IP Library Granted Patent US 11,202,448
Granted Patent B2
US 11,202,448 · App. 16/898,916 · Granted Dec 21, 2021

Volatile applications against pathogens

Inventors: Daniel MacLean (Woodland, CA); David H. Young (Carmel, IN); Richard M. Jacobson (Chalfont, PA); Maurice C. Yap (Zionsville, IN); Rodrigo A. Cifuentes (Santiago, CL); Donald H. Devries (Fishers, IN); Joseph D. Eckelbarger (Carmel, IN)
Assignee: AGROFRESH INC.
A01N55/08A01N25/18A01N55/00A23B4/16A23B4/20A23B7/152A23B7/154A23L3/3445A61K9/0034A61K9/70A61K31/69
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Quick Facts
Patent No.
US 11,202,448
App. No.
16/898,916
Granted
Dec 21, 2021
Kind
B2
Abstract

This invention is related to the use of a volatile antimicrobial compound against pathogens. The volatile antimicrobial compounds provided include certain oxaborole compounds, for example benzoxaboroles. Delivery systems are provided to take advantage of the volatile nature of these antimicrobial compounds. The method and use disclosed can be combined with other volatile compounds.

Claims (29)

1. A method of using a volatile antimicrobial compound against pathogens affecting meats, plants, or plant parts, comprising contacting the meats, plants, or plant parts with an effective amount of the volatile antimicrobial compound having a structure of formula (I) or (II):

wherein q1 is 1;

M is hydrogen, halogen, —OCH 3 , or —CH 2 —O—CH 2 —O—CH 3 ;

M 1 is halogen, —CH 2 OH, or —OCH 3 ;

R 1 , and R 2 are independently hydrogen, OH, NH 2 , SH, CN, NO 2 , SO 2 , OSO 2 OH, OSO 2 NH 2 , substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl; and

R* is substituted or unsubstituted vinyl;

and agriculturally acceptable salts thereof.

2. The method of claim 1 , wherein each of R 1 and R 2 is H.

3. The method of claim 1 , wherein R* is substituted vinyl.

4. The method of claim 3 , wherein R* is methyl substituted vinyl.

5. The method of claim 1 , wherein R* is unsubstituted vinyl.

6. The method of claim 1 , wherein the compound is

or agriculturally acceptable salts thereof.

7. The method of claim 1 , wherein the pathogen is selected from the group consisting of Acremonium spp., Albugo spp., Alternaria spp., Ascochyta spp., Aspergillus spp., Botryodiplodia spp., Botryospheria spp., Botrytis spp., Byssochlamys spp., Candida spp., Cephalosporium spp., Ceratocystis spp., Cercospora spp., Chalara spp., Cladosporium spp., Colletotrichum spp., Cryptosporiopsis spp., Cylindrocarpon spp., Debaryomyces spp., Diaporthe spp., Didymella spp., Diplodia spp., Dothiorella spp., Elsinoe spp., Fusarium spp., Geotrichum spp., Gloeosporium spp., Glomerella spp., Helminthosporium spp., Khuskia spp., Lasiodiplodia spp., Macrophoma spp., Macrophomina spp., Microdochium spp., Monilinia spp., Monilochaethes spp., Mucor spp., Mycocentrospora spp., Mycosphaerella spp., Nectria spp., Neofabraea spp., Nigrospora spp., Penicillium spp., Peronophythora spp., Peronospora spp., Pestalotiopsis spp., Pezicula spp., Phacidiopycnis spp., Phoma spp., Phomopsis spp., Phyllosticta spp., Phytophthora spp., Polyscytalum spp., Pseudocercospora spp., Pyricularia spp., Pythium spp., Rhizoctonia spp., Rhizopus spp., Sclerotium spp., Sclerotinia spp., Septoria spp., Sphaceloma spp., Sphaeropsis spp., Stemphyllium spp., Stilbella spp., Thielaviopsis spp., Thyronectria spp., Trachysphaera spp., Uromyces spp., Ustilago spp., Venturia spp., and Verticillium spp.

8. The method of claim 1 , wherein the pathogen is selected from the group consisting of Erwinia spp., Pantoea spp., Pectobacterium spp., Pseudomonas spp., Ralstonia spp., Xanthomonas spp.; Salmonella spp., Escherichia spp., Lactobacillus spp., Leuconostoc spp., Listeria spp., Shigella spp., Staphylococcus spp., Candida spp., Debaryomyces spp., Bacillus spp., Campylobacter spp., Clavibacter spp., Clostridium spp., Cryptosporidium spp., Giardia spp., Vibrio spp., Xanthomonas spp., and Yersinia spp.

9. The method of claim 1 , wherein the method comprises a pre-harvest treatment or post-harvest treatment.

10. The method of claim 9 , wherein the post-harvest treatment is selected from the group consisting of treatment during field packing, treatment during palletization or after palletization, in open pallets or in wrapped pallets, in tents, in-box treatments with or without liners, in sea container, truck or other container types used during transportation, and treatment during storage (Regular atmosphere or Controlled atmosphere), and/or throughout the distribution network.

11. The method of claim 1 , wherein the meats, plants, or plant parts are selected from the group consisting of fruit, vegetables, nursery, turf and ornamental crops.

12. The method of claim 1 , wherein the fruit is selected from the group consisting of banana, pineapple, citrus, grapes, watermelon, cantaloupe, muskmelon, and other melons, apple, peach, pear, cherry, kiwifruit, mango, nectarine, guava, papaya, persimmon, pomegranate, avocado, fig, citrus, and berries.

13. The method of claim 1 , wherein the contacting comprises applying the volatile antimicrobial compound by ways selected from the group consisting of spray, mist, thermal or non-thermal fogging, drench, gas treatment, and combinations thereof.

14. The method of claim 13 , wherein the gas treatment is selected from the group consisting of release from a sachet, release from a synthetic or natural film or fibrous material, release from liner or other packaging materials, release from powder, release from a gas-releasing generator, release using a compressed or non-compressed gas.

15. The method of claim 1 , wherein the compound is

or an agriculturally acceptable salt thereof.

16. The method of claim 1 , wherein the compound is

or an agriculturally acceptable salt thereof.

17. The method of claim 1 , wherein M 1 is halogen.

18. The method of claim 1 , wherein M is halogen.

19. The method of claim 3 , wherein M is halogen.

20. The method of claim 5 , wherein M is halogen.

Assignments (2)
AGREEMENT OF AGENT RESIGNATION, APPOINTMENT AND ACCEPTANCE & MASTER ASSIGNMENT OF SECURITY DOCUMENTS Recorded Jun 24, 2024
From: JPMORGAN CHASE BANK, N.A.
To: ALTER DOMUS US LLC
Reel/Frame 067914/0941 →
SECURITY INTEREST Recorded Mar 31, 2023
From: AGROFRESH INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 063214/0683 →
Continuity (11)
Continuation 16123735 · Sep 6, 2018
Continuation 15445247 · Feb 28, 2017
Continuation In Part 14690929 · Apr 20, 2015
Continuation In Part 14294057 · Jun 2, 2014
Continuation 14167093 · Jan 29, 2014
Continuation In Part 14182793 · Feb 18, 2014
Division 13945577 · Jul 18, 2013
Provisional Application 61991821 · May 12, 2014
Provisional Application 61758313 · Jan 30, 2013
Provisional Application 61831187 · Jun 5, 2013
Related Publication 20200296967A1 · Sep 24, 2020
Cited By (1)
US 12,490,742