Hydrochloric Acid Utilized Patents (Class 564/333)
  • Patent number: 10689322
    Abstract: The present invention relates to a process for preparing di- and polyamines of the diphenylmethane series (MDA), a system for producing MDA and a process for operating a system for preparing MDA. The invention enables optimization of production standstills during operation of the MDA process with respect to time expenditure and optionally also with respect to energy and material consumption by means of a so-called recirculation mode for individual system components. During interruption of the process or interruption of the operation of individual system components, formaldehyde is not introduced into the reaction and the system components that are not affected by a revision, repair, or cleaning measure are operated in so-called recirculation mode.
    Type: Grant
    Filed: June 22, 2015
    Date of Patent: June 23, 2020
    Assignee: Covestro Deutschland AG
    Inventors: Thomas Knauf, Stefan Wershofen, Klaus-Gerd Gruner, Volker Hartjes
  • Patent number: 9815769
    Abstract: The present invention provides a process for preparing di- and polyamines from the diphenylmethane series by converting aniline and formaldehyde in the absence of an acid catalyst to give aminal and water, removing the aqueous phase and further processing the organic aminal phase to give the di- and polyamines of the diphenylmethane series, in which use of a coalescence aid in the phase separation of the process product obtained in aminal reaction reduces the proportion of water and hence also of water-soluble impurities in the organic phase containing the aminal. The di- and polyamines of the diphenylmethane series obtained by acid-catalyzed rearrangement and workup after further processing of the aminal phase are outstanding suitably for preparation of the corresponding isocyanates.
    Type: Grant
    Filed: April 22, 2014
    Date of Patent: November 14, 2017
    Assignee: Covestro Deutschland AG
    Inventors: Thomas Knauf, Stefan Wershofen, Klaus-Gerd Gruner, Esteve Obis Torruella
  • Patent number: 8986825
    Abstract: The invention relates to a resin curing agent having the formula (I), wherein R1 to R4 are each individually selected from linear or branched C1 to C5 alkyl, a process for its manufacture, blends of the reaction products, and two-component curable resin systems.
    Type: Grant
    Filed: March 1, 2011
    Date of Patent: March 24, 2015
    Assignee: Hexcel Composites Limited
    Inventors: Steve Mortimer, Neal Patel, John Cawse
  • Patent number: 8710267
    Abstract: The invention relates to a process for preparing methylenediphenyldiamine (MDA), comprising the following steps a) to c): a) converting formaldehyde and aniline to aminal b) removing water from the aminal obtained in step a) to establish a water content of 0 to 5% by weight based on the aminal, and c) adding an acidic catalyst to the aminal having a water content of 0 to 5% by weight, which comprises using formaldehyde in step a) in the form of highly concentrated formaldehyde with a CH2O content of >50% by weight and preparing the formaldehyde by oxidative dehydrogenation from methanol.
    Type: Grant
    Filed: April 19, 2010
    Date of Patent: April 29, 2014
    Assignee: BASF SE
    Inventors: Eckhard Stroefer, Kai Thiele, Michael Zoellinger, Johnny Moors, Jon S. Speier
  • Patent number: 8614352
    Abstract: The invention relates to a process for preparing methylenediphenyldiamine (MDA) by reacting formaldehyde and aniline in the presence of an acidic catalyst, wherein the oxygen content in the process for preparing MDA is <10 000 ppm, based on all compounds present in the process. The invention further relates to the phosgenation of MDA to methylenediphenyl diisocyanate (MDI).
    Type: Grant
    Filed: April 20, 2010
    Date of Patent: December 24, 2013
    Assignee: BASF SE
    Inventors: Eckhard Stroefer, Heiner Schelling, Robert Reinhardt, Michael Zoellinger, Daniel Breuninger, Markus Kraemer, Kai Thiele, Peter Van Den Abeel
  • Publication number: 20130281721
    Abstract: Processes and apparatus for purifying brine are provided including (1) providing an aqueous brine solution comprising one or more inorganic salts and one or more organic compounds and (2) conducting at least one unit operation for removing organic compounds from the brine solution to obtain a purified brine solution.
    Type: Application
    Filed: June 20, 2013
    Publication date: October 24, 2013
    Inventors: Bruce Hook, Dan Tirtowidjojo, Anil Mehta
  • Patent number: 8466320
    Abstract: The invention relates to a process for recovering acids from product streams of organic syntheses, which comprises the steps a) neutralization of the acid with a base, b) removal of the base by means of adsorption, c) recovery of the acid.
    Type: Grant
    Filed: June 9, 2008
    Date of Patent: June 18, 2013
    Assignee: BASF SE
    Inventors: Veronika Wloka, Torsten Mattke, Carsten Knösche, Daniel Breuninger, Nils Bottke
  • Patent number: 8431746
    Abstract: The invention relates to a process for preparing mixtures of diphenylmethanediamine and polyphenylenepolymethylenepolyamines, which comprises the steps a) reaction of aniline with formaldehyde in the presence of hydrochloric acid, b) neutralization of the reaction mixture formed in step a) c) separation of the organic phase from the aqueous phase, d) work-up of the organic phase, e) work-up of the aqueous phase, wherein step e) comprises at least the steps e1) extraction of the aqueous phase with an organic solvent, e2) stripping of the aqueous phase obtained in step e1), e3) absorption of the solution obtained from step e2).
    Type: Grant
    Filed: May 20, 2009
    Date of Patent: April 30, 2013
    Assignee: BASF SE
    Inventor: Johannes Jacobs
  • Publication number: 20120232307
    Abstract: The invention provides a process for preparing diphenylmethanediamine, comprising the steps of: a) reacting aniline with formaldehyde in the presence of an acid, b) neutralizing the predominant part of the acid with ammonia and/or aqueous ammonia solution, c) separating the reaction mixture from step b) into an aqueous phase and an organic phase, d) neutralizing the other part of the acid, present in the organic phase, with aqueous alkali metal hydroxide solution, e) separating the reaction mixture from step d) into an aqueous phase and an organic phase, f) treating the aqueous phase obtained in step c) or optionally the combined aqueous phases from steps c) and e) with at least one oxide or hydroxide of an alkaline earth metal, g) removing the ammonia obtained in step f).
    Type: Application
    Filed: December 13, 2010
    Publication date: September 13, 2012
    Applicant: BASF SE
    Inventors: Markus Siegert, Torsten Mattke, Tilmann Steinmetz, Hans-Juergen Pallasch, Filip Nevejans
  • Publication number: 20120046497
    Abstract: The invention relates to a process for preparing methylenediphenyldiamine (MDA) by reacting formaldehyde and aniline in the presence of an acidic catalyst, wherein the oxygen content in the process for preparing MDA is <10 000 ppm, based on all compounds present in the process. The invention further relates to the phosgenation of MDA to methylenediphenyl diisocyanate (MDI).
    Type: Application
    Filed: April 20, 2010
    Publication date: February 23, 2012
    Applicant: BASF SE
    Inventors: Eckhard Stroefer, Heiner Schelling, Robert Reinhardt, Michael Zoellinger, Daniel Breuninger, Markus Kraemer, Kai Thiele, Peter Van Den Abeel
  • Publication number: 20120035396
    Abstract: The invention relates to a process for preparing methylenediphenyldiamine (MDA), comprising the following steps a) to c): a) converting formaldehyde and aniline to aminal b) removing water from the aminal obtained in step a) to establish a water content of 0 to 5% by weight based on the aminal, and c) adding an acidic catalyst to the aminal having a water content of 0 to 5% by weight, which comprises using formaldehyde in step a) in the form of highly concentrated formaldehyde with a CH2O content of >50% by weight and preparing the formaldehyde by oxidative dehydrogenation from methanol.
    Type: Application
    Filed: April 19, 2010
    Publication date: February 9, 2012
    Applicant: BASF SE
    Inventors: Eckhard Stroefer, Kai Thiele, Michael Zoellinger, Johnny Moors, Jon S. Speier
  • Publication number: 20110065960
    Abstract: The invention relates to a process for preparing mixtures of diphenylmethanediamine and polyphenylenepolymethylenepolyamines, which comprises the steps a) reaction of aniline with formaldehyde in the presence of hydrochloric acid, b) neutralization of the reaction mixture formed in step a) c) separation of the organic phase from the aqueous phase, d) work-up of the organic phase, e) work-up of the aqueous phase, wherein step e) comprises at least the steps e1) extraction of the aqueous phase with an organic solvent, e2) stripping of the aqueous phase obtained in step e1), e3) absorption of the solution obtained from step e2).
    Type: Application
    Filed: May 20, 2009
    Publication date: March 17, 2011
    Applicant: BASF SE
    Inventor: Johannes Jacobs
  • Patent number: 7893301
    Abstract: The present invention provides a method of preparing polymethylene-polyphenyl-polyamine (briefly referred to as polyamine, DAM), in which a high gravity rotating bed is used as the mixing reactor of formaldehyde and aniline hydrochloride, the mixing solution of aniline hydrochloride and circulation solution and the formaldehyde are fed into the high gravity rotating bed reactor proportionally to carry out mixing and condensation reaction under a condition of a very high gravity; the materials leaving the high gravity rotating bed reactor is introduced into a stirred vessel to proceed with the pre-condensation reaction and obtain a condensation solution; and the process steps of heating, molecular rearrangement, neutralization, water washing and purification, etc. are completed to obtain the refined DAM.
    Type: Grant
    Filed: October 16, 2007
    Date of Patent: February 22, 2011
    Assignees: Ningbo Wanhua Polyurethanes Co., Ltd., Beijing University of Chemical Technology
    Inventors: Jiansheng Ding, Jianfeng Chen, Hongke Zhang, Haikui Zou, Weiqi Hua, Pengyuan Zhang, Shuchang Sun, Guangwen Chu, Limin Xu
  • Publication number: 20100105951
    Abstract: The invention provides a process for preparing diphenylmethanediamine, comprising the steps of a) reacting aniline with formaldehyde in the presence of an acid, b) neutralizing the acid with ammonia, c) separating the reaction mixture from step b) into an aqueous phase and an organic phase, d) treating the aqueous phase obtained in step c) with an oxide or hydroxide of an alkaline earth metal, e) separating off the ammonia obtained in step d).
    Type: Application
    Filed: January 2, 2008
    Publication date: April 29, 2010
    Applicant: BASF SE
    Inventors: Veronika Wloka, Torsten Mattke, Daniel Breuninger
  • Patent number: 7528283
    Abstract: The invention provides an improved process for preparing diamines and polyamines from the diphenylmethane series by reacting aniline and formaldehyde in the presence of an acid catalyst, the improvement involving the aniline containing less than about 3 wt. % of diamines and polyamines from the diphenylmethane series, based on the weight of the aniline.
    Type: Grant
    Filed: January 24, 2007
    Date of Patent: May 5, 2009
    Assignee: Bayer MeterialScience AG
    Inventors: Fritz Pohl, Jeffrey Bolton, Richard Adamson, Heinz-Herbert Muller, Rudolf Uchdorf
  • Publication number: 20080312405
    Abstract: Process for preparing diamino diphenyl methane and poly-(diamino diphenyl methane) comprising reacting aniline with formaldehyde in the presence of hydrogen chloride added in the gaseous form wherein the aniline contains 0.1 to 7 wt %, preferably 2 to 5 wt % of a protic chemical, preferably water.
    Type: Application
    Filed: November 7, 2006
    Publication date: December 18, 2008
    Applicant: Huntsman International LLC
    Inventor: Robert Henry Carr
  • Patent number: 7435853
    Abstract: Di- and polyamines of the diphenylmethane series are produced by a) converting nitrobenzene and methanol in the presence of a catalyst to aniline, formaldehyde and carbon monoxide, and then b) converting the aniline and formaldehyde produced in step a) in the presence of an acid catalyst to di- and polyamines of the diphenylmethane series, and c) converting the carbon monoxide produced in step a) with chlorine to phosgene.
    Type: Grant
    Filed: February 9, 2006
    Date of Patent: October 14, 2008
    Assignee: Bayer MaterialScience AG
    Inventors: Stefan Grabowski, Markus Dugal, Aurel Wolf
  • Patent number: 7408083
    Abstract: A process is described for preparing diaminodiarylmethanes comprising the steps a) reacting an aromatic amine with a methylene-donating agent in the presence of homogeneous acid catalysts, b) removing the homogeneous acid catalyst from the reaction product, c) working up and purifying the reaction product, which comprises removing the homogeneous acid catalyst from the reaction mixture by adsorption to a solid adsorbent.
    Type: Grant
    Filed: June 25, 2004
    Date of Patent: August 5, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Steinbrenner, Eckhard Stroefer, Martin Sohn, Veronika Quaschning, Helmut Moehwald, Kai Thiele, Filip Deberdt, Jan D. Jacobs, Rolf Pinkos
  • Patent number: 7205439
    Abstract: Di- and polyamines of the diphenylmethane series are prepared by a) mixing a first portion of aniline with an acid catalyst, b) mixing a second portion of aniline with formaldehyde, and c) mixing and reacting the mixtures prepared in each of steps a) and b). The diamines produced by this process may then be phosgenated to produce the corresponding di-/polyisocyanate.
    Type: Grant
    Filed: March 28, 2006
    Date of Patent: April 17, 2007
    Assignee: Bayer Materialscience AG
    Inventors: Torsten Hagen, Stefan Grabowski, Richard Adamson, Daniel Koch, Stefan Wershofen
  • Patent number: 7041776
    Abstract: The invention relates to a method of producing polyisocyanates of the diphenylmethane series including the steps of a) reacting aniline and formaldehyde in the presence of HCl to provide a product mixture containing polyamines of the diphenylmethane series, HCl, aniline and water; b) removing excess aniline and water by distillation to provide a product mixture comprising polyamines of the diphenylmethane series, HCl, no more than 10 wt. % aniline based on the polyamines, and no more than 5 wt. % water based on the polyamines; and c) phosgenating the product mixture in (b).
    Type: Grant
    Filed: September 26, 2003
    Date of Patent: May 9, 2006
    Assignee: Bayer Aktiengesellschaft
    Inventors: Daniel Koch, Hans-Georg Pirkl, Torsten Hagen, Stefan Wershofen
  • Patent number: 6846956
    Abstract: Described is a triarylmethane dye of the formula I where R1 and R2 are independently methyl, ethyl or hydroxyethyl, Q is substituted or unsubstituited phenyl or naphthyl and A? is the equivalent of an anion. It does not detach carcinogenic Michler's ketone.
    Type: Grant
    Filed: August 14, 2001
    Date of Patent: January 25, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Hellmut Kast, Thomas Gessner, Rainer Tresch
  • Patent number: 6831192
    Abstract: A process for preparing methylenedianiline by reacting aniline with formaldehyde in the presence of acid catalysts comprising, in a semicontinuous process, introducing aniline with or without acid catalyst, feeding formaldehyde with or without acid catalyst through a mixing element into a circuit in which aniline with or without acid catalyst and with or without previously added formaldehyde is circulated and, after feeding in at least 50% of the total amount of formaldehyde to be fed in, heating the reaction mixture to a temperature above 75° C. In addition, the invention relates to a process for preparing polyisocyanates by phosgenation of amines obtainable in this manner and to the polyisocyanates obtainable by this process.
    Type: Grant
    Filed: May 21, 2002
    Date of Patent: December 14, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Ströfer, Jan Jacobs, Wilfried Seyfert, Hans Volkmar Schwarz, Olaf Schweers, Volker Scharr, Ulrich Penzel
  • Patent number: 6720455
    Abstract: Polyisocyanates of the diphenylmethane series are produced by a) reacting aniline and formaldehyde in the presence of an acidic catalyst to produce a polyamine, b) neutralizing the reaction mixture from step a) with a base at a temperature of more than 110° C. or neutralizing the reaction mixture from step a) with a base and heating the neutralized mixture to a temperature of more than 110° C., and c) phosgenating the polyamine from step b) to convert it to the corresponding polyisocyanate.
    Type: Grant
    Filed: August 20, 2002
    Date of Patent: April 13, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Torsten Hagen, Friedhelm Kämper, Daniel Koch, Heinz-Herbert Müller
  • Patent number: 6673970
    Abstract: Disclosed herein is a process for preparing a reaction product containing methylene diphenylamine, comprising reacting aniline and formaldehyde in the presence of an acid catalyst wherein the acid level of the resulting reaction mixture is reduced during digestion of the reaction mixture.
    Type: Grant
    Filed: December 29, 1999
    Date of Patent: January 6, 2004
    Assignee: Bayer Polymers LLC
    Inventors: Louis Renbaum, Mark S. Solomon, William D. Tippins
  • Patent number: 6639102
    Abstract: Polyisocyanates of the diphenyl methane series having reduced color values are obtained by a) reacting aniline and formaldehyde in the presence of an acid catalyst to form a polyamine, b) neutralizing the reaction mixture containing polyamine with a base, c) separating the neutralized mixture into the aqueous and the organic phases, d) adding a base to the organic phase and then e) phosgenating the resulting polyamine to produce the corresponding polyisocyanate.
    Type: Grant
    Filed: March 10, 2003
    Date of Patent: October 28, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Torsten Hagen, Friedhelm Kämper, Daniel Koch, Rudolf Uchdorf, Stefan Wershofen
  • Patent number: 6610888
    Abstract: A method of reacting a solution comprising a mixture of chemical compounds which are in chemical equilibrium with one another with at least one further chemical compound (9) is provided. The method comprises the following steps: fractionation of the solution by means of a separation method to give at least two fractions (5, 6) which are enriched in different chemical compounds of the mixture; and reaction of a fraction (5) with the further chemical compound or compounds (9). The fractionation is advantageously carried out using a film evaporator (1). Unreacted fractions (6) can be recirculated via a residence time vessel (3) back to the fractionation step. The method is particularly suitable for reactions of an aqueous formaldehyde solution in which various components of the solution (formaldehyde, methylene glycol, polyoxymethylene glycols) react in different ways.
    Type: Grant
    Filed: May 31, 2000
    Date of Patent: August 26, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Ströfer, Stephan Scholl, Hans Hasse
  • Patent number: 6433219
    Abstract: A process for preparing methylenedianiline by reacting aniline with formaldehyde in the presence of acid catalysts comprising, in a semicontinuous process, introducing aniline with or without acid catalyst, feeding formaldehyde with or without acid catalyst through a mixing element into a circuit in which aniline with or without acid catalyst and with or without previously added formaldehyde is circulated and, after feeding in at least 50% of the total amount of formaldehyde to be fed in, heating the reaction mixture to a temperature above 75° C. In addition, the invention relates to a process for preparing polyisocyanates by phosgenation of amines obtainable in this manner and to the polyisocyanates obtainable by this process.
    Type: Grant
    Filed: September 8, 2000
    Date of Patent: August 13, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Ströfer, Jan Jacobs, Wilfried Seyfert, Hans Volkmar Schwarz, Olaf Schweers, Volker Scharr, Ulrich Penzel
  • Patent number: 6410789
    Abstract: In a process for preparing aromatic polyamine mixtures which contain compounds of the formula (I), H2N—A—CH2—B—NH2  (I) where A and B are 1,4-phenylene radicals each of which independently of one another can have 1 to 4 substituents selected from C1-20 alkyls and halogens, a compound of the formula (IV) H—A—NH—CH2—HN—B—H  (IV) and/or a compound of the formula (V) H—A—NH—CH2—B—NH2  (V) where A and B are substituted as above, are reacted at from 20° C. to 200° C.
    Type: Grant
    Filed: August 24, 1999
    Date of Patent: June 25, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Becker, Karsten Eller, Hans-Werner Langensiepen, Michael Hesse
  • Patent number: 6031136
    Abstract: Disclosed herein is a process for preparing a reaction product containing methylene diphenylamine, comprising reacting aniline and formaldehyde in the presence of an acid catalyst wherein the acid level of the resulting reaction mixture is reduced during digestion of the reaction mixture.
    Type: Grant
    Filed: July 21, 1993
    Date of Patent: February 29, 2000
    Assignee: Bayer Corporation
    Inventors: Louis Renbaum, Mark S. Solomon, William D. Tippins
  • Patent number: 5684180
    Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and to the use thereof.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: November 4, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt
  • Patent number: 5679840
    Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and their use.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: October 21, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt
  • Patent number: 5679841
    Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and the use thereof.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: October 21, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt
  • Patent number: 5675035
    Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and to their use.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: October 7, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt
  • Patent number: 5672737
    Abstract: The invention relates to a process for the fractionation and purification of mixtures of aromatic polyamines and to the use thereof.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: September 30, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt
  • Patent number: 5663424
    Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and the use thereof.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: September 2, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt
  • Patent number: 5648519
    Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and to the use thereof.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: July 15, 1997
    Assignee: Bayer Aktiengesesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt
  • Patent number: 5648520
    Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and the use thereof.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: July 15, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt
  • Patent number: 5386059
    Abstract: The present invention encompasses an improved process for preparing polymethylene polyphenyl polyisocyanate comprising reacting phosgene with polymethylene polyphenyl polyamine, the improvement wherein the polymethylene polyphenyl polyamine is acidified prior to phosgenation.
    Type: Grant
    Filed: December 10, 1991
    Date of Patent: January 31, 1995
    Assignee: Miles Inc.
    Inventors: Jeffrey S. Bolton, Ramon Kalyanaraman, Steven L. Schilling, Clarence D. Blue
  • Patent number: 5386058
    Abstract: A method for producing polymethine dyes comprising the steps of:(a) reacting a 1,1-diaryl-2-metallo-ethene with an .omega., .omega.,-diaryl-polyalkene-aldehyde in an anhydrous solvent under an inert atmosphere; and(b) neutralizing the reaction mixture from step (a) with an acid, thereby producing a polymethine dye.
    Type: Grant
    Filed: October 29, 1993
    Date of Patent: January 31, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Roger A. Mader
  • Patent number: 5359141
    Abstract: The invention relates to an improved process for the production of polynuclear aromatic polyamines by condensation of aniline with formaldehyde in the presence of water and acidic catalysts and working up of the reaction mixture by extraction with a hydrophobic solvent, the acid catalyst accumulating in the aqueous phase of the extraction step being reused.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: October 25, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt, Marcel Petinaux, Rudolf Uchdorf, Hans-Peter Schal
  • Patent number: 5310769
    Abstract: A process for production of polyamines of the diphenylmethane series through a condensation reaction of aniline with formaldehyde in the presence of an acid catalyst, neutralization of the acid catalyst after reaction completion, and distillation of the resultant polyamine mixture is described. The key feature of the process is the abrupt increase in reaction temperature after the condensation reaction or after the first rearrangement step.
    Type: Grant
    Filed: May 1, 1992
    Date of Patent: May 10, 1994
    Assignees: Bayer Aktiengesellschaft, Miles Inc.
    Inventors: Christian Konig, Manfred Gallus, Reinhold Wullner, Franz-Moritz Richter, Rudolf Uchdorf, William C. Forester
  • Patent number: 5286760
    Abstract: Disclosed herein is a process for preparing a reaction product containing methylene diphenylamine comprising reacting aniline with an aldehyde, in the presence of a low level of an acid wherein the acid level is reduced before digesting reaction mixture at a high temperature which is sufficient to effect a rearrangement of the intermediates to produce a reaction product containing methylene diphenylamines and low levels of impurities.
    Type: Grant
    Filed: October 9, 1992
    Date of Patent: February 15, 1994
    Assignee: Miles, Inc.
    Inventors: Jeffrey S. Bolton, Robert L. Mayen
  • Patent number: 5280100
    Abstract: The present invention relates to blocked polyisocyanates based on the reaction product ofi) an organic polyisocyanate comprising a member selected from the group consisting of bis-(4-isocyanatocyclohexyl)-methane, NCO prepolymers prepared from bis-(4-isocyanatocyclohexyl)-methane, polyisocyanate adducts prepared from bis-(4-isocyanatocyclohexyl)-methane, isocyanurate group-containing polyisocyanates prepared from 1,6-hexamethylene diisocyanate and isocyanurate and allophanate group-containing polyisocyanates prepared from 1,6-hexamethylene diisocyanate withii) methylamyl ketoxime.
    Type: Grant
    Filed: April 29, 1992
    Date of Patent: January 18, 1994
    Assignee: Miles Inc.
    Inventor: Lanny D. Venham
  • Patent number: 5196591
    Abstract: The invention relates to an improved process for the production of polynuclear aromatic polyamines by condensation of aniline with formaldehyde in the presence of water and acidic catalysts and working up of the reaction mixture by extraction with a hydrophobic solvent, the acid catalyst accumulating in the aqueous phase of the extraction step being reused.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: March 23, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt, Marcel Petinaux, Rudolf Uchdorf, Hans-Peter Schal
  • Patent number: 5117061
    Abstract: Novel anilines of the 2,6-dialkyl-4-dialkylaminomethylaniline type are prepared by reacting a secondary amine and an aldehyde with a primary aniline reactant having a free para position and substituents in both ortho positions in the presence of an acid catalyst, the amounts of amine and acid employed being at least equimolar with respect to the amount of aldehyde, and the reaction being conducted by adding the primary aniline reactant to a preformed mixture of the secondary amine, aldehyde, and acid.
    Type: Grant
    Filed: May 12, 1986
    Date of Patent: May 26, 1992
    Assignee: Ethyl Corporation
    Inventor: Kju H. Shin
  • Patent number: 5053539
    Abstract: A methylene-crosslinked polyarylamine is disclosed which contains a less amount of N-methylmethylenedianiline. A process for continuously preparing this kind of methylene-crosslinked polyarylamine is also revealed which comprises reacting aniline with formalin in the presence of hydrochloric acid under specific reaction conditions.
    Type: Grant
    Filed: January 17, 1991
    Date of Patent: October 1, 1991
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Naoyuki Yano, Tatsuya Nagayoshi, Takashi Nagou, Zunzi Tashima, Noritoshi Ishida, Hiroyuki Itoh, Katsuyuki Nagamatsu
  • Patent number: 4978791
    Abstract: 2,2'-Dichloro-6,6'-diethylmethylene-bis-aniline or mixtures thereof with compounds of the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are the same or different and are straight-chained or branched alkyl radicals having 2 to 4 C atoms, or R.sub.1 and/or R.sub.3 are chlorine and the remaining R's have the above-mentioned significance, as chain-extension means or cross-linkage means for polyurethanes or epoxide resins. Process for the production of 2,2'-dichloro-6,6'-diethylmethylene-bis-aniline or such mixtures. 2-ethyl-6-chloroaniline is condensed with itself or an aniline having the formula: ##STR2## wherein R.sub.5 and R.sub.6 are the same or different and are straight-chained or branched having 2 to 4 C atoms, with the proviso that R.sub.5 can also be chlorine, in acidic medium with formaldehyde or compounds which form formaldehyde. The compounds in the mixture can be condensation products of two molecules of such aniline derivatives.
    Type: Grant
    Filed: June 25, 1985
    Date of Patent: December 18, 1990
    Assignee: Lonza Ltd.
    Inventors: Theodor Volker, Hans Althaus
  • Patent number: 4950792
    Abstract: New methylenebis(metachloro)anilines which are chain-lenghtening agents or cross-linking agents for polyurethanes.
    Type: Grant
    Filed: June 9, 1988
    Date of Patent: August 21, 1990
    Assignee: Lonza Ltd.
    Inventors: Hans Althaus, Theodor Volker, Andreas Schmidt
  • Patent number: 4924028
    Abstract: This invention relates to an improved process for the preparation of polynuclear aromatic polyamines in which the reaction product is prepared by condensing aniline with formaldehyde in the presence of water and acidic catalysts and is worked up by extraction with a hydrophobic solvent. The acid catalyst that accumulates in the aqueous phase during the extraction process is reused.
    Type: Grant
    Filed: April 6, 1989
    Date of Patent: May 8, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt, Marcel Petinaux, Rudolf Uchdorf
  • Patent number: 4798909
    Abstract: An arylamine such as aniline is condensed with formaldehyde in the presence of aqueous hydrochloric acid to form a mass containing the hydrogen chloride salt of a polyarylpolyamine. The mass is contacted with additional aniline thereby forming an organic phase and an aqueous phase, the 4,4'-polyarylpolyamine overwhelmingly being liberated from its salt form in the aqueous phase and being transferred to the organic phase. High recoveries of the 4,4'-diamino polycondensate are achieved.
    Type: Grant
    Filed: November 23, 1983
    Date of Patent: January 17, 1989
    Inventor: Efim Biller