Synthesis and optical properties of light-emitting π-conjugated polymers containing biphenyl and dithienosilole

Date

2007-05-15

Author

LIAO, Liang
Çırpan, Ali
CHU, Qinghui
KARASZ, Frank E.
PANG, YI

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

180
views

0
downloads

Copolymers containing oligo(phenylene vinylene) (2.5), fluorene, and 4,4-dihexyldithienosilole (DTS) units were synthesized and characterized. The pi-conjugated monomers were joined with the palladium(0)-catalyzed Suzuki-Miyaura coupling reaction, thus forming either biphenyl- or phenyl-thiophene linkages. These polymers were photoluminescent, with the fluorescent quantum efficiency between 54 and 63% and with),lambda(max) for fluorescence at similar to 448 nm in tetrahydrofuran. The presence of 5% DTS in the copolymers had little influence on the optical absorption and emission wavelengths. Double-layer light-emitting-diode devices using these polymers as emissive layers had low turn-on voltages (3.5-4 V) and moderate external quantum efficiencies (0.14-0.30%). The results show that DTS plays a positive role in improving the charge-injection characteristics of poly(phenylene vinylene) materials.

Subject Keywords

Organic Chemistry, Materials Chemistry, Polymers and Plastics

URI

https://hdl.handle.net/11511/37749

Journal

Journal of Polymer Science, Part A: Polymer Chemistry

DOI

https://doi.org/10.1002/pola.21970

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Synthesis, characterization and electrochromic properties of a near infrared active conducting polymer of 1,4-di(selenophen-2-yl)-benzene Aydemir, Kadir; Tarkuc, Simge; Durmus, Asuman; Günbaş, Emrullah Görkem; Toppare, Levent Kamil (Elsevier BV, 2008-04-15) A novel selenophene-based monomer, 1,4-di(selenophen-2-yl)-benzene (DSB), was synthesized via Stille coupling reaction of 1,4-dibromobenzene and tributyl(2-selenophenyl)stannane. Conducting polymer (PDSB) was prepared electrochemically in the presence of tetrabutylammonium hexafluorophosphate (TBAPF(6)) as the supporting electrolyte in dichloromethane (DCM). The resulting conducting polymer was characterized by Cyclic Voltammetry, Fourier Transform Infrared and Ultraviolet-visible spectroscopy. Spectroelect...
Preparation of conductive polybenzoxazines by oxidative polymerization Kiskan, Baris; Yagci, Yusuf; Sahmetlioglu, Ertugrul; Toppare, Levent Kamil (Wiley, 2007-03-15) precursors were prepared by oxidative polymerization 3-phenyl-3,4-dihydro-2H-benzo[e][1,3] oxazine (P-a) alone and in the presence of thiophene (Th) with ceric ammonium nitrate in acetonitrile. The structure of the precursors was confirmed by FTIR, H-1 NMR, and DSC measurements, indicating the presence of a cyclic benzoxazine structure, together with small but varying amount of a ring opened phenolic structure. The resulting polymers exhibit conductivities around 10(-2) S cm(-1) and undergo thermal curing a...
Synthesis, Characterization and Optoelectrochemical Properties of Poly(2,5-di(thiophen-2-yl)-1-(4-(thiophen-3-yl)phenyl)-1H-pyrrole-co-EDOT) Turac, Ersen; Sahmetlioglu, Ertugrul; Toppare, Levent Kamil; Yuruk, Huseyin (Informa UK Limited, 2010-01-01) A new polythiophene derivative was synthesized by electrochemical oxidative polymerization of 2,5-di( thiophen-2-yl)-1-(4-(thiophen-3-yl) phenyl)-1H-pyrrole (TTPP). The structure of the monomer was evaluated by H-1-NMR and FT-IR. The polymer (P(TTPP)) and its co-polymer with 3,4-ethylenedioxythiophene (P(TTPP-co-EDOT)) were synthesized via potentiostatic electrochemical polymerization. The resulting polymers were characterized by cyclic voltammetry (CV), FT-IR, SEM and UV-Vis spectroscopy, and conductivity ...
Synthesis, characterization and electrochromic properties of copolymer of 3-{[4-(thien-3-yl-methoxy)phenoxy]methyl} thiophene with thiophene Erden, Ayca; Sahin, Elif; Gullu, Mustafa; Toppare, Levent Kamil (Elsevier BV, 2006-08-01) (3- {[4-(Thien-3-yl-methoxy)phenoxy]methyl} thiophene) (TMPMT) was synthesized via the reaction of 3-bromomethyl-thiophene with hydroquinone and characterized by nuclear magnetic resonance (NMR) and Fourier transform infrared spectroscopy (FTIR). Electrochemical copolymerization of TMPMT with thiophene in acetonitrile/boron trifluoride diethyl etherate (AN/BFEE) solvent mixture was achieved using tetrabutylammonium tetrafluoroborate (TBAFB) as the supporting electrolyte. Resulting copolymer was characterize...
Synthesis, characterization and electrochromic properties of conducting copolymers of 2,3-bis-[(3-thienylcarbonyl)oxy]propyl 3-thiophene carboxylate with thiophene and pyrrole Bulut, U; Toppare, Levent Kamil; Yilmaz, F; Yagci, Y (Elsevier BV, 2004-11-01) 2,3-bis-[(3-thienylcarbonyl)oxy]propyl 3-thiophene carboxylate (TOPT) was synthesized via the reaction of 3-thionylcarboxylic acid with glycerol, and electrochemically polymerized either with thiophene and pyrrole by using tetrabutylammonium tetrafluoroborate (TBAFB) as the supporting electrolyte in acetonitrile (AN). Characterization of the resulting copolymers was performed via cyclic voltammetry, FTIR, thermal gravimetry analysis (TGA), and scanning electron microscopy (SEM). Electrical conductivities we...

Citation Formats

L. LIAO, A. Çırpan, Q. CHU, F. E. KARASZ, and Y. PANG, “Synthesis and optical properties of light-emitting π-conjugated polymers containing biphenyl and dithienosilole,” Journal of Polymer Science, Part A: Polymer Chemistry, pp. 2048–2058, 2007, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/37749.