Liquid crystal properties of novel diacetylenes having a pyridine end group

Wright, J.; Milburn, G. H. W.; Werninck, A. R.; Shand, Angie

doi:10.1080/02678299508031075

Cited by 3 publications

(1 citation statement)

References 22 publications

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“…A dependence of the reactivity on the crystal phase of a compound has been reported for structurally related symmetric diacetylenes 30a and asymmetric diacetylenes. 30b Analogously, thermally induced liquid-state polymerization for structurally related symmetric diacetylenes, 7 asymmetric diacetylenes, 28,31 and disklike mesogenic diacetylenes could explain the abovementioned observations for the polymer. 32 As for the perylene imide-linked (di)acetylenes the effect of the length on the alkyl linker was studied.…”

Section: Resultsmentioning

confidence: 94%

Dye-Substituted Acetylenes and Diacetylenes: Convenient Polymerization As Studied by Differential Scanning Calorimetry, FT-IR, and UV−vis Spectroscopy

et al. 1999

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A series of phthalimide-and 1,12-benzoperylene-1′,2′-dicarboxylic imido-linked alkynes were prepared and analyzed by UV, FT-IR, optical microscopy, and differential scanning calorimetry. The possibility to convert ω-alkynes (R-(CH 2)n-CtCH) to diacetylenic compounds (R-(CH2)nCtC-CtC-(CH2)n-R) was investigated for R ) phthalimide and 1,12-benzoperylene-1′,2′-dicarboxylic imide with n ) 1, 3, and 9. Formation of the diacetylenic compound is usually straightforward (as checked by comparison with independently synthesized diacetylenes), and in some cases heat-induced polymerization of the thusformed diacetylenes proceeds directly. For the perylene imide-linked materials with n ) 1 and n ) 3 1,2-polymerization occurs, while for n ) 9 1,4-polymerization occurs. The 1,4-polymerization is also observed for the phthalimide-linked materials. For R ) phthalimide and n ) 1 this 1,4-polymerization can only be induced by further heating, while for the analogous n ) 9 compound 1,4-polymerization is already induced by UV-vis irradiation at room temperature. This is related to the flexibility of the methylene spacer in the crystal.

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Section: Resultsmentioning

confidence: 94%