Granted Patent B2

US 9,394,216 · App. 14/726,004 · Granted Jul 19, 2016

Abstract

Claims (29)

1. An adsorption complex comprising 1-methylcyclopropene (1-MCP) and a metal coordination polymer network (MCPN), wherein the MCPN is a porous material selected from magnesium formate; [Ca(4,4′-sulfonyldibenzoate).H 2 O]; Cu-2,4,6-tris(3,5-dicarboxylphenylamino)-1,3,5-triazine); Zn 2 (tcbpe) (wherein tcbpe is a reaction product of tetra-(4-bromo-phenyl)ethylene (tpe-Br) and 4-(methoxycarbonyl) phenylboronic acid); [Zn 2 (biphenyldicarboxylate) 2 (1,2-bipyridylethene)].2DMF, Mg 3 (O 2 C—C 10 —H 6 —CO 2 ) 3 ; aluminum terephthalate; Cu 3 (benzene-1,3,5-tricarboxylate) 2 ; Fe(1,3,5-benzenetricarboxylate); 2-methylimidazole zinc salt; Co(2-methylimidazole) 2 ; or Al(OH)fumarate, and the 1-MCP is adsorbed into the MCPN.

2. The adsorption complex of claim 1 , wherein the MCPN has a mean pore diameter of 1 to 50 Å.

3. The adsorption complex of claim 1 , wherein the MCPN is thermally stable at a temperature of 100° C. to 575° C.

4. The adsorption complex of claim 1 , wherein the MCPN has an accessible pore volume of 1% to 50%.

5. The adsorption complex of claim 1 , wherein a particle size of the MCPN is 0.05 mm to 3 mm.

6. A kit for containing 1-MCP, the kit comprising:

an adsorption complex formulation comprising:

1-MCP; and

a MCPN, wherein the adsorption complex comprises 0.001 weight percent to 25 weight percent 1-MCP, wherein the MCPN is a porous material selected from magnesium formate; [Ca(4,4′-sulfonyldibenzoate).H 2 O]; Cu-2,4,6-tris(3,5-dicarboxylphenylamino)-1,3,5-triazine); Zn 2 (tcbpe) (wherein tcbpe is a reaction product of tetra-(4-bromo-phenyl)ethylene (tpe-Br) and 4-(methoxycarbonyl) phenylboronic acid); [Zn 2 (biphenyldicarboxylate) 2 (1,2-bipyridylethene)].2DMF, Mg 3 (O 2 C—C 10 —H 6 —CO 2 ) 3 ; aluminum terephthalate; Cu 3 (benzene-1,3,5-tricarboxylate) 2 ; Fe(1,3,5-benzenetricarboxylate); 2-methylimidazole zinc salt; Co(2-methylimidazole) 2 ; or Al(OH)fumarate, and wherein the 1-MCP is adsorbed into the MCPN; and

a 1-MCP-impermeable package, wherein the 1-MCP-impermeable package contains the adsorption complex.

7. The kit of claim 6 , wherein the 1-MCP-impermeable package is a capsule, a flexible pouch, or a rigid container.

8. The kit of claim 6 , wherein the 1-MCP-impermeable package is at least partially water-soluble.

9. The kit of claim 6 , wherein the MCPN has a mean pore diameter of 1 to 50 Å.

10. The kit of claim 6 , wherein the MCPN is thermally stable at a temperature of 100° C. to 575° C.

11. The kit of claim 6 , wherein the MCPN has an accessible pore volume of 1% to 50%.

12. The kit of claim 6 , wherein the 1-MCP is released from the adsorption complex when the MCPN is contacted with at least one aqueous fluid, by heat, or by positive or negative pressure.

13. A method of releasing 1-methylcyclopropene (1-MCP) from an adsorption complex formulation kit, the adsorption complex formulation kit comprising:

1-MCP;

a MCPN, wherein the adsorption complex comprises 0.001 weight percent to 25 weight percent 1-MCP, wherein the MCPN is a porous material selected from magnesium formate; [Ca(4,4′-sulfonyldibenzoate).H 2 O]; Cu-2,4,6-tris(3,5-dicarboxylphenylamino)-1,3,5-triazine); Zn 2 (tcbpe) (wherein tcbpe is a reaction product of tetra-(4-bromo-phenyl)ethylene (tpe-Br) and 4-(methoxycarbonyl) phenylboronic acid); [Zn 2 (biphenyldicarboxylate) 2 (1,2-bipyridylethene)].2DMF, Mg 3 (O 2 C—C 10 —H 6 —CO 2 ) 3 ; aluminum terephthalate; Cu 3 (benzene-1,3,5-tricarboxylate) 2 ; Fe(1,3,5-benzenetricarboxylate); 2-methylimidazole zinc salt; Co(2-methylimidazole) 2 ; or Al(OH)fumarate, and wherein the at least one 1-MCP molecule is adsorbed into the MCPN; and

a 1-MCP-impermeable package, wherein the 1-MCP-impermeable package contains the adsorption complex;

the method comprising contacting the 1-MCP-impermeable package with an aqueous fluid.

14. The method of claim 13 , wherein the 1-MCP-impermeable package comprises a water-vapor permeable sachet.

15. The method of claim 13 , wherein contacting the 1-MCP-impermeable package with an aqueous fluid comprises contacting the 1-MCP-impermeable package via transpirational moisture evolution.

16. The method of claim 13 , wherein the MCPN has a mean pore diameter of 50 Å or less.

17. The method of claim 13 , wherein the MCPN has a particle diameter of 0.05 mm to 3 mm.

18. The method of claim 13 , wherein the MCPN is thermally stable at a temperature of 575° C. or less.

19. The method of claim 13 , wherein the MCPN has an accessible pore volume of 50% or lower.

20. The method of claim 13 , wherein contacting the 1-MCP-impermeable package with an aqueous fluid comprises contacting the 1-MCP-impermeable package via transpirational water evolution from a packaged plant or plant parts.

21. An adsorption complex comprising 1-methylcyclopropene (1-MCP) and a magnesium formate coordination polymer network, wherein the 1-MCP is adsorbed into the magnesium formate coordination polymer network.

Assignments (7)