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公开(公告)号：US5334778A
公开(公告)日：1994-08-02
申请号：US63317
申请日：1993-05-19
申请人： Thomas Haas , Norbert Wiegand , Dietrich Arntz
发明人： Thomas Haas , Norbert Wiegand , Dietrich Arntz
IPC分类号： B01J23/42 , B01J23/46 , B01J23/755 , B01J25/02 , C07B61/00 , C07C29/14 , C07C29/141 , C07C31/20
CPC分类号： C07C29/141
摘要： 1,3-Propanediol produced in a known manner by catalytic hydrogenation of 3-hydroxypropionaldehyde (HPA) obtainable from acrolein has a high residual carbonyl content and leads to problems in the production of poly(1,3-propylene glycol terephthalate). Disclosed is a process for producing 1,3-propanediol having a residual carbonyl content, expressed as propionaldehyde, below 500 ppm and generally below 100 ppm produced in the presence of a fixed-bed or suspension hydrogenation catalyst under an H.sub.2 pressure of 5 to 300 bar providing the hydrogenation is carried out at 30.degree. to 80.degree. C. to an HPA conversion of 50 to 95% and is then continued at 100.degree. to 180.degree. C. to an HPA conversion of substantially 100%.
摘要翻译： 通过丙烯醛获得的3-羟基丙醛（HPA）的催化氢化以已知方式制备的1,3-丙二醇具有高的残留羰基含量，并且导致聚（1,3-丙二醇对苯二甲酸酯）的生产中存在问题。 公开了一种在固定床或悬浮氢化催化剂的存在下，在氢气压力为5至300℃下生产的具有残留羰基含量（表示为丙醛）低于500ppm且通常低于100ppm的1,3-丙二醇的方法 提供氢化的条杆在30℃至80℃下进行至50至95％的HPA转化率，然后在100至180℃持续至基本上100％的HPA转化率。
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公开(公告)号：US5171898A
公开(公告)日：1992-12-15
申请号：US798225
申请日：1991-11-27
申请人： Dietrich Arntz , Norbert Wiegand
发明人： Dietrich Arntz , Norbert Wiegand
CPC分类号： C07C29/141 , C07C45/64
摘要： The hydration of acrolein in the presence of a chelate-forming ion exchange resin based on polystyrene/divinyl benzene as catalyst and on the subsequent hydrogenation of the reaction mixture freed of the non-reacted acrolein and containing 3-hydroxypropionaldehyde is disclosed. As a result of using chelate-forming ion exchangers with anchor groups of the formula ##STR1## in which Z=H, C.sub.1 -C.sub.6 -alkyl, --CH.sub.2 --CH(CH.sub.3)--Y' or --(CH.sub.2).sub.o --Y' and Y and/or Y'=--COOH, --OH, pyridyl or --P(O)(CH.sub.2 OH)OH, the hydration occurs at lower temperatures with a greater space-time yield and especially a greater selectivity than when using previously known ion exchangers. Resins with methylene imino diacetic acid anchor groups in the H form or partially doped with alkali-, alkaline-earth or earth-metal ions are especially suitable.
摘要翻译： 公开了在基于聚苯乙烯/二乙烯基苯作为催化剂的螯合形成离子交换树脂存在下丙烯醛的水合，然后在无反应的丙烯醛和含有3-羟基丙醛的反应混合物的随后氢化中进行水合。 作为使用螯合形成离子交换剂，其结构式为“IMAGE”的锚定基团，其中Z = H，C 1 -C 6 - 烷基，-CH 2 -CH（CH 3）-Y'或 - （CH 2）o Y'和Y 和/或Y'= -COOH，-OH，吡啶基或-P（O）（CH 2 OH）OH时，水合在较低的温度下发生，具有比使用先前已知的离子交换剂更大的空时收率，特别是更大的选择性。 具有H形式的亚甲基亚氨基二乙酸锚定基团或部分掺杂有碱金属，碱土金属或土金属离子的树脂是特别合适的。
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公开(公告)号：US5015789A
公开(公告)日：1991-05-14
申请号：US563152
申请日：1990-08-03
申请人： Dietrich Arntz , Norbert Wiegand
发明人： Dietrich Arntz , Norbert Wiegand
IPC分类号： C07C29/04 , C07C29/141 , C07C31/20 , C07C45/64
CPC分类号： C07C29/141 , C07C45/64
摘要： A method for preparing 1,3-propanediol is disclosed which comprises the hydration of acrolein in the presence of an acidic cation exchanger resin and the hydrogenation of the 3-hydroxypropionaldehyde obtained in the first stage. The volume-time yield was able to be increased in the hydration stage by using a cation exchanger resin with phosphonic acid groups, preferably a cation exchanger with chelating aminophosphonic acid groups. The hydrogenation catalyst can be repeatedly reused without appreciable loss of activity.
摘要翻译： 公开了一种制备1,3-丙二醇的方法，其包括在酸性阳离子交换树脂存在下丙烯醛的水合和在第一阶段获得的3-羟基丙醛的氢化。 通过使用具有膦酸基团的阳离子交换树脂，优选具有螯合氨基膦酸基团的阳离子交换剂，在水合阶段能够增加体积 - 时间产率。 氢化催化剂可以反复重复使用而没有明显的活性损失。
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4.发明授权Process for the preparation of 1,3-propanediol by the hydrogenation of hydroxypropionaldehyde 失效通过羟基丙醛氢化制备1,3-丙二醇的方法
公开(公告)号：US5364984A
公开(公告)日：1994-11-15
申请号：US948718
申请日：1992-09-24
IPC分类号： B01J23/42 , C07B61/00 , C07C29/141 , C07C31/20
CPC分类号： C07C29/141
摘要： Disclosed is a process for the preparation of 1,3-propanediol by the hydrogenation of hydroxypropionaldehyde (HPA) in aqueous solution on a formed carrier catalyst in a solid bed, the concentration of HPA in the solution being from 5 to 100% by weight and hydrogenation being carried out at temperatures of from 30.degree. to 180.degree. C. and hydrogen pressures of from 5 to 300 bar and at a pH of from 2.5 to 6.5. The carrier catalyst is formed principally of titanium oxide on which platinum is applied in a finely divided form in a quantity of from 0.1 to 5.0% by weight, based on the carrier.
摘要翻译： 公开了通过在固体床中形成的载体催化剂上的羟基丙醛（HPA）在水溶液中氢化制备1,3-丙二醇的方法，溶液中HPA的浓度为5至100重量％，以及 氢化在30至180℃的温度和5至300巴的氢气压力和2.5至6.5的pH下进行。 载体催化剂主要由氧化钛形成，其上以基于载体的0.1至5.0重量％的量以细碎形式施加铂。
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公开(公告)号：US5387720A
公开(公告)日：1995-02-07
申请号：US151390
申请日：1993-11-12
申请人： Armin Neher , Thomas Haas , Dietrich Arntz , Herbert Klenk , Walter Girke
发明人： Armin Neher , Thomas Haas , Dietrich Arntz , Herbert Klenk , Walter Girke
CPC分类号： C07C45/52
摘要： A process for the production of acrolein by dehydration of glycerol in the liquid phase or in the gaseous phase, in each case on acidic solid catalysts, is described. Compared with previously known processes, the space-time yield and catalyst service life may be surprisingly increased with higher selectivity by treating a glycerol-water mixture with a glycerol content of 10 to 40 wt. % at 180.degree. to 340.degree. C. (liquid phase) or at 250.degree. to 340.degree. C. (gaseous phase) on a solid catalyst with an H.sub.o value (Hammett acidity function) of less than +2, preferably less than -3.
摘要翻译： 描述了通过在液相或气相中，在各种情况下在酸性固体催化剂上脱水甘油来生产丙烯醛的方法。 与先前已知的方法相比，通过用甘油含量为10-40重量％的甘油 - 水混合物处理，通过更高的选择性可以惊人地增加时空产率和催化剂使用寿命。 在180℃至340℃（液相）下或在250℃至340℃（气相）下，在Ho值（哈米特酸度函数）小于+2，优选小于-3的固体催化剂上 。
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公开(公告)号：US5831121A
公开(公告)日：1998-11-03
申请号：US897529
申请日：1997-07-21
CPC分类号： C07C51/235
摘要： 3-hydroxy propionic acid is obtained in high yield through the catalytic oxidation of 3-hydroxy propionaldehyde with O.sub.2 or an O.sub.2 -containing gas in the aqueous phase in the presence of a platinum-group catalyst, in particular a Pd or Pt supported catalyst. The catalyst is used in a quantity corresponding to at least 10 percent by weight of the platinum-group metal relative to 3-hydroxy propionaldehyde.
摘要翻译： 通过在铂基催化剂，特别是Pd或Pt负载的催化剂存在下，在水相中，通过使O 2或含O 2的气体催化氧化3-羟基丙醛，可以高产率获得3-羟基丙酸。 催化剂的使用量相当于铂族金属相对于3-羟基丙醛的至少10重量％。
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公开(公告)号：US5817870A
公开(公告)日：1998-10-06
申请号：US897139
申请日：1997-07-21
IPC分类号： C07C51/235 , C07C55/08
CPC分类号： C07C51/235
摘要： Malonic acid or a salt of the same is obtained at high yield according to the invention through the catalytic oxidation with oxygen or an O.sub.2 -containing gas of 3-hydroxy propionaldehyde or 3-hydroxy propionic acid in the aqueous phase. The conversion takes place in the presence of at least 10 percent by weight, relative to the C.sub.3 building block used, of a precious metal from the platinum group. Pd and Pt supported catalysts are preferred.
摘要翻译： 通过在水相中用氧或含3-羟基丙醛或3-羟基丙酸的含氧气体进行催化氧化，可以高产率获得丙二酸或其盐。 相对于所使用的C3结构单元，存在来自铂族的贵金属的至少10重量％的存在下进行转化。 Pd和Pt负载的催化剂是优选的。
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公开(公告)号：US5276201A
公开(公告)日：1994-01-04
申请号：US981324
申请日：1992-11-24
申请人： Thomas Haas , Dietrich Arntz , Reinhold Brand
发明人： Thomas Haas , Dietrich Arntz , Reinhold Brand
CPC分类号： B01J21/063 , B01J27/14 , C07C45/64
摘要： A process for the production of 3-hydroxyalkanals, more particularly 3-hydroxypropionaldehyde, by hydration of the basic 2-alkenals, more particularly acrolein, in the presence of a solid catalyst containing acid functional groups. The catalysts are based on an inorganic support containing basic activity centers (which are at least partly occupied by a polybasic acid, of which the first pK.sub.s value is between 0 and 3, in a form in which it cannot be removed by water) enables the hydration to be carried out with high selectivity. At the same time, the disadvantages of known organic fixed-bed catalysts are avoided. Preferred catalyst are based on pyrogenic titanium dioxide with phosphoric acid fixed thereon.
摘要翻译： 在含有酸官能团的固体催化剂存在下，通过碱性2-烯烃，更特别是丙烯醛的水合，制备3-羟基卡那烯，更特别是3-羟基丙醛的方法。 催化剂基于含有碱性活性中心的无机载体（其至少部分地被多元酸占据，其中第一pK值在0和3之间，其不能被水除去的形式）使得能够 水合以高选择性进行。 同时，避免了已知有机固定床催化剂的缺点。 优选的催化剂基于固定有磷酸的热解二氧化钛。
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9.发明授权Process for the production of 3-aminoethyl-3,5,5-trimethylcyclohexyl amine 失效3-氨基乙基-3,5,5-三甲基环己胺的制备方法
公开(公告)号：US5679860A
公开(公告)日：1997-10-21
申请号：US739044
申请日：1996-10-28
IPC分类号： B01J21/06 , C07B61/00 , C07C209/48 , C07C209/52 , C07C211/36 , C07C209/32
CPC分类号： C07C211/36 , C07C209/48 , C07C209/52 , C07C2101/14
摘要： A process for producing 3-aminomethyl-3,5,5-trimethylcyclohexyl amine (isophorone diamine) from isophorone nitrile. Isophorone nitrile is iminated in a first stage and then the reaction mixture is subjected to aminating hydrogenation in a second stage in the presence of a fixed bed hydrogenation catalyst based on Raney cobalt. The fixed bed hydrogenation catalyst is produced in a special manner by mixing a powdery Co--containing Raney alloy with powdery cobalt, sintering the powdery mixture to shaped moldings and then activating by leaching with alkali hydroxide solution. The yield and/or space-time yield in isophorone diamine production can be increased.
摘要翻译： 由异佛尔酮腈生产3-氨基甲基-3,5,5-三甲基环己胺（异佛尔酮二胺）的方法。 在第一阶段中将异佛尔酮腈进行酰化，然后在基于阮内钴的固定床氢化催化剂的存在下，将反应混合物在第二阶段进行氨化氢化。 固定床加氢催化剂以特殊的方式通过将粉末状含钴阮内合金与粉末状钴混合，将粉末状混合物烧结成型成形体，然后通过用碱金属氢氧化物溶液浸出而活化。 可以增加异佛尔酮二胺生产中的产率和/或时空产率。
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10.发明授权Method of influencing the cis/trans isomer ratio of isophoronediamine in its preparation from isophoronenitrile 失效在异佛尔酮腈制备中影响异佛尔酮二胺的顺式/反式异构体比例的方法
公开(公告)号：US5583260A
公开(公告)日：1996-12-10
申请号：US361437
申请日：1994-12-22
申请人： Thomas Haas , Dietrich Arntz , Dieter Most
发明人： Thomas Haas , Dietrich Arntz , Dieter Most
IPC分类号： B01J23/46 , B01J23/75 , C07B61/00 , C07C209/26 , C07C209/48 , C07C211/36 , C07C209/22
CPC分类号： C07C209/48 , C07C209/26 , C07C2101/14
摘要： A method of controlling the cis/trans isomer ratio in the preparation of isophoronediamine by the aminating hydrogenation of isophoronenitrile in the presence of ammonia, H.sub.2 and a catalyst. The reaction takes place in two temperature steps, initially at 10.degree. to 90.degree. C. and then at above 90.degree. to 150.degree. C. with a temperature difference of at least 30.degree. C. between the two steps, the contact time being shorter in the first step than in the second. The cis/trans ratio is increased by lowering the temperature of the first step.
摘要翻译： 通过在氨，H 2和催化剂的存在下异佛尔酮腈的氨化氢化来控制制备异佛尔酮二胺的顺式/反式异构体比例的方法。 反应在两个温度步骤中进行，最初在10℃至90℃，然后在90℃至150℃，两步之间的温差至少为30℃，接触时间较短 在第一步比第二步。 通过降低第一步的温度来提高顺式/反式比。
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