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Conductivity doping of charge transporting layers is increasingly becoming attractive for improving power efficiency in OLEDs. However, the number of organic molecular p-dopants is limited for instance the electron acceptor 2,3,5,6-tetrafluoro-7,7,8,8,-tetracyanoquinodimethane (F4-TCNQ) is the most utilized p-dopant. F4-TCNQ can dope most hole transporting materials (HTL), but it is very volatility, and has a low sticking coefficient thus difficult to deposit. Here we present the design of anchored molecular dopants based on the TCNQ core. We first review how the reduction potential of TCNQ core is affected by substitution with alkyl groups of different electronic properties. Electron donating groups have negative effect on the reduction potential of the acceptor. However, attaching electron withdrawing groups such as halogens counteracts the effect of electron donating groups. Using gas phase theoretical calculations we determined that trifluorinated TCNQ can be anchored through a -coupled alkyl chain to an inert molecular anchor without sacrificing the electron affinity.
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| Authors: |
Koech, Phillip K.;
Sapochak, Linda S.;
Rainbolt, James E.;
Cosimbescu, Lelia;
Polikarpov, Evgueni;
Swensen, James S.;
Wang, Liang (Frank);
Padmaperuma, Asanga B.;
Gaspar, Daniel J.
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| Publication Date: | 2009 Aug 27 |
| OSTI Identifier: | 986719 |
| Report Number(s): | PNNL-SA-67550 |
| DOE Contract Number: | AC05-76RL01830 |
| Resource Type: | Conference/Event |
| Resource Relation: | Organic Light Emitting Materials and Devices XIII: Proceedings of the SPIE, 7415:Article No. 741505 |
| Research Org: | Pacific Northwest National Laboratory (PNNL), Richland, WA (US), Environmental Molecular Sciences Laboratory (EMSL) |
| Sponsoring Org: | USDOE |
| Country of Publication: | United States |
| Language: | English |
| Other Number(s): | Other: 19590; 830403000; TRN: US201018%%60 |
| Subject: | 42 ENGINEERING; DESIGN; EFFICIENCY; LIGHT EMITTING DIODES; DOPED MATERIALS; CHARGE TRANSPORT; ORGANIC COMPOUNDS |
| Related Subject: | Environmental Molecular Sciences Laboratory |
| Publisher: | F So and C Adachi; SPIE , Bellingham, WA, United States(US). |
| Update Date: | 2010 Oct 07 |
| Work Proposal No: | 19590 |
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