Solvent influence on the photophysical properties of 4-methoxy-N-methyl-1,8-naphthalimide

被引：33

作者：

Demets, GJF

Triboni, ER

Alvarez, EB

Arantes, GM

Berci, P

Politi, MJ

机构：

[1] Univ Sao Paulo, Fac Filosofia Ciencias & Letras Ribeirao Preto, Dept Quim, BR-14040901 Ribeirao Preto, SP, Brazil

[2] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP, Brazil

[3] Univ Sao Paulo, Inst Quim, BR-05599970 Sao Paulo, SP, Brazil

来源：

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY | 2006年 / 63卷 / 01期

基金：

巴西圣保罗研究基金会;

关键词：

naphthalimide; solvatochromism and spectrophotometric probe; ethanol-water mixtures;

D O I：

10.1016/j.saa.2005.05.008

中图分类号：

O433 [光谱学];

学科分类号：

0703 ; 070302 ;

摘要：

4-Methoxy-N-methyl-1,8-naphthalimide (1) exhibits considerable solvatochromism and its UV-vis spectral properties have been studied in several polar/non-polar and protic/aprotic solvents, as well as in ethanol-water mixtures. The results reveal a strong influence of the solvent's polarity and its hydrogen-bond donor (HBD) capability on the photophysical properties of 1. For binary ethnaol/water mixtures, preferential solvation models describe the band shifts in the probe's visible absorption spectrum well, but they fail to describe the correponding shifts of the emission maxima. Pseudolinear approximations between solvent composition and molecule's transition energies, ET, can be used to study the composition of ethanol-water mixtures, simplifying the mathematical treatment for eventual analytical applications. (c) 2005 Elsevier B.V. All rights reserved.

引用

页码：220 / 226

页数：7

共 40 条

[1] COMMENTS CONCERNING SOLVENT EFFECTS ON CHEMICAL PROCESSES .7. QUANTITATIVE DESCRIPTION OF THE COMPOSITION DEPENDENCE OF THE SOLVENT POLARITY MEASURE E(T)(30) IN BINARY AQUEOUS-ORGANIC SOLVENT MIXTURES [J].

ACREE, WE ;

POWELL, JR ;

TUCKER, SA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1995, (03) :529-531

[2] SYNTHESIS AND PHOTOOXYGENATION OF 2,3,6-TRIMETHYLFURO[2,3-B][1]NAPHTHO]4A,7A-E,F]PYRIDA-5,7-DIONE, A POTENTIAL CHEMILUMINESCENT PROBE FOR SINGLET OXYGEN [J].

ADAM, W ;

QIAN, XH ;

SAHAMOLLER, CR .

TETRAHEDRON, 1993, 49 (02) :417-422

[3]

AGREN H, 1991, J MOL STRUC-THEOCHEM, V80, P425, DOI 10.1016/0166-1280(91)89027-X

[4] SOLVENT-INDUCED CHANGES IN THE PHOTOPHYSICAL PROPERTIES OF N-ALKYLPHTHALIMIDES .2. TEMPERATURE AND ACIDITY EFFECTS [J].

ALMEIDA, FCL ;

TOSCANO, VG ;

DOSSANTOS, O ;

POLITI, MJ ;

NEUMANN, MG ;

FO, PB .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1991, 58 (03) :289-294

[5] PHOTOPHYSICAL PROPERTIES OF N-ALKYLNAPHTHALIMIDES AND ANALOGS [J].

BARROS, TC ;

MOLINARI, GR ;

BERCI, P ;

TOSCANO, VG ;

POLITI, MJ .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1993, 76 (1-2) :55-60

[6] SOLVENT EFFECTS ON THE FLUORESCENCE OF THIOXANTHONE - INTERPRETATION BY SOLVATOCHROMIC PARAMETERS PI, ALPHA AND BETA [J].

BURGET, D ;

JACQUES, P .

JOURNAL DE CHIMIE PHYSIQUE ET DE PHYSICO-CHIMIE BIOLOGIQUE, 1991, 88 (05) :675-688

[7]

CATALAN J, 1995, LIEBIGS ANN, P793

[8]

CATALAN J, 1995, LIEBIGS ANN, P241

[9] PREFERENTIAL SOLVATION IN MIXED BINARY SOLVENTS BY ULTRAVIOLET-VISIBLE SPECTROSCOPY - N-ETHYL-4-CYANOPYRIDINIUM LODIDE IN ALCOHOL ACETONE MIXTURES [J].

CHATTERJEE, P ;

BAGCHI, S .

JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1991, 87 (04) :587-589

[10] PMR STUDIES ON STRUCTURES OF WATER-ETHYL ALCOHOL MIXTURES [J].

COCCIA, A ;

INDOVINA, PL ;

PODO, F ;

VITI, V .

CHEMICAL PHYSICS, 1975, 7 (01) :30-40

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