IP Library Granted Patent US 12,557,816
Granted Patent B2
US 12,557,816 · App. 18/596,096 · Granted Feb 24, 2026

Compositions for controlling a plant disease

Inventors: Kelly S. E. Tanaka (Toronto, CA); Siu Ming Law (East Gwillimbury, CA); Trisevgeni Trissa Kantzas (Georgetown, CA); Martin David Bloomberg (Toronto, CA)
Assignee: NUTRIAG LTD.
A01N59/20A01N33/04A01N33/08A01N59/26
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,557,816
App. No.
18/596,096
Granted
Feb 24, 2026
Kind
B2
Abstract

The present application relates to aqueous compositions for controlling a plant disease caused by a phytopathogenic organism, to methods of preparing such compositions and to uses of such compositions, for example for controlling a plant disease caused by a phytopathogenic organism. The aqueous compositions comprise copper ions, phosphorous acid and/or a salt thereof and an effective amount of an amine selected from an alkylamine, an alkanolamine and mixtures thereof. The pH of the compositions is from about 6 to about 10.

Claims (36)

1 . An aqueous composition for controlling a plant disease caused by a phytopathogenic organism, the composition comprising:

(a) copper ions;

(b) phosphorous acid and/or a salt thereof; and

(c) an alkylamine,

wherein the aqueous composition is prepared by combining a source of copper ions in an amount of from about 0.5 wt % to about 5 wt %;

the phosphorous acid in an amount of about 18 wt % and an effective amount of the alkylamine,

wherein

the alkylamine is ethylenediamine and the effective amount of the ethylenediamine is from about 10 wt % to about 15 wt %, or

the alkylamine is triethylenetetramine and the effective amount of the triethylenetetramine is from about 7 wt % to less than 20 wt %, or

the alkylamine is 1,3-diaminopropane and the effective amount of the 1,3-diaminopropane is about 10 wt % to about 15 wt %; and

wherein the pH of the composition is from about 6 to about 10, and all wt % are based on the total wt of the composition.

2 . The composition of claim 1 , wherein the source of copper ions is in an amount of about 2 wt %, based on the total weight of the composition.

3 . The composition of claim 1 , wherein the source of copper ions is selected from copper chloride, copper hydroxide, copper oxychloride sulfate, copper sulfate, basic copper sulfate, copper carbonate, basic copper carbonate, copper oxide, copper oxychloride, copper ethylenediaminetetraacetic acid (EDTA) and mixtures thereof.

4 . The composition of claim 3 , wherein the source of the copper ions is selected from basic copper sulfate, copper hydroxide and basic copper carbonate.

5 . The composition of claim 4 , wherein the source of the copper ions is basic copper carbonate.

6 . The composition of claim 1 , wherein the composition is prepared by further combining the source of copper ions, the phosphorus acid and the alkylamine with an alkali metal inorganic base.

7 . The composition of claim 6 , wherein the alkali metal inorganic base is potassium carbonate, sodium carbonate, potassium bicarbonate, sodium bicarbonate, potassium hydroxide, sodium hydroxide or mixtures thereof.

8 . The composition of claim 6 , wherein the alkali metal inorganic base is potassium carbonate.

9 . The composition of claim 6 , wherein an alkali metal salt of phosphorous acid is prepared in situ by combining the phosphorous acid and the alkali metal inorganic base in the composition.

10 . The composition of claim 9 , wherein the alkali metal salt of phosphorous acid is K 2 HPO 3 , KNaHPO 3 , Na 2 HPO 3 , KH 2 PO 3 , NaH 2 PO 3 or mixtures thereof.

11 . The composition of claim 1 , wherein:

the alkylamine is ethylenediamine and the effective amount of the ethylenediamine is about 11 wt %, based on the total weight of the composition.

12 . The composition of claim 1 , wherein

the alkylamine is triethylenetetramine and the effective amount of the triethylenetetramine is about 7 wt % to about 14 wt %, based on the total weight of the composition.

13 . The composition of claim 2 , wherein the effective amount of the triethylenetetramine is about 7 wt % based on the total weight of the composition, and the phosphorus acid and the triethylenetetramine are further combined with about 8 wt %, based on the total weight of the composition, of potassium carbonate.

14 . The composition of claim 1 , wherein

the effective amount of the 1,3-diaminopropane is about 11 wt %, based on the total weight of the composition, and the phosphorus acid and the 1,3-diaminopropane are combined with about 2 wt % to about 4 wt % of basic copper sulfate.

15 . The composition of claim 11 , wherein the phosphorus acid and the ethylenediamine are further combined with about 1 wt % to about 3 wt % of copper hydroxide, based on the total weight of the composition.

16 . A method for controlling a plant disease caused by a phytopathogenic organism, the method comprising contacting a plant and/or the soil surrounding the plant with an effective amount of a composition as defined in claim 1 .

17 . The method of claim 16 , wherein the phytopathogenic organism is a phytopathogenic fungus, bacterium, alga or virus.

18 . The method of claim 16 , wherein the phytopathogenic organism is a phytopathogenic fungus selected from Basidiomycetes, Ascomycetes, Deuteromycetes, Zygomycetes and Oomycetes, or

wherein the phytopathogenic organism is a phytopathogenic bacterium selected from Xanthomonas spp., Pseudomonas spp., Pantoea spp., Acidovorax spp. and Erwinia amylovora , or

wherein the phytopathogenic organism is tobacco mosaic virus (TMV), or

wherein the phytopathogenic organism is a phytopathogenic green alga.

19 . The method of claim 16 , wherein the phytopathogenic organism is a phytopathogenic fungus selected from Alternaria spp., Anisogramma anomala, Ascochyta spp., Blumeria graminis, Blumeriella jaapii, Botryosphaeria spp., Botrytis spp., Cercospora spp., Cochliobolus spp., Colletotrichum spp., Cristulariella depraedans, Didymella bryoniae, Elsinoe spp., Erysiphe spp., Fusarium spp., Guignardia spp., Helminthosporium spp., Leptosphaerulina spp., Leveillua taurica, Monilinia spp., Mycosphaerella spp., Neonectria spp., Pseudopeziza spp., Pezicula spp., Phaeosphaeria spp., Phomopsis spp., Phyllachora spp., Podosphaera spp., Sclerotinia spp., Septocyta ruborum, Septoria spp., Taphrina spp., Ulocladium spp., Venturia spp., Wilsonomyces carophilus, Erythricium spp., Exobasidium spp., Gymnosporangium spp., Hemileia vastatrix, Phoma spp., Phragmidium spp., Rhizoctonia spp., Puccinia spp., Mucor spp., Ustilago spp., Tilletia spp., Uromyces spp., Phakopsora spp., Sphaerotheca spp., Uncinula spp., Rhynchosporium spp., Pyrenophora spp., Cercosporella herpotrichoides, Pyricularia oryzae, Sclerotium spp., Albugo spp., Phytophthora spp., Pythium spp., Plasmopara viticola, Peronospora spp., Pseudoperonospora cubensis, Sclerophthora spp., Spilocaea oleaginea and Bremia lactucae.

20 . The method of claim 16 , wherein the plant is selected from cereals, fruit plants, nut trees, citrus trees, legumes, tubers, vegetables, cucurbitaceae, oleaginous plants, tobacco, coffee, tea, cocoa, sugar beet, sugar cane, herbs, hops, ginseng , grasses and cotton.

Assignments (2)
SECURITY INTEREST Recorded Oct 21, 2025
From: HUMIC GROWTH SOLUTIONS, LLC; NUTRIAG LTD.
To: BAIN CAPITAL CREDIT, LP, AS THE ADMINISTRATIVE AGENT
Reel/Frame 072614/0708 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2024
From: TANAKA, KELLY S.E.; LAW, SIU MING; KANTZAS, TRISEVGENI TRISSA; BLOOMBERG, MARTIN DAVID
To: NUTRIAG LTD.
Reel/Frame 066661/0312 →
Continuity (3)
Continuation 16634214
Provisional Application 62537111 · Jul 26, 2017
Related Publication 20240206474A1 · Jun 27, 2024
References Cited (51)
US 3930834A · Schulteis et al. · 1976 [cited by applicant]
US 4048324A · Kohn · 1977 [cited by applicant]
US 4075324A · Thizy et al. · 1978 [cited by applicant]
US 4324578A · Seymour et al. · 1982 [cited by applicant]
US 4505734A · Freedenthal et al. · 1985 [cited by applicant]
US 4808406A · Brinkman · 1989 [cited by examiner]
US 5078912A · Goettsche et al. · 1992 [cited by applicant]
US 5276029A · Goettsche et al. · 1994 [cited by applicant]
US 5514200A · Lovatt · 1996 [cited by applicant]
US 5853766A · Goettsche · 1998 [cited by applicant]
US 5910496A · Albert et al. · 1999 [cited by applicant]
US 6689392B2 · Lifshitz · 2004 [cited by applicant]
US 6720313B1 · Maynard · 2004 [cited by applicant]
US 7476371B2 · Richardson et al. · 2009 [cited by applicant]
US 11944101B2 · Tanaka · 2024 [cited by examiner]
US 20020193351A1 · Taylor · 2002 [cited by applicant]
US 20090092682A1 · Stringfellow · 2009 [cited by applicant]
US 20100136132A1 · van der Krieken et al. · 2010 [cited by applicant]
US 20100233146A1 · McDaniel · 2010 [cited by applicant]
US 20100255116A1 · Mitani et al. · 2010 [cited by applicant]
US 20110028500A1 · Su et al. · 2011 [cited by applicant]
US 20110033436A1 · Chen et al. · 2011 [cited by applicant]
US 20110281807A1 · Ohara et al. · 2011 [cited by applicant]
US 20140194288A1 · Grobler · 2014 [cited by applicant]
US 20150056258A1 · Richardson et al. · 2015 [cited by applicant]
AU 2015201322B2 · 2016 [cited by applicant]
CA 2997205A1 · 2017 [cited by applicant]
EP 0466612B1 · 1994 [cited by applicant]
EP 0542071B1 · 1995 [cited by applicant]
FR 2867026A1 · 2005 [cited by applicant]
GB 2238960B · 1993 [cited by applicant]
IN 272109B · 2016 [cited by applicant]
KR 1020140112480A · 2014 [cited by applicant]
WO 2002060248A2 · 2002 [cited by applicant]
WO 2005051961A1 · 2005 [cited by applicant]
WO 2006128677A2 · 2006 [cited by applicant]
WO 2009082206A1 · 2009 [cited by applicant]
WO 2013064798A1 · 2013 [cited by applicant]
WO 2015089358A1 · 2015 [cited by applicant]
WO 2016161250A2 · 2016 [cited by applicant]
WO 2016170784A1 · 2016 [cited by applicant]
Stanford, Information on Alkali Metals, 2016, Environmental Health and Safety, screenshot from Wayback Machine of https://web.archive.org/web/20161211170737/https://ehs.stanford.edu/reference/information-alkali-metals (… [cited by examiner]
International Search Report and Written Opinion of corresponding International Patent Application No. PCT/CA2018/050912 dated Nov. 16, 2018, 12 pgs. [cited by applicant]
Supplementary European Search Report of corresponding European Patent Application No. 18837342.7 dated Apr. 12, 2021, 10 pgs. [cited by applicant]
Wikipedia, Chelation, https://en.wikipedia.org/w/index.php?title=Chelation&oldid=783030982, May 30, 2017, 5 pages. [cited by applicant]
Office Action issued in corresponding Israel Patent Application No. 272205 dated Nov. 2021 (English Translation). [cited by applicant]
Office Action issued in corresponding Israel Patent Application No. 272205 dated Dec. 2022 (English Translation). [cited by applicant]
Office Action issued in corresponding Israel Patent Application No. 272205 dated Aug. 2023 (English Translation). [cited by applicant]
Examination report issued in corresponding European Patent Application No. 18837342.7 dated Nov. 30, 2023. [cited by applicant]
Office Action dated Nov. 7, 2024 in respect of Israeli Application No. 312353. [cited by applicant]
Office Action dated May 5, 2025 in respect of European Application No. 18837342.7. [cited by applicant]