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1. WO1996005161 - PROCESS FOR PREPARING AROMATIC ALDEHYDES

Publication Number WO/1996/005161
Publication Date 22.02.1996
International Application No. PCT/EP1995/003167
International Filing Date 10.08.1995
Chapter 2 Demand Filed 15.01.1996
IPC
B01J 23/10 2006.01
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
23Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/113
10of rare earths
C07C 45/41 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
45Preparation of compounds having C=O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
41by hydrogenolysis or reduction of carboxylic groups or functional derivatives thereof
C07C 67/313 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
67Preparation of carboxylic acid esters
30by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
313by introduction of doubly bound oxygen containing functional groups, e.g. carboxyl groups
CPC
B01J 23/10
BPERFORMING OPERATIONS; TRANSPORTING
01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
23Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
10of rare earths
C07C 45/41
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
45Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
41by hydrogenolysis or reduction of carboxylic groups or functional derivatives thereof
C07C 67/313
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
67Preparation of carboxylic acid esters
30by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
313by introduction of doubly bound oxygen containing functional groups, e.g. carboxyl groups
Applicants
  • BASF AKTIENGESELLSCHAFT [DE/DE]; D-67056 Ludwigshafen, DE (AllExceptUS)
  • FISCHER, Rolf [DE/DE]; DE (UsOnly)
  • IRGANG, Matthias [DE/DE]; DE (UsOnly)
  • SCHNURR, Werner [DE/DE]; DE (UsOnly)
  • WULFF-DÖRING, Joachim [DE/DE]; DE (UsOnly)
Inventors
  • FISCHER, Rolf; DE
  • IRGANG, Matthias; DE
  • SCHNURR, Werner; DE
  • WULFF-DÖRING, Joachim; DE
Common Representative
  • BASF AKTIENGESELLSCHAFT; D-67056 Ludwigshafen, DE
Priority Data
P 44 28 994.416.08.1994DE
P 44 46 009.022.12.1994DE
Publication Language German (DE)
Filing Language German (DE)
Designated States
Title
(DE) VERFAHREN ZUR HERSTELLUNG VON AROMATISCHEN ALDEHYDEN
(EN) PROCESS FOR PREPARING AROMATIC ALDEHYDES
(FR) PROCEDE DE PREPARATION D'ALDEHYDES AROMATIQUES
Abstract
(DE)
Verfahren zur Herstellung von aromatischen Aldehyden der allgemeinen Formel (I), in der R1, R2, R3, R4 und R5 Wasserstoff, C1- bis C6-Alkyl, C3- bis C8-Cycloalkyl, Aryl, Hydroxy, C1- bis C4-Alkoxy, Phenoxy, C7- bis C12-Alkylphenyl, C7- bis C12-Phenylalkyl, Amino, Methylamino, Dimethylamino oder Halogen und R1 zusätzlich Formyl oder COOR6R6 Wasserstoff, C1- bis C6-Alkyl, C3- bis C8-Cycloalkyl, Aryl, C7- bis C12-Alkylphenyl oder C7- bis C12-Phenylalkyl, bedeuten, in dem man aromatische Carbonsäuren oder deren Ester der allgemeinen Formel (II), in der R1, R2, R3, R4, R5 und R6 die obengenannte Bedeutung haben oder in der R2, R3, R4 und R5 die obengenannte Bedeutung haben und R6 und R1 gemeinsam eine -CH2-Brücke bilden, mit Wasserstoff in der Gasphase bei Temperaturen von 200 bis 450 °C und Drücken von 0,1 bis 20 bar in Gegenwart eines Katalysators, dessen katalytisch aktive Masse 80 bis 99,9 Gew.-% Zirkonoxid und 0,1 bis 20 Gew.-% eines oder mehrere Elemente der Lanthaniden enthält, umsetzt.
(EN)
A process is disclosed for preparing aromatic aldehydes having the general formula (I), in which R1, R2, R3, R4 and R5 stand for hydrogen, C1-C6 alkyl, C3-C8 cycloalkyl, aryl, hydroxy, C1-C4 alkoxy, phenoxy, C7-C12 alkylphenyl, C7-C12 phenylalkyl, amino, methylamino, dimethylamino or halogen and R1 may also stand for formyl or COOR6, and R6 stands for hydrogen, C1-C6 alkyl, C3-C8 cycloalkyl, aryl, C7-C12 alkylphenyl or C7-C12 phenylalkyl. For that purpose, aromatic carboxylic acid or their esters having the general formula (II), in which R1, R2, R3, R4, R5 and R6 have the above meanings or R2, R3, R4 and R5 have the above meanings and R6 and R1 form together a -CH2- bridge, are reacted with hydrogen in the gaseous phase at temperatures from 200 to 450 °C and pressures from 0.1 to 20 bars in the presence of a catalyst whose catalytically active mass contains 80 to 99.9 % by weight zirconium oxide and 0.1 to 20 % by weight of one or several lanthanide elements.
(FR)
Un procédé sert à préparer des aldéhydes aromatiques répondant à la formule générale (I), dans laquelle R1, R2, R3, R4 et R5 désignent hydrogène, alkyle C1-C6, cycloalkyle C3-C8, aryle, hydroxy, alcoxy C1-C4, phenoxy, alkylphényle C7-C12, phénylalkyle C7-C12, amino, méthylamino, diméthylamino ou halogène et R1 peut en outre désigner formyle ou COOR6, et R6 désigne hydrogène, alkyle C1-C6, cycloalkyle C3-C8, aryle, alkylphényle C7-C12 ou phénylalkyle C7-C12. A cet effet, on fait réagir des acides carboxyliques aromatiques ou leurs esters répondant à la formule générale (II), dans laquelle R1, R2, R3, R4, R5 et R6 ont la signification ci-dessus ou R2, R3, R4 et R5 ont la signification ci-dessus et R6 et R1 forment ensemble un pont -CH2-, avec de l'hydrogène en phase gazeuse à des températures comprises entre 200 et 450 °C et à des pressions comprises entre 0,1 et 20 bars, en présence d'un catalyseur dont la masse catalytiquement active contient 80 à 99,9 % en poids d'oxyde de zirconium et 0,1 à 20 % en poids d'un ou de plusieurs éléments parmi les lanthanides.
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