Purification Or Recovery Patents (Class 564/206)
  • Publication number: 20140288330
    Abstract: The invention relates to a process for preparing N-alkyl(meth)acrylamides by reacting (meth)acrylic anhydride with corresponding alkylamines.
    Type: Application
    Filed: November 20, 2012
    Publication date: September 25, 2014
    Applicant: Evonik Roehm GmbH
    Inventors: Dirk Broell, Benedikt Laux, Christian Maul, Patrick Peter, Claus Zimmer
  • Publication number: 20110077424
    Abstract: The present invention provides a method for extractive recovery and conversion of selected compounds, such as methacrylic acid (MAA) and 2-methacrylamide (MAM), from a stream derived from purification of methyl methacrylate (MMA) or methacrylic acid (MAA) produced via a conventional ACH route process.
    Type: Application
    Filed: September 13, 2010
    Publication date: March 31, 2011
    Inventors: Andrew M. Lemonds, Jinsuo Xu
  • Publication number: 20100280204
    Abstract: The present invention relates to a method for producing N-methyl-N-vinylacetamide, which comprises a step for controlling the N-1,3-butadienyl-N-methylacetamide content in N-methyl-N-vinylacetamide to 0.01-150 ppm. This method enables production of N-methyl-N-vinylacetamide having a stable quality, which can be controlled in stability and polymerizability as a monomer. N-methyl-N-vinylacetamide produced by the method enables production of an N-methyl-N-vinylacetamide polymer having stable physical properties such as a molecular weight.
    Type: Application
    Filed: December 24, 2008
    Publication date: November 4, 2010
    Applicant: SHOWA DENKO K.K.
    Inventor: Tetsuya Ishii
  • Publication number: 20100204068
    Abstract: A method of controlling or arresting the rate of depolymerization of a polymer composition during a biocide treatment by controlling the pH of the composition, and use of such methods in oilfield applications.
    Type: Application
    Filed: February 12, 2010
    Publication date: August 12, 2010
    Applicant: Rhodia Operations
    Inventors: Subramanian Kesavan, Gary Woodward, Adedamola Adedeji, Timothy Curtis, Francis Smith
  • Patent number: 7695594
    Abstract: A distillation process for separating a target component from a mixture containing a solvent and the target includes the steps of flashing off a vapor mixture of said solvent and said target in an evaporator, separating said target from said vapor mixture, and providing additional solvent to said evaporator to maintain the temperature of said evaporator substantially below the boiling point of said target. The process also includes the step of removing accumulated non-volatile components from said evaporator by allowing the non-volatile components to precipitate from a mixture of the target and the solvent.
    Type: Grant
    Filed: September 30, 2004
    Date of Patent: April 13, 2010
    Inventor: Arthur F. Clark
  • Publication number: 20090287020
    Abstract: Disclosed is a process for producing high-purity N-vinylcarboxamides comprising: (A) a step of dissolving a crude N-vinylcarboxamide in an alcohol having 1 to 3 carbon atoms, the crude N-vinylcarboxamide containing 50 to 97% by mass of an N-vinylcarboxamide; (B) a step of adding an aliphatic hydrocarbon having 5 to 10 carbon atoms to the composition obtained in the step (A) to precipitate a crystal of the N-vinylcarboxamide; and (C) a step of separating the crystal of the N-vinylcarboxamide precipitated in the step (B).
    Type: Application
    Filed: August 4, 2006
    Publication date: November 19, 2009
    Inventors: Hiroshi Uchida, Tetsuya Ishii
  • Patent number: 7157603
    Abstract: The method of separating reversibly thermally precipitable oligomeric N-substituted (meth)acrylamides and conjugates thereof from aqueous solution includes thermally precipitating the oligomeric N-substituted (meth)acrylamides and the conjugates thereof from an aqueous solution in the presence of at least one salt and then filtering in the presence of at least one filter aid. The filter aid has a wet density of 0.2–0.3 g/cc and comprises?99% cellulose with fiber lengths<75 ?m (99%) and=?m (65%). The salt can be a potassium, sodium, ammonium, calcium and/or magnesium chloride, acetate and/or sulfate salt and can be present in the aqueous solution in a concentration between 0.01 M and 3 M.
    Type: Grant
    Filed: May 6, 2002
    Date of Patent: January 2, 2007
    Assignee: Polytag Technology SA
    Inventor: Frank Hilbrig
  • Patent number: 7002041
    Abstract: An amide composition containing an unsaturated amide, a sulfur-containing compound, and a weak acid salt. The composition can include an amide in crystalline form or the composition can be in form of aqueous solution. The composition can exhibit improved stability whereby polymerization of the amide is inhibited.
    Type: Grant
    Filed: November 4, 2002
    Date of Patent: February 21, 2006
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Takeya Abe, Kenju Sasaki
  • Patent number: 6417392
    Abstract: In the operation of producing an alkylamino(meth)acrylate by the reaction of transesterification of an alkyl(meth)acrylate with an alkylamino alcohol, the alkyl alcohol by-produced during the transesterification is distilled in the form of an azeotropic mixture with the alkyl(meth)acrylate, the resultant distillate is purified with an ion-exchange resin and handled, on the other hand, the reaction solution is distilled to allow separation of the catalyst wherein is provided a method and apparatus for effecting, in the production of the alkylamino(meth)acrylate, the distillation under such a condition as represses the amount of in crease of the Michael adduct below 2%.
    Type: Grant
    Filed: October 1, 1998
    Date of Patent: July 9, 2002
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Hideaki Nagano, Tadayoshi Kawashima, Tetsuya Kajihara, Kaoru Iwasaki, Sumio Nakashima
  • Patent number: 5973203
    Abstract: A process for preparing acrylic or methacrylic acid amides functionalized with a cationizable tertiary amine, by aminolysis of acrylic or methacrylic acid esters with the aid of enzymes.
    Type: Grant
    Filed: December 15, 1997
    Date of Patent: October 26, 1999
    Assignee: Coatex S.A.
    Inventors: Jean-Bernard Egraz, Jean-Marc Suau, Maryvonne Brigodiot-Ignazi, Isabelle Peixoto, Thierry Lalot
  • Patent number: 5959148
    Abstract: A purification process of N-vinylformamide, which comprises: providing a crude N-vinylformamide having an acetone-insoluble component content of not more than 400 ppm; and continuously feeding the crude N-vinylformamide into a fractionating tower, to obtain an N-vinylformamide having high purity. Also disclose is a continuous purification process of N-vinylformamide, which comprises the steps of: providing a crude N-vinylformamide; feeding the crude N-vinylformamide into a thin film evaporator to remove un-evaporated fraction from the system, and feeding the evaporated fraction containing N-vinylformamide into a fractionating tower, distilling the purified N-vinylformamide from the tower head, and discharging a bottom liquid containing N-vinylformamide from the tower bottom, and recycling the bottom liquid into the thin film evaporator to remove un-evaporated fraction from the system, and feeding the evaporated fraction into the fractionating tower.
    Type: Grant
    Filed: March 31, 1997
    Date of Patent: September 28, 1999
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Shin-ichi Sato, Takahiro Oshida, Hiroshi Izumikawa, Akihiko Tanaka, Eiichiro Koresawa
  • Patent number: 5955631
    Abstract: The invention provides a method for industrial purification of Capsaicin in high purity from capsinoids (Capsaicin and analogues), more specifically, a method for industrial purification of Capsaicin which comprises contacting capsinoids containing Capsaicin in a hydrophilic solvent with a silver compound in an aqueous solution to form a Capsaicin-silver complex which is soluble in water, and recovering highly pure Capsaicin from the Capsaicin-silver complex without chromatography.
    Type: Grant
    Filed: July 16, 1998
    Date of Patent: September 21, 1999
    Assignee: Alps Pharmaceutical Ind. Co., Ltd.
    Inventors: Hisashi Segi, Shuji Yamada, Satoshi Kato, Shoji Murasugi
  • Patent number: 5922912
    Abstract: A method is disclosed for the concentration of an aqueous acrylamide solution prepared by hydration of acrylonitrile or an aqueous acrylamide solution substantially free of acrylonitrile. The method makes use of a concentration apparatus at least a part of whose solution-contacting section is made of a copper-containing material. The concentration is conducted while introducing an oxygen-containing gas into the apparatus. Use of this method can prevent formation, adhering, accumulation and the like of popcorn polymers inside the concentration apparatus upon concentration of the aqueous acrylamide solution, and can also produce high-quality acrylamide.
    Type: Grant
    Filed: April 7, 1997
    Date of Patent: July 13, 1999
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Yoshihiko Kambara, Mutsuo Matsumura, Michiaki Umeno, Yoshikazu Uehara, Koichi Asao
  • Patent number: 5840976
    Abstract: Disclosed herein is a method of improving the stability of N-vinylamides. A quinone or alkali-modified quinone is added to the N-vinylamide. The loss of the N-vinylamide due to polymerization and/or decomposition during distillation is significantly reduced.
    Type: Grant
    Filed: September 23, 1996
    Date of Patent: November 24, 1998
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Shin-Ichi Sato, Kiyoji Kuma, Toshimitu Inoue, Yuuichi Nishida
  • Patent number: 5476883
    Abstract: This invention provides a process for the preparation of acrylamide. Acrylonitrile is treated through at least two purification steps in which acrylonitrile is brought into contact with a strongly-acidic cation exchange resin and then with a resin having primary and/or secondary amino groups or with activated carbon. The resulting acrylonitrile is subjected to hydration in the presence of a copper-base catalyst. The process of this invention can provide high-quality acrylamide even when acrylonitrile of ordinary quality is used, and permits preparation of a polyacrylamide suitable for use in the production of a coagulant having good water solubility or the like.
    Type: Grant
    Filed: July 13, 1994
    Date of Patent: December 19, 1995
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Takeya Abe, Yoshihiko Kambara
  • Patent number: 5354903
    Abstract: This invention is directed to producing highly concentrated solutions of methylenebisacrylamide and thereafter blending with ionogenous acrylic monomers to produce low porosity, highly crosslinked, water insoluble polymers.
    Type: Grant
    Filed: December 24, 1992
    Date of Patent: October 11, 1994
    Assignee: Ionics, Incorporated
    Inventor: Russell J. MacDonald
  • Patent number: 5352828
    Abstract: A process for the stabilization of an aqueous acrylamide solution is described which includes adding at least one compound selected from water-soluble monocarboxylic acid salts having at least two carbon atoms to an aqueous solution of acrylamide in an amount of from 20 to 5,000 ppm as acid per acrylamide. According to the present invention, a high purity aqueous acrylamide solution which is markedly stable, even under an iron surface-contacting condition, without causing problems such as the polymerization of acrylamide can be provided by adding a water-soluble monocarboxylic acid salt having at least two carbon atoms.
    Type: Grant
    Filed: May 19, 1992
    Date of Patent: October 4, 1994
    Assignee: Nitto Chemical Industry Co., Ltd.
    Inventors: Susumu Seki, Akihisa Furuno
  • Patent number: 5302754
    Abstract: A purification process of crude methacrylamide by recrystallization from an aqueous methacrylamide solution, comprising the steps of conducting crystallization by adjusting the hydrogen ion concentration of the aqueous methacrylamide solution to pH 8 or more, separating a methacrylamide crystal, adjusting 5% by weight or more of resulting mother liquor to pH 5 or less, separating precipitated insoluble matter, and reusing thus-treated mother liquor, is provided.The high quality methacrylamide crystal thus obtained is excellent in Hazen number, purity and transparency of a methanol solution and suitable for uses such as windshield glasses.
    Type: Grant
    Filed: October 14, 1992
    Date of Patent: April 12, 1994
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Akira Ibi, Toshimi Ogata, Yoshihiro Nodate, Takayuki Kageyama
  • Patent number: 4859796
    Abstract: The present invention relates to a process for the preparation of an N-dialkylaminoalkyl(meth)acrylamide of formula: ##STR1## in which: R.sub.1 is a methyl radical or a hydrogen atom,R.sub.2 is a straight-chain or branched alkyl group containing at most 10 carbon atomsR.sub.3 and R.sub.4, which are identical or different, may be:either two aliphatic alkyl groups containing from 1 to 4 carbon atoms,or R.sub.3 is an aliphatic alkyl group containing from 1 to 4 carbon atoms and R.sub.4 is an alicyclic group containing from 5 to 6 carbon atoms,or R.sub.3 and R.sub.4 are two alicyclic groups containing from 5 to 6 carbon atoms,or R.sub.3 and R.sub.4 form, together with the nitrogen atom to which they are chemically linked, a heterocycloaliphatic group.This process is characterized in that a (meth)acrylic anhydride of formula: ##STR2## is reacted with a diamine of formula: ##STR3## in the presence of a polymerization inhibitor.
    Type: Grant
    Filed: November 26, 1986
    Date of Patent: August 22, 1989
    Assignee: Norsolor
    Inventors: Patrice Hurtel, Denis Laurent
  • Patent number: 4701558
    Abstract: A method for purifying an aqueous acrylamide solution by using activated carbon is disclosed. The method comprises contacting activated carbon with water having oxygen dissolved therein until the dissolved oxygen concentration in water after the contact increases to at least 0.5 ppm, and then contacting the aqueous acrylamide solution with the thus treated activated carbon. The method can prevent polymerization of acrylamide around activated carbon, and the resulting purified aqueous acrylamide solution requires no further purification, such as ion-exchanging.
    Type: Grant
    Filed: November 18, 1985
    Date of Patent: October 20, 1987
    Assignee: Nitto Chemical Industry Co., Ltd.
    Inventors: Yasumasa Yamaguchi, Masashi Nishida
  • Patent number: 4670590
    Abstract: Acrylamide crystals are prepared from an aqueous solution of acrylamide by causing the aqueous solution and a coolant to flow inside each electrolytically-polished cooling tube of a double-walled or shell-and-tube heat exchanger and outside the cooling tube, respectively, instead of relying upon vacuum crystallization.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: June 2, 1987
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Yoshihiko Kambara, Shiro Asano, Wataru Isozaki, Syoji Kitado, Masao Yamaguchi
  • Patent number: 4642380
    Abstract: Trace impurities such as allyl methacrylate and methacrylic acid are removed by contacting methacrylamidopropyltrimethylammonium chloride with a hydrophobic/organophilic microporous crystalline silica.
    Type: Grant
    Filed: September 23, 1983
    Date of Patent: February 10, 1987
    Assignee: Texaco Inc.
    Inventor: David R. Livingston
  • Patent number: 4544768
    Abstract: A method comprising contacting a vapor stream resulting from air sparging of aqueous acrylamide containing acrylonitrile with sufficient activated carbon adsorbent to substantially remove acrylamide and acrylonitrile from the vapor stream. This is a particularly advantageous method when aqueous acrylamide is stored in remote locations.
    Type: Grant
    Filed: July 25, 1984
    Date of Patent: October 1, 1985
    Assignee: The Dow Chemical Company
    Inventors: William R. Knee, Sergio S. Cutie
  • Patent number: 4517380
    Abstract: Methacrylamidopropyl trimethylammonium chloride and similar quaternized aminoalkyl esters or aminoalkylamides of acrylic acid or methacrylic acid are purified by extraction of an aqueous solution thereof with dichloromethane to remove impurities, such as allyl methacrylamide, which may be formed by a Hofmann degradation of the compounds.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: May 14, 1985
    Assignee: Rohm GmbH
    Inventors: Peter J. Arndt, Manfred Muller, Fritz Schlosser, Franz Wenzel
  • Patent number: 4465856
    Abstract: In a conventional process for the purification of crude methacrylamide by the recrystallization from an aqueous medium, pH of the aqueous methacrylamide solution is controlled to a value in alkaline range of at least 8 and then methacrylamide is crystallized out. As the alkali used for the pH control, there have been used alkali metal and alkaline earth metal carbonates and hydroxides. Methacrylamide to be recrystallized is crude methacrylamide obtained by neutralizing methacrylamide sulfate obtained from acetone cyanhydrin and sulfuric acid with ammonia in the presence of water.
    Type: Grant
    Filed: January 19, 1982
    Date of Patent: August 14, 1984
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Masato Horiuchi, Yoshinori Hatazaki, Kouji Terada
  • Patent number: 4375558
    Abstract: Methacrylamidopropyltrimethylammonium chloride or its free amine, dimethylaminopropylmethacrylamide, is purified by contacting aqueous solutions of the salt or the free amine with solid, nonionic organic resins. Such resins absorb the organic impurities, yet leave behind the polymerization inhibitor.
    Type: Grant
    Filed: October 9, 1981
    Date of Patent: March 1, 1983
    Assignee: Texaco Inc.
    Inventors: Edward E. McEntire, Edward C. Y. Nieh
  • Patent number: 4360696
    Abstract: A process is disclosed whereby acrylonitrile and diacetone alcohol are reacted in at least 93% sulfuric acid to form a novel intermediate reaction product which is recovered as a crystalline solid, washed with an organic solvent to remove colored oily impurities along with sulfuric acid, and hydrolyzed to produce diacetone acrylamide, a reactive monomer useful for preparing polymeric components of photographic films and adhesives. The intermediate reaction product is identified as 5,6-dihydro-6-hydroxy-4,4,6-trimethyl-2-vinyl-1,3(4H)-oxazine sulfate (1:1).
    Type: Grant
    Filed: June 2, 1980
    Date of Patent: November 23, 1982
    Assignee: American Cyanamid Company
    Inventor: Henry Richmond
  • Patent number: 4345101
    Abstract: An aqueous solution of acrylamide obtained by catalytic hydration of acrylonitrile in the presence of a copper-based catalyst is purified by the steps, in sequence, of (a) removal of the unreacted acrylonitrile, (b) removal of copper, (c) treatment under basic conditions, (d) cation exchanging treatment and (e) weakly basic anion exchanging treatment. The acrylamide obtained by this process has good storage stability. An acrylamide polymer produced from this monomer is useful as a flocculant having a reduced content of the unreacted monomer, a high molecular weight and excellent solubility in water.
    Type: Grant
    Filed: June 2, 1981
    Date of Patent: August 17, 1982
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Shiro Asano, Kohei Shizuka, Yoshihiko Kambara, Junji Mikami, Hiroshi Kato, Tadatoshi Honda
  • Patent number: 4313001
    Abstract: A process for purifying an aqueous acrylamide solution which has been obtained through catalytic hydration of acrylonitrile in the presence of a copper-containing catalyst, by the steps of passing said solution through a OH-form strongly basic anion exchange resin layer and then, through a H-form cation exchange resin layer, is disclosed.
    Type: Grant
    Filed: September 11, 1980
    Date of Patent: January 26, 1982
    Assignee: Mitsui Toatsu Chemicals Incorporated
    Inventors: Hiroshi Itoh, Tadatoshi Honda, Jun Saitoh, Takatoshi Mitsuishi
  • Patent number: 4302600
    Abstract: A process for purifying an aqueous acrylamide solution which has been obtained by catalytic hydration of acrylonitrile with water in the presence of a copper-containing catalyst is disclosed, said process comprising passing said solution through a weakly basic anion exchange resin having primary and/or secondary amino groups, said resin being replaced with a new one after the use without regeneration.
    Type: Grant
    Filed: May 21, 1980
    Date of Patent: November 24, 1981
    Assignee: Mitsui Toatsu Chemicals Incorporated
    Inventors: Jun Saitoh, Kenzo Fujii, Toshimi Nakagawa, Tadatoshi Honda, Takatoshi Mitsuishi, Hiroshi Itoh