公开(公告)号：ES2086850T3

公开(公告)日：1996-07-01

申请号：ES93116791

申请日：1993-10-18

Applicant: DEGUSSA

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

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

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：AT137729T

公开(公告)日：1996-05-15

申请号：AT93116791

申请日：1993-10-18

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

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：DE59204672D1

公开(公告)日：1996-01-25

申请号：DE59204672

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：AT126195T

公开(公告)日：1995-08-15

申请号：AT92118470

申请日：1992-10-29

Applicant: DEGUSSA

Inventor： HAAS THOMAS DR ,  BOEHME 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：DE4238492C2

公开(公告)日：1995-06-14

申请号：DE4238492

申请日：1992-11-14

Applicant: DEGUSSA

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

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

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：DE4238492A1

公开(公告)日：1994-05-19

申请号：DE4238492

申请日：1992-11-14

Applicant: DEGUSSA

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

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

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：DE102011004465A1

公开(公告)日：2012-03-15

申请号：DE102011004465

申请日：2011-02-21

Applicant: EVONIK DEGUSSA GMBH

Inventor： KLASOVSKY FLORIAN DR ,  PFEFFER JAN CHRISTOPH DR ,  TACKE THOMAS DR ,  HAAS THOMAS DR

IPC: C07C209/16 ,  B01J31/16 ,  C07C211/03 ,  C07C211/09

Abstract: Gegenstand der Erfindung ist ein Verfahren zur Herstellung von primären Aminen umfassend die Verfahrensschritte A) Bereitstellung einer Lösung eines sekundären Alkohols in einer fluiden, nicht gasförmigen Phase, B) in Kontakt Bringen der Phase mit freiem Ammoniak und/oder mindestens einer Ammoniak freisetzenden Verbindung und eines homogenen Katalysators und gegebenenfalls C) Isolierung des in Verfahrensschritt B) gebildeten primären Amins, dadurch gekennzeichnet, dass das Volumenverhältnis des Volumens der Flüssigphase zu dem Volumen der Gasphase im Verfahrensschritt B größer oder gleich 0,25 ist und/oder dass der Ammoniak in Verfahrensschritt B) bezogen auf die Hydroxylgruppen im sekundären Alkohol in einem molaren Verhältnis von mindestens 5 zu 1 eingesetzt wird.

公开(公告)号：DE50213288D1

公开(公告)日：2009-04-02

申请号：DE50213288

申请日：2002-05-31

Applicant: EVONIK DEGUSSA GMBH

Inventor： STOCHNIOL GUIDO DR ,  JAEGER BERND DR ,  HAAS THOMAS DR ,  FINKE NORBERT DR ,  BURKHARDT WERNER ,  GRUNERT JUERGEN

IPC: B01J23/46 ,  B01J35/10 ,  C07B61/00 ,  C07C209/72 ,  C07C211/36

Abstract: Hydrogenation of an amine with at least one aromatic ring-bonded amine group by reaction with hydrogen in presence of a supported catalyst with 0.01-20 wt.% active metal comprising ruthenium alone or with a sub-Group I, VII or VIII metal is such that the support has: (I) a BET surface area above 30 but below 70 m2/g; and (II) a macropore (diameter above 50nm) content above 50% and a mesopore (diameter 2-50nm) content below 50%.

公开(公告)号：MY130089A

公开(公告)日：2007-05-31

申请号：MYPI9302378

申请日：1993-11-12

Applicant: DEGUSSA

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

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

Abstract: THE INVENTION PROVIDES A PROCESS FOR THE PRODUCTION OF ACROLEIN BY DEHYDRATION OF GLYCEROL IN THE LIQUID PHASE OR IN THE GAS PHASE, IN EACH CASE ON ACIDIC SOLID CATALYSTS.COMPARED WITH PREVIOUSLY KNOWN PROCESSES, THE SPACE-TIME YIELD AND CATALYST SERVICE LIFE MAY BE INCREASED WITH HIGHER SELECTIVITY ACCORDING TO THE INVENTION BY TREATING A GLYCEROL-WATER MIXTURE WITH A GLYCEROL CONTENT OF 10 TO 40 WT.% AT 180 TO 340°C (LIQUID PHASE) OR 250 TO 340°C (GAS 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：MY119822A

公开(公告)日：2005-07-29

申请号：MYPI9805010

申请日：1998-11-04

Applicant: DEGUSSA

Inventor： HAAS THOMAS DR ,  BURKHARDT OLAF DR ,  MORAWIETZ MARCUS DR ,  VANHEERTUM RUDOLF DR ,  BOURREL AGNES

IPC: C07D307/06 ,  C07D307/20 ,  C07B35/06 ,  C07C20060101 ,  C07C41/09 ,  C07C43/18 ,  C07D307/08 ,  C07D309/04 ,  C07D493/04 ,  C07H1/00 ,  C07H3/00

Abstract: FIVE-MEMBERED OR SIX-MEMBERED CYCLIC ETHERS, IN PARTICULAR ANHYDROPOLYOLS, CAN BE OBTAINED BY CYCLODEHYDRATION OF POLYOLS HAVING AT LEAST 4 C ATOMS AND AT LEAST 2 HYDROXYL GROUPS IN THE PRESENCE OF WATER AND AN ACIDIC CATALYST. ACCORDING TO THE INVENTION THE CYCLODEHYDRATION IS PROMOTED AND THE FORMATION OF POLYMERS IS AVOIDED IF THE ACID-CATALYSED CYCLODEHYDRATION IS CARRIED OUT IN THE PRESENCE OF AN ACID-STABLE HYDROGENATING CATALYST IN A HYDROGEN ATMOSPHERE. ANHYDROHEXITOLS CAN BE OBTAINED BOTH FROM HEXITOLS AND FROM SUCROSE.