Non-particulate organic porous material having optical resolution capability and method for manufacturing same

• US 9,028,694 B2
• Filed: 05/15/2014
• Issued: 05/12/2015
• Est. Priority Date: 01/16/2004
• Status: Active Grant

• Current Assignee: Organo Corporation
• Original Assignee: Organo Corporation
• Inventors: Teraguchi, Masahiro, Kaneko, Takashi, Aoki, Toshiki, Inoue, Hiroshi, Yoshida, Akiko
• Primary Examiner(s): Therkorn, Ernest G
• Application Number:
  US14/278,765
• Publication Number:
  US 20140256834A1
• Time in Patent Office: 362 Days
• Field of Search: 210/635, 210/656, 210/198.2, 210/502.1
• US Class Current: 210/635
• CPC Class Codes: B01D 15/3833 Chiral chromatography
• CPC Class Codes: B01D 15/3852 using imprinted phases or molecular recognition; using imprinted phases
• CPC Class Codes: B01D 39/1676 of synthetic origin
• CPC Class Codes: C08J 9/36 After-treatment C08J9/22 takes precedence

Abstract

A non-particulate organic porous material with optical resolution capability, the non-particulate organic porous material having a continuous pore structure, which comprises macropores and mesopores, the macropores being interconnected forming mesopores with a radius of 0.01-100 μm in the interconnected parts, and optically active groups uniformly introduced therein possesses high physical stability, can be used under wide separating conditions, and has a large capacity for separating optically active substances (enantiometers).

Claims

1. A method for manufacturing a non-particulate organic porous material having optical resolution capability, the non-particulate organic porous material having a continuous pore structure, which comprises macropores and mesopores, the macropores being interconnected forming mesopores with a radius of 0.01-100 μ

m in the interconnected parts, wherein the non-particulate organic porous material does not have optically active groups, comprising;

preparing a mixture of an oil-soluble monomer containing optically active groups, a surfactant, and water,

stirring the mixture to prepare a water-in-oil-type emulsion,

allowing the emulsion to stand to polymerize the monomer, and then

causing the optically active groups to be eliminated.

2. The method according to claim 1, wherein the optically active groups are eliminated by a method of causing the organic porous material into which the optically active groups are introduced to come in contact with trifluoroacetic acid or a method of hydrolyzing the bond of the optically active groups and the organic porous material in the presence of an acid catalyst or a base catalyst.

3. The method according to claim 1, wherein the non-particulate organic porous material has a total pore volume of 1-50 ml/g.

4. The method according to claim 1, wherein the non-particulate organic porous material contains micropores which are non-continuous and have an average pore size of 5-800 nm in an inner wall of a continuous pore structure formed from macropores and mesopores.

5. The method according to claim 1, further comprising:

separating a mixture of enantiomers by adsorbing the mixture of enantiomers on the non-particulate organic porous material and optically resolving the enantiomers.