1998年11月
New stereoselective GC phases: Immobilized chiral polysiloxanes with (S)-(-)-t-leucine derivatives as selectors
HRC-JOURNAL OF HIGH RESOLUTION CHROMATOGRAPHY
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- ,
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- 巻
- 21
- 号
- 11
- 開始ページ
- 592
- 終了ページ
- 596
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1002/(SICI)1521-4168(19981101)21:11<592::AID-JHRC592>3.0.CO;2-4
- 出版者・発行元
- WILEY-V C H VERLAG GMBH
New chiral polysiloxanes have been prepared as stationary phases for gas chromatography, with (S)-(-)-t-leucine-t-butylamide, (S)-(-)-t-leucine-(S)-(-)-1-phenylethylamide, (S)-(-)-t-leucine-(S)-(-)-1-(alpha-naphthyl)ethylamide, (S)-(-)-t-leucine-(R)-(+)-1-phenylethylamide, and (S)-(-)-t-leucine-(R)-(+)-1-(alpha-naphthyl)ethylamide as selectors. Immobilization is achieved by radical-induced cross-linking with 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane (V-4) and dicumyl peroxide (DCUP) as cross-linking reagents and cured at 170 degrees C. Under these conditions, racemization of S-(-)-t-leucine is less than 4.5% (R) for 1 h curing, while for polysiloxanes with the conventional (S)-(-)-valine selectors about 20% of R-enantiomers are formed by racemization. In the presence of 5% (w/w) V-4 and 6% of DCUP with regard to the phases, 70-80% immobilization is achieved; without V-4, the degree of immobilization is about 50% for both the (S)-(-)-t-leucine and (S)-(-)-valine selectors. As the size of the amide moieties of the selectors increases from t-butyl to 1-(alpha-naphthyl)ethyl, the degree of immobilization decreases. If the curing time is prolonged to 2 h, the extent of racemization increases. The selectivity factors achieved for amino acid enantiomers and similar pharmaceuticals are generally higher than those obtained with the corresponding non-immobilized Chirasil-Val phases.
- リンク情報
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- DOI
- https://doi.org/10.1002/(SICI)1521-4168(19981101)21:11<592::AID-JHRC592>3.0.CO;2-4
- CiNii Articles
- http://ci.nii.ac.jp/naid/80010667154
- Web of Science
- https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000077186100003&DestApp=WOS_CPL
- ID情報
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- DOI : 10.1002/(SICI)1521-4168(19981101)21:11<592::AID-JHRC592>3.0.CO;2-4
- ISSN : 0935-6304
- CiNii Articles ID : 80010667154
- Web of Science ID : WOS:000077186100003