Alternating Intramolecular and Intermolecular Catalyst-Transfer Suzuki-Miyaura Condensation Polymerization: Synthesis of Boronate-Terminated π-Conjugated Polymers Using Excess Dibromo Monomers

2015 ◽  
Vol 37 (1) ◽  
pp. 79-85 ◽  
Author(s):  
Masataka Nojima ◽  
Kentaro Kosaka ◽  
Masaru Kato ◽  
Yoshihiro Ohta ◽  
Tsutomu Yokozawa
Keyword(s):  
Conjugated Polymers ◽  
Condensation Polymerization

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

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-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.

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.

Fabrication of conjugated polyimides with porous crosslinked networks and applications as Li-ion battery cathodes

2021 ◽  
Author(s):  
Tian-Lu Cui ◽  
Wen-Bei Zhang ◽  
Jian-Jun Chen ◽  
Bo-Wen Zhang ◽  
Hui Wang ◽  
...  
Keyword(s):  
Specific Surface ◽  
Conjugated Polymers ◽  
Chemical Stability ◽  
High Specific Surface Area ◽  
Porous Polymers ◽  
Condensation Polymerization ◽  
Li Ion Battery ◽  
Crosslinked Networks ◽  
Li Ion ◽  
Unique Chemical

Conjugated porous polymers were successfully synthesized through dynamic covalent condensation polymerization by using aromatic anhydrides and triacylhydrazine benzene. The obtained conjugated polymers with unique chemical stability, high specific surface area...

scholarly journals Regio- and sequence-controlled conjugated topological oligomers and polymers via boronate-tag assisted solution-phase strategy

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Chaoran Xu ◽  
Congze He ◽  
Ning Li ◽  
Shicheng Yang ◽  
Yuxuan Du ◽  
...  
Keyword(s):  
Conjugated Polymers ◽  
Polymeric Materials ◽  
Solution Phase ◽  
Polymer Science ◽  
Condensation Polymerization ◽  
Structure Property ◽  
Precise Control ◽  
Synthetic Strategy ◽  
Monomer Sequence ◽  
Relationship Of

AbstractThe regulation of polymer topology and the precise control over the monomer sequence is crucial and challenging in polymer science. Herein, we report an efficient solution-phase synthetic strategy to prepare regio- and sequence-controlled conjugated polymers with topological variations via the usage of methyliminodiacetic acid (MIDA) boronates. Based on the solubility of MIDA boronates and their unusual binary affinity for silica gel, the synthesized regio- and sequence-defined conjugated oligomers can be rapidly purified via precipitation or automatic liquid chromatography. These synthesized discrete oligomers can be used for iterative exponential and sequential growth to obtain linear and dendrimer-like star polymers. Moreover, different topological sequence-controlled conjugated polymers are conveniently prepared from these discrete oligomers via condensation polymerization. By investigating the structure-property relationship of these polymers, we find that the optical properties are strongly influenced by the regiochemistry, which may give inspiration to the design of optoelectronic polymeric materials.

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