Synthesis and solvatochromism of soluble polyethers containing isolated emissivep-aryl vinylene derivatives

Hwang, Shiao‐Wen; Chen, Yun

doi:10.1002/(sici)1099-0518(20000415)38:8<1311::aid-pola15>3.0.co;2-0

Cited by 7 publications

(6 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The introduction of the inert bisphenol A segments in P4 resulted in the lower exciplex formation and the higher quantum yield than P3 in solution due to the dilute effect. According to our previous work and above discussion, ,, the photoluminescence of poly(aryl ether)s containing two or more fluorophores could exhibit three type of results: (1) the emission of polymers contributed from each fluorophore; (2) the emission of polymers was dominated by the fluorophores with longer emissive wavelength via reabsorption or energy transfer; (3) the emissive wavelengths of polymers were longer than each fluorophore due to the interchain interaction (such as excimer or exciplex). If we extend the synthetic tactic to obtain the white light by copolymerizing the R, G, and B fluorophores, the problem of reabsorption, energy transfer, or interchain exciton, which leads to unexpected wavelength shift, will need to be overcome.…”

Section: Resultsmentioning

confidence: 91%

“…These polymers can extend to systems with efficient photoinduced charge transfer and separation for photovoltaic devices and to bipolar charge transport materials for light-emitting diodes, , lasers, and other applications . The isolated polymers consisting of defined hole-transporting (donor) or electron-transporting (acceptor) segments are also interesting because the electron and hole affinities can be enhanced simultaneously, and the nonconjugated spacers can conduce to big band gap for blue emission. − 1,3,4-Oxadiazole derivatives, such as 2-(4-biphenylyl)-5-(4- tert -butylphenyl)-1,3,4-oxadiazole (PBD), are commonly used as electron-transporting layer in the organic light-emitting diodes (OLEDs). But the efficiency can be limited due to their crystallization during the operation of LED.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Photoluminescent and Electrochemical Properties of Novel Poly(aryl ether)s with Isolated Hole-Transporting Carbazole and Electron-Transporting 1,3,4-Oxadiazole Fluorophores

Hwang

Chen

2002

Macromolecules

Self Cite

View full text Add to dashboard Cite

Four novel poly(aryl ether)s consisting of alternate isolated hole-transporting carbazole and electron-transporting 1,3,4-oxadiazole segments were synthesized from the nucleophilic displacement reaction of bis(fluoride) monomers with bis(phenol) monomers. These poly(aryl ether)s are soluble in common organic solvents and exhibit good thermal stability with 5% weight loss temperature above 400 °C under a nitrogen atmosphere. The photoluminescent (PL) spectra and quantum yields of these polymers are dependent on the composition of the two isolated fluorophores. The formation of exciplex in P3 was observed in the film and solution state and resulted in the lower quantum yield. The quantum yields of P4 in solutions can increase from 0.04 of P3 to 0.36, due to the dilute effect, by introducing the inert bisphenol A segments. However, the PL spectra of P4 only showed a little blue shift in the film state. This means the interchain exciplex still dominated the emission of polymeric films. The HOMO and LUMO energy levels of these polymers have been measured from cyclic voltammetry. All the observations directly proved that the oxidation in polymers started at the hole-transporting segments. Both the electron and hole affinities of these polymers could be enhanced simultaneously due to the introduction of isolated hole-transporting carbazole and electron-transporting 1,3,4-oxadiazole segments.

show abstract

Section: Resultsmentioning

confidence: 91%

Section: Introductionmentioning

confidence: 99%

Photoluminescent and Electrochemical Properties of Novel Poly(aryl ether)s with Isolated Hole-Transporting Carbazole and Electron-Transporting 1,3,4-Oxadiazole Fluorophores

Hwang

Chen

2002

Macromolecules

Self Cite

View full text Add to dashboard Cite

show abstract

“…Table I summarizes the solubility of the polyethers in organic solvents. In general, the solubility of the polyethers seems to increase with polarity of the solvents 13. Polyethers P1 – P4 are completely soluble in polar aprotic solvents such as dimethylacetamide, NMP, and pyridine at ambient temperature.…”

Section: Resultsmentioning

confidence: 99%

“…In general, the solubility of the polyethers seems to increase with polarity of the solvents. 13 Polyethers P1-P4 are completely soluble in polar aprotic solvents such as dimethylacetamide, NMP, and pyridine at ambi- PROPERTIES OF NOVEL POLYETHERS ent temperature. Even chloroform can dissolve P2, P3, and P4 without heating.…”

Section: Preparation and Characterization Of Polymersmentioning

confidence: 99%

“…We have been investigating new polymers with isolated emitting chromophores and electron-or hole-transport groups. [13][14][15] In the present work, we prepare and characterize new polyethers containing distyrylbenzene blue-emitting chromophores and electron-withdrawing 2,5-bis(4oxyphenyl)-1,3,4-oxadiazole using Horner-Wadsworth-Emmons nucleophilic polycondensation. The optical and electrochemical properties of these polyethers are presented in detail.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis and optical and electrochemical properties of novel polyethers containing isolated distyrylbenzene derivatives and side‐aromatic 1,3,4‐oxadiazole chromophores

Chen

Lai

2001

J. Polym. Sci. A Polym. Chem.

Self Cite

View full text Add to dashboard Cite

New polyethers (P2, P4) with isolated emitting distyrylbenzene derivatives and pendant aromatic 1,3,4-oxadiazole chromophores have been prepared by the Horner-Wadsworth-Emmons olefination reaction. Polyethers P1 and P3 without oxadiazole groups have also been synthesized for comparison. The reduced viscosities were about 0.20 -0.33 dL/g, and the solubility in organic solvents increased with a number of side methoxy or ethoxy substituents in the distyrylbenzene section. Absorption spectra showed two peaks at 371-388 and 304 nm that corresponded to the -* transition of the conjugated distyrylbenzene derivatives and aromatic oxadiazoles, respectively. The band gaps were at 2.76 -2.85 eV, which were calculated from onset absorption in the film state. The photoluminescence (PL) maxima were at 459 -469 nm, indicating that they are blue-emitting materials, and the relative PL quantum efficiencies were 0.62-0.77 and 0.23-0.40 in solution and the film state, respectively. Cyclic voltammetric investigations demonstrated that oxadiazole moieties decrease the barrier of electron injection but also retard hole injection.

show abstract

Synthesis and properties of polyether with short alternating conjugated and nonconjugated blocks containing oxadiazole units

Meng

Zhang

Zhi

et al. 2002

J of Applied Polymer Sci

View full text Add to dashboard Cite

Apolyether,poly[(2,5-dimethylene-1,3,4-oxadiazole)dioxy-1,4-phenylene-1,2-ethenylene-1,4-phenylene-1,2-ethenylene-1,4-phenylene], based on short alternating conjugated oxadiazole units, has been synthesized, which is a kind of PPV derivative that emits blue light. The resulting polymer is fairly soluble in chloroform. The synthesized polymer shows a UV-visible absorbency maximum wavelength around 310 nm in solution. The photoluminescence maximum wavelength for the resulting polymer appears around 470 nm. The polymer also exhibits good thermal stability up to 300°C under N 2 atmosphere. It is also observed that the onset temperature of thermal decomposition is as high as 355°C.

show abstract

Synthesis and solvatochromism of soluble polyethers containing isolated emissivep-aryl vinylene derivatives

Cited by 7 publications

References 19 publications

Photoluminescent and Electrochemical Properties of Novel Poly(aryl ether)s with Isolated Hole-Transporting Carbazole and Electron-Transporting 1,3,4-Oxadiazole Fluorophores

Photoluminescent and Electrochemical Properties of Novel Poly(aryl ether)s with Isolated Hole-Transporting Carbazole and Electron-Transporting 1,3,4-Oxadiazole Fluorophores

Synthesis and optical and electrochemical properties of novel polyethers containing isolated distyrylbenzene derivatives and side‐aromatic 1,3,4‐oxadiazole chromophores

Synthesis and properties of polyether with short alternating conjugated and nonconjugated blocks containing oxadiazole units

Contact Info

Product

Resources

About