Synthesis, electroluminescence, and photovoltaic cells of new vinylene‐copolymers with 4‐(anthracene‐10‐yl)‐2,6‐diphenylpyridine segments

Mikroyannidis, John A.; Vellis, Panagiotis D.; Yang, Sheng‐Hsiung; Hsu, Chain‐Shu

doi:10.1002/app.30958

Cited by 7 publications

(5 citation statements)

References 41 publications

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“…Additionally, the nitrogen atom of the pyridines might be placed in the ortho, meta, or para position with the possibility of distinguishing between electronic and steric influences. Interestingly, pyridylanthracenes are known to possess important luminescence properties and have been used to construct coordination polymers, but their reaction with 1 O 2 was hitherto unknown.…”

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confidence: 99%

Synthesis of Pyridylanthracenes and Their Reversible Reaction with Singlet Oxygen to Endoperoxides

Fudickar

Linker

2017

J. Org. Chem.

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The ortho, meta, and para isomers of 9,10-dipyridylanthracene 1 have been synthesized and converted into their endoperoxides 1-O upon oxidation with singlet oxygen. The kinetics of this reaction can be controlled by the substitution pattern and the solvent: in highly polar solvents, the meta isomer is the most reactive, whereas the ortho isomer is oxidized fastest in nonpolar solvents. Heating of the endoperoxides affords the parent anthracenes by release of singlet oxygen.

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confidence: 99%

Synthesis of Pyridylanthracenes and Their Reversible Reaction with Singlet Oxygen to Endoperoxides

Fudickar

Linker

2017

J. Org. Chem.

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“…Such nitrogen-containing polymers are obtained mainly by metal complex catalysis, that is, using Suzuki, Yamamoto, Heck, Sonogashira, and Buchwald-Hartwig reactions. These reactions require ultrapure conditions and the use of expensive catalysts [28][29][30][31]. Similar shortcomings of the synthesis are inherent in the reaction of azide-alkyne cycloformation [32].…”

Section: Introductionmentioning

confidence: 99%

Polyphenylenepyridines Based on Acetylaromatic Compounds

Kovalev,

Khotina,

Kovaleva

et al. 2023

J. Compos. Sci.

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Nitrogen-containing polyphenylene type polymers containing pyridine rings were synthesized. The polymer-forming reaction is based on the interaction of diacetylarylene and triethylorthoformate with the formation of a pyrylium salt and subsequent treatment of the intermediate product with ammonia. The optimal ratios of the reagents for the formation of the pyridine fragment were determined. The mechanism of the main reaction is discussed. The formation of the pyridine ring and phentriyl (1,3,5-triphenylsubstituted benzene) fragments was confirmed using 1H NMR data of the example of model reactions. After heating at a temperature of 450 °C, when a more complete polycondensation process occurs, the polymers reach high values of thermal characteristics—10% weight loss in an inert atmosphere corresponds to 600 °C. The structure of the synthesized polymers was confirmed using elemental analysis, IR, XPS, and EPR spectroscopy. The conjugation length in cross-linked polyphenylene pyridines can be controlled by varying the arylene bridge groups between the phentriyl fragments, which opens up opportunities for the development of new composite materials for electrical applications.

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“…In addition, the angularly constructed conjugated polymers likely will possess better solubility and lead to better solution processability 8. 2,4,6‐Trisubstituted pyridine building blocks have been used for organic light‐emitting diodes6b, 6d, 6f and polymer solar cells applications 7e, 9. However, they have never been used as building blocks of conjugated polymers for OFET applications.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of a 2,4,6‐Tri(2‐thienyl)pyridine‐Based Conjugated Polymer for OFET Applications

Cao

Sun

Zhang

et al. 2012

Macro Chemistry & Physics

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electrical performance combined with ambient stability. Strategy for improving the ambient stability of thiophene polymers involves decreasing the HOMO energy level of polymers below the threshold for thermodynamically favorable electrochemical oxidation. [ 1d , 2b , 4 ] This strategy can be achieved in several ways such as reducing the electron density of the conjugated polymer by introduction of electrondefi cient monomers, shorting π -electron conjugation along the polymer chain either sterically by reducing π -electron overlap between adjacent repeating units or electronically by introducing repeating units, which hindered delocalization in the backbone. [ 1d , 5 ] However, consideration should be also given in maintaining strong interpolymer interaction and matching of HOMO energy level of polymers with the work function of electrodes for achievement of high fi eld-effect transistor performances.The incorporation of electron-defi cient nitrogencontaining heterocycles into the conjugated backbone can lower the HOMO energy levels of polymers as compared with phenylene or thiophene analogues. [ 6 ] 2,4,6-Trisubstituted pyridine derivatives have been extensively used as building blocks in supramolecular chemistry due to good π -stacking ability, directional H-bonding, and metal coordination properties. [ 6e , 7 ] 2,4,6-Trisubstituted pyridine derivatives with meta-linked aromatic structures Macromol. Chem. Phys. 2012, 213, 917−923Figure 5 . XRD measurements on the thin fi lms of PBDTTPy annealed at at (a) 25, (b) 80, (c) 120, and (d) 160 ° C.

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Synthesis, electroluminescence, and photovoltaic cells of new vinylene‐copolymers with 4‐(anthracene‐10‐yl)‐2,6‐diphenylpyridine segments

Cited by 7 publications

References 41 publications

Synthesis of Pyridylanthracenes and Their Reversible Reaction with Singlet Oxygen to Endoperoxides

Synthesis of Pyridylanthracenes and Their Reversible Reaction with Singlet Oxygen to Endoperoxides

Polyphenylenepyridines Based on Acetylaromatic Compounds

Synthesis and Characterization of a 2,4,6‐Tri(2‐thienyl)pyridine‐Based Conjugated Polymer for OFET Applications

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