Oxygenated aromatic amines and use as antioxidants

A method for inhibiting oxidation of an organic compound, the method comprising:

• (1a) adding a compound of Formula Ia to a composition comprising an organic compound, the compound of Formula Ia being:
• wherein —R1, —R2, —R3, —R4, and —R5 are independently selected from —H, —OH, alkyl, aryl, alkyl aryl, and aryl alkyl, wherein at least one of —R1, —R2, —R3, —R4, and —R5 is —OH, or any two adjacent groups of —R1, —R2, —R3, —R4, and —R5 form one or more ring structures;
• wherein both of R6 and R7 are carbon-containing groups including one or more hydroxyl group(s) separated from the N atom by one or more carbon atoms;
• or
• (1b) adding a compound of Formula Ib to a composition comprising an organic compound, the compound of Formula Ib being:
• wherein —R1, —R2, —R3, —R4, and —R5 are independently selected from —H, —OH, alkyl, aryl, alkyl aryl and aryl alkyl, and —NR8R9, wherein R8 and R9 are independently selected from —H, alkyl, aryl, alkyl aryl and aryl alkyl, and R6/R7 as described herein, or any two adjacent groups of —R1, R2, —R3, —R4, and —R5 form one or more ring structures, and wherein at least one of —R1, —R2, —R3, —R4, and —R5 is —OH;
• wherein both of R6 and R7 include at least two oxygens, at least one oxygen in the form of an ether group, and at least one oxygen in the form of a hydroxyl group, wherein the one or more hydroxyl group(s) are separated from the N atom by one or more carbon atoms;
• wherein the compound of Formula Ia or Formula Ib inhibits oxidation of the organic compound in the composition.

A method for inhibiting oxidation of an organic compound, the method comprising:

• (1a) adding a compound of Formula Ia to a composition comprising an organic compound, the compound of Formula Ia being:
• wherein —R1, —R2, —R3, —R4, and —R5 are independently selected from —H, —OH, alkyl, aryl, alkyl aryl, and aryl alkyl, or any two adjacent groups of —R1, —R2, —R3, —R4, and R5 form one or more ring structures;
• wherein one or both of R6 and R7 are:
• (I) of the formula:
• —(CR102)q(CHOH)(CH2)zR11, R10 is independently selected from —H and alkyl, wherein q and z are independently 0 (a covalent bond), or an integer in the range of 1-12, and R11 is selected from the group consisting of C1-C24 linear, branched, or cyclic alkyl, aryl, alkyl-aryl, and aryl-alkyl,
• (II) of the formula:
• —(CR102)q(CHOH)(R12O)zR11, R10 is independently selected from —H and alkyl, q is 0 (a covalent bond) or an integer in the range of 1-12, R11 is selected from the group consisting of C1-C24 linear, branched, or cyclic alkyl, aryl, alkyl-aryl, and aryl-alkyl, and R12 is independently selected from —(CH2)w—, wherein w is 1, 2, or 3, and z is an integer in the range of 1-5;
• or
• (1b) adding a compound of Formula Ib to a composition comprising an organic compound, the compound of Formula Ib being:
• wherein —R1, —R3, —R3, —R4, and —R5 are independently selected from —H, —OH, alkyl, aryl, alkyl aryl and aryl alkyl, and —NR8R9, wherein R8 and R9 are independently selected from —H, alkyl, aryl, alkyl aryl and aryl alkyl, and R6/R7 as described herein, or any two adjacent groups of —R1, —R2, —R3, —R4, and —R5 form one or more ring structures;
• wherein one or both of R6 and R7 are of the formula:
• —(CR102)q(CHOH)(R12O)zR11, R10 is independently selected from —H and alkyl, q is 0 (a covalent bond) or an integer in the range of 1-12, R11 is selected from the group consisting of C1-C24 linear, branched, or cyclic alkyl, aryl, alkyl-aryl, and aryl-alkyl, and R12 is independently selected from —(CH2)w—, wherein w is 1, 2, or 3, and z is an integer in the range of 1-5;
• wherein the compound of Formula Ia or Formula Ib inhibits oxidation of the organic compound in the composition.