IP Library Granted Patent US 11,744,150
Granted Patent B2
US 11,744,150 · App. 17/074,890 · Granted Aug 29, 2023

Synthesis of aza-acenes as novel n-type materials for organic electronics

Inventors: Mark E. Thompson (Anaheim, CA); Jonathan R. Sommer (Los Angeles, CA); Andrew Bartynski (Los Angeles, CA)
Assignee: University of Southern California
H01L51/0064C07D471/04C07D471/14C07D471/22C09K11/06H01L51/0072C09K2211/1044H01L51/0078H01L51/4246
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Quick Facts
Patent No.
US 11,744,150
App. No.
17/074,890
Granted
Aug 29, 2023
Kind
B2
Abstract

Acenes, such as aza-acenes are attractive materials for organic semiconductors, specifically for n-type materials. There are disclosed new derivatives of acenes that are fabricated using novel synthesis. For example, the disclosed fabrication strategies have allowed for the first time new aza-tetracene and aza-pentacene derivatives. The HOMO and LUMO energy levels of these materials are tunable through appropriate substitution and as predicted, deepened. There are also disclosed organic photosensitive devices comprising at least one aza-acene such as aza-tetracene and aza-pentacene.

Claims (4)

1. An organic photosensitive optoelectronic device comprising at least one heterojunction at the interface of at least one donor material and at least one acceptor material, wherein the acceptor material comprises at least one aza-acene;

wherein the aza-acene is a diaza-tetracene selected from 4,10-diphenyl-3,9-diaza-tetracene (DPDAT), 4,8,10,14-tetraphenyl-3,9-diaza-tetracene (TPDAT), 4,10-dichloro-3,9-diaza-tetracene (DCDAT), 8,14-diphenyl-4,10-dichloro-3,9-diaza-tetracene (DPDCDAT), 8,14-diphenyl-4,10-dicyano-3,9-diaza-tetracene (DPDCNDAT), and 4,10-dicyano-3,9-diaza-tetracene (DCNDAT).

2. The device of claim 1 , wherein the diaza-tetracene is DPDCNDAT and the at least one donor material is boron subphthalocyanonine chloride(SubPc).

3. The device of claim 2 having a structure Indium Tin Oxide (ITO)/SubPc/DPDCNDAT/Bathocuproine (BCP)/Al.

Assignments (1)
CONFIRMATORY LICENSE Recorded Oct 6, 2023
From: UNIVERSITY OF SOUTHERN CALIFORNIA
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 065179/0212 →
Continuity (3)
Continuation 13746732 · Jan 22, 2013
Provisional Application 61588808 · Jan 20, 2012
Related Publication 20210313517A1 · Oct 7, 2021