IP Library › Granted Patent US 10,060,887
Granted Patent B2
US 10,060,887 · App. 13/885,634 · Granted Aug 28, 2018

Field sampling kit and methods for collecting and detecting alkyl methylphosphonic acids

Inventors: Richard J. Lawrence (Fort Detrick, MD); J. Richard Smith (Fort Detrick, MD); Benedict R. Capacio (Fort Detrick, MD)
Assignee: The United States of America as Represented by the Secretary of the Army
G01N30/482G01N1/10G01N2001/005G01N2001/022G01N2001/149G01N2001/2826Y10T436/163333
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Quick Facts
Patent No.
US 10,060,887
App. No.
13/885,634
Granted
Aug 28, 2018
Kind
B2
Abstract

The invention relates to kits and methods of collecting and detecting alkyl methylphosphonic acids from environmental or biological liquids using a sorbent material. The sorbent material may be transported, desorbed and tested for alkyl methylphosphonic acids.

Claims (31)

1. A method of collecting, from a liquid sample, a degradation product of an organophosphonate nerve agent, which consists of

adjusting the pH of the liquid sample to below about 3 with an acid having a pKa lower than 5;

adding a known amount of an isotopically labeled alkyl methylphosphonic acid to the liquid sample; and

performing solid phase microextraction by contacting the liquid sample having a pH below about 3 and the isotopically labeled alkyl methylphosphonic acid added thereto with a solid phase microextraction (SPME) fiber for a given period.

2. The method of claim 1 , wherein the given period is less than about 15 minutes.

3. The method of claim 1 , wherein the given period is about 1 minute to about 10 minutes.

4. A method of analyzing a degradation product of an organophosphonate nerve agent having been collected from a liquid sample by a collection method consisting of adjusting the pH of the liquid sample to below about 3 with an acid having a pKa lower than 5, adding a known amount of an isotopically labeled alkyl methylphosphonic acid to the liquid sample, and performing solid phase microextraction by contacting the liquid sample having a pH below about 3 and the isotopically labeled alkyl methylphosphonic acid added thereto with a solid phase microextraction (SPME) fiber, which said analyzing comprises

desorbing the degradation product from the SPME fiber after having been adsorbed thereon and stored for a given period; and

assaying the desorbed degradation product.

5. The method of claim 4 , wherein the desorbed degradation product is assayed using nuclear magnetic resonance, chromatography, mass spectrometry, or a combination thereof.

6. The method of claim 4 , wherein the desorbed degradation product is assayed using gas-chromatography-mass spectrometry (GC/MS), liquid chromatography-tandem mass spectrometry (LC/MS/MS), or high-performance liquid chromatography (HPLC).

7. The method of claim 4 , wherein the given period is greater than 3 months.

8. The method of claim 4 , wherein the given period is greater than 5 months.

9. The method of claim 1 , wherein the method is performed using a kit comprising

a solid phase microextraction (SPME) fiber;

a volumetric container;

an acid having a pKa lower than 5; and

an internal standard solution comprising a known amount of an isotopically labeled alkyl methylphosphonic acid.

10. The method of claim 9 , wherein the acid is acetic acid, formic acid, methane sulfonic acid, phosphoric acid, sulfuric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, trifluoromethane sulfonic acid, or toluenesulfonic acid.

11. The method of claim 9 , wherein the acid is provided in an amount of 50 μL to 3 mL.

12. The method of claim 9 , wherein the isotopically labeled alkyl methylphosphonic acid is present in a concentration of 100 ng/mL to 1 μl/mL.

13. The method of claim 9 , wherein the isotopically labeled alkyl methylphosphonic acid is pinacolyl methylphosphonic acid (PMPA), 2-(methyl)propyl methylphosphonic acid (MMPA), cyclohexyl methylphosphonic acid (CMPA), isopropyl methylphosphonic acid (IMPA), ethyl methylphosphonic acid (EMPA), or a combination of one or more thereof.

14. The method of claim 9 , wherein the SPME fiber comprises polydimethylsiloxane (PDMS), divinylbenzene (DVB), polyethylene glycol (PEG), octadecylsilyl (C 18 ), polyacrylate (PA), or a combination of one or more thereof.

15. The method of claim 9 , wherein the SPME fiber comprises a polyethylene glycol templated resin (CW/TPR) or octadecylsilyl (C 18 ).

16. The method of claim 9 , wherein the SPME fiber is provided as a retractable fiber assembly.

17. The method of claim 9 , wherein the SPME fiber is provided as a coating on the volumetric container.

18. The method of claim 9 , wherein the SPME fiber is attached to a cap for the volumetric container.

19. The method of claim 9 , wherein

the acid is acetic acid, formic acid, methane sulfonic acid, phosphoric acid, sulfuric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, trifluoromethane sulfonic acid, or toluenesulfonic acid;

the isotopically labeled alkyl methylphosphonic acid is pinacolyl methylphosphonic acid (PMPA), 2-(methyl)propyl methylphosphonic acid (MMPA), cyclohexyl methylphosphonic acid (CMPA), isopropyl methylphosphonic acid (IMPA), ethyl methylphosphonic acid (EMPA), or a combination of one or more thereof and is present in a concentration of 100 ng/mL to 1 μl/mL; and

the SPME fiber comprises polydimethylsiloxane (PDMS), divinylbenzene (DVB), polyethylene glycol (PEG), octadecylsilyl (C 18 ), polyacrylate (PA), or a combination of one or more thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 27, 2014
From: SMITH, J. RICHARD; CAPACIO, BENEDICT R.; LAWRENCE, RICARHD J.
To: USA AS REPRESENTED BY THE SECRETARY OF THE ARMY ON BEHALF OF USAMRMC
Reel/Frame 032049/0931 →
Continuity (2)
Provisional Application 61458797 · Nov 15, 2010
Related Publication 20140113380A1 · Apr 24, 2014