Role of latent heat in chiral symmetry breaking transition in the crystallization of 1,1′-binaphthyl

被引:6
作者
Asakura, K [1 ]
Hayashi, M [1 ]
Osanai, S [1 ]
机构
[1] Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
关键词
chiral autocatalysis; total spontaneous resolution; conglomerate crystallization; supercooling; critical parameter; stirring; racemic mixture; racemic compound;
D O I
10.1002/chir.10187
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The influence of latent heat dissipated by the crystallization of 1,1'-binaphthyl in its supercooled molten state on the chiral symmetry breaking transition was investigated. Temperature change in the crystallization system was monitored by infrared thermocamera. Temperature rise due to the dissipation of latent heat in the growing front of polycrystalline aggregate was about 2degreesC in an unstirred crystallization system. The melting point of racemic mixture and racemic compound of 1,1'-binaphthyl is 145degreesC and 158degreesC, respectively. The latent heat generated by the crystallization could thus change the crystallization behavior when the initial temperature of the melt was slightly lower than 145degreesC. The temperature change in both unstirred and stirred crystallization systems was monitored. In the stirred crystallization system, even in the case when the initial temperature of the melt was about 2degreesC lower than 145degreesC, the temperature rose by about 4degreesC immediately after the onset of crystallization. This indicates that the role of stirring as the critical parameter for the chiral symmetry breaking transition is not only to clone the chiral crystals but also to enhance the dissipation of latent heat due to secondary nucleation. (C) 2003 Wiley-Liss, Inc.
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页码:238 / 241
页数:4
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