IP Library Granted Patent US 10,647,834
Granted Patent B2
US 10,647,834 · App. 16/456,128 · Granted May 12, 2020

Compositions and articles comprising complexes of 1-methylcycloproprene and alpha-cyclodextrin

Inventors: Andrzej Wolan (Torun, PL); Mariusz Bosiak (Torun, PL); Marcin Pakulski (Przysiek, PL); Lucyna Czajkowska (Kwidzyn, PL); Katarzyna Anna Guranowska (Grebocin, PL); Roksana Katarzyna Radlowska (Bydgoszcz, PL)
Assignee: Fresh Inset S.A.
C08L5/16C08L39/06C09J7/21C09J7/401C09J9/005C09J11/06C09J2203/334C09J2400/283C09J2405/005
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Quick Facts
Patent No.
US 10,647,834
App. No.
16/456,128
Granted
May 12, 2020
Kind
B2
Abstract

Compositions comprising complexes of 1-methylcyclopropene and α-cyclodextrin, and articles including the composition, are provided. Methods for using the compositions and articles in delaying the maturation of fruits, vegetables, and plants are also provided.

Claims (26)

1. A composition comprising:

(a) a complex of 1-methylcyclopropene and a-cyclodextrin and

(b) a polymer binder selected from the group consisting of polyvinylpyrrolidone and copolymers thereof, polyvinyl alcohol and copolymers thereof, polyvinyl acetate copolymers, and combinations thereof,

wherein the ratio of polymer binder to complex on a weight to weight basis ranges from about 0.5:1 to about 3:1,

wherein the polymer binder has a molecular weight ranging from about 5,000 to about 15,000, and

wherein the composition is capable of releasing the 1-methylcyclopropene in the form of a gas when exposed to moisture, the composition having a release profile characterized in that when exposed at room temperature in a sealed vessel to conditions of 85% relative humidity, the composition releases substantially no 1-methylcyclopropene after a time period of at least 1 hour after exposure and thereafter continuously releases 1-methylcyclopropene for at least 5 hours after exposure.

2. The composition of claim 1 wherein the ratio of polymer binder to complex on a weight to weight basis is about 1:1.

3. The composition of claim 1 wherein the polymer binder has a molecular weight of about 10,000.

4. The composition of claim 1 further comprising a hygroscopic agent.

5. The composition of claim 4 wherein the hygroscopic agent is selected from the group consisting of glycerol, glucose, and combinations thereof.

6. The composition of claim 1 further comprising a humidity-indicating dye.

7. The composition of claim 1 wherein the composition has a release profile characterized in that when exposed at room temperature in a sealed vessel to conditions of 85% relative humidity, the composition releases substantially no 1-methylcyclopropene after 2 hours.

8. The composition of claim 1 wherein the composition has a release profile characterized in that when exposed at room temperature in a sealed vessel to conditions of 85% relative humidity, the composition releases substantially no 1-methylcyclopropene after 3 hours.

9. The composition of claim 1 wherein the composition has a release profile characterized in that when exposed at room temperature in a sealed vessel to conditions of 85% relative humidity, the composition releases substantially no 1-methylcyclopropene after a time period of at least 1 hour after exposure and thereafter continuously releases 1-methylcyclopropene for at least 24 hours after exposure.

10. The composition of claim 1 wherein the composition has a release profile characterized in that when exposed at room temperature in a sealed vessel to conditions of 85% relative humidity, the composition releases substantially no 1-methylcyclopropene after a time period of at least 3 hours after exposure and thereafter continuously releases 1-methylcyclopropene for at least 24 hours after exposure.

11. The composition of claim 1 wherein the composition is in the form of a stick that can be manually applied to a surface of a substrate.

12. An adhesive label comprising (a) a substrate having a first surface and a second surface; (b) the composition of claim 1 provided on the first surface; and (c) an adhesive provided on the second surface.

13. The adhesive label of claim 12 wherein the substrate comprises a paper substrate.

14. The composition of claim 1 , wherein the 1-methylcyclopropene is present in the composition in an amount of from about 0.825 wt % to about 2.2 wt %.

15. A composition comprising:

(a) a complex of 1-methylcyclopropene and a-cyclodextrin and

(b) a polymer binder selected from the group consisting of polyvinylpyrrolidone and copolymers thereof, polyvinyl alcohol and copolymers thereof, polyvinyl acetate copolymers, and combinations thereof,

wherein the ratio of polymer binder to complex on a weight to weight basis ranges from about 0.5:1 to about 4:1,

wherein the polymer binder has a molecular weight ranging from about 5,000 to about 15,000, and

wherein the composition is capable of releasing the 1-methylcyclopropene in the form of a gas when exposed to moisture, the composition having a release profile characterized in that when exposed at room temperature in a sealed vessel to conditions of 85% relative humidity, the composition releases substantially no 1-methylcyclopropene after a time period of at least 1 hour after exposure and thereafter continuously releases 1-methylcyclopropene for at least 5 hours after exposure.

16. The composition of claim 1 , wherein the 1-methylcyclopropene is present in the composition in an amount of from about 0.66 wt % to about 2.2 wt %.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 8, 2021
From: WOLAN, ANDRZEJ; BOSIAK, MARIUSZ; PAKULSKI, MARCIN; CZAJKOWSKA, LUCYNA; GURANOWSKA, KATARZYNA ANNA; RADLOWSKA, ROKSANA KATARZYNA
To: FRESH INSET S.A.
Reel/Frame 056804/0271 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2019
From: WOLAN, ANDRZEJ; BOSIAK, MARIUSZ; PAKULSKI, MARCIN; CZAJKOWSKA, LUCYNA; GURANOWSKA, KATARZYNA ANNA; RADLOWSKA, ROKSANA KATARZYNA
To: FRESH INSET S.A.
Reel/Frame 049949/0670 →
Priority Claims (3)
PL 425413 · Apr 27, 2018 · national
PL 425414 · Apr 27, 2018 · national
PL 425415 · Apr 27, 2018 · national
Continuity (2)
Continuation PCTEP2019060816 · Apr 26, 2019
Related Publication 20190330451A1 · Oct 31, 2019
Cited By (1)
US 12,653,182