Preparation of cellulose tris(3,5-dimethylphenylcarbamate) as chiral stationary phase and studies of enantiomeric resolution

Cellulose tris (3,5-dimethylphenylcarbamate)(CDMPC) was synthesized by the reaction of microcrystalline cellulose with 3,5-dimethylphenylisocyanate in dry pyridine at 100 ℃。After cooling,methanol was added and the insoluble fraction was isolated.Elemental analysis and IR spectrum results confirmed that the reaction had occurred with the high degree of substitution.A chiral stationary phase was prepared by coating cellulose tris (3,5-dimethylphenylcarbamate) on the aminopropyl silica.On the cellulose tris (3,5-dimethylphenylcarbamate) chiral stationary phase (CDMPC-CSP),six organic phosphonates were resolved in normal-phase system.The influence to the separation results and the column property caused by the ratio of the mobile phase and the column temperature was investigated.It is found that the variety of i-Pr content cannot lead to the regular variety of capacity factor (k') and separation factor (α),but the variety of column temperature can lead to the regular variety of capacity factor (k') and separation factor (α) .The influence of the enantiomers structure to the chiral separation was also illustrated in detail.