Optical monitoring of gases with cholesteric liquid crystals.
A new approach to optical monitors for gases is introduced using cholesteric liquid crystals doped with reactive chiral compounds. The approach is based on cholesteric pitch length changes caused by a change in helical twisting power (HTP) of the chiral dopants upon reaction with the analyte. The concept is demonstrated for monitoring carbon dioxide via reversible carbamate formation and for oxygen using the irreversible oxidation of a chiral dithiol to a disulfide. Monitoring of CO(2) was achieved by doping a commercial cholesteric liquid crystalline mixture (E7) with 1.6% mol of the 1:1 complex of an optically pure diamine with a TADDOL derivative. Upon exposure to carbon dioxide, the reflection band of a thin film of the mixture shifted from 637 to 495 nm as a consequence of dissociation of the complex after carbamate formation of the diamine. An O(2) monitor was obtained by doping E7 with a chiral binaphthyl dithiol derivative and a nonresponsive codopant. The reflection band of the oxygen monitor film changed from 542 to 600 nm, due to the conformational change accompanying oxidation of the dithiol to disulfide. These monitoring mechanisms hold promise for application in smart packaging, where carbon dioxide and oxygen are of special interest because of their roles in food preservation.
Laboratory for Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands.
Yang
Y
Han
Katherine
K
Pacheco
Cees W M
CW
Bastiaansen
Dirk J
DJ
Broer
Rint P
RP
Sijbesma
D002245:Carbon Dioxide / Q000032:analysis*; D002784:Cholesterol / Q000737:chemistry*; D004220:Disulfides / Q000737:chemistry; D050866:Liquid Crystals / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010100:Oxygen / Q000032:analysis*; D013055:Spectrophotometry, Infrared; D014050:Toluene / Q000031:analogs & derivatives / Q000737:chemistry
D004220:Disulfides; D002245:Carbon Dioxide; D014050:Toluene; D002784:Cholesterol; D010100:Oxygen; C004848:dithiol