IP Library Granted Patent US 9,815,773
Granted Patent B2
US 9,815,773 · App. 14/649,273 · Granted Nov 14, 2017

Crystalline particles of glutamic acid N,N-diacetic acid

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Quick Facts
Patent No.
US 9,815,773
App. No.
14/649,273
Granted
Nov 14, 2017
Kind
B2
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.

Claims (19)

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.

Assignments (5)
CHANGE OF NAME Recorded Sep 18, 2019
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: NOURYON CHEMICALS INTERNATIONAL B.V.
Reel/Frame 050426/0671 →
SECURITY INTEREST Recorded Oct 1, 2018
From: STARFRUIT US MERGER SUB 1 LLC; STARFRUIT US MERGER SUB 2 LLC; AKZO NOBEL SURFACE CHEMISTRY LLC; AKZO NOBEL CHEMICALS B.V.; AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: WILMINGTON TRUST (LONDON) LIMITED, AS COLLATERAL AGENT
Reel/Frame 047231/0001 →
CHANGE OF ADDRESS Recorded May 15, 2017
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 042745/0406 →
CORRECTIVE ASSIGNMENT TO CORRECT THE SPELLING OF THE LAST NAME OF THE FOURTH ASSIGNOR PREVIOUSLY RECORDED ON REEL 035774 FRAME 0929. ASSIGNOR(S) HEREBY CONFIRMS THE THE LAST NAME OF THE FOURTH ASSIGNOR WAS PREVIOUSLY MISSPELLED AS "SHOMAKER" AND NEEDS TO BE CORRECTED TO "SCHOMAKER". Recorded Jun 8, 2015
From: VAN LARE, CORNELIS ELIZABETH JOHANNUS; DOPPEN, ROY GÉRARD; HEUS, MARTIN; SCHOMAKER, ELWIN; VERWER, PAUL
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 035843/0753 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 3, 2015
From: VAN LARE, CORNELIS ELIZABETH JOHANNUS; DOPPEN, ROY GÉRARD; HEUS, MARTIN; SHOMAKER, ELWIN; VERWER, PAUL
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 035774/0929 →