Benzoxazine derivatives vitrimers

A disulfide-containing benzoxazine monomer of formula I

• wherein R is:
• wherein, in formula (II), X and X′ are, independently, at least one of:
• one of a substituted and an unsubstituted aliphatic C1-C20 alkyl group;
• at least one of a substituted and an unsubstituted aliphatic C2-C20 alkenyl group;
• at least one of a substituted and an unsubstituted C6-C20 aryl group;
• at least one of a substituted and an unsubstituted C6-C20 heteroaryl group;
• at least one of a substituted and an unsubstituted C6-C20 heterocyclic group;
• and
• at least one of a substituted and an unsubstituted C3-C8 cycloalkyl group,
• and wherein a combination of R1, R2, R3, R4 substituents is selected from the group of the combinations consisting of
• R1═R2═R3═R4═H,
• R1═OCH3, R2═R3═R4═H,
• R1═OCH3, R2═R4═H, R3═alkyl group of C1-C15,
• R1═OCH3, R2═R4═H, R3═CHO,
• R1═OCH3, R2═R4═H, R3═(CH2)n:1-15COOH,
• R1═OCH3, R2═R4═H, R3═(CH2)n:1-15CH═CH2,
• R1═OCH3, R2═R4═H, R3═CH═CHCH3,
• R1═R2═R4═H, R3═(CH2)n:1-15COOH,
• R1═R2═R4═H, R3═CH═CHCOOH,
• R1═OCH3, R2═R4═H, R3═CH═CHCOOH,
• at least one of R1, R2, R3 and R4 is an aliphatic alkyl group of C1-C15, the rest being H,
• R1═R3═R4═H, and
• R3═R4═H, R1═COOH
• R1═H, R2═OH, R3═H, and
• R1═H, R3═OH, R4═H and
• R1═CH3, R2═OH, R3═H,
• R3═R4═H, R1═OH and
• R2═R3═R4═H and R1═(CH2)n:1-15CH═CH2,
• R1═R3═R4═H and R2═(CH2)n:1-15CH═CH2,
• R1═R2═R4═H and R3═(CH2)n:1-15CH═CH2,
• R1═R3═R4═H and R2=
• and
• R1═R2═R4═H and R3=
• or mixture thereof
• wherein a combination of R1′, R2′, R3′, R4′, substituents is as defined for the combination of R1, R2, R3, R4, substituents and is independent thereof, the compound:
• N,N′-(disulfanediylbis(methylene))bis(6-(2H-benzo[e][1,3]oxazin-3 (4H)-yl)hexan-1-amine being excluded.