New irreversible thermochromic polydiacetylenes

New diacetylenic compounds are described. These compounds are unfunctionalised, monoalcohols, diols or monoesters and present irreversible thermochromic behaviour. When heated, these diynes change colour from blue to red in temperature ranging between −50 and +75 °C depending on chain lengths. A rel...

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Bibliographic Details
Published in:Tetrahedron 2008-09, Vol.64 (40), p.9430-9436
Main Authors: Rougeau, Laurent, Picq, Dominique, Rastello, Marie, Frantz, Yves
Format: Article
Language:English
Subjects:
Chemical Sciences
Diacetylene polymerisation
Irreversible thermochromes
Polymers
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Summary:New diacetylenic compounds are described. These compounds are unfunctionalised, monoalcohols, diols or monoesters and present irreversible thermochromic behaviour. When heated, these diynes change colour from blue to red in temperature ranging between −50 and +75 °C depending on chain lengths. A relationship between the number of atoms and the thermochromism temperature has been highlighted. Moreover, a mechanism of this thermochromic phenomenon is demonstrated based on Raman spectroscopy, ESR and solid NMR. [Display omitted] A new family (unsymmetrical diynes) of irreversible thermochromic compounds is reported. The polymerisation mechanism is demonstrated.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2008.07.085