Synthesis and electronic properties of nitrogen-doped π-extended polycyclic aromatic dicarboximides with multiple redox processes

Abstract

In this work, a series of nitrogen-doped polycyclic aromatic mono and dicarboximides was designed, and their synthesis is reported by an innovative synthetic procedure that avoids metal-based cross-coupling reactions. A...

All-Polymer Solar Cells Incorporating Readily Accessible Naphthalene Diimide and Isoindigo Acceptor Polymers for Improved Light Harvesting

“…As a prelude to synthetic efforts ( vide infra ), DFT and TD-DFT calculations (B3LYP/6-31G**) were employed to access the electronic structure of model NDI - IID compounds [linkage patterns ( LP ) I and II] shown in Figure . − It should be noted that DFT and TD-DFT calculations were also performed using other functionals (ωB97XD, CAM-B3LYP, and M062X) with the findings from B3LYP providing the closest agreement with the experimental values (Table S3). The structures of LP-I and LP-II are chosen because there is a direct correlation with that of the alternating copolymer ( PNIT ) with LP-I , while the random copolymer ( r-PNIT ) will be an admixture of alternating and NDI or IID “blocks” that constitute LP-II (Figure A).…”

Tunable electroactive oligothiophene-naphthalimide semiconductors via end-capped engineering: cumulative effects beyond the linker

“…100 nm in comparison with that observed in solution, absorbing photons up to 850 nm, thus suggesting stronger π–π interactions in the solid state. 53,54…”

“…100 nm in comparison with that observed in solution, absorbing photons up to 850 nm, thus suggesting stronger p-p interactions in the solid state. 53,54 Cyclic voltammetry experiments were carried out under argon atmosphere in an electrochemical set-up at a scan rate of 100 mV s À1 at 20 1C using tetrabutylammonium hexafluorophosphate (TBAPF6, 0.1 mol L À1 ) as supporting electrolyte in dichloromethane. All relevant data are compiled in Table 2 for both NDI and NIP based organic semiconductors.…”

Cyclic secondary amine functionalized perylene diimide polymers for solution processed electrochromic devices

“…22 Consequently, within the various conjugated organic polymeric and small molecule available, anodically colored materials are typically based on electronrich polythiophenes, [23][24][25] polyaniline (PANI), [26][27][28] polypyrrole (PPy), [29][30][31] carbazole, 32,33 and triarylamine, 34,35 while cathodically colored materials are based on electron-deficient viologens [36][37][38] and rylenimide derivatives. [39][40][41][42] Self-assembly in organic conjugated materials can significantly influence their solubility, optical absorptivity, charge-transfer, and ion-transport properties. [43][44][45] For instance, planarization of the conjugated backbone can promote aggregation, leading to an improved absorption coefficient and charge-transfer.…”