Synthesis and Donor-π-Acceptor Properties of Polyfluorene Derivatives Containing a Phenazasiline Moiety and an Electron Acceptor

Ono, Katsuhiko; Kobayashi, Takuji; Sato, Yumi; Eguchi, K.; Kato, S.; Kishi, Naoki; Soga, Tetsuo

doi:10.3987/com-11-12256

Cited by 9 publications

(5 citation statements)

References 19 publications

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“…[14] Various phenazasiline-containing πconjugated polymers have been prepared, [15,16] and these polymers work as bulk heterojunction solar cells. [15] Previously, we have prepared some phenazasiline-containing polymers with various substituents, and investigated their applications. [17][18][19][20][21] On the other hand, in order to develop new functional materials, it is important to investigate the effect of the substituents on the compound.…”

Section: Introductionmentioning

confidence: 99%

“…[20] In addition, various phenazasiline-containing poly(arylene)type π-conjugated copolymers have been prepared, and their applications have also been investigated. [15][16][17] The phenazasiline-containing copolymers have been prepared from the reaction of dibromophenazasiline with an activated aromatic compound (diboronic acid (and its ester), [15,17] distannane, [17,20] etc. ), however, phenazasilinediboronic acid derivatives have not been prepared yet.…”

Section: Introductionmentioning

confidence: 99%

“…Casalbore‐Miceri and co‐workers synthesized phenazasiline homopolymers by electrochemical oxidation of trimethylphenazasiline, and examined their electrochromic behavior . Various phenazasiline‐containing π‐conjugated polymers have been prepared, and these polymers work as bulk heterojunction solar cells . Previously, we have prepared some phenazasiline‐containing polymers with various substituents, and investigated their applications .…”

Section: Introductionmentioning

confidence: 99%

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Preparation and Comparison of Chemical Properties of Phenazasiline Monomer, Dimer, Trimer, and Polymer

2020

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For the synthesis of phenazasiline with various degree of polymerization, phenazasilinediboronic acid esters (B-Phz-Bs) were prepared. Each absorption λmax of B-Phz-Bs was observed at longer wavelength than that of corresponding dibromophenazasiline derivatives (Br-Phz-Br). Reactions of B-Phz-B with monobromophenazasiline and Br-Phz-Br gave terphenazasiline (Me-3Phz-Mes) and poly(phenazasiline) (PPhz), respectively. The optical and electrochemical properties of phenazasilines with various degrees of polymerization were also studied. The absorption λmax of the compound with higher degree of polymerization was observed at longer wavelength. Cyclic voltammetry (CV) of monophenazasiline showed a one-step reversible redox process. On the other hand, CVs of biphenazasiline and poly(phenazasiline) showed two-step reversible redox process and that of terphenazasiline showed three-step reversible redox process, respectively.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Preparation and Comparison of Chemical Properties of Phenazasiline Monomer, Dimer, Trimer, and Polymer

2020

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“…The Sonogashira coupling reaction of BrIQÀ Boc and 1,4-diethynylbenzene by reported procedure [29,30] afforded IQ2BÀ Boc as shown in Scheme 3 eq(3) and S1. The Suzuki-Miyaura coupling reaction of BrIQÀ Boc and 9,9-didodecylfluroene 2,7-diboronic acid by the reported procedure [6,31] afforded IQ2DÀ Boc as shown in Scheme 3 eq(3) and S1.…”

Section: Resultsmentioning

confidence: 99%

Preparation, Electrochemical Behavior, and Reactivity of Bis(N‐Boc type Indroquinoxaline) Derivatives

Hayashi,

Oda,

Koizumi

2023

ChemistrySelect

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Bis(N‐butoxycarbonyl indroquinoxaline) derivatives with various junctures and various arylene units were prepared. Optical and electrochemical properties were dependent not only on the juncture system but also on the introduced arylene unit at the two indroquinoxalines. Both heating and addition of trifluoroacetic acid to the compounds afforded cleavage of the N‐butoxycarbonyl (Boc) unit to form bis(N−H type indroquinoxaline) derivatives. Conversion of the Boc unit caused optical properties to change. These suggest that the properties of the indroquinoxaline derivatives are expected to be changed by chemical modification.

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“…1. (such as O, 13 S, [14][15][16] SO, 15,16 SO2, 16 -CH2CH2-, 17,18 and -SiR2-, 12,[19][20][21] ) have been prepared and researched as functional materials because of the expectation of easy chemical modification.…”

Section: Introductionmentioning

confidence: 99%

Fluorescent Behavior of Dibenzazepine-containing Polymers in Epoxy Resin

2020

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Dibenzazepine derivatives were added to epoxy resin (bisphenol A diglycidyl ether, DGEBA). DSC analyses showed that DGEBA could be cured by the addition of secondary and tertiary alkylamine type compounds, but not by the addition of N-butoxycarbonyl substituted compound. Curing of the cast film and adhesion of glass substrates by dibenzazepine-containing polymers/DGEBA mixture was also observed. Therefore, the fluorescence spectra of dibenzazepine-containing polymers in DGEBA were compared. When the polymer was blended with DGEBA and the mixture was heated, the fluorescent λmax changed. This spectral change depended on the substituent of the polymer. This fluorescent behavior suggests that the polymers are likely to be monitoring agents for curing and adhesion.

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Synthesis and Donor-π-Acceptor Properties of Polyfluorene Derivatives Containing a Phenazasiline Moiety and an Electron Acceptor

Cited by 9 publications

References 19 publications

Preparation and Comparison of Chemical Properties of Phenazasiline Monomer, Dimer, Trimer, and Polymer

Preparation and Comparison of Chemical Properties of Phenazasiline Monomer, Dimer, Trimer, and Polymer

Preparation, Electrochemical Behavior, and Reactivity of Bis(N‐Boc type Indroquinoxaline) Derivatives

Fluorescent Behavior of Dibenzazepine-containing Polymers in Epoxy Resin

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