# US 5,710,358 A · Oxidative detoxification of phosphonothiolates and phosphonothioic acids

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- Number: US 5,710,358 A
- Document ID: US5710358A
- Status: Granted
- Kind: A
- Application number: 08/687,065
- Filed: 1996-07-08
- Granted: 1998-01-20
- Earliest claimed: 1996-07-08
- Assignees: The United States of America as represented by the Secretary of the Army
- Inventors: Yu-Chu Yang; John B. Samuel; William T. Beaudry; Linda L. Szafraniec; Clifford A. Bunton
- Web page: https://patentgrep.com/patent/US5710358A

## CPC

- A62D 3/35: by hydrolysis
- A62D 3/38: by oxidation; by combustion
- A62D 2101/02: Chemical warfare substances, e.g. cholinesterase inhibitors
- A62D 2101/26: containing nitrogen or phosphorus
- A62D 2101/28: containing oxygen, sulfur, selenium or tellurium, i.e. chalcogen
- A62D 2203/02: Combined processes involving two or more distinct steps covered by groups A62D3/10 - A62D3/40
- A62D: CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS

## Abstract

A method for detoxifying substituted and unsubstituted phosphonothiolates and phosphonothioic acids. The method requires reacting the phosphonothiolate or phosphonothioic acid with a sufficient amount of a compound containing an HSO.sub.5 -ion, for a sufficient time and under conditions sufficient to produce a reaction product having less toxicity than the phosphonothiolate or phosphonothioic acid. The preferred compound containing an HSO.sub.5 -ion is potassium monopersulfate, 2KHSO.sub.5.KHSO.sub.4.K2S0.sub.4.

## Claims

### Claim 1

A method of detoxifying phosphonothiolates and phosphonothioic acids, which comprises:
(a) reacting a composition comprising a phosphonothiolate or phosphonothioic acid with a sufficient amount of a compound containing an HSO.sub.5.sup.- ion for a sufficient time and under conditions sufficient to produce a reaction product having less toxicity than the phosphonothiolate or phosphonothioic acid; and
(b) subsequently hydrolyzing said reaction product under acid pH to produce an hydrolysis product.

### Claim 2 (depends on 1)

The method of claim 1, further comprising the step of subsequently neutralizing said hydrolysis product with an hydroxide.

### Claim 3 (depends on 2)

The method of claim 2, wherein said hydroxide is selected from the group consisting of sodium hydroxide and potassium hydroxide.

### Claim 4 (depends on 1)

The method of claim 1, wherein the compound containing an HSO.sub.5.sup.- ion is present in solution.

### Claim 5 (depends on 1)

The method of claim 1, wherein said compound containing an HSO.sub.5.sup.- ion is present in an aqueous solution.

### Claim 6 (depends on 1)

The method of claim 1, wherein the compound containing an HSO.sub.5.sup.- ion is present in an amount to provide at least three molar equivalents of active oxygen per molar equivalent of phosphonothiolate or phosphonothioic acid.

### Claim 7 (depends on 1)

The method of claim 1, wherein the compound containing an HSO.sub.5.sup.- ion is selected from the group consisting of potassium monopersulfate, sodium monopersulfate, ammonium monopersulfate, HSO.sub.5.sup.- salts of alkali metals, and HSO.sub.5 -salts of alkaline earth metals.

### Claim 8 (depends on 1)

The method of claim 1, wherein said compound containing an HSO.sub.5.sup.- ion comprises 2KHSO.sub.5.KHSO.sub.4.K.sub.2 SO.sub.4.

### Claim 9 (depends on 1)

The method of claim 1, wherein said phosphonothiolate is O-ethyl S-(2-diisopropylamino)ethyl methylphosphonothiolate.

### Claim 10 (depends on 1)

The method of claim 1, wherein said phosphonothiolate is O-isobutyl S-(2-diethyl)ethyl methylphosphonothiolate.

### Claim 11 (depends on 1)

The method of claim 1, wherein said phosphonothiolate is O,S-diethyl methylphosphonothiolate.

### Claim 12 (depends on 1)

The method of claim 1, wherein said phosphonothioic acid is S-(diisopropylamino)ethyl methylphosphonothioic acid.

### Claim 13

A method of detoxifying O-ethyl S-(2-diisopropylamino)ethyl methylphosphonothiolate, which comprises:
(a) reacting O-ethyl S-(2-diisopropylamino)ethyl methylphosphonothiolate with a sufficient amount of KHSO.sub.5.KHSO.sub.4.K.sub.2 SO.sub.4 in water, for a sufficient time and under conditions sufficient to produce a reaction product having less toxicity than O-ethyl S-(2-diisopropylamino)ethyl methylphosphonothiolate; and
(b) neutralizing said reaction product with an hydroxide.

### Claim 14 (depends on 13)

The method of claim 13, wherein said hydroxide comprises an aqueous solution of an hydroxide selected from the group consisting of sodium hydroxide and potassium hydroxide.