Influence of spacer chain lengths and polar terminal groups on the mesomorphic properties of tethered 5-phenylpyrimidines.

Influence of spacer chain lengths and polar terminal groups on the mesomorphic properties of tethered 5-phenylpyrimidines.
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DOI:
10.3762/bjoc.5.63
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发表时间:
2009-11-09
影响因子:
2.7
通讯作者:
Laschat S
Laschat S
中科院分区:
化学4区
文献类型:
--
作者:
Starkulla GF;Kapatsina E;Baro A;Giesselmann F;Tussetschläger S;Kaller M;Laschat S

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以5-(4-羟基苯基)-2-辛基嘧啶为原料,通过醚化和亲核取代反应,合成了不同间隔基链长(C2 ~ C6)和不同末端极性基团(Br、Cl、N3、OH、CN)的5-苯基嘧啶衍生物3-7、9。这些化合物的介晶行为进行了研究,通过差示扫描量热法(DSC),偏光显微镜(POM)和X-射线衍射(WAXS和SAXS),并揭示近晶A介晶相的溴化物,氯化物和叠氮化物3,4和6。对于这些化合物的最大相宽度观察到的C5间隔,无论终端组,而羟基和氰基取代的衍生物5和7,分别是非介晶和仅显示熔融转变。
Based on 5-(4-hydroxyphenyl)-2-octylpyrimidine 8, 5-phenylpyrimidine derivatives 3–7, 9 with different spacer chain lengths (C2 up to C6) and different terminal polar groups (Br, Cl, N3, OH, CN) were synthesized by etherification and nucleophilic substitution. The mesomorphic behaviour of these compounds was investigated by differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and X-ray diffraction (WAXS and SAXS) and revealed smectic A mesophases for bromides, chlorides and azides 3, 4 and 6. For these compounds a maximum phase width was observed for the C5 spacer regardless of the terminal group, whereas the hydroxy- and cyano-substituted derivatives 5 and 7, respectively, were non mesomorphic and showed only melting transitions.
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发表时间: 2003-01-01
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