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Abstract: A chiral stationary phase (CSP) based upon a previously studied naphthamide atropisomer is described. Although CSPs based upon imprinted polymers have been known for some time, this naphthamide- derived CSP is the first reported example of an imprintable brush- type CSP. Deracemization of the racemic CSP using a soluble enantiopure imprint molecule affords a CSP which resolves the enantiomers of the imprint molecule and related compounds. A time- dependent HPLC study of the reversion of the imprinted stationary phase to the racemic form was performed, with a decrease in enantioselectivity being noted over a period of two weeks at room temperature, after which time the stationary phase was no longer capable of resolving enantiomers. Speculations about the potential utility of such CSPs are offered