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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
申请人: Stepan Company
摘要: 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:US20180222854A1
公开(公告)日:2018-08-09
申请号:US15749798
申请日:2016-07-28
申请人: STEPAN COMPANY
IPC分类号: C07C303/06
CPC分类号: C07C303/06 , C07C309/20
摘要: 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.
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公开(公告)号:US20170226836A1
公开(公告)日:2017-08-10
申请号:US15503293
申请日:2015-07-31
申请人: Stepan Company
CPC分类号: E21B43/2408 , C09K8/584 , E21B43/305
摘要: 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:US10989028B2
公开(公告)日:2021-04-27
申请号:US16781608
申请日:2020-02-04
申请人: Stepan Company
摘要: 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:US20170267946A1
公开(公告)日:2017-09-21
申请号:US15606285
申请日:2017-05-26
申请人: Stepan Company
发明人: David R. Allen , Randal J. Bernhardt , Aaron Brown , Gregory P. Dado , Xue Min Dong , Wilma Gorman , Ronald Masters , Patti Skelton
IPC分类号: C11D1/14 , C07C305/10 , A01N25/00 , A01N25/30
CPC分类号: C11D1/146 , A01N25/00 , A01N25/30 , C07C305/10
摘要: 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.
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公开(公告)号:US20160152555A1
公开(公告)日:2016-06-02
申请号:US15017465
申请日:2016-02-05
申请人: STEPAN COMPANY
发明人: Bing Wang , Gregory P. Dado
IPC分类号: C07C231/02 , C07C233/47
CPC分类号: C07C231/02 , C07C233/47 , C07D207/16 , C07D233/64 , C07C237/22
摘要: N-Acyl amino acid salt compositions and an improved process for making them from fatty alkyl esters are disclosed. The process comprises reacting a fatty alkyl ester with an amino acid salt in the presence of an alkoxide catalyst at a pressure of at least 5 psig. At least 1 0 mole percent of catalyst is used based on the amount of fatty alkyl ester used as a reactant. Pressure and a minimum level of alkoxide catalyst are needed to give high fatty alkyl ester conversions and good yields of the desired N-acyl amino acid salt. The resulting N-acyl amino acid salt compositions have low color, an acceptable level of fatty acid soaps, and a small proportion of di-acylated by-products. Single-phase mixtures produced by combining various amino acid salts with glycinates, or by using an excess of either the fatty alkyl ester or amino acid salt, promote high conversions when the mixtures are reacted to give the desired N-acyl amino acid salt.
摘要翻译: 公开了N-酰基氨基酸盐组合物和由脂肪烷基酯制备它们的改进方法。 该方法包括在烷氧基催化剂存在下,在至少5psig的压力下使脂肪烷基酯与氨基酸盐反应。 基于用作反应物的脂肪烷基酯的量,使用至少10摩尔%的催化剂。 需要压力和最低水平的醇盐催化剂以产生高脂肪烷基酯转化率和所需N-酰基氨基酸盐的良好产率。 所得N-酰基氨基酸盐组合物具有低颜色,可接受水平的脂肪酸皂和少量二酰化副产物。 通过将各种氨基酸盐与甘氨酸盐组合或通过使用过量的脂肪烷基酯或氨基酸盐产生的单相混合物在混合物反应得到所需的N-酰基氨基酸盐时促进高转化率。
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公开(公告)号:US11274242B2
公开(公告)日:2022-03-15
申请号:US16798964
申请日:2020-02-24
申请人: STEPAN COMPANY
IPC分类号: C09K8/68 , C10M157/04 , C10N50/00 , C10N30/06 , C10N40/08
摘要: Compositions comprising an acrylamide polymer emulsion and a nonionic surfactant suitable for use as friction reducers for hydraulic fracturing are disclosed. The nonionic surfactants include aralkylated phenol ethoxylates, amine ethoxylates, amidoamine ethoxylates, linear or branched alcohol EO/PO alkoxylates, ethoxylated alcohols, alkylphenol ethoxylates, and EO-capped poly(oxypropylene) block copolymers. Improved hydraulic fracturing processes in which an acrylamide polymer emulsion is used as a friction reducer are also described. In these processes, the surfactant is included in the composition with the acrylamide polymer friction reducer, or it is introduced separately into the process. The performance of low-cost polyacrylamide friction reducers can be boosted with a small proportion of certain readily available nonionic surfactants. The inventive compositions are effective in high-salinity environments, and their performance can sometimes exceed that of more-expensive salt-tolerant friction reducers, thereby reducing fresh water demand and enabling greater utilization of produced water.
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公开(公告)号:US10287530B2
公开(公告)日:2019-05-14
申请号:US15606285
申请日:2017-05-26
申请人: Stepan Company
发明人: David R. Allen , Randal J. Bernhardt , Aaron Brown , Gregory P. Dado , Xue Min Dong , Wilma Gorman , Ronald Masters , Patti Skelton
IPC分类号: C11D1/14 , C07C305/10 , A01N25/00 , A01N25/30
摘要: 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.
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公开(公告)号:US09593072B2
公开(公告)日:2017-03-14
申请号:US15017465
申请日:2016-02-05
申请人: STEPAN COMPANY
发明人: Bing Wang , Gregory P. Dado
IPC分类号: C07C231/02 , C07D233/64 , C07D207/16 , C07C233/47
CPC分类号: C07C231/02 , C07C233/47 , C07D207/16 , C07D233/64 , C07C237/22
摘要: N-Acyl amino acid salt compositions and an improved process for making them from fatty alkyl esters are disclosed. The process comprises reacting a fatty alkyl ester with an amino acid salt in the presence of an alkoxide catalyst at a pressure of at least 5 psig. At least 10 mole percent of catalyst is used based on the amount of fatty alkyl ester used as a reactant. Pressure and a minimum level of alkoxide catalyst are needed to give high fatty alkyl ester conversions and good yields of the desired N-acyl amino acid salt. The resulting N-acyl amino acid salt compositions have low color, an acceptable level of fatty acid soaps, and a small proportion of di-acylated by-products. Single-phase mixtures produced by combining various amino acid salts with glycinates, or by using an excess of either the fatty alkyl ester or amino acid salt, promote high conversions when the mixtures are reacted to give the desired N-acyl amino acid salt.
摘要翻译: 公开了N-酰基氨基酸盐组合物和由脂肪烷基酯制备它们的改进方法。 该方法包括在烷氧基催化剂存在下,在至少5psig的压力下使脂肪烷基酯与氨基酸盐反应。 基于用作反应物的脂肪烷基酯的量,使用至少10摩尔%的催化剂。 需要压力和最低水平的醇盐催化剂以产生高脂肪烷基酯转化率和所需N-酰基氨基酸盐的良好产率。 所得N-酰基氨基酸盐组合物具有低颜色,可接受水平的脂肪酸皂和少量二酰化副产物。 通过将各种氨基酸盐与甘氨酸盐组合或通过使用过量的脂肪烷基酯或氨基酸盐产生的单相混合物在混合物反应得到所需的N-酰基氨基酸盐时促进高转化率。
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公开(公告)号:US10590331B2
公开(公告)日:2020-03-17
申请号:US15750026
申请日:2016-07-28
申请人: STEPAN COMPANY
IPC分类号: 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
摘要: 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.
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