Polymer supported reagents and methods or reducing aromatic nitro compounds by using the same
AssigneesLG Chem, Ltd., Iucf-Hyu (Industry-University Cooperation Foundation Hanyang University)
InventorsYang-Kyoo Han, Jin Cho, Sang-Mi Lee, Seung-Hoon Shin
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Abstract
The present invention relates to a polymer supported reagent comprising a novel crosslinked mesoporous polymer, enabling a simple and easy production of an azoxy compound or an azo compound from an aromatic nitro compound, and a method of selectively reducing an aromatic nitro compound by using the same. The polymer supported reagent comprises a certain acrylamide mesoporous crosslinked polymer.
Claims19
A polymer supported reagent comprising an acrylamide mesoporous crosslinked polymer including at least one repeating unit of Chemical Formula 1:
- in Chemical Formula 1, n is an integer of 15 to 1800,
- R is hydrogen or methyl,
- R′ is X,
- X is —Z—R″,
- Y is an alkylene of C1 to C10,
- Z is an arylene of C6 to C20, and
- R″ is a linear or branched hydrocarbon of C10 to C20, or a linear or branched perfluorohydrocarbon of C10 to C20.
- wherein the polymer supported reagent comprises a plurality of pores having a diameter of 2.0 to 10.0 nm, and
- wherein the polymer supported reagent is used for a reduction reaction of an aromatic nitro compound.
A method of producing a polymer supported reagent comprising an acrylamide mesoporous crosslinked polymer including at least one repeating unit of Chemical Formula 1, which comprises the step of subjecting a monomer composition including an acrylamide monomer of Chemical Formula 2 to a suspension polymerization in the presence of a crosslinker and a radical initiator,
- wherein the polymer supported reagent comprises a plurality of pores having a diameter of 2.0 to 10.0 nm,
- wherein the monomer has a form of monoclinic monocrystal, and the crosslinker is selected from the group consisting of divinyl benzene, ethylene glycol di(meth)acrylate, buthylene glycol di(meth)acrylate, hexylene glycol di(meth)acrylate, methylene bisacrylamide, ethylene bisacrylamide, propylene bisacrylamide, ethylene glycol glycidyl ether, and polyethylene glycol glycidyl ether:
- in Chemical Formula 1 and Chemical Formula 2,
- n is an integer of 15 to 1800,
- R is hydrogen or methyl,
- X is —Z-R″,
- Y is an alkylene of C1 to C10,
- Z is an arylene of C6 to C20, and
- R″ is a linear or branched hydrocarbon of C10 to C20, or a linear or branched perfluorohydrocarbon of C10 to C20.
A method of reducing an aromatic nitro compound, which comprises the step of subjecting an aromatic nitro compound to a reduction reaction in the presence of a polymer supported reagent comprising an acrylamide mesoporous crosslinked polymer including at least one repeating unit of Chemical Formula 1 and a reducing catalyst,
- wherein the polymer supported reagent comprises a plurality of pores having a diameter of 2.0 to 10.0 nm:
- in Chemical Formula 1,
- n is an integer of 15 to 1800,
- R is hydrogen or methyl,
- R′ is X,
- X is —Z-R″,
- Y is an alkylene of C1 to C10,
- Z is an arylene of C6 to C20, and
- R″ is a linear or branched hydrocarbon of C10 to C20, or a linear or branched perfluorohydrocarbon of C10 to C20.
Dependencies are inferred from the claim text.