Aminated lignin-derived compounds and uses thereof

A low molecular weight aromatic compound corresponding in structure to Formula (14)-(17):

• wherein
• each G19-G508 of Formula (14)-(17) is independently selected from
• —H, —R, -Alkyl, -Aryl, —SO3H, —SO3−, —PO3H2, —OH, —OR, —SH, —NH2, —NHR, -NGa2, —NGa3+, —CHO, —COOH, -COOG, —CN, —CONH2, —CONHR, -CONGa2, -Heteroaryl, -Heterocycyl, —NOR, —N+OR, —F, —Cl—, and —Br, or are joined together to form a saturated or unsaturated carbocycle;
• wherein the Alkyl is selected from linear, branched or cyclic —CnH2n-o and —CnH2n-o-mGm;
• wherein the Aryl is selected from —C6H5, —C10H7, C13H8, C14H9, —C6H5-mGm, —C10H7-mGm, C13H8-mGm, C14H9-mGm;
• wherein the Heteroaryl is selected from —C5-pNpH5-p-qGq, —C6-pNpH5-p-qGq, —C7-pNpH7-p-qGq, —C8-pNpH6-p-qGq, —C9-pNpH7-p-qGq, —C10-pNpH7-p-q Gq, C4OH3-qGq, —C6OH5-qGq, —C7OH4-qGq, —C6O2H3-qGq, —C8OH5-qGq, —C4SH3-qGq, —C6SH5-qGq, —C7SH4-qGq, —C6S2H3-qGq, —C8SH5-qGq, —C3ONpH3-p-qGq, —C6ONpH5-p-qGq, —C7ONpH4-p-qGq, —C6O2NpH3-p-qGq, —C8ONpH5-p-qGq, —C3SNpH3-p-qGq, —C6SNpH5-p-qGq, —C7SNpH4-p-qGq, —C6S2NpH3-p-qGq, —C6OSNpH3-p-qGq, —C8SNpH5-p-qGq, —C5-pNp+H6-p-qGq, —C6-pNp+H6-p-qGq, —C7-pNp+H8-p-qGq, —C8-pNp+H7-p-qGq, —C9-pNp+H8-p-qGq, —C10-pNp+H8-p-qGq, —C3ONp+H4-p-qGq, —C6ONp+H6-p-qGq, —C7ONp+H5-p-qGq, —C6S2Np+H4-p-qGq, —C6OSNp+H4-p-qGq, —C8SNp+H6-p-qGq,
• C5-pNpH8-o-p-qGq, —C6-pNpH10-o-p-qGq, —C7-pNpH12-o-p-qGq, —C8-pNpH14-o-p-qGq, —C9-pNpH16-o-p-qGq, —C10-pNpH18-o-p-qGq, —C5-pOpH8-o-2p-qGq, —C6-pOpH10-o-2p-qGq, —C7-pOpH12-o-2p-qGq, —C8-pOpH14-o-2p-qGq, —C9-pOpH16-o-2p-qGq, —C10-pOpH18-o-2p-qGq, —C5-pSpH8-o-2p-qGq, —C6-pSpH10-o-2p-qGq, —C7-pSpH12-o-2p-qGq, —C8-pSpH14-o-2p- qGq, —C9-p SpH16-o-2p-qGq, —C10-pSpH18-o-2p-qGq, —C5-pOlNpH8-o-p-2l-qGq, —C6-pOlNpH10-o-p-2l- qGq, —C7-pOlNpH12-o-p-2l-qGq, —C8-pOlNpH14-o-p-2l-qGq, —C9-pOlNpH16-o-p-2l-qGq, —C10-pOlNpH18-o-p-2l- qGq, —C5-pSlNpH8-o-p-2l-qGq, —C6-pSlNpH10-o-p-2l-qGq, —C7-pSlNpH12-o-p-2l-qGq, —C8-pSlNpH14-o-p-2l-qGq, —C9-pSlNpH16-o-p-2l-qGq, —C10-pSlNpH18-o-p-2l-qGq;
• wherein
• l=1,2,3, or 4
• n=1, 2, 3, 4, 5, 6, 7, 8, 9, or 10
• m=1, 2, 3, 4, 5, 6, 7, 8, 9, or 10
• o=−1, 2, 3, 5, 7, or 9
• p=1, 2, 3, 4, 5, or 6
• q=1, 2, 3, 4, or 5;
• wherein each Ga is independently selected from
• —H, -Alkyl, -Aryl, —SO3H, —SO3−, —PO3H2, —OH, -OAlkyl, —OOH, -OOAlkyl, —SH, -SAlkyl, —NH2, -NHAlkyl, -NAlkyl2, -NAlkyl3+, -NGb2, -NGb3+, —CHO, —COOH, -COOAlkyl, —CN, —CONH2, -CONHAlkyl, -CONAlkyl2, -Heteroaryl, -Heterocycyl, -NOGb, -N+OAlkyl, —F, —Cl—, and —Br;
• wherein each Gb is independently selected from
• —H, -Alkyl, -Aryl, —SO3H, —SO3−, —PO3H2, —OH, -OAlkyl, —OOH, -OOAlkyl, —SH, -SAlkyl, —NH2, -NHAlkyl, -NAlkyl2, -NAlkyl3+, —CHO, —COOH, -COOAlkyl, —CN, —CONH2, -CONHAlkyl, -CONAlkyl2, -Heteroaryl, =Heterocycyl, -N+OAlkyl, —F, —Cl—, and —Br.