TCI Chiral HPLC Column

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1 TCI Chiral HPLC Column ~ Helical Polymer New Chiral Stationary Phase ~ Tokyo Chemical Industry Co.,Ltd. 212 Tokyo Chemical Industry Co., Ltd.

2 Features of TCI Chiral A unique new stationary phase Polymaleimide helical polymer bearing chiral side groups coated on silica gel. Suitable for separation of carbonyls and others Ex. Ketones, Esters, Carboxylic acids, N-Protected Amino acid, Alcohols and others. Applicable to both normal and reversed phase modes. High column load capacity Superior column longevity Maximum pressure: 29 psi (2 MPa) High throughput analysis Affordable price 212 Tokyo Chemical Industry Co., Ltd.

3 Line Up Column TCI Chiral MB-S TCI Chiral BP-S TCI Chiral CH-S Ligand N N N N N N Retention Power (Normal Phase) High Medium Weak Analyte Low polar Medium polar High polar Carbonyls (Ketones. Esters, Carboxylic acids, N-Protected amino acids),alcohols, Diols, Epoxides, Heterocycles, Sulfoxides, thers 212 Tokyo Chemical Industry Co., Ltd.

4 Applications Column TCI Chiral MB-S TCI Chiral BP-S TCI Chiral CH-S Separation % of 81compounds 9% 76% 71% N-Boc-prolinol min min Applications No Separation No Separation 1,1 -Bi-naphthol DL-Lactide min No Separation min No Separation 2 mv min Please see next and after the next pages as examples. All chromatograms are on our web site. 212 Tokyo Chemical Industry Co., Ltd.

5 Separation Compounds Tokyo Chemical Industry Co., Ltd.

6 Separation Compounds Tokyo Chemical Industry Co., Ltd.

7 Analytical condition Normal Phase n-hexane / IPA = 9/1 (initial condition) Elution time is long increase IPA ratio (ex.3%) Elution time is short decrease IPA ratio (ex.1%) Acidic compound add.1% of Trifluoroacetic acid Basic compound add.1% of Diethylamine Reversed Phase Acetonitrile / Water = 2/8 (initial condition) Elution time is long increase acetonitrile ratio (ex.4%) Elution time is short decrease acetonitrile ratio (ex.1%) Acidic compound add.1% of Trifluoroacetic acid Basic compound choice buffer solution Unusable solvents THF, Toluene, Halogenated solvents (Chloroform, etc.) 212 Tokyo Chemical Industry Co., Ltd.

8 Change ratio of solvents Change retention power Hexane/IPA=2/1(v/v) Hexane/IPA=1/1(v/v) Hexane/IPA=9/(v/v) Hexane/IPA=9/1(v/v) Column : TCI Chiral MB-S (3μm) Column Size : 4.6 mmi.d. mm Mobile Phase : Hexane/IPA Detection : UV 4 nm Flow Rate : 1. ml/min Temperature : 4 Sample : Benzoin Hexane/IPA=8/1(v/v) Hexane/IPA=8/2(v/v) Hexane/IPA=7/3(v/v) 212 Tokyo Chemical Industry Co., Ltd.

9 Temperature effect 19 Column : TCI Chiral MB-S (3μm) Column Size : 4.6 mmi.d. mm Mobile Phase : Hexane/IPA = 9/1 (v/v) Detection : UV 4 nm Flow Rate : 1. ml/min Temperature : 4 Sample : Benzoin Tokyo Chemical Industry Co., Ltd.

10 Modifier effect Column : TCI Chiral MB-S (3μm) Column Size : 4.6 mmi.d. mm Mobile Phase : Hexane / Polar Solvent = 9/1 Detection : UV 4 nm Flow Rate : 1. ml/min Temperature : 4 Sample : Benzoin Benzoin EtH Pressure:.6MPa IPA Pressure:.7MPa MTBE Pressure:.3MPa MTBE : Methyl tert-butyl ether 212 Tokyo Chemical Industry Co., Ltd.

11 Stability test uv 2 Column : TCI Chiral BP-S Column Size : 4.6mmID mm Mobile Phase 2 : Hexane/IPA = 9/1 Detection : UV 4 nm Flow Rate 17:.7 ml/min Temperature : 4 Sample : Benzoin 1 injection α Rs Injection:1 1 Injection:4 1 Injection:6 7 Injection:8 Injection: min 212 Tokyo Chemical Industry Co., Ltd.

12 Batch to batch reproducibility alpha Benzoin 1-Phenyl-1,2- ethandiol. 1st 2nd 3rd 4th th 6th 7th TCI Chiral MB-S (3μm) 212 Tokyo Chemical Industry Co., Ltd.

13 Column load capacity test Analysis min Column Size : 4.6mmI.D. mm Flow Rate : 1. ml/min Sample Load:.mg Time(min) Loading test by analysis column Column Size : 4.6mmI.D. mm Flow Rate : 1. ml/min N-Cbz-proline Column Mobile Phase Temperature : 4ºC Detection : UV4nm Loading test by prep column N H : TCI Chiral MB-S (µm) : n-hexane/2-propanol/tfa =9/1/.1 Column Size : 2.mmI.D. mm Flow Rate : 9. ml/min 1 1 Sample Load: 2mg Sample Load: 4mg min Time(min) Time(min) 212 Tokyo Chemical Industry Co., Ltd.

14 N-Protected alanine applications N-Acetyl N-BC N-CBZ N-FMC Alpha Rs N-Acetyl alanine Column : TCI Chiral BP-S (μm) Column Size : 4.6mmID mm Mobile Phase : Hexane/IPA/TFA=9//.1 Detection : UV21nm (N-Acetyl, N-BC) UV4nm (N-CBZ, N-FMC) Flow Rate : 1.mL/min Temperature : 4 N-BC alanine min min 1 1 N-CBZ alanine N-FMC alanine min min 212 Tokyo Chemical Industry Co., Ltd.

15 Comparison with Polysaccharide types Carvone 1,4-Di--benzylthreitol H H CH 2 CH 2 Ph 12. H H CH 2 CH 2 Ph min TCI Chiral MB-S min 7 6 Amylose type min TCI Chiral MB-S min Amylose type min TCI Chiral BP-S Amylose type min min TCI Chiral BP-S min Amylose type TCI Chiral CH-S min Cellulose type min min TCI Chiral CH-S min Cellulose type 212 Tokyo Chemical Industry Co., Ltd.

16 min min min Comparison with Polysaccharide types Guaiacol Glycerol Ether H H min min min min min Mevalonolactone min min TCI Chiral MB-S Amylose type 1 TCI Chiral MB-S Amylose type 1 H min TCI Chiral BP-S Amylose type 2 TCI Chiral BP-S Amylose type min TCI Chiral CH-S Cellulose type TCI Chiral CH-S Cellulose type 212 Tokyo Chemical Industry Co., Ltd.

17 Comparison with Polysaccharide types Butyl Lactate H Glycidyl p-toluenesulfonate S min min min min min min TCI Chiral MB-S Amylose type 1 TCI Chiral MB-S Amylose type min min min min min TCI Chiral BP-S Amylose type 2 TCI Chiral BP-S Amylose type min TCI Chiral CH-S Cellulose type TCI Chiral CH-S Cellulose type 212 Tokyo Chemical Industry Co., Ltd.

18 Comparison with Polysaccharide types Chloropropionic Acid Cl min TCI Chiral MB-S 7 H min 9 Amylose type Isopropyl-3-propionyl-2- oxazolidinone min TCI Chiral MB-S N min Amylose type min TCI Chiral BP-S min 1 Amylose type min TCI Chiral BP-S min Amylose type min TCI Chiral CH-S min Cellulose type min TCI Chiral CH-S min Cellulose type 212 Tokyo Chemical Industry Co., Ltd.

19 SFC application CH C CH 2 H Benzyl DL-Mandelate Time(min.) Column : TCI Chiral MB-S (3µm) Column Size : 4.6mmID 1mm Temperature : 4ºC Pressure : 2MPa Mobile Phase : C 2 /IPA=9/1 Detection : UV4nm Flow Rate : 2.mL/min Sample : Benzyl DL-Mandelate.99mg/mL(IPA) Injection Vol. : µl Column Pressure: 2.4MPa SFC : Supercritical Fluid Chromatography 212 Tokyo Chemical Industry Co., Ltd.

20 Complete TCI Chiral product line Column Type TCI Chiral MB-S TCI Chiral BP-S TCI Chiral CH-S Particle Size 3μm μm 3μm μm 3μm μm 4.6mm mm S381 S384 S38 S38 S383 S mm 1mm S381 S384 S382 S38 S383 S mm mm S3811 S3841 S3821 S381 S3831 S3861 Cartridge type guard for 4.6mm column (3.mm 1mm) S3849(1/Pack) S389(1/Pack) S3869(1/Pack) 2.mm mm S3816 S3846 S3826 S386 S3836 S mm 1mm S3812 S3842 S3822 S382 S3832 S mm mm S3813 S3843 S3823 S383 S3833 S3663 Guard for 2. (or 4.6mm ) Column (1.mm 1mm ) S3819(3/Pack) S3829(3/Pack) S3839(3/Pack) 1.mm mm - S387 - S388 - S389 2.mm mm - S S S mm 1mm guard column is a cartridge type column and needs a holder. Holder:S Tokyo Chemical Industry Co., Ltd.

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