公开(公告)号：ES2094448T3

公开(公告)日：1997-01-16

申请号：ES93116792

申请日：1993-10-18

Applicant: DEGUSSA

Inventor： NEHER ARMIN DR ,  HAAS THOMAS DR ,  ARNTZ DIETRICH DR ,  KLENK HERBERT DR ,  GIRKE WALTER

IPC: C07B61/00 ,  C07C45/52 ,  C07C47/22

Abstract: 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 DEG to 340 DEG C. (liquid phase) or at 250 DEG to 340 DEG C. (gaseous phase) on a solid catalyst with an Ho value (Hammett acidity function) of less than +2, preferably less than -3.

公开(公告)号：AT131465T

公开(公告)日：1995-12-15

申请号：AT92116518

申请日：1992-09-28

Applicant: DEGUSSA

Inventor： ARNTZ DIETRICH DR ,  HAAS THOMAS DR ,  SCHAEFER-SINDLINGER ADOLF DR

IPC: B01J23/42 ,  C07B61/00 ,  C07C29/141 ,  C07C31/20

Abstract: Process for the preparation of 1,3-propanediol by hydrogenation of hydroxypropionaldehyde (HPA) in aqueous solution on a shaped supported catalyst in a solid bed, the concentration of the HPA in the solution being 5 to 100% by weight, and the hydrogenation being carried out at temperatures from 30 to 180 DEG C and hydrogen pressures from 5 to 300 bar and at a pH between 2.5 and 6.5, characterised in that the supported catalyst consists of titanium oxide, on which platinum is present in finely divided form in an amount relative to the support of 0.1 to 5.0% by weight.

公开(公告)号：ES2075572T3

公开(公告)日：1995-10-01

申请号：ES92118470

申请日：1992-10-29

Applicant: DEGUSSA

Inventor： HAAS THOMAS DR ,  BOHME GEORG ,  ARNTZ DIETRICH DR

IPC: B01J31/04 ,  C07B61/00 ,  C07C29/141 ,  C07C31/20 ,  C07C45/64 ,  C07C47/19

Abstract: The invention relates to a process for the preparation of 3-hydroxyalkanals having 3 to 12, in particular 3 or 4, C atoms, by hydration of the basic 2-alkenals with water in a homogeneous phase in the presence of an acidic catalyst. The previously known hydration by means of mineral acids or carboxylic acids as catalyst results in poor space-time yields and/or poor selectivities. These disadvantages can be avoided when a dissolved acid/base buffer is used as catalyst which results in a pH of 2 to 5 in the reaction mixture and whose acid component and the corresponding base are present in the reaction mixture in an amount of 0.5 to 40% by weight in total. The preferred buffers composed of a lower monobasic carboxylic acid and a tertiary amine can be recycled in a simple manner.

公开(公告)号：DE59202951D1

公开(公告)日：1995-08-24

申请号：DE59202951

申请日：1992-10-30

Applicant: DEGUSSA

Inventor： HAAS THOMAS DR ,  ARNTZ DIETRICH DR ,  BRAND REINHOLD DR

IPC: B01J27/16 ,  B01J21/06 ,  B01J27/14 ,  C07B61/00 ,  C07C45/64 ,  C07C47/19

Abstract: 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 pKs 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.

公开(公告)号：DE4343891A1

公开(公告)日：1995-06-29

申请号：DE4343891

申请日：1993-12-22

Applicant: DEGUSSA

Inventor： HAAS THOMAS DR ,  ARNTZ DIETRICH DR ,  MOST DIETER DR

IPC: B01J23/75 ,  C07B61/00 ,  C07C209/26 ,  C07C209/48 ,  C07C211/36 ,  B01J23/46 ,  C07C211/35 ,  C07C255/46

Abstract: 3-Aminomethyl-3,5,5-trimethylcyclohexylamine (isophoronediamine) is a raw material which is used industrially for various synthetic resins. Isophoronediamine is used as a cis/trans isomer mixture, the cis/trans isomer ratio influencing the properties. The invention shows a way of controlling the isomer ratio in the preparation of isophoronediamine by aminating hydrogenation of 3-cyano-3,5,5-trimethylcyclohexanone (isophoronenitrile) in the presence of ammonia, H2 and a catalyst. The reaction is carried out in two temperature stages, namely first at 10 to 90 DEG C and then at 90 to 150 DEG C with a temperature difference between both stages of at least 30 DEG C, the contact time in the first stage being shorter than in the second. By lowering the temperature in the first stage the cis/trans ratio is increased.

公开(公告)号：BR9304715A

公开(公告)日：1994-11-01

申请号：BR9304715

申请日：1993-11-12

Applicant: DEGUSSA

Inventor： HAAS THOMAS DR ,  NEHER ARMIN DR ,  ARNTZ DIETRICH DR ,  KLENK HERBERT DR ,  GIRKE WALTER

IPC: C07C31/20 ,  C07C29/136 ,  C07C29/141 ,  C07C29/145 ,  C07C45/52 ,  C07C45/64 ,  C07C47/22 ,  C07C49/17 ,  C07C29/04 ,  C07C29/132 ,  C07C29/17

Abstract: The invention relates to a method for the simultaneous preparation of 1,2- and 1,3-propanediol from glycerol. 1,2-Propanediol is customarily prepared from propylene oxide, 1,3-propanediol by hydration of acrolein with subsequent hydrogenation. The process according to the invention comprises the reaction stages (a) dehydration of glycerol by passing a gaseous glycerol/water mixture containing 10 to 40% by weight of glycerol at 250 to 340@C over a solid catalyst having an Ho value (Hammett's acid function) of less than 2, preferably between -3 and -8.2, (b) hydration of the acrolein contained in the reaction mixture of stage (a) and (c) catalytic hydrogenation of the reaction mixture containing the 3-hydroxypropionaldehyde and hydroxyacetone of stage (b). Two useful substances, namely 1,2- and 1,3-propanediol, can simultaneously be obtained in a high total yield from glycerol in a simple process.

公开(公告)号：DE4238493C1

公开(公告)日：1994-04-21

申请号：DE4238493

申请日：1992-11-14

Applicant: DEGUSSA

Inventor： NEHER ARMIN DR ,  HAAS THOMAS DR ,  ARNTZ DIETRICH DR ,  KLENK HERBERT DR ,  GIRKE WALTER

IPC: C07B61/00 ,  C07C45/52 ,  C07C47/22

Abstract: 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 DEG to 340 DEG C. (liquid phase) or at 250 DEG to 340 DEG C. (gaseous phase) on a solid catalyst with an Ho value (Hammett acidity function) of less than +2, preferably less than -3.

公开(公告)号：DE4222708A1

公开(公告)日：1994-01-13

申请号：DE4222708

申请日：1992-07-10

Applicant: DEGUSSA

Inventor： HAAS THOMAS DR ,  ARNTZ DIETRICH DR

IPC: C07C31/20 ,  C07C29/10 ,  C07C29/141 ,  C07C29/80 ,  C07C29/88 ,  C07C45/64 ,  C07C47/19

Abstract: 1,3-Propanediol (PD) is obtained by hydration of acrolein to 3-hydroxypropionaldehyde (HPA) with subsequent catalytic hydrogenation. 4-Oxa-1,7-heptanediol (OD) is formed as a yield-reducing by-product. According to the invention, for the purposes of increasing the yield of 1,3-propanediol, the OD separated by distillation in the working up of the reaction mixture containing PD and OD is treated in aqueous solution at 100 to 300 DEG C with an acidic solid catalyst, in particular an acidic zeolite, and the reaction mixture freed from the solid catalyst is fed back into the work-up stage of the reaction mixture containing PD and OD.

公开(公告)号：DE4218282A1

公开(公告)日：1993-12-09

申请号：DE4218282

申请日：1992-06-03

Applicant: DEGUSSA

Inventor： HAAS THOMAS DR ,  WIEGAND NORBERT DR ,  ARNTZ DIETRICH DR

IPC: B01J23/46 ,  B01J23/755 ,  B01J25/02 ,  C07B61/00 ,  C07C29/14 ,  C07C29/141 ,  C07C31/20 ,  B01J23/42

Abstract: 1,3-propanediol prepared according to known methods by catalytic hydrogenation of 3-hydroxypropionaldehyde (HPA) obtainable from acrolein has a high residual carbonyl content and leads to problems in the preparation of poly(1,3-propylene glycol terephthalate). According to the invention, 1,3-propanediol can be prepared with a residual carbonyl content, calculated as propionaldehyde, of below 500 ppm, usually below 100 ppm, in the presence of a fixed-bed or suspension hydrogenation catalyst at an H2 pressure of 5 to 300 bar, if the hydrogenation is carried out to an HPA conversion rate in the region of 50 to 95% at 30 to 80 DEG C and the further hydrogenation is carried out up to essentially 100% HPA conversion at 100 to 180 DEG C.

公开(公告)号：DE4132663A1

公开(公告)日：1993-04-08

申请号：DE4132663

申请日：1991-10-01

Applicant: DEGUSSA

Inventor： ARNTZ DIETRICH DR ,  HAAS THOMAS DR ,  SCHAEFER-SINDLINGER ADOLF DR

IPC: B01J23/42 ,  C07B61/00 ,  C07C29/141 ,  C07C31/20

Abstract: Process for the preparation of 1,3-propanediol by hydrogenation of hydroxypropionaldehyde (HPA) in aqueous solution on a shaped supported catalyst in a solid bed, the concentration of the HPA in the solution being 5 to 100% by weight, and the hydrogenation being carried out at temperatures from 30 to 180 DEG C and hydrogen pressures from 5 to 300 bar and at a pH between 2.5 and 6.5, characterised in that the supported catalyst consists of titanium oxide, on which platinum is present in finely divided form in an amount relative to the support of 0.1 to 5.0% by weight.