메뉴 건너뛰기




Volumn 4, Issue 6, 2011, Pages 1013-1022

Synthesis and properties of a chiroptically active oligomer from 3,4-ethylenedioxythiophene and (-)-myrtenal

Author keywords

Conjugated materials; Chiroptically active materials; Poly(3,4 ethylenedioxythiophene)

Indexed keywords

3 ,4-ETHYLENEDIOXYTHIOPHENE; ACTIVE MATERIAL; CHLOROFORM SOLUTIONS; CIRCULAR DICHROISM SPECTRA; CONJUGATED MATERIALS; IODINE CONCENTRATION; OXIDATIVE POLYCONDENSATION; POLY-3 ,4-ETHYLENEDIOXYTHIOPHENE;

EID: 84861379810     PISSN: None     EISSN: 19961944     Source Type: Journal    
DOI: 10.3390/ma4061013     Document Type: Article
Times cited : (2)

References (39)
  • 2
    • 54849417216 scopus 로고    scopus 로고
    • Poly(thieno[3,4-b]furan), a new low band gap polymer: Experiment and theory
    • Kumar, A.; Bokria, J.G.; Buyukmumcu, Z.; Dey, T.; Sotzing, G.A. Poly(thieno[3,4-b]furan), a new low band gap polymer: Experiment and theory. Macromolecules 2008, 41, 7098-7108
    • (2008) Macromolecules , vol.41 , pp. 7098-7108
    • Kumar, A.1    Bokria, J.G.2    Buyukmumcu, Z.3    Dey, T.4    Sotzing, G.A.5
  • 3
    • 0035902371 scopus 로고    scopus 로고
    • Photophysical properties and optoelectronic device applications of a novel naphthalene-vinylene type conjugated polymer
    • Zerza, G.; Röthler, B.; Sariciftci, N.S.; Gómez, R.; Segura, J.L.; Martín, N. Photophysical properties and optoelectronic device applications of a novel naphthalene-vinylene type conjugated polymer. J. Phys. Chem. B 2001, 105, 4099-4104
    • (2001) J. Phys. Chem. B , vol.105 , pp. 4099-4104
    • Zerza, G.1    Röthler, B.2    Sariciftci, N.S.3    Gómez, R.4    Segura, J.L.5    Martín, N.6
  • 4
    • 0033733036 scopus 로고    scopus 로고
    • A novel series of efficient thiophene-based light-emitting conjugated polymers and application in polymer light-emitting diodes
    • Pei, J.; Yu, W.-L.; Huang, W.; Heeger, A.J. A novel series of efficient thiophene-based light-emitting conjugated polymers and application in polymer light-emitting diodes. Macromolecules 2000, 33, 2462-2471
    • (2000) Macromolecules , vol.33 , pp. 2462-2471
    • Pei, J.1    Yu, W.-L.2    Huang, W.3    Heeger, A.J.4
  • 5
    • 33644508617 scopus 로고    scopus 로고
    • Optimizing LED Properties of 2,7-Bis(phenylethenyl)fluorenes
    • Rathnayake, H.P.; Cirpan, A.; Lahti, P.M.; Karasz, F.E. Optimizing LED Properties of 2,7-Bis(phenylethenyl)fluorenes. Chem. Mater. 2006, 18, 560-566
    • (2006) Chem. Mater. , vol.18 , pp. 560-566
    • Rathnayake, H.P.1    Cirpan, A.2    Lahti, P.M.3    Karasz, F.E.4
  • 6
    • 30744435611 scopus 로고    scopus 로고
    • Thiophene and selenophene copolymers incorporating fluorinated phenylene units in the main chain: Synthesis, characterization, and application in organic field-effect transistors
    • Crouch, D.J.; Skabara, P.J.; Lohr, J.E.; McDouall, J.J.W.; Heeney, M.; McCulloch, I.; Sparrowe, D.; Shkunov, M.; Coles, S.J.; Horton, P.N.; Hursthouse, M.B. Thiophene and selenophene copolymers incorporating fluorinated phenylene units in the main chain: Synthesis, characterization, and application in organic field-effect transistors. Chem. Mater. 2005, 17, 6567-6578
    • (2005) Chem. Mater. , vol.17 , pp. 6567-6578
    • Crouch, D.J.1    Skabara, P.J.2    Lohr, J.E.3    McDouall, J.J.W.4    Heeney, M.5    McCulloch, I.6    Sparrowe, D.7    Shkunov, M.8    Coles, S.J.9    Horton, P.N.10    Hursthouse, M.B.11
  • 7
    • 67849083348 scopus 로고    scopus 로고
    • Correlating carrier type with frontier molecular orbital energy levels in organic thin film transistors of functionalized acene derivatives
    • Tang, M.L.; Reichardt, A.D.; Wei, P.; Bao, Z. Correlating carrier type with frontier molecular orbital energy levels in organic thin film transistors of functionalized acene derivatives. J. Am. Chem. Soc. 2009, 131, 5264-5273
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 5264-5273
    • Tang, M.L.1    Reichardt, A.D.2    Wei, P.3    Bao, Z.4
  • 8
    • 77957998872 scopus 로고    scopus 로고
    • Synthesis and photovoltaic properties of copolymers from Benzodithiophene and Thiazole
    • Yang, M.; Peng, B.; Liu, B.; Zou, Y.; Zhou, K.; He, Y.; Pan, C.; Li, Y. Synthesis and photovoltaic properties of copolymers from Benzodithiophene and Thiazole. J. Phys. Chem. C 2010, 114, 17989-17994
    • (2010) J. Phys. Chem. C , vol.114 , pp. 17989-17994
    • Yang, M.1    Peng, B.2    Liu, B.3    Zou, Y.4    Zhou, K.5    He, Y.6    Pan, C.7    Li, Y.8
  • 9
    • 73849096509 scopus 로고    scopus 로고
    • High open-circuit voltage photovoltaic cells with a low bandgap copolymer of Isothianaphthene, Thiophene, and Benzothiadiazole units
    • Kim, J.Y.; Qin, Y.; Stevens, D.M.; Kalihari, V.; Hillmyer, M.A.; Frisbie, C.D. High open-circuit voltage photovoltaic cells with a low bandgap copolymer of Isothianaphthene, Thiophene, and Benzothiadiazole units. J. Phys. Chem. C 2009, 113, 21928-21936
    • (2009) J. Phys. Chem. C , vol.113 , pp. 21928-21936
    • Kim, J.Y.1    Qin, Y.2    Stevens, D.M.3    Kalihari, V.4    Hillmyer, M.A.5    Frisbie, C.D.6
  • 10
    • 79952258308 scopus 로고    scopus 로고
    • Low-bandgap donor-acceptor conjugated polymer sensitizers for dye-sensitized solar cells
    • Zhen, F.Z.; Eshbaugh, A.A.; Schanze, K.S. Low-bandgap donor-acceptor conjugated polymer sensitizers for dye-sensitized solar cells. J. Am. Chem. Soc. 2011, 133, 3063-3069
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 3063-3069
    • Zhen, F.Z.1    Eshbaugh, A.A.2    Schanze, K.S.3
  • 11
    • 51549089043 scopus 로고    scopus 로고
    • Bandgap and molecular energy level control of conjugated polymer photovoltaic materials based on Benzo[1,2-b:4,5-b′] dithiophene
    • Hou, J.; Park, M.-H.; Zhang, S.; Yao, Y.; Chen, L.-M.; Li, J.-H.; Yang, Y. Bandgap and molecular energy level control of conjugated polymer photovoltaic materials based on Benzo[1,2-b:4,5-b′] dithiophene. Macromolecules 2008, 41, 6012-6018
    • (2008) Macromolecules , vol.41 , pp. 6012-6018
    • Hou, J.1    Park, M.-H.2    Zhang, S.3    Yao, Y.4    Chen, L.-M.5    Li, J.-H.6    Yang, Y.7
  • 12
    • 78651291518 scopus 로고    scopus 로고
    • Low-bandgap conjugated donor-acceptor copolymers based on porphyrin with strong two-photon absorption
    • Huang, X.; Shi, Q.; Chen, W.-Q.; Zhu, C.; Zhou, W.; Zhao Z.; Duan, X.-M.; Zhan, X. Low-bandgap conjugated donor-acceptor copolymers based on porphyrin with strong two-photon absorption. Macromolecules 2010, 43, 9620-9626
    • (2010) Macromolecules , vol.43 , pp. 9620-9626
    • Huang, X.1    Shi, Q.2    Chen, W.-Q.3    Zhu, C.4    Zhou, W.5    Zhao, Z.6    Duan, X.-M.7    Zhan, X.8
  • 13
    • 69549114390 scopus 로고    scopus 로고
    • Synthesis and characterization of new low-bandgap diketopyrrolopyrrole-based copolymers
    • Zou, Y.; Gendron, D.; Neagu-Plesu, R.; Leclerc, M. Synthesis and characterization of new low-bandgap diketopyrrolopyrrole-based copolymers. Macromolecules 2009, 42, 6361-6365
    • (2009) Macromolecules , vol.42 , pp. 6361-6365
    • Zou, Y.1    Gendron, D.2    Neagu-Plesu, R.3    Leclerc, M.4
  • 15
    • 0033898177 scopus 로고    scopus 로고
    • Poly(3,4-ethylenedioxythiophene) and its derivatives: Past, present, and future
    • Groenendaal, L.B.; Jonas, F.; Freitag, D.; Pielartzik, H.; Reynolds, J.R. Poly(3,4-ethylenedioxythiophene) and its derivatives: Past, present, and future. Adv. Mater. 2000, 12, 481-494
    • (2000) Adv. Mater. , vol.12 , pp. 481-494
    • Groenendaal, L.B.1    Jonas, F.2    Freitag, D.3    Pielartzik, H.4    Reynolds, J.R.5
  • 16
    • 18844371199 scopus 로고    scopus 로고
    • 3,4-Ethylenedioxythiophene (EDOT) as a versatile building block for advanced functional l{cyrillic}-conjugated systems
    • Roncali, J.; Blanchard, P.; Frère, P. 3,4-Ethylenedioxythiophene (EDOT) as a versatile building block for advanced functional l{cyrillic}-conjugated systems. J. Mater. Chem. 2005, 15, 1589-1610
    • (2005) J. Mater. Chem. , vol.15 , pp. 1589-1610
    • Roncali, J.1    Blanchard, P.2    Frère, P.3
  • 17
    • 33745812089 scopus 로고    scopus 로고
    • Synthesis and electronic properties of Anthraquinone-, Tetracyanoanthraquinodimethane-, and Perylenetetracarboxylic Diimide-functionalized Poly(3,4-ethylenedioxythiophenes)
    • Segura, J.L.; Gómez, R.; Blanco, R.; Reinold, E.; Bäuerle, P. Synthesis and electronic properties of Anthraquinone-, Tetracyanoanthraquinodimethane-, and Perylenetetracarboxylic Diimide-functionalized Poly(3,4-ethylenedioxythiophenes). Chem. Mater. 2006, 18, 2834-2847
    • (2006) Chem. Mater. , vol.18 , pp. 2834-2847
    • Segura, J.L.1    Gómez, R.2    Blanco, R.3    Reinold, E.4    Bäuerle, P.5
  • 18
    • 33748333247 scopus 로고    scopus 로고
    • Electrochemistry of conductive polymers 38. Electrodeposited poly(3,4-ethylenedioxy-thiophene) studied by current sensing atomic force microscopy
    • Han, D.-H.; Kim, J.-W.; Park, S.-M. Electrochemistry of conductive polymers 38. Electrodeposited poly(3,4-ethylenedioxy-thiophene) studied by current sensing atomic force microscopy. J. Phys. Chem. B 2006, 110, 14874-14880
    • (2006) J. Phys. Chem. B , vol.110 , pp. 14874-14880
    • Han, D.-H.1    Kim, J.-W.2    Park, S.-M.3
  • 19
    • 19944409814 scopus 로고    scopus 로고
    • Synthesis and electropolymerization behavior of bis (Oligothienyl) sulfides. Generation of heteroaromatic Poly(p-phenylene sulfide) analogs
    • Chahma, M.; Myles, D.J.T.; Hicks, R.G. Synthesis and electropolymerization behavior of bis (Oligothienyl) sulfides. Generation of heteroaromatic Poly(p-phenylene sulfide) analogs. Chem. Mater. 2005, 17, 2672-2678
    • (2005) Chem. Mater. , vol.17 , pp. 2672-2678
    • Chahma, M.1    Myles, D.J.T.2    Hicks, R.G.3
  • 20
    • 30144434928 scopus 로고    scopus 로고
    • Electronic structure and properties of alternating donor-acceptor conjugated copolymers: 3,4-Ethylenedioxythiophene (EDOT) copolymers and model compounds
    • Pai, C.-L.; Liu, C.-L.; Chen, W.-C.; Jenekhe, S.A. Electronic structure and properties of alternating donor-acceptor conjugated copolymers: 3,4-Ethylenedioxythiophene (EDOT) copolymers and model compounds. Polymer 2006, 47, 699-708
    • (2006) Polymer , vol.47 , pp. 699-708
    • Pai, C.-L.1    Liu, C.-L.2    Chen, W.-C.3    Jenekhe, S.A.4
  • 21
    • 0025429807 scopus 로고
    • Synthesis and characterization of carbon atom bridged heterocyclic polymers of specified conjugation length. 1. Novel polyterthiophenes
    • Jenekhe, S.A. Synthesis and characterization of carbon atom bridged heterocyclic polymers of specified conjugation length. 1. Novel polyterthiophenes. Macromolecules 1990, 23, 2848-2854
    • (1990) Macromolecules , vol.23 , pp. 2848-2854
    • Jenekhe, S.A.1
  • 22
    • 4344637494 scopus 로고    scopus 로고
    • Theoretical and experimental characterization of small band gap poly(3,4-ethylenedioxythiophene methine)s
    • Chen, W.-C.; Liu, C.-L.; Yen, C.-T.; Tsai, F.-C.; Tonzola, C.J.; Olson, N.; Jenekhe, S.A. Theoretical and experimental characterization of small band gap poly(3,4-ethylenedioxythiophene methine)s. Macromolecules 2004, 37, 5959-5964
    • (2004) Macromolecules , vol.37 , pp. 5959-5964
    • Chen, W.-C.1    Liu, C.-L.2    Yen, C.-T.3    Tsai, F.-C.4    Tonzola, C.J.5    Olson, N.6    Jenekhe, S.A.7
  • 23
    • 0026931337 scopus 로고
    • New polyaniline derivatives: Poly(4,4'-diphenylamine methylenes) and Poly(4,4'-diphenylimine methines)
    • Chen, W.-C.; Jenekhe, S.A. New polyaniline derivatives: Poly(4,4'-diphenylamine methylenes) and Poly(4,4'-diphenylimine methines). Macromolecules 1992, 25, 5919-5926
    • (1992) Macromolecules , vol.25 , pp. 5919-5926
    • Chen, W.-C.1    Jenekhe, S.A.2
  • 24
    • 28344450823 scopus 로고    scopus 로고
    • Chemical doping of Triphenylaminebenzaldehyde polymers
    • Tsukamoto, N.; Ha, J.; Sato, H.; Strzelec, K. Chemical doping of Triphenylaminebenzaldehyde polymers. Int. J. Polym. Mater. 2004, 53, 799-807
    • (2004) Int. J. Polym. Mater. , vol.53 , pp. 799-807
    • Tsukamoto, N.1    Ha, J.2    Sato, H.3    Strzelec, K.4
  • 25
    • 0027668202 scopus 로고
    • Theoretical analysis of the geometric and electronic structure of small-band-gap polythiophenes: Poly(5,5'-bithiophene methine) and its derivatives
    • Toussaint, J.M.; Brédas, J.L. Theoretical analysis of the geometric and electronic structure of small-band-gap polythiophenes: Poly(5,5'-bithiophene methine) and its derivatives. Macromolecules 1993, 26, 5240-5248
    • (1993) Macromolecules , vol.26 , pp. 5240-5248
    • Toussaint, J.M.1    Brédas, J.L.2
  • 26
    • 66649085215 scopus 로고    scopus 로고
    • Acid-catalyzed polycondensation of 2-acetoxymethyl-3,4-dimethylthiophene. Access to a novel poly(thienylenemethine) with alternating aromatic- and quinoid-like structures
    • Stagnaro, P.; Pioli, F.; Panizza, M.; Gandini, A. Acid-catalyzed polycondensation of 2-acetoxymethyl-3,4-dimethylthiophene. Access to a novel poly(thienylenemethine) with alternating aromatic- and quinoid-like structures. Macromolecules 2009, 42, 2455-2461
    • (2009) Macromolecules , vol.42 , pp. 2455-2461
    • Stagnaro, P.1    Pioli, F.2    Panizza, M.3    Gandini, A.4
  • 27
    • 0032597480 scopus 로고    scopus 로고
    • Synthesis and characterisation of poly(isothianaphthenemethine)
    • Kiebooms, R.; Wudl, F. Synthesis and characterisation of poly(isothianaphthenemethine). Synth. Met. 1999, 101, 40-43
    • (1999) Synth. Met. , vol.101 , pp. 40-43
    • Kiebooms, R.1    Wudl, F.2
  • 28
    • 0029229716 scopus 로고
    • Small bandgap conducting polymers based on conjugated poly(heteroarylene methine). 1 Precursor poly(heteroarylene methylenes)
    • Chen, W.C.; Jenekhe, S.A. Small bandgap conducting polymers based on conjugated poly(heteroarylene methine). 1 Precursor poly(heteroarylene methylenes). Macromolecules 1995, 28, 454-464
    • (1995) Macromolecules , vol.28 , pp. 454-464
    • Chen, W.C.1    Jenekhe, S.A.2
  • 29
    • 0029208638 scopus 로고
    • Small bandgap conducting polymers based on conjugated poly(heteroarylene methines). 2. Synthesis, structure, and properties
    • Chen, W.C.; Jenekhe, S.A. Small bandgap conducting polymers based on conjugated poly(heteroarylene methines). 2. Synthesis, structure, and properties. Macromolecules 1995, 28, 465-480
    • (1995) Macromolecules , vol.28 , pp. 465-480
    • Chen, W.C.1    Jenekhe, S.A.2
  • 30
    • 0007760602 scopus 로고
    • Thiophene-formaldehyde condensation
    • Caesar, P.D.; Sachanen, A.N. Thiophene-formaldehyde condensation. Ind. Eng. Chem. 1948, 40, 922-928
    • (1948) Ind. Eng. Chem. , vol.40 , pp. 922-928
    • Caesar, P.D.1    Sachanen, A.N.2
  • 31
    • 0001850836 scopus 로고
    • Synthesis of l{cyrillic}-conjugated polymer containing porphyrins
    • Aota, H.; Itai, Y.; Matsumoto, A.; Kamachi, M. Synthesis of l{cyrillic}-conjugated polymer containing porphyrins. Chem. Lett. 1994, 1994, 2043-2046
    • (1994) Chem. Lett. , vol.1994 , pp. 2043-2046
    • Aota, H.1    Itai, Y.2    Matsumoto, A.3    Kamachi, M.4
  • 32
    • 33947342330 scopus 로고
    • Formation of porphyrines from pyrrole and aldehydes
    • Rothemund, P. Formation of porphyrines from pyrrole and aldehydes. J. Am. Chem. Soc. 1935, 57, 2010-2011
    • (1935) J. Am. Chem. Soc. , vol.57 , pp. 2010-2011
    • Rothemund, P.1
  • 33
    • 0012770630 scopus 로고
    • A new porphyrin synthesis. The synthesis of porphin
    • Rothemund, P. A new porphyrin synthesis. The synthesis of porphin. J. Am. Chem. Soc. 1936, 58, 625-627
    • (1936) J. Am. Chem. Soc. , vol.58 , pp. 625-627
    • Rothemund, P.1
  • 34
    • 13144256768 scopus 로고    scopus 로고
    • Synthesis of a pyrrole-based methine bridge type liquid-crystalline conjugated polymer
    • Goto, H.; Akagi, K. Synthesis of a pyrrole-based methine bridge type liquid-crystalline conjugated polymer. J. Polym. Sci. A Polym. Chem. 2005, 43, 616-629
    • (2005) J. Polym. Sci. A Polym. Chem. , vol.43 , pp. 616-629
    • Goto, H.1    Akagi, K.2
  • 35
    • 23844477969 scopus 로고    scopus 로고
    • Synthesis and characterization of a kind of poly(3-butylthiophene methine) with Azo side groups
    • Meng, L.-J.; Wu, H.-C.; Gao, C.; Yi, W.-H. Synthesis and characterization of a kind of poly(3-butylthiophene methine) with Azo side groups. J. Appl. Polym. Sci. 2005, 97, 1261-1265
    • (2005) J. Appl. Polym. Sci. , vol.97 , pp. 1261-1265
    • Meng, L.-J.1    Wu, H.-C.2    Gao, C.3    Yi, W.-H.4
  • 36
    • 84889601257 scopus 로고    scopus 로고
    • Although side reactions at the side chain might occur during the polycondensation process, the signals can be related with molecular weight, dispersity
    • 1H., NMR., measurement
    • 1H NMR measurement. Although side reactions at the side chain might occur during the polycondensation process, the signals can be related with molecular weight dispersity
  • 37
    • 25144439887 scopus 로고    scopus 로고
    • A new simple synthesis of poly(thiophene-methine)s
    • Zaman, M.B.; Perepichka, D.F. A new simple synthesis of poly(thiophene-methine)s. Chem. Commun. 2005, 33, 4187-4189
    • (2005) Chem. Commun. , vol.33 , pp. 4187-4189
    • Zaman, M.B.1    Perepichka, D.F.2
  • 38
    • 0001291219 scopus 로고    scopus 로고
    • Infrared spectroelectrochemical investigations on the doping of soluble Polyisothianaphthene Methine (PIM)
    • Neugebauer, H.; Kvarnström, C.; Brabec, C.; Sariciftci, N.S.; Kiebooms, R.; Wudl, F.; Luzzati, S. Infrared spectroelectrochemical investigations on the doping of soluble Polyisothianaphthene Methine (PIM). J. Chem. Phys. 1999, 110, 12108-12115
    • (1999) J. Chem. Phys. , vol.110 , pp. 12108-12115
    • Neugebauer, H.1    Kvarnström, C.2    Brabec, C.3    Sariciftci, N.S.4    Kiebooms, R.5    Wudl, F.6    Luzzati, S.7
  • 39
    • 0023866120 scopus 로고
    • Optical properties of conducting polymers
    • Patil, A.O.; Heeger, A.J.; Wudl, F. Optical properties of conducting polymers. Chem. Rev. 1988, 88, 183-200
    • (1988) Chem. Rev. , vol.88 , pp. 183-200
    • Patil, A.O.1    Heeger, A.J.2    Wudl, F.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.