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Volumn 46, Issue 5, 2010, Pages 1119-1130

Ionic polymers and oligomers with expanded π-conjugation system derived from through-space interaction in piperazinium ring

Author keywords

Conjugated polymer; Metallic luster; Piperazinium ring; Through space interaction

Indexed keywords

CONJUGATION LENGTH; CONJUGATION SYSTEM; DINITROPHENYL; DOUBLE BONDS; H NMR SPECTRA; IONIC POLYMER; METALLIC LUSTER; NITROGEN ATOM; OLIGOMER CHAINS; ORBITAL INTERACTION; PIPERAZINE RING; PIPERAZINIUM RING; PYRIDINIUM; PYRIDYL; RING OPENING; SINGLE BOND; THROUGH-SPACE INTERACTION;

EID: 77950860247     PISSN: 00143057     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.eurpolymj.2010.01.010     Document Type: Article
Times cited : (21)

References (30)
  • 3
    • 52449105983 scopus 로고    scopus 로고
    • Ring-opening copolymerization of pyridinium salts with piperazine to give ionic polymers with expanded π-conjugation system derived from through-space interaction in piperazinium ring
    • Yamaguchi I., Shingai S., and Sato M. Ring-opening copolymerization of pyridinium salts with piperazine to give ionic polymers with expanded π-conjugation system derived from through-space interaction in piperazinium ring. Macromolecules 41 (2008) 6292
    • (2008) Macromolecules , vol.41 , pp. 6292
    • Yamaguchi, I.1    Shingai, S.2    Sato, M.3
  • 4
    • 0342517062 scopus 로고    scopus 로고
    • Conjugated macromolecules of precise length and constitution. Organic synthesis for the construction of nanoarchitectures
    • Tour J.M. Conjugated macromolecules of precise length and constitution. Organic synthesis for the construction of nanoarchitectures. Chem Rev 96 (1996) 537
    • (1996) Chem Rev , vol.96 , pp. 537
    • Tour, J.M.1
  • 5
    • 17044396896 scopus 로고    scopus 로고
    • Linear monodisperse π-conjugated oligomers: model compounds for polymers and more
    • Martin R.E., and Diederich F. Linear monodisperse π-conjugated oligomers: model compounds for polymers and more. Angew Chem Int Ed 38 (1999) 1350
    • (1999) Angew Chem Int Ed , vol.38 , pp. 1350
    • Martin, R.E.1    Diederich, F.2
  • 6
    • 0037011210 scopus 로고    scopus 로고
    • The genesis of molecular electronics
    • Carroll R.L., and Gorman C.B. The genesis of molecular electronics. Angew Chem Int Ed 41 (2002) 4378
    • (2002) Angew Chem Int Ed , vol.41 , pp. 4378
    • Carroll, R.L.1    Gorman, C.B.2
  • 7
    • 22544451845 scopus 로고    scopus 로고
    • Supramolecular electronics; nanowires from self-assembled π-conjugated systems
    • Schenning A.P.H.J., and Meijer E.W. Supramolecular electronics; nanowires from self-assembled π-conjugated systems. Chem Commun (2005) 3245
    • (2005) Chem Commun , pp. 3245
    • Schenning, A.P.H.J.1    Meijer, E.W.2
  • 8
    • 84966355313 scopus 로고
    • I. Ueber dinitrophenylpyridiniumchlorid und dessen umwandlungsproducte
    • Zincke T.H., Heuser G., and Möller W. I. Ueber dinitrophenylpyridiniumchlorid und dessen umwandlungsproducte. Justus Liebigs Ann Chem 333 (1904) 296
    • (1904) Justus Liebigs Ann Chem , vol.333 , pp. 296
    • Zincke, T.H.1    Heuser, G.2    Möller, W.3
  • 10
    • 37049137889 scopus 로고
    • The microwave spectrum and conformation of piperidine
    • Buckley P.J., Costain C.C., and Parkin J.E. The microwave spectrum and conformation of piperidine. Chem Commun (1968) 668
    • (1968) Chem Commun , pp. 668
    • Buckley, P.J.1    Costain, C.C.2    Parkin, J.E.3
  • 11
    • 0001133277 scopus 로고
    • The microwave spectrum of piperidine: equatorial and axial ground states
    • Parkin J.E., Burckley P.J., and Costain C.C. The microwave spectrum of piperidine: equatorial and axial ground states. J Mol Spectrosc 89 (1981) 465
    • (1981) J Mol Spectrosc , vol.89 , pp. 465
    • Parkin, J.E.1    Burckley, P.J.2    Costain, C.C.3
  • 12
    • 29544438243 scopus 로고    scopus 로고
    • Equatorial and axial hydrogens in heterocyclic six-membered rings: the rotational spectrum of piperazine
    • Ottaviani P., Caminati W., and Millemaggi A. Equatorial and axial hydrogens in heterocyclic six-membered rings: the rotational spectrum of piperazine. J Mol Struct 780-781 (2006) 22
    • (2006) J Mol Struct , vol.780-781 , pp. 22
    • Ottaviani, P.1    Caminati, W.2    Millemaggi, A.3
  • 13
    • 0000516839 scopus 로고
    • Formation of phenylpyridinium chloride from 5-anilino-N-phenyl-2,4-pentadienylideniminium chloride
    • Marvell E.N., Caple G., and Shahidi I. Formation of phenylpyridinium chloride from 5-anilino-N-phenyl-2,4-pentadienylideniminium chloride. J Am Chem Soc 92 (1970) 5641
    • (1970) J Am Chem Soc , vol.92 , pp. 5641
    • Marvell, E.N.1    Caple, G.2    Shahidi, I.3
  • 14
    • 0000458971 scopus 로고
    • The influence of para substituents on the rate of cyclization of 5-anilino-N-phenyl-2, 4-pentadienylidenimine
    • Marvell E.N., and Shahidi I. The influence of para substituents on the rate of cyclization of 5-anilino-N-phenyl-2, 4-pentadienylidenimine. J Am Chem Soc 92 (1970) 5646
    • (1970) J Am Chem Soc , vol.92 , pp. 5646
    • Marvell, E.N.1    Shahidi, I.2
  • 15
    • 0017306151 scopus 로고
    • A study on the mechanism of the reaction of N-(2, 4-dinitrophenyl)-3-carbamoylpyridinium chloride with amines and amino acids with reference to effect of polyelectrolyte addition
    • Kunugi S., Okubo T., and Ise N. A study on the mechanism of the reaction of N-(2, 4-dinitrophenyl)-3-carbamoylpyridinium chloride with amines and amino acids with reference to effect of polyelectrolyte addition. J Am Chem Soc 98 (1976) 2282
    • (1976) J Am Chem Soc , vol.98 , pp. 2282
    • Kunugi, S.1    Okubo, T.2    Ise, N.3
  • 16
    • 24844460187 scopus 로고
    • Kinetics and mechanism of reaction of N-(2, 4-dinitrophenyl)pyridinium chloride with piperidine. Determination of reaction products and mechanism
    • Kaválek J., Lycka A., Machácek V., and Sterba V. Kinetics and mechanism of reaction of N-(2, 4-dinitrophenyl)pyridinium chloride with piperidine. Determination of reaction products and mechanism. Coll Czech Chem Commun 39 (1974) 2056
    • (1974) Coll Czech Chem Commun , vol.39 , pp. 2056
    • Kaválek, J.1    Lycka, A.2    Machácek, V.3    Sterba, V.4
  • 17
    • 0001456046 scopus 로고
    • Polyelectrolytes II. Poly-4-vinylpyridonium chloride and poly-4-vinyl-N-n-butylpyridonium bromide
    • Fuoss R.M., and Strauss U.P. Polyelectrolytes II. Poly-4-vinylpyridonium chloride and poly-4-vinyl-N-n-butylpyridonium bromide. J Polym Sci 3 (1948) 246
    • (1948) J Polym Sci , vol.3 , pp. 246
    • Fuoss, R.M.1    Strauss, U.P.2
  • 18
    • 0032557214 scopus 로고    scopus 로고
    • Radical cation of N,N-dimethylpiperazine: dramatic structural effects of orbital interactions through bonds
    • Brouwer A.M., Zwier J.M., Svendsen C., Mortensen O.S., Langkilde F.W., and Wilbrandt R. Radical cation of N,N-dimethylpiperazine: dramatic structural effects of orbital interactions through bonds. J Am Chem Soc 120 (1998) 3748
    • (1998) J Am Chem Soc , vol.120 , pp. 3748
    • Brouwer, A.M.1    Zwier, J.M.2    Svendsen, C.3    Mortensen, O.S.4    Langkilde, F.W.5    Wilbrandt, R.6
  • 19
    • 34548337107 scopus 로고    scopus 로고
    • Polymer possessing diaza-18-crown 6-ether linked by π-conjugated aminopenta-2,4-dienylidene groups generated by ring-opening of pyridinium ring
    • Yamaguchi I., Shingai S., and Sato M. Polymer possessing diaza-18-crown 6-ether linked by π-conjugated aminopenta-2,4-dienylidene groups generated by ring-opening of pyridinium ring. Polym J 39 (2007) 745
    • (2007) Polym J , vol.39 , pp. 745
    • Yamaguchi, I.1    Shingai, S.2    Sato, M.3
  • 20
    • 0037046349 scopus 로고    scopus 로고
    • New soluble, coplanar poly(naphthalene-2, 6-diyl)-type π-conjugated polymer, poly(pyrimido[5, 4-d]pyrimidine-2, 6-diyl), with nitrogen atoms at all of the o-positions. Synthesis, solid structure, optical properties, self-assembling phenomena, and redox behavior
    • Yamamoto T., and Lee B.L. New soluble, coplanar poly(naphthalene-2, 6-diyl)-type π-conjugated polymer, poly(pyrimido[5, 4-d]pyrimidine-2, 6-diyl), with nitrogen atoms at all of the o-positions. Synthesis, solid structure, optical properties, self-assembling phenomena, and redox behavior. Macromolecules 35 (2002) 2993
    • (2002) Macromolecules , vol.35 , pp. 2993
    • Yamamoto, T.1    Lee, B.L.2
  • 21
    • 28944446394 scopus 로고    scopus 로고
    • n-type donor-acceptor π-conjugated copolymers constituted of alkylthiophene (Unit A) and pyridazine (Unit B): synthesis using hexamethylditin, self-organized solid structure, and optical and electrochemical properties of the copolymers
    • n-type donor-acceptor π-conjugated copolymers constituted of alkylthiophene (Unit A) and pyridazine (Unit B): synthesis using hexamethylditin, self-organized solid structure, and optical and electrochemical properties of the copolymers. Chem Mater 17 (2005) 6060
    • (2005) Chem Mater , vol.17 , pp. 6060
    • Yasuda, T.1    Sakai, Y.2    Aramaki, S.3    Yamamoto, T.4
  • 22
    • 23844450834 scopus 로고    scopus 로고
    • Alternating copolymer of thiophene and N-(phenylethynyl)pyrrole. New π-conjugated alternating five-membered ring copolymer and its packing structure
    • Yamamoto T., Mahmut A., Abe M., Kuroda S., Imase T., and Sasaki S. Alternating copolymer of thiophene and N-(phenylethynyl)pyrrole. New π-conjugated alternating five-membered ring copolymer and its packing structure. J Polym Sci Part B Polym Phys 43 (2005) 2219
    • (2005) J Polym Sci Part B Polym Phys , vol.43 , pp. 2219
    • Yamamoto, T.1    Mahmut, A.2    Abe, M.3    Kuroda, S.4    Imase, T.5    Sasaki, S.6
  • 23
    • 33746256131 scopus 로고    scopus 로고
    • Alternating copolymer of bithiophene and dialkylbithiazole and its tendency to align on the surfaces
    • Yamamoto T., Otsuka S., Namekawa K., Fukumoto H., Yamaguchi I., Fukuda T., et al. Alternating copolymer of bithiophene and dialkylbithiazole and its tendency to align on the surfaces. Polymer 47 (2006) 6038
    • (2006) Polymer , vol.47 , pp. 6038
    • Yamamoto, T.1    Otsuka, S.2    Namekawa, K.3    Fukumoto, H.4    Yamaguchi, I.5    Fukuda, T.6
  • 24
    • 34347326059 scopus 로고    scopus 로고
    • New luminescent 1, 2, 4-triazole/thiophene alternating copolymers: synthesis, characterization, and optical properties
    • Yasuda T., Namekawa K., Iijima T., and Yamamoto T. New luminescent 1, 2, 4-triazole/thiophene alternating copolymers: synthesis, characterization, and optical properties. Polymer 48 (2007) 4375
    • (2007) Polymer , vol.48 , pp. 4375
    • Yasuda, T.1    Namekawa, K.2    Iijima, T.3    Yamamoto, T.4
  • 25
    • 0035905587 scopus 로고    scopus 로고
    • New charge transfer-type π-conjugated poly(aryleneethynylene) containing benzo[2,1,3]thiadiazole as the electron-accepting unit
    • Morikita T., Yamaguchi I., and Yamamoto T. New charge transfer-type π-conjugated poly(aryleneethynylene) containing benzo[2,1,3]thiadiazole as the electron-accepting unit. Adv Mater 13 (2001) 1862
    • (2001) Adv Mater , vol.13 , pp. 1862
    • Morikita, T.1    Yamaguchi, I.2    Yamamoto, T.3
  • 26
    • 29144457934 scopus 로고    scopus 로고
    • Synthesis and properties of poly(heteroaryleneethynylene)s consisting of electron-accepting benzothiadiazole/quinoxaline units and electron-donating alkyl thiophene units
    • Ashraf R.S., and Klemm E. Synthesis and properties of poly(heteroaryleneethynylene)s consisting of electron-accepting benzothiadiazole/quinoxaline units and electron-donating alkyl thiophene units. J Polym Sci Part A Polym Chem 43 (2005) 6445
    • (2005) J Polym Sci Part A Polym Chem , vol.43 , pp. 6445
    • Ashraf, R.S.1    Klemm, E.2
  • 27
    • 67650340007 scopus 로고    scopus 로고
    • Piperazinium piperidinium morpholinium ionic liquid crystals
    • Lava K., Binnemans K., and Cardinaels T. Piperazinium piperidinium morpholinium ionic liquid crystals. J Phys Chem B 113 (2009) 9506
    • (2009) J Phys Chem B , vol.113 , pp. 9506
    • Lava, K.1    Binnemans, K.2    Cardinaels, T.3
  • 28
    • 0035940813 scopus 로고    scopus 로고
    • Synthesis and characterization of a 2,1,3-benzothiadiazole-b-alkyne-b-1, 4-bis(2-ethylhexyloxy)benzene terpolymer, a stable low-band-gap poly(heteroaryleneethynylene)
    • Bangcuyo C.G., Evans U., Myrick M.L., and Bunz U.H.F. Synthesis and characterization of a 2,1,3-benzothiadiazole-b-alkyne-b-1, 4-bis(2-ethylhexyloxy)benzene terpolymer, a stable low-band-gap poly(heteroaryleneethynylene). Macromolecules 34 (2001) 7592
    • (2001) Macromolecules , vol.34 , pp. 7592
    • Bangcuyo, C.G.1    Evans, U.2    Myrick, M.L.3    Bunz, U.H.F.4
  • 30
    • 67849099756 scopus 로고    scopus 로고
    • Highly coplanar polythiophenes with - C{triple bond, long}CR side chains: self-assembly, linear and nonlinear optical properties, and piezochromism
    • Yamamoto T., Sato T., Iijima T., Abe M., Fukumoto H., Koizumi T., et al. Highly coplanar polythiophenes with - C{triple bond, long}CR side chains: self-assembly, linear and nonlinear optical properties, and piezochromism. Bull Chem Soc Jpn 82 (2009) 896
    • (2009) Bull Chem Soc Jpn , vol.82 , pp. 896
    • Yamamoto, T.1    Sato, T.2    Iijima, T.3    Abe, M.4    Fukumoto, H.5    Koizumi, T.6


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