Preparation of optical active polydiacetylene through gelating and the control of supramolecular chirality

Achiral diacetylene 10,12-pentacosadinoic acid (PCDA) and a chiral low-molecular-weight organogelator could form co-gel in organic solvent and it could be polymerized in the presence of Zn(II) ion or in the corresponding xerogel under UV-irradiation. Optically active polydiacetylene (PDA) were subse...

Full description

Saved in:
Bibliographic Details
Published inScience China Chemistry Vol. 53; no. 2; pp. 432 - 437
Main Authors Duan, PengFei, Li, YuanGang, Liu, MingHua
Format Journal Article
LanguageEnglish
Published Heidelberg SP Science in China Press 01.02.2010
Springer Nature B.V
Subjects
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Chirality
Dichroism
Optical activity
Polydiacetylenes
Ultraviolet radiation
Xerogels
low-molecular-weight organogel
diacetylene
induced chirality
supramolecular chirality
Online AccessGet full text

Cover

More Information
Summary:Achiral diacetylene 10,12-pentacosadinoic acid (PCDA) and a chiral low-molecular-weight organogelator could form co-gel in organic solvent and it could be polymerized in the presence of Zn(II) ion or in the corresponding xerogel under UV-irradiation. Optically active polydiacetylene (PDA) were subsequently obtained. Supramolecular chirality of PDA could be controlled by the chirality of gelators. Left-handed and right-handed helical fibers were obtained by using L- and D-gelators in xerogels respectively, and CD spectra exhibited mirror-image circular dichroism. The PDA in xerogel exhibited typical blue-to-red transition responsive to the temperature and pH, while the supramolecular chirality of PDA showed a corresponding change.
ISSN:1674-7291
1862-2771
1869-1870
DOI:10.1007/s11426-010-0067-2