Patents by Inventor Ronald A. Masters

Ronald A. Masters has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20240057593
    Abstract: An abrasion resistant biocidal composition is disclosed. The composition includes at least one biocidal quaternary ammonium compound, a polymeric component comprising at least one selected film-forming polymer, and at least one selected organic acid. In some embodiments, the film-forming polymer may be a polyvinylpyrrolidone or chitosan. The organic acid may be methanesulfonic acid, a selected carboxylic acid, a selected amino acid, or a combination thereof. When applied to a surface, the composition forms a film having enhanced durability without imparting poor surface feel or visual effects, and provides biocidal efficacy over an extended period of time.
    Type: Application
    Filed: September 22, 2023
    Publication date: February 22, 2024
    Inventors: Christopher Lynch, Ronald A. Masters, Brandon Benko, Vanessa DeMarco, Alexander Nikoloff
  • Patent number: 11760889
    Abstract: Sulfate and sulfonate derivatives of unsaturated fatty alcohols, processes for making them, and methods of using them are disclosed. In one aspect, a monounsaturated fatty alcohol composition is made by reducing a metathesis-derived monounsaturated alkyl ester. The fatty alcohol composition is then converted to a sulfate or sulfonate derivative by one or more of alkoxylation, sulfation, sulfonation, and sulfitation. Of particular interest are the sulfate and ether sulfate derivatives. Microscopy studies indicate that the unsaturated sodium sulfates in particular have a lamellar phase that should enable formulation at high actives levels. Sulfate compositions comprising 40 to 60 wt. % of a monounsaturated fatty primary alcohol sulfate and 40 to 60 wt. % of a secondary hydroxyalkyl primary alcohol sulfate are also disclosed.
    Type: Grant
    Filed: July 15, 2020
    Date of Patent: September 19, 2023
    Assignee: Stepan Company
    Inventors: David R. Allen, Marcos Alonso, Mary Beddaoui, Randal J. Bernhardt, Aaron Brown, Scott Dillavou, Xue Min Dong, Wilma Gorman, John C. Hutchison, Gary Luebke, Renee Luka, Franz Luxem, Andrew D. Malec, Ronald A. Masters, Dennis S. Murphy, Nicholas Pendleton, Irma Ryklin, Patti Skelton, Brian Sook, Chris Spaulding, Krista Turpin, Gregory Wallace, Michael Wiester, Patrick Shane Wolfe
  • Patent number: 11560530
    Abstract: Surfactant compositions comprising an alkoxylate, a sulfate, or ether sulfate of a C10-C12 monounsaturated alcohol are disclosed. The alkoxylate, sulfate, or ether sulfate may derive from undecylenic acid or undecylenic alcohol. Compared with their saturated analogs, the monounsaturated alkoxylates, sulfates, and ether sulfates are less irritating, making them valuable for personal care, laundry, cleaners, and other household applications. Microscopy studies show that the alkoxylates, sulfates, and ether sulfates have favorable phase behavior over a wide range of actives levels, expanding opportunities for products with greater compaction. When combined with cationic surfactants, the alkoxylates, sulfates, and ether sulfates exhibit synergy, and they have improved solubility compared with their saturated analogs. The surfactants find value for the personal care, laundry and cleaning, emulsion polymerization, agricultural products, oilfield applications, and specialty foams industries.
    Type: Grant
    Filed: April 4, 2019
    Date of Patent: January 24, 2023
    Assignee: Stepan Company
    Inventors: Randal J. Bernhardt, Wilma Gorman, Ronald Masters
  • Publication number: 20220226940
    Abstract: Non-aqueous solder flux compositions are disclosed. In some aspects, the compositions comprise: (a) an alkylbenzene sulfonic acid or an acidic phosphate ester; and (b) an alkanolamide, an ethoxylated alkanolamide, an alkanolamine, or an ethoxylated amine. Methods of making solder flux compositions and methods of using the compositions as components of tacky solder fluxes are described. The solder flux compositions have excellent wettability, oxide removal capability, and rheological characteristics for high-speed, pick-and-place manufacturing processes and can be made from a simple combination of two components, thereby avoiding the need for solvents, polymeric thickeners, and other components of traditional tacky solder fluxes.
    Type: Application
    Filed: February 27, 2020
    Publication date: July 21, 2022
    Inventors: Liban JIRMO, Ronald A. MASTERS
  • Publication number: 20210139815
    Abstract: Dilutable concentrates useful for hard surface cleaners with improved film/streak performance on high-energy surfaces are disclosed. The concentrates comprise a nonionic alkoxylated surfactant and a polyetheramine. A relatively minor proportion of a polyetheramine can resolve film/streak issues that characterize hard surface cleaners formulated with nonionic surfactants. The efficacy of polyetheramines for improving film/streak performance of hard surface cleaners formulated with nonionic alkoxylated surfactants far exceeds the benefits available from known improvements, such as the use of hydrotropes. Other inventive dilutable concentrates and hard surface cleaners comprise an amine-functional hydrophobe and an auxiliary surfactant. Still other dilutable concentrates or hard surface cleaners comprise a nonionic alkoxylated surfactant and lactic acid. An improved method for measuring film/streak properties of hard surface cleaners is also disclosed.
    Type: Application
    Filed: January 18, 2021
    Publication date: May 13, 2021
    Inventors: Ronald A. MASTERS, Mona Marie KNOCK, Patrick Shane WOLFE, Timothy A. BOEBEL, Xue Min DONG, Dennis S. MURPHY
  • Publication number: 20200347245
    Abstract: Sulfate and sulfonate derivatives of unsaturated fatty alcohols, processes for making them, and methods of using them are disclosed. In one aspect, a monounsaturated fatty alcohol composition is made by reducing a metathesis-derived monounsaturated alkyl ester. The fatty alcohol composition is then converted to a sulfate or sulfonate derivative by one or more of alkoxylation, sulfation, sulfonation, and sulfitation. Of particular interest are the sulfate and ether sulfate derivatives. Microscopy studies indicate that the unsaturated sodium sulfates in particular have a lamellar phase that should enable formulation at high actives levels. Sulfate compositions comprising 40 to 60 wt. % of a monounsaturated fatty primary alcohol sulfate and 40 to 60 wt. % of a secondary hydroxyalkyl primary alcohol sulfate are also disclosed.
    Type: Application
    Filed: July 15, 2020
    Publication date: November 5, 2020
    Inventors: David R. ALLEN, Marcos ALONSO, Mary BEDDAOUI, Randal J. BERNHARDT, Aaron BROWN, Scott DILLAVOU, Xue Min DONG, Wilma GORMAN, John C. HUTCHISON, Gary LUEBKE, Renee LUKA, Franz LUXEM, Andrew D. MALEC, Ronald A. MASTERS, Dennis S. MURPHY, Nicholas PENDLETON, Irma RYKLIN, Patti SKELTON, Brian SOOK, Chris SPAULDING, Krista TURPIN, Gregory WALLACE, Michael WIESTER, Patrick Shane WOLFE
  • Patent number: 10745347
    Abstract: Sulfate and sulfonate derivatives of unsaturated fatty alcohols, processes for making them, and methods of using them are disclosed. In one aspect, a monounsaturated fatty alcohol composition is made by reducing a metathesis-derived monounsaturated alkyl ester. The fatty alcohol composition is then converted to a sulfate or sulfonate derivative by one or more of alkoxylation, sulfation, sulfonation, and sulfitation. Of particular interest are the sulfate and ether sulfate derivatives.
    Type: Grant
    Filed: March 13, 2013
    Date of Patent: August 18, 2020
    Assignee: STEPAN COMPANY
    Inventors: David R. Allen, Marcos Alonso, Mary Beddaoui, Randal J. Bernhardt, Aaron Brown, Scott Dillavou, Xue Min Dong, Wilma Gorman, John C. Hutchison, Gary Luebke, Renee Luka, Franz Luxem, Andrew D Malec, Ronald A. Masters, Dennis S. Murphy, Nicholas Pendleton, Irma Ryklin, Patti Skelton, Brian Sook, Chris Spaulding, Krista Turpin, Gregory Wallace, Michael Wiester, Patrick Shane Wolfe
  • Publication number: 20190225915
    Abstract: Surfactant compositions comprising an alkoxylate, a sulfate, or ether sulfate of a C10-C12 monounsaturated alcohol are disclosed. The alkoxylate, sulfate, or ether sulfate may derive from undecylenic acid or undecylenic alcohol. Compared with their saturated analogs, the monounsaturated alkoxylates, sulfates, and ether sulfates are less irritating, making them valuable for personal care, laundry, cleaners, and other household applications. Microscopy studies show that the alkoxylates, sulfates, and ether sulfates have favorable phase behavior over a wide range of actives levels, expanding opportunities for products with greater compaction. When combined with cationic surfactants, the alkoxylates, sulfates, and ether sulfates exhibit synergy, and they have improved solubility compared with their saturated analogs. The surfactants find value for the personal care, laundry and cleaning, emulsion polymerization, agricultural products, oilfield applications, and specialty foams industries.
    Type: Application
    Filed: April 4, 2019
    Publication date: July 25, 2019
    Inventors: David R. Allen, Randal J. Bernhardt, Aaron Brown, Gregory P. Dado, Xue Min Dong, Wilma Gorman, Ronald Masters, Patti Skelton
  • Patent number: 10322994
    Abstract: Fatty amide compositions and their derivatives are disclosed. The fatty amides comprise a reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with a primary or secondary amine. Derivatives made by reducing, quaternizing, sulfonating, alkoxylating, sulfating, and sulfitating the fatty amide are also included. The amine reactant can be diethylenetriamine or (2-aminoethyl)ethanolamine, which provide imidazoline amides or esters, respectively. In one aspect, the ester derivative of the C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is a lower alkyl ester. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin. The compositions are valuable for cleaners, fabric treatment, hair conditioning, personal care, antimicrobial compositions, agricultural uses, and oil field applications.
    Type: Grant
    Filed: January 11, 2017
    Date of Patent: June 18, 2019
    Assignee: Stepan Company
    Inventors: Dave R. Allen, Marcos Alonso, Randal J. Bernhardt, Aaron Brown, Kelly Buchek, Sangeeta Ganguly-Mink, Brian Holland, Gary Luebke, Renee Luka, Andrew D. Malec, Ronald A. Masters, Dennis S. Murphy, Irene Shapiro, Patti Skelton, Brian Sook, Michael R. Terry, Gregory Wallace, Laura Lee Whitlock, Michael Wiester, Patrick Shane Wolfe, Lena Titievsky
  • Patent number: 10287530
    Abstract: Surfactant compositions comprising an alkoxylate, a sulfate, or ether sulfate of a C10-C12 monounsaturated alcohol are disclosed. The alkoxylate, sulfate, or ether sulfate may derive from undecylenic acid or undecylenic alcohol. Compared with their saturated analogs, the monounsaturated alkoxylates, sulfates, and ether sulfates are less irritating, making them valuable for personal care, laundry, cleaners, and other household applications. Microscopy studies show that the alkoxylates, sulfates, and ether sulfates have favorable phase behavior over a wide range of actives levels, expanding opportunities for products with greater compaction. When combined with cationic surfactants, the alkoxylates, sulfates, and ether sulfates exhibit synergy, and they have improved solubility compared with their saturated analogs. The surfactants find value for the personal care, laundry and cleaning, emulsion polymerization, agricultural products, oilfield applications, and specialty foams industries.
    Type: Grant
    Filed: May 26, 2017
    Date of Patent: May 14, 2019
    Assignee: STEPAN COMPANY
    Inventors: David R. Allen, Randal J. Bernhardt, Aaron Brown, Gregory P. Dado, Xue Min Dong, Wilma Gorman, Ronald Masters, Patti Skelton
  • Patent number: 10233412
    Abstract: Aqueous hard surface cleaner compositions useful for removing permanent ink are disclosed. The compositions comprise 75 to 99 wt. % of water; 0.1 to 5 wt. % of a monoterpene; 0.1 to 5 wt. % of a C10-C17 fatty acid derivative; and 0.1 to 5 wt. % of one or more surfactants. The fatty acid derivative is selected from N,N-dialkyl amides, N,N-dialkyl esteramines, and N,N-dialkyl amidoamines. Preferably, a base such as sodium carbonate or monoethanolamine is also included. The invention includes concentrates comprising the non-aqueous components recited above, as well as other applications for the cleaners and concentrates such as graffiti removers and permanent ink erasers. The combination of a monoterpene and certain fatty acid derivatives, especially fatty N,N-dialkyl amides, unexpectedly enables even dilute aqueous compositions to rapidly decolorize black permanent marker from hard, non-porous surfaces.
    Type: Grant
    Filed: August 11, 2017
    Date of Patent: March 19, 2019
    Assignee: STEPAN COMPANY
    Inventors: Aaron Brown, Wilma Gorman, Ronald A. Masters
  • Publication number: 20170342354
    Abstract: Aqueous hard surface cleaner compositions useful for removing permanent ink are disclosed. The compositions comprise 75 to 99 wt. % of water; 0.1 to 5 wt. % of a monoterpene; 0.1 to 5 wt. % of a C10-C17 fatty acid derivative; and 0.1 to 5 wt. % of one or more surfactants. The fatty acid derivative is selected from N,N-dialkyl amides, N,N-dialkyl esteramines, and N,N-dialkyl amidoamines. Preferably, a base such as sodium carbonate or monoethanolamine is also included. The invention includes concentrates comprising the non-aqueous components recited above, as well as other applications for the cleaners and concentrates such as graffiti removers and permanent ink erasers. The combination of a monoterpene and certain fatty acid derivatives, especially fatty N,N-dialkyl amides, unexpectedly enables even dilute aqueous compositions to rapidly decolorize black permanent marker from hard, non-porous surfaces.
    Type: Application
    Filed: August 11, 2017
    Publication date: November 30, 2017
    Inventors: Aaron Brown, Wilma Gorman, Ronald A. Masters
  • Patent number: 9828570
    Abstract: Fatty amine compositions made from a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives are disclosed. In another aspect, fatty amidoamines made by reacting a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with an aminoalkyl-substituted tertiary amine are disclosed. The fatty amines or amidoamines are advantageously sulfonated, sulfitated, oxidized, or reduced. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin.
    Type: Grant
    Filed: September 28, 2015
    Date of Patent: November 28, 2017
    Assignee: Stepan Company
    Inventors: Dave R Allen, Marcos Alonso, Randal J Bernhardt, Aaron Brown, Kelly Buchek, Gary Luebke, Renee Luka, Andrew D. Malec, Ronald A. Masters, Lawrence A. Munie, Dennis S. Murphy, Irene Shapiro, Patti Skelton, Brian Sook, Michael R. Terry, Laura Lee Whitlock, Michael Wiester, Patrick Shane Wolfe
  • Patent number: 9815780
    Abstract: Quaternary ammonium, betaine, or sulfobetaine compositions derived from fatty amines, wherein the fatty amine is made by reducing the amide reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives and a secondary amine, are disclosed. Quaternary ammonium, betaine, or sulfobetaine compositions derived from fatty amidoamines, wherein the amidoamine is made by reacting of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives and an aminoalkyl-substituted tertiary amine, are also disclosed. The quaternized compositions are advantageously sulfonated or sulfitated. In one aspect, the ester derivative of the C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is a lower alkyl ester. In other aspects, the ester derivative is a modified triglyceride N made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin.
    Type: Grant
    Filed: September 28, 2015
    Date of Patent: November 14, 2017
    Assignee: Stepan Company
    Inventors: Dave R Allen, Marcos Alonso, Randal J Bernhardt, Aaron Brown, Sangeeta Ganguly-Mink, Andrew Malec, Teresa Manuel, Ronald A. Masters, Lawrence A. Munie, Dennis S. Murphy, Patti Skelton, Brian Sook, Michael R. Terry, Jeremy Aaron Weitgenant, Laura Lee Whitlock, Michael Wiester, Patrick Shane Wolfe
  • Patent number: 9796662
    Abstract: Esteramine compositions and their derivatives are disclosed. The esteramines comprise a reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with a tertiary alkanolamine. Derivatives made by quaternizing, sulfonating, alkoxylating, sulfating, and/or sulfitating the esteramines are also disclosed. In one aspect, the ester derivative of the C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is a lower alkyl ester. In other aspects, the ester derivative is a modified triglyceride made by self-metathesis of a natural oil or an unsaturated triglyceride made by cross-metathesis of a natural oil with an olefin. The esteramines and derivatives are valuable for a wide variety of end uses, including cleaners, fabric treatment, hair conditioning, personal care (liquid cleansing products, conditioning bars, oral care products), antimicrobial compositions, agricultural uses, and oil field applications.
    Type: Grant
    Filed: October 1, 2015
    Date of Patent: October 24, 2017
    Assignee: Stepan Company
    Inventors: Dave R Allen, Randal J Bernhardt, Aaron Brown, Anatoliy A Dameshek, Brian Holland, Andrew D Malec, Ronald A Masters, Marshall J Nepras, Patti Skelton, Laura Lee Whitlock, Patrick Shane Wolfe
  • Patent number: 9777248
    Abstract: Aqueous hard surface cleaners and concentrates are disclosed. In one aspect, the cleaners comprise water, a monounsaturated C8-C14 fatty N,N-dialkylamide, and at least one anionic, cationic, nonionic, or amphoteric surfactant. The cleaners have a pH within the range of 6.0 to 9.0. Dilutable hard surface cleaner concentrates comprising the monounsaturated N,N-dialkylamide and a surfactant are also disclosed. Also included are aqueous hard surface cleaners which comprise a monounsaturated N,N-dialkylamide, and which by measure of ASTM D4488-95 A5 soil, provide superior percent cleaning at a pH less than 10 than they do at pH 10 and higher. Surprisingly, when a monounsaturated C8-C14 fatty N,N-dialkylamide is included in the aqueous hard surface cleaner or concentrate, rapid and thorough cleaning performance can be achieved even at relatively neutral pH. Consequently, the hard surface cleaners are effective on greasy soils, including baked-on soils, despite their low alkalinity.
    Type: Grant
    Filed: September 5, 2013
    Date of Patent: October 3, 2017
    Assignee: Stepan Company
    Inventors: Ronald A. Masters, Wilma Gorman
  • Publication number: 20170267946
    Abstract: Surfactant compositions comprising an alkoxylate, a sulfate, or ether sulfate of a C10-C12 monounsaturated alcohol are disclosed. The alkoxylate, sulfate, or ether sulfate may derive from undecylenic acid or undecylenic alcohol. Compared with their saturated analogs, the monounsaturated alkoxylates, sulfates, and ether sulfates are less irritating, making them valuable for personal care, laundry, cleaners, and other household applications. Microscopy studies show that the alkoxylates, sulfates, and ether sulfates have favorable phase behavior over a wide range of actives levels, expanding opportunities for products with greater compaction. When combined with cationic surfactants, the alkoxylates, sulfates, and ether sulfates exhibit synergy, and they have improved solubility compared with their saturated analogs. The surfactants find value for the personal care, laundry and cleaning, emulsion polymerization, agricultural products, oilfield applications, and specialty foams industries.
    Type: Application
    Filed: May 26, 2017
    Publication date: September 21, 2017
    Inventors: David R. Allen, Randal J. Bernhardt, Aaron Brown, Gregory P. Dado, Xue Min Dong, Wilma Gorman, Ronald Masters, Patti Skelton
  • Patent number: 9758751
    Abstract: Aqueous hard surface cleaner compositions useful for removing permanent ink are disclosed. The compositions comprise 75 to 99 wt. % of water; 0.1 to 5 wt. % of a monoterpene; 0.1 to 5 wt. % of a C10-C17 fatty acid derivative; and 0.1 to 5 wt. % of one or more surfactants. The fatty acid derivative is selected from N,N-dialkyl amides, N,N-dialkyl esteramines, and N,N-dialkyl amidoamines. Preferably, a base such as sodium carbonate or monoethanolamine is also included. The invention includes concentrates comprising the non-aqueous components recited above, as well as other applications for the cleaners and concentrates such as graffiti removers and permanent ink erasers. The combination of a monoterpene and certain fatty acid derivatives, especially fatty N,N-dialkyl amides, unexpectedly enables even dilute aqueous compositions to rapidly decolorize black permanent marker from hard, non-porous surfaces.
    Type: Grant
    Filed: April 12, 2013
    Date of Patent: September 12, 2017
    Assignee: Stepan Company
    Inventors: Aaron Brown, Wilma Gorman, Ronald A. Masters
  • Patent number: 9708251
    Abstract: Unsaturated fatty alcohol alkoxylates, processes for making them, and methods of using them are disclosed. In one aspect, a monounsaturated fatty alcohol alkoxylate is made by reducing a metathesis-derived monounsaturated alkyl ester, followed by alkoxylation of the resulting monounsaturated alcohol. Microscopy reveals that the monounsaturated alkoxylates have isotropic and lamellar phases over a wider range of actives levels compared with their saturated analogs. This attribute expands formulating latitude for many end-use applications. The unsaturated fatty alcohol alkoxylates are valuable in, for example, agricultural solvents, nonionic emulsifiers for agricultural compositions, hard surface cleaners, laundry detergents, specialty foams, additives or surfactants for paints or coatings, and surfactant compositions for enhanced oil recovery.
    Type: Grant
    Filed: March 13, 2013
    Date of Patent: July 18, 2017
    Assignee: Stepan Company
    Inventors: David R. Allen, Marcos Alonso, Mary Beddaoui, Randal J. Bernhardt, Aaron Brown, Xue Min Dong, Wilma Gorman, John Hutchison, Gary Luebke, Renee Luka, Franz Luxem, Andrew D. Malec, Ronald A Masters, Dennis S Murphy, Patti Skelton, Brian Sook, Chris Spaulding, Michael Wiester, Patrick Shane Wolfe
  • Patent number: 9695385
    Abstract: Surfactant compositions comprising an alkoxylate, a sulfate, or ether sulfate of a C10-C12 monounsaturated alcohol are disclosed. The alkoxylate, sulfate, or ether sulfate may derive from undecylenic acid or undecylenic alcohol. Compared with their saturated analogs, the monounsaturated alkoxylates, sulfates, and ether sulfates are less irritating, making them valuable for personal care, laundry, cleaners, and other household applications. Microscopy studies show that the alkoxylates, sulfates, and ether sulfates have favorable phase behavior over a wide range of actives levels, expanding opportunities for products with greater compaction. When combined with cationic surfactants, the alkoxylates, sulfates, and ether sulfates exhibit synergy, and they have improved solubility compared with their saturated analogs. The surfactants find value for the personal care, laundry and cleaning, emulsion polymerization, agricultural products, oilfield applications, and specialty foams industries.
    Type: Grant
    Filed: March 5, 2014
    Date of Patent: July 4, 2017
    Assignee: STEPAN COMPANY
    Inventors: David R Allen, Randal J Bernhardt, Aaron Brown, Gregory P Dado, Xue Min Dong, Wilma Gorman, Ronald Masters, Patti Skelton