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    • 3. 发明授权
    • Method for production of 1,6-hexanediol with a purity in excess of 99.5%
    • 制备纯度超过99.5%的1,6-己二醇的方法
    • US07449609B2
    • 2008-11-11
    • US10569980
    • 2005-07-07
    • Andrea HaunertRolf PinkosThomas KrugTilman SirchMichael KochGerd-Dieter Tebben
    • Andrea HaunertRolf PinkosThomas KrugTilman SirchMichael KochGerd-Dieter Tebben
    • C07C29/149
    • C07C29/145C07C29/149C07C2601/14C07C31/20C07C35/08
    • The present invention provides a process for preparing 1,6-hexanediol by hydrogenating dialkyl adipates, alkyl 6-hydroxycaproates, 1,4-cyclohexanedione and 4-hydroxycyclohexan-1-one as ester mixtures comprising impurities, by a) freeing resulting the esterification mixture of excess alcohol and low boilers in a first distillation stage (alcohol removal), b) carrying out a separation of the bottom product in a second distillation stage into an ester fraction substantially free of 1,4-cyclohexanediols and a fraction comprising at least the majority of the 1,4-cyclohexanediols, c) catalytically hydrogenating the ester fraction substantially free of 1,4-cyclohexanediols (ester hydrogenation) and d) in a purifying distillation stage, obtaining 1,6-hexanediol from the hydrogenation effluent in a manner known per se, which comprises selectively hydrogenating the ester mixture before stage a) and/or before stage b) (purifying hydrogenation).
    • 本发明提供了一种通过以下方式制备1,6-己二醇的方法:通过以下方法将氢化己二酸二烷基酯,6-羟基己酸烷基酯,1,4-环己二酮和4-羟基环己烷-1-酮作为包含杂质的酯混合物, 在第一蒸馏阶段(醇去除)中的过量醇和低锅炉的b),b)在第二蒸馏阶段中将底部产物分离成基本上不含1,4-环己烷二醇的酯馏分和至少包含 大部分1,4-环己烷二醇,c)催化氢化基本上不含1,4-环己二醇的酯馏分(酯氢化)和d)在纯化蒸馏阶段,以一种方式从氢化流出物中获得1,6-己二醇 本身已知,其包括在阶段a)和/或阶段b)之前选择性地氢化酯混合物(纯化氢化)。
    • 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.