Efficient blue-green-emitting poly[(5-diphenylamino-1, 3-phenylenevinylene) -alt-(2,5-dihexyloxy-1, 4-phenylenevinylene)] derivatives: Synthesis and optical properties

Date

2006-04-01

Author

Liao, Liang
Çırpan, Ali
DING, Liming
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

70
views

0
downloads

New poly(phenylene vinylene) derivatives with a 5-diphenylamino-1,3-phenylene linkage (including polymers 2, 3, and 5) have been synthesized to improve the charge-injection properties. These polymers are highly photoluminescent with fluorescent quantum yields as high as 76% in tetrahydrofuran solutions. With effective pi-conjugation interruption at adjacent m-phenylene units, chromophores of different conjugation lengths can be incorporated into the polymer chain in a controllable manner. In polymer 2, the structural regularity leads to an isolated, well-defined emitting chromophore. Isomeric polymer 3 of a random chain sequence, however, allows the effective emitting chromophores to be joined in sequence by sharing a common m-phenylene linkage (as shown in a molecular fragment). Double-layer light-emitting-diode devices using 2, 3, and 5 as emitting layers have turn-on voltages of about 3.5 V and produce blue-green emissions with peaks at 493, 492, and 482 nm and external quantum efficiencies up to 1.42, 0.98, and 1.53%, respectively. In comparison with a light-emitting diode using 2, a device using 3 shows improved charge injection and displays increased brightness by a factor of similar to 3 to 1400 cd/m(2) at an 8-V bias.

Subject Keywords

Organic Chemistry, Materials Chemistry, Polymers and Plastics

URI

https://hdl.handle.net/11511/47009

Journal

Journal of Polymer Science, Part A: Polymer Chemistry

DOI

https://doi.org/10.1002/pola.21347

Collections

Department of Chemistry, Article

Suggestions

OpenMETU
Core

Understanding the influence of hydrogen bonding and diisocyanate symmetry on the morphology and properties of segmented polyurethanes and polyureas: Computational and experimental study Sami, Selim; Yıldırım, Erol; Yurtsever, Mine; Yurtsever, Ersin; Yilgor, Emel; Yilgor, Iskender; Wilkes, Garth L. (Elsevier BV, 2014-09-02) Quantum mechanical calculations (QMC) and dissipative particle dynamics (DPD) siniulations were utilized to understand the nature of the short and long-range hydrogen bonding and its influence on the microphase morphology in segmented polyurethanes and segmented polyureas prepared without chain extenders through the stoichiometric reactions of hydroxy or amine terminated poly(tetramethylene oxide) (PTMO-1000) with 1,4-phenylene diisocyanate (PPDI) and 1,3-phenylene diisocyanate (MPDI). The possibility of lo...
Synthetic Design of Polyester Electrolytes Guided by Hydrophobicity Calculations Yıldırım, Erol; Peretic, Matthew J.; Pasquinelli, Melissa A.; Mathers, Robert T. (American Chemical Society (ACS), 2016-10-25) Partition coefficients (LogP) help to quantify hydrophobicity, which can be used to guide the design of polymer electrolytes with properties. Thus, this study combined synthetic experiments and modeling to produce polyester electrolytes that solubilize lithium salts. These polyester electrolytes were derived from natural sources and polymerized with different ratios of polyols (diglycerol, glycerol, and diethylene glycol) and citric acid in the presence of lithium salts (LiTf and LiTFSI). The Fisher esterif...
A new soluble conducting polymer and its electrochromic devices YİLDİZ, UMİT HAKAN; SAHİN, ELİF; Akhmedov, IM; Tanyeli, Cihangir; Toppare, Levent Kamil (Wiley, 2006-04-01) A new polythiophene derivative was synthesized by both chemical and electrochemical oxidative polymerization of 1-(1-phenylethyl)-2,5-di(2-thienyl)-1H-pyrrole (PETPy). Of which the chemical method produces a polymer that is completely soluble in organic solvents. The structures of both the monomer and the soluble polymer were elucidated by nuclear magnetic resonance (H-1 and C-13 NMR) and Fourier transform infrared (FTIR) spectroscopy. The average molecular weight has been determined by gel permeation chrom...
Fabrication of a Novel Polymeric Scaffold for Amperometric Laccase Biosensor Soylemez, Saniye; Bekmezci, Aybüke; Göker, Seza; Toppare, Levent Kamil (Wiley, 2019-11-14) Present work displays the preparation of an electrochemical biosensor using a conjugated polymer and laccase enzyme for catechol quantification in samples. The biosensing system is based on an enzyme immobilization on polymer modified graphite transducer surface. For that purpose, a random conjugated polymer, thienothiophene-benzoxadiazole-alt-benzodithiophene (BOTT), was coated onto a graphite electrode surface via drop casting method followed by immobilization of a biomolecule (laccase) for sensing experi...
AM1, MNDO and MINDO/3 treatments of Huckel type cyclacenes Tuerker, Lemi; Guemues, Selcuk (Informa UK Limited, 2006-01-01) Huckel type cyclacenes having R = 3-10 have been subjected to quantum chemical analyses at the level of AM1, MNDO and MINDO/3 (UHF and RHF) type semi-empirical treatments. The structures have been found to be stable but endothermic in nature. No cryptoannulenic effect has been observed when AM1 (UHF) and MNDO (UHF) treatments are used. Whereas MINDO/3 (UHF) and all the RHF type calculations indicated certain degree of cryptoannulenic effect R = 4 through 8 for the heat of formation values. Frontier molecula...

Citation Formats

L. Liao, A. Çırpan, L. DING, F. E. KARASZ, and Y. Pang, “Efficient blue-green-emitting poly[(5-diphenylamino-1, 3-phenylenevinylene) -alt-(2,5-dihexyloxy-1, 4-phenylenevinylene)] derivatives: Synthesis and optical properties,” Journal of Polymer Science, Part A: Polymer Chemistry, pp. 2307–2315, 2006, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/47009.