Low-band gap and fluorescent poly(triphenylamine-thiazolo[5,4-d]thiazole) copolymer dye

Olgun, Uğursoy; Gülfen, Mustafa

doi:10.1039/c4ra16152a

Cited by 9 publications

(2 citation statements)

References 47 publications

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“…Firstly, Olgun et al . synthesized polytriphenylamine‐thiazolothiazole copolymer dye with triphenylamine and thiazolothiazole as building blocks, that showed absorption maxima at 374 nm and 444 nm and concluded that absorption maxima at 374 nm was assigned to n → σ* transition of triphenylamine and absorption at 444 nm is attributed to n → π* of thiazolothiazole. Whereas Xie et al .…”

Section: Resultsmentioning

confidence: 99%

Effect of Co-monomers on Triphenylamine-Thiazolothiazole-Based Donor-Acceptor Copolymers: Synthesis and their Optical Properties

Sannasi

Jeyakumar

2017

ChemistrySelect

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Donor‐Acceptor type copolymer, poly(9,9‐di‐n‐hexylfluorene‐alt‐2,5‐bis(N,N‐diphenylaniline)‐thiazolo[5,4‐d]thiazole) (P1) and random copolymers of P2‐P4 have been synthesized using Suzuki polymerization reaction. For random copolymers, dicyanomethane derivative of triphenylamine, dithienothiophene and thienothiophene were used as co‐monomers, respectively to P2‐P4 along fluorene and 2,5‐bis(N,N‐diphenylaniline)‐thiazolo[5,4‐d]thiazole). Studies on the optical, thermal and electrochemical properties of these copolymers (P1‐P4) were carried out. By incorporating different aromatic moiety as co‐monomer, optical properties of the polymers were tuned which exhibited significant changes in UV‐Vis absorption as well as emission characteristics. All these copolymers were thermally stable upto 300 °C and soluble in common organic solvents. Electrochemical studies of these polymers indicate that they have deep HOMO energy levels. Photoluminescence emission studies of the synthesized polymers as thin film showed that polymer (P2) with dicyanomethane derivative of triphenylamine was red shifted when compared with other polymers. Weight average moleular weights of the polymers were in the range of 6.457 KDa to 12.000 KDa.

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Section: Resultsmentioning

confidence: 99%

Effect of Co-monomers on Triphenylamine-Thiazolothiazole-Based Donor-Acceptor Copolymers: Synthesis and their Optical Properties

Sannasi

Jeyakumar

2017

ChemistrySelect

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“…The properties of TzTz could be exerted better in the COFs than in unordered CMPs. Particularly for COFs with ordered interlayer stacking, electron-deficient TzTz could improve the visible light-harvesting capability and boost the charge transfer [56,57]. However, the assembly of TzTz-based COFs is extremely difficult because of the low reversibility of TzTz.…”

Section: Introductionmentioning

confidence: 99%

Thiazolo[5,4-d]thiazole-based covalent organic framework microspheres for blue light photocatalytic selective oxidation of amines with O2

Zhang

Li²,

Dong³

et al. 2022

Chinese Journal of Catalysis

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Synthesis, Properties, and Solar Cell Performance of Poly(4‐(p‐alkoxystyryl)thiazole)s

Jäger

Schraff

Pammer

2018

Macro Chemistry & Physics

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A series of polythiazoles (PvTzs) featuring conjugated styryl sidechains equipped with different solubilizing p‐alkoxy‐groups (OR, R = n‐octyl, n‐dodecyl, 2‐ethylhexyl, 2‐hexyldecyl) is prepared by Negishi‐coupling polycondensation. Soluble material with number‐average molecular weights of up to Mn = 8.5 kDa (polydispersity (PDI) = 1.3, degree of polymerization (DPn) ≈ 20) is obtained, with a head‐to‐tail content of the PvTzs of ≈77%, as estimated from comparison with reference polymers. The polymers exhibit optical absorption properties similar to their polythiophene analogues, while their electrochemical characterization shows a significant stabilization of their frontier orbital levels. Fluorescence measurements indicate that upon excitation of the electron rich alkoxystyryl side‐chains charge transfer onto the more electron deficient polythiazole backbone occurs. This finding is corroborated by density functional theory (DFT) calculations on oligomeric model systems, which also consistently reproduce the optical properties observed for the polymers. The potentialities of these materials for applications in organic electronics can be demonstrated by their use as donor materials in organic photovoltaic cells, which exhibit higher open circuit voltages (VOC, up to 0.86 V) than P3HT‐ or analogous polythiophene‐based cells (VOC = 0.5–0.6 V).

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Low-band gap and fluorescent poly(triphenylamine-thiazolo[5,4-d]thiazole) copolymer dye

Abstract: The synthesis, characterization and spectroscopy of a new fluorescent poly(triphenylamine-thiazolo[5,4-d]thiazole) dye with low band gap energy have been reported.

Cited by 9 publications

References 47 publications

Effect of Co-monomers on Triphenylamine-Thiazolothiazole-Based Donor-Acceptor Copolymers: Synthesis and their Optical Properties

Effect of Co-monomers on Triphenylamine-Thiazolothiazole-Based Donor-Acceptor Copolymers: Synthesis and their Optical Properties

Thiazolo[5,4-d]thiazole-based covalent organic framework microspheres for blue light photocatalytic selective oxidation of amines with O2

Synthesis, Properties, and Solar Cell Performance of Poly(4‐(p‐alkoxystyryl)thiazole)s

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