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公开(公告)号:US10590749B2
公开(公告)日:2020-03-17
申请号:US15503293
申请日:2015-07-31
Applicant: Stepan Company
Inventor: Aaron Sanders , Gregory P. Dado , Brian Holland , Xue Min Dong , E. Carolina Rojas
Abstract: Methods for making efficient use of steam in a steam-assisted gravity drainage (SAGD) process for recovering heavy oils from tar sands and similar petroleum deposits are disclosed. The methods utilize a surfactant to generate steam foam in ways that maximize efficient use of steam. In some aspects, steam foam is used in water layers or gas caps that reside above steam chambers to prevent loss of steam from the steam chamber. The predominant use of relatively dry steam in SAGD processes makes it challenging to find ways to introduce surfactants and generate steam foam. However, decreasing the mobility of the steam by converting at least some of it to foam allows the wellbore and steam chambers above the injection site to be more fully developed, provides for more effective heat transfer to the heavy oil and rock, improves production, and allows recovery of the heavy oil with a minimum amount of steam usage.
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公开(公告)号:US10513670B2
公开(公告)日:2019-12-24
申请号:US15482932
申请日:2017-04-10
Applicant: STEPAN COMPANY
Inventor: Randal J. Bernhardt , Xue Min Dong
IPC: C11D1/65 , A01N25/04 , A61K8/46 , A61K8/49 , A61Q19/00 , C09K8/584 , A61K8/41 , A61Q5/02 , A61Q19/10 , C11D11/00 , C11D1/02 , C11D1/62
Abstract: Synergistic surfactant blends are disclosed. In one aspect, the blend comprises an anionic surfactant and a metathesis-based cationic surfactant comprising a quaternized derivative. The quaternized derivative is a quaternized fatty amine, quaternized fatty amidoamine, imidazoline quat, or esteramine quat made from a metathesis-derived C10-C17 monounsaturated acid or its ester derivative. Also disclosed are synergistic surfactant blends comprising a cationic surfactant and a metathesis-based anionic surfactant comprising a sulfonated derivative. The sulfonated derivative is a fatty ester sulfonate, fatty acid sulfonate, sulfoestolide, fatty amide sulfonate, sulfonated fatty ester alkoxylate, imidazoline quat sulfonate, sulfonated amidoamine oxide, or sulfonated amidoamine betaine. The synergistic blends have a negative β value or a reduced interfacial tension (IFT) when compared with an expected IFT value calculated from the individual surfactant components. Blends of the invention also exhibit surprisingly favorable solubility profiles. The surfactant blends are useful for laundry detergents, dish detergents, household or industrial cleaners, personal care products, agricultural products, building materials, oil recovery compositions, emulsion polymers, and other practical applications.
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公开(公告)号:US10233412B2
公开(公告)日:2019-03-19
申请号:US15674608
申请日:2017-08-11
Applicant: STEPAN COMPANY
Inventor: Aaron Brown , Wilma Gorman , Ronald A. Masters
IPC: C11D1/29 , C11D3/32 , C11D3/50 , C11D3/10 , C11D11/00 , C11D17/04 , C11D1/66 , C11D1/02 , C11D3/30 , C11D1/38 , C11D3/18 , C11D3/20 , B43K29/05 , C11D1/83 , C11D1/46 , C11D1/52 , C11D1/645 , C11D1/65 , C11D1/835 , C11D1/94
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.
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公开(公告)号:US09828570B2
公开(公告)日:2017-11-28
申请号:US14867039
申请日:2015-09-28
Applicant: Stepan Company
Inventor: 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
IPC: C08K5/23 , C08K5/42 , A01N57/18 , C11D1/66 , C07C6/04 , C07C41/03 , C07C43/11 , C07C67/26 , A01N25/02 , A01N25/04 , A01N25/30 , A01N33/12 , A01N37/18 , A01N37/44 , A01N41/04 , A61K8/41 , A61K8/42 , A61K8/44 , A61K8/46 , A61K8/92 , A61Q5/12 , A61Q19/10 , A62D1/02 , B01F17/00 , C07C69/533 , C07C69/593 , C07C209/12 , C07C211/21 , C07C219/08 , C07C231/12 , C07C237/16 , C07C303/18 , C08G65/26 , C08K5/01 , C08K5/20 , C11C3/00 , C11C3/08 , C11D1/00 , C11D1/04 , C11D1/28 , C11D1/62 , C11D1/65 , C11D1/74 , C11D1/83 , C11D1/90 , C11D1/92 , C11D1/94 , C11D3/48 , A01N57/20 , C04B24/12 , C04B24/16 , C07C309/69 , C09D5/00 , C09D7/12 , C09K8/54 , C09K8/584 , C11D1/75 , C04B28/02 , C04B28/14 , C04B38/10 , C09K8/00 , C09K15/28 , C08K5/17 , C08K5/32
CPC classification number: C11D1/66 , A01N25/02 , A01N25/04 , A01N25/30 , A01N33/12 , A01N37/18 , A01N37/44 , A01N41/04 , A01N57/20 , A61K8/41 , A61K8/416 , A61K8/42 , A61K8/44 , A61K8/466 , A61K8/92 , A61Q5/12 , A61Q19/10 , A62D1/0071 , B01F17/0028 , B01F17/0057 , C04B24/121 , C04B24/124 , C04B24/16 , C04B28/02 , C04B28/14 , C04B38/10 , C07C6/04 , C07C41/03 , C07C43/11 , C07C67/26 , C07C69/533 , C07C69/593 , C07C209/12 , C07C211/21 , C07C219/08 , C07C231/12 , C07C237/16 , C07C303/18 , C07C309/69 , C08G65/2615 , C08K5/01 , C08K5/17 , C08K5/20 , C08K5/32 , C08K5/42 , C09D5/00 , C09D7/63 , C09K8/00 , C09K8/54 , C09K8/584 , C09K15/28 , C09K2208/32 , C11C3/00 , C11C3/08 , C11D1/002 , C11D1/04 , C11D1/28 , C11D1/62 , C11D1/652 , C11D1/74 , C11D1/75 , C11D1/83 , C11D1/90 , C11D1/92 , C11D1/94 , C11D3/48 , C07C211/63 , C07C211/64 , C07C233/38 , C07C309/14 , A01N33/18 , A01N39/04 , A01N43/653 , A01N51/00 , A01N43/40 , A01N43/56 , A01N53/00 , C07C11/02
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.
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公开(公告)号:US09758751B2
公开(公告)日:2017-09-12
申请号:US14395090
申请日:2013-04-12
Applicant: Stepan Company
Inventor: Aaron Brown , Wilma Gorman , Ronald A. Masters
IPC: C11D1/02 , C11D1/66 , C11D3/50 , C11D11/00 , C11D17/04 , C11D3/18 , C11D3/20 , C11D3/32 , B43K29/05 , C11D1/83 , C11D3/10 , C11D1/46 , C11D1/52 , C11D1/645 , C11D1/65 , C11D1/835 , C11D1/94
CPC classification number: C11D11/0023 , B43K29/05 , C11D1/46 , C11D1/521 , C11D1/528 , C11D1/645 , C11D1/65 , C11D1/83 , C11D1/835 , C11D1/94 , C11D3/10 , C11D3/188 , C11D3/2037 , C11D3/2062 , C11D3/32 , C11D11/0052 , C11D17/046
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.
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公开(公告)号:US09708251B2
公开(公告)日:2017-07-18
申请号:US14395829
申请日:2013-03-13
Applicant: Stepan Company
Inventor: 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
IPC: A61K47/00 , C07C309/10 , C11D1/14 , C11D1/29 , A01N25/30 , A61K8/46 , B01F17/00 , C04B38/10 , C07C29/147 , C07C303/14 , C07C303/32 , C07C309/08 , C11D1/37 , C07C41/06 , C09D7/12 , C11D1/66 , C07C41/03
CPC classification number: C07C309/10 , A01N25/30 , A61K8/463 , A61K8/466 , A61K2800/10 , B01F17/0057 , B01F17/0092 , C04B38/10 , C07C29/147 , C07C41/03 , C07C41/06 , C07C303/14 , C07C303/32 , C07C309/08 , C09D7/63 , C11D1/143 , C11D1/146 , C11D1/29 , C11D1/37 , C11D1/66 , A01N37/34 , A01N43/40 , A01N43/56 , A01N43/653 , A01N43/70 , A01N47/30 , A01N51/00 , C07C43/1785 , C07C33/025
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.
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公开(公告)号:US09688944B2
公开(公告)日:2017-06-27
申请号:US14395082
申请日:2013-04-12
Applicant: Stepan Company
Inventor: Randal J. Bernhardt , Xue Min Dong
IPC: C11D1/65 , A01N25/04 , A61K8/46 , A61K8/49 , A61Q19/00 , C09K8/584 , A61K8/41 , A61Q5/02 , A61Q19/10 , C11D1/02 , C11D1/62
CPC classification number: C11D1/65 , A01N25/04 , A61K8/416 , A61K8/466 , A61K8/4946 , A61K2800/596 , A61Q5/02 , A61Q19/00 , A61Q19/10 , C09K8/584 , C11D1/02 , C11D1/62 , C11D1/652 , C11D11/0017 , C11D11/0023
Abstract: Synergistic surfactant blends are disclosed. In one aspect, the blend comprises an anionic surfactant and a metathesis-based cationic surfactant comprising a quaternized derivative. The quaternized derivative is a quaternized fatty amine, quaternized fatty amidoamine, imidazoline quat, or esteramine quat made from a metathesis-derived C10-C17 monounsaturated acid or its ester derivative. Also disclosed are synergistic surfactant blends comprising a cationic surfactant and a metathesisbased anionic surfactant comprising a sulfonated derivative. The sulfonated derivative is a fatty ester sulfonate, fatty acid sulfonate, sulfoestolide, fatty amide sulfonate, sulfonated fatty ester alkoxylate, imidazoline quat sulfonate, sulfonated amidoamine oxide, or sulfonated amidoamine betaine. The synergistic blends have a negative value or a reduced interfacial tension (IFT) when compared with an expected IFT value calculated from the individual surfactant components. Blends of the invention also exhibit surprisingly favorable solubility profiles.
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公开(公告)号:US09668474B2
公开(公告)日:2017-06-06
申请号:US14455035
申请日:2014-08-08
Applicant: Stepan Company
Inventor: John Hawkins , Emilie Pace , Laetitia Lebert
IPC: A61K8/04 , A01N25/30 , C11D17/00 , A61Q5/02 , A61Q19/10 , A61K8/34 , A61K8/37 , A61K8/41 , A61K8/44 , A61K8/46 , A61K8/60 , A61K8/86 , A61K8/14 , C11D1/14 , C11D1/29 , C11D1/66 , C11D1/72 , C11D1/75 , C11D1/90 , C11D1/92
CPC classification number: A01N25/30 , A61K8/14 , A61K8/342 , A61K8/375 , A61K8/41 , A61K8/44 , A61K8/442 , A61K8/463 , A61K8/60 , A61K8/86 , A61K2201/012 , A61K2201/24 , A61K2800/262 , A61K2800/30 , A61K2800/596 , A61Q5/02 , A61Q19/10 , C11D1/146 , C11D1/29 , C11D1/662 , C11D1/667 , C11D1/72 , C11D1/75 , C11D1/90 , C11D1/92 , C11D17/0026 , A01N37/34
Abstract: A structured surfactant system with a very high degree of clarity. The system comprises water and a mixture of at least one surfactant having a HLB (Hydrophilic Lipophilic Balance) value of less than 10, and at least one surfactant having an HLB value of 10 or greater. The structured surfactant system forms multilamellar vesicles and has suspending properties without added electrolytes, carbohydrates, or polymeric thickeners. This makes the structured surfactant system particularly useful in personal care compositions.
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公开(公告)号:US09587106B2
公开(公告)日:2017-03-07
申请号:US14486604
申请日:2014-09-15
Applicant: Stepan Company
Inventor: Gregory Paul Dado , Dale Lee Handlin, Jr. , Carl Lesley Willis
CPC classification number: C08L53/025 , C08F8/36 , C08F2800/20 , C08G81/022 , C08L2201/56 , C08F297/044 , C08F8/04
Abstract: Improved methods for preparing sulfonated block polymers with acyl sulfates in non-halogenated aliphatic solvents are provided. The methods include the sulfonation of a precursor block polymer with an acyl sulfate in a reaction mixture further comprising at least one non-halogenated aliphatic solvent to form a sulfonated block polymer, wherein the initial concentration of the precursor block polymer is in the range of from about 0.1 wt % to a concentration that is below the limiting concentration of the precursor block polymer based on the total weight of the reaction mixture. A sulfonation degree of greater than about 1.0 milliequivalent sulfonic acid per gram sulfonated block polymer can be achieved substantially free of polymer precipitation and free of disabling gelation.
Abstract translation: 提供了在非卤代脂族溶剂中制备具有酰基硫酸盐的磺化嵌段聚合物的改进方法。 所述方法包括在还含有至少一种非卤代脂族溶剂的反应混合物中使用酰基硫酸酯磺化前体嵌段聚合物以形成磺化嵌段聚合物,其中前体嵌段聚合物的初始浓度范围为 约0.1重量%至低于前体嵌段聚合物的极限浓度的浓度,基于反应混合物的总重量。 可以实现大于约1.0毫当量磺酸/克磺化嵌段聚合物的磺化度,基本上不含聚合物沉淀并且没有失效的凝胶化。
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公开(公告)号:US09506013B2
公开(公告)日:2016-11-29
申请号:US14881283
申请日:2015-10-13
Applicant: Stepan Company
Inventor: Dave R Allen , Marcos Alonso , Randal J Bernhardt , Aaron Brown , Kelly Buchek , Sangeeta Ganguly-Mink , Brian Holland , Andrew D Malec , Ronald A. Masters , Dennis S. Murphy , Patti Skelton , Brian Sook , Michael Wiester , Patrick Shane Wolfe
IPC: C11C3/04 , C07C67/26 , C07C6/04 , C07C41/03 , C07C43/11 , C07C67/02 , A01N25/02 , A01N25/04 , A01N25/30 , A01N33/12 , A01N37/18 , A01N37/44 , A01N41/04 , A61K8/41 , A61K8/42 , A61K8/44 , A61K8/46 , A61K8/92 , A61Q5/12 , A61Q19/10 , A62D1/02 , B01F17/00 , C07C69/533 , C07C69/593 , C07C209/12 , C07C211/21 , C07C219/08 , C07C231/12 , C07C237/16 , C07C303/18 , C08G65/26 , C08K5/01 , C08K5/20 , C11C3/00 , C11C3/08 , C11D1/00 , C11D1/04 , C11D1/28 , C11D1/62 , C11D1/65 , C11D1/74 , C11D1/83 , C11D1/90 , C11D1/92 , C11D1/94 , C11D3/48 , C09K8/00 , C09K15/28
CPC classification number: C11C3/04 , A01N25/02 , A01N25/04 , A01N25/30 , A01N33/12 , A01N37/18 , A01N37/44 , A01N41/04 , A61K8/39 , A61K8/416 , A61K8/42 , A61K8/44 , A61K8/466 , A61K8/86 , A61K8/92 , A61Q5/12 , A61Q17/005 , A61Q19/10 , A62D1/0071 , B01F17/0028 , B01F17/0057 , C07C6/04 , C07C41/03 , C07C43/11 , C07C67/02 , C07C67/26 , C07C69/533 , C07C69/593 , C07C209/12 , C07C211/21 , C07C219/08 , C07C231/12 , C07C237/16 , C07C303/18 , C08G65/2615 , C08K5/01 , C08K5/20 , C09K8/00 , C09K15/28 , C11C3/00 , C11C3/08 , C11D1/002 , C11D1/04 , C11D1/28 , C11D1/62 , C11D1/652 , C11D1/74 , C11D1/83 , C11D1/90 , C11D1/92 , C11D1/94 , C11D3/48 , C07C211/63 , C07C211/64 , C07C233/38 , C07C309/14 , A01N33/18 , A01N39/04 , A01N43/653 , A01N51/00 , A01N57/20 , A01N43/40 , A01N43/56 , A01N53/00
Abstract: Alkoxylated fatty ester compositions are disclosed. In one aspect, the compositions comprise a reaction product of a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives with one or more alkylene oxides in the presence of an insertion catalyst to give an alkoxylated fatty ester. In another aspect, the metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or its ester derivative is reacted with a glycol ether or a glycol ether alkoxylate, to give an alkoxylated fatty ester. In yet another aspect, the metathesis-derived C10-C17 monounsaturated acid or octadecene-1,18-dioic acid is reacted with one or more alkylene oxides to give a fatty acid alkoxylate, followed by etherification of the fatty acid alkoxylate.
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