US 11,725,080 B2
Schiff base oligomers
Andrew Michael Zweig, Chesterfield, MO (US); and Waynie M. Schuette, Troy, IL (US)
Assigned to THE BOEING COMPANY, Arlington, VA (US)
Filed by THE BOEING COMPANY, Chicago, IL (US)
Filed on Mar. 3, 2021, as Appl. No. 17/191,030.
Claims priority of provisional application 62/985,579, filed on Mar. 5, 2020.
Prior Publication US 2021/0284802 A1, Sep. 16, 2021
Int. Cl. C08G 75/00 (2006.01); C09D 5/08 (2006.01); C08G 12/40 (2006.01); C08G 18/24 (2006.01); C08G 18/38 (2006.01); C08G 18/73 (2006.01); C08G 18/75 (2006.01); C08G 18/76 (2006.01); C08L 61/32 (2006.01); C08L 75/02 (2006.01); C09D 175/02 (2006.01); C23F 11/16 (2006.01); C23F 11/173 (2006.01)
CPC C08G 75/00 (2013.01) 20 Claims
 
1. An oligomer represented by Formula (IV):

OG Complex Work Unit Chemistry
wherein:
each instance of R9 is independently selected from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl, and ether;
each instance of R28 and R29 is independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, and aryl;
each instance of R33 is independently selected from the group consisting of alkyl, cycloalkyl, aryl, heterocyclyl, and a bond;
each instance of R41 is independently —NH— or a bond and each instance of R40 is independently —NH— or —NH—NH—;
each instance of R42 is independently —NH— or a bond and each instance of R43 is independently —NH— or —NH—NH—;
each instance of z and t is an integer of 1 to 50;
R44 is hydroxyl or decarboxylated derivative thereof, or is represented by the structure:

OG Complex Work Unit Chemistry
wherein:
R1 is hydrogen or silyl;
R2 and R3 are independently selected from the group consisting of hydrogen, alkyl, cycloalkyl, and aryl;
R31 is selected from the group consisting of alkyl, cycloalkyl, aryl, heterocyclyl, and a bond;
R50 is —NH— or a bond and R32 is —NH— or —NH—NH—;
R34 is —NH— or a bond and R35 is —NH— or —NH—NH—; and
x is an integer of 1 to 50; and
R30 is hydrogen, silyl, or is represented by the structure:

OG Complex Work Unit Chemistry
where:
R9′ selected from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl, and ether; and
R44′ is hydroxyl or decarboxylated derivative thereof.