公开(公告)号：US11760889B2

公开(公告)日：2023-09-19

申请号：US16929420

申请日：2020-07-15

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: C09D7/45 ,  A01N25/30 ,  A61K8/46 ,  C11D1/14 ,  C11D1/29 ,  B01F17/00 ,  C04B38/10 ,  C07C29/147 ,  C07C41/06 ,  C07C303/14 ,  C07C303/32 ,  C07C309/08 ,  C07C309/10 ,  C11D1/37 ,  C11D1/66 ,  C09D7/63 ,  C09K23/00

CPC classification number: C09D7/45 ,  A01N25/30 ,  A61K8/463 ,  A61K8/466 ,  C04B38/10 ,  C07C29/147 ,  C07C41/06 ,  C07C303/14 ,  C07C303/32 ,  C07C309/08 ,  C07C309/10 ,  C09D7/63 ,  C09K23/00 ,  C09K23/018 ,  C11D1/143 ,  C11D1/146 ,  C11D1/29 ,  C11D1/37 ,  C11D1/66 ,  A61K2800/10 ,  A01N25/30 ,  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. 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. The derivatives and sulfate compositions are valuable for many end-use applications, including, for example, agricultural dispersants, water-soluble herbicides, anionic emulsifiers for agricultural use, hard surface cleaners, light-duty liquid detergents, personal cleansers, gas well foamers for oilfield applications, laundry detergents, enhanced oil recovery compositions, latex paints, and specialty foams.

公开(公告)号：US20170158617A1

公开(公告)日：2017-06-08

申请号：US15403288

申请日：2017-01-11

Applicant: Stepan Company

Inventor： 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

IPC: C07C233/09 ,  A01N25/30 ,  A01N37/18 ,  A01N41/04 ,  A01N25/04 ,  C09D7/12 ,  A61K8/46 ,  A61Q19/10 ,  A61Q5/12 ,  C11D11/00 ,  C09K8/524 ,  C07C309/70 ,  A61K8/42

CPC classification number: C07C233/09 ,  A01N25/02 ,  A01N25/04 ,  A01N25/30 ,  A01N33/12 ,  A01N37/18 ,  A01N37/44 ,  A01N41/04 ,  A61K8/416 ,  A61K8/42 ,  A61K8/44 ,  A61K8/466 ,  A61K8/92 ,  A61Q5/02 ,  A61Q5/12 ,  A61Q17/005 ,  A61Q19/10 ,  A62D1/0071 ,  B01F17/0028 ,  B01F17/0057 ,  C07C69/533 ,  C07C69/593 ,  C07C209/12 ,  C07C211/21 ,  C07C219/08 ,  C07C231/12 ,  C07C233/20 ,  C07C233/38 ,  C07C237/16 ,  C07C303/18 ,  C07C309/15 ,  C07C309/70 ,  C07D233/24 ,  C08G65/2615 ,  C08K5/01 ,  C08K5/20 ,  C08K5/42 ,  C09D7/45 ,  C09D7/63 ,  C09K8/00 ,  C09K8/524 ,  C09K8/54 ,  C09K15/28 ,  C11C3/00 ,  C11C3/08 ,  C11D1/002 ,  C11D1/04 ,  C11D1/28 ,  C11D1/62 ,  C11D1/652 ,  C11D1/66 ,  C11D1/74 ,  C11D1/83 ,  C11D1/90 ,  C11D1/92 ,  C11D1/94 ,  C11D3/48 ,  C11D11/0017 ,  C07C211/63 ,  C07C211/64 ,  C07C309/14 ,  A01N33/18 ,  A01N39/04 ,  A01N43/653 ,  A01N51/00 ,  A01N57/20 ,  A01N43/40 ,  A01N43/56 ,  A01N53/00

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.

公开(公告)号：US09573884B2

公开(公告)日：2017-02-21

申请号：US14847041

申请日：2015-09-08

Applicant: Stepan Company

Inventor： 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

IPC: C11D3/32 ,  C07C233/09 ,  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 ,  C09K8/00 ,  C09K15/28 ,  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 ,  A61Q5/02 ,  C07C233/20 ,  C07C233/38 ,  C07C309/15 ,  C07D233/24 ,  C09D7/02 ,  C09K8/54 ,  C11D1/66

CPC classification number: C07C233/09 ,  A01N25/02 ,  A01N25/04 ,  A01N25/30 ,  A01N33/12 ,  A01N37/18 ,  A01N37/44 ,  A01N41/04 ,  A61K8/416 ,  A61K8/42 ,  A61K8/44 ,  A61K8/466 ,  A61K8/92 ,  A61Q5/02 ,  A61Q5/12 ,  A61Q17/005 ,  A61Q19/10 ,  A62D1/0071 ,  B01F17/0028 ,  B01F17/0057 ,  C07C69/533 ,  C07C69/593 ,  C07C209/12 ,  C07C211/21 ,  C07C219/08 ,  C07C231/12 ,  C07C233/20 ,  C07C233/38 ,  C07C237/16 ,  C07C303/18 ,  C07C309/15 ,  C07C309/70 ,  C07D233/24 ,  C08G65/2615 ,  C08K5/01 ,  C08K5/20 ,  C08K5/42 ,  C09D7/45 ,  C09D7/63 ,  C09K8/00 ,  C09K8/524 ,  C09K8/54 ,  C09K15/28 ,  C11C3/00 ,  C11C3/08 ,  C11D1/002 ,  C11D1/04 ,  C11D1/28 ,  C11D1/62 ,  C11D1/652 ,  C11D1/66 ,  C11D1/74 ,  C11D1/83 ,  C11D1/90 ,  C11D1/92 ,  C11D1/94 ,  C11D3/48 ,  C11D11/0017 ,  C07C211/63 ,  C07C211/64 ,  C07C309/14 ,  A01N33/18 ,  A01N39/04 ,  A01N43/653 ,  A01N51/00 ,  A01N57/20 ,  A01N43/40 ,  A01N43/56 ,  A01N53/00

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.

Abstract translation: 公开了脂肪酰胺组合物及其衍生物。 脂肪酰胺包含由复分解衍生的C10-C17单不饱和酸，十八碳烯-1,18-二酸或其酯衍生物与伯胺或仲胺的反应产物。 还包括通过还原，季铵化，磺化，烷氧基化，硫酸化和硫酸化而制得的衍生物。 胺反应物可以是二亚乙基三胺或（2-氨基乙基）乙醇胺，其分别提供咪唑啉酰胺或酯。 一方面，C10-C17单不饱和酸或十八碳烯-1,18-二酸的酯衍生物是低级烷基酯。 在其它方面，酯衍生物是通过天然油或不饱和甘油三酸酯通过天然油与烯烃的交叉复分解而制备的改性甘油三酸酯。 组合物对于清洁剂，织物处理，头发调理，个人护理，抗微生物组合物，农业用途和油田应用是有价值的。

公开(公告)号：US20150376118A1

公开(公告)日：2015-12-31

申请号：US14847041

申请日：2015-09-08

Applicant: Stepan Company

Inventor： 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

IPC: C07C233/09 ,  A61K8/42 ,  A61Q5/12 ,  A61Q19/10 ,  A61Q5/02 ,  C07C233/20 ,  C07D233/24 ,  C07C233/38 ,  C07C309/15 ,  A01N25/30 ,  C11D1/00 ,  C11D1/66 ,  C09K8/54 ,  C09K8/00 ,  C09D7/02 ,  A01N37/18

CPC classification number: C07C233/09 ,  A01N25/02 ,  A01N25/04 ,  A01N25/30 ,  A01N33/12 ,  A01N37/18 ,  A01N37/44 ,  A01N41/04 ,  A61K8/416 ,  A61K8/42 ,  A61K8/44 ,  A61K8/466 ,  A61K8/92 ,  A61Q5/02 ,  A61Q5/12 ,  A61Q17/005 ,  A61Q19/10 ,  A62D1/0071 ,  B01F17/0028 ,  B01F17/0057 ,  C07C69/533 ,  C07C69/593 ,  C07C209/12 ,  C07C211/21 ,  C07C219/08 ,  C07C231/12 ,  C07C233/20 ,  C07C233/38 ,  C07C237/16 ,  C07C303/18 ,  C07C309/15 ,  C07C309/70 ,  C07D233/24 ,  C08G65/2615 ,  C08K5/01 ,  C08K5/20 ,  C08K5/42 ,  C09D7/45 ,  C09D7/63 ,  C09K8/00 ,  C09K8/524 ,  C09K8/54 ,  C09K15/28 ,  C11C3/00 ,  C11C3/08 ,  C11D1/002 ,  C11D1/04 ,  C11D1/28 ,  C11D1/62 ,  C11D1/652 ,  C11D1/66 ,  C11D1/74 ,  C11D1/83 ,  C11D1/90 ,  C11D1/92 ,  C11D1/94 ,  C11D3/48 ,  C11D11/0017 ,  C07C211/63 ,  C07C211/64 ,  C07C309/14 ,  A01N33/18 ,  A01N39/04 ,  A01N43/653 ,  A01N51/00 ,  A01N57/20 ,  A01N43/40 ,  A01N43/56 ,  A01N53/00

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.

Abstract translation: 公开了脂肪酰胺组合物及其衍生物。 脂肪酰胺包含由复分解衍生的C10-C17单不饱和酸，十八碳烯-1,18-二酸或其酯衍生物与伯胺或仲胺的反应产物。 还包括通过还原，季铵化，磺化，烷氧基化，硫酸化和硫酸化而制得的衍生物。 胺反应物可以是二亚乙基三胺或（2-氨基乙基）乙醇胺，其分别提供咪唑啉酰胺或酯。 一方面，C10-C17单不饱和酸或十八碳烯-1,18-二酸的酯衍生物是低级烷基酯。 在其它方面，酯衍生物是通过天然油或不饱和甘油三酸酯通过天然油与烯烃的交叉复分解而制备的改性甘油三酸酯。 组合物对于清洁剂，织物处理，头发调理，个人护理，抗微生物组合物，农业用途和油田应用是有价值的。

公开(公告)号：US10745347B2

公开(公告)日：2020-08-18

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 ,  C09D7/63 ,  A61K8/46 ,  C11D1/14 ,  C11D1/29 ,  C07C41/06 ,  C11D1/66

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.

公开(公告)号：US10322994B2

公开(公告)日：2019-06-18

申请号：US15403288

申请日：2017-01-11

Applicant: Stepan Company

Inventor： 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

IPC: C11D3/32 ,  C07C233/09 ,  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 ,  C09K8/00 ,  C09K15/28 ,  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 ,  A61Q5/02 ,  C07C233/20 ,  C07C233/38 ,  C07C309/15 ,  C07D233/24 ,  C09K8/54 ,  C11D1/66 ,  A61Q17/00 ,  C07C309/70 ,  C09K8/524 ,  C11D11/00 ,  C09D7/45 ,  C09D7/63 ,  C08K5/42

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.

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。