Light-emitting devices based on pyridine-containing conjugated polymers

Wang, Y.Z.; Gebler, D. D.; Fu, De Liang; Swager, Timothy M.; MacDiarmid, Alan G.; Epstein, Arthur J.

doi:10.1016/s0379-6779(97)80201-9

Cited by 109 publications

(44 citation statements)

References 10 publications

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“…The copolymer with fluorene, P(BTz-F), was prepared by the Suzuki-Miyaura coupling reaction [21,22] using Pd(PPh 3 ) 4 . P(BTz-F) was easily soluble in common organic solvents such as chloroform and DMF.…”

Section: Resultsmentioning

confidence: 99%

“…[4,5] The n-type conducting properties of the polymers are considered to originate from the p-electron-deficient nature of the pyridine unit due to the presence of an electron-withdrawing imine ( À C ¼ N À ) nitrogen. [6] Other n-type p-conjugated polymers such as the polyquinolines, polyquinoxalines, and polybenzobisazoles have also been demonstrated to be effective as electron transport (ET) layers in PLEDs.…”

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confidence: 99%

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Nickel‐2,2′‐Bipyridyl and Palladium‐Triphenylphosphine Complex Promoted Synthesis of New π‐Conjugated Poly(2‐hexylbenzotriazole)s and Characterization of the Polymers

Tanimoto

Yamamoto

2004

Adv Synth Catal

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A nickel(0) complex (Ni-bpy) promoted dehalogenative polycondensation of 4,7-dibromo-2-hexylbenzotriazole gives the new p-conjugated polymer, polybenzotriazole [P(BTz)]. Palladium-triphenylphosphine [Pd(PPh 3 ) 4 ] catalyzed the copolymerization between 4,7-dibromo-2-hexylbenzotriazole with 2,5-diethynyl-1,4-dihexyloxybenzene and 9,9'-dihexylfluorene-2,7-bis(trimethylene borate) to give the corresponding polymers P(BTz-AE) and P(BTz-F), respectively. The number average molecular weights, M n , of the polymers ranged from 3000 to 7400. P(BTz-AE) showed a photoluminescence (PL) peak at 500 nm in CHCl 3 with a high quantum yield of PL (87%).

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Section: Resultsmentioning

confidence: 99%

mentioning

confidence: 99%

Nickel‐2,2′‐Bipyridyl and Palladium‐Triphenylphosphine Complex Promoted Synthesis of New π‐Conjugated Poly(2‐hexylbenzotriazole)s and Characterization of the Polymers

Tanimoto

Yamamoto

2004

Adv Synth Catal

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“…Although many classes of n-type conjugated polymers, including poly(quinoline)s, [5,6] poly-(quinoxaline)s, [7] polypyridines, [8] and poly(benzobisazole)s, [9] have been demonstrated to be good electrontransport materials in light-emitting diodes, their electron affinities (EAs) or LUMO levels are relatively small (EA < 3.2 eV). For facile electron injection and transport in n-channel polymer field-effect transistors (FETs), conjugated polymers with EA values of about 4.0 eV or higher are needed in order to achieve ohmic contacts from aluminum electrodes; even higher EA values are needed for ohmic contacts from gold electrodes.…”

Section: Introductionmentioning

confidence: 99%

Poly(pyrazinoquinoxaline)s: New n‐Type Conjugated Polymers That Exhibit Highly Reversible Reduction and High Electron Affinity

Zhu

Yen

Jenekhe

et al. 2004

Macromol. Rapid Commun.

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Summary: The pyrazinoquinoxaline‐based conjugated polymers poly(2,7‐diphenylpyrazino(2,3‐g)quinoxaline‐3,8‐diyl‐1,4‐phenylene) (PZQP) and poly(2,7‐diphenylpyrazino(2,3‐g)quinoxaline‐3,8‐diyl‐2,5‐thiophene) (PZQT) have been synthesized and characterized. PZQP and PZQT have optical band gaps of 2.44 and 1.76 eV, respectively. Both polymers showed highly reversible electrochemical reduction, with an electron affinity of 3.6 eV for PZQP and 3.8 eV for PZQT. The electronic structures of PZQP, PZQT, and related poly(pyrazinoquinoxaline)s, were calculated by density functional theory and compared with the experimental results.Molecular structure and reduction cyclic voltammogram of PZQP.imageMolecular structure and reduction cyclic voltammogram of PZQP.

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“…[36,37] The homopolymer of pyridine (Ppy) act as blue emitting material and the other pyridine-containing copolymers have been shown to be highly luminescent. [38][39][40][41] The reactivity of pyridine moiety for N-protonation, N-oxidation, and quaternization with RX can also modify the optical and electrical properties. [42] Also in comparison to phenylene-based polymers, they are more resistant to oxidation and show better electron-transporting properties due to higher electron affinity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and optical properties of poly[2-(4-(2,2′-bithiophen-5-yl)phenyl)-4-(4-alkoxyphenyl)-6-phenylpyridine]s

Koohmareh

Fallah

Farnia

2013

Designed Monomers and Polymers

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Two new copolymers, P 1 and P 2 , composed of 4[4-(alkoxy)phenyl]-2, 6-bis(4-bromophenyl)pyridine and bithiophene units, have been synthesized via Suzuki cross-coupling reactions. 4[4-(alkoxy)phenyl]-2, 6-bis(4-bromophenyl)pyridines were synthesized starting from condensation reaction of 4-bromoacetophenone and 4-hydroxy benzaldehyde, and subsequent alkoxylation of hydroxyl groups. All of the polymers and intermediates were characterized using FTIR and NMR spectroscopies. The synthesized polymers exhibit good solubility in common organic solvents. The maximum absorption peak for P 1 and P 2 was 430 and 420 nm, respectively. The optical band gap energy of the polymers was determined by absorption onset and found to be 2.17 eV for P 1 and 2.13 eV for P 2 .

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Light-emitting devices based on pyridine-containing conjugated polymers

Cited by 109 publications

References 10 publications

Nickel‐2,2′‐Bipyridyl and Palladium‐Triphenylphosphine Complex Promoted Synthesis of New π‐Conjugated Poly(2‐hexylbenzotriazole)s and Characterization of the Polymers

Nickel‐2,2′‐Bipyridyl and Palladium‐Triphenylphosphine Complex Promoted Synthesis of New π‐Conjugated Poly(2‐hexylbenzotriazole)s and Characterization of the Polymers

Poly(pyrazinoquinoxaline)s: New n‐Type Conjugated Polymers That Exhibit Highly Reversible Reduction and High Electron Affinity

Synthesis, characterization, and optical properties of poly[2-(4-(2,2′-bithiophen-5-yl)phenyl)-4-(4-alkoxyphenyl)-6-phenylpyridine]s

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