3 -Hexylthiophene polymerization

T.A. Chen and R.D. Rieke, The first regioregular head-to-tail poly(3-hexylthiophene-2,5-diyl) and a regiorandom isopolymer nickel versus palladium catalysis of 2(5)-bromo-5(2)- (bromozincio)-3-hexylthiophene polymerization, J. Am. Chem. Soc., 114 10087-10088, 1992. 

Figure 2.3 CPC traces for 2-bromo-3-hexylthiophene polymerization (23-25° C) [M]o = 0.075 mol L [M]o [Ni(dppp)Cl2] = 57 1. The McCullough method was used for polymerization of2-bromo-3-hexylthiophene. Reprinted with permission from E. E. Sheina, J. Liu, M. C. lovu, D. W. Laird and R. D. McCullough. Chain growth mechanism for regioregular nickel-initiated cross-coupling polymerizations. Macromolecules 37(10), 3526-3528 (2004). Copyright 2004 American Chemical Society...

S. Amou, O. Haba, K. Shirato, T. Hayakawa, M. Ueda, K. Takeuchi, and M. Asai, Head-to-tail regioregularity of poly(3-hexylthiophene) in oxidative coupling polymerization with FeCl3, J. Polym. Sci., Part A Polym. Chem., 37 1943-1948, 1999. 

Recently, Dai, Su, and coworkers synthesized the block copolymer of polythiophene and polypyridine from the vinyl-terminated polythiophene (Scheme 102) [336]. Meijer and coworkers used an allyl-terminated polythiophene to synthesize a block copolymer of poly(3-hexylthiophene) and polyethylene the ring-opening metathesis polymerization of cyclooctene in the presence of the allyl-terminated polythiophene was followed by hydrogenation (Scheme 103) [337]. 

Poly(3- hexylthiophene) Chemical oxidative polymerization with anhydrous FeCl3 as oxidant, 3-hexylthiophene as monomer and chloroform as solvent Methyl orange >400 [595]... 

Yokoyama, A., Miyakoshi, R., Yokozawa, X, 2004. Chain-growth polymerization for poly(3-hexylthiophene) with a defined molecular weight and a lowpolydispersity. Macromolecules 37,1169-1171. 

E. Kaul, V. Senkovskyy, R. Tkachov, V. Bocharova, H. Komber, M. Stamm, A. Kiriy, Synthesis of a Bifunctional Initiator for Controlled Kumada Catalyst- Transfer Polycondensation/Nitroxide-Mediated Polymerization and Preparation of Poly(3-Hexylthiophene)-Polystyrene Block Copolymer Therefrom. Macromolecules 2010,43,77-81. 

C. P. Radano, O. A. Scherman, N. Stingelin-Stutzmann, C. Muller, D. W Breiby, P. Smith, R. A. J. Janssen, E. W. Meijer, Crystalline-Crystalline Block Copolymers of Regioregular Poly(3-Hexylthiophene) and Polyethylene by Ring-Opening Metathesis Polymerization./. Am. Chem. Soc. 2005,127,12502-12503. 

M. G. Alemseghed, S. Gowrisanker, J. Servello, M. C. Stefan, Synthesis of Di-Block Copolymers Containing Regioregular Poly(3-Hexylthiophene) and Poly(Tetrahydrofuran) by a Combination of Grignard Metathesis and Cationic Polymerizations. Macromol. Chem. Phys. 2009,210,2007-2014. 

T. Yokozawa, R. Suzuki, M. Nojima, Y. Ohta, A. Yokoyama, Precision Synthesis of Poly(3-Hexylthiophene) from Catalyst-Transfer Suzuki-Miyaura Coupling Polymerization. Macromol. Rapid Commun. 2011,32,801-806. 

---