Solid-state fluorescence of aromatic dicarboxamides. Dependence upon crystal packing

被引:49
作者
Lewis, FD
Yang, JS
机构
[1] Department of Chemistry, Northwestern University, Evanston
来源
JOURNAL OF PHYSICAL CHEMISTRY B | 1997年 / 101卷 / 10期
关键词
MODEL COMPOUNDS; ALIPHATIC POLYAMIDES; MOLECULAR-STRUCTURE; BENZENE DIMER; CONFORMATION; RECOGNITION; DYNAMICS; EXCIMERS;
D O I
10.1021/jp9630939
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The fluorescence of six secondary arenedicarboxamides has been investigated in single crystals, powders, melts, and ethanol solution. Single crystals of four rodlike arenedicarboxamides which pack in one-dimensional tapes display dual emission attributed to excited-state monomers and dimers. These tapes have a constant 5-Angstrom separation between the long axes of neighboring arenes but differ in the arene-arene dihedral angle. The frequency shift between monomer and dimer fluorescence and the intensity and vibronic structure of the dimer emission are dependent upon the ground-state geometry. Single crystals of two naphthalenedicarboxamides which pack in two-dimensional sheets and have no close contacts between neighboring arenes within the same sheet display only monomer emission. Melted and resolidified samples display broad structureless emission attributed to fluorescence from a mixture of excited monomers and dimers with different ground-state geometries.
引用
收藏
页码:1775 / 1781
页数:7
相关论文
共 49 条
[1]   N,N'-DIBENZOYL-PARA-PHENYLENEDIAMINE [J].
ADAMS, WW ;
FRATINI, AV ;
WIFF, DR .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1978, 34 (MAR) :954-956
[2]  
ARUNAN E, 1993, J CHEM PHYS, V98, P4298
[3]  
Berlman I.B., 1971, HDB FLUORESCENCE SPE, V2nd
[4]   COMPARATIVE-STUDY IN THE SERIES OF DIBENZAMIDO-ALCANES, MODEL COMPLEXES OF POLY (OLIGOMETHYLENE TEREPHTHALAMIDES) [J].
BRISSON, J ;
BRISSE, F .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1985, 63 (12) :3390-3397
[5]   MODEL COMPOUNDS OF AROMATIC NYLONS .3. THE CONFORMATION OF THE 4T NYLON, POLY(TETRAMETHYLENE TEREPHTHALAMIDE), USING X-RAY-DIFFRACTION, SOLID-STATE C-13 NMR-SPECTROSCOPY AND IR SPECTROSCOPY [J].
BRISSON, J ;
GAGNE, J ;
BRISSE, F .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1989, 67 (05) :840-849
[6]   Benzene dimer: A good model for pi-pi interactions in proteins? A comparison between the benzene and the toluene dimers in the cas phase and in an aqueous solution [J].
Chipot, C ;
Jaffe, R ;
Maigret, B ;
Pearlman, DA ;
Kollman, PA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (45) :11217-11224
[7]   RELATIONSHIP BETWEEN CRYSTALLOGRAPHIC STRUCTURE AND LUMINESCENCE IN SINGLE-CRYSTALS OF ACRIDINE [J].
CLARKE, BP ;
THOMAS, JM ;
WILLIAMS, JO .
CHEMICAL PHYSICS LETTERS, 1975, 35 (02) :251-254
[8]   FLUORESCENCE PROPERTIES OF CRYSTALLINE ANTHRACENES AND THEIR DEPENDENCE ON CRYSTAL-STRUCTURES [J].
COHEN, MD ;
LUDMER, Z ;
YAKHOT, V .
PHYSICA STATUS SOLIDI B-BASIC RESEARCH, 1975, 67 (01) :51-61
[9]  
COHEN MD, 1970, CHEM PHYS LETT, V7, P786
[10]   STRUCTURAL INFLUENCE ON EXCIMER EMISSION FROM A DIMORPHIC CRYSTALLINE STILBENE [J].
COHEN, R ;
LUDMER, Z ;
YAKHOT, V .
CHEMICAL PHYSICS LETTERS, 1975, 34 (02) :271-274