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    • 6. 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 THE PRODUCTION OF NEOPENTYLGLYCOL USING FORMALDEHYDE WITH A LOW METHANOL CONTENT
    • US20080004475A1
    • 2008-01-03
    • US11476161
    • 2006-06-28
    • Tilman SirchMichael SteinigerSteffen MassStefan RittingerStephan SchlitterLudwig E. HeckTodd C. SpengemanJeffrey T. Andress
    • Tilman SirchMichael SteinigerSteffen MassStefan RittingerStephan SchlitterLudwig E. HeckTodd C. SpengemanJeffrey T. Andress
    • C07C29/74
    • C07C29/141C07C45/75C07C45/82C07C47/19C07C47/04C07C31/20C07C31/22C07C31/245
    • A process is provided for the preparation of polymethylol compounds of formula (I): (HOCH2)2—C—(R)2 ,   (I) in which the radicals R independently of one another are each a further methylol group, an alkyl group having from 1 to 22 C atoms or an aryl or aralkyl group having from 6 to 22 C atoms, by (a) condensing aldehydes having from 2 to 24 C atoms with formaldehyde in an aldol reaction using tertiary amines as a catalyst to give alkanals of formula (II): in which the radicals R independently of one another are each as defined above, (b) then separating, by distillation, the reaction mixture obtained into a bottom product comprising predominantly the compounds of formula II and a low-boiling stream consisting of unconverted or partially converted starting materials, and (c) hydrogenating the distillation bottom, wherein the aldol reaction is carried out with an aqueous formaldehyde solution having a methanol content of 0.35 to 0.5% by weight of methanol, the low-boiling stream is separated off at a pressure of 1 to 3 bar and temperatures of 100 to 135° C. and completely or partially recycled into the aldol reaction. This procedure advantageously makes it possible specifically to prevent the formation of by-products and hence to increase the yield of the desired polymethylol compound.We have found that this object is achieved by a process for the preparation of polymethylol compounds of formula (I): (HOCH2)2—C—(R)2 ,   (I) in which the radicals R independently of one another are each a further methylol group, an alkyl group having from 1 to 22 C atoms or an aryl or aralkyl group having from 6 to 22 C atoms, by (a) condensing aldehydes having from 2 to 24 C atoms with formaldehyde in an aldol reaction using tertiary amines as a catalyst to give alkanals of formula (II): in which the radicals R independently of one another are each as defined above, (b) then separating, by distillation, the reaction mixture obtained (aldolization product) into a bottom product comprising predominantly the compounds of formula II and a low-boiling stream consisting of unconverted or partially converted starting materials, and (c) hydrogenating the distillation bottom, wherein the aldol reaction is carried out with an aqueous formaldehyde solution having a methanol content of 0.35 to 0.5% by weight, the separation of the low-boiling stream is effected at a pressure of 1.1 to 3 bar, preferably 1.5 bar, and a temperature of 100 to 135° C., preferably of 102 to 125° C., and the low-boiling stream is completely or partially recycled into the aldol reaction, preferably the entire low-boiling stream being recycled. In the aldol reaction, a partially converted starting compound of formula (III): can also be formed in which the radicals R independently of one another are each hydrogen or are as defined above. According to the invention, this partially converted starting compound of formula (III), together with the desired alkanal of formula (II), is separated from the other by-products and the unreacted starting compounds and reacted again in an aldol reaction with formaldehyde having a methanol content of 0.35% by weight to 0.5% by weight, using tertiary amines as a catalyst.