Precision Synthesis of n-Type π-Conjugated Polymers in Catalyst-Transfer Condensation Polymerization

2012 ◽  
Vol 1 (7) ◽  
pp. 862-866 ◽  
Author(s):  
Tsutomu Yokozawa ◽  
Yutaka Nanashima ◽  
Yoshihiro Ohta
Keyword(s):  
Conjugated Polymers ◽  
Condensation Polymerization ◽  
Precision Synthesis

Catalyst-transfer condensation polymerization for precision synthesis of π-conjugated polymers

2012 ◽  
Vol 85 (3) ◽  
pp. 573-587 ◽  
Author(s):  
Tsutomu Yokozawa ◽  
Yutaka Nanashima ◽  
Haruhiko Kohno ◽  
Ryosuke Suzuki ◽  
Masataka Nojima ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Conjugated Polymers ◽  
Ni Catalyst ◽  
Condensation Polymerization ◽  
End Groups ◽  
Precision Synthesis ◽  
Polymerization Method ◽  
Low Solubility ◽  
End Group ◽  
Coupling Polymerization

Catalyst-transfer condensation polymerization, in which the catalyst activates the polymer end-group, followed by reaction with the monomer and transfer of the catalyst to the elongated polymer end-group, has made it feasible to control the molecular weight, polydispersity, and end-groups of π-conjugated polymers. In this paper, our recent progress of Kumada–Tamao Ni catalyst-transfer coupling polymerization and Suzuki–Miyaura Pd catalyst-transfer coupling polymerization is described. In the former polymerization method, the polymerization of Grignard pyridine monomers was investigated for the synthesis of well-defined n-type π-conjugated polymers. Para-type pyridine monomer, 3-alkoxy-2-bromo-5-chloromagnesiopyridine, afforded poly(pyridine-2,5-diyl) with low solubility in the reaction solvent, whereas meta-type pyridine monomer, 2-alkoxy-5-bromo-3-chloromagnesio-pyridine, yielded soluble poly(pyridine-3,5-diyl) with controlled molecular weight and low polydispersity. In Suzuki–Miyaura catalyst-transfer coupling polymerization, t-Bu3PPd(Ph)Br was an effective catalyst, and well-defined poly(p-phenylene) and poly(3-hexylthiophene) (P3HT) were obtained by concomitant use of CsF/18-crown-6 as a base in tetrahydrofuran (THF) and a small amount of water.

Novel Conjugated Polymers Containing Ferrocene

1999 ◽  
Vol 598 ◽  
Author(s):  
Jin-Kyu Lee ◽  
Sung In Cho
Keyword(s):  
Conjugated Polymers ◽  
Conductivity Measurement ◽  
Condensation Polymerization ◽  
Thin Polymer Films ◽  
Electrical Conductivity Measurement ◽  
Third Order ◽  
Organic Hybrid ◽  
Thin Polymer ◽  
Alkyl Side Chains ◽  
Solid Film

ABSTRACTConjugated inorganic/organic hybrid polymers, poly(phenylene vinylene ferrocenyl vinylene), was prepared by condensation polymerization of bisphosphonate reagent and ferrocenedialdehyde. Conjugated polymers having long alkyl side chains is very soluble in various organic solvents and thin polymer films can be easily produced by spin-coating technique. UV-Vis., NMR, cyclicvoltammetry, and GPC analysis were used to characterize the properties of conjugated polymers, and the averaged molecular weight was in the range of 7,000~25,000 (vs. PS standard). Electrical conductivity measurement of this processible conjugated polymer either in powder or in thin solid film showed very low conductivity probably due to the slow chain-to-chain hopping process. Third order nonlinear optical property of the conjugated polymers was measured as high as ϰ(3) = 1.24×10−8 esu in spin-coated thin film.

Catalyst-dependent intrinsic ring-walking behavior on π-face of conjugated polymers

2017 ◽  
Vol 8 (10) ◽  
pp. 1708-1713 ◽  
Author(s):  
Koichiro Mikami ◽  
Masataka Nojima ◽  
Yui Masumoto ◽  
Yoshihide Mizukoshi ◽  
Ryo Takita ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Oxidative Addition ◽  
Condensation Polymerization ◽  
Walking Behavior

The balance between the ring-walking process and the oxidative-addition state are key determinants of catalyst mobility in catalyst-transfer condensation polymerization.

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