Biocide compositions and related methods

1 . A biocide composition in the form of an aqueous solution comprising:

at least one organic acyl polyoxychlorine having the general formula

wherein (X) comprises a polyoxychlorine selected from at least one of a chlorate having the general formula ClO 3 and perchlorate having the general formula ClO 4 ; wherein (R) comprising one of: 1 to 6 carbon based alkyl group; 2 to 6 carbon based alkyl group terminating at a carboxyl functional group; 2 carbon based alkene group terminating at a carboxyl functional group; 6 carbon aryl group terminating at a carboxyl functional group; 6 carbon aryl group; and water.

2 . The biocide composition according to claim 1 , wherein the organic acyl polyoxychlorine comprises at least one of succinyl chlorate and succinyl perchlorate having the general formulas:

3 . The biocide composition according to claim 1 , wherein the organic acyl polyoxychlorine comprises at least one of glutaryl chlorate and glutaryl perchlorate having the general formulas:

4 . The biocide composition according to claim 1 , wherein the organic acyl polyoxychlorine comprises at least one of adipoyl chlorate and adipoyl perchlorate having the general formulas:

5 . The biocide composition according to claim 1 , wherein the organic acyl polyoxychlorine comprises at least one of acetyl chlorate and acetyl perchlorate having the general formulas:

6 . The biocide composition according to claim 1 , wherein the organic acyl polyoxychlorine comprises at least one of maleyl chlorate and maleyl perchlorate having the general formulas:

7 . A method of making a biocide composition comprising at least one organic acyl polyoxychlorine having the general formula

wherein (X) comprises a polyoxychlorine selected from at least one of a chlorate having the general formula ClO 3 and perchlorate having the general formula ClO 4 ; wherein (R) comprising one of: 1 to 6 carbon based alkyl group; 2 to 6 carbon based alkyl group terminating at a carboxyl functional group; 2 carbon based alkene group terminating at a carboxyl functional group; 6 carbon aryl group terminating at a carboxyl functional group; 6 carbon aryl group; and water, the method comprising:

contacting an acid anhydride comprising two acyl groups bound at a common oxygen and wherein each of the acyl groups are bound to one of: an alkyl group having from 1 to 6 carbon atoms; an aryl group having 6 carbon atoms; a common carbon based backbone comprising 2 to 6 carbon atoms, with an aqueous solution comprising polyoxychlorine anions selected from at least one of chlorate anions having the general formula ClO 3 − and perchlorate anions having the general formula ClO 4 − ; and

reacting the acid anhydride and polyoxychlorine anions until the acid anhydride is substantially depleted to form the biocide composition having a pH of less than or equal to 7.0.

8 . The method according to claim 7 , wherein the pH is less than 6.0.

9 . The method according to claim 7 , wherein the pH is less than 5.0.

10 . A method of making a biocide composition comprising at least one organic acyl polyoxychlorine having the general formula

wherein (X) comprises a polyoxychlorine selected from at least one of a chlorate having the general formula ClO 3 and perchlorate having the general formula ClO 4 ; wherein (R) comprising one of: 2 to 6 carbon based alkyl group terminating at a carboxyl functional group; 2 carbon based alkene group terminating at a carboxyl functional group; and water, the method comprising:

contacting a cyclic anhydride comprising two acyl groups bound to a common oxygen atom and having a common carbon based backbone having from 2 to 6 carbon atoms with an aqueous solution comprising polyoxychlorine anions selected from at least one of a chlorate anions having the general formula ClO 3 − and a perchlorate anions having the general formula ClO 4 − ; and

reacting the cyclic anhydride and polyoxychlorine anions until the cyclic anhydride is substantially depleted to form the biocide composition having a pH of less than or equal to 7.0.

11 . The method according to claim 10 , wherein the pH is less than 6.0.

12 . The method according to claim 10 , wherein the pH is less than 5.0.

13 . A biocide composition in the form of an aqueous solution comprising succinyl chlorate having the general formula

and water.

14 . The biocide composition according to claim 13 , wherein the biocide composition comprises a cold water sterilant.

15 . A method of making a biocide composition in the form of an aqueous solution comprising succinyl chlorate having the general formula

and water, the method comprising:

contacting succinic anhydride with an aqueous solution comprising chlorate anions having the general formula ClO 3 − ; and

reacting the succinic anhydride and chlorate anions until the succinic anhydride is substantially depleted to form the biocide composition having a pH of less than or equal to 7.0.

16 . The method according to claim 15 , wherein the pH is less than 6.0.

17 . The method according to claim 15 , wherein the pH is less than 5.0.

18 . A biocide composition in the form of an aqueous solution comprising succinyl perchlorate having the general formula

and water.

19 . A method of making a biocide composition in the form of an aqueous solution comprising succinyl perchlorate having the general formula

and water, the method comprising:

contacting succinic anhydride with an aqueous solution comprising perchlorate anions having the general formula ClO 4 − ; and

reacting the succinic anhydride and perchlorate anions until the succinic anhydride is substantially depleted to form the biocide composition having a pH of less than or equal to 7.0.

20 . The method according to claim 19 , wherein the pH is less than 6.0.

21 . The method according to claim 19 , wherein the pH is less than 5.0.

22 . A biocide composition in the form of an aqueous solution comprising:

An organic diacyl dipolyoxychlorine having the general formula

wherein (R) comprises a common carbon based backbone having from 2 to 6 carbon atoms;

wherein (X) comprises a polyoxychlorine selected from at least one of a chlorate having the general formula ClO 3 and perchlorate having the general formula ClO 4 , and water.

23 . The biocide composition according to claim 22 , wherein the organic diacyl dipolyoxychlorine comprises succinyl dichlorate having the general formula:

24 . The biocide composition according to claim 22 , wherein the organic diacyl dipolyoxychlorine comprises succinyl diperchlorate having the general formula:

25 . A method of making a biocide composition in the form of an aqueous solution comprising an organic diacyl dipolyoxychlorine having the general formula

wherein (R) comprises a common carbon based backbone having from 2 to 6 carbon atoms,

wherein (X) comprises a polyoxychlorine selected from at least one of a chlorate having the general formula ClO 3 and perchlorate having the general formula ClO 4 , and water, the method comprising:

contacting a diacyl dichloride group having a common carbon based backbone of 2 to 6 carbon atoms with a solution comprising an organic solvent and polyoxychlorine anions selected from at least one of a chlorate anions having the general formula ClO 3 − and a perchlorate anions having the general formula ClO 4 − ;

reacting the diacyl dichloride and polyoxychlorine anions to produce a solution substantially rich in organic diacyl dipolyoxychlorine; and

separating the organic diacyl dipolyoxychlorine with water to produce the aqueous biocide composition having a pH of less than 5.0.

26 . A method of killing microorganisms comprising: contacting microbiological organisms with an aqueous biocide composition comprising organic acyl polyoxychlorine having the general formula:

wherein (X) comprises a polyoxychlorine selected from at least one of a chlorate having the general formula ClO 3 and perchlorate having the general formula ClO 4 ; wherein (R) comprising at least one of: 1 to 6 carbon based alkyl group; 2 to 6 carbon based alkyl group terminating at a carboxyl functional group; 2 carbon based alkene group terminating at a carboxyl functional group; 6 carbon aryl group terminating at a carboxyl functional group;

wherein the aqueous biocide composition has a pH of greater than 4.5.

27 . A method according to claim 26 , further comprising forming the aqueous biocide by contacting an acid anhydride comprising two acyl groups bound at a common oxygen and wherein each of the acyl groups are bound to one of an alkyl group having from 1 to 6 carbon atoms; an aryl group having 6 carbon atoms; a common carbon based backbone comprising 2 to 6 carbon atoms, with an aqueous solution comprising polyoxychlorine anions selected from at least one of: chlorate anions having the general formula ClO 3 − ; perchlorate anions having the general formula ClO 4 − ; and reacting the acid anhydride and polyoxychlorine anions until the acid anhydride is substantially depleted to form the aqueous biocide.

28 . A method of killing microorganisms comprising: contacting microbiological organisms with an aqueous biocide composition comprising organic diacyl dipolyoxychlorine having the general formula:

wherein (X) comprises a polyoxychlorine selected from at least one of a chlorate having the general formula ClO 3 and perchlorate having the general formula ClO 4 ; wherein (R) comprising a common carbon based backbone having from 2 to 6 carbon atoms;

wherein the aqueous biocide composition has a pH of greater than 4.5.