Method of making phosphono-phosphate containing compounds

Patent metadata

Field	Value
Publication number	US-10752646-B2
Application number	US-201816215704-A
Country	US
Kind code	B2
Filing date	Dec 11, 2018
Priority date	Dec 11, 2017
Publication date	Aug 25, 2020
Grant date	Aug 25, 2020

Abstract

A method of making a phosphono-phosphate compound is disclosed. The method involves a first step of mixing a first component comprising a phosphonic acid, a phosphonate or mixtures thereof, with a second component comprising a source of phosphoric acid or phosphate. The mixture has a molar phosphorous ratio of the first component to the second component of from 1:1 to 1:10. The second step involves either physically or chemically dehydrating the mixture to produce a phosphono-phosphate compound.

First claim

What is claimed is:

1. A method of making a phosphono-phosphate compound comprising the steps of:
a. mixing a first component comprising a phosphonic acid, a phosphonate or mixtures thereof, with a second component comprising a source of phosphoric acid or phosphate, wherein the mixture has a molar phosphorous ratio of said first component to said second component of from 1:1 to 1:10, and
b. physically dehydrating the mixture to produce a phosphono-phosphate compound having the structure of Formula 1:

wherein:
ε is the site of attachment to a carbon atom;
R 1 is selected from the group consisting of —H, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, amine cation salt, and a structure of Formula 2:

wherein:
δ is the site of attachment to Formula 1,
R 4 and R 5 are independently selected from the group consisting of —H, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, and amine cation salt;

R 2 is selected from the group consisting of —H, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, amine cation salt, and a structure of Formula 3:

wherein:
δ is the site of attachment to Formula 1,
R 6 , and R 7 are independently selected from the group consisting of —H, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, and amine cation salt, and
n is an integer from 1 to 2 and;
R 3 is selected from the group consisting of —H, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, and amine cation salt.

2. The method of claim 1 wherein said physical dehydration is accomplished by the evaporation of water.

3. The method of claim 2 wherein said evaporation of water is performed at a temperature greater than 100° C.

4. The method of claim 2 wherein said evaporation of water is performed at a pressure lower than atmospheric pressure.

5. The method of claim 2 wherein said evaporation of water is performed with the aid of a sweep gas.

6. The method of claim 2 wherein said evaporation of water is performed at a temperature greater than 100° C. and at a pressure lower than atmospheric.

7. The method of claim 2 wherein said evaporation of water is performed at a temperature greater than 100° C., at a pressure lower than atmospheric, and with the aid of a sweep gas.

8. The method of claim 1 wherein said source of phosphoric acid or phosphate is selected from the group consisting of phosphoric acid, dihydrogen phosphate, monohydrogen phosphate, phosphate, pyrophosphoric acid, trihydrogen pyrophosphate, dihydrogen pyrophosphate, monohydrogen pyrophosphate, pyrophosphate, triphosphoric acid, tetrahydrogen triphosphate, trihydrogen triphosphate, dihydrogen triphosphate, monohydrogen triphosphate, triphosphate, mixtures of phosphorous pentoxide and water, and mixtures thereof.

9. The method of claim 1 wherein said source of phosphoric acid or phosphate is phosphoric acid.

10. The method of claim 1 wherein said source of phosphoric acid or phosphate is a mixture of phosphorous pentoxide and water.

11. The method of claim 1 wherein said source of phosphoric acid or phosphate is phosphoric acid, phosphorous pentoxide, and water.

12. A method of making a phosphono-phosphate compound comprising the steps of:
c. mixing a first component comprising a phosphonic acid, a phosphonate or mixtures thereof, with a second component comprising a source of phosphoric acid or phosphate, wherein the mixture has a molar phosphorous ratio of said first component to said second component of from 1:1 to 1:10, and
d. chemically dehydrating the mixture to produce a phosphono-phosphate compound with the structure of Formula 1:

wherein:
ε is the site of attachment to a carbon atom;
R 1 is selected from the group consisting of —H, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, amine cation salt, and a structure of Formula 2:

wherein:
δ is the site of attachment to Formula 1,
R 4 and R 5 are independently selected from the group consisting of —H, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, and amine cation salt;

R 2 is selected from the group consisting of —H, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, amine cation salt, and a structure of Formula 3:

wherein:
δ is the site of attachment to Formula 1,
R 6 , and R 7 are independently selected from the group consisting of —H, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, and amine cation salt, and
n is an integer from 1 to 2 and;
R 3 is selected from the group consisting of —H, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, and amine cation salt.

13. The method of claim 12 wherein said chemical dehydrating is accomplished by a chemical reaction with a chemical dehydration agent.

14. The method of claim 13 wherein said chemical dehydration agent is phosphorous pentoxide.

15. The method of claim 12 wherein said source of phosphoric acid or phosphate is selected from the group consisting of phosphoric acid, dihydrogen phosphate, monohydrogen phosphate, phosphate, pyrophosphoric acid, trihydrogen pyrophosphate, dihydrogen pyrophosphate, monohydrogen pyrophosphate, pyrophosphate, triphosphoric acid, tetrahydrogen triphosphate, trihydrogen triphosphate, dihydrogen triphosphate, monohydrogen triphosphate, triphosphate, mixtures of phosphorous pentoxide and water, and mixtures thereof.

16. The method of claim 12 wherein said source of phosphoric acid or phosphate is phosphoric acid.

17. The method of claim 12 wherein said source of phosphoric acid or phosphate is a mixture of phosphorous pentoxide and water.

18. The method of claim 12 wherein said source of phosphoric acid or phosphate is phosphoric acid, phosphorous pentoxide, and water.

19. The method of claim 12 wherein said source of phosphoric acid or phosphate is a mixture of phosphorous pentoxide and water, and said chemical dehydrating is accomplished by use of a chemical dehydration agent wherein said chemical dehydration agent is phosphorous pentoxide.

20. The method of claim 12 wherein said source of phosphoric acid or phosphate is phosphoric acid, phosphorous pentoxide and water, and said chemical dehydrating is accomplished by use of a chemical dehydration agent wherein said chemical dehydration agent is phosphorous pentoxide.

21. The method of claim 1 , further comprising the step of: c) neutralizing the dehydrated mixture with a basic salt comprising Na, K, Ca, Mg, Mn, Zn, Fe, Sn, or amine cations.

22. The method of claim 12 , further comprising the step of: c) neutralizing the dehydrated mixture with a basic salt containing Na, K, Ca, Mg, Mn, Zn, Fe, Sn, or amine cations.

23. The method of c

Assignees

• Procter & Gamble

Inventors

• Cron Scott Leroy
• West Ryan M

Classifications

• A61K8/24 Primary

  Phosphorous; Compounds thereof · CPC title

• C07F9/409

  Compounds containing the structure P(=X)-X-acyl, P(=X) -X-heteroatom, P(=X)-X-CN (X = O, S, Se) · CPC title

• C08F230/02

  containing phosphorus · CPC title

• C07F9/3808

  Acyclic saturated acids which can have further substituents on alkyl · CPC title

• C07F9/657181

  the ring phosphorus atom and, at least, one ring oxygen atom being part of a (thio)phosphonic acid derivative · CPC title