Dioxaborinanes and uses thereof

A process of preparing a wood-polymer borinane composite material comprising:

• contacting a cellulosic material with a compound of Formula IA;
• and
• polymerizing the compound of Formula IA to form the wood-polymer borinane composite material;
• wherein:
• Formula IA is:
• L is absent, or is alkylenyl, alkenylenyl, or arylene, wherein the alkylenyl and alkenylenyl are optionally interrupted with one or more oxygen or sulfur atoms;
• X1 is absent, or is amino oxo, thio, or phosphino;
• PG1 is a polymerizable group;
• R5 and R6 are independently H, alkyl, alkenyl, aryl, or —C(O)R7;
• and
• R7 is alkyl, alkenyl, or aryl.

A method of preparing a compound of Formula IA, the method comprising:

• contacting a precursor compound with a compound of Formula III to form the compound of Formula IA;
• wherein:
• Formula IA is:
• the precursor compound is:
• Formula III is PG1-Y;
• L is absent, or is alkylenyl, alkenylenyl, or arylene, wherein the alkylenyl and alkenylenyl are optionally interrupted with one or more oxygen or sulfur atoms;
• X1 is absent, or is —O—, —NH—, —S—, or —P(R3)—;
• R5 and R6 are independently H, alkyl, alkenyl, aryl, or —C(O)R7;
• R7 is alkyl, alkenyl, or aryl
• PG1 is acrylyl, methacrylyl, epoxyl, isocycanyl, styrenyl, vinyl, oxyvinyl, thiovinyl, ketovinyl, ketoalkyl, ketoalkoxy, ketoaryl, or cycloalkenyl;
• and
• Y is a leaving group.