IP Library Granted Patent US 9,815,764
Granted Patent B2
US 9,815,764 · App. 14/844,708 · Granted Nov 14, 2017

Homochiral metal-organic framework with enantiopure pillar[5]arene active domains

Inventors: James Fraser Stoddart (Evanston, IL); Nathan Strutt (Portland, OR)
Assignees: NORTHWESTERN UNIVERSITY; KING ABDULAZIZ CITY FOR SCIENCE AND TECHNOLOGY (KACST)
C07C65/24C07C51/487C07F3/003C07B2200/07C07C2603/92
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Quick Facts
Patent No.
US 9,815,764
App. No.
14/844,708
Granted
Nov 14, 2017
Kind
B2
Abstract

Homochiral metal organic framework (MOF) selected from a group consisting of (S p )-P5A-MOF-1 and (R p )-P5A-MOF-1 is provided. The homochiral MOFs are prepared from pure enantiomer struts of formula (I): The homochiral MOFs are suitable for separation of enantiomers from racemic mixtures.

Claims (18)

1. A method of preparing a homochiral metal organic framework (MOF) consisting of (S p )-P5A-MOF-1, comprising:

preparing a mixture of (S p )-1 and Zn(NO 3 ) 2 in a solvent, wherein (S p )-1 is the S p -enantiomer structure of formula (I):

 and

heating the mixture at temperature of about 100° C. to form the homochiral metal organic framework (MOF) consisting of (S p )-P5A-MOF-1.

2. The method of claim 1 , wherein the solvent is anhydrous dimethylformamide.

3. A method of preparing a homochiral metal organic framework (MOF) consisting of (R p )-P5A-MOF-1, comprising:

preparing a mixture of (R p )-1 and Zn(NO 3 ) 2 in a solvent, wherein (R p )-1 is the R p -enantiomer structure of formula (I):

 and

heating the mixture at temperature of about 100° C. to form the homochiral metal organic framework (MOF) consisting of (R p )-P5A-MOF-1.

4. The method of claim 3 , wherein the solvent is anhydrous dimethylformamide.

5. A method of preparing a pure enantiomer structure of formula (I):

comprising:

preparing a mixture comprising an aqueous-base solution and a solvent comprising a pure enantiomer structure of formula (II):

heating the mixture at temperature of about 85° C. to form the pure enantiomer structure of formula (I).

6. The method of claim 5 , wherein the pure enantiomer structure of formula (I) consists of the (S p )-1 enantiomer and the pure enantiomer structure of formula (II) consists of the (SSS p )-4 enantiomer.

7. The method of claim 5 , wherein the pure enantiomer structure of formula (I) consists of the (R p )-1 enantiomer and the pure enantiomer structure of formula (II) consists of the (SSR p )-4 enantiomer.

8. The method of claim 5 , wherein the solvent is dimethoxyethane.

9. The method of claim 5 , wherein the aqueous-base solution is an aqueous sodium hydroxide.

Assignments (2)
CONFIRMATORY LICENSE Recorded Nov 3, 2015
From: NORTHWESTERN UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 037040/0757 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 3, 2015
From: STODDART, JAMES FRASER; STRUTT, NATHAN L.
To: NORTHWESTERN UNIVERSITY; KING ABDULAZIZ CITY FOR SCIENCE AND TECHNOLOGY (KACST)
Reel/Frame 036489/0944 →
Continuity (2)
Provisional Application 62045514 · Sep 3, 2014
Related Publication 20160060201A1 · Mar 3, 2016