Catalytic methods for the production of (meth)acrylates from N-hydroxyalkylated amides

Production of (meth)acrylates (I) of cyclic or open-chain N-hydroxyalkylated amides (II) involves esterification of (II) with (meth)acrylic acid or ester exchange with (meth)acrylic ester(s) in the presence of heterogeneous catalyst(s) selected from inorganic salts (III) and enzymes (IV). Production...

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Bibliographische Detailangaben
Hauptverfasser: HOEFER, FRANK, HAENG, DIETMAR
Format: Patent
Sprache:eng
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Zusammenfassung:Production of (meth)acrylates (I) of cyclic or open-chain N-hydroxyalkylated amides (II) involves esterification of (II) with (meth)acrylic acid or ester exchange with (meth)acrylic ester(s) in the presence of heterogeneous catalyst(s) selected from inorganic salts (III) and enzymes (IV). Production of (meth)acrylates (I) of cyclic or open-chain N-hydroxyalkylated amides (II) of formulae (IIA) and (IIB) respectively involves esterification of (II) with (meth)acrylic acid or ester exchange with (meth)acrylic ester(s) in the presence of heterogeneous catalyst(s) selected from inorganic salts (III) and enzymes (IV). Z 1>oxygen (O), sulfur (S), (un)substituted phosphorus (P) or mono- or un-substituted nitrogen (N-R 3>); R 1>, R 3>2-20 C alkylene, 5-12 C cycloalkylene, 6-12 C arylene or a 2-20 C alkylene group with 1 or more O and/or S atoms, (un)substituted imino groups and/or cycloalkyl, -(CO)-, -O(CO)O-, -(NH)(CO)O-, -O(CO)(NH)-, -O(CO)- or -(CO)O- groups in the chain, where any of these groups may be substituted by R; R : aryl, alkyl, aryloxy, alkoxy, heteroatoms and/or heterocycles; or R 2>-OH : -[X i] k-H; R 3>, R 4>, R 5>H, 1-18 C alkyl, 2-18 C alkyl, optionally with O and/or S atoms and/or (un)substituted imino groups in the chain, 2-18 C alkenyl, 6-12 C aryl, 5-12 C cycloalkyl or a 5-7-membered heterocycle containing O, N and/or S atom(s), where any of these groups may be substituted R; or R 3>R 6>a group forming 5-12-membered ring; k : 1-50; X i-CH 2-CH 2-O-, -CH 2-CH 2-N(H)-, -CH 2-CH 2-CH 2-N(H)-, -CH 2-CH(NH 2)-, -CH 2-CH(NHCHO)-, -CH 2-CH(CH 3)-O-, -CH(CH 3)-CH 2-O-, -CH 2-C(CH 3) 2-O-, -C(CH 3) 2-CH 2-O-, -CH 2-CH 2-CH 2-O-, -CH 2-CH 2-CH 2-CH 2-O-, -CH 2-CHVin-O-, -CHVin-CH 2-O-, -CH 2-CHPh-O- or -CHPh-CH 2-O-; Ph : phenyl; Vin : vinyl; i : 1-k; and R 5>unsubstituted 1-18 C alkyl, 6-12 C aryl or 5-12 C cycloalkyl if Z 1> = O. [Image].