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The Design, Synthesis, and Characterization of Azaacenes Toward Organic Electronics.

Record Type:	Language materials, manuscript : Monograph/item
Title/Author:	The Design, Synthesis, and Characterization of Azaacenes Toward Organic Electronics./
Author:	Pech, Matthew.
Description:	1 online resource (167 pages)
Notes:	Source: Dissertations Abstracts International, Volume: 85-05, Section: B.
Contained By:	Dissertations Abstracts International85-05B.
Subject:	Acids. -
Online resource:	click for full text (PQDT)
ISBN:	9798380716239

The Design, Synthesis, and Characterization of Azaacenes Toward Organic Electronics.
Pech, Matthew.

The Design, Synthesis, and Characterization of Azaacenes Toward Organic Electronics. - 1 online resource (167 pages)

Source: Dissertations Abstracts International, Volume: 85-05, Section: B.

Thesis (Ph.D.)--North Carolina State University, 2023.

Includes bibliographical references

The development of organic electronics is an interesting area of research that has advanced rapidly over the past two decades. In fact, the market for flexible electronics is predicted to reach over 100 billion USD before the end of the decade. 1,2 Organic semiconductors offer unique features such as being lightweight, flexible, and low cost. These inherent features are attractive because flexible electronics and wearable technology could become a realization for society. Researchers are interested in furthering the development of highly conjugated materials that could be incorporated into devices such as organic light emitting diodes (OLEDs), organic field effect transistors (OFETs), and organic photovoltaics (OPVs). Based on a method developed in the Gorman group,1the work here is focused on designing and synthesizing a linearly annulated azaheptacene compound. After five years of efforts, three synthetic routes have been developed, resulting in new naphthylamine derivatives. The synthetic routes allow for versatility and customization of the naphthylamine derivatives by being able to modify side-groups at the 6-position and the 1-position of the naphthylamine. The naphthylamine derivatives have been demonstrated to undergo Buchwald-Hartwig cross-coupling reactions, which allow for the synthesis of both azaheptacene precursors and azatetracene precursors. The final cyclization reactions have been performed to establish the proof of concept that the azaheptacene can be synthesized. Additionally, proof of concept has shown that the azatetracenes successfully undergo the cyclization reaction too. Optoelectronic analysis has been done on one of the azatetracene derivatives, which shows that the material exhibits ambipolar semiconducting characteristics. Since the work done here has established a foundation of synthesis that is consistent and reproducible, there are several promising directions this project could go, such as: (1) synthesizing other derivatives, (2) Analyzing the derivatives to gain insight into their optoelectronic properties, and (3) advancing toward device fabrication if properties of the azaacenes are deemed promising.

Electronic reproduction.
Ann Arbor, Mich. :
ProQuest,
2024

Mode of access: World Wide Web

ISBN: 9798380716239Subjects--Topical Terms:

906611
Acids.
Index Terms--Genre/Form:

554714
Electronic books.

The Design, Synthesis, and Characterization of Azaacenes Toward Organic Electronics.
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502 $a Thesis (Ph.D.)--North Carolina State University, 2023.
504 $a Includes bibliographical references
520 $a The development of organic electronics is an interesting area of research that has advanced rapidly over the past two decades. In fact, the market for flexible electronics is predicted to reach over 100 billion USD before the end of the decade. 1,2 Organic semiconductors offer unique features such as being lightweight, flexible, and low cost. These inherent features are attractive because flexible electronics and wearable technology could become a realization for society. Researchers are interested in furthering the development of highly conjugated materials that could be incorporated into devices such as organic light emitting diodes (OLEDs), organic field effect transistors (OFETs), and organic photovoltaics (OPVs). Based on a method developed in the Gorman group,1the work here is focused on designing and synthesizing a linearly annulated azaheptacene compound. After five years of efforts, three synthetic routes have been developed, resulting in new naphthylamine derivatives. The synthetic routes allow for versatility and customization of the naphthylamine derivatives by being able to modify side-groups at the 6-position and the 1-position of the naphthylamine. The naphthylamine derivatives have been demonstrated to undergo Buchwald-Hartwig cross-coupling reactions, which allow for the synthesis of both azaheptacene precursors and azatetracene precursors. The final cyclization reactions have been performed to establish the proof of concept that the azaheptacene can be synthesized. Additionally, proof of concept has shown that the azatetracenes successfully undergo the cyclization reaction too. Optoelectronic analysis has been done on one of the azatetracene derivatives, which shows that the material exhibits ambipolar semiconducting characteristics. Since the work done here has established a foundation of synthesis that is consistent and reproducible, there are several promising directions this project could go, such as: (1) synthesizing other derivatives, (2) Analyzing the derivatives to gain insight into their optoelectronic properties, and (3) advancing toward device fabrication if properties of the azaacenes are deemed promising.
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