2-(Benzothiazol-2-yl)pyren-1-ol, a new excited state intramolecular proton transfer-based fluorescent sensor for nitroaromatic compounds
DC Field | Value | Language |
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dc.contributor.author | Hu, Ying | - |
dc.contributor.author | Joung, Joonyoung F. | - |
dc.contributor.author | Jeong, Ji-Eun | - |
dc.contributor.author | Jeong, Yerin | - |
dc.contributor.author | Woo, Han Young | - |
dc.contributor.author | She, Yuanbin | - |
dc.contributor.author | Park, Sungnam | - |
dc.contributor.author | Yoon, Juyoung | - |
dc.date.accessioned | 2021-09-01T19:14:42Z | - |
dc.date.available | 2021-09-01T19:14:42Z | - |
dc.date.created | 2021-06-19 | - |
dc.date.issued | 2019-02-01 | - |
dc.identifier.issn | 0925-4005 | - |
dc.identifier.uri | https://scholar.korea.ac.kr/handle/2021.sw.korea/67682 | - |
dc.description.abstract | 2-(Benzothiazol-2-yl)pyren-1-ol (P3-NS) was developed as a excited-state intramolecular proton transfer (ESIPT)-based sensor for nitroaromatic compounds (NACs). Results of studies of its photophysical and optical properties show that P3-NS exists in various, solvent dependent isomeric forms arising from rotation about the C-C bond connecting the benzothiazole and pyren-1-ol rings and the location of the pyrene-OH proton. The results of density functional theory (DFT) calculations enabled identification of the major structures of P3-NS dissolved in different solvents. Upon electronic excitation in nonpolar or weakly polar solvents, P3-NS undergoes an ESIPT reaction to form a product that only weakly fluoresces. In contrast, P3-NS exists in a strongly fluorescent deprotonated form in highly polar solvents. The results of time-dependent DFT calculations indicate that fluorescence quenching of the product generated by ESIPT reaction of P3-NS is caused by intersystem crossing at a conical intersection between S1 and T2 states. The anionic form of P3-NS, present in highly polar solvents, was shown to be a fluorescence sensor for nitroaromatic compounds (NACs). Fluorescence quenching by NACs occurs by protonation of the anionic form of P3-NS (static quenching) and by photoinduced electron transfer from the anionic form to NACs (dynamic quenching). | - |
dc.language | English | - |
dc.language.iso | en | - |
dc.publisher | ELSEVIER SCIENCE SA | - |
dc.subject | PHOTOINDUCED ELECTRON-TRANSFER | - |
dc.subject | RATIOMETRIC DETECTION | - |
dc.subject | SENSITIVE DETECTION | - |
dc.subject | SELECTIVE DETECTION | - |
dc.subject | NITRO EXPLOSIVES | - |
dc.subject | TRANSFER ESIPT | - |
dc.subject | SOLID-STATE | - |
dc.subject | PYRENE | - |
dc.subject | PROBE | - |
dc.subject | EMISSION | - |
dc.title | 2-(Benzothiazol-2-yl)pyren-1-ol, a new excited state intramolecular proton transfer-based fluorescent sensor for nitroaromatic compounds | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Woo, Han Young | - |
dc.contributor.affiliatedAuthor | Park, Sungnam | - |
dc.identifier.doi | 10.1016/j.snb.2018.10.043 | - |
dc.identifier.scopusid | 2-s2.0-85055043845 | - |
dc.identifier.wosid | 000450302300037 | - |
dc.identifier.bibliographicCitation | SENSORS AND ACTUATORS B-CHEMICAL, v.280, pp.298 - 305 | - |
dc.relation.isPartOf | SENSORS AND ACTUATORS B-CHEMICAL | - |
dc.citation.title | SENSORS AND ACTUATORS B-CHEMICAL | - |
dc.citation.volume | 280 | - |
dc.citation.startPage | 298 | - |
dc.citation.endPage | 305 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalResearchArea | Electrochemistry | - |
dc.relation.journalResearchArea | Instruments & Instrumentation | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Analytical | - |
dc.relation.journalWebOfScienceCategory | Electrochemistry | - |
dc.relation.journalWebOfScienceCategory | Instruments & Instrumentation | - |
dc.subject.keywordPlus | PHOTOINDUCED ELECTRON-TRANSFER | - |
dc.subject.keywordPlus | RATIOMETRIC DETECTION | - |
dc.subject.keywordPlus | SENSITIVE DETECTION | - |
dc.subject.keywordPlus | SELECTIVE DETECTION | - |
dc.subject.keywordPlus | NITRO EXPLOSIVES | - |
dc.subject.keywordPlus | TRANSFER ESIPT | - |
dc.subject.keywordPlus | SOLID-STATE | - |
dc.subject.keywordPlus | PYRENE | - |
dc.subject.keywordPlus | PROBE | - |
dc.subject.keywordPlus | EMISSION | - |
dc.subject.keywordAuthor | Nitroaromatic compounds | - |
dc.subject.keywordAuthor | ESIPT | - |
dc.subject.keywordAuthor | Pyrene | - |
dc.subject.keywordAuthor | Static quenching | - |
dc.subject.keywordAuthor | Dynamic quenching | - |
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