公开(公告)号：US10590331B2

公开(公告)日：2020-03-17

申请号：US15750026

申请日：2016-07-28

Applicant: STEPAN COMPANY

Inventor： E. Carolina Rojas ,  Xue Min Dong ,  Aaron Sanders ,  Gregory P. Dado

IPC: C09K8/592 ,  C11D1/14 ,  C11D1/22 ,  C07C303/20 ,  C07C303/22 ,  C07C309/04 ,  C07C309/05 ,  C07C309/10 ,  C07C309/19 ,  C07C309/24 ,  C09K8/584 ,  E21B43/24 ,  E21B37/06 ,  E21B41/02

Abstract: Mixed dimer and mixed oligomer compositions are disclosed. The mixed dimer compositions comprise a monosulfonated cross-dimer or a salt thereof. The monosulfonated cross-dimer is a reaction product of (a) an alpha-olefin sulfonic acid (AOS acid); and (b) an unsulfonated olefin, an unsulfonated olefin precursor, or a functionalized olefin. The mixed oligomer compositions comprise a mono- or polysulfonated cross-oligomer or a salt thereof. The mono- or polysulfonated cross-oligomer is a reaction product of (a) an AOS acid; and (b) an unsulfonated diolefin or an unsulfonated diolefin precursor. Various methods for making the mixed dimer or oligomer compositions are described. Salts of the mixed dimer and oligomer compositions are useful surfactants for foams used in oilfield and other applications. The foams have improved high-temperature stability when compared with foams from AOS dimer acid salts.

公开(公告)号：US20190225915A1

公开(公告)日：2019-07-25

申请号：US16374819

申请日：2019-04-04

Applicant: Stepan Company

Inventor： David R. Allen ,  Randal J. Bernhardt ,  Aaron Brown ,  Gregory P. Dado ,  Xue Min Dong ,  Wilma Gorman ,  Ronald Masters ,  Patti Skelton

IPC: C11D1/14 ,  A01N25/00 ,  A01N25/30 ,  C07C305/10

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.

公开(公告)号：US10315988B2

公开(公告)日：2019-06-11

申请号：US15749798

申请日：2016-07-28

Applicant: STEPAN COMPANY

Inventor： Gregory P. Dado ,  Aaron Sanders ,  Xue Min Dong ,  E. Carolina Rojas

IPC: C09K8/02 ,  C09K8/94 ,  C07G99/00 ,  C07C303/06 ,  C07C303/22 ,  C07C309/04 ,  C07C309/05 ,  C07C309/20 ,  C07C309/62

Abstract: Methods of making an alpha-olefin sulfonic dimer acid (AOS dimer acid) are disclosed. In one method, an alpha-olefin is sulfonated, preferably with sulfur trioxide, to produce a mixture comprising an alpha-olefin sulfonic acid (AOS acid) and sulfur dioxide. This mixture is then heated while purging sulfur dioxide and hydrogen sulfide from the reactor to produce an AOS dimer acid composition. In another method, the AOS acid mixture is treated to remove sulfur dioxide and is then heated to produce an AOS dimer acid composition. With either method, the resulting AOS dimer acid composition has at least a 30% decrease in the level of elemental sulfur when compared with that of an AOS dimer acid composition prepared by a similar process in the absence of any active removal of sulfur dioxide or hydrogen sulfide. AOS dimer acid compositions and salts of the AOS dimer acids, which are useful surfactants for oilfield and other applications, are also disclosed.

公开(公告)号：US09695385B2

公开(公告)日：2017-07-04

申请号：US14770912

申请日：2014-03-05

Applicant: Stepan Company

Inventor： David R Allen ,  Randal J Bernhardt ,  Aaron Brown ,  Gregory P Dado ,  Xue Min Dong ,  Wilma Gorman ,  Ronald Masters ,  Patti Skelton

IPC: A01N25/00 ,  A01N25/30 ,  C07C305/10 ,  C11D1/14

CPC classification number: C11D1/146 ,  A01N25/00 ,  A01N25/30 ,  C07C305/10

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.

公开(公告)号：US20160002571A1

公开(公告)日：2016-01-07

申请号：US14770912

申请日：2014-03-05

Applicant: STEPAN COMPANY

Inventor： David R Allen ,  Randal J Bernhardt ,  Aaron Brown ,  Gregory P Dado ,  Xue Min Dong ,  Wilma Gorman ,  Ronald Masters ,  Patti Skelton

IPC: C11D1/14 ,  A01N25/00

CPC classification number: C11D1/146 ,  A01N25/00 ,  A01N25/30 ,  C07C305/10

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.

Abstract translation: 公开了包含C10-C12单不饱和醇的烷氧基化物，硫酸盐或醚硫酸盐的表面活性剂组合物。 烷氧基化物，硫酸盐或醚硫酸盐可衍生自十一碳烯酸或十一碳烯醇。 与其饱和类似物相比，单不饱和烷氧基化物，硫酸盐和醚硫酸盐刺激性较小，使其对个人护理，洗衣，清洁剂和其他家用应用是有价值的。 显微镜研究表明，烷氧基化物，硫酸盐和醚硫酸盐在广泛的活性水平上具有良好的相位行为，扩大了具有更大压实度的产品的机会。 当与阳离子表面活性剂组合时，烷氧基化物，硫酸盐和醚硫酸盐表现出协同作用，并且与饱和类似物相比具有改善的溶解性。 表面活性剂可用于个人护理，洗衣和清洁，乳液聚合，农产品，油田应用和特种泡沫行业。

公开(公告)号：US20150087724A1

公开(公告)日：2015-03-26

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: C07C29/147 ,  C09D7/12 ,  C11D1/66 ,  C07C41/06 ,  A01N25/30

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.

Abstract translation: 公开了不饱和脂肪醇烷氧基化物，其制备方法及其使用方法。 在一个方面，单不饱和脂肪醇烷氧基化物是通过还原衍生的单不饱和烷基酯，然后将所得的单不饱和醇进行烷氧基化来制备的。 显微镜显示，与其饱和类似物相比，单不饱和烷氧基化物在更广泛的活性水平范围内具有各向同性和层状相。 该属性扩展了许多最终用途应用程序的自由度。 不饱和脂肪醇烷氧基化物在例如农用溶剂，用于农业组合物的非离子乳化剂，硬表面清洁剂，衣物洗涤剂，特种泡沫，用于油漆或涂料的添加剂或表面活性剂以及用于提高油采收率的表面活性剂组合物中是有价值的。

公开(公告)号：US20150087521A1

公开(公告)日：2015-03-26

申请号：US14395835

申请日：2013-03-13

Applicant: Stepan Company

Inventor： 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

IPC: C07C309/10 ,  C07C29/147 ,  C07C309/08 ,  A01N25/30 ,  B01F17/00 ,  C11D1/37 ,  C04B38/10 ,  C07C303/32 ,  C07C303/14

CPC classification number: C07C309/10 ,  A01N25/30 ,  A61K8/463 ,  A61K8/466 ,  A61K2800/10 ,  B01F17/0057 ,  B01F17/0092 ,  C04B38/10 ,  C07C29/147 ,  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

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.

Abstract translation: 公开了不饱和脂肪醇的硫酸酯和磺酸酯衍生物，其制备方法及其使用方法。 在一个方面，单不饱和脂肪醇组合物通过还原来自复分解衍生的单不饱和烷基酯来制备。 然后通过烷氧基化，硫酸化，磺化和硫酸化中的一种或多种将脂肪醇组合物转化成硫酸盐或磺酸盐衍生物。 特别感兴趣的是硫酸盐和醚硫酸盐衍生物。