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    • 1. 发明申请
    • MIXTURES OF ITACONIC ACID OR ITACONIC ACID DERIVATIVES AND PRIMARY AMINES FOR PRODUCING 1,3- AND 1,4-ALKYL METHYL PYRROLIDONES
    • 用于生产1,3-和1,4-亚烷基甲基吡咯烷酮的酸或酸性衍生物和主要胺的混合物
    • US20110251119A1
    • 2011-10-13
    • US13132785
    • 2009-11-24
    • Tobias WabnitzRolf PinkosKarl OttKatja Lamm
    • Tobias WabnitzRolf PinkosKarl OttKatja Lamm
    • C07D207/267C11D7/60C09K15/22B01F1/00C09K3/00
    • C07D207/267B01D53/1456B01D53/1493B01D2257/7022C07C57/13C09D9/005C11D3/28C11D7/3281
    • The present invention relates to a mixture comprising itaconic acid or an itaconic acid derivative and a primary amine of the formula (I) R—NH2  (I) where the molar ratio of primary amine to itaconic acid or the itaconic acid derivative is in the range from 0.5:1 to 20:1, wherein the mixture comprises 50 mole percent or less of 4-carboxypyrrolidones of the formula (II), derivatives of the 4-carboxypyrrolidones of the formula (II) and 4-carbamidopyrrolidones of the formula (III) based on the itaconic acid used or the itaconic acid derivative used and in which R is a linear or branched saturated aliphatic radical having 1 to 24 carbon atoms or a saturated cycloaliphatic radical having 3 to 24 carbon atoms.The invention further provides for the use of the inventive mixtures for preparing 1,3-alkylmethylpyrrolidones and/or 1,4-alkylmethylpyrrolidones, and also a process for preparing 1,3-alkylmethylpyrrolidones and/or 1,4-alkylmethylpyrrolidones.In addition, the present invention relates to mixtures comprising 1,3-alkylmethylpyrrolidones and/or 1,4-alkylmethylpyrrolidones and 1,3-alkylmethylpyrrolidines, where the proportion of 1,3-alkylmethylpyrrolidines is in the range from 10 to 10 000 ppm, and to mixtures comprising 1,3-alkylmethylpyrrolidone and 1,4-alkylmethylpyrrolidone, wherein the molar ratio of 1,3-alkylmethylpyrrolidone to 1,4-alkylmethylpyrrolidone is in the range from 1:1 to 10:1.
    • 本发明涉及包含衣康酸或衣康酸衍生物和伯胺与衣康酸衍生物的摩尔比在式(I)R-NH 2(I)中的伯胺的混合物, 其中所述混合物包含50摩尔%或更少的式(II)的4-羧基吡咯烷酮,式(II)的4-羧基吡咯烷酮的衍生物和式(III)的4-氨基甲酰基吡咯烷酮 ),其中R是具有1至24个碳原子的直链或支链饱和脂族基团或具有3至24个碳原子的饱和脂环族基团。 本发明进一步提供本发明混合物用于制备1,3-烷基甲基吡咯烷酮和/或1,4-烷基甲基吡咯烷酮的用途,以及制备1,3-烷基甲基吡咯烷酮和/或1,4-烷基甲基吡咯烷酮的方法。 此外,本发明涉及包含1,3-烷基甲基吡咯烷酮和/或1,4-烷基甲基吡咯烷酮和1,3-烷基甲基吡咯烷的混合物,其中1,3-烷基甲基吡咯烷的比例在10至10000ppm的范围内, 以及包含1,3-烷基甲基吡咯烷酮和1,4-烷基甲基吡咯烷酮的混合物,其中1,3-烷基甲基吡咯烷酮与1,4-烷基甲基吡咯烷酮的摩尔比在1:1至10:1的范围内。
    • 3. 发明授权
    • Mixtures of itaconic acid or itaconic acid derivatives and primary amines for producing 1,3- and 1,4-alkyl methyl pyrrolidones
    • 衣康酸或衣康酸衍生物和伯胺的混合物,用于制备1,3-和1,4-烷基甲基吡咯烷酮
    • US08796472B2
    • 2014-08-05
    • US13132785
    • 2009-11-24
    • Tobias WabnitzRolf PinkosKarl OttKatja Lamm
    • Tobias WabnitzRolf PinkosKarl OttKatja Lamm
    • C07D207/267B01D53/14
    • C07D207/267B01D53/1456B01D53/1493B01D2257/7022C07C57/13C09D9/005C11D3/28C11D7/3281
    • The present invention relates to a mixture comprising itaconic acid or an itaconic acid derivative and a primary amine of the formula (I) R—NH2  (I) where the molar ratio of primary amine to itaconic acid or the itaconic acid derivative is in the range from 0.5:1 to 20:1, wherein the mixture comprises 50 mole percent or less of 4-carboxypyrrolidones of the formula (II), derivatives of the 4-carboxypyrrolidones of the formula (II) and 4-carbamidopyrrolidones of the formula (III) based on the itaconic acid used or the itaconic acid derivative used and in which R is a linear or branched saturated aliphatic radical having 1 to 24 carbon atoms or a saturated cycloaliphatic radical having 3 to 24 carbon atoms. The invention further provides for the use of the inventive mixtures for preparing 1,3-alkylmethylpyrrolidones and/or 1,4-alkylmethylpyrrolidones, and also a process for preparing 1,3-alkylmethylpyrrolidones and/or 1,4-alkylmethylpyrrolidones.In addition, the present invention relates to mixtures comprising 1,3-alkylmethylpyrrolidones and/or 1,4-alkylmethylpyrrolidones and 1,3-alkylmethylpyrrolidines, where the proportion of 1,3-alkylmethylpyrrolidines is in the range from 10 to 10 000 ppm, and to mixtures comprising 1,3-alkylmethylpyrrolidone and 1,4-alkylmethylpyrrolidone, wherein the molar ratio of 1,3-alkylmethylpyrrolidone to 1,4-alkylmethylpyrrolidone is in the range from 1:1 to 10:1.
    • 本发明涉及包含衣康酸或衣康酸衍生物和伯胺与衣康酸衍生物的摩尔比在式(I)R-NH 2(I)中的伯胺的混合物, 其中所述混合物包含50摩尔%或更少的式(II)的4-羧基吡咯烷酮,式(II)的4-羧基吡咯烷酮的衍生物和式(III)的4-氨基甲酰基吡咯烷酮 ),其中R是具有1至24个碳原子的直链或支链饱和脂族基团或具有3至24个碳原子的饱和脂环族基团。 本发明进一步提供本发明混合物用于制备1,3-烷基甲基吡咯烷酮和/或1,4-烷基甲基吡咯烷酮的用途,以及制备1,3-烷基甲基吡咯烷酮和/或1,4-烷基甲基吡咯烷酮的方法。 此外,本发明涉及包含1,3-烷基甲基吡咯烷酮和/或1,4-烷基甲基吡咯烷酮和1,3-烷基甲基吡咯烷的混合物,其中1,3-烷基甲基吡咯烷的比例在10至10000ppm的范围内, 以及包含1,3-烷基甲基吡咯烷酮和1,4-烷基甲基吡咯烷酮的混合物,其中1,3-烷基甲基吡咯烷酮与1,4-烷基甲基吡咯烷酮的摩尔比在1:1至10:1的范围内。
    • 8. 发明申请
    • PROCESS FOR PREPARING 1,6-HEXANEDIOL
    • US20110263907A1
    • 2011-10-27
    • US13133006
    • 2009-11-30
    • Olivier AbillardGerd-Dieter TebbenRolf PinkosTobias Wabnitz
    • Olivier AbillardGerd-Dieter TebbenRolf PinkosTobias Wabnitz
    • C07C31/20
    • C07C67/08C07C29/149C07D313/04C07C31/20C07C69/675C07C69/44
    • A process for preparing 1,6-hexanediol from a carboxylic acid mixture which comprises adipic acid, 6-hydroxycaproic acid and small amounts of 1,4-cyclohexanediols and is obtained as a by-product of the oxidation of cyclohexane to cyclohexanone/cyclohexanol with oxygen or oxygen-comprising gases by water extraction of the reaction mixture, by esterification and hydrogenation to hexanediol, which comprises a) the mono- and dicarboxylic acids present in the aqueous reaction mixture are reacted with a low molecular weight alcohol to give the corresponding carboxylic esters, b) the resulting esterification mixture is freed of excess alcohol and low boilers in a first distillation stage, c) in a second distillation stage, a separation is performed of the bottom product into an ester fraction essentially free of 1,4-cyclohexanediols and a fraction comprising at least the majority of the 1,4-cyclohexanediols, d) the ester fraction from (c) is catalytically hydrogenated and 1,6-hexanediol is obtained in a manner known per se by distilling the hydrogenation product, e) optionally the bottom product of stage c) is subjected to a further esterification reaction with a low molecular weight alcohol, the low molecular weight alcohol is distillatively removed on completion of the esterification reaction, then adipic diesters and 6-hydroxycaproic esters are substantially separated from 1,4-cyclohexanediols and high boilers in the remaining bottom stream by distillation and said adipic diesters and 6-hydroxycaproic esters are fed to stage c), which comprises performing at least one of the esterification reactions with a catalyst which comprises at least one element of groups 3-14, and adding a monomeric or oligomeric polyol with at least 3 hydroxyl functions after the esterification reaction. After step c) of the process according to the invention, in a third distillation stage, a stream comprising essentially methyl 6-hydroxycaproate can be at least partly removed and heated to temperatures above 200° C. under reduced pressure, which cyclizes 6-hydroxycaproic ester to caprolactone, and pure ε-caprolactone can be obtained from the cyclization product by distillation.