Synthesis and optical properties of poly(phenylenethiophene)s bearing conjugated side chains

References

• McCulloch I, Heeney M, Bailey C, et al. Liquid-crystalline semiconducting polymers with high charge-carrier mobility. Nat. Mater. 2006;5:328–333.10.1038/nmat1612
   PubMed Web of Science ®Google Scholar
• Granström M, Inganäs O. White light emission from a polymer blend light emitting diode. Appl. Phys. Lett. 1996;68:147–149.
   Web of Science ®Google Scholar
• Yu G, Gao J, Hummelen JC, Wudl F, Heeger AJ. Polymer photovoltaic cells: enhanced efficiencies via a network of internal donor-acceptor heterojunctions. Science. 1995;270:1789–1791.10.1126/science.270.5243.1789
   Web of Science ®Google Scholar
• Chen J, Cao Y. Development of novel conjugated donor polymers for high-efficiency bulk-heterojunction photovoltaic devices. Acc. Chem. Res. 2009;42:1709–1718.10.1021/ar900061z
   PubMed Web of Science ®Google Scholar
• Moroni M, Le Moigne J, Luzzati S. Rigid rod conjugated polymers for nonlinear optics: 1. Characterization and linear optical properties of poly(aryleneethynylene) derivatives. Macromolecules. 1994;27:562–571.10.1021/ma00080a034
   Web of Science ®Google Scholar
• Kim IB, Erdogan B, Wilson JN, Bunz UHF. Sugar-poly(para-phenylene ethynylene) conjugates as sensory materials: efficient quenching by Hg2+ and Pb2+ ions. Chem. Eur. J. 2004;10:6247–6254.10.1002/(ISSN)1521-3765
   PubMed Web of Science ®Google Scholar
• Xue C, Velayudham S, Johnson S, et al. Highly water-soluble, fluorescent, conjugated fluorene-based glycopolymers with poly(ethylene glycol)-tethered spacers for sensitive detection of Escherichia coli. Chem. Eur. J. 2009;15:2289–2295.10.1002/chem.v15:10
   PubMed Web of Science ®Google Scholar
• Shirakawa H. Synthesis and characterization of highly conducting polyacetylene. Synth. Met. 1995;69:3–8.10.1016/0379-6779(94)02340-5
   Web of Science ®Google Scholar
• Anger E, Iida H, Yamaguchi T, et al. Synthesis and chiral recognition ability of helical polyacetylenes bearing helicene pendants. Polym. Chem. 2014;5:4909–4914.10.1039/C4PY00692E
   Web of Science ®Google Scholar
• Ohshimizu K, Takahashi A, Rho Y, Higashihara T, Ree M, Ueda M. Synthesis and characterization of polythiophenes bearing aromatic groups at the 3-position. Macromolecules. 2011;44:719–727.10.1021/ma102661s
   Web of Science ®Google Scholar
• Zhu X, Plunkett KN. Controlled regioregularity in oligo(2-methoxy-5-(2′-ethylhexyloxy)-1,4-phenylenevinylenes. J. Org. Chem. 2014;79:7093–7102.10.1021/jo501266g
   PubMed Web of Science ®Google Scholar
• Greenwald Y, Cohen G, Poplawski J, Ehrenfreund E, Speiser S, Davidov D. Transient photoconductivity of acceptor-substituted poly(3-butylthiophene). J. Am. Chem. Soc. 1996;118:2980–2984.10.1021/ja953762g
   Web of Science ®Google Scholar
• Shi S, Shi K, Qu R, et al. Alkylphenyl substituted naphthodithiophene: a new building unit with conjugated side chains for semiconducting materials. Macromol. Rapid Commun. 2014;35:1886–1889.
   PubMed Web of Science ®Google Scholar
• Li H, Parameswaran M, Nurmawati MH, Xu Q, Valiyaveettil S. Synthesis and structure−property investigation of polyarenes with conjugated side chains. Macromolecules. 2008;41:8473–8482.10.1021/ma801506c
   Web of Science ®Google Scholar
• Cui C, Min J, Ho CL, et al. A new two-dimensional oligothiophene end-capped with alkyl cyanoacetate groups for highly efficient solution-processed organic solar cells. Chem. Commun. 2013;49:4409–4411.10.1039/c3cc38920k
   PubMed Web of Science ®Google Scholar
• Duan C, Chen KS, Huang F, et al. Synthesis, characterization, and photovoltaic properties of carbazole-based two-dimensional conjugated polymers with donor-π-bridge-acceptor side chains. Chem. Mater. 2010;22:6444–6452.10.1021/cm1027157
   Web of Science ®Google Scholar
• Meng H, Wudl F. A robust low band gap processable n-type conducting polymer based on poly(isothianaphthene). Macromolecules. 2001;34:1810–1816.10.1021/ma001689v
   Web of Science ®Google Scholar
• Innami Y, Kawashima H, Kiebooms RHL, Aizawa H, Matsuishi K, Goto H. Synthesis and properties of poly(isothianaphthene methine)s with chiral alkyl chain. Materials. 2012;5:317–326.10.3390/ma5020317
   Web of Science ®Google Scholar
• Kiebooms RHL, Aleshin A, Hutchison K, Wudl F, Heeger AJ. Doped poly(3,4-ethylenedioxythiophene) films: thermal, electromagnetical and morphological analysis. Synth. Met. 1999;101:436–437.10.1016/S0379-6779(98)01121-7
   Web of Science ®Google Scholar
• Kawabata K, Goto H. Synthesis and optical properties of 1,1-binaphthyl-thiophene alternating copolymers with main chain chirality. J. Mater. Chem. 2012;22:23514–23524.10.1039/c2jm35594a
   Web of Science ®Google Scholar
• Kawashima H, Kawabata K, Goto H. Synthesis and double doping behavior of a poly(p-phenylenevinylene)s bearing conjugated side chains. J. Polym. Sci. A Polym. Chem. 2012;50:1530–1538.10.1002/pola.v50.8
   Web of Science ®Google Scholar
• Young RJ, Lovell PA. Introduction to polymers. 3rd ed. London: Chapman & Hall; 1991. Chapter 3, Step polymerization; p. 21–41.10.1007/978-1-4899-3176-4
   Google Scholar
• Lassahn PG, Janiak C, Oh JS. Borane activators for late-transition metal catalysts in norbornene polymerization. Macromol. Rapid Commun. 2002;23:16–20.10.1002/(ISSN)1521-3927
   Web of Science ®Google Scholar
• Lee Y, Sadki S, Tsuie B, Reynolds JR. A new narrow band gap electroactive polymer: poly[2,5-bis{2-(3,4-ethylenedioxy)thienyl}silole]. Chem. Mater. 2001;13:2234–2236.10.1021/cm010138w
   Web of Science ®Google Scholar
• Neugebauer H, Kvarnström C, Brabec C, et al. Infrared spectroelectrochemical investigations on the doping of soluble poly(isothianaphthene methine) (PIM). J. Chem. Phys. 1999;110:12108–12115.10.1063/1.479146
   Web of Science ®Google Scholar
• Okuda Y, Lakshmikantham MV, Cava MP. A new route to 1,3-disubstituted benzo[c]thiophenes. J. Org. Chem. 1991;56:6024–6026.10.1021/jo00021a012
   Web of Science ®Google Scholar
• Choi JW, Han MG, Kim SY, Oh SG, Im SS. Poly(3,4-ethylenedioxythiophene) nanoparticles prepared in aqueous DBSA solutions. Synth. Met. 2004;141:293–299.10.1016/S0379-6779(03)00419-3
   Web of Science ®Google Scholar
• Ocampo C, Oliver R, Armelin E, Alemán C, Estrany FJ. Electrochemical synthesis of poly(3,4-ethylenedioxythiophene) on steel electrodes: properties and characterization. Polym. Res. 2006;13:193–200.10.1007/s10965-005-9025-7
   Web of Science ®Google Scholar
• Chen WT, Bowmaker GA, Seakins JM, Cooney RP. Modified synthetic routes to poly(isothianaphthene). Synth. Met. 2002;128:215–220.10.1016/S0379-6779(02)00022-X
   Web of Science ®Google Scholar
• Kawabata K, Goto H. Liquid crystalline π-conjugated copolymers bearing a pyrimidine type mesogenic group. Materials. 2009;2:22–37.10.3390/ma2010022
   Web of Science ®Google Scholar
• Ohkawa S, Ohta R, Kawabata K, Goto H. Polymerization in liquid crystal medium: preparation of polythiophene derivatives bearing a bulky pyrimidine substituent. Polymers. 2010;2:393–406.10.3390/polym2040393
   Web of Science ®Google Scholar