Syntheses and quadratic nonlinear optical properties of 2,7-fluorenylene- and 1,4-phenylene-functionalized o-carboranes
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Jiang, Peng; Wang, Zhaojin; Moxey, Graeme; Morshedi, Mahbod; Barlow, Adam; Wang, Genmiao; Quintana Lopetegui, Cristobal; Zhang, Chi; Cifuentes, Marie; Humphrey, Mark
Description
o-Carboranes C-functionalized by (4-substituted-phen-1-yl)ethynyl-1,4-phenyl groups or (2-substituted-fluoren-7-yl)ethynyl-2,7-fluorenyl groups, in which the pendant functionalization is electron-withdrawing nitro or electron-donating diphenylamino groups, have been synthesized and in many cases structurally characterized. Diphenylamino-containing examples coupled via the two π-delocalizable bridges to the electron-accepting o-carborane unit exhibit the greater quadratic optical...[Show more]
dc.contributor.author | Jiang, Peng | |
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dc.contributor.author | Wang, Zhaojin | |
dc.contributor.author | Moxey, Graeme | |
dc.contributor.author | Morshedi, Mahbod | |
dc.contributor.author | Barlow, Adam | |
dc.contributor.author | Wang, Genmiao | |
dc.contributor.author | Quintana Lopetegui, Cristobal | |
dc.contributor.author | Zhang, Chi | |
dc.contributor.author | Cifuentes, Marie | |
dc.contributor.author | Humphrey, Mark | |
dc.date.accessioned | 2020-09-17T00:50:46Z | |
dc.identifier.issn | 1477-9226 | |
dc.identifier.uri | http://hdl.handle.net/1885/210573 | |
dc.description.abstract | o-Carboranes C-functionalized by (4-substituted-phen-1-yl)ethynyl-1,4-phenyl groups or (2-substituted-fluoren-7-yl)ethynyl-2,7-fluorenyl groups, in which the pendant functionalization is electron-withdrawing nitro or electron-donating diphenylamino groups, have been synthesized and in many cases structurally characterized. Diphenylamino-containing examples coupled via the two π-delocalizable bridges to the electron-accepting o-carborane unit exhibit the greater quadratic optical nonlinearities at 1064 nm (hyper-Rayleigh scattering, ns pulses), the nonlinearities also increasing on proceeding from 1,4-phenylene- to 2,7-fluorenylene-containing bridge. The most NLO-efficient example 2-(n-butyl)- 1-(2-((9,9-di(n-butyl)-2-(N,N-diphenylamino)-9H-fluoren-7-yl)ethynyl)-9,9-di(n-butyl)-9H-fluoren-7-yl)-1,2- ortho-carborane, consisting of diphenylamino donor, fluorenyl-containing bridge, o-carborane acceptor, and solubilizing n-butyl units, exhibits large 〈β〉HRS (230 × 10−30 esu) and frequency-independent (two-level model) 〈β0〉 (96 × 10−30 esu) values. Coupling two (2-((9,9-di(n-butyl)-2-(N,N-diphenylamino)-9H-fluoren-7- yl)ethynyl)-9,9-di(n-butyl)-9H-fluoren-7-yl) units to the 1,2-ortho-carborane core affords a di-C-functionalized compound with enhanced nonlinearities (309 × 10−30 esu and 129 × 10−30 esu, respectively). | |
dc.description.sponsorship | We thank the Program of Introducing Talents of Discipline to Universities (111 Project B13025), the Fundamental Research Funds for the Central Universities (JUSRP11423), the Natural Science Foundation of Jiangsu Province, China (No. BK20140140), the National Natural Science Foundation of China (No. 21502072), and the Australian Research Council (DP170100411) for support. | |
dc.format.mimetype | application/pdf | |
dc.language.iso | en_AU | |
dc.publisher | Royal Society of Chemistry | |
dc.rights | © The Royal Society of Chemistry 2019 | |
dc.source | Dalton Transactions | |
dc.title | Syntheses and quadratic nonlinear optical properties of 2,7-fluorenylene- and 1,4-phenylene-functionalized o-carboranes | |
dc.type | Journal article | |
local.description.notes | Imported from ARIES | |
local.identifier.citationvolume | 48 | |
dc.date.issued | 2019 | |
local.identifier.absfor | 039904 - Organometallic Chemistry | |
local.identifier.absfor | 030303 - Optical Properties of Materials | |
local.identifier.ariespublication | u3102795xPUB4519 | |
local.publisher.url | http://pubs.rsc.org/en/Journals/JournalIssues/DT | |
local.type.status | Accepted Version | |
local.contributor.affiliation | Jiang, Peng, Jiangnan University | |
local.contributor.affiliation | Wang, Zhaojin, Jiangnan University | |
local.contributor.affiliation | Moxey, Graeme, College of Science, ANU | |
local.contributor.affiliation | Morshedi, Mahbod, College of Science, ANU | |
local.contributor.affiliation | Barlow, Adam, College of Science, ANU | |
local.contributor.affiliation | Wang, Genmiao, College of Science, ANU | |
local.contributor.affiliation | Quintana Lopetegui, Cristobal, College of Science, ANU | |
local.contributor.affiliation | Zhang, Chi, Jiangnan University | |
local.contributor.affiliation | Cifuentes, Marie, College of Science, ANU | |
local.contributor.affiliation | Humphrey, Mark, College of Science, ANU | |
dc.relation | http://purl.org/au-research/grants/arc/DP170100411 | |
local.bibliographicCitation.issue | 33 | |
local.bibliographicCitation.startpage | 12549 | |
local.bibliographicCitation.lastpage | 12559 | |
local.identifier.doi | 10.1039/c9dt02645b | |
local.identifier.absseo | 970103 - Expanding Knowledge in the Chemical Sciences | |
dc.date.updated | 2023-01-15T07:17:32Z | |
local.identifier.scopusID | 2-s2.0-85071015450 | |
local.identifier.thomsonID | WOS:000481917100016 | |
dcterms.accessRights | Open Access | |
dc.provenance | https://v2.sherpa.ac.uk/id/publication/18010..."The Accepted Version can be archived in a Non-Commercial Institutional Repository. 12 months embargo" from SHERPA/RoMEO site (as at 8/11/2021). | |
Collections | ANU Research Publications |
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