Patents Assigned to Stepan Company
-
Patent number: 12637534Abstract: Rigid polyurethane or polyisocyanurate foams, polyester polyols used to produce them, and methods for formulating the foams are disclosed. The foams comprise a reaction product of a polyisocyanate, a polyester polyol, water, a surfactant, a catalyst and optional ingredients. The polyester polyols comprise a phthalimide-containing polyacid, a phthalimide-containing polyol, or a combination thereof. Rigid foams produced from the polyester polyols exhibit higher thermal stability and/or greater intumescence when compared with foams made from other polyester polyols. The phthalimide-containing polyester polyols should allow formulators to improve the flammability performance of rigid foams with reduced levels of flame retardants and/or lower index and should facilitate the production of thinner insulation panels.Type: GrantFiled: November 5, 2020Date of Patent: May 26, 2026Assignee: STEPAN COMPANYInventors: Carl William Liskey, Warren A. Kaplan, Daniel Yocius
-
Patent number: 12486472Abstract: Clear, stable concentrated liquid compositions are disclosed that comprise from 30% to 90% by weight of an esterquat active, and from 10% to 50% by weight of a particular solvent system. The esterquat active is the quaternized reaction product of a fatty acyl source having an Iodine Value of 40 to 130 reacted with an alkanolamine at a fatty acyl to alkanolamine molar ratio of 1.0:1 to 2.2:1. The concentrated liquid compositions have a VOC content of less than 5%, a Biorenewable Carbon Index (BCI) of at least 20 and a viscosity of less than 5000 cP at 25° C. The concentrated liquid compositions can be easily diluted in water to form stable aqueous dispersions.Type: GrantFiled: October 28, 2022Date of Patent: December 2, 2025Assignee: Stepan CompanyInventors: Dennis S. Murphy, Kathryn E. Merwin, Teresa Germain, Patrick Shane Wolfe, Sebastian Flieger
-
Patent number: 12398246Abstract: Copolymers comprising recurring units of a phenyl glycidyl ether and alkylene oxides are disclosed. Some of the copolymers comprise a di- or polyfunctional nucleophilic initiator and recurring units of the phenyl glycidyl ether and an alkylene oxide. The di- or polyfunctional nucleophilic initiator is an alcohol, phenol, amine, thiol, thiophenol, sulfinic acid, or deprotonated species thereof. Other copolymers comprise a monofunctional nucleophilic initiator selected from thiols, thiophenols, aralkylated phenols, sulfinic acids, secondary amines, C10-C20 terpene alcohols, and deprotonated species thereof. Pigments dispersions comprising the copolymers are also disclosed. The copolymers meet the growing needs of the industry with their ease of manufacture, diverse structures, and desirable performance attributes for dispersing a wide range of organic and inorganic pigments. Agricultural applications for the copolymers are also disclosed.Type: GrantFiled: February 21, 2024Date of Patent: August 26, 2025Assignee: STEPAN COMPANYInventors: Timothy A. Boebel, Xue Min Dong, E. Carolina Rojas, Renee Luka, Gary Luebke, Paul W. Knox
-
Patent number: 12291673Abstract: A hydraulic fracturing method for recovering oil from a low-temperature subterranean oil formation is disclosed. Before, during, or after inducing hydraulic fracturing within the formation, a particulate, degradable polyester diverting agent is introduced into the formation in an amount effective to improve oil production from the formation. The diverting agent is allowed to degrade, and oil is recovered. The diverting agent has a melting point greater than the average temperature of the formation and is selected from: (i) ethylene glycol succinates; (ii) acid-terminated ethylene glycol succinates; (iii) acid-terminated polyglycolic acids; (iv) acid-terminated polylactic acids; and (v) mixtures of any of (i) through (iv) with a half acid ester.Type: GrantFiled: December 27, 2023Date of Patent: May 6, 2025Assignee: STEPAN COMPANYInventors: Douglas Kip Hillshafer, Sarah Wolek
-
Patent number: 12285825Abstract: 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: GrantFiled: February 27, 2020Date of Patent: April 29, 2025Assignee: STEPAN COMPANYInventors: Liban Jirmo, Ronald A. Masters
-
Patent number: 12270010Abstract: 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: April 8, 2025Assignee: STEPAN COMPANYInventors: Ronald A. Masters, Mona Marie Knock, Patrick Shane Wolfe, Timothy A. Boebel, Xue Min Dong, Dennis S. Murphy
-
Patent number: 12180116Abstract: A surfactant composition is disclosed comprising a first alkyl sulfate surfactant, optionally a second alkyl sulfate surfactant, and optionally an alkyl ether sulfate. The first and second alkyl sulfate surfactants have Formula (1): R1—OSO3?+M1??(1) and the alkyl ether sulfate has Formula (2): R2—(OCH2CH2)yOSO3?+M2??(2) in which R1 and R2 are independently selected linear or branched alkyl or a combination thereof having from 6 to 14 carbon atoms, y has an average value from 0.1 to 5, and M1 and M2 are cations independently selected from sodium, calcium, ammonium, or a combination of two or all of these. Use of the composition as a foaming agent for gypsum slurries, and of the gypsum slurries for formation of gypsum boards, are disclosed.Type: GrantFiled: May 19, 2023Date of Patent: December 31, 2024Assignees: STEPAN COMPANY, SAINT-GOBAIN PLACOInventors: Brian K. Mirous, Hamouda Jaffel
-
Patent number: 12129434Abstract: A hydraulic fracturing method is disclosed. A small proportion of a nonionic surfactant is used in combination with an acrylamide polymer emulsion friction reducer, the proppant, and the base water to boost the viscosity of the fracturing fluid. The nonionic surfactant has a calculated HLB within the range of 10 to 17. The nonionic surfactants include selected aralkylated phenol ethoxylates, amine or amidoamine ethoxylates, mixed EO/PO alcohol alkoxylates, ethoxylated alcohols, ethoxylated amides, and alkylphenol ethoxylates. The nonionic surfactant boosts the viscosity of the fracturing fluid, promotes proppant transfer, and enables more-efficient hydrocarbon production.Type: GrantFiled: June 24, 2021Date of Patent: October 29, 2024Assignee: STEPAN COMPANYInventors: Alhad Phatak, Yonglin Ren, Brian Seymour-Loya, Aaron Sanders
-
Patent number: 12104008Abstract: Polyether- or polyester-epoxide polymer (PEEP) compositions are disclosed. The compositions comprise reaction products of a polyepoxide compound and a polyol composition. The polyol composition has a melting point within the range of 20° C. to 100° C. and a hydroxyl number less than 35 mg KOH/g. The PEEP composition is a solid-solid phase-change material. As measured by differential scanning calorimetry (DSC) at a heating/cooling rate of 10° C./minute, the PEEP composition has a transition temperature within the range of ?10° C. to 70° C., a latent heat at the transition temperature within the range of 30 to 200 J/g, and little or no detectable hysteresis or supercooling upon thermal cycling over at least five heating/cooling cycles that encompass the transition temperature.Type: GrantFiled: August 14, 2020Date of Patent: October 1, 2024Assignee: STEPAN COMPANYInventors: Zhenhua Cui, Warren A. Kaplan, Sarah Wolek
-
Patent number: 12043857Abstract: Provided is a method for improving the yield of rhamnolipids comprising culturing in medium containing a triglyceride containing oil and sweetener as a carbon source.Type: GrantFiled: September 13, 2021Date of Patent: July 23, 2024Assignee: Stepan CompanyInventor: Nattaporn Lohitharn
-
Patent number: 12037489Abstract: A rigid PU or PU-PIR foam comprising a reaction product of water, a catalyst, a foam-stabilizing surfactant, a polyisocyanate, a blowing agent and a blend comprising: (a) 90 to 99 wt. % of an aromatic polyester polyol having a hydroxyl number within the range of 150 to 400 mg KOH/g; and (b) 1 to 10 wt. % of a fatty acid derivative selected from the group consisting of C8 to C18 fatty acid esters and C8 to C18 fatty acid amides.Type: GrantFiled: May 8, 2023Date of Patent: July 16, 2024Assignee: STEPAN COMPANYInventors: Warren A. Kaplan, Zhenhua Cui, Sarah Wolek
-
Patent number: 11993708Abstract: Blends comprising an aromatic polyester polyol and a 1 to 10 wt. % of a fatty acid derivative are disclosed. The fatty acid derivative is a C8 to C18 fatty acid ester or a C8 to C18 fatty acid amide. Also disclosed are rigid PU or PU-PIR foams that comprise a reaction product of water, a catalyst, a foam-stabilizing surfactant, a polyisocyanate, a blowing agent, and the polyester polyol/fatty acid derivative blends. Surprisingly, low-temperature R-values of rigid foams based on pentane blowing agents can be improved significantly by using blends of aromatic polyester polyols and a minor proportion of readily available fatty acid derivatives. In some aspects, the difference between initial R-values of the foam measured at 75° F. and 40° F. is at least 5% greater than that of a similar foam prepared in the absence of the fatty acid derivative.Type: GrantFiled: October 9, 2020Date of Patent: May 28, 2024Assignee: STEPAN COMPANYInventors: Warren A. Kaplan, Zhenhua Cui, Sarah Wolek
-
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
-
Patent number: 11970571Abstract: Noise, vibration, or harshness (NVH) properties of an industrial or consumer product are reduced by incorporating therein an effective amount of a polyether- or polyester-epoxide polymer (PEEP) composition. The PEEP compositions are one-component or two-component reaction products of a polyepoxide compound and a polyol composition. The PEEP compositions have a glass-transition temperature within the range of ?50° C. to 50° C. and a loss factor of at least 0.5 by ASTM D5992 over a temperature range of at least 15 Celsius degrees at one or more frequencies within the range of 0.1 to 10,000 Hz. The PEEP compositions provide NVH damping over a broad temperature range, have improved flexibility compared with conventional epoxy technologies, avoid amine and isocyanate reactants, and can be tailored to meet target specifications.Type: GrantFiled: October 26, 2021Date of Patent: April 30, 2024Assignee: STEPAN COMPANYInventors: Michael E. O'Brien, Warren A. Kaplan, Sarah Wolek, Jennifer S. Westfall, Calvin Gang
-
Patent number: 11939434Abstract: Copolymers comprising recurring units of a phenyl glycidyl ether and alkylene oxides are disclosed. Some of the copolymers comprise a di- or polyfunctional nucleophilic initiator and recurring units of the phenyl glycidyl ether and an alkylene oxide. The di- or polyfunctional nucleophilic initiator is an alcohol, phenol, amine, thiol, thiophenol, sulfinic acid, or deprotonated species thereof. Other copolymers comprise a monofunctional nucleophilic initiator selected from thiols, thiophenols, aralkylated phenols, sulfinic acids, secondary amines, C10-C20 terpene alcohols, and deprotonated species thereof. Pigments dispersions comprising the copolymers are also disclosed. The copolymers meet the growing needs of the industry with their ease of manufacture, diverse structures, and desirable performance attributes for dispersing a wide range of organic and inorganic pigments. Agricultural applications for the copolymers are also disclosed.Type: GrantFiled: March 31, 2020Date of Patent: March 26, 2024Assignee: STEPAN COMPANYInventors: Timothy A. Boebel, Xue Min Dong, E. Carolina Rojas, Renee Luka, Gary Luebke, Paul W. Knox
-
Patent number: 11919993Abstract: Polyester polyols for use in low-VOC polyurethane compositions are disclosed. The polyester polyols are the reaction product of at least one aliphatic polycarboxylic acid, at least one alkoxylated polyalcohol having a functionality of 2.0 or greater, and one or more polyalcohols other than an alkoxylated polyalcohol. The polyester polyols can be formulated into polyurethane compositions to obtain a polyurethane having a low VOC content. The polyurethane composition is particularly suitable for polyurethane coating applications.Type: GrantFiled: July 22, 2020Date of Patent: March 5, 2024Assignee: Stepan CompanyInventors: Michael E. O'Brien, Jeffrey R. Janos
-
Patent number: 11898096Abstract: A hydraulic fracturing method for recovering oil from a low-temperature subterranean oil formation is disclosed. Before, during, or after inducing hydraulic fracturing within the formation, a particulate, degradable polyester diverting agent is introduced into the formation in an amount effective to improve oil production from the formation. The diverting agent is allowed to degrade, and oil is recovered. The diverting agent has a melting point greater than the average temperature of the formation and is selected from: (i) ethylene glycol succinates; (ii) acid-terminated ethylene glycol succinates; (iii) acid-terminated polyglycolic acids; (iv) acid-terminated polylactic acids; (v) mixtures of any of (i) through (iv) with a half acid ester; and (vi) mixtures of polylactic acids or polyglycolic acids with a half acid ester.Type: GrantFiled: June 15, 2020Date of Patent: February 13, 2024Assignee: Stepan CompanyInventors: Douglas Kip Hillshafer, Sarah Wolek
-
Patent number: 11879093Abstract: A method for inhibiting corrosion of pipelines and other metal surfaces, particularly those used in the oil-and-gas industry, is disclosed. The method comprises treating a brine-exposed metal surface with a film-forming composition. The composition comprises a quaternary surfactant, which is made by reacting a polyalkylene glycol (PAG), a haloalkanoic acid, and a tertiary fatty amine that optionally incorporates amide or ester functionality. The surfactant comprises a PAG monoester quat and a PAG diester diquat and may have other components. The quaternary surfactants provide good corrosion protection and can partition effectively from an oily phase into a brine phase in the absence of agitation. The surfactants are easy to synthesize economically and have structures that can be tailored to meet local HLB requirements.Type: GrantFiled: July 29, 2020Date of Patent: January 23, 2024Assignee: STEPAN COMPANYInventors: Maxime Feche, Mathieu Pepin, Elodie Shaw, Laure Canal, José Santiago, Milan Bartos, Alla Crabtree
-
Patent number: 11827836Abstract: A demulsified composition comprising a clear oil phase comprising hydrocarbons, a clear brine phase comprising up to 5 wt. % of a diethanolamine-based C8-C18 alkanolamide demulsifying agent, and a water-wetted solid phase.Type: GrantFiled: September 21, 2022Date of Patent: November 28, 2023Assignee: STEPAN COMPANYInventors: Yongling Ginger Ren, Aaron Sanders, Jonathan Mohandessi
-
Patent number: 11827544Abstract: A method of degrading 1,4-dioxane in the wastewater produced during the manufacture of alkyl ether sulfates is disclosed. The method includes the steps of (a) mixing from 100 to 10,000 ppm, preferably 1,000 to 4,000 ppm of ozone with the wastewater; (b) introducing H2O2 into the wastewater in an amount of 0.01 to 10, preferably 0.1 to 0.5 molar equivalents of H2O2 to ozone, and (c) mixing the ozone, H2O2, and wastewater to generate hydroxyl radicals reactive with the 1,4-dioxane, without the addition of a metal catalyst. The hydroxyl radicals react with the 1,4-dioxane and degrade it into carbon dioxide, water and/or carbonate. The method is effective to reduce a concentration of 1,4-dioxane in the wastewater from a range of about 10 ppm to about 1000 ppm of dioxane down to less than 5 ppb of 1,4-dioxane after treatment. The method is also effective for removing hydrocarbon species that may be present in the wastewater.Type: GrantFiled: December 9, 2022Date of Patent: November 28, 2023Assignee: Stepan CompanyInventors: Matthew V. Vollmer, Donald E. Oulman, Aaron Brown, Dennis Smith, Doug Gustafson, Terry Applebury