Liquid crystalline paracyclophane derivatives
Various paracyclophane derivatives incorporating 4,4′-biphenyl, 2,5-diphenyl-1,3,4-thiadiazole, phenyl benzoate and 2,6-disubstituted naphthyl rigid cores were synthesized and their mesomorphic behaviour was studied using polarizing microscopy, DSC and X-ray diffraction. Most of these macrocyclic co...
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| Vydané v: | Liquid crystals Ročník 20; číslo 3; s. 337 - 348 |
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| Hlavní autori: | , , , , , |
| Médium: | Journal Article |
| Jazyk: | English |
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Taylor & Francis Group
01.03.1996
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| ISSN: | 0267-8292, 1366-5855 |
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| Abstract | Various paracyclophane derivatives incorporating 4,4′-biphenyl, 2,5-diphenyl-1,3,4-thiadiazole, phenyl benzoate and 2,6-disubstituted naphthyl rigid cores were synthesized and their mesomorphic behaviour was studied using polarizing microscopy, DSC and X-ray diffraction. Most of these macrocyclic compounds possess liquid crystalline properties with unexpectedly high clearing temperatures compared to those of conventional calamitic mesogens. In this way, the coupling of two appropriate rigid units using flexible chains to form a macrocycle constitutes a new and powerful approach towards mesophase induction and stabilization. The types of mesophase formed by these macrocycles do not depend only on the nature of the bridging chains, but also strongly on the structure of the rigid aromatic system. The smectic A phase and the E phase are formed by polyetherbiphenylophanes. Poly-ethercyclophanes incorporating the 2,5-diphenylthiadiazole rigid core form nematic and smectic C phases. The nematic phase is the only mesophase when the rigid core is the phenyl benzoate unit. No mesomorphic properties could be detected for macrocycles which featured either the benzyl phenyl ether moiety or the 2,6-disubstituted naphthalene unit in their constitution. |
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| AbstractList | Various paracyclophane derivatives incorporating 4,4′-biphenyl, 2,5-diphenyl-1,3,4-thiadiazole, phenyl benzoate and 2,6-disubstituted naphthyl rigid cores were synthesized and their mesomorphic behaviour was studied using polarizing microscopy, DSC and X-ray diffraction. Most of these macrocyclic compounds possess liquid crystalline properties with unexpectedly high clearing temperatures compared to those of conventional calamitic mesogens. In this way, the coupling of two appropriate rigid units using flexible chains to form a macrocycle constitutes a new and powerful approach towards mesophase induction and stabilization. The types of mesophase formed by these macrocycles do not depend only on the nature of the bridging chains, but also strongly on the structure of the rigid aromatic system. The smectic A phase and the E phase are formed by polyetherbiphenylophanes. Poly-ethercyclophanes incorporating the 2,5-diphenylthiadiazole rigid core form nematic and smectic C phases. The nematic phase is the only mesophase when the rigid core is the phenyl benzoate unit. No mesomorphic properties could be detected for macrocycles which featured either the benzyl phenyl ether moiety or the 2,6-disubstituted naphthalene unit in their constitution. |
| Author | Joachimi, Detlev Tschierske, Carsten Zab, Kerstin Ashton, Peter R. Spencer, Neil Sauer, Christiane |
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| Cites_doi | 10.1080/02678299308026332 10.1080/02678298908026354 10.1002/adma.19920040910 10.1080/02678298908027322 10.1051/jphyscol:1975158 10.1002/anie.199415031 10.1080/00150199108221592 10.1039/jm9930300725 10.1002/prac.19913330131 10.1051/jphyscol:1976301 |
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| References | Demus D. (CIT0008) 1975; 36 Tschierske C. (CIT0010) 1991; 333 Ashton P. R. (CIT0007) 1994; 33 Dehne H. (CIT0002) 1989; 6 Vill V. (CIT0009) 1992; 7 Tschierske C. (CIT0013) 1991; 114 Percec V. (CIT0004) 1992; 4 Barnes P. J. (CIT0001) 1993; 13 Tschierske C. (CIT0012) 1990; 191 CIT0014 Weissflog W. (CIT0003) 1989; 5 (CIT0005) 1993; 3 (CIT0006) 1993; 1 Malthete J. (CIT0011) 1976; 37 |
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