A new donor–acceptor double‐cable carbazole polymer with perylene bisimide pendant group: Synthesis, electrochemical, and photovoltaic properties

Abstract

We report here electrochemical synthesis of novel soluble donor-acceptor (D-A) polymer with suitably functionalized perylenetetracarboxylic diimide dye derivative covalently linked to carbazole moiety (Cbz-PDI). The band gap, E g was measured using UV-Vis spectroscopy and compared with that obtained by cyclic voltammetry (CV). Efficient intramolecular electron transfer from carbazole-donor to perynediimide-acceptor leads to remarkable fluorescence quenching of the perylene core. Furthermore, spectroelectrochemical property and surface morphology of the polymer film were investigated. Characteristic monoanion and dianion radical bands on the UV-Vis absorption spectra attributed to the electrochemical reduction of the neutral polymer were observed. During the reduction process, red color of the film turned into blue and violet, respectively. Finally, the photovoltaic performance of the D-A double-cable polymer was checked and nearly 0.1% electrical conversion efficiency is obtained under simulated AM 1.5 solar light with 100 mW/cm 2 radiation power.

“Double-Cable” Conjugated Polymers with Linear Backbone toward High Quantum Efficiencies in Single-Component Polymer Solar Cells

“…7 Conjugated polymers designed for SCPSCs consist of block copolymers, 3 such as rod-rod [8][9][10][11][12][13][14][15][16] and rod-coil structures, [16][17][18][19][20][21][22] and "double-cable" polymers comprising a conjugated backbone as donor for hole transport with interacting pendant acceptor groups that ensure electron transport . [23][24][25][26][27][28][29][30][31][32][33] Although they have been successfully applied into SCPSCs, the power conversion efficiencies (PCEs) are always below 3%. 8,29,33 This is far away from the PCEs of BHJ solar cells that are now exceeding 13%, 34 leaving much room for improvement.…”

Synthesis of ladder‐like polynorbornenes with n‐type perylenendiimide derivatives as bridges

“…The devices can be prepared via spin‐coating to realize the manufacture of large area, flexible, lightweight, inexpensive, and renewable devices 1–3. Generally, the hole‐transporting (p‐type) and electron‐transporting (n‐type) materials are two basic components in the active layer to form a bulk heterojunction 4–8. Currently, fullerene derivatives, for example, [6, 6]‐Phenyl‐C 61 ‐butyric acid methyl ester (PCBM), are the widely used acceptor materials because these fullerene semiconductors have narrow band width in solid state, high electron mobility and high electron affinity with a lowest unoccupied molecular orbital (LUMO) level of −4.3 eV in vacuum 9.…”

“…[1][2][3] Generally, the holetransporting (p-type) and electron-transporting (n-type) materials are two basic components in the active layer to form a bulk heterojunction. [4][5][6][7][8] Currently, fullerene derivatives, for example, [6,6]-Phenyl-C 61 -butyric acid methyl ester (PCBM), are the widely used acceptor materials because these fullerene semiconductors have narrow band width in solid state, high electron mobility and high electron affinity with a lowest unoccupied molecular orbital (LUMO) level of À4.3 eV in vacuum. 9 Despite these advantages, there are still some limitations for PCBM, including the weak absorption in the visible region, high energy costs for production and easy generation of reactive singlet oxygen which jeopardizes device's long term stability.…”

New Quinoxaline Derivatives as Potential MT1 and MT2 Receptor Ligands

“…2,3-Dichloro-6-nitroquinoxaline was first treated with sodium methoxide in THF to give 4 [ 16 ]. Subsequently, compound 5 was obtained through the reduction of the nitrile group of 4 with hydrazinium hydroxide and palladium on carbon [ 46 ]. Finally, N- acylation of compound 5 using a suitable anhydride and triethylamine in THF yielded the corresponding amide analogs 6a – e [ 47 ], while treatment of 5 with different isocyanates in dichloromethane (DCM) afforded the urea analogs 6f – i [ 45 ].…”