Synthesis, optical, thermal, and redox properties of 2,3,9,10-tetrasubstituted- 6,13- dialkynylpentacenes

John E. Anthony; Christopher R. Swartz; Chad A. Landis; Sean R. Parkin

doi:10.1117/12.615939

30 August 2005 Synthesis, optical, thermal, and redox properties of 2,3,9,10-tetrasubstituted- 6,13- dialkynylpentacenes

John E. Anthony, Christopher R. Swartz, Chad A. Landis, Sean R. Parkin

Author Affiliations +

Proceedings Volume 5940, Organic Field-Effect Transistors IV; 594002 (2005) https://doi.org/10.1117/12.615939
Event: Optics and Photonics 2005, 2005, San Diego, California, United States

Abstract

A series of 2,3,9,10-tetrasubstituted-6,13-dialkynylpentacenes was synthesized and their properties evaluated. Various alkynes with different substituents were chosen to explore the effects of substitution on acene properties. The addition of alkyl groups to the pentacene 2,3,9,10-positions showed significant effects on the absorption, emission, and redox properties versus the non-alkylated (R = H) materials. The acenes exhibited excellent solubility in numerous solvents, and HOMO energy levels matched well with the work function of gold, an important electrode material. Crystallographic characterization of the methoxymethylene derivative showed it to adopt a 1-dimensional π-stacked arrangement, with good overlap of the aromatic faces.

Citation Download Citation

John E. Anthony, Christopher R. Swartz, Chad A. Landis, and Sean R. Parkin "Synthesis, optical, thermal, and redox properties of 2,3,9,10-tetrasubstituted- 6,13- dialkynylpentacenes", Proc. SPIE 5940, Organic Field-Effect Transistors IV, 594002 (30 August 2005); https://doi.org/10.1117/12.615939

ACCESS THE FULL ARTICLE

INSTITUTIONAL
Select your institution to access the SPIE Digital Library.

SELECT YOUR INSTITUTION

PERSONAL
Sign in with your SPIE account to access your personal subscriptions or to use specific features such as save to my library, sign up for alerts, save searches, etc.

PERSONAL SIGN IN

No SPIE Account? Create one

PURCHASE THIS CONTENT

SUBSCRIBE TO DIGITAL LIBRARY

50 downloads per 1-year subscription

Members: $195

Non-members: $335 ADD TO CART

25 downloads per 1 - year subscription

Members: $145

Non-members: $250 ADD TO CART

PURCHASE SINGLE ARTICLE

Includes PDF, HTML & Video, when available