Asymmetrical Diketopyrrolopyrrole Derivatives with Improved Solubility and Balanced Charge Transport Properties

被引：1

作者：

Carella, Antonio ^{[1
]}

Landi, Alessandro ^{[2
]}

Bonomo, Matteo ^{[3
,4
]}

Chiarella, Fabio ^{[5
]}

Centore, Roberto ^{[1
]}

Peluso, Andrea ^{[2
]}

Nejrotti, Stefano ^{[3
,4
]}

Barra, Mario ^{[5
]}

机构：

[1] Univ Napoli Federico II, Complesso Univ Monte St Angelo, Dipartimento Sci Chim, Via Cintia 21, I-80126 Naples, Italy

[2] Univ Salerno, Dept Chem & Biol, Via Giovanni Paolo 2, I-84084 Fisciano, Italy

[3] Univ Torino, Dept Chem, Via Pietro Giuria 7, I-10125 Turin, Italy

[4] Nanomat Ind & Sustainabil NIS Interdept Ctr, Via G Quarello 15A, I-10135 Turin, Italy

[5] CNR, Inst Supercond Innovat Mat & Devices, Dipartimento Fis Ettore Pancini, Ple Tecchio 80, I-80125 Naples, Italy

来源：

MOLECULES | 2024年 / 29卷 / 12期

关键词：

diketopyrrolopyrrole; organic semiconductors; DFT; organic transistors; electrochemistry; FIELD-EFFECT TRANSISTORS; SMALL MOLECULES; ORGANIC SEMICONDUCTORS; CONJUGATED POLYMERS; DYES; PERFORMANCE; ELECTRON; MOBILITY; COLOR;

D O I：

10.3390/molecules29122805

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The diketopyrrolopyrrole (DPP) unit represents one of the building blocks more widely employed in the field of organic electronics; in most of the reported DPP-based small molecules, this unit represents the electron acceptor core symmetrically coupled to donor moieties, and the solubility is guaranteed by functionalizing lactamic nitrogens with long and branched alkyl tails. In this paper, we explored the possibility of modulating the solubility by realizing asymmetric DPP derivatives, where the molecular structure is extended in just one direction. Four novel derivatives have been prepared, characterized by a common dithyenil-DPP fragment and functionalized on one side by a thiophene unit linked to different auxiliary electron acceptor groups. As compared to previously reported symmetric analogs, the novel dyes showed an increased solubility in chloroform and proved to be soluble in THF as well. The novel dyes underwent a thorough optical and electrochemical characterization. Electronic properties were studied at the DFT levels. All the dyes were used as active layers in organic field effect transistors, showing balanced charge transport properties.

引用

页数：17

共 63 条

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