Renewable highly biobased polybenzoxazine thermosets for composite applications

A benzoxazine compound of Formula (I):

• wherein R1 is selected from the group consisting of a straight or branched alkyl having 1-4 carbon atoms, a straight or branched alkenyl having 1-4 carbon atoms, and a straight or branched alkoxy group having 1-4 carbon atoms;
• and R2 in Formula (I) is selected from the group consisting of hydrogen, a straight or branched alkyl having 1-4 carbon atoms, a straight or branched alkenyl having 1-4 carbon atoms, and a straight or branched alkoxy group having 1-4 carbon atoms;
• and R3 is a group having Formula (II):
• wherein R1 and R2 in Formula (II) are independently selected from the same groups for R1 and R2 that are defined above for Formula (I),
• represents the bond to the ring carbon of the furan ring in Formula (I), and R4 in Formula (II) is selected from the group consisting of hydrogen, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted alkene group having 2 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 12 carbon atoms, an optionally substituted aryl group having 6 to 16 carbon atoms, and an optionally substituted heterocyclic group having 3 to 16 carbon atoms;
• wherein the alkyl group, alkene group, cycloalkyl group, aryl group or heterocyclic group of R4 can be substituted with 1 to 5 substituents independently selected from the group consisting of halogen, hydroxy, amino, nitro, cyano, carboxy, an alkyl group having 1 to 20 carbons, an aryl group having 6 to 16 carbon atoms, a heterocyclic group having 3 to 16 carbons, and an alkoxy group having 1 to 20 carbon atoms,
• R5 in Formula (II) is selected from the group consisting of hydrogen, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted alkene group having 2 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 12 carbon atoms, an optionally substituted aryl group having 6 to 16 carbon atoms, and an optionally substituted heterocyclic group having 3 to 16 carbon atoms;
• wherein the alkyl group, alkene group, cycloalkyl group, aryl group or heterocyclic group of R5 can be substituted with 1 to 5 substituents independently selected from the group consisting of halogen, hydroxy, amino, nitro, cyano, carboxy, an alkyl group having 1 to 20 carbons, an aryl group having 6 to 16 carbon atoms, a heterocyclic group having 3 to 16 carbons, and an alkoxy group having 1 to 20 carbon atoms.