SG11201500025XA - Process for preparing n-acyl amino acid salts - Google Patents
Process for preparing n-acyl amino acid saltsInfo
- Publication number
- SG11201500025XA SG11201500025XA SG11201500025XA SG11201500025XA SG11201500025XA SG 11201500025X A SG11201500025X A SG 11201500025XA SG 11201500025X A SG11201500025X A SG 11201500025XA SG 11201500025X A SG11201500025X A SG 11201500025XA SG 11201500025X A SG11201500025X A SG 11201500025XA
- Authority
- SG
- Singapore
- Prior art keywords
- amino acid
- acid salt
- acyl amino
- international
- glycerin
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/90—Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated
- C07C233/91—Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated with carbon atoms of the carboxamide groups bound to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/10—Preparation of carboxylic acid amides from compounds not provided for in groups C07C231/02 - C07C231/08
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Abstract
(12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (43) International Publication Date 9 January 2014 (09.01.2014) WIPOIPCT (10) International Publication Number WO 2014/008103 A1 (51) International Patent Classification: C07C 231/02 (2006.01) (21) International Application Number: (22) International Filing Date: (25) Filing Language: (26) Publication Language: PCT/US2013/048341 27 June 2013 (27.06.2013) English English (30) Priority Data: 61/667,568 3 July 2012 (03.07.2012) (71) Applicant: STEPAN COMPANY [US/US]; 22 W. Front age Road, Northfield, IL 60093 (US). (72) Inventors: WANG, Bing; 7800 N. Nordica Avenue 2a, Niles, IL 60714 (US). DADO, Gregory, P.; 3520 N. Lake Shore Drive.,Apt 1M, Chicago, IL 60657 (US). (74) Agent: SCHUCHARDT, Jonathan, L.; Dilworth IP, LLC, 2 Corporate Drive, Suite 206, Trumbull, CT 06611 (US). (81) Designated States (unless otherwise indicated, for every kind of national protection available)'. AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. Ug (84) Designated States (unless otherwise indicated, for every kind of regional protection available)'. ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, KM, ML, MR, NE, SN, TD, TG). Published: — with international search report (Art. 21(3)) o i-H 00 o o o CJ o & (54) Title: PROCESS FOR PREPARING N-ACYL AMINO ACID SALTS (57) Abstract: Improved processes for making an N-acyl amino acid salt from fatty a alkyl ester or a polyol ester are disclosed. Each process uses polyol a selected from glycerin or propylene glycol in an amount effective to keep the reaction mixture fluid until con version to the N-acyl amino acid salt reaches the desired level of completion. In one process, fatty a 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 re acts with the amino acid salt in the presence of added glycerin or propylene glycol to produce the N-acyl amino acid salt. We sur - prisingly 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 added is when conver sion 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.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201261667568P | 2012-07-03 | 2012-07-03 | |
PCT/US2013/048341 WO2014008103A1 (en) | 2012-07-03 | 2013-06-27 | Process for preparing n-acyl amino acid salts |
Publications (1)
Publication Number | Publication Date |
---|---|
SG11201500025XA true SG11201500025XA (en) | 2015-01-29 |
Family
ID=48877520
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SG11201500025XA SG11201500025XA (en) | 2012-07-03 | 2013-06-27 | Process for preparing n-acyl amino acid salts |
Country Status (7)
Country | Link |
---|---|
US (1) | US9156777B2 (en) |
EP (1) | EP2870136B1 (en) |
BR (1) | BR112014033048B1 (en) |
IN (1) | IN2014KN03094A (en) |
MY (1) | MY185147A (en) |
SG (1) | SG11201500025XA (en) |
WO (1) | WO2014008103A1 (en) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6595472B2 (en) | 2013-08-19 | 2019-10-23 | ステパン カンパニー | Process for preparing N-acyl amino acid salts |
PL3478655T3 (en) | 2016-06-29 | 2021-03-22 | Evonik Operations Gmbh | Method for producing surfactants |
RU2657243C2 (en) * | 2016-07-15 | 2018-06-09 | Открытое Акционерное Общество "Эфирное" | Method for producing sarcosinates of fatty acids |
KR101915613B1 (en) * | 2016-09-08 | 2018-11-06 | 주식회사 엘지생활건강 | Method for preparing acyl alaninate salt and cleansing composition comprising thereof |
FR3066195B1 (en) | 2017-05-12 | 2019-06-07 | Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic | PROCESS FOR SYNTHESIZING AN N-ACYL COMPOUND WITHOUT USING ORGANIC SOLVENT OR ACID CHLORIDE |
FR3066194B1 (en) | 2017-05-12 | 2020-01-31 | Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic | PROCESS FOR THE SYNTHESIS OF N-ACYLATED AMINO ACIDS WITHOUT USING SOLVENTS OR ACID CHLORIDE |
US11497696B2 (en) * | 2017-06-08 | 2022-11-15 | Galaxy Surfactants Ltd. | Free-flowing N-acyl glycinate compositions at sub-zero temperatures |
FR3075197B1 (en) * | 2017-12-20 | 2019-11-15 | Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic | NOVEL COMPOSITION OF LIPOAMINOACIDES AND DIOLS, PROCESS FOR THEIR PREPARATION AND COSMETIC OR PHARMACEUTICAL COMPOSITION RESULTING THEREFROM |
EP3604259A1 (en) * | 2018-08-03 | 2020-02-05 | Fine Agrochemicals Limited | Micronutrient concentrate and use thereof |
CN111333531B (en) * | 2020-03-10 | 2023-08-29 | 上海利盛生化有限公司 | Preparation process of lauroyl sarcosine sodium and application of lauroyl sarcosine sodium in daily chemical field |
CN111718274B (en) * | 2020-06-18 | 2023-05-02 | 广州宏度精细化工有限公司 | Preparation method of fatty acyl amino acid salt |
JP2024503187A (en) | 2020-12-01 | 2024-01-25 | ベーアーエスエフ・エスエー | Process for preparing surfactant solutions containing N-acylamino acid salts |
EP4352189A1 (en) * | 2021-06-08 | 2024-04-17 | The Procter & Gamble Company | N-acyl amino acid surfactants and derivatives thereof |
CN114989030B (en) * | 2022-07-06 | 2024-04-19 | 江苏东南纳米材料有限公司 | Preparation method of N-lauroyl sarcosine sodium |
CN115872886A (en) * | 2022-12-07 | 2023-03-31 | 南京华狮新材料有限公司 | Preparation method of fatty acyl amino acid salt |
Family Cites Families (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3836551A (en) | 1970-01-30 | 1974-09-17 | Roehm Gmbh | Method for making salts of n-acylamino carboxylic acids |
DE3003898A1 (en) * | 1980-02-02 | 1981-08-13 | Dynamit Nobel Ag, 5210 Troisdorf | METHOD FOR ACYLATING AMINOCARBONIC ACIDS |
EP0719248A1 (en) | 1993-09-14 | 1996-07-03 | The Procter & Gamble Company | Synthesis of sarcosinate surfactants |
DE4408957A1 (en) * | 1994-03-17 | 1995-09-21 | Basf Ag | Pure N-acyl:amino-carboxylic or sulphonic acid (salt)prepn. |
DE4433977A1 (en) | 1994-09-23 | 1996-03-28 | Basf Ag | Process for the preparation of N-acylaminocarboxylic acids and N-acylaminosulfonic acids and their alkali metal salts |
DE19525512A1 (en) | 1995-07-13 | 1997-01-16 | Basf Ag | Process for the preparation of N-acylaminocarboxylic acids and N-acylaminosulfonic acids and their alkali metal salts |
EP1419137A2 (en) * | 2001-01-18 | 2004-05-19 | Cognis Deutschland GmbH & Co. KG | Method for producing acyl amino acids |
US6703517B2 (en) | 2001-11-26 | 2004-03-09 | Ajinomoto Co., Inc. | Method for preparing N-long chain acyl neutral amino acid |
ES2313068T3 (en) * | 2003-10-03 | 2009-03-01 | Ajinomoto Co., Inc. | DETERGENT COMPOSITIONS AND PROCEDURE FOR YOUR PRODUCTION. |
DE102006038853A1 (en) | 2006-08-18 | 2008-02-21 | Clariant International Limited | Process for the preparation of acylglycinates by direct oxidation |
US7674759B2 (en) | 2007-09-05 | 2010-03-09 | Conopco, Inc. | Stable liquid cleansing compositions containing high level of fatty acid isethionate surfactant products having more than 10 wt. % of fatty acid/fatty soap content |
DE102007055265A1 (en) | 2007-11-20 | 2009-05-28 | Clariant International Ltd. | Process for the preparation of acylglycinates |
US7807612B2 (en) | 2007-12-18 | 2010-10-05 | Conopco, Inc. | Fatty acyl isethionate product-containing liquid cleansing compositions stabilized with mixture of long chain and short chain fatty acids/fatty soaps |
DE102008003825A1 (en) | 2008-01-10 | 2009-07-16 | Clariant International Ltd. | Process for the preparation of acylglycinates by direct oxidation |
US7879780B2 (en) | 2008-09-23 | 2011-02-01 | Conopco, Inc. | Stable cleansing compositions containing fatty acyl isethionate surfactant products having more than 10 wt. % of fatty acid/fatty soap content using high level of polyol and methods thereof |
US8105994B2 (en) | 2010-03-31 | 2012-01-31 | Conopco, Inc. | Personal wash cleanser comprising defined alkanoyl compounds, defined fatty acyl isethionate surfactant product and skin or hair benefit agent delivered in flocs upon dilution |
US8981134B2 (en) | 2011-07-28 | 2015-03-17 | Conopco, Inc. | Amino acid salt containing compositions |
US8822711B2 (en) | 2011-07-28 | 2014-09-02 | Conopco, Inc. | Method for preparing fatty acyl amido carboxylic acid based surfactants |
US8653018B2 (en) | 2011-07-28 | 2014-02-18 | Conopco, Inc. | Fatty acyl amido based surfactant concentrates |
US8853433B2 (en) * | 2011-07-28 | 2014-10-07 | Conopco, Inc. | General method for preparing fatty acyl amido based surfactants |
US8853447B2 (en) | 2011-07-28 | 2014-10-07 | Conopco, Inc. | General method for preparing fatty acyl amido based surfactants |
US20130029899A1 (en) | 2011-07-28 | 2013-01-31 | Conopco, Inc., D/B/A Unilever | Concentrated fatty acyl amido surfactant compositions |
US8658589B2 (en) | 2011-07-28 | 2014-02-25 | Conopco, Inc. | Fatty acyl amido based surfactant concentrates |
US8697897B2 (en) | 2011-07-28 | 2014-04-15 | Conopco, Inc. | Method for preparing fatty acyl amido carboxylic acid based surfactants |
-
2013
- 2013-06-27 BR BR112014033048-4A patent/BR112014033048B1/en active IP Right Grant
- 2013-06-27 MY MYPI2014003644A patent/MY185147A/en unknown
- 2013-06-27 IN IN3094KON2014 patent/IN2014KN03094A/en unknown
- 2013-06-27 EP EP13742305.9A patent/EP2870136B1/en active Active
- 2013-06-27 US US14/411,971 patent/US9156777B2/en active Active
- 2013-06-27 SG SG11201500025XA patent/SG11201500025XA/en unknown
- 2013-06-27 WO PCT/US2013/048341 patent/WO2014008103A1/en active Application Filing
Also Published As
Publication number | Publication date |
---|---|
WO2014008103A1 (en) | 2014-01-09 |
BR112014033048A2 (en) | 2020-12-22 |
IN2014KN03094A (en) | 2015-05-08 |
US9156777B2 (en) | 2015-10-13 |
EP2870136A1 (en) | 2015-05-13 |
US20150126776A1 (en) | 2015-05-07 |
MY185147A (en) | 2021-04-30 |
EP2870136B1 (en) | 2018-10-24 |
BR112014033048B1 (en) | 2021-03-23 |
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