue.19 , pp. 5818-5821
    • Melissaris, A.P.1    Litt, M.H.2
  • 28
    • 4544313702 scopus 로고
    • Aryl- and heteroaryl-alkyne coupling reactions catalyzed by palladium on carbon and CuI in an aqueous medium
    • L. Bleicher, and N.D.P. Cosford Aryl- and heteroaryl-alkyne coupling reactions catalyzed by palladium on carbon and CuI in an aqueous medium Synlett 11 1995 1115 1116
    • (1995) Synlett , vol.11 , pp. 1115-1116
    • Bleicher, L.1    Cosford, N.D.P.2
  • 29
    • 0030575813 scopus 로고    scopus 로고
    • Synthesis of an optically active poly (aryleneethynylene) containing extended conjugation in the repeat unit Tetrahedron
    • L. Ma, Q.S. Hu, and L. Pu Synthesis of an optically active poly (aryleneethynylene) containing extended conjugation in the repeat unit Tetrahedron Asymmetry 7 11 1996 3103 3106
    • (1996) Asymmetry , vol.7 , Issue.11 , pp. 3103-3106
    • Ma, L.1    Hu, Q.S.2    Pu, L.3
  • 30
    • 33845917799 scopus 로고    scopus 로고
    • Two-dimensional porous molecular networks of dehydrobenzo [12] annulene derivatives via alkyl chain interdigitation
    • K. Tahara, S. Furukawa, H. Uji, T. Uchino, T. Ichikawa, and J. Zhang Two-dimensional porous molecular networks of dehydrobenzo [12] annulene derivatives via alkyl chain interdigitation J Am Chem Soc 128 2006 16613 16625
    • (2006) J Am Chem Soc , vol.128 , pp. 16613-16625
    • Tahara, K.1    Furukawa, S.2    Uji, H.3    Uchino, T.4    Ichikawa, T.5    Zhang, J.6
  • 31
    • 50249184794 scopus 로고    scopus 로고
    • Fluorescent conjugated polymers that incorporate substituted 2,1,3-benzooxadiazole and 2,1,3-benzothiadiazole units
    • J. Bouffard, and T.M. Swager Fluorescent conjugated polymers that incorporate substituted 2,1,3-benzooxadiazole and 2,1,3-benzothiadiazole units Macromolecules 41 2008 5559 5562
    • (2008) Macromolecules , vol.41 , pp. 5559-5562
    • Bouffard, J.1    Swager, T.M.2
  • 32
    • 0031212879 scopus 로고    scopus 로고
    • Efficient organic electroluminescent devices using single-layer doped polymer thin films with bipolar carrier transport abilities
    • C.C. Wu, J.C. Sturm, R.A. Register, J. Tian, E.P. Dana, and M.E. Thompson Efficient organic electroluminescent devices using single-layer doped polymer thin films with bipolar carrier transport abilities IEEE Trans Electron Devices 44 8 1997 1269 1281
    • (1997) IEEE Trans Electron Devices , vol.44 , Issue.8 , pp. 1269-1281
    • Wu, C.C.1    Sturm, J.C.2    Register, R.A.3    Tian, J.4    Dana, E.P.5    Thompson, M.E.6


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