Chromatographic evaluation of poly (trans-1,2-cyclohexanediyl-bis acrylamide) as a chiral stationary phase for HPLC.
Chiral stationary phases (CSPs) based on polymeric (R,R)- or (S,S)-1,2-diaminocyclohexane (DACH) derivatives are synthesized. When bonded to 5 microm porous spherical silica gel, the poly (trans-1,2-cyclohexanediyl-bis acrylamide) based poly-cyclic amine polymer (P-CAP) stationary phases is proved to be effective chiral stationary phases that could be used in the normal-phase mode, polar organic mode and with halogenated solvents mobile phases, if desired. Since these are entirely synthetic CSPs, the elution order of all enantiomers can be reversed between the (R,R) P-CAP and (S,S) P-CAP columns. Because of the high loading of chiral selectors, the columns exhibit very high sample capacities. Thus, P-CAP columns are useful for preparative and semi-preparative enantiomeric separations. The application of these CSPs and optimization of their separations are discussed.
Zhong
Qiqing
Q
Department of Chemistry, Iowa State University, Ames, IA 50011, USA.
Han
Xinxin
X
He
Lingfeng
L
Beesley
Thomas E
TE
Trahanovsky
Walter S
WS
Armstrong
Daniel W
DW
D000178:Acrylamides / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D003510:Cyclohexanes / Q000737:chemistry; D003514:Cyclohexylamines / Q000737:chemistry; D007202:Indicators and Reagents; D011108:Polymers; D058428:Silica Gel; D012822:Silicon Dioxide; D012997:Solvents; D013237:Stereoisomerism
D000178:Acrylamides; D003510:Cyclohexanes; D003514:Cyclohexylamines; D007202:Indicators and Reagents; D011108:Polymers; D012997:Solvents; C502589:poly (trans-1,2-cyclohexanediyl-bis acrylamide); D058428:Silica Gel; D012822:Silicon Dioxide; C030435:1,2-cyclohexanediamine