Modification of polythiophene by the incorporation of processable polymeric chains: Recent progress in synthesis and applications

Progress in Polymer Science

Volumn 47, Issue , 2015, Pages 26-69

  Jaymand, Mehdi ^a   Hatamzadeh, Maryam ^b   Omidi, Yadollah ^a  

^a TABRIZ UNIVERSITY OF MEDICAL SCIENCES   (Iran)

^b PAYAME NOOR UNIVERSITY   (Iran)

Author keywords

Applications; Chemical modification; Conducting polymers; Copolymer; Materials properties; Polythiophene

Indexed keywords

APPLICATIONS; CHAINS; CHEMICAL MODIFICATION; CONDUCTING POLYMERS; CONJUGATED POLYMERS; COPOLYMERS; FUNCTIONAL POLYMERS; MATERIALS PROPERTIES; POLYMERS; THORIUM COMPOUNDS;

BIOMEDICAL SCIENCE; ELECTRICAL BEHAVIORS; INTERCHAIN INTERACTIONS; INTRINSICALLY CONDUCTIVE POLYMERS; POLYMERIC CHAIN; POLYTHIOPHENE COPOLYMERS; RECENT PROGRESS; SIDE-CHAIN FUNCTIONALIZATION;

PHOSPHORUS COMPOUNDS;

EID: 84938750272     PISSN: 00796700     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.progpolymsci.2014.11.004     Document Type: Review

References (216)

1. N. Blouin, A. Michaud, and M. Leclerc A low-bandgap poly(2,7-carbazole) derivative for use in high-performance solar cells Adv Mater 19 2007 2295 2300
2. T. Lee, C.A. Landis, B.M. Dhar, B.J. Jung, J. Sun, A. Sarjeant, H.J. Lee, and H.E. Katz Synthesis, structural characterization, and unusual field-effect behavior of organic transistor semiconductor oligomers: inferiority of oxadiazole compared with other electron-withdrawing subunits J Am Chem Soc 131 2009 1692 1705
3. P. Peumans, S. Uchida, and S.R. Forrest Efficient bulk heterojunction photovoltaic cells based on small molecular weight organic thin films Nature 425 2003 158 162
4. P. Gangopadhyay, G. Koeckelberghs, and A. Persoons Magneto-optic properties of regioregular polyalkylthiophenes Chem Mater 23 2011 516 521
5. S.R. Forrest The path to ubiquitous and low-cost organic electronic appliances on plastic Nature 428 2004 911 918
6. J. Leng, X. Lan, Y. Liu, and S. Du Shape-memory polymers and their composites: stimulus methods and applications Prog Mater Sci 56 2011 1077 1135
7. Y. Wang, H.D. Tran, L. Liao, X. Duan, and R.B. Kaner Nanoscale morphology, dimensional control, and electrical properties of oligoanilines J Am Chem Soc 132 2010 10365 10373
8. Y.Z. Long, M.M. Li, C. Gu, M. Wan, J.L. Duvail, Z. Liu, and Z. Fan Recent advances in synthesis, physical properties and applications of conducting polymer nanotubes and nanofibers Prog Polym Sci 36 2011 1415 1442
9. X. Guo, M. Baumgarten, and K. Müllen Designing π-conjugated polymers for organic electronics Prog Polym Sci 38 2013 1832 1908
10. N.S. Sariciftci, L. Smilowitz, A.J. Heeger, and F. Wudl Photoinduced electron transfer from a conducting polymer to buckminsterfullerene Science 258 1992 1474 1476
11. S. Bhadra, N.K. Singha, and D. Khastgir Semi-conductive composites from ethylene 1-octene copolymer and polyaniline coated nylon 6: studies on mechanical, thermal, processability, electrical and EMI shielding properties Polym Eng Sci 48 2008 995 1006
12. S.K. Dhawan, N. Singh, and S. Venkatachalam Shielding behaviour of conducting polymer-coated fabrics in X-band, W-band and radio frequency range Synth Met 129 2002 261 267
13. D.M. Bigg, and D.E. Stutz Plastic composites for electromagnetic interference shielding applications Polym Compos 4 1983 40 46
14. I. Sultana, M.M. Rahman, S. Li, J. Wang, C. Wang, G.G. Wallace, and H.K. Liu Electrodeposited polypyrrole (PPy)/para (toluene sulfonic acid) (pTS) free-standing film for lithium secondary battery application Electrochim Acta 60 2012 201 205
15. D. Aradilla, F. Estrany, F. Casellas, J.I. Iribarren, and C. Alemán All-polythiophene rechargeable batteries Org Electron 15 2014 40 46
16. A. Guerfi, J. Trottier, I. Boyano, I. De-Meatza, J.A. Blazquez, S. Brewer, K.S. Ryder, A. Vijh, and K. Zaghib High cycling stability of zinc-anode/conducting polymer rechargeable battery with non-aqueous electrolyte J Power Sources 248 2014 1099 1104
17. C.H.A. Esteves, B.A. Iglesias, R.W.C. Lia, T. Ogawa, K. Araki, and J. Gruber New composite porphyrin-conductive polymer gas sensors for application in electronic noses Sens Actuators B 193 2014 136 141
18. C. Li, and G. Shi Polythiophene-based optical sensors for small molecules ACS Appl Mater Interfaces 5 2013 4503 4510
19. H.C. Budnikov, G.A. Evtugyn, and A.V. Porfireva Electrochemical DNA sensors based on electropolymerized materials Talanta 102 2012 137 155
20. I.W. Hwang, C. Soci, D. Moses, Z. Zhu, D. Waller, R. Gaudiana, C.J. Brabec, and A.J. Heeger Ultrafast electron transfer and decay dynamics in a small band gap bulk heterojunction material Adv Mater 19 2007 2307 2312
21. Z. He, H. Wu, and Y. Cao Recent advances in polymer solar cells: realization of high device performance by incorporating water/alcohol-soluble conjugated polymers as electrode buffer layer Adv Mater 26 2014 1006 1024
22. S. Gélinas, A. Rao, A. Kumar, S.L. Smith, A.W. Chin, J. Clark, T.S. van der Poll, G.C. Bazan, and R.H. Friend Ultrafast long-range charge separation in organic semiconductor photovoltaic diodes Science 343 2014 512 516
23. F. Dogan, H. Hadavinia, S.J. Barton, and P.J. Mason Applications of intrinsically conducting polymers Rec Pat Mech Eng 3 2010 174 182
24. N.V. Blinova, and F. Svec Functionalized polyaniline-based composite membranes with vastly improved performance for separation of carbon dioxide from methane J Membr Sci 423-424 2012 514 521
25. J. Pellegrino The use of conducting polymers in membrane-based separations: a review and recent developments Ann N Y Acad Sci 84 2003 289 305
26. B. Guoa, L. Glavas, and A.C. Albertsson Biodegradable and electrically conducting polymers for biomedical applications Prog Polym Sci 38 2013 1263 1286
27. H.K. Moon, H.J. Kim, N.H. Kim, and Y. Roh Fabrication of highly uniform conductive polypyrrole nanowires with DNA template J Nanosci Nanotechnol 10 2010 3180 3184
28. T. Ahuja, I.A. Mir, D. Kumar, and A. Rajesh Biomolecular immobilization on conducting polymers for biosensing applications Biomaterials 28 2007 791 805
29. H. Gomez, M.K. Ram, F. Alvi, E. Stefanakos, and A. Kumar Novel synthesis, characterization, and corrosion inhibition properties of nanodiamond-polyaniline films J Phys Chem C 114 2010 18797 18804
30. K. Qi, Y. Qiu, Z. Chen, and X. Guo Corrosion of conductive polypyrrole: effects of environmental factors, electrochemical stimulation, and doping anions Corros Sci 60 2012 50 58
31. S. Sathiyanarayanan, S. Muralidharan, G. Venkatachari, and M. Raghavan Corrosion protection by electropolymerised and polymer pigmented coatings - a review Corros Rev 22 2004 157 166
32. P. Saini, V. Choudhary, B.P. Singh, R.B. Mathur, and S.K. Dhawan Polyaniline-MWCNT nanocomposites for microwave absorption and EMI shielding Mater Chem Phys 113 2009 919 926
33. A. Ohlan, K. Singh, A. Chandra, and S.K. Dhawan Microwave absorption properties of conducting polymer composite with barium ferrite nanoparticles in 12.4-18 GHz Appl Phys Lett 93 2008 053114/1-3
34. D.C. Borrelli, M.C. Barr, V. Bulovic, and K.K. Gleason Bilayer heterojunction polymer solar cells using unsubstituted polythiophene via oxidative chemical vapour deposition Sol Energy Mater Sol Cells 99 2012 190 196
35. W. Gao, S. Sattayasamitsathit, J. Orozco, and J. Wang Highly efficient catalytic microengines: template electrosynthesis of polyaniline/platinum microtubes J Am Chem Soc 133 2011 11862 11864
36. H.R. Ghenaatian, M.F. Mousavi, and M.S. Rahmanifar High performance hybrid supercapacitor based on two nanostructured conducting polymers: self-doped polyaniline and polypyrrole nanofibers Electrochim Acta 78 2012 212 222
37. M. Hatamzadeh, A. Mahyar, and M. Jaymand Chemical modification of polyaniline by N-grafting of polystyrenic chains synthesized via nitroxide-mediated polymerization J Braz Chem Soc 23 2012 1008 1017
38. M. Jaymand Synthesis and characterization of conductive polyaniline-modified polymers via nitroxide mediated radical polymerization Polymer (Korea) 34 2010 553 559
39. 2 thin films as templates for the synthesis of polypyrrole in the nanometer-sized domain Des Monomers Polym 14 2011 433 444
40. P. Xu, X. Han, C. Wang, D. Zhou, Z. Lv, A. Wen, X. Wang, and B. Zhang Synthesis of electromagnetic functionalized nickel/polypyrrole core/shell composites J Phys Chem B 112 2008 10443 10448
41. K. Foroutani, B. Pourabbas, M. Sharif, M. Mohammadizadeh, M. Fallahian, and S. Khademi Preparation of conductive flexible films by in situ deposition of polythiophene nanoparticles on polyethylene naphthalate Mater Sci Semicond Process 18 2014 6 14
42. N. Karadas, and S.A. Ozkan Electrochemical preparation of sodium dodecylsulfate doped over-oxidized polypyrrole/multi-walled carbon nanotube composite on glassy carbon electrode and its application on sensitive and selective determination of anticancer drug: pemetrexed Talanta 119 2014 248 254
43. N.K. Guimard, N. Gomez, and C.E. Schmidt Conducting polymers in biomedical engineering Prog Polym Sci 32 2007 876 921
44. C. Lai, W. Guo, X. Tang, G. Zhang, Q. Pan, and M. Pei Cross-linking conducting polythiophene with yellow-green light-emitting properties and good thermal stability via free radical polymerization and electropolymerization Synth Met 161 2011 1886 1891
45. M.O. Aziz-Zanjani, and A. Mehdinia Electrochemically prepared solid-phase microextraction coatings - a review Anal Chim Acta 781 2013 1 13
46. S.M. Park, and H.J. Lee Recent advances in electrochemical studies of π-conjugated polymers Bull Korean Chem Soc 26 2005 697 706
47. M. Jaymand Recent progress in chemical modification of polyaniline Prog Polym Sci 38 2013 1287 1306
48. M.A. Rahman, P. Kumar, D.S. Park, and Y.B. Shim Electrochemical sensors based on organic conjugated polymers Sensors 8 2008 118 141
49. M.J. González-Tejera, E. Sánchez de la Blanca, and I. Carrillo Polyfuran conducting polymers: synthesis, properties, and applications Synth Met 158 2008 165 189
50. P.E. Shaw, A. Ruseckas, and I.D.W. Samuel Exciton diffusion measurements in poly(3-hexylthiophene) Adv Mater 20 2008 3516 3520
51. T. Tsumuraya, J.H. Song, and A.J. Freeman Linear optical properties and electronic structures of poly(3-hexylthiophene) and poly(3-hexylselenophene) crystals from first principles Phys Rev B 86 2012 075114/1-10
52. M. Hatamzadeh, M. Jaymand, and B. Massoumi Graft copolymerization of thiophene onto polystyrene synthesized via nitroxide-mediated polymerization and its polymer-clay nanocomposite Polym Int 63 2014 402 412
53. T. Gozet, A.M. Onal, and J. Hacaloglu Investigation of the effect of dopant on characteristics of ply(3-methyl thiophene) via pyrolysis mass spectrometry J Macromol Sci A 44 2007 259 263
54. S.A. Gevorgyan, and F.C. Krebs Bulk heterojunctions based on native polythiophene Chem Mater 20 2008 4386 4390
55. V.C. Gonçalves, and D.T. Balogh Synthesis and characterization of a dye-functionalized polythiophene with different chromic properties Eur Polym J 42 2006 3303 3310
56. H.N. Kim, Z. Guo, W. Zhu, J. Yoon, and H. Tian Recent progress on polymer-based fluorescent and colorimetric chemosensors Chem Soc Rev 40 2011 79 93
57. D. Demeter, P. Blanchard, I. Grosu, and J. Roncali Poly(thiophenes) derivatized with linear and macrocyclic polyethers: from cation detection to molecular actuation J Incl Phenom Macrocycl Chem 61 2008 227 239
58. X. Liu, Q. Fan, and W. Huang DNA biosensors based on water-soluble conjugated polymers Biosens Bioelectron 26 2011 2154 2164
59. X. Li, Y. Wang, X. Yang, J. Chen, H. Fu, and T. Cheng Conducting polymers in environmental analysis Trends Anal Chem 39 2012 163 179
60. H.J. Wang, Y.P. Chen, Y.C. Chen, C.P. Chen, R.H. Lee, L.H. Chan, and R.J. Jeng Synthesis and photovoltaic properties of two-dimensional conjugated polythiophene derivatives presenting conjugated triphenylamine/thiophene moieties Polymer 53 2012 4091 4103
61. S.H. Park, A. Roy, S. Beaupre, S. Cho, N. Coates, J.S. Moon, D. Moses, M. Leclerc, K. Lee, and A.J. Heeger Bulk heterojunction solar cells with internal quantum efficiency approaching 100% Nat Photonics 3 2009 297 303
62. L. Angiolini, T. Benelli, V. Cocchi, M. Lanzi, and E. Salatelli Side chain porphyrin moiety linked to polymer-fullerene composite solar cell React Funct Polym 73 2013 1198 1206
63. Y.k. Kim, S. Cook, S.M. Tuladhar, S.A. Choulis, J. Nelson, J.R. Durrant, D.D.C. Bradley, J.R. Giles, I. McCulloch, C.S. Ha, and M. Ree A strong regioregularity effect in self-organizing conjugated polymer films and high-efficiency polythiophene:fullerene solar cells Nat Mater 5 2006 197 203
64. C. Shi, Y. Yao, Y. Yang, and Q. Pei Regioregular copolymers of 3-alkoxythiophene and their photovoltaic application J Am Chem Soc 128 2006 8980 8986
65. 60 bisadduct by device optimization Adv Mater 22 2010 4355 4358
66. M. Shao, Y. He, K. Hong, C.M. Rouleau, D.B. Geohegan, and K. Xiao A water-soluble polythiophene for organic field-effect transistors Polym Chem 4 2013 5270 5274
67. H. Sirringhaus, N. Tessler, and R.H. Friend Integrated optoelectronic devices based on conjugated polymers Science 283 1998 1741 1744
68. N. Stutzmann, R.H. Friend, and H. Sirringhaus Self-aligned vertical-channel polymer field effect transistors Science 299 2003 1881 1884
69. Y. Hosokawa, M. Misaki, S. Yamamoto, M. Torii, K. Ishida, and Y. Ueda Molecular orientation and anisotropic carrier mobility in poorly soluble polythiophene thin films Appl Phys Lett 100 2012 203305/1-4
70. S.K. Ahn, T. Ban, P. Sakthivel, S.H. Jin, Y.S. Gal, and J.H. Lee Synthesis and characterization of novel crosslinkable poly(propylenedioxythiophene) derivative as a buffer layer for organic light-emitting diode applications Macromol Res 20 2012 459 464
71. J.H. Burroughes, D.D.C. Bradley, A.R. Brown, R.N. Marks, K. Mackay, R.H. Friend, P.L. Burns, and A.B. Holmes Light-emitting diodes based on conjugated polymers Nature 347 1990 539 541
72. J. Shen, H. Masaoka, K. Tsuchiya, and K. Ogino Synthesis and properties of a novel brush-type copolymers bearing thiophene backbone and 3-(N-carbazolyl)propyl acrylate side chains for light-emitting applications Polym J 40 2008 421 427
73. A.D. Bendrea, L. Cianga, and I. Cianga Progress in the field of conducting polymers for tissue engineering applications J Biomater Appl 26 2011 1 84
74. L.A.P. Kane-Maguire, and G.G. Wallace Chiral conducting polymers Chem Soc Rev 39 2010 2545 2576
75. K. Kawabata, M. Takeguchi, and H. Goto Optical activity of heteroaromatic conjugated polymer films prepared by asymmetric electrochemical polymerization in cholesteric liquid crystals: structural function for chiral induction Macromolecules 46 2013 2078 2091
76. D. Mawad, E. Stewart, D.L. Officer, T. Romeo, P. Wagner, K. Wagner, and G. Wallace A single component conducting polymer hydrogel as a scaffold for tissue engineering Adv Funct Mater 22 2012 2692 2699
77. J.M. Pringle, M. Forsyth, D.R. Mac-Farlane, K. Wagner, S.B. Hall, and D.L. Officer The influence of the monomer and the ionic liquid on the electrochemical preparation of polythiophene Polymer 46 2005 2047 2058
78. F. Yilmaz, O. Sel, Y. Guner, L. Toppare, Y. Hepuzer, and Y. Yagci Controlled synthesis of block copolymers containing side chain thiophene units and their use in electropolymerization with thiophene and pyrrole J Macromol Sci A 41 2004 401 418
79. M.D. Levi, and D. Aurbach A short review on the strategy towards development of π-conjugated polymers with highly reversible p- and n-doping J Power Sources 180 2008 902 908
80. F. Liu, Y. Chen, Y. Wei, L. Li, and S. Shang Surface modification of polythiophene and poly(3-methylthiophene) films by graft copolymerization J Appl Polym Sci 123 2012 2582 2587
81. R. Miyakoshi, A. Yokoyama, and T. Yokozawa Development of catalyst-transfer condensation polymerization. Synthesis of π-conjugated polymers with controlled molecular weight and low polydispersity J Polym Sci A Polym Chem 46 2008 753 765
82. J. Ohshita, K. Kimura, K.H. Lee, A. Kunai, Y.W. Kwak, E.C. Son, and Y. Kunugi Synthesis of silicon-bridged polythiophene derivatives and their applications to EL device materials J Polym Sci A Polym Chem 45 2007 4588 4596
83. S. Tamba, Y. Okubo, A. Sugie, and A. Mori Synthesis of π-conjugated poly(thienylenearylene)s with nickel-catalyzed CH functionalization polycondensation Polym J 44 2012 1209 1213
84. E.M. Benetti, V. Causin, and M. Maggini Conjugated polymers in cages: templating poly(3-hexylthiophene) nanocrystals by inert gel matrices Adv Mater 24 2012 5636 5641
85. B.S. Ong, Y. Wu, P. Liu, and S. Gardner High-performance semiconducting polythiophenes for organic thin-film transistors J Am Chem Soc 126 2004 3378 3379
86. S.S. Jeon, S.J. Yang, K.J. Lee, and S.S. Im A facile and rapid synthesis of unsubstituted polythiophene with high electrical conductivity using binary organic solvents Polymer 51 2010 4069 4076
87. C.Y. Kuo, Y.C. Huang, C.Y. Hsiow, Y.W. Yang, C.I. Huang, S.P. Rwei, H.L. Wang, and L. Wang Effect of side-chain architecture on the optical and crystalline properties of two-dimensional polythiophenes Macromolecules 46 2013 5985 5997
88. M. Hatamzadeh, and M. Jaymand Synthesis and characterization of polystyrene-graft-polythiophene via a combination of atom transfer radical polymerization and Grignard reaction RSC Adv 4 2014 16792 16802
89. T. Nishinaga, and K. Komatsu Persistent π radical cations: self-association and its steric control in the condensed phase Org Biomol Chem 3 2005 561 569
90. O.A. Gus'kova, P.G. Khalatur, and A.R. Khokhlov Self-assembled polythiophene-based nanostructures: numerical studies Macromol Theory Simul 18 2009 219 246
91. H. Bagheri, Z. Ayazi, and M. Naderi Conductive polymer-based microextraction methods: a review Anal Chim Acta 767 2013 1 13
92. X. Sui, X. Feng, M.A. Hempenius, and G.J. Vancso Redox active gels: synthesis, structures and applications J Mater Chem B 1 2013 1658 1672
93. Y. Yagci, S. Jockusch, and N.J. Turro Mechanism of photoinduced step polymerization of thiophene by onium salts: reactions of phenyliodinium and diphenylsulfinium radical cations with thiophene Macromolecules 40 2007 4481 4485
94. S. Kowalski, S. Allard, K. Zilberberg, T. Riedl, and U. Scherf Direct arylation polycondensation as simplified alternative for the synthesis of conjugated (co)polymers Prog Polym Sci 38 2013 1805 1814
95. M. Sévignon, J. Papilo, E. Schulz, and M. Lemaire New synthetic method for the polymerization of alkylthiophenes Tetrahedron Lett 40 1999 5873 5876
96. E.N. Rodlovskaya, N.G. Frolova, E.D. Savin, and V.I. Nedel'kin Achievements in the synthesis of thiophene-containing polymers Polym Sci Ser C 48 2006 58 84
97. D.J. Schipper, and K. Fagnou Direct arylation as a synthetic tool for the synthesis of thiophene-based organic electronic materials Chem Mater 23 2011 1594 1600
98. M. Melucci, L. Favaretto, G. Barbarella, A. Zanelli, N. Camaioni, M. Mazzeo, and G. Gigli Synthesis and optoelectronic properties of a red emitting branched polymer containing V-shaped oligothiophene-S,S-dioxides as repeating units Tetrahedron 63 2007 11386 11390
99. G. Saini, and J. Jacob Synthesis and characterization of 3,4-diaryl-substituted polythiophene derivatives Polym Int 60 2011 1010 1015
100. M.R.A. Alves, H.D.R. Calado, C.L. Donnici, and T. Matencio Synthesis and characterization of new 3-substituted thiophene copolymers J Braz Chem Soc 22 2011 248 256
101. L. Angiolini, A. Brazzi, E. Salatelli, K.V. Bergh, and G. Koeckelberghs Polythiophene diblock copolymer with different solvent affinities of the side-chain substituents: solvatochromism and effect on the electronic conjugation Macromol Chem Phys 214 2013 934 942
102. K.H. Lee, K. Morino, A. Sudo, and T. Endo Preparation and properties of a novel polythiophene, poly[(3-hexyliminomethyl)thiophene] with a high regioregularity J Polym Sci A Polym Chem 49 2011 1190 1194
103. G. Lu, L. Li, and X. Yang Morphology and crystalline transition of poly(3-butylthiophene) associated with its polymorphic modifications Macromolecules 41 2008 2062 2070
104. E. Grana, D. Katsigiannopoulos, A.E. Karantzalis, M. Baikousi, and A. Avgeropoulos Synthesis and molecular characterization of polythiophene and polystyrene copolymers: simultaneous preparation of diblock and miktoarm copolymers Eur Polym J 49 2013 1089 1097
105. P. Routh, S. Das, and A.K. Nandi Polythiophene-g-poly(dimethylaminoethyl methacrylate) stabilized Au nanoparticles and its morphology tuning by RNA with variation of electronic properties RSC Adv 2 2012 11295 11305
106. N. Chanunpanich, A. Ulman, Y.M. Strzhemechny, S.A. Schwarz, J. Dormicik, A. Janke, H.G. Braun, and T. Kratzmuller Grafting polythiophene on polyethylene surfaces Polym Int 52 2003 172 178
107. L. Qi, M. Sun, and S. Dong Synthesis and characterization of novel polythiophenes containing poly(ethylene oxide) side chains J Appl Polym Sci 102 2006 1803 1808
108. K.H. Kim, and W.H. Jo Synthesis of polythiophene-graft-PMMA and its role as compatibilizer for poly(styrene-co-acrylonitrile)/MWCNT nanocomposites Macromolecules 40 2007 3708 3713
109. C. Muller, C.P. Radano, P. Smith, and N. Stingelin-Stutzmann Crystalline-crystalline poly(3-hexylthiophene)-polyethylene diblock copolymers: solidification from the melt Polymer 49 2008 3973 3978
110. K.T. Kim, and W.H. Jo Synthesis of poly(3-hexylthiophene)-graft-poly(t-butyl acrylate-co-acrylic acid) and its role of compatibilizer for enhancement of mechanical and electrical properties of nylon 66/multi-walled carbon nanotube composites Compos Sci Technol 69 2009 2205 2211
111. K.H. Kim, and W.H. Jo Polythiophene-graft-PMMA as a dispersing agent for multi-walled carbon nanotubes in organic solvent Macromol Res 16 2008 749 752
112. B.W. Boudouris, C.D. Frisbie, and M.A. Hillmyer Polylactide-polythiophene-polylactide triblock copolymers Macromolecules 43 2010 3566 3569
113. E. Sahin, P. Camurlu, L. Toppare, V.M. Mercore, I. Cianga, and Y. Yagci Synthesis and characterization of thiophene functionalized polystyrene copolymers and their electrochemical properties Polym Int 54 2005 1599 1605
114. R.S. Bobade Polythiophene composites: a review of selected applications J Polym Eng 31 2011 209 215
115. Z. Chen, R. Li, and Q. Guo Synthesis and characterization of polyaniline conductive composite films Appl Mech Mater 217-219 2012 1166 1169
116. J. Njuguna, and K. Pielichowski Recent developments in polyurethane-based conducting composites J Mater Sci 39 2004 4081 4094
117. A.T. Ramaprasad, V. Rao, and G. Sanjeev Synthesis of chitin-polyaniline nanocomposite by electron beam irradiation J Appl Polym Sci 121 2011 623 633
118. P. Sonar, H. Benmansour, T. Geiger, and A.D. Schluter Thiophene-based dendronized macromonomers and polymers Polymer 48 2007 4996 5004
119. Y. Yagci, and L. Toppare Electroactive macromonomers based on pyrrole and thiophene: a versatile route to conducting block and graft polymers Polym Int 52 2003 1573 1578
120. Y.C. An, and G. Konishi Facile synthesis of high refractive index thiophene-containing polystyrenes J Appl Polym Sci 124 2012 789 795
121. Z.Q. Wu, R.J. Ono, Z. Chen, Z. Li, and C.W. Bielawski Polythiophene-block-poly(gamma-benzyl l-glutamate): synthesis and study of a new rod-rod block copolymer Polym Chem 2 2011 300 302
122. Z. Gu, Y. Tan, K. Tsuchiya, T. Shimomura, and K. Ogino Synthesis and characterization of poly(3-hexylthiophene)-b-polystyrene for photovoltaic application Polymers 3 2011 558 570
123. Y. Tao, B. McCulloch, S. Kim, and R.A. Segalman The relationship between morphology and performance of donor-acceptor rod-coil block copolymer solar cells Soft Matter 5 2009 4219 4230
124. N. Hundt, Q. Hoang, H. Nguyen, P. Sista, J. Hao, J. Servello, K. Palaniappan, M. Alemseghed, M.C. Biewer, and M.C. Stefan Synthesis and characterization of a block copolymer containing regioregular poly(3-hexylthiophene) and poly(γ-benzyl-l-glutamate) Macromol Rapid Commun 32 2011 302 308
125. Y.S. Yoon, T. Ko, J. Chung, J.S. Chung, J. Kim, and J.C. Lee Liquid crystalline polythiophenes with amphiphilic side chains Macromol Chem Phys 213 2012 285 292
126. Q. Zhang, A. Cirpan, T.P. Russell, and T. Emrick Donor-acceptor poly(thiophene-block-perylene diimide) copolymers: synthesis and solar cell fabrication Macromolecules 42 2009 1079 1082
127. H.J. Kim, Y.J. Lee, S.S. Hwang, D.H. Choi, H. Yang, and K.Y. Baek Synthesis of multiarmed poly(3-hexyl thiophene) star polymer with microgel core by GRIM and ATRP methods J Polym Sci A Polym Chem 49 2011 4221 4226
128. S. Samanta, D.P. Chatterjee, R.K. Layek, and A.K. Nandi Nano-structured poly(3-hexyl thiophene) grafted on poly(vinylidene fluoride) via poly(glycidyl methacrylate) J Mater Chem 22 2012 10542 10551
129. M. Jaymand Exfoliated syndiotactic polystyrene-graft-poly(methyl methacrylate)/montmorillonite nanocomposite prepared by solvent blending Polym J 43 2011 901 908
130. Zh. Vazifehasl, S. Hemmati, M. Zamanloo, and M. Jaymand Synthesis and characterization of novel diglycidyl methacrylate-based macromonomers on isosorbide for dental composites Macromol Res 21 2013 427 434
131. K.O. Kim, and T.L. Choi Synthesis of dendronized polymers via macromonomer approach by living ROMP and their characterization: from rod-like homopolymers to block and gradient copolymers Macromolecules 46 2013 5905 5914
132. A. Thomas, K. Niederer, F. Wurm, and H. Frey Combining oxyanionic polymerization and click-chemistry: a general strategy for the synthesis of polyether polyol macromonomers Polym Chem 5 2014 899 909
133. M. Kimura, A. Kitao, T. Fukawa, and H. Shirai Rodlike macromolecules through spatial overlapping of thiophene dendrons Chem Eur J 17 2011 6821 6829
134. H. Li, C.C.C. Johansson-Seechurn, and T.J. Colacot Development of preformed Pd catalysts for cross-coupling reactions ACS Catal 2 2012 1147 1164
135. V. Senkovskyy, N. Khanduyeva, H. Komber, U. Oertel, M. Stamm, D. Kuckling, and A. Kiriy Conductive polymer brushes of regioregular head-to-tail poly(3-alkylthiophenes) via catalyst-transfer surface-initiated polycondensation J Am Chem Soc 129 2007 6626 6632
136. F.S. Han Transition-metal-catalyzed Suzuki-Miyaura cross-coupling reactions: a remarkable advance from palladium to nickel catalysts Chem Soc Rev 42 2013 5270 5298
137. H. Zhao, L. Yin, and M. Cai A phosphane-free, atom-efficient cross-coupling reaction of triarylbismuths with acyl chlorides catalyzed by MCM-41-immobilized palladium complex Eur J Org Chem 7 2013 1337 1345
138. T.M. Shaikh, C.M. Weng, and F.E. Hong Secondary phosphine oxides: versatile ligands in transition metal-catalyzed cross-coupling reactions Coord Chem Rev 256 2012 771 803
139. E. Sahin, P. Camurlu, L. Toppare, V.M. Mercore, I. Cianga, and Y. Yagc Conducting copolymers of thiophene functionalized polystyrenes with thiophene J Electroanal Chem 579 2005 189 197
140. I. Cianga, V.M. Mercore, M. Grigoras, and Y. Yagci Poly(thienyl-phenylene)s with macromolecular side chains by oxidative polymerization of well-defined macromonomers J Polym Sci A Polym Chem 45 2007 848 865
141. S.J. Mougnier, C. Brochon, E. Cloutet, G. Fleury, H. Cramail, and G. Hadziioannou Design of well-defined monofunctionalized poly(3-hexylthiophene)s: toward the synthesis of semiconducting graft copolymers Macromol Rapid Commun 33 2012 703 709
142. M. Waugaman, B. Sannigrahi, P. Mc-Geady, and I.M. Khan Synthesis, characterization and biocompatibility studies of oligosiloxane modified polythiophenes Eur Polym J 39 2003 1405 1412
143. M. Jaymand Synthesis and characterization of syndiotactic polystyrene-graft-poly(methyl methacrylate) via free radical polymerization Polym Plast Technol Eng 51 2012 514 520
144. M. Jaymand Recent progress in chemical modification of syndiotactic polystyrene Polym Chem 5 2014 2663 2690
145. E. Cokun, S.M. Martínez-Ramírez, W. Antunez-Flores, C.A. Hernández-Escobar, and E.A. Zaragoza-Contreras Improving polyaniline processability by grafting acrylic copolymer Synth Met 162 2012 344 351
146. W.J. Bae, K.H. Kim, W.H. Jo, and Y.H. Park A water-soluble and self-doped conducting polypyrrole graft copolymer Macromolecules 38 2005 1044 1047
147. L. Strover, C. Roux, J. Malmström, Y. Pei, D.E. Williams, and J. Travas-Sejdic Switchable surfaces of electroactive polymer brushes grafted from polythiophene ATRP-macroinitiator Synth Met 162 2012 381 390
148. D.A. Walker, and C. D'Silva Electrochemical and physical properties of N-substituted arylmethylene pyrrole polymers and N-alkylmethine pyrrole copolymers Electrochim Acta 116 2014 175 182
149. C. Feng, Y. Li, D. Yang, J. Hu, X. Zhang, and X. Huang Well-defined graft copolymers: from controlled synthesis to multipurpose applications Chem Soc Rev 40 2011 1282 1295
150. 2 nanocomposite via ATRP technique J Polym Res 18 2011 1617 1624
151. M. Jaymand Modified syndiotactic polystyrene/montmorillonite nanocomposite: synthesis, characterization, and properties Macromol Res 19 2011 998 1005
152. K. Matyjaszewski Atom transfer radical polymerization (ATRP): current status and future perspectives Macromolecules 45 2012 4015 4428
153. J. Ran, L. Wu, Z. Zhang, and T. Xu Atom transfer radical polymerization (ATRP): a versatile and forceful tool for functional membranes Prog Polym Sci 39 2014 124 144
154. J. Nicolasa, Y. Guillaneuf, C. Lefay, D. Bertin, D. Gigmes, and B. Charleux Nitroxide-mediated polymerization Prog Polym Sci 38 2013 63 235
155. D. Bertin, D. Gigmes, S.R.A. Marque, and P. Tordo Kinetic subtleties of nitroxide mediated polymerization Chem Soc Rev 40 2011 2189 2198
156. M. Jaymand Synthesis and characterization of an exfoliated modified syndiotactic polystyrene/Mg-Al-layered double-hydroxide nanocomposite Polym J 43 2011 186 193
157. 2 nanocomposite via nitroxide-mediated radical polymerization Polymer 52 2011 4760 4769
158. G. Moad, E. Rizzardo, and S.H. Thang Radical addition-fragmentation chemistry in polymer synthesis Polymer 49 2008 1079 1131
159. J.T. Sun, C.Y. Hong, and C.Y. Pan Recent advances in RAFT dispersion polymerization for preparation of block copolymer aggregates Polym Chem 4 2013 873 881
160. 2-responsive homo and AB diblock (co)polymers comprised of histamine and their gas-triggered self-assembly in water J Polym Sci A Polym Chem 51 2013 394 404
161. J.M. O'Donnell Reversible addition-fragmentation chain transfer polymerization in microemulsion Chem Soc Rev 41 2012 3061 3076
162. A. Goto, and T. Fukuda Kinetics of living radical polymerization Prog Polym Sci 29 2004 329 385
163. C. Zhang, Y. Yang, and J. He Direct transformation of living anionic polymerization into RAFT-based polymerization Macromolecules 46 2013 3985 3994
164. V. Sciannamea, R. Jérôme, and C. Detrembleur In-situ nitroxide-mediated radical polymerization (NMP) processes: their understanding and optimization Chem Rev 108 2008 1104 1126
165. M.J. Monteiro, and M.F. Cunningham Polymer nanoparticles via living radical polymerization in aqueous dispersions: design and applications Macromolecules 45 2012 4939 4957
166. E.L. Madruga From classical to living/controlled statistical free-radical copolymerization Prog Polym Sci 27 2002 1879 1924
167. Y. Gune, L. Toppare, Y. Hepuzer, and Y. Yagci Conducting graft copolymers of pyrrole and thiophene with random copolymers of methyl methacrylate and 3-methylthienyl methacrylate Eur Polym J 40 2004 1799 1806
168. I. Erol, and Ö. Arslan Copolymers of novel methacrylic and styrenic monomer based on the thiophene: synthesis, characterization, monomer reactivity ratios, thermal properties, and biological activity J Biomater Sci Polym Ed 24 2013 1198 1218
169. J. Shen, K. Tsuchiya, and K. Ogino Synthesis and characterization of highly fluorescent polythiophene derivatives containing polystyrene sidearms J Polym Sci A Polym Chem 46 2008 1003 1013
170. J.S. Wang, and K. Matyjaszewski Controlled/"living" radical polymerization, halogen atom transfer radical polymerization promoted by a Cu(I)/Cu(II) redox process Macromolecules 28 1995 7901 7910
171. T. Von-Werne, and T.E. Patten Preparation of structurally well-defined polymer-nanoparticle hybrids with controlled/living radical polymerizations J Am Chem Soc 121 1999 7409 7410
172. H. Roghani-Mamaqani, V. Haddadi-Asl, K. Khezri, E. Zeinali, and M. Salami-Kalajahi In situ atom transfer radical polymerization of styrene to in-plane functionalize graphene nanolayers: grafting through hydroxyl groups J Polym Res 21 2014 333
173. T. Gong, B.J. Adzima, and C.N. Bowman A novel copper containing photoinitiator, copper(II) acylphosphinate, and its application in both the photomediated CuAAC reaction and in atom transfer radical polymerization Chem Commun 49 2013 7950 7952
174. N.V. Tsarevsky, K.V. Bernaerts, B. Dufour, F.E. Du-Prez, and K. Matyjaszewski Well-defined (co)polymers with 5-vinyltetrazole units via combination of atom transfer radical (co)polymerization of acrylonitrile and "click chemistry"-type postpolymerization modification Macromolecules 37 2004 9308 9313
175. J. Malmström, M.K. Nieuwoudt, L.T. Strover, A. Hackett, O. Laita, M.A. Brimble, D.E. Williams, and J. Travas-Sejdic Grafting from poly(3,4-ethylenedioxythiophene): a simple route to versatile electrically addressable surfaces Macromolecules 46 2013 4955 4965
176. P.J. Costanzo, and K.K. Stokes Synthesis and characterization of poly(methyl acrylate) grafted from poly(thiophene) to form solid-state fluorescent materials Macromolecules 35 2002 6804 6810
177. K.H. Kim, and W.H. Jo Optimization of molecular structure of polythiophene-graft-PMMA for effective compatibilization of SAN/MWCNT composite with superior mechanical properties Fibers Polym 9 2008 544 550
178. S. Das, S. Samanta, D.P. Chatterjee, and A.K. Nandi Thermosensitive water-soluble poly(ethylene glycol)-based polythiophene graft copolymers J Polym Sci A Polym Chem 51 2013 1417 1427
179. X. Yu, K. Xiao, J. Chen, N.V. Lavrik, K. Hong, B.G. Sumpter, and D.B. Geohegan High-performance field-effect transistors based on polystyrene-b-poly(3-hexylthiophene) diblock copolymers ACS Nano 5 2011 3559 3567
180. M. Wang, S. Zou, G. Guerin, L. Shen, K. Deng, M. Jones, G.C. Walker, G.D. Scholes, and M.A. Winnik A water-soluble pH-responsive molecular brush of poly(N,N-dimethylaminoethyl methacrylate) grafted polythiophene Macromolecules 41 2008 6993 7002
181. S. Samanta, S. Das, R.K. Layek, D.P. Chatterjee, and A.K. Nandi Polythiophene-g-poly(dimethylaminoethyl methacrylate) doped methyl cellulose hydrogel behaving like a polymeric AND logic gate Soft Matter 8 2012 6066 6072
182. A. Mandal, and A.K. Nandi Miscibility of polythiophene-graft-poly(methyl methacrylate) brushes with poly(vinylidene fluoride): morphology, optical and conductivity properties Macromol Chem Phys 212 2011 1636 1647
183. X. Peng, L. Zhang, Y. Chen, F. Li, and W. Zhou In situ preparation and fluorescence quenching properties of polythiophene/ZnO nanocrystals hybrids through atom-transfer radical polymerization and hydrolysis Appl Surf Sci 256 2010 2948 2955
184. A. De-Cuendias, M.L. Hellaye, S. Lecommandoux, E. Cloutet, and H. Cramail Synthesis and self-assembly of polythiophene-based rod-coil and coil-rod-coil block copolymers J Mater Chem 15 2005 3264 3267
185. M.K. Brinks, and A. Studer Polymer brushes by nitroxide-mediated polymerization Macromol Rapid Commun 30 2009 1043 1057
186. L. Tebben, and A. Stur Nitroxides: applications in synthesis and in polymer chemistry Angew Chem Int Ed 50 2011 5034 5068
187. C. Detrembleur, C. Jérôme, J.D. Winter, P. Gerbaux, J.L. Clément, Y. Guillaneuf, and D. Gigmes Nitroxide mediated polymerization of methacrylates at moderate temperature Polym Chem 5 2014 335 340
188. M.C. Iovu, C.R. Craley, E.L.M. Jeffries, A.B. Krankowski, R. Zhang, T. Kowalewski, and R.D. Mc-Cullough Conducting regioregular polythiophene block copolymer nanofibrils synthesized by reversible addition fragmentation chain transfer polymerization (RAFT) and nitroxide mediated polymerization (NMP) Macromolecules 40 2007 4733 4735
189. M.T. Dang, L. Hirsch, G. Wantz, and J.D. Wuest Controlling the morphology and performance of bulk heterojunctions in solar cells. Lessons learned from the benchmark poly(3-hexylthiophene):[6,6]phenyl-C61-butyric acid methyl ester system Chem Rev 113 2013 3734 3765
190. F. Giacalone, J.L. Segura, N. MartIn, M. Catellani, S. Luzzati, and N. Lupsac Synthesis of soluble donor-acceptor double-cable polymers based on polythiophene and tetracyanoanthraquinodimethane (TCAQ) Org Lett 5 2003 1669 1672
191. 60 bisadduct React Funct Polym 72 2012 122 126
192. I.A. Howard, R. Mauer, M. Meister, and F. Laquai Effect of morphology on ultrafast free carrier generation in polythiophene:fullerene organic solar cells J Am Chem Soc 132 2010 14866 14876
193. W. Li, Y. Han, Y. Chen, C. Li, B. Li, and Z. Bo Polythiophenes with carbazole side chains: design, synthesis and their application in organic solar cells Macromol Chem Phys 211 2010 948 955
194. 60) copolymers Macromol Rapid Commun 28 2007 1792 1797
195. B. Kiskan, B. Gacal, M. Asan, E.C. Gunaydin, I. Yilmaz, and Y. Yagci Synthesis and characterization of pyrrole and thiophene functional polystyrenes via "click chemistry" Polym Bull 67 2011 609 621
196. B. Giese Radicals in organic synthesis: formation of carbon-carbon bonds 1986 Pergamon Press Oxford, UK 294
197. W.B. Motherwell, and D. Crich Free radical chain reaction in organic synthesis 1992 Academic Press London 268
198. M. Ahmed, and R. Narain Progress of RAFT based polymers in gene delivery Prog Polym Sci 38 2013 767 790
199. R. Guo, Y. Liu, Y. Zhang, A. Dong, and J. Zhang Surface modification by self-assembled coating with amphiphilic comb-shaped block copolymers: a solution to the trade-off among solubility, adsorption and coating stability Macromol Res 21 2013 1127 1137
200. D.J. Keddie A guide to the synthesis of block copolymers using reversible-addition fragmentation chain transfer (RAFT) polymerization Chem Soc Rev 43 2014 496 505
201. H. Willcock, A. Lu, C.F. Hansell, E. Chapman, I.R. Collins, and R.K. O'Reilly One-pot synthesis of responsive sulfobetaine nanoparticles by RAFT polymerisation: the effect of branching on the UCST cloud point Polym Chem 5 2014 1023 1030
202. M. Chen, M. Haussler, G. Moad, and E. Rizzardo Block copolymers containing organic semiconductor segments by RAFT polymerization Org Biomol Chem 9 2011 6111 6119
203. D. Baskaran Strategic developments in living anionic polymerization of alkyl (meth)acrylates Prog Polym Sci 28 2003 521 581
204. S.L. Bobade, T. Malmgren, and D. Baskaran Micellar-cluster association of ureidopyrimidone functionalized monochelic polybutadiene Polym Chem 5 2014 910 920
205. R. Advincula Polymer brushes by anionic and cationic surface-initiated polymerization (SIP) Adv Polym Sci 197 2006 107 136
206. N. Hadjichristidis, M. Pitsikalis, S. Pispas, and H. Iatrou Polymers with complex architecture by living anionic polymerization Chem Rev 101 2001 3747 3792
207. C.A. Dai, W.C. Yen, Y.H. Lee, C.C. Ho, and W.F. Su Facile synthesis of well-defined block copolymers containing regioregular poly(3-hexyl thiophene) via anionic macroinitiation method and their self-assembly behaviour J Am Chem Soc 129 2007 11036 11038
208. G. Jiang, R. Ponnapati, R. Pernites, M.J. Felipe, and R. Advincula Surface-initiated ring-opening metathesis polymerization (SI-ROMP): synthesis and electropolymerization of terthiophene-functionalized olefin peripheral dendrons Macromolecules 43 2010 10262 10274
209. W. Zhang, and A.H.E. Müller Architecture, self-assembly and properties of well-defined hybrid polymers based on polyhedral oligomeric silsequioxane (POSS) Prog Polym Sci 38 2013 1121 1162
210. S. Tempelaar, L. Mespouille, O. Coulembier, P. Dubois, and A.P. Dove Synthesis and post-polymerisation modifications of aliphatic poly(carbonate)s prepared by ring-opening polymerisation Chem Soc Rev 42 2013 1312 1336
211. S. Sutthasupa, M. Shiotsuki, and F. Sanda Recent advances in ring-opening metathesis polymerization, and application to synthesis of functional materials Polym J 42 2010 905 915
212. A. Turkan, F. YIlmaz, A.C. Kucuk, and Y. Ozdemir One-pot two-step lipase-catalyzed synthesis of α,ω-thiophene-capped poly(ε-caprolactone) macromonomers and their use in electropolymerization Polym Bull 67 2011 1483 1498
213. S.H. Lin, S.J. Wu, C.C. Ho, and W.F. Su Rational design of versatile self-assembly morphology of rod-coil block copolymer Macromolecules 46 2013 2725 2732
214. A.D. Bendrea, L. Cianga, E.G. Hitruc, I. Titorencu, and I. Cianga Fluorescent nanoparticles from "hairy-rods", water-self dispersible amphiphilic polythiophenes Mater Plast 50 2013 71 78
215. Y. Omidi, A.J. Hollins, R.M. Drayton, and S. Akhtar Polypropylenimine dendrimer-induced gene expression changes: the effect of complexation with DNA, dendrimer generation and cell type J Drug Target 13 2005 431 443
216. J. Barar, and Y. Omidi Intrinsic bio-signature of gene delivery nanocarriers may impair gene therapy goals Bioimpacts 3 2013 105 109