Stepwise cyanation of naphthalene diimide for n-channel field-effect transistors

Handle URI:
http://hdl.handle.net/10754/562220
Title:
Stepwise cyanation of naphthalene diimide for n-channel field-effect transistors
Authors:
Chang, Jingjing; Ye, Qun; Huang, Kuo-Wei ( 0000-0003-1900-2658 ) ; Zhang, Jie; Chen, Zhikuan; Wu, Jishan; Chi, Chunyan
Abstract:
Stepwise cyanation of tetrabromonaphthalenediimide (NDI) 1 gave a series of cyanated NDIs 2-5 with the monocyanated NDI 2 and dicyanated NDI 3 isolated. The tri- and tetracyano- NDIs 4 and 5 show intrinsic instability toward moisture because of their extremely low-lying LUMO energy levels. The partially cyanated intermediates can be utilized as air-stable n-type semiconductors with OFET electron mobility up to 0.05 cm 2 V -1 s -1. © 2012 American Chemical Society.
KAUST Department:
Biological and Environmental Sciences and Engineering (BESE) Division; KAUST Catalysis Center (KCC); Chemical Science Program; Physical Sciences and Engineering (PSE) Division; HCL
Publisher:
American Chemical Society
Journal:
Organic Letters
Issue Date:
15-Jun-2012
DOI:
10.1021/ol300914k
Type:
Article
ISSN:
15237060
Sponsors:
C.C. acknowledges financial support from the National University of Singapore start-up grant R-143-000-486-133 and MOE AcRF FRC grant R-143-000-444-112. K.-W.H. acknowledges financial support from KAUST. We thank Dr. Tan Geok Kheng at NUS for crystallographic analysis.
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC); Biological and Environmental Sciences and Engineering (BESE) Division

Full metadata record

DC FieldValue Language
dc.contributor.authorChang, Jingjingen
dc.contributor.authorYe, Qunen
dc.contributor.authorHuang, Kuo-Weien
dc.contributor.authorZhang, Jieen
dc.contributor.authorChen, Zhikuanen
dc.contributor.authorWu, Jishanen
dc.contributor.authorChi, Chunyanen
dc.date.accessioned2015-08-03T09:56:51Zen
dc.date.available2015-08-03T09:56:51Zen
dc.date.issued2012-06-15en
dc.identifier.issn15237060en
dc.identifier.doi10.1021/ol300914ken
dc.identifier.urihttp://hdl.handle.net/10754/562220en
dc.description.abstractStepwise cyanation of tetrabromonaphthalenediimide (NDI) 1 gave a series of cyanated NDIs 2-5 with the monocyanated NDI 2 and dicyanated NDI 3 isolated. The tri- and tetracyano- NDIs 4 and 5 show intrinsic instability toward moisture because of their extremely low-lying LUMO energy levels. The partially cyanated intermediates can be utilized as air-stable n-type semiconductors with OFET electron mobility up to 0.05 cm 2 V -1 s -1. © 2012 American Chemical Society.en
dc.description.sponsorshipC.C. acknowledges financial support from the National University of Singapore start-up grant R-143-000-486-133 and MOE AcRF FRC grant R-143-000-444-112. K.-W.H. acknowledges financial support from KAUST. We thank Dr. Tan Geok Kheng at NUS for crystallographic analysis.en
dc.publisherAmerican Chemical Societyen
dc.titleStepwise cyanation of naphthalene diimide for n-channel field-effect transistorsen
dc.typeArticleen
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Divisionen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.contributor.departmentChemical Science Programen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentHCLen
dc.identifier.journalOrganic Lettersen
dc.contributor.institutionDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singaporeen
dc.contributor.institutionInstitute OfMaterials Research and Engineering, A Star, 3 Research Link, Singapore 117602, Singaporeen
kaust.authorHuang, Kuo-Weien
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