Humic acid derivatives and methods of preparation and use
AssigneeEmpire Technology Development LLC
InventorsGeorgius Abidal ADAM, Anita NEEDHAM
Life of this patent
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Abstract
Disclosed are antioxidative natural compounds, their salts, chelates and cleavage derivatives that exhibit a superior combination of properties. The compounds can be used for a variety of purposes, including the stabilization of polymers. The compounds can be prepared by substantially cleaving a humic acid of formula I followed by esterification to provide at least one antioxidant compounds of formula V, formula VI, formula VII, formula VIII, salts thereof, or chelates thereof.
Claims34
A stabilizing compound comprising at least one compound of formula V, formula VI, formula VII, formula VIII:
- R2 is hydrogen, —(C1-C20)alkyl, or substituted —(C1-C20)alkyl;
- R4 is hydrogen, —(C1-C20)alkyl, or substituted —(C1-C20)alkyl;
- R11 is —N(R111)(R112), wherein R111 is C-acetamido or substituted C-acetamido;
- R112 is hydrogen, —(C1-C20)alkyl, substituted —(C1-C20)alkyl, —(C═O)—(C3-C19)alkyl, or substituted —(C═O)—(C3-C19)alkyl;
- R12, R141, R142, R143, and R144 are independently hydrogen, —(C1-C20)alkyl, or substituted —(C1-C20)alkyl;
- R13 is hydrogen, —(C1-C20)alkyl, substituted —(C1-C20)alkyl, —(C═O)—(C3-C19)alkyl, or substituted —(C═O)—(C3-C19)alkyl;
- R16 is a hydrogen, glucuronate or substituted glucuronate;
- R21, R22, R31, R32, and R41 are independently hydrogen, —(C4-C20)alkyl, or substituted —(C4-C20)alkyl;
- R23, R24, R25, R26, R27, R33, R34, R35, R36, R42, R43, and R44 are independently hydrogen, —(C═O)—(C3-C19)alkyl, or substituted —(C═O)—(C3-C19)alkyl;
- and
- R151, R152, R153, R154, R155, and R156 are independently hydrogen, —(C═O)—(C3-C19)alkyl, or substituted —(C═O)—(C3-C19)alkyl;
- and
- wherein at least one of R141, R142, R143, R144, R151, R152, R153, R154, R155, and R156 is not hydrogen;
- at least one of R21, R22, R23, R24, R25, R26, and R27 is not hydrogen;
- at least one of R31, R32, R33, R34, R35, and R36, is not hydrogen;
- and at least one of R41, R42, R43, and R44 is not hydrogen;
- a salt thereof, chelate thereof, or combination thereof.
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A method of preparing a polymer stabilizing mixture of compounds, the method comprising:
- substantially hydrolyzing a humic acid to form a mixture of compounds;
- and
- esterifying at least one functional group of the mixture of compounds to give a polymer
- stabilizing mixture of compounds.
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Dependencies are inferred from the claim text.