Relationship between core size, side chain length, and the supramolecular organization of polycyclic aromatic hydrocarbons

被引:161
作者
Pisula, W [1 ]
Tomovic, Z [1 ]
Simpson, C [1 ]
Kastler, M [1 ]
Pakula, T [1 ]
Müllen, K [1 ]
机构
[1] Max Planck Inst Polymer Res, D-55128 Mainz, Germany
关键词
D O I
10.1021/cm050251c
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 effects of the core size, the side chain length, and the number of substituents on the supramolecular organization of polycyclic aromatic hydrocarbons have been investigated by 2D wide-angle X-ray scattering experiments performed on oriented filaments prepared by extrusion. The aromatic core size of the compounds varied between the hexa-peri-hexabenzocoronene core consisting of 42 carbon atoms and the enlarged aromatic core of 132 carbon atoms, whereas the length of the side chains extended up to 20 carbon atoms per chain. It has been observed that the lateral packing characterized by the lattice constant of the 2D intercolumnar hexagonal arrangement increases with the molecular masses of the core, forming the columnar stacks, and of the side chains which fill the core periphery. A model describing the relationship between the morphological and molecular parameters for the columnar hexagonal arrangements of the discotics is suggested and indeed proven by comparison with the experimental results.
引用
收藏
页码:4296 / 4303
页数:8
相关论文
共 37 条
[11]   Rotor modulations and recoupling strategies in 13C solid-state magic-angle-spinning NMR spectroscopy:: Probing molecular orientation and dynamics [J].
Fischbach, I ;
Ebert, F ;
Spiess, HW ;
Schnell, I .
CHEMPHYSCHEM, 2004, 5 (06) :895-908
[12]   Structure and dynamics in columnar discotic materials:: A combined X-ray and solid-state NMR study of hexabenzocoronene derivatives [J].
Fischbach, I ;
Pakula, T ;
Minkin, P ;
Fechtenkötter, A ;
Müllen, K ;
Spiess, HW ;
Saalwächter, K .
JOURNAL OF PHYSICAL CHEMISTRY B, 2002, 106 (25) :6408-6418
[13]  
Floudas G, 2001, MACROMOL CHEM PHYS, V202, P1488, DOI 10.1002/1521-3935(20010601)202:9<1488::AID-MACP1488>3.0.CO
[14]  
2-6
[15]   Columnar mesophases of alkylated hexa-peri-hexabenzocoronenes with remarkably large phase widths [J].
Herwig, P ;
Kayser, CW ;
Mullen, K ;
Spiess, HW .
ADVANCED MATERIALS, 1996, 8 (06) :510-&
[16]   THE NATURE OF PI-PI INTERACTIONS [J].
HUNTER, CA ;
SANDERS, JKM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (14) :5525-5534
[17]  
Iyer VS, 1998, ANGEW CHEM INT EDIT, V37, P2696, DOI 10.1002/(SICI)1521-3773(19981016)37:19<2696::AID-ANIE2696>3.0.CO
[18]  
2-E
[19]   Influence of alkyl substituents on the solution- and surface-organization of hexa-peri-hexabenzocoronenes [J].
Kastler, M ;
Pisula, W ;
Wasserfallen, D ;
Pakula, T ;
Müllen, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (12) :4286-4296
[20]   Macroscopic alignment of graphene stacks by Langmuir-Blodgett deposition of amphiphilic hexabenzocoronenes [J].
Laursen, BW ;
Norgaard, K ;
Reitzel, N ;
Simonsen, JB ;
Nielsen, CB ;
Als-Nielsen, J ;
Bjornholm, T ;
Solling, TI ;
Nielsen, MM ;
Bunk, O ;
Kjaer, K ;
Tchebotareva, N ;
Watson, MD ;
Müllen, K ;
Piris, J .
LANGMUIR, 2004, 20 (10) :4139-4146