	US 11,555,046 C1 (13,126th)
	Crystalline form of L-glufosinate ammonium salt and process for production thereof
Prashant Vasant Kini, Mumbai (IN); Chandrasekhar Dayal Mudaliar, Mumbai (IN); Ashishkumar Ravindra Mishra, Mumbai (IN); and Santosh Ganpat Shelke, Mumbai (IN)
Filed by UPL LTD, Mumbai (IN)
Assigned to UPL LTD, Mumbai (IN)
Reexamination Request No. 90/019,830, Jan. 23, 2025.
Reexamination Certificate for Patent 11,555,046, issued Jan. 17, 2023, Appl. No. 17/678,283, Feb. 23, 2022.
Application 90/019,830 is a continuation of application No. 17/635,491, granted, now 12,258,363, previously published as PCT/IB2021/056951, filed on Jul. 30, 2021.
Ex Parte Reexamination Certificate issued on Dec. 23, 2025.
Int. Cl. C07F 9/30 (2006.01); A01N 25/12 (2006.01); A01N 57/20 (2006.01); A01P 13/00 (2006.01)

CPC C07F 9/30 (2013.01) [A01N 25/12 (2013.01); A01N 57/20 (2013.01); A01P 13/00 (2021.08); C07F 9/301 (2013.01); C07B 2200/13 (2013.01)]

AS A RESULT OF REEXAMINATION, IT HAS BEEN DETERMINED THAT:

Claim 2 is cancelled.

Claim 1 is determined to be patentable as amended.

Claims 3-12, dependent on an amended claim, are determined to be patentable.

New claims 13-20 are added and determined to be patentable.

1. A crystalline form of L-glufosinate ammonium salt which is a compound of Formula (I)

characterized by one or more of

an X-ray powder diffractogram pattern having peaks at 9.0, 11.6, 13.1, 14.1, 17.6, 18.2, 18.9, 19.5, 22.4, 23.4, 26.0, 31.1, 33.3 and 36.3 degree 2θ±0.2 degree 2θ;

an X-ray powder diffractogram pattern having at least three peaks selected from the group consisting of 9.0, 11.6, 13.1, 14.1, 17.6, 18.2, 18.9, 19.5, 22.4, 23.4, 26.0, 31.1, 33.3 and 36.3 degree 2θ±0.2 degree 2θ;

an X-ray powder diffractogram pattern substantially as depicted in FIG. 1;

a differential Scanning Calorimetry thermogram having at least two characteristic thermal events in the range of 65-115° C., 185-210° C. and 210-235° C.;

a differential Scanning Calorimetry thermogram substantially as depicted in FIG. 2; and

combinations thereof [ ,

wherein the ratio of L-glufosinate to ammonium is in the range of 9.5-11:1] .

[ 13. A crystalline form of L-glufosinate ammonium salt which is a compound of Formula (i)

characterized by at least one of:

an X-ray powder diffractogram pattern having peaks at 9.0, 11.6, 13.1, 14.1 17.6, 18.2, 18.9, 19.5, 22.4, 23.4, 26.0, 31.1, 33.3, and 36.3 degree 2Θ±0.2 degree 2Θ0;

an X-ray powder diffractogram pattern substantially as depicted in FIG. 1; and characterized by at least one of:

a differential Scanning Calorimetry thermogram having a characteristic thermal event in the range of 65-115° C.; and

a differential Scanning Calorimetry thermogram substantially as depicted in FIG. 2.]

[ 14. The crystalline form of L-glufosinate ammonium of claim 13, wherein the ratio of L-glufosinate to ammonium is in the range of 9.5-11:1.]

[ 15. The crystalline form of L-glufosinate ammonium of claim 13, that is substantially free from an acid addition salt of L-glufosinate, and/or L-glufosinate.]

[ 16. An agrochemical composition comprising:

i) the crystalline form of L-glufosinate ammonium salt of claim 13; and

ii) one or more agrochemically acceptable additive.]

[ 17. The agrochemical composition according to claim 16, wherein said composition comprises the crystalline form of L-glufosinate salt in an amount from about 1% to about 99% by weight of the composition.]

[ 18. The agrochemical composition according to claim 16, wherein said composition further comprises one or more active ingredients, where said one or more active ingredients is an herbicide.]

[ 19. A method for control of undesired plant growth, comprising applying to the plants or their locus the crystalline form of L-glufosinate ammonium salt according to claim 13.]

[ 20. A method for control of undesired plant growth, comprising applying to the plants or their locus the agrochemical composition of claim 17.]