Polyester polyol comprising an imide moiety and methods of manufacture thereof

An aromatic polyester polyol compound comprising an imide moiety, wherein the aromatic polyester polyol is the reaction product of a reactive mixture comprising:

• (i) a cyclic anhydride compound comprising Structure (1), Structure (2), or combinations thereof;
• wherein X is a cyclic anhydride moiety, OH, or COOH, which attached directly to the structure or through R which is an aromatic ring, aliphatic ring, aliphatic chain radical each containing from 1 through 12 carbon atoms with or without alkyl branches, and with or without hetero atoms comprising, O, N, S etc. and n is an integer from 0 through 1;
• wherein Component (i) is present in an amount of 3% to 20% by weight based on a total weight of the reactive mixture;
• (ii) a phthalic acid based compound, wherein Component (ii) is present in an amount of 2% to 40% by weight based on the total weight of the reactive mixture,
• (iii) a primary amine compound comprising Structure (3);
• NH2—R—X Structure (3)
• wherein X is —NH2, —OH or —COOH, and R is an aromatic ring, aliphatic ring, aliphatic chain radical each containing from 1 through 12 carbon atoms with or without alkyl branches, and with or without hetero atoms comprising, O, N, S, or combinations thereof;
• wherein Component (iii) is present in an amount of 1% to 15% by weight based on the total weight of the reactive mixture;
• (iv) an aliphatic diol compound, wherein Component (iv) is present in an amount of 40% to 70% by weight based on the total weight of the reactive mixture;
• (v) optionally, a high functionality, low molecular weight polyether polyol compound;
• (vi) optionally, a hydrophobic compound;
• and
• wherein the weight ratio of Component (i) to Component (ii) is from 1:24 to 24:1;
• and wherein the aromatic polyester polyol is liquid at 25° C. and comprises a hydroxy value ranging from about 30 to about 600.