公开(公告)号：US20150126776A1

公开(公告)日：2015-05-07

申请号：US14411971

申请日：2013-06-27

Applicant: Stepan Company

Inventor： Bing Wang ,  Gregory P Dado

IPC: C07C233/91 ,  C07C231/10

CPC classification number: C07C233/91 ,  C07C231/02 ,  C07C231/10 ,  C07C233/47

Abstract: Improved processes for making an N-acyl amino acid salt from a fatty alkyl ester or a polyol ester are disclosed. Each process uses a polyol selected from glycerin or propylene glycol in an amount effective to keep the reaction mixture fluid until conversion to the N-acyl amino acid salt reaches the desired level of completion. In one process, a fatty alkyl ester reacts with an amino acid salt in the presence of glycerin or propylene glycol to produce an N-acyl amino acid salt. In another process, a polyol ester reacts with the amino acid salt in the presence of added glycerin or propylene glycol to produce the N-acyl amino acid salt. We surprisingly found that an effective amount of glycerin or propylene glycol minimizes or eliminates reaction mixture solidification or foaming, reduces color, and minimizes the level of di- and tripeptide by-products. In a related process, water is added when conversion of the amino acid salt to the N-acyl amino acid salt is in the range of 50 to 90 mole %. Water addition improves processability, advances conversion without producing excessive soap, and helps to ensure that the N-acyl amino acid salt will have low color and a small proportion of by-products.

Abstract translation: 公开了从脂肪烷基酯或多元醇酯制备N-酰基氨基酸盐的改进方法。 每个方法使用选自甘油或丙二醇的多元醇，其量可以有效地保持反应混合物流体，直到转化成N-酰基氨基酸盐达到所需的完成水平。 在一个过程中，脂肪烷基酯在甘油或丙二醇的存在下与氨基酸盐反应以产生N-酰基氨基酸盐。 在另一方法中，多元醇酯在加入的甘油或丙二醇的存在下与氨基酸盐反应以产生N-酰基氨基酸盐。 我们惊奇地发现，有效量的甘油或丙二醇使反应混合物固化或发泡最小化或消除，减少颜色，并使二肽和三肽副产物的水平最小化。 在相关方法中，当氨基酸盐转化为N-酰基氨基酸盐时，加入水是在50至90摩尔％的范围内。 添加水可改善加工性能，不会产生过量的肥皂进行转化，有助于确保N-酰基氨基酸盐具有低颜色和少量的副产物。

公开(公告)号：US09156777B2

公开(公告)日：2015-10-13

申请号：US14411971

申请日：2013-06-27

Applicant: Stepan Company

Inventor： Bing Wang ,  Gregory P Dado

IPC: C07C233/91 ,  C07C231/02 ,  C07C231/10

CPC classification number: C07C233/91 ,  C07C231/02 ,  C07C231/10 ,  C07C233/47

Abstract: Improved processes for making an N-acyl amino acid salt from a fatty alkyl ester or a polyol ester are disclosed. Each process uses a polyol selected from glycerin or propylene glycol in an amount effective to keep the reaction mixture fluid until conversion to the N-acyl amino acid salt reaches the desired level of completion. In one process, a fatty alkyl ester reacts with an amino acid salt in the presence of glycerin or propylene glycol to produce an N-acyl amino acid salt. In another process, a polyol ester reacts with the amino acid salt in the presence of added glycerin or propylene glycol to produce the N-acyl amino acid salt. We surprisingly found that an effective amount of glycerin or propylene glycol minimizes or eliminates reaction mixture solidification or foaming, reduces color, and minimizes the level of di- and tripeptide by-products. In a related process, water is added when conversion of the amino acid salt to the N-acyl amino acid salt is in the range of 50 to 90 mole %. Water addition improves processability, advances conversion without producing excessive soap, and helps to ensure that the N-acyl amino acid salt will have low color and a small proportion of by-products.

Abstract translation: 公开了从脂肪烷基酯或多元醇酯制备N-酰基氨基酸盐的改进方法。 每个方法使用选自甘油或丙二醇的多元醇，其量可以有效地保持反应混合物流体，直到转化成N-酰基氨基酸盐达到所需的完成水平。 在一个过程中，脂肪烷基酯在甘油或丙二醇的存在下与氨基酸盐反应以产生N-酰基氨基酸盐。 在另一方法中，多元醇酯在加入的甘油或丙二醇的存在下与氨基酸盐反应以产生N-酰基氨基酸盐。 我们惊奇地发现，有效量的甘油或丙二醇使反应混合物固化或发泡最小化或消除，减少颜色，并使二肽和三肽副产物的水平最小化。 在相关方法中，当氨基酸盐转化为N-酰基氨基酸盐时，加入水是在50至90摩尔％的范围内。 添加水可改善加工性能，不会产生过量的肥皂进行转化，有助于确保N-酰基氨基酸盐具有低颜色和少量的副产物。

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。