Cyclodextrin compositions, articles, and methods
Cyclodextrin compositions including one or more radiation polymerizable monomers and a cyclodextrin inclusion complex, the cyclodextrin inclusion complex including a cyclodextrin compound and an olefinic inhibitor of an ethylene generation in produce, are coated onto packaging materials and cured. Treated containers and treated package inserts having the cured cyclodextrin compositions are useful in packaging of respiring plant materials.
1. A cyclodextrin composition comprising one or more radiation polymerizable monomers, a photoinitiator and a cyclodextrin inclusion complex, the cyclodextrin inclusion complex comprising a cyclodextrin compound and an olefinic inhibitor of an ethylene generation in produce, the olefinic inhibitor comprising a compound having the structure
wherein each of R 1 , R 2 are independently hydrogen or a C 1-16 hydrocarbyl group and R 3 and R 4 are independently hydrogen or a C 1-16 hydrocarbyl group with the proviso that at least one of R 1 or R 2 is methyl.
2. The composition of claim 1 wherein the one or more radiation polymerizable monomers comprise acrylic acid, methacrylic acid, an acrylate ester, a methacrylate ester, an acrylamide, a diacrylate, a triacrylate, a tetraacrylate, or a mixture thereof.
3. The composition of claim 1 wherein the composition further comprises one or more prepolymers.
4. The composition of claim 1 wherein the olefinic inhibitor comprises 1-methyl cyclopropene.
5. The composition of claim 4 wherein the cyclodextrin compound comprises α-cyclodextrin.
6. The composition of claim 1 wherein the composition comprises about 0.01 wt % to 10 wt % of the cyclodextrin inclusion complex based on the weight of the composition.
7. A method of making a cured cyclodextrin composition, the method comprising
a. forming a cyclodextrin composition comprising one or more radiation polymerizable monomers, a photoinitiator and about 0.05 wt % to 10 wt % of a cyclodextrin inclusion complex based on the weight of the cyclodextrin composition, the cyclodextrin inclusion complex comprising cyclodextrin and an olefinic inhibitor of an ethylene generation in produce, the olefinic inhibitor comprising a compound having the structure
wherein each of R 1 , R 2 are independently hydrogen or a C 1-16 hydrocarbyl group and R 3 and R 4 are independently hydrogen or a C 1-16 hydrocarbyl group with the proviso that at least one of R 1 or R 2 is methyl;
b. disposing the cyclodextrin composition onto at least a portion of one surface of a packaging material at a thickness of about 0.01 micron to 1 millimeter to form a coating; and
c. exposing the coating to a source of radiation to form a cured cyclodextrin composition.
8. The method of claim 7 wherein the cyclodextrin composition comprises about 0.1 wt % to 5 wt % of one or more photoinitiators based on the weight of the composition, wherein the source of radiation is ultraviolet radiation.
9. The method of claim 7 wherein the cyclodextrin composition comprises about 0.1 wt % to 5 wt % of one or more photoinitiators based on the weight of the composition; and further comprising exposing the cyclodextrin composition to ultraviolet radiation prior to the disposing.