NDLI: Development of chiral stationary phases consisting of low-molecular-weight cellulose derivatives covalently bonded to silica gel

Content Provider	Springer Nature Link
Author	Kasuya, Natsuki Kusaka, Yuko Habu, Naoto Ohnishi, Atsushi
Copyright Year	2002
Abstract	We prepared chiral supports whose chiral stationary phase (CSP), consisting of a low-molecular-weight cellulose derivative (degree ofpolymerization: 15), is covalently bonded to silica gel. The cellulose used asthe base material of the CSP was pre-hydrolysed with phosphoric acid before thecoupling reaction to unite a reducing terminal in the cellulose and anaminopropyl group on the surface of silanized silica. After substitutinghydroxyl groups in cellulose by using 3,5-dichlorophenyl isocyanate or phenylisocyanate, we tested the CSP thus obtained for its performance in chiralrecognition and found a wide range of chiral discrimination ability. We alsoconfirmed that an elution using ‘strong’ solvents as a mobile phasecould be achieved, which is difficult for the coated-type CSPs because themobile phase may dissolve the CSP. However, more enantiomeric mixtures showedlarger selectivity factors (α) when eluted on the coated-type CSPs thanonthe covalently bonded CSPs. A coated-type CSP consisting of thelow-molecular-weight cellulose phenylcarbamate, prepared as a control CSPsample, showed comparable performance with the commercial coated-type column(CHIRALCEL® OC), so the slightly poorer performance ofthe chemically bonded CSPs may be explained by the difficulty of the polymerconsisting of the CSPs in taking an optimal supermolecular structure requiredfor chiral recognition due to the fixation to the silica gel. The lowdegreeof polymerization may have an additional effect.
Starting Page	263
Ending Page	269
Page Count	7
File Format	PDF
ISSN	09690239
Journal	Cellulose
Volume Number	9
Issue Number	3-4
e-ISSN	1572882X
Language	English
Publisher	Kluwer Academic Publishers
Publisher Date	2002-01-01
Publisher Place	Dordrecht
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Organic Chemistry Bioorganic Chemistry Physical Chemistry Polymer Sciences
Content Type	Text
Resource Type	Article
Subject	Polymers and Plastics

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