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US 12,173,192 B2Granted
Precursor compounds for molecular coatings
AssigneeApeel Technology, Inc.
InventorsLouis Perez, Chance Holland, James Rogers, Stephen William Kaun, Carlos Hernandez, Charles Patrick Frazier
Life of this patent
Estimating the term…
Abstract
Presented are compositions that can be used as protective coatings for agricultural (e.g., food) substrates. The compositions can comprise a compound of Formula I: and an additive, wherein the variables m, n, q, r, Ra, Rb, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12 and R13 are defined herein. The protective coatings formed from the compositions can be used to prevent food spoilage due to, for instance, moisture loss, oxidation, or infection by a foreign pathogen.
Claims16
A method of protecting harvested produce, comprising:
- providing a mixture comprising a composition in a solvent, the composition comprising one or more fatty acids, one or more compounds of Formula II:
- and
- one or more compounds of Formula I:
- wherein, for both Formula I and Formula II:
- each Ra is independently —H or —C1-C6 alkyl;
- each Rb is independently selected from —H, —C1-C6 alkyl, or —OH;
- R1, R2, R5, R6, R9, R10, R11, R12 and R13 are each independently, at each occurrence, —H, —OR14, —NR14R15, —SR14, halogen, —C1-C6 alkyl, —C2-C6 alkenyl, —C2-C6 alkynyl, —C3-C7 cycloalkyl, aryl, or heteroaryl, wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with one or more —OR14, —NR14R15, —SR14, or halogen;
- R3, R4, R7, and R8 are each independently, at each occurrence, —H, —OR14, —NR14R15, —SR14, halogen, —C1-C6 alkyl, —C2-C6 alkenyl, —C2-C6 alkynyl, —C3-C7 cycloalkyl, aryl, or heteroaryl wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with one or more —OR14, —NR14R15, —SR14, or halogen;
- or
- R3 and R4 can combine with the carbon atoms to which they are attached to form a C3-C6 cycloalkyl, a C4-C6 cycloalkenyl, or 3- to 6-membered ring heterocycle;
- and/or
- R7 and R8 can combine with the carbon atoms to which they are attached to form a C3-C6 cycloalkyl, a C4-C6 cycloalkenyl, or 3- to 6-membered ring heterocycle;
- R14 and R15 are each independently, at each occurrence, —H, —C1-C6 alkyl, —C2-C6 alkenyl, or —C2-C6 alkynyl;
- the symbol represents a single bond or a cis or trans double bond;
- n is 0, 1, 2, 3, 4, 5, 6, 7 or 8;
- m is 0, 1, 2 or 3;
- q is 0, 1, 2, 3, 4 or 5;
- and
- r is 0, 1, 2, 3, 4, 5, 6, 7 or 8;
- applying the mixture to a surface of the harvested produce;
- and
- forming a coating over the produce.
19 more elements
A method of protecting harvested produce, comprising:
- providing a mixture comprising a composition in a solvent, the composition comprising one or more fatty acids, one or more compounds of Formula II:
- one or more compounds of Formula I:
- wherein the composition comprises at least 90% by mass of the one or more fatty acids, the one or more compounds of Formula II, and the one or more compounds of Formula I, and for both Formula I and Formula II:
- each Ra is independently —H or —C1-C6 alkyl;
- each Rb is independently selected from —H, —C1-C6 alkyl, or —OH;
- R1, R2, R5, R6, R9, R10, R11, R12 and R13 are each independently, at each occurrence, —H, —OR14, —NR14R15, —SR14, halogen, —C1-C6 alkyl, —C2-C6 alkenyl, —C2-C6 alkynyl, —C3-C7 cycloalkyl, aryl, or heteroaryl, wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with one or more —OR14, —NR14R15, —SR14, or halogen;
- R3, R4, R7, and R8 are each independently, at each occurrence, —H, —OR14, —NR14R15, —SR14, halogen, —C1-C6 alkyl, —C2-C6 alkenyl, —C2-C6 alkynyl, —C3-C7 cycloalkyl, aryl, or heteroaryl wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with one or more —OR14, —NR14R15, —SR14, or halogen;
- or
- R3 and R4 can combine with the carbon atoms to which they are attached to form a C3-C6 cycloalkyl, a C4-C6 cycloalkenyl, or 3- to 6-membered ring heterocycle;
- and/or
- R7 and R8 can combine with the carbon atoms to which they are attached to form a C3-C6 cycloalkyl, a C4-C6 cycloalkenyl, or 3- to 6-membered ring heterocycle;
- R14 and R15 are each independently, at each occurrence, —H, —C1-C6 alkyl, —C2-C6 alkenyl, or —C2-C6 alkynyl;
- the symbol represents a single bond or a cis or trans double bond;
- n is 0, 1, 2, 3, 4, 5, 6, 7 or 8;
- m is 0, 1, 2 or 3;
- q is 0, 1, 2, 3, 4 or 5;
- and
- r is 0, 1, 2, 3, 4, 5, 6, 7 or 8;
- applying the mixture to a surface of the harvested produce;
- and
- forming a coating over the produce.
18 more elements
Dependencies are inferred from the claim text.