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Environment sensitive phenothiazine dyes strongly fluorescence in protic solvents

文献类型:期刊论文

作者Han, Feng1; Chi, Lina1; Wu, Wenting1; Liang, Xiaofen1; Fu, Meiyan1,2; Zhao, Jianzhang1
刊名Journal of photochemistry and photobiology a-chemistry
出版日期2008-04-30
卷号196期号:1页码:10-23
关键词Fluorescent polarity probes Phenothiazines Multilinear regression Solvatochromism Solvent sensitivity
ISSN号1010-6030
DOI10.1016/j.jphotochem.2007.11.007
通讯作者Zhao, jianzhang(zhaojzh@dlut.edu.cn)
英文摘要1,10-fused ring phenothiazines were found to be a new kind of fluorescent dyes that strongly fluorescence in protic solvents than in aprotic solvents, with higher fluorescence quantum yields (0) and longer emission wavelength than the previously reported dyes that with similar solvent sensitivity profile. for example, compound 5 shows a phi-value of 0.075 in diethyl ether and 0.517 in methanol. interestingly, a transition from c=c double bond (5) to c-c single bond (4) in the fused ring switch the photophysical properties completely, i.e. the analogue compound 4 demonstrates the opposite sensitivity, for which phi=0.099 in diethyl ether but the fluorescence is quenched completely in methanol. further derivatization of 5 is convenient, demonstrated by the preparation of compound 6, for which the unique solvent sensitivity is reserved and higher phi in protic solvents was observed (0 = 0.739 in methanol). the solvatochromism of the compounds were analysed with lippert-mataga correlation, e-t(n)(30) values and multilinear regressions with catalan and kamlet-taft solvents scales. the aprotic and protic solvents appeared as two isolated domains in the lippert-mataga plots, whereas fitting with e-t(n)(30) scales gives a linear regression comprising both aprotic and protic solvents. kamlet-taft scales are more appropriate than the catalan solvent scales for describing the solvatofluorochromism of the compounds. an intermolecular hydrogen bonding mechanism is proposed for the observed switching of the fluorescence with protic solvents. (c) 2007 elsevier b.v. all rights reserved.
WOS关键词DERIVATIVES ; FLUOROPHORE ; PROBE ; MOLECULE ; POLARITY ; SCALE ; STATE ; ACID
WOS研究方向Chemistry
WOS类目Chemistry, Physical
语种英语
WOS记录号WOS:000255445800002
出版者ELSEVIER SCIENCE SA
URI标识http://www.irgrid.ac.cn/handle/1471x/2374111
专题计算机网络信息中心
通讯作者Zhao, Jianzhang
作者单位1.Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116012, Peoples R China
2.Chinese Acad Sci, Virtual Lab Computat Chem, CNIC, Beijing, Peoples R China
推荐引用方式
GB/T 7714
Han, Feng,Chi, Lina,Wu, Wenting,et al. Environment sensitive phenothiazine dyes strongly fluorescence in protic solvents[J]. Journal of photochemistry and photobiology a-chemistry,2008,196(1):10-23.
APA Han, Feng,Chi, Lina,Wu, Wenting,Liang, Xiaofen,Fu, Meiyan,&Zhao, Jianzhang.(2008).Environment sensitive phenothiazine dyes strongly fluorescence in protic solvents.Journal of photochemistry and photobiology a-chemistry,196(1),10-23.
MLA Han, Feng,et al."Environment sensitive phenothiazine dyes strongly fluorescence in protic solvents".Journal of photochemistry and photobiology a-chemistry 196.1(2008):10-23.

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