Abstract: A catalytic process for hydrogenating aromatic di- and polyamines with the aid of a selected catalyst system is provided, which comprises a mixture of a first heterogeneous catalyst and a second heterogeneous catalyst and a nitro compound (nitrate and/or nitrite salt). The first and second heterogeneous catalyst each independently comprise a metal selected from the group consisting of Cr, Mo, W, Mn, Re, Fe, Ru, Os, Co, Rh, Ir, Ni, Pd and/or Pt and the metal selected for the second heterogeneous catalyst is different from the metal selected for the first heterogeneous catalyst. Hydrogenation of aromatic rings having two or more amino groups bound to the aromatic ring produces cycloaliphatic di- and polyamines, which are useful chemical intermediates, e.g., for further reaction with epoxides or isocyanates. The amino groups may also be converted to isocyanates via reaction with phosgene. The resulting cycloaliphatic di- and polyisocyanates may also be used as monomers for making polymers.

Abstract: A process for hydrogenating aromatic di- and polyamines is provided comprising the steps of reacting the aromatic amine with hydrogen in the presence of a catalytic system, wherein the catalytic system comprises a heterogeneous catalyst comprising a metal selected from the group consisting of Cr, Mo, W, Mn, Re, Fe, Ru, Os, Co, Rh, Ir, Ni, Pd and/or Pt and a support, and wherein the catalyst system further comprises an organic nitro compound. Hydrogenation of aromatic di- and polyamines having two or more amino groups bound to the aromatic ring produces cycloaliphatic di- and polyamines, which are useful chemical intermediates, e.g., for further reaction with epoxides or isocyanates. The amino groups may also be converted to isocyanates via reaction with phosgene. The resulting cycloaliphatic di- and polyisocyanates may also be used as monomers for making polymers.

Abstract: A process for preparing cycloaliphatic amines by hydrogenating the corresponding aromatic compounds with hydrogen-comprising gas at a temperature of from 30 to 280° C. and a pressure of 50-350 bar, in the presence of ruthenium catalysts. The hydrogenation is performed in the presence of from 1% by weight to 500% by weight, based on the catalyst calculated as elemental ruthenium (Ru), of suspended inorganic additives, and to the use of the cycloaliphatic amines as a synthesis unit.

Abstract: A method for producing trans-1,4-bis(aminomethyl)cyclohexane includes a nuclear hydrogenation step of producing a hydrogenated terephthalic acid or terephthalic acid derivative by nuclear hydrogenation of a terephthalic acid or terephthalic acid derivative, the terephthalic acid or terephthalic acid derivative being at least one selected from the group consisting of terephthalic acid, terephthalic acid ester, and terephthalic acid amide; a cyanation step of treating the hydrogenated terephthalic acid or terephthalic acid derivative with ammonia, thereby producing 1,4-dicyanocyclohexane, and producing trans-1,4-dicyanocyclohexane from the obtained 1,4-dicyanocyclohexane; and an aminomethylation step of treating the trans-1,4-dicyanocyclohexane with hydrogen, thereby producing trans-1,4-bis(aminomethyl)cyclohexane. Metal oxide is used as a catalyst in the cyanation step, and the obtained trans-1,4-dicyanocyclohexane has a metal content of 3000 ppm or less.

Abstract: A method for producing bis(aminomethyl)cyclohexanes includes a nuclear hydrogenation step of producing hydrogenated phthalic acids or phthalic acid derivatives by nuclear hydrogenation of phthalic acids or phthalic acid derivatives of at least one selected from the group consisting of phthalic acids, phthalic acid esters, and phthalic acid amides; a cyanation step of treating the hydrogenated phthalic acids or phthalic acid derivatives obtained in the nuclear hydrogenation step with ammonia, thereby producing dicyanocyclohexanes; and an aminomethylation step of treating the dicyanocyclohexanes obtained in the cyanation step with hydrogen, thereby producing bis(aminomethyl)cyclohexanes. In the cyanation step, metal oxide is used as a catalyst, and the obtained dicyanocyclohexanes have a metal content of 3000 ppm or less.

Abstract: Disclosed is a process for the preparation of 1,2-cycloaliphatic diamines from 1,2-aromatic diamines. In one embodiment, the process provides a method for making 1,2-diaminocyclohexane by the reaction of 1,2-phenylenediamine contained in a polar, protic solvent with hydrogen in the presence of a supported rhodium catalyst, ammonia, and an inorganic borohydride, and having enhanced overall conversion and selectivity.

Abstract: The present invention discloses a method for intermittently producing 4,4?-diaminodicyclohexyl methane (H12MDA) with a low amount of the trans-trans isomer thereof, which comprises: controlling the reaction process by stopping the reaction when, except for a solvent, the reaction solution comprises MDA of 0-5 wt % and H6MDA of 1-20 wt %; and b) separating the reaction solution obtained from step a) by conventional means to obtain H12MDA product with desired purity, and allowing the un-reacted material and intermediate product to be recycled to the reactor after being accumulated. The method of the present invention decreases the amount of the trans-trans isomer in H12MDA, increases the yield of the reaction, and reduces the production cost. The present invention also provides a post treatment process of the reaction mixture.

Abstract: Process for preparing bis(para-amino-cyclohexyl)methane by multiphase reaction of methylenedianiline with hydrogen, in which the reaction is performed in 5 to 50 series-connected reaction zones under adiabatic conditions.

Abstract: The present invention discloses a method for intermittently producing 4,4?-diaminodicyclohexyl methane (H12MDA) with a low amount of the trans-trans isomer thereof, which comprises: controlling the reaction process by stopping the reaction when, except for a solvent, the reaction solution comprises MDA of 0-5 wt % and H6MDA of 1-20 wt %; and b) separating the reaction solution obtained from step a) by conventional means to obtain H12MDA product with desired purity, and allowing the un-reacted material and intermediate product to be recycled to the reactor after being accumulated. The method of the present invention decreases the amount of the trans-trans isomer in H12MDA, increases the yield of the reaction, and reduces the production cost. The present invention also provides a post treatment process of the reaction mixture.

Abstract: The present invention relates to an eggshell catalyst comprising an active metal selected from the group consisting of ruthenium, rhodium, palladium, platinum and mixtures thereof, applied to a support material comprising silicon dioxide, wherein the pore volume of the support material is 0.6 to 1.0 ml/g, determined by Hg porosimetry, the BET surface area is 280 to 500 m2/g, and at least 90% of the pores present have a diameter of 6 to 12 nm, to a process for preparing this eggshell catalyst, to a process for hydrogenating an organic compound which comprises at least one hydrogenatable group using the eggshell catalyst, and to the use of the eggshell catalyst for hydrogenating an organic compound.

Abstract: The present invention relates to a catalyst comprising 4% by weight of ruthenium (Ru) or more and a support material comprising silicon dioxide, wherein the nitrogen content of the catalyst after the last drying or calcination is in the range from 1 to 3% by weight, and also catalyst precursors thereof. The present patent application further relates to a process for producing an Ru-comprising catalyst, which comprises the steps impregnation, drying, calcination and reduction. In addition, the present patent application relates to a process for hydrogenating organic substances in the presence of catalysts of the invention or catalysts produced according to the invention, and also a process for producing downstream products from cycloaliphatic amines prepared according to the invention.

Abstract: The present invention relates to a method of continuously conveying a liquid which is used as starting material in a chemical reaction by means of a displacement pump having physically separate forward-transport valves and a liquid-filled bidirectional flow line between displacement pump and forward-transport valves, wherein an auxiliary liquid which is a product or a starting material of the chemical reaction and has a melting point which is below the melting point or below the saturation temperature of the liquid to be conveyed is present in the bidirectional flow line. The present invention additionally provides for the use of a product formed by hydrogenation of an aromatic compound as auxiliary liquid for conveying an aromatic compound and also the use of an alcohol or an ester derived from alcohol and carboxylic acid as auxiliary liquid for conveying carboxylic acids or carboxylic acid derivatives.

Abstract: Process for preparing bis(para-amino-cyclohexyl)methane by multiphase reaction of methylenedianiline with hydrogen, in which the reaction is performed in 5 to 50 series-connected reaction zones under adiabatic conditions.

Abstract: Disclosed is a process for the preparation of 1,2-cycloaliphatic diamines from 1,2-aromatic diamines. In one embodiment, the process provides a method for making 1,2-diaminocyclohexane by the reaction of 1,2-phenylenediamine contained in a polar, protic solvent with hydrogen in the presence of a supported rhodium catalyst, ammonia, and an inorganic borohydride, and having enhanced overall conversion and selectivity.

Abstract: The present invention relates to a dyestuff of the formula (I) wherein each of G1 and G2, independently is hydrogen, (C1-C4)-alkyl, trifluoromethyl, halogen, nitro, cyano or —SO2—T, wherein T is halogen, (C1-C4)-alkyl, (C1-C4)-alkoxy, aryl or aryloxy; K is a coupling component; and n is 1 or 2. The invention also relates to a process for its preparation and their use and for ink jet printing containing the ink.

Abstract: A process for preparing 1,2-diamino-3-methylcyclohexane and/or 1,2-diamino-4-methylcyclohexane by reacting 2,3- and/or 3,4-diaminotoluene with hydrogen at elevated pressure and elevated temperature in the presence of a heterogeneous rhodium catalyst, wherein a mixture comprising 2,3- and/or 3,4-diaminotoluene, a dialkyl ether and/or alicyclic ether as a solvent and ammonia is initially charged in an autoclave in the presence of the catalyst and subsequently hydrogenated while supplying hydrogen.

Abstract: The present invention relates to processes for the catalytic hydrogenation of aromatic amines to their acyclic counterparts using a ruthenium catalyst on a lithium aluminate support. The hydrogenation process comprises contacting an aromatic amine with hydrogen in the presence of a ruthenium catalyst under temperature and pressure conditions suitable to effect ring hydrogenation. The process is especially useful for hydrogenating aniline to cyclohexylamine.

Abstract: A process for removing metal species from a composition comprising contacting: a. an oligomer mixture stream comprising the monomers of a partially aromatic polyester polymer and at least one metal species, or b. a molten polyester polymer stream comprising partially aromatic polyester polymers and at least one metal species, with a non-catalytic porous material in the presence of hydrogen to produce a treated stream containing a reduced amount of at least one metal species. There is also provided a composition comprising a partially aromatic polyester polymer having an It.V. of at least 0.50 produced in a direct esterification melt phase process, from greater than 0 to less than 50 ppm antimony, and less than 40 ppm cobalt. There is also provided a composition comprising partially aromatic polyester polymers having an It.V. of at least 0.50 produced in an ester exchange melt phase process, from greater than zero to less than 5 ppm titanium, and less than 10 ppm manganese.

Abstract: In a process for hydrogenating at least one organic compound, the organic compound or compounds is/are brought into contact with a hydrogen-containing gas in the presence of a catalyst which comprises, as active metal, ruthenium either alone or together with at least one further metal of transition group I, VII or VIII of the Periodic Table applied to a support material based on amorphons silicon dioxide and is obtainable by: i) a single or multiple treatment of a support material based on amorphous silicon dioxide with a halogen-free aqueous solution of a low molecular weight ruthenium compound and subsequent drying of the treated support material at below 200° C., ii) reduction of the solid obtained in i) by means of hydrogen at from 100 to 350° C., with step ii) being carried out directly after step i).

Abstract: Embodiments of the present invention disclose a process for the co-production of bis(para-aminocyclohexyl) methane (PACM). Also disclosed are articles of manufacture made using PACM produced by methods of this invention. The methods of the present invention generally include a first mixture having methylene di-aniline (MDA) and a second aromatic amine. The first mixture has less than 15% polymeric MDA by weight and the second aromatic amine is present in an amount to render the first mixture a liquid. The first mixture is hydrogenated to produce a product mixture comprising PACM and at least one second non-aromatic amine.

Abstract: The invention relates to a process for increasing the selectivity of the hydrogenation of 4,4?-diaminodiphenylmethane (4,4?-MDA) to diaminodicyclohexylmethane (4,4?-HMDA) by catalytic hydrogenation of a mixture containing 4,4?-MDA as the main component and its mono-N-methyl derivative as a secondary component. According to the invention, the hydrogenation is terminated before a conversion of 4,4?-MDA to 4,4?-HMDA of 99% is achieved. Under these conditions, a substantially smaller proportion of the N-methyl-4,4?-MDA is hydrogenated to N-methyl-4,4-HMDA.

Abstract: A process comprising contacting a liquid polyester stream with hydrogen in the presence of a hydrogenation catalyst comprising a metal supported on the surface of silicon carbide at a metal dispersion of at least 0.5% or graphite at a metal dispersion of at least 10% to produce a treated liquid polyester stream. The treated stream may be polycondensed in the presence of a polycondensation catalyst to produce a polyester polymer having an It.V. of at least 0.55 dL/g. The liquid polyester stream desirably has a composition comprising: a) terephthalic acid residues, isophthalic acid residues, and/or naphthalenedicarboxylic acid residues and b) an average degree of polymerization of 0.5 to 20 and c) an acid number ranging from 5 to 600.

Abstract: This invention relates to a process for the catalytic hydrogenation of impurity laden methylenedianiline feedstocks commonly referred to a MDA-50 and MDA-60. The process for hydrogenating methylenedianiline containing at least 40% oligomer function by weight comprises: contacting the feedstock with hydrogen in the presence of a rhodium/ruthenium containing catalyst system carried on a lithium aluminate support under conditions for effecting ring hydrogenation.

Abstract: The invention is directed to an improvement in a catalytic process for the ring hydrogenation of a methylenedianiline feedstock, including crude methylenedianiline. One component of the improvement is a pretreatment process which resides in passing the crude methylenedianiline feedstock over a ruthenium catalyst carried on a fixed bed support, cooling without venting, and then hydrogenation of the pretreated crude methylenedianiline feedstock over a rhodium catalyst or a mixed Rh/Ru catalyst carried on a monolith support and carrying out the ring hydrogenation in a batch reaction. Another component in the improvement is the employment of a catalyst comprised of rhodium and ruthenium carried on a monolith support.

Abstract: A crude liquid containing 1,3-bis(aminomethyl)cyclohexane and a high-boiling component having a boiling point higher than that of 1,3-bis(aminomethyl)cyclohexane is distilled. By controlling the distillation conditions, the high-boiling component is prevented from entering into a distilled 1,3-bis(aminomethyl)cyclohexane and the content of a low-boiling component in the distilled 1,3-bis(aminomethyl)cyclohexane is minimized.

Abstract: This invention relates to improved polyepoxide resins cured with a mixture of methylene bridged poly(cycloaliphatic-aromatic)amines and a process for preparing such polyepoxide resins as well as to the methylene bridged poly(cycloaliphatic-aromatic)amine compositions and a method of making them. The improvement resides in using a curative (herein referred to as “Heavy MPCA”) comprised of the partially hydrogenated condensation product of formaldehyde and aniline or methyl substituted aniline containing a substantial amount (from 35 to 85% by weight, preferably 40 to 60% by weight) of oligomers in the form of 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 and 15 aniline or methyl substituted aniline derivatives.

Abstract: The invention relates to a method for synthesis of aliphatic isocyanates from aromatic isocyanates in substantially 3 stages. In particular, the invention relates to a method for synthesis of bis{4-isocyanatocyclohexyl}methane (H12MDI) from bis{4-isocyanatophenyl}methane (MDI). More especially, the invention relates to a method for synthesis of H12MDI with a trans-trans isomer content of <30%, preferably of <20%, particularly preferably of 5 to 15%.

Abstract: Substituted cyclohexane-1,4-diamine compounds, methods for production thereof, pharmaceutical compositions comprising these compounds and methods of treatment using these compounds.

Abstract: The invention relates to a process for the preparation of diaminodicyclohexylmethane (“PACM”) with a proportion of trans,trans-4,4′-diaminodicyclohexylmethane of from 17 to 24% by hydrogenation of diaminodiphenylmethane (“MDA”) in the presence of a pulverulent catalyst in a continuously operated suspension reactor at a conversion of MDA of at least 95%, based on the amount of MDA used.

Abstract: The invention relates to a process for the preparation of diaminodicyclohexylmethane (“PACM”) with a proportion of trans,trans-4,4′-diaminodicyclohexylmethane of from 17 to 24% by hydrogenation of diaminodiphenylmethane (“MDA”) in the presence of a pulverulent catalyst in a continuously operated suspension reactor at a conversion of MDA of at least 95%, based on the amount of MDA used.

Abstract: The invention relates to ruthenium catalysts for the hydrogenation of diaminodiphenylmethane to diaminodicyclohexylmethane, particularly with a proportion of trans,trans-4,4′-diaminodicyclohexylmethane of from 17 to 24%, in a continuously operated suspension reactor, where ruthenium is applied to a support of high-purity aluminum oxide that preferably has a sodium content of less than 0.05% by weight, a particle size of from 5 to 150 &mgr;m, and a BET specific surface area of from 30 to 300 m2/g.

Abstract: This invention relates to an improved process for the preparation of cyclohexylamines wherein an aromatic amine is contacted with hydrogen in the presence of a hydrogenation catalyst. The improvement resides in utilizing a hydrogenation catalyst comprised of rhodium metal, utilizing a dialkyl ether solvent, and effecting delay addition of the aromatic diamine to the reaction medium.

Abstract: A process for the reaction of an organic compound in the presence of a catalyst comprising, as active metal, ruthenium alone or together with at least one Group Ib, VIIb, or VIIIb metal in an amount of from 0.01 to 30 wt %, based on the total weight of the catalyst, applied to a support, wherein from 10 to 50% of the pore volume of the support comprises macropores having a pore diameter in the range of from 50 nm to 10,000 nm and from 50 to 90% of the pore volume of the support comprises mesopores having a pore diameter in the range of from 2 to 50 nm, the sum of said pore volumes being 100%, and said catalyst as such.

Abstract: A process for the reaction of an organic compound in the presence of a catalyst comprising, as active metal, ruthenium alone or together with at least one Group Ib, VIIb, or VIIIb metal in an amount of from 0.01 to 30 wt %, based on the total weight of the catalyst, applied to a support, wherein from 10 to 50% of the pore volume of the support comprises macropores having a pore diameter in the range of from 50 nm to 10,000 nm and from 50 to 90% of the pore volume of the support comprises mesopores having a pore diameter in the range of from 2 to 50 nm, the sum of said pore volumes being 100%, and said catalyst as such.

Abstract: This invention relates to an improvement in a process for the catalytic hydrogenation of aromatic amines and to the resultant catalyst. The basic process for hydrogenating both mononuclear and polynuclear aromatic amines comprises contacting an aromatic amine with hydrogen in the presence of a rhodium catalyst under conditions for effecting ring hydrogenation. The improvement in the ring hydrogenation process resides in the use of a rhodium catalyst carried on a lithium aluminate support. Often ruthenium is included.

Abstract: This invention relates to an improved hydrogenation and isomerization process wherein aromatic amines are hydrogenated to their ring hydrogenated counterparts and substantially isomerized to their thermodynamic form. These aromatic amines are presented by the formulas: ##STR1## wherein R is hydrogen or C.sub.1-6 alkyl, R1 and R2 are hydrogen or C.sub.1-6 aliphatic, A is C.sub.1-4 or NH; n is 0-2, x is 1-3 and y is 0 to 2 except the sum of the y groups must be at least 1.

Abstract: A low-pressure process for the hydrogenation of aromatic amines to give the corresponding symmetrical dicycloaliphatic amines in the presence of rhodium catalysts which are unmodified or modified by Ir, Ru, Os, Pd and/or Pt or mixtures of these metals, on supports modified by oxides of Cr, Mo, W, Mn and/or Re or mixtures of these oxides.

Abstract: This invention relates to a method for preparing cycloaliphatic diamines by hydrogenating aromatic diamines in the presence of a supported ruthenium catalyst and a metal nitrite as a catalyst promoter to increase the rate of the hydrogenation reaction and decrease the amount of higher boiler by-products.

Abstract: The present invention relates to a low-pressure process for hydrogenating aromatic amines to give the corresponding cycloaliphatic amines in the presence of rhodium catalysts.

Abstract: This invention relates to a method for preparing cycloaliphatic diamines by hydrogenating an aromatic diamines in the presence of a supported ruthenium catalyst. The catalyst is pre-treated with oxygen or air to increase the rate of the reaction and decrease the amount of higher boiler by-products.

Abstract: This invention relates to an improved process for the preparation of methylcyclohexane diamine wherein meta-toluenediamine is contacted with hydrogen in the presence of a hydrogenation catalyst. The improvement resides in utilizing a hydrogenation catalyst comprising rhodium carried on a support and carrying out the hydrogenation in the presence of a C.sub.3 -C.sub.10 secondary alcohol as a solvent. With the use of rhodium carried on a support as a catalyst, coupled with the use of the secondary alcohol solvent, one obtains high yields with excellent catalyst life.

Abstract: A process for the hydrogenation of an aromatic compound, in which at least one hydroxyl group is attached to an aromatic core, or an aromatic compound, in which at least one amino group is attached to an aromatic core, in the presence of a catalyst containing, as active metal, ruthenium and optionally one or more other Group IB, VIIB, or VIIIB metals, applied to a macroporous support.

Abstract: In a process for hydrogenating an aromatic compound in which at least one hydroxyl group is bonded to an aromatic ring or an aromatic compound in which at least one amino group is bonded to an aromatic ring, in the presence of a catalyst comprising as catalytically active component at least one metal of transition group I, VII or VIII of the Periodic Table applied to a support, the catalyst is obtainable bya) dissolving the catalytically active component or a precursor compound thereof in a solvent,b) admixing the solution thus obtained with an organic polymer which is able to bind at least ten times its own weight of water, giving a swollen polymer,c) subsequently mixing the swollen polymer with a catalyst support material andd) shaping, drying and calcining the composition obtained in this way.

Abstract: Aromatic compounds in which at least one amino group is bonded to an aromatic nucleus are catalytically hydrogenated in the liquid phase by a process in which the catalyst consists essentially of ruthenium and, optionally at least one metal of subgroup I, VII or VIII in an amount of from 0.01 to 30% by weight, based on the total weight of the catalyst, applied to a carrier which has a mean pore diameter of at least 0.1 .mu.m and a surface area of not more than 15 m.sup.2 /g.

Abstract: For the continuous preparation of a mixture of amino-methyl-cyclohexanes and diamino-methyl-cyclohexanes by catalytic hydrogenation of diamino-toluenes with hydrogen at temperatures of from 150.degree. to 260.degree. C. and an H.sub.2 pressure of from 20 to 500 bar, use is made of a fixed-bed catalyst comprising ruthenium on an Al.sub.2 O.sub.3 support treated with compounds of rare earth metals, of manganese and alkali metal hydroxides or alkaline earth metal hydroxides.

Abstract: Disclosed is a process for producing bis(aminomethyl)cyclohexane, which comprises hydrogenating a xylylenediamine in the presence of a catalyst and at least one solvent selected from the group consisting alkylamines and alkylenediamines.

Abstract: For the continuous preparation of a mixture of amino-methyl-cyclohexanes and diamino-methyl-cyclohexanes by catalytic hydrogenation of diamino-toluenes with hydrogen at temperatures of from 150.degree. to 260.degree. C. and an H.sub.2 pressure of from 20 to 500 bar, use is made of reduced support-free catalysts which are produced from pressed powders of cobalt, manganese, copper and alkaline earth metal (hydr)oxides, with or without a content of at least one (hydr)oxide of metals of transition group V and/or VI of the Periodic Table of the Elements (Mendeleev).

Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and to the use thereof.

Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and their use.

Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and the use thereof.