Abstract: Hydrogen is generated by contacting an alkaline aqueous solution of formaldehyde with at least one catalyst selected from the group consisting of molybdenum, tungsten, molybdenum carbides, tungsten carbides, molybdenum nitrides, tungstenum borides, copper, silver, gold and compounds of copper, silver and gold.Hydrogen can be generated at ambient temperature under atmospheric pressure and, therefore, complicated steps or complicated devices are unnecessary.
Type:
Grant
Filed:
February 2, 1982
Date of Patent:
November 8, 1983
Assignee:
Hitachi, Ltd.
Inventors:
Hiroshi Okamoto, Tetsuichi Kudo, Go Kawamura
Abstract: The solid oxalate of a catalytic metal such as cobalt, typically formed as an undesired and useless by-product during the liquid-phase oxidation of an organic compound, typically a hydrocarbon, in the presence of a homogeneous catalyst comprising said metal, is treated to convert the metal moiety to a reusable form by a process comprising leaching the metal oxalate with an aqueous solution of a soluble salt of ethylenediaminetetraacetic acid (EDTA). The resulting solution of EDTA-metal complex or chelate is then mixed with a soluble calcium salt to precipitate the oxalate moiety as insoluble calcium oxalate leaving the metal-EDTA complex in solution. After removing the resulting solid calcium oxalate, the remaining filtrate is acidified to convert the metal moiety to a simple salt which can be recycled to the liquid-phase oxidation, while the EDTA is precipitated as a solid which can also be recovered and re-used in the complexation step of the process.
Abstract: A process for the production of carboxyl compounds such as caprolactones, in which the corresponding carbonyl compounds are oxidized with hydrogen peroxide in the presence of a catalyst in a substantially anhydrous liquid medium. The water formed by the reaction and any water introduced into the reaction mixture are removed from the reaction mixture.
Type:
Grant
Filed:
June 5, 1980
Date of Patent:
October 12, 1982
Assignee:
INTEROX (Societe Anonyme)
Inventors:
Andre Lecloux, Claude Declerck, Franz Legrand
Abstract: There is disclosed a process for the production of isobutyric acid by liquid-phase oxidation of isobutyraldehyde in the presence of an alkali metal-containing compound, the oxidation being effected while maintaining the molar ratio of oxygen to isobutyraldehyde to be fed at 0.5 or above.
Type:
Grant
Filed:
June 27, 1979
Date of Patent:
September 21, 1982
Assignee:
Mitsubishi Chemical Industries, Limited
Inventors:
Tatsuo Masuko, Shigeo Fukaya, Nobuyuki Murai, Jun Noma
Abstract: A one-step process is disclosed for forming a carboxylic acid and its anhydride directly from the corresponding olefin which comprises reacting the olefin with carbon monoxide, hydrogen and oxygen in the presence of a stable rhodium complex catalyst. The rhodium catalyst is stabilized by a pentavalent Group V ligand, such as a phosphine oxide. The reaction is preferably conducted in an inert organic solvent. In an alternate embodiment, a carboxylic acid may be obtained by oxidation of an aldehyde (produced, for example, by hydroformylation of the corresponding olefin) in the presence of a rhodium complex catalyst stabilized by a pentavalent Group V ligand. This reaction is also preferably conducted in an inert organic solvent.
Abstract: In the process for oxidizing methacrolein to a methacrylic acid salt with an oxidizing gas in a strongly alkaline medium at a temperature of 0 to 100.degree. C. and in the presence of a finely divided silver catalyst and recovering methacrylic acid by acidification, the improvement which comprises carrying out said oxidation in the presence of a small amount of dissolved alkali metal carbonate.
Abstract: A process for the preparation of di-n-propylacetic acid which comprises the steps ofA. converting n-valeraldehyde-diallyl acetal into allyl-1-pentenyl ether by cleaving one mol of allyl alcohol per one mol of n-valeraldehye-diallyl acetal;B. rearranging the allyl-1-pentenyl ether thermally into 2-propyl-pent-4-en-1-al,C. partially hydrogenating the 2-propyl-pent-en-1-al catalytically to form 2-propyl valeraldehyde, andD. oxidizing the 2-propyl valeraldehyde to form dipropyl-acetic acid.
Type:
Grant
Filed:
July 25, 1979
Date of Patent:
March 2, 1982
Assignee:
Ruhrchemie Aktiengesellschaft
Inventors:
Jurgen Weber, Wolfgang Bernhagen, Helmut Springer
Abstract: A process for the preparation of di-n-propyl-acetic acid, comprising the steps of:A. catalytically reacting n-butyric acid with cleavage of carbon dioxide and water to form heptanone-4;B. hydrogenating heptanone-4 in teh presence of a catalyst to form heptanol-4;C. dehydrating heptanol-4 in the presence of an Al.sub.2 O.sub.3 catalyst to form heptene-3;D. hydroformylating heptene-3 in the presence of a rhodium complex compound as catalyst to form a mixture of 2-propyl pentanal and 2-ethyl hexanal;E. oxidizing the 2-propyl pentanal/2-ethyl hexanal mixture to form a mixture of di-n-propyl acetic acid and 2-ethyl hexanoic acid, andF. separating the mixture of di-n-propyl acetic acid and 2-ethyl hexanoic acid to recover pure di-n-propyl acetic acid.If desired, step B can be carried out without purification of the product of step A. Moreover, the dehydration of step C can be carried out without previous purification of the product of step B.
Abstract: Butyrolactone is produced by oxidizing an aldehyde-ether of the general formula: ##STR1## wherein R.sub.1 and R.sub.2 each, independently of the other, represent a C.sub.1 to C.sub.4 alkyl radical, and R.sub.3 and R.sub.4 each, independently of the other, represent a hydrogen atom or a C.sub.1 to C.sub.3 alkyl radical, or wherein R.sub.1 represents a C.sub.1 to C.sub.4 alkyl radical, R.sub.2 and R.sub.3 together with the carbon atoms to which they are attached form a 5-membered or 6-membered cycloaliphatic ring, and R.sub.4 represents a hydrogen atom or a C.sub.1 to C.sub.3 alkyl radical, to form an acid ether of the general formula: ##STR2## followed by deetherification, dehydration and cyclization. Oxidation can be carried out with e.g. gaseous oxygen. Deetherification can be accomplished by contact with an acid catalyst, while cyclization may occur spontaneously. A cyclic process is described in which allyl alcohol is converted by reaction with a suitable olefin, e.g.
Abstract: A process is described for separating soluble copper and manganese catalysts from organic saturated monocarboxylic acids having 3 to 9 carbon atoms by precipitating the copper and manganese as oxalates.
Type:
Grant
Filed:
August 9, 1979
Date of Patent:
September 15, 1981
Assignee:
Celanese Corporation
Inventors:
Robert H. Scott, Hubert H. Thigpen, Frank Wood, Jr.
Abstract: A process for preparing carboxylic acids by the oxidative conversion of the corresponding aldehydes comprises oxidizing the aldehydes in the presence of a catalyst comprising the anion [Fe(CN).sub.5 H.sub.2 O].sup.-3. The catalyst may be selected from [Fe(CN).sub.5 H.sub.2 O].sup.-3, compounds that form [Fe(CN).sub.5 H.sub.2 O].sup.-3 under the reaction conditions, and their salts. The catalyst is useful for the oxidation of aldehydes with oxygen or oxygen-containing gases. The present process permits the use of lower reaction times and temperatures, and reduces the formation of undesirable reaction by-products.
Type:
Grant
Filed:
July 28, 1980
Date of Patent:
August 25, 1981
Assignee:
Ruhrchemie Aktiengesellschaft
Inventors:
Boy Cornils, Werner De Win, Jurgen Weber
Abstract: A one-step process is disclosed for forming a carboxylic acid and its anhydride directly from the corresponding olefin which comprises reacting the olefin with carbon monoxide, hydrogen and oxygen in the presence of a stable rhodium complex catalyst. The rhodium catalyst is stabilized by a pentavalent Group V ligand, such as a phosphine oxide. The reaction is preferably conducted in an inert organic solvent. In an alternate embodiment, a carboxylic acid may be obtained by oxidation of an aldehyde (produced, for example, by hydroformylation of the corresponding olefin) in the presence of a rhodium complex catalyst stabilized by a pentavalent Group V ligand. This reaction is also preferably conducted in an inert organic solvent.
Abstract: An oxidizable hydrocarbon is oxidized in a reaction zone at elevated temperature in the presence of a liquid reaction medium by introducing the hydrocarbon and a feed stream containing molecular oxygen to the reaction zone under conditions sufficient to oxidize at least a portion of the hydrocarbon; withdrawing at least a portion of the liquid reaction medium from the reaction zone; passing at least a portion of the withdrawn liquid reaction medium to an oxygen injection zone located external to the reaction zone; contacting the liquid in said oxygen-injection zone with a gas stream containing molecular oxygen under conditions sufficient to form a two-phase gas/liquid mixture; and passing said two-phase gas/liquid mixture to the reaction zone as the feed of molecular oxygen thereto.
Abstract: A process is described for separating soluble copper and manganese catalysts from organic saturated aliphatic monocarboxylic acids having 6 to 9 carbon atoms by precipitating the copper and manganese as oxalates into a separate aqueous phase.
Abstract: C.sub.2 -C.sub.6 monocarboxylic and dicarboxylic acids are scrubbed from gas phase mixtures of such acids and water by gas absorption techniques utilizing a liquid solvent comprising a polyoxyalkylene glycol or a monoalkyl or dialkyl ether thereof. The solvent enriched with the acid is subjected to distillation to recover a substantially anhydrous acid product.
Abstract: A reaction in a catalyst suspension system is carried out by using a reactor equipped with a filter for separating the catalyst in the reactor.
Abstract: Improved process for preparing glyoxylic acid by oxidizing glyoxal with nitric acid at a concentration of 4 to 10% by weight of nitric acid based on the weight of the reaction system, introducing oxygen or oxygen-containing gas into the reaction system so as to satisfy a relation K.sub.L a.P.gtoreq.150, wherein K.sub.L a is a liquid-phase over-all mass transfer coefficient of the reactor (1/hour) and P is a partial pressure of oxygen in the reaction system (kg./cm..sup.2). Glyoxylic acid can be prepared in high yields with less consumption of nitric acid and the generation of nitrogen oxides can be remarkably decreased.
Abstract: Alkali metal salts of arabonic acid are manufactured by oxidizing D-hexoses in the presence of alkali metal compounds under specific conditions in respect of temperature, pressure, reaction time, sequence of addition of the individual reactants and mixing.The alkali metal salts of arabonic acid which may be manufactured by the process of the invention are valuable starting materials for the manufacture of vitamins, electro-coating assistants, crop protection agents and metal complexing agents.