Amidation Patents (Class 554/69)
  • Patent number: 10851044
    Abstract: The present invention relates to a method for preparing a glutamate-based surfactant. More specifically, the present invention provides a method for preparing a glutamate-based surfactant, the method being very economical and being capable of mass production of the glutamate-based surfactant.
    Type: Grant
    Filed: September 21, 2018
    Date of Patent: December 1, 2020
    Assignee: AK CHEMTECH CO., LTD.
    Inventors: Byung Jo Kim, Ki Ho Park, Hyon Pil Yu, Ji Hye Bae, Song Yi Kim
  • Patent number: 10851247
    Abstract: The present invention relates to a composition comprising triethylene glycol disorbate and triethylene glycol monosorbate, at a disorbate to monosorbate weight-to-weight ratio of from 19:1 to 99:1. The composition of the present invention is useful as a low VOC coalescent in coatings formulations.
    Type: Grant
    Filed: February 19, 2016
    Date of Patent: December 1, 2020
    Assignees: Dow Global Technologies LLC, Rohm and Haas Company
    Inventors: Jiguang Zhang, Bo Lv, Selvanathan Arumugam, John Ell, Nicole Hewlett, John W. Hull, Jr., Wei Wang, Brandon Rowe
  • Patent number: 10793516
    Abstract: Disclosed is a method capable of selectively synthesizing cationic lipids by controlling the introduction rate of a fatty acid group with respect to an oligoalkyleneamine by the change of reaction conditions.
    Type: Grant
    Filed: December 29, 2016
    Date of Patent: October 6, 2020
    Assignee: SAMYANG BIOPHARMACEUTICALS CORPORATION
    Inventors: Sungwon Choi, Hye Yeong Nam, Min-Hyo Seo
  • Patent number: 10618867
    Abstract: The present invention relates to a method in which an amino acid is reacted with an acyl group donor to obtain an N-acylamino acid in the presence of an amine.
    Type: Grant
    Filed: June 6, 2017
    Date of Patent: April 14, 2020
    Assignee: Evonik Operations GmbH
    Inventors: Stefan Julian Liebig, Dominik Schuch, Jan Marian von Hof, Kathrin Daniela Brandt, Maximilian Vogt, Hans Henning Wenk
  • Patent number: 10358411
    Abstract: Disclosed is a method capable of selectively synthesizing cationic lipids by controlling the introduction rate of a fatty acid group with respect to an oligoalkyleneamine by the change of reaction conditions.
    Type: Grant
    Filed: December 29, 2016
    Date of Patent: July 23, 2019
    Assignee: SAMYANG BIOPHARMACEUTICALS CORPORATION
    Inventors: Sungwon Choi, Hye Yeong Nam, Min-Hyo Seo
  • Patent number: 9890109
    Abstract: Methods for forming a compound from a plant oil compound having a carboxylic acid group attached to an organic group are provided. The method can include performing an aminolysis reaction between the plant oil compound and a hydroxyl-containing amine compound to form a functionalized plant oil compound having an amide bond; and functionalizing the hydroxyl group to have a polyerizable vinyl group or a norbornene group to form a polyerizable plant oil compound having the amide bond and an ester bond.
    Type: Grant
    Filed: November 13, 2015
    Date of Patent: February 13, 2018
    Assignee: University of South Carolina
    Inventors: Chuanbing Tang, Liang Yuan
  • Patent number: 9156777
    Abstract: Improved processes for making an N-acyl amino acid salt from a fatty alkyl ester or a polyol ester are disclosed. Each process uses a polyol selected from glycerin or propylene glycol in an amount effective to keep the reaction mixture fluid until conversion to the N-acyl amino acid salt reaches the desired level of completion. In one process, a fatty alkyl ester reacts with an amino acid salt in the presence of glycerin or propylene glycol to produce an N-acyl amino acid salt. In another process, a polyol ester reacts with the amino acid salt in the presence of added glycerin or propylene glycol to produce the N-acyl amino acid salt. We surprisingly found that an effective amount of glycerin or propylene glycol minimizes or eliminates reaction mixture solidification or foaming, reduces color, and minimizes the level of di- and tripeptide by-products. In a related process, water is added when conversion of the amino acid salt to the N-acyl amino acid salt is in the range of 50 to 90 mole %.
    Type: Grant
    Filed: June 27, 2013
    Date of Patent: October 13, 2015
    Assignee: Stepan Company
    Inventors: Bing Wang, Gregory P Dado
  • Patent number: 9084821
    Abstract: The present invention is directed to transdermal compositions and the uses thereof. These compositions include at least one of the following components: a C1-C6 dialkyl, C12-C30 dialkyl quaternary ammonium salt, a C12-C30 fatty acid, a nitrogenous organic base, C12-30 fatty alcohol, monoglyceride or the reaction products thereof.
    Type: Grant
    Filed: April 22, 2013
    Date of Patent: July 21, 2015
    Assignee: Microdermis Corporation
    Inventor: Griscom Bettle, III
  • Patent number: 8981134
    Abstract: A reagent composition for forming fatty acyl amido surfactants is provided which includes an alkali metal or alkaline earth metal salt of an amino compound; a polyol of molecular weight ranging from 76 to 300; and no more than 10% water.
    Type: Grant
    Filed: January 5, 2012
    Date of Patent: March 17, 2015
    Assignee: Conopco, Inc.
    Inventors: Bijan Harichian, Van Au
  • Patent number: 8871960
    Abstract: Methods to convert unsaturated fatty acids derived from biobased oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
    Type: Grant
    Filed: December 31, 2009
    Date of Patent: October 28, 2014
    Assignee: Battelle Memorial Institute
    Inventors: Herman Paul Benecke, Daniel B. Garbark
  • Patent number: 8859794
    Abstract: Methods to convert fatty acids to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
    Type: Grant
    Filed: December 31, 2009
    Date of Patent: October 14, 2014
    Assignee: Battelle Memorial Institute
    Inventors: Herman Paul Benecke, Daniel B. Garbark, Bhima Rao Vijayendran
  • Patent number: 8853433
    Abstract: A process is provided for preparing C8-C22 acyl amido compounds via reaction in a polyol (molecular weight 76 to 400) of interesterifying a fatty acid ester with an amino compound or salt thereof. The resultant mass of material will have a Hunter Lab Color Scale value L ranging from 70 to 100.
    Type: Grant
    Filed: January 5, 2012
    Date of Patent: October 7, 2014
    Assignee: Conopco, Inc.
    Inventors: Bijan Harichian, Van Au, Badreddine Ahtchi-Ali, John Robert Winters, Peter Anthony Divone, Sr.
  • Patent number: 8835661
    Abstract: A process for the synthesis of C11 and C12 ?-amino-alkanoic acid esters including a step of continuous nitrilation in the gas phase or in a mixed gas-liquid phase, a step of metathesis and a step of reduction by hydrogenation, using, as raw material, C10 and C11 ?-alkenoic acid esters.
    Type: Grant
    Filed: July 26, 2012
    Date of Patent: September 16, 2014
    Assignee: Arkema France
    Inventors: Jean-Luc Couturier, Jean-Luc Dubois
  • Patent number: 8822711
    Abstract: A process is provided for preparing C8-C22 acyl glycinate acid or salt thereof via reacting and heating reacting a mixture of glycine or salt thereof with a fatty acid ester in a medium selected from the group consisting of glycerol, propylene glycol and combinations thereof, and wherein the mixture has a pKa ranging from 9.5 to 13.
    Type: Grant
    Filed: January 5, 2012
    Date of Patent: September 2, 2014
    Assignee: Conopco, Inc.
    Inventors: Bijan Harichian, Van Au, Badreddine Ahtchi-Ali, John Robert Winters, Peter Anthony Divone, Sr.
  • Patent number: 8673982
    Abstract: This invention relates to certain ceramide-analogues of FTY720 (2-amino-2-[2-(4-octylphenyl)ethyl]propane-1,3-diol; fingolimod). In particular, the present invention relates to pharmaceutical compositions comprising these compounds, as well as processes for their preparation and their use in the treatment of autoimmune conditions, such as multiple sclerosis.
    Type: Grant
    Filed: February 23, 2010
    Date of Patent: March 18, 2014
    Assignee: Novartis AG
    Inventors: Volker Brinkmann, Guido Jordine, Markus Zollinger, Claudia Sayer
  • Patent number: 8637687
    Abstract: Provided are processes for making an amide of a carboxylic acid by reacting an amine of the formula (I) H—NR1R2??(I) wherein R1 and R2 are the same or different, R1 comprising a C1-C4-alkyl, and R2 comprising hydrogen or a C1-C4-alkyl, the amine having a lower boiling point than water, with a carboxylic acid with at least 3 carbon atoms per molecule, said carboxylic acid optionally comprising at least one alcoholic hydroxyl group per molecule, and selecting a molar ratio of amine to carboxylic acid in the range of from 1.5:1 to 1:1. The reaction step occurs under temperature and pressure conditions at which water and amine according to formula (I) are gaseous, and in a single reactor, the water formed together with any unreacted amine is distilled off, any unreacted amine is separated from the water and said the unreacted amine is reintroduced into the reaction mixture.
    Type: Grant
    Filed: March 19, 2013
    Date of Patent: January 28, 2014
    Assignee: BASF SE
    Inventors: Wilhelm Barlage, Javier Raya, Joaquin Bigorra Llosas, Harald Röβler
  • Patent number: 8624047
    Abstract: Solvent-less methods to convert oil derivatives, and modified oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
    Type: Grant
    Filed: December 31, 2009
    Date of Patent: January 7, 2014
    Assignee: Battelle Memorial Institute
    Inventors: Daniel B. Garbark, Herman Paul Benecke
  • Patent number: 8575378
    Abstract: Methods of producing plant polyols from plant oils include reacting a plant oil with a designed reactant having one or more nucleophilic functional groups and one or more active hydrogen functional groups in the presence of an addition reaction catalyst in a single reaction step. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Grant
    Filed: July 28, 2009
    Date of Patent: November 5, 2013
    Inventors: Thomas M. Garrett, Xian Xian Du
  • Publication number: 20130245297
    Abstract: Provided are processes for making an amide of a carboxylic acid by reacting an amine of the formula (I) H—NR1R2 ??(I) wherein R1 and R2 are the same or different, R1 comprising a C1-C4-alkyl, and R2 comprising hydrogen or a C1-C4-alkyl, the amine having a lower boiling point than water, with a carboxylic acid with at least 3 carbon atoms per molecule, said carboxylic acid optionally comprising at least one alcoholic hydroxyl group per molecule, and selecting a molar ratio of amine to carboxylic acid in the range of from 1.5:1 to 1:1. The reaction step occurs under temperature and pressure conditions at which water and amine according to formula (I) are gaseous, and in a single reactor, the water formed together with any unreacted amine is distilled off, any unreacted amine is separated from the water and said the unreacted amine is reintroduced into the reaction mixture.
    Type: Application
    Filed: March 19, 2013
    Publication date: September 19, 2013
    Applicant: BASF SE
    Inventors: Wilhelm Barlage, Javier Raya, Joaquin Bigorra Llosas, Harald Rößler
  • Patent number: 8536355
    Abstract: Disclosed herein is a process for producing Dialkyl substituted fatty acids amides. More particularly the present invention provides a process for producing pure form of N,N-dimethylamide of aliphatic carboxylic acids, wherein the aliphatic carboxylic acid is Octanoic Acid and Hexanoic Acid. The disclosed process comprises condensing Alkanoyl Chloride with dilute solution of Dialkylamine at a temperature of about 8 to 12° C. and isolating the crude by salting out the reaction mixture employing Sodium Chloride and distilling the same under vacuum.
    Type: Grant
    Filed: September 22, 2005
    Date of Patent: September 17, 2013
    Inventors: Ramachandran Radhakrishnan, Sisir K. Adhikari
  • Publication number: 20130030203
    Abstract: A process is provided for preparing C8-C22 acyl amido compounds via reaction in a polyol (molecular weight 76 to 400) of interesterifying a C1-C3 alkyl ester of a C5-C22 fatty acid with an amino compound or salt thereof. The resultant mass of material will have a Hunter Lab Color Scale value L ranging from 70 to 100.
    Type: Application
    Filed: July 28, 2011
    Publication date: January 31, 2013
    Applicant: CONOPCO, INC., D/B/A UNILEVER
    Inventors: Bijan Harichian, Van Au, Badreddine Ahtchi-Ali, John Robert Winters, Peter Anthony Divone, SR.
  • Patent number: 8217192
    Abstract: A problem as an object of the invention is to provide a production method of spilanthol in a large scale without using expensive reagents. The present invention provides a production method of N-isobutyl-2,6,8-decatrienamide, wherein a column chromatography purification step is not required in all processes.
    Type: Grant
    Filed: January 16, 2009
    Date of Patent: July 10, 2012
    Assignee: Takasago International Corporation
    Inventors: Shigeru Tanaka, Kenji Yagi, Hideo Ujihara, Kenya Ishida
  • Publication number: 20120108667
    Abstract: Disclosed herein are compounds, compositions, methods of treatment and synthetic methods for making compounds related to Ceramides and the use of Ceramides.
    Type: Application
    Filed: October 31, 2011
    Publication date: May 3, 2012
    Inventors: Zdzislaw M. Szulc, Alicja Bielawska, Yusuf A. Hannun
  • Publication number: 20120101201
    Abstract: A novel, branched, saturated, primary fatty acid amide is disclosed. Application areas are as a slip and/or antiblocking agent or mould release agent. The branched, saturated, primary fatty acid has a formula R—CO—NH2 where R is a saturated, branched hydrocarbon chain having 11 to 23 carbon atoms, wherein at least 60% by weight of the R—CO—NH2 molecules have monoalkyl branches and less than 25% by weight of the R—CO—NH2 molecules have polyalkyl branches.
    Type: Application
    Filed: June 18, 2010
    Publication date: April 26, 2012
    Applicant: Croda International PLC
    Inventors: Jonathan David Townsend, John Latus, Philip John McCoy, Adam John Maltby, David Andrew Parker
  • Publication number: 20120088885
    Abstract: The invention relates to a device for continuously carrying out chemical reactions. The device comprises a microwave generator, a microwave applicator accommodating a microwave-transparent tube, and an isothermal reaction section which is arranged such that the material to be reacted is guided inside the microwave-transparent tube through a microwave applicator which is used as the heating zone and in which it is heated to reaction temperature by means of microwaves that are emitted from the microwave generator into the microwave applicator. The material to be reacted, which is heated and optionally under pressure, is transferred from the microwave applicator to an isothermal reaction zone once it has left the heating zone, said reaction zone being arranged downstream of the heating zone, and is cooled once it has left the isothermal reaction zone.
    Type: Application
    Filed: June 9, 2010
    Publication date: April 12, 2012
    Applicant: CLARIANT FINANCE (BVI) LIMITED
    Inventors: Matthias Krull, Roman Morschhaeuser
  • Patent number: 8138363
    Abstract: The present invention relates to a process for the manufacture of alkanolamide containing compositions, and more particularly to a process of reacting a fatty acid and diethanolamine (DEA) which result in the formation of low levels of undesirable by products, particularly of bis-hydroxyethyl piperazine (BHEP).
    Type: Grant
    Filed: November 2, 2007
    Date of Patent: March 20, 2012
    Assignee: Uniqema Americas LLC
    Inventors: Xin Chen, Howard W. Prokop, Stephen Howard Colmery
  • Patent number: 8097739
    Abstract: A process for preparing natural oil hydroxylates, the process comprising reacting an amino compound containing hydroxyl groups having a molecular weight of less than 200 Daltons with vegetable oil derived polyols.
    Type: Grant
    Filed: April 15, 2008
    Date of Patent: January 17, 2012
    Assignee: BioBases Technologies, LLC
    Inventors: Ning Luo, Trevor Newbold
  • Patent number: 8097562
    Abstract: The present invention comprises formulations comprising at least one pesticide and at least one co-polymer comprising (a) a N-vinylamid comonomer a) of formula (I) wherein R1 and R2 are independently of one another hydrogen or C1-C4 alkyl, preferably hydrogen or R1 and R2 represent together a —(CH2)x moiety, which forms together with the nitrogen and the carbonyl-moiety a 5-8 membered ring, and (b) at least one comonomer b) selected from the group consisting of vinylpyrridin, vinylpyrridin derivatives and N-vinlyimidazole in polymerized form, methods of combating harmful insects and/or phytopathogenic fungi, a method of controlling undesired vegetation and methods of improving the health of plants based on the afore-mentioned formulations.
    Type: Grant
    Filed: November 9, 2007
    Date of Patent: January 17, 2012
    Assignee: BASF SE
    Inventors: Yvonne Dieckmann, Michael Ishaque, Ingo Münster, Laurent Picard, Wolfgang Kerl, Jürgen Langewald, Klaus Kreuz, Harald Köhle, Felix Christian Görth
  • Patent number: 8075937
    Abstract: Alkyldienamides compounds suitable for use as flavoring agents are disclosed. The compounds are used as flavors since they possess umami characteristics or other desirable organoleptic properties. The disclosed compounds are defined by the structure set forth below: wherein R is ethyl or cyclopropyl; and wherein R? is methyl or butyl, with the proviso that when R is ethyl, R? is not methyl.
    Type: Grant
    Filed: August 20, 2009
    Date of Patent: December 13, 2011
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark L. Dewis, Michelle E. Huber, Michael V. Cossette, David O. Agyemang, Garry Conklin, Tao Pei
  • Publication number: 20110269979
    Abstract: Methods to convert unsaturated fatty acids derived from biobased oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
    Type: Application
    Filed: December 31, 2009
    Publication date: November 3, 2011
    Applicant: BATTELLE MEMORIAL INSTITUTE
    Inventors: Herman Paul Benecke, Daniel B. Garbark
  • Publication number: 20110269978
    Abstract: Solvent-less methods to convert oil derivatives, and modified oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
    Type: Application
    Filed: December 31, 2009
    Publication date: November 3, 2011
    Applicant: BATTELLE MEMORIAL INSTITUTE
    Inventors: Daniel B. Garbark, Herman Paul Benecke
  • Publication number: 20110105773
    Abstract: A problem as an object of the invention is to provide a production method of spilanthol in a large scale without using expensive reagents. The present invention provides a production method of N-isobutyl-2,6,8-decatrienamide, wherein a column chromatography purification step is not required in all processes.
    Type: Application
    Filed: January 16, 2009
    Publication date: May 5, 2011
    Applicant: TAKASAGO INTERNATIONAL CORPORATION
    Inventors: Shigeru Tanaka, Kenji Yagi, Hideo Ujihara, Kenya Ishida
  • Patent number: 7794768
    Abstract: Saturated and unsaturated compounds having sweet, salt or umami taste enhancement qualities. The compounds have the structure: wherein R1?H or methyl; R2 is selected from the group consisting of H, C1-C4 alkyl, alkenyl and methylene; R3 is selected from the group consisting of H, C1-C8 straight or branched chain alkyl, alkenyl, dienalkyl and phenyl; or if R1?H, R2 and R3 taken together can represent cyclopropyl, cyclobutyl, cyclopentyl, cyclopentenyl, cyclohexyl, or cyclohexenyl; R4 is selected from the group consisting of H, methyl and ethyl; R5 is selected from the group consisting of H, methyl and ethyl; R6 is selected from the group consisting of H, C1-C9 straight or branched chain alkyl, alkenyl, alkyldienyl, and acyclic or cyclic containing no more than one ring; with the proviso that in structure 1, when R4 is H or Me and R5?H or methyl, R6 may be selected from the group described above and phenyl.
    Type: Grant
    Filed: August 12, 2008
    Date of Patent: September 14, 2010
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark L. Dewis, Garry Conklin, Tao Pei
  • Patent number: 7632531
    Abstract: Compounds suitable for use as flavoring agents are disclosed. The compounds are used as flavors since they possess umami characteristics or other desirable organoleptic properties.
    Type: Grant
    Filed: February 20, 2004
    Date of Patent: December 15, 2009
    Assignee: International Flavors & Fragnances Inc.
    Inventors: Mark L. Dewis, Michelle E. Huber, Michael V. Cossette, David O. Agyemang, Garry Conklin, Tao Pei
  • Patent number: 7541055
    Abstract: The present invention is directed to novel compounds and a process for augmenting or imparting a flavor enhancement effect or modifying the perception of one or more of the five basic taste qualities sweet, sour, salt, bitter and umami, to a foodstuff, chewing gum, medicinal product, toothpaste, alcoholic beverage, aqueous beverage, snack, sauce or soup comprising the step of adding to a foodstuff, chewing gum, medicinal product, toothpaste, alcoholic beverage, aqueous beverage, snack, sauce or soup a flavor enhancement or modification of basic taste quality augmenting, enhancing or imparting quantity and concentration of at least one N-substituted unsaturated alkyl amide defined according to the structures:
    Type: Grant
    Filed: July 8, 2005
    Date of Patent: June 2, 2009
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark L. Dewis, Garry Conkiln, Tao Pei, Catherine Marie Smith, Adam Jan Janczuk
  • Publication number: 20090093647
    Abstract: Disclosed herein is a process for producing Dialkyl substituted fatty acids amides. More particularly the present invention provides a process for producing pure form of N,N-dimethylamide of aliphatic carboxylic acids, wherein the aliphatic carboxylic acid is Octanoic Acid and Hexanoic Acid. The disclosed process comprises condensing Alkanoyl Chloride with dilute solution of Dialkylamine at a temperature of about 8 to 12° C. and isolating the crude by salting out the reaction mixture employing Sodium Chloride and distilling the same under vacuum.
    Type: Application
    Filed: September 22, 2005
    Publication date: April 9, 2009
    Inventors: Ramachandran Radhakrishnan, Sisir K. Adhikari
  • Patent number: 7482479
    Abstract: The invention describes a process for the production of 2E,4Z-decadienoic acid-N-isobutylamide (cis-pellitorine) and its use as a pungent principle and aromatic substance having a heat-generating effect, preferably in preparations used for foodstuffs, oral hygiene or luxury foodstuffs.
    Type: Grant
    Filed: June 20, 2003
    Date of Patent: January 27, 2009
    Assignee: Symrise GmbH & Co., KG
    Inventors: Ian-Lucas Gatfield, Jakob Ley, Jan Foerstner, Gerhard Krammer, Arnold Machinek
  • Patent number: 7427421
    Abstract: Saturated and unsaturated compounds having sweet, salt or umami taste enhancement qualities. The compounds have the structure: where R1?H or methyl; R2 is selected from the group consisting of H, C1-C4 alkyl, alkenyl and methylene; R3 is selected from the group consisting of H, C1-C8 straight or branched chain alkyl, alkenyl, dienalkyl or phenyl; or if R1?H, R2 and R3 taken together can represent cyclopropyl, cyclobutyl, cyclopentyl, cyclopentenyl, cyclohexyl, or cyclohexenyl; R4 is selected from the group consisting of H, methyl and ethyl; R5 is selected from the group consisting of H, methyl and ethyl; R6 is selected from the group consisting of H, C1-C9 straight or branched chain alkyl, alkenyl, alkyldienyl, acyclic or containing no more than one ring; with the proviso that in structure 1 when R4 is H or Me; and R5?H or methyl, R6 may be selected from the group described above or phenyl.
    Type: Grant
    Filed: September 10, 2004
    Date of Patent: September 23, 2008
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark L. Dewis, Garry Conklin, Tao Pei
  • Patent number: 7361376
    Abstract: Alkyldienamides compounds suitable for use as flavoring agents are disclosed. The compounds are used as flavors since they possess umami characteristics or other desirable organoleptic properties. The disclosed compounds are defined by the structure set forth below: wherein R is methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, sec-butyl, isobutyl, cyclobutyl, CH2CH(CH3)CH2CH3, CH2CH(OH)CH3, CH(CH3)CH2OH, CH2C(CH3)2OH, CH2CH2OH, cyclopentyl or allyl; and wherein R? is methyl, ethyl, n-propyl, n-butyl or n-pentyl, n-hexyl.
    Type: Grant
    Filed: April 11, 2003
    Date of Patent: April 22, 2008
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark L. Dewis, Michelle E. Huber, Michael V. Cossette, David O. Agyemang
  • Patent number: 7244857
    Abstract: A method for reacting alkanolamine with ester in the presence of a metal silicate compound and, optionally, a catalyst, to produce a hydroxyalkyl amide composition with a decreased level of alkanolamine and residual catalyst.
    Type: Grant
    Filed: November 14, 2003
    Date of Patent: July 17, 2007
    Assignee: Crompton Corporation
    Inventors: E. Brian Fox, Timothy L. Lambert
  • Patent number: 7186852
    Abstract: Novel dimethyl amidopropyl amines prepared by the reaction of dimethyl amidopropyl amine (DMAPA) and shea butter, preferably mild-processed shea butter (MPSB). Materials of the present invention are useful as cosmetic and personal care ingredients, allowing for the delivery of highly desirable active ingredients present in shea butter including natural antioxidants, in a cationic material that is substantive to the skin and hair.
    Type: Grant
    Filed: February 6, 2006
    Date of Patent: March 6, 2007
    Assignee: Rutherford Chemicals, LLC
    Inventors: Steven Rogers, Anthony O'Lenick, Jr.
  • Patent number: 7183424
    Abstract: Novel alkanolamides prepared by the reaction of an alkanolamine and shea butter, preferably mild-processed shea butter (MPSB). Materials of the present invention are useful as cosmetic and personal care ingredients; they thicken shampoos and body washes, stabilize foam, and deliver to the hair and skin highly desirable unsaponifiables present in shea butter, including natural antioxidants.
    Type: Grant
    Filed: February 6, 2006
    Date of Patent: February 27, 2007
    Assignee: Rutherford Chemicals, LLC
    Inventors: Steven Rogers, Anthony O'Lenick, Jr.
  • Patent number: 7141686
    Abstract: Described is a genus of E2,E4,Z8-undecatrienoic acid derivatives defined according to the structure: wherein Z represents —OR? or —NRR? with the provisos that when Z is —OR?, R? is hydrogen, C1–C6 straight chain or branched-chain alkyl or C3–C6 straight chain or branched-chain alkenyl; and when Z is —NRR?, R represents, in the alternative, hydrogen, methyl or ethyl and R? represents methyl, ethyl, n-propyl, cyclopropyl, isopropyl, n-butyl, sec-butyl, isobutyl, 2-methylbutyl, cyclobutyl, cyclopentyl or allyl. The E2,E4,Z8-undecatrienoic acid derivatives are useful in imparting, augmenting and/or enhancing flavors, aromas and somatosensory effects in or to consumable materials such as foods, beverages, skin care products, oral care products, medicinal products and the like. Also described is a synthesis process for producing such derivatives.
    Type: Grant
    Filed: July 10, 2003
    Date of Patent: November 28, 2006
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark L. Dewis, Michelle E. Huber
  • Patent number: 7098351
    Abstract: This invention discloses a rapid method of production for fatty acid amide from fatty acid and urea. One example is the preparation of oleylamide from oleic acid and urea. The yields are high and oleylamide is selectively formed by judicious choice of catalyst. The production of fatty acid amide involves heating fatty acid and urea in a microwave oven with the use of Lewis acid catalyst. The product from the reaction is subjected to solvent extraction with chloroform and then followed by purification with n-hexane, ethanol and acetonitrile via recrystalization method. Such an oleylamide is preferred for application as a mould release agent, slip agent in plastic film production, water repellent and as a raw material for cosmetics production.
    Type: Grant
    Filed: November 29, 2004
    Date of Patent: August 29, 2006
    Assignee: Malaysian Palm Oil Board
    Inventors: Seng Soi Hoong, Salmiah Ahmad, Hazimah Abu Hassan
  • Patent number: 7098350
    Abstract: Described is a genus of undecatrienoic acid derivatives useful in imparting, augmenting and/or enhancing flavors, aromas and somatosensory effects in or to consumable materials such as foods, beverages, skin care products, oral care products, medicinal products and the like. Also described is a synthesis process for producing such derivatives.
    Type: Grant
    Filed: June 4, 2004
    Date of Patent: August 29, 2006
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark L. Dewis, Michelle E. Huber
  • Patent number: 7087769
    Abstract: The invention concerns the preparation of cationic surfactants derived from the condensation of an acid, preferably a fatty acid or a hydroxy acid with a number of carbon atoms of 8–14 with esterified amino acids, preferably basic-type amino acids, more preferably (L)-arginine. The method comprises a first step in which the esterifiction of the amino acid with an alcohol is performed and a second step for the condensation with a chloride of an acid, preferably an acyl chloride of a fatty acid or a hydroxy acid, whereby the second step is performed in an aqueous environment with a pH value between (6 and 7), preferably between (6, 7) and (6, 9).
    Type: Grant
    Filed: June 3, 2000
    Date of Patent: August 8, 2006
    Assignee: Laboratorios Miret, S.A.
    Inventors: Alex Contijoch Manent, legal representative, Monica Contijoch Manent, legal representative, Maria Contijoch Manent, legal representative, Javier Rodriguez Martinez, Joan Seguer Bonaventura, Agustin Contijoch Mestres, deceased
  • Patent number: 7084285
    Abstract: A photoaffinity-labeled sphingomyelin analog of the following formula: wherein R1 is C1-20 alkylene group, R5 is C1-20 alkyl group, aryl group or C1-6 alkyl group substituted by aryl group, Z is photoaffinity-labeled group and Me is methyl group, or an optically active compound thereof.
    Type: Grant
    Filed: September 7, 2004
    Date of Patent: August 1, 2006
    Assignee: Daiso Co., Ltd.
    Inventors: Shigeo Katsumura, Toshikazu Hakogi, Toshihiko Shigenari
  • Patent number: 7049452
    Abstract: A method for preparing fatty hydroxamic acids and salts thereof comprising reacting a fatty acid derivative with an aqueous solution of hydroxylamine.
    Type: Grant
    Filed: January 27, 2003
    Date of Patent: May 23, 2006
    Assignee: Ausmelt Limited
    Inventor: Terence Charles Hughes
  • Patent number: 6956059
    Abstract: The present invention ralates to compounds of formula (I): wherein R is hydrogen (H) or C1-6 alkyl; and X is defined such that —NH—(X)—COOH is the residue of an amino acid, which amino acid may itself optionally be substituted at any pendant amino group thereof by a residue of a carboxylic acid or a derivative thereof; or a salt thereof.
    Type: Grant
    Filed: May 20, 2002
    Date of Patent: October 18, 2005
    Assignee: Croda International, plc
    Inventor: Keith Coupland
  • Patent number: 6921747
    Abstract: The present invention provides a basic amino acid derivative represented by the formula (1): The present invention also provides a method of making a gelled product by employing the aforementioned compound, as well as a gel, perfumery, and/or cosmetic containing the same.
    Type: Grant
    Filed: February 13, 2004
    Date of Patent: July 26, 2005
    Assignee: Ajinomoto Co., Inc.
    Inventors: Kenji Hanabusa, Masahiro Suzuki