IP Library Granted Patent US 12,583,944
Granted Patent B2
US 12,583,944 · App. 16/859,399 · Granted Mar 24, 2026

Compositions and methods for differential release of 1-methylcyclopropene

Inventors: Willard E. Wood (Arden Hills, MN); Joseph Frank Sarageno, Jr. (New Richmond, WI); Joseph S. Keute (East Bethel, MN); Amanda Lundgren (St. Paul, MN)
Assignee: Verdant Technologies, LLC
C08B37/0015A01N3/00A01N25/22A01N27/00A23B7/152A23B7/154A23B7/159C07C7/148C07C13/04C08B37/0012C09D11/17A01N25/34A23V2002/00C07C2601/02
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Quick Facts
Patent No.
US 12,583,944
App. No.
16/859,399
Granted
Mar 24, 2026
Kind
B2
Abstract

A clathrate of 1-methylcyclopropene with α-cyclodextrin, obtained as a solid particulate product, is modified by comminuting, classifying, or both to obtain a modified particulate. When subjected to identical atmospheric disgorgement conditions of humidity and temperature, identical masses of the modified and unmodified particulates exhibit different rates of 1-methylcyclopropene disgorgement. Specifically, we have found that a smaller mean particle size is inversely related to a greater rate of 1-methylcyclopropene release.

Claims (13)

1 . A coated substrate comprising a coating affixed to a substrate surface, the coating comprising a mixture of:

a particulate consisting essentially of at least 85 wt % of a 1- methylcyclopropene clathrate of α-cyclodextrin and 0-15 wt % α-cyclodextrin, the particulate having a mean particle size between 3 μm and 15 μm, between 1 μm and 10 μm, or between 10 μm and 20 μm as determined by a volume-based method; and

a polymer.

2 . The coated substrate of claim 1 wherein the mean particle size of the particulate is between 3 μm and 5 μm, between 4 μm and 6 μm, between 5 μm and 7 μm, between 6 μm and 8 μm, between 7 μm and 9 μm, between 8 μm and 10 μm, between 9 μm and 11 μm, between 10 μm and 12 μm, between 11 μm and 13 μm, between 12 μm and 14 μm, between 13 μm and 15 μm, between 15 μm and 20 μm, between 3 μm and 14 μm, between 3 μm and 13 μm, between 3 μm and 12 μm, between 3 μm and 11 μm, between 3 μm and 10 μm, between 3 μm and 9 μm, between 3 μm and 8 μm, or between 3 μm and 7 μm.

3 . The coated substrate of claim 1 wherein the polymer is selected from poly(alpha hydroxy acids), polysaccharides, polyamides, polyolefins, thermoplastic polyurethanes, polyureas, polyacrylates, polystyrenes, polyesters, polybutadienes, polysiloxanes, polyalkylsilanes, polyvinyl halides, polyvinylidene halides, polyacrylonitriles, polycarbonates, polyethers, polyglycerols, polyethylene imines, nucleic acids, poly (phenylene oxide) s, polymethacrylamides, poly (N-alkylacrylamides), poly (divinyl ether), polyvinyl acetate, polyvinyl alcohol and copolymers thereof, furan resin, polyhydroxyalkanoates, polyindole, polymethacrylonitrile, polyvinyl butyral, vinyl formal vinyl acetate copolymer, styrene acrylate copolymer, styrene divinyl benzene copolymer, polyester resin, styrene butadiene copolymer, or any combination thereof.

4 . The coated substrate of claim 1 wherein the polymer comprises nitrocellulose, a polyamide, or a combination thereof.

5 . The coated substrate of claim 1 wherein the coated substrate comprises 0.1 g/m 2 to 100 g/m 2 of the coating disposed on the substrate surface.

6 . The coated substrate of claim 1 wherein the substrate comprises a thermoplastic sheet or film, or a woven or nonwoven fabric or paper.

7 . The coated substrate of claim 1 wherein the substrate comprises a web, the web comprising top and bottom major surfaces defining a thickness of about 10 microns to 1000 microns therebetween.

8 . The coated substrate of claim 1 wherein the substrate comprises a poly (vinyl chloride), a polyvinylidene halide, a polyolefin, a polyester, a polystyrene, a polyvinyl alcohol, an ethylene-vinyl acetate, or a copolymer, blend, alloy, or composite thereof.

9 . The coated substrate of claim 1 wherein the substrate is perforated, meshed, foamed, woven, or nonwoven.

10 . The coated substrate of claim 1 wherein the substrate is permeable to water vapor, permeable to 1 -methylcyclopropene, or permeable to both water vapor and 1 -methylcyclopropene.

11 . The coated substrate of claim 1 wherein the coating is between 0.1 micron and 50 microns thick on all or a portion of the coated substrate surface.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 18, 2021
From: LUNDGREN, AMANDA
To: VERDANT TECHNOLOGIES, LLC
Reel/Frame 055321/0635 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 18, 2021
From: SARAGENO, JOSEPH F., JR.
To: VERDANT TECHNOLOGIES, LLC
Reel/Frame 055321/0851 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 8, 2021
From: WOOD, WILLARD E.
To: VERDANT TECHNOLOGIES, LLC
Reel/Frame 055183/0583 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2021
From: KEUTE, JOSEPH S.
To: VERDANT TECHNOLOGIES, LLC
Reel/Frame 055100/0050 →
CHANGE OF NAME Recorded Dec 4, 2020
From: CELLRESIN TECHNOLOGIES, LLC
To: VERDANT TECHNOLOGIES, LLC
Reel/Frame 054591/0969 →
Continuity (1)
Related Publication 20210331990A1 · Oct 28, 2021
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