A perylene five-membered ring diimide for organic semiconductors and π-expanded conjugated molecules

Abstract

A perylene five-membered ring diimide PDI39 was developed as a new electron-deficient building block for n-type semiconductors. The π-expanded conjugated molecules entailing azulenes were synthesized from PDI39. These conjuagted molecules...

Linear Nonalternant Isomers of Acenes Fusing Multiple Azulene Units

“…There are two general approaches to introduce azulene, namely, i) starting from commercially available azulene to prepare azulene‐containing PAHs and ii) in situ constructing azulene skeleton from nonazulene substrates. Although the former can build a wide range of PAHs containing σ‐bonded [7–10] and fused azulene [11–19] units, the high cost of azulene limits its use. By contrast, the latter provides an opportunity to build azulene from simple nonazulene precursors with diverse structural modifications which facilitates the incorporation of azulene unit into polymer backbones [20, 21] and fused PAHs [22–31] .…”

The search for a maximum of the D–π–A paradigm for second order nonlinear optical molecular materials

“…The proposed azulene-based chromophores could also inspire potential applications, e.g. , fluorescence switching, 62,63 organic field-effect transistors, 19,64 and organic semiconductors, 65,66 etc.…”

“…The electron withdrawing (pushing) strength of electron acceptors (donors) and the matching of the frontier MOs of donor, p-bridge, and acceptor summarized in the present work provides practical information for accelerating future second order NLO molecular materials exploration. The proposed azulene-based chromophores could also inspire potential applications, e.g., fluorescence switching, 62,63 organic field-effect transistors, 19,64 and organic semiconductors, 65,66 etc.…”

Linear Nonalternant Isomers of Acenes Fusing Multiple Azulene Units

“…There are two general approaches to introduce azulene, namely, i) starting from commercially available azulene to prepare azulene-containing PAHs and ii) in situ constructing azulene skeleton from nonazulene substrates. Although the former can build a wide range of PAHs containing σ-bonded [7][8][9][10] and fused azulene [11][12][13][14][15][16][17][18][19] units, the high cost of azulene limits its use. By contrast, the latter provides an opportunity to build azulene from simple nonazulene precursors with diverse structural modifications which facilitates the incorporation of azulene unit into polymer backbones [20,21] and fused PAHs.…”