Filler for optical isomer separation

Abstract

A filler for optical isomer separation which: allows a polymer compound derivative to be immobilized on the surface of a carrier at a high ratio and is excellent in optical separation ability. The filler is characterized in that the filler is obtained by modifying part of the hydroxy or amino groups of a polymer compound having hydroxy or amino groups with molecules of a compound represented by the following general formula (I): A-X—Si(Y) n R 3-n , and is carried by a carrier through chemical bonding.

1 . A filler for optical isomer separation, comprising a cellulose or amylose derivative, which is obtained by modifying part of hydroxy groups of a cellulose or amylose with molecules of a compound represented by the following general formula (I), and is carried by a carrier through chemical bonding:
   A-X—Si(Y) n R 3-n   (I)
   where A represents a reactive group which reacts with a hydroxy group, X represents an alkylene group which has 1 to 18 carbon atoms and which may have a branch, or an arylene group which may have a substituent, Y represents a reactive group which reacts with a silanol group to form a siloxane bond, R represents an alkyl group which has 1 to 18 carbon atoms and which may have a branch, or an aryl group which may have a substituent, and n represents an integer of 1 to 3; and,   wherein a numerical value obtained by multiplying the ratio of the sum of the number of the hydroxy groups of cellulose or amylose modified with molecules of the compound represented by the general formula (I) to the sum of the total number of the hydroxy groups of the cellulose or amylose by 100 is 1.0 to 35%.   
     
     
         2 . The filler for optical isomer separation according to  claim 1 , wherein the compound represented by the general formula (I) is 3-isocyanate propyl triethoxysilane, 3-isocyanate propyl trimethoxysilane, 3-isocyanate propyl diethoxymethylsilane, 2-isocyanate ethyl triethoxysilane, 4-isocyanate phenyl triethoxysilane, 3-glycidoxy propyl trimethoxysilane, 3-glycidoxy propyl triethoxysilane, or 3-thiocyanatepropyl triethoxysilane. 
     
     
         3 . The filler for optical isomer separation according to  claim 1 , wherein at least part of the hydroxy groups except the hydroxy groups modified with the molecules of the compound represented by the general formula (I) are further modified with molecules of a compound having a functional group which acts on an optical isomer. 
     
     
         4 . The filler for optical isomer separation according to  claim 3 , wherein the molecules of the compound having a functional group which acts on an optical isomer are introduced into the at least part of the hydroxy groups except the hydroxy groups modified with the molecules of the compound represented by the general formula (I) through a urethane bond, a urea bond, an ester bond, or an ether bond. 
     
     
         5 . The filler for optical isomer separation according to  claim 4 , wherein the compound having a functional group which acts on an optical isomer is a compound containing an atomic group represented by the following general formula (II) or (III):
   —CO—R′  (II)
     —CO—NH—R′  (III)
   
       where R′ represents an aliphatic or aromatic hydrocarbon group which may contain a heteroatom, and the aliphatic or aromatic hydrocarbon group may be unsubstituted or may be substituted with one or more groups selected from the group consisting of a hydrocarbon group which has 1 to 12 carbon atoms and which may contain a heteroatom, a cyano group, a halogen group, a hydroxy group, a nitro group, an amino group, and a dilakylamino group containing two alkyl groups each having 1 to 8 carbon atoms. 
     
     
         6 . The filler for optical isomer separation according to  claim 5 , wherein the compound having a functional group which acts on an optical isomer is 3,5-dimethylphenyl isocyanate, 3,5-dichlorophenyl isocyanate, 1-phenylethyl isocyanate, or 4-methylbenzoyl chloride.