2010
DOI: 10.1002/macp.201000132
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Highly Air‐Stable Thieno[3,2‐b]thiophene‐Thiophene‐Thiazolo[5,4‐d]thiazole‐Based Polymers for Light‐Emitting Diodes

Abstract: A series of highly air‐stable, low‐bandgap poly(3‐alkylthiophene)s containing electron‐rich thieno[3,2‐b]thiophene and electron‐deficient thiazolo[5,4‐d]thiazole rings were synthesized by the Stille coupling reaction. The polymers exhibited good thermal stability and solubility with excellent film forming properties when drop‐ or spin‐cast from solution. A strong absorption at 564–568 nm and a shoulder at 614–616 nm were observed. The optical bandgap of the polymers was found to be 1.82–1.85 eV. The IP of the … Show more

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Cited by 39 publications
(16 citation statements)
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“…Structure of fullerene is based on extended p-system with sp 2 hybridized carbon atoms and they behave as electron deficient olefins.S o, molecular receptors with electron-rich moiety will match with electron-poor guest molecule. [20] In this regard, electron rich 1,4-dihydropyrrolo [3,2-b]pyrrole [21] based building block would be ag ood choice.1 ,4dihydropyrrolo [3,2-b]pyrroles are 10-p-electron heterocyclic systems.T heir simple derivatives and p-expanded analogues are being extensively used in fields like optoelectronics, [22] photovoltaic applications [23] and organic dyes. [24] Te tra-aryl substituted 1,4-dihydropyrrolo [3,2-b]pyrrole-based tetra-imidazole ligand (L)i sap-expanded analogue of 1,4dihydropyrrolo [3,2-b]pyrrole and can pave the way of fullerene encapsulation inside molecular receptor through p-p interaction.…”
Section: Introductionmentioning
confidence: 99%
“…Structure of fullerene is based on extended p-system with sp 2 hybridized carbon atoms and they behave as electron deficient olefins.S o, molecular receptors with electron-rich moiety will match with electron-poor guest molecule. [20] In this regard, electron rich 1,4-dihydropyrrolo [3,2-b]pyrrole [21] based building block would be ag ood choice.1 ,4dihydropyrrolo [3,2-b]pyrroles are 10-p-electron heterocyclic systems.T heir simple derivatives and p-expanded analogues are being extensively used in fields like optoelectronics, [22] photovoltaic applications [23] and organic dyes. [24] Te tra-aryl substituted 1,4-dihydropyrrolo [3,2-b]pyrrole-based tetra-imidazole ligand (L)i sap-expanded analogue of 1,4dihydropyrrolo [3,2-b]pyrrole and can pave the way of fullerene encapsulation inside molecular receptor through p-p interaction.…”
Section: Introductionmentioning
confidence: 99%
“…Poly(3-alkylthiophene)s, having TT and electron-deficient thiazolo [5,4-d]thiazole rings, were assembled through Stille cross-couplings (Scheme 27) [49]. Treatment of the aldehydes 122 with dithiooxamide (123) provided thiazolo [5,4-d] thiazole oligomers (124).…”
Section: Synthesis Of Thieno[32-b]thiophenesmentioning
confidence: 99%
“…Recently, Patri et al synthesized a series of highly air‐stable, low bandgap (1.82–1.85 eV) poly(3‐alkylthiophene)s containing electron‐rich thienothiophene and electron‐deficient thiazolothiazole with different alkyl side chains 114. Strong absorption peaks at 564–568 nm and shoulders at 614–616 nm were observed from these polymer films.…”
Section: Thiazole‐based Polymers For Oledsmentioning
confidence: 99%