Crystalline particles of glutamic acid N,N-diacetic acid

Patent metadata

Field	Value
Publication number	US-9815773-B2
Application number	US-201314649273-A
Country	US
Kind code	B2
Filing date	Dec 12, 2013
Priority date	Dec 14, 2012
Publication date	Nov 14, 2017
Grant date	Nov 14, 2017

Abstract

The invention relates to glutamic acid N,N-diacetic acid (GLDA) of the formula GLDA-Y m H n , wherein m is less than 0.5, n+m=4, Y is a monovalent cation that is not a proton, in the form of crystals, a process to make these crystals, and their uses, in particular in detergent compositions.

First claim

The invention claimed is:

1. Glutamic acid N,N-diacetic acid (GLDA) of the formula GLDA-Y m H n , wherein m is less than 0.5, n+m=4, Y is a monovalent cation that is not a proton, in the form of crystals.

2. GLDA-Y m H n according to claim 1 , wherein m is about 0.

3. GLDA-Y m H n according to claim 1 , wherein the GLDA-Y m H n comprises L-GLDA-Y m H n to D-GLDA-Y m H n in a range of from 100:0 to 50:50 (L:D).

4. Process to prepare glutamic acid N,N-diacetic acid (GLDA) of the formula GLDA-Y m H n , wherein m is less than 0.5, n+m=4, Y is a monovalent cation that is not a proton, in the form of crystals, the process, comprising:
a first step of providing an aqueous solution of GLDA or a salt thereof,
a second step of ensuring that the pH of the aqueous solution is below 1.8, and
a third step of allowing the aqueous solution to crystallize, wherein the aqueous solution that is allowed to crystallize contains at least 15 wt % of GLDA-Y m H n on total solution.

5. Process according to claim 4 , wherein the pH of the second step is in the range of between 1.0 and 1.7.

6. Process according to claim 4 , wherein the second step includes a concentrating step that is carried out until the solution has a concentration of equal to or more than 15 wt % to up to or equal to 80 wt %, of GLDA-Y m H n based on the weight of the aqueous solution.

7. Process according to claim 4 , wherein the aqueous solution that is allowed to crystallize in the third step contains at least 75 wt % of GLDA-Y m H n based on the total organic compounds.

8. Process according to claim 4 , wherein the second step comprises a racemization step.

9. Process according to claim 4 , wherein the third step comprises crystallization accomplished by one or more steps selected from the group consisting of allowing the solution to stand until the solution crystallizes, cooling, and seeding.

10. Process according to claim 4 , wherein the third step comprises spraying the aqueous solution of the second step on seeding crystals.

11. Process according to claim 4 , wherein the third step is performed at a temperature of equal to or below 30° C.

12. Process according to claim 4 , wherein the process is a continuous process.

13. Detergent compositions containing glutamic acid N,N-diacetic acid (GLDA) of the formula GLDA-Y m H n , wherein m is less than 0.5, n+m=4, Y is a monovalent cation that is not a proton, in the form of crystals, and further comprising at least one component selected from the group consisting of cleaning additives, silicates, carbonates, bicarbonates, antiscaling additives, builders, protective colloids, chelating agents, surfactants, inorganic acids, organic acids, and corrosion inhibitors.

14. Pharmaceutical preparations containing glutamic acid N,N-diacetic acid (GLDA) of the formula GLDA-Y m H n , wherein m is less than 0.5, n+m=4, Y is a monovalent cation that is not a proton, in the form of crystals, and further comprising a pharmaceutically acceptable carrier.

15. Process according to claim 4 wherein the aqueous solution that is allowed to crystallize in the third step contains GLDA-Y m H n in a weight ratio of GLDA-Y m H n :inorganic compounds of higher than 1:1.

16. Process according to claim 7 wherein the aqueous solution that is allowed to crystallize in the third step contains GLDA-Y m H n in a weight ratio of GLDA-Y m H n :inorganic compounds of higher than 1:1.

Assignees

• Akzo Nobel Chemicals Int Bv

Inventors

• Van Lare Cornelis Elizabeth Johannus
• Doppen Roy Gérard
• Heus Martin
• Schomaker Elwin
• Verwer Paul

Classifications

• C11D3/33

  Amino carboxylic acids · CPC title

• C07C227/42 Primary

  Crystallisation · CPC title

• C07B2200/13

  Crystalline forms, e.g. polymorphs · CPC title

• C07C229/24

  having more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid · CPC title

• B05D1/02

  performed by spraying · CPC title