Bisphenol hypersorbents for enhanced detection of, or protection from, hazardous chemicals

Patent metadata

Field	Value
Publication number	US-11779901-B2
Application number	US-202217725811-A
Country	US
Kind code	B2
Filing date	Apr 21, 2022
Priority date	Nov 6, 2017
Publication date	Oct 10, 2023
Grant date	Oct 10, 2023

Abstract

The invention relates to strong hydrogen-bond acidic sorbents. The sorbents may be provided in a form that limits or eliminates intramolecular bonding of the hydrogen-bond acidic site between neighboring sorbent molecules, for example, by providing steric groups adjacent to the hydrogen-bond acidic site. The hydrogen bond site may be a phenolic structure based on a bisphenol architecture. The sorbents of the invention may be used in methods for trapping or detecting hazardous chemicals or explosives.

First claim

What is claimed:

1. A method for collecting an analyte comprising one or more hydrogen-bond basic groups, the method comprising:
providing a layer of a bisphenol sorbent comprising a compound of formula I or formula II as a chromatographic stationary phase

wherein
R 1 is selected from the group consisting of prop-1-en-2-yl;-dimethyl(phenyl)silyl;
trimethylsilyl; diphenylmethyl; methylthio; prop-2-enyl; benzyl; ethylthio; cyclopropyl; 2-(trimethylsilyl)ethyl; 2,2-dimethylpropyl; 2-methylpropyl; phenylethyl; propyl; butyl; sec-butyl; pentyl; heptyl; propan-2-yl; cyclopentyl; cyclohexyl; cyclobutyl; 3-ethylpentan-3-yl; ethyl; 1,1-dimethylpropyl; (trimethylsilyl)methyl; trifluoromethyl; and fluoro; and
R 2 is selected from the group consisting of methyl; tert-butyl; prop-1-en-2-yl; dimethyl(phenyl)silyl; trimethylsilyl; diphenylmethyl; methylthio; prop-2-enyl; benzyl; ethylthio; cyclopropyl; 2-(trimethylsilyl)ethyl; 2,2-dimethylpropyl; 2-methylpropyl; phenylethyl; propyl; butyl; sec-butyl; pentyl; heptyl; propan-2-yl; cyclopentyl; cyclobutyl; 3-ethylpentan-3-yl; ethyl; 1,1-dimethylpropyl; (trimethylsilyl)methyl; trifluoromethyl; and fluoro; and
contacting the bisphenol sorbent with a sample comprising the analyte, thereby collecting the analyte,
wherein the bisphenol selectively binds with the stronger hydrogen-bond basic analyte as compared to weaker hydrogen-bond basic interferents, forming bisphenol sorbent-analyte bonds.

2. The method of claim 1 , wherein the bisphenol sorbent binds the analyte to the bisphenol sorbent layer.

3. The method of claim 1 , wherein the bisphenol sorbent layer is provided inside a porous support structure.

4. The method of claim 1 , wherein the analyte is detected using an infrared (IR) spectroscopy technique.

5. The method of claim 1 , further comprising heating the bisphenol sorbent and bound analyte, thereby releasing the analyte and regenerating the bisphenol sorbent.

6. The method of claim 1 , wherein the layer of bisphenol sorbent is provided as a coating in a Solid Phase MicroExtraction (SPME) fiber.

Assignees

• Us Gov Sec Navy

Inventors

• Mcgill R Andrew
• Roberts Courtney A

Classifications

• B01J20/22 Primary

  comprising organic material · CPC title

• B01J20/281

  Sorbents specially adapted for preparative, analytical or investigative chromatography · CPC title

• B01J20/282

  Porous sorbents (ion exchange B01J39/00 - B01J41/00) · CPC title

• B01J20/286

  Phases chemically bonded to a substrate, e.g. to silica or to polymers · CPC title

• B01J20/28023

  Fibres or filaments (fibres or filaments in the form of membranes B01J20/28038; B01J20/28007 takes precedence) · CPC title