Patents by Inventor A. Ronald Masters
A. Ronald 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).
-
Patent number: 11981879Abstract: 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: GrantFiled: January 18, 2021Date of Patent: May 14, 2024Assignee: STEPAN COMPANYInventors: Ronald A. Masters, Mona Marie Knock, Patrick Shane Wolfe, Timothy A. Boebel, Xue Min Dong, Dennis S. Murphy
-
Publication number: 20240057593Abstract: 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: ApplicationFiled: September 22, 2023Publication date: February 22, 2024Inventors: Christopher Lynch, Ronald A. Masters, Brandon Benko, Vanessa DeMarco, Alexander Nikoloff
-
Patent number: 11760889Abstract: 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: GrantFiled: July 15, 2020Date of Patent: September 19, 2023Assignee: Stepan CompanyInventors: 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: 11560530Abstract: 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: GrantFiled: April 4, 2019Date of Patent: January 24, 2023Assignee: Stepan CompanyInventors: Randal J. Bernhardt, Wilma Gorman, Ronald Masters
-
Publication number: 20220226940Abstract: 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: ApplicationFiled: February 27, 2020Publication date: July 21, 2022Inventors: Liban JIRMO, Ronald A. MASTERS
-
Publication number: 20210139815Abstract: 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: ApplicationFiled: January 18, 2021Publication date: May 13, 2021Inventors: Ronald A. MASTERS, Mona Marie KNOCK, Patrick Shane WOLFE, Timothy A. BOEBEL, Xue Min DONG, Dennis S. MURPHY
-
Publication number: 20200347245Abstract: 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: ApplicationFiled: July 15, 2020Publication date: November 5, 2020Inventors: 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: 10745347Abstract: 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: GrantFiled: March 13, 2013Date of Patent: August 18, 2020Assignee: STEPAN COMPANYInventors: 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: 20190225915Abstract: 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: ApplicationFiled: April 4, 2019Publication date: July 25, 2019Inventors: David R. Allen, Randal J. Bernhardt, Aaron Brown, Gregory P. Dado, Xue Min Dong, Wilma Gorman, Ronald Masters, Patti Skelton
-
Patent number: 10322994Abstract: 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: GrantFiled: January 11, 2017Date of Patent: June 18, 2019Assignee: Stepan CompanyInventors: 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: 10287530Abstract: 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: GrantFiled: May 26, 2017Date of Patent: May 14, 2019Assignee: STEPAN COMPANYInventors: David R. Allen, Randal J. Bernhardt, Aaron Brown, Gregory P. Dado, Xue Min Dong, Wilma Gorman, Ronald Masters, Patti Skelton
-
Patent number: 10233412Abstract: 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: GrantFiled: August 11, 2017Date of Patent: March 19, 2019Assignee: STEPAN COMPANYInventors: Aaron Brown, Wilma Gorman, Ronald A. Masters
-
Publication number: 20170342354Abstract: 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: ApplicationFiled: August 11, 2017Publication date: November 30, 2017Inventors: Aaron Brown, Wilma Gorman, Ronald A. Masters
-
Patent number: 9828570Abstract: 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: GrantFiled: September 28, 2015Date of Patent: November 28, 2017Assignee: Stepan CompanyInventors: 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: 9815780Abstract: 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: GrantFiled: September 28, 2015Date of Patent: November 14, 2017Assignee: Stepan CompanyInventors: 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: 9796662Abstract: 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: GrantFiled: October 1, 2015Date of Patent: October 24, 2017Assignee: Stepan CompanyInventors: 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: 9777248Abstract: 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: GrantFiled: September 5, 2013Date of Patent: October 3, 2017Assignee: Stepan CompanyInventors: Ronald A. Masters, Wilma Gorman
-
Publication number: 20170267946Abstract: 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: ApplicationFiled: May 26, 2017Publication date: September 21, 2017Inventors: David R. Allen, Randal J. Bernhardt, Aaron Brown, Gregory P. Dado, Xue Min Dong, Wilma Gorman, Ronald Masters, Patti Skelton
-
Patent number: 9758751Abstract: 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: GrantFiled: April 12, 2013Date of Patent: September 12, 2017Assignee: Stepan CompanyInventors: Aaron Brown, Wilma Gorman, Ronald A. Masters
-
Patent number: 9708251Abstract: 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: GrantFiled: March 13, 2013Date of Patent: July 18, 2017Assignee: Stepan CompanyInventors: 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