Detail publikace

Side chain engineering: the role of bulky substituents towards to original properties of organic optoelectronic materials

Krajčovič, J. Cigánek, M. Blasi, D. Yumusak, C. Sariciftci, N. S.

Originální název

Side chain engineering: the role of bulky substituents towards to original properties of organic optoelectronic materials

Typ

abstrakt

Jazyk

angličtina

Originální abstrakt

Soluble organic optolectronic materials have a particular application potential for easily processed lowcost organic electronics devices. Solubility of organic π-conjugated small molecule derivatives, such as diketopyrrolopyrroles (DPPs), indigos, epindolidiones, squaraines and many others is usually attained by a side-chain alkyl substitution. Nowadays many organic semiconductors have been developed to improve the device performance, where most of the efforts focus on the design and synthesis of new π-conjugated backbones. The alkyl side chain substitution of single molecules and polymer chains cause several important changes that are closely related to properties and directly to further use of π-conjugated systems. Adamantane and its derivatives are atypical fragments for side-chain alkyl substitution. However, adamantane is the simplest diamondoid, possesses exceptional physical characteristics and is the most stable saturated hydrocarbon isomer of such a small molecular weight. Above mentioned approach offers the synthesis of thermally stable and soluble high-performing materials for a wide range of organic electronics applications. The crucial component of the present approach is using adamantyl substitutions in solubilization side-groups. Ability of adamantane molecule to self-organize into crystals with unusually high melting point was used to reinforce packing of π-conjugated dyes in the solid state. Above mentioned side chain can improve solid-state fluorescence quantum yields of the materials and significantly increase the melting points. Considering electrical properties, as an example, a soluble DPP derivative with ethyl adamantyl side-groups showed abmipolar behavior with both hole and electron mobilities higher than the insoluble analogue. Easily processable and convenient for upscaling and industrial processing, two novel thermodynamically stable regioregular poly-3- adamantylmethylthiophene and poly-3-adamantylethylthiophene polymers were investigated. The prepared adamantane polythiophenes possess excellent thermal and chemical stability, which are important properties to produce stable and long-life devices.

Klíčová slova

diketopyrrolopyrrole; adamantane; side-chain engineering; optoelectronics

Autoři

Krajčovič, J.; Cigánek, M.; Blasi, D.; Yumusak, C.; Sariciftci, N. S.

Vydáno

2. 10. 2023

Nakladatel

Universitá degli studi di Bari Aldo Moro

Místo

Bari, Itálie

ISBN

978-88-94952-41-4

Kniha

16th European Conference on Molecular Electronics - ABSTRACT BOOK

Strany od

56

Strany do

56

Strany počet

1

URL

https://www.ecme2023.eu/book-of-abstract/

BibTex

@misc{BUT188083,
  author="Krajčovič, J. and Cigánek, M. and Blasi, D. and Yumusak, C. and Sariciftci, N. S.",
  title="Side chain engineering: the role of bulky substituents towards to original properties of organic optoelectronic materials",
  booktitle="16th European Conference on Molecular Electronics - ABSTRACT BOOK",
  year="2023",
  pages="56--56",
  publisher="Universitá degli studi di Bari Aldo Moro",
  address="Bari, Itálie",
  isbn="978-88-94952-41-4",
  url="https://www.ecme2023.eu/book-of-abstract/",
  note="abstract"
}