US 12,245,605 B2
Compounds and formulations for protective coatings
Carlos Hernandez, Goleta, CA (US); Chance Holland, Goleta, CA (US); Stephen Kaun, Goleta, CA (US); Louis Perez, Santa Barbara, CA (US); and Charles Frazier, Goleta, CA (US)
Assigned to Apeel Technology, Inc., Goleta, CA (US)
Filed by APEEL TECHNOLOGY, INC., Goleta, CA (US)
Filed on May 30, 2019, as Appl. No. 16/427,219.
Claims priority of provisional application 62/727,501, filed on Sep. 5, 2018.
Prior Publication US 2020/0068912 A1, Mar. 5, 2020
Int. Cl. A23B 7/154 (2006.01); A23B 7/16 (2006.01); A23L 3/3517 (2006.01)
CPC A23B 7/154 (2013.01) [A23B 7/16 (2013.01); A23L 3/3517 (2013.01); A23V 2002/00 (2013.01)] 28 Claims
 
1. An edible coating composition, comprising:
(i) from 70% to 99% by mass of a first group of one or more compounds, wherein each compound of the first group is a compound of Formula I; and
(ii) from 1% to 30% by mass of a second group of one or more compounds, wherein each compound of the second group is a salt of Formula II, wherein Formulas I and II are:

OG Complex Work Unit Chemistry
wherein for each of the formulas:
R1, R2, R5, R6, R9, R10, R11, R12 and R13 are each independently, at each occurrence, —H, —(C═O)R14, —(C═O)H, —(C═O)OH, —(C═O)OR14, —(C═O)—O—(C═O)R14, —O(C═O)R14, —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 —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;
R14 and R15 are each independently, at each occurrence, —H, aryl, heteroaryl, —C1-C6 alkyl, —C2-C6 alkenyl, or —C2-C6 alkynyl;
the symbol custom character represents a single or 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;
r is 0, 1, 2, 3, 4, 5, 6, 7, or 8;
R is -glyceryl; and
X is a cationic moiety.