GB1087415A - Novel surface-active betaines and preparation and use thereof - Google Patents
Novel surface-active betaines and preparation and use thereofInfo
- Publication number
- GB1087415A GB1087415A GB23486/63A GB2348663A GB1087415A GB 1087415 A GB1087415 A GB 1087415A GB 23486/63 A GB23486/63 A GB 23486/63A GB 2348663 A GB2348663 A GB 2348663A GB 1087415 A GB1087415 A GB 1087415A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- chx
- aqueous
- agents
- ocph2p
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C291/00—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00
- C07C291/02—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds
- C07C291/04—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds containing amino-oxide bonds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/75—Amino oxides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/90—Betaines
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Abstract
Detergent compositions comprise 1-25% by weight of a compound of formula <FORM:1087415/C4-C5/1> where Z is C8- 18 alkyl or alkenyl, or alkylphenyl of 6-16 carbon atoms in the alkyl substituent, p in each oxyalkylene group is 2 or 3, x is 2-20, R1 is C1- 4 alkyl or -(CqH2qO)yH (where q in each oxyalkylene group is 2 or 3 and y is 1-20), R2 is as R1 or Z(OCpH2p)x-, or R1 and R2 together with the nitrogen atom form a 5- or 6-membered heterocyclic ring, and B is -(CHX)2CO2-, (CHX)2SO3-or -(CHX)2OSO3-(where X is hydrogen or one may be CH2 or OH, and z is 1-4); except that when Z is alkyl-phenyl B is not -CH2CO2- (see Division C2); together with at least one anionic or non-ionic surface-active agent. A liquid detergent composition also consists of or contains an essential mixture comprising 5-90% by weight of a compound as defined above, and 10-95% by weight of water-soluble anionic surface-active agents, which are of formula RC6H4SO3M and/or ROSO3M and/or R(OC2H4)nOSO3M and/or R1C6H4(OC2H4)nOSO3M, where R is C8- 18 alkyl, R1 is C6- 16 alkyl, n has an average value of 1-10, and M is a cation. An aqueous or aqueous-alcoholic medium may be present, the essential mixture comprising 8-20% by weight of the total compositions. The compositions may also contain as foam stabilizer an alkylolamide of a C8- 18 fatty acid and/or a compound of formula <FORM:1087415/C4-C5/2> where Z, R1, R2 and p are as defined above, m is 0-10, in total amount not more than 30% by weight of the essential mixture. The compositions may also contain colouring agents, perfumes, hair-conditioning agents such as lanolin, germicidal or medication agents such as hexachlorophene or 2,2,4-trichlorocarbanilide, opacifying agents such as ethylene or propylene gylcol monostearates, thickening agents such as a colloidal or a water-soluble salt of a fatty acid of at least 10 carbon atoms, boosters such as alkylolamides; sodium tripolyphosphate, tetrapotassium pyrophosphate, soda ash, sodium sulphate, sodium metasilicate, sequestering agents such as salts of aminopolycarboxylic acids; hydrotropes such as sodium toluene or xylene sulphonate, and solvents such as alcohols. Inorganic sulphates will be present as impurities in organic sulphates used.ALSO:The invention comprises compounds of the formula <FORM:1087415/C2/1> where Z is C8- 18 alkyl or alkenyl, or alkylphenyl of 6-16 carbon atoms in the alkyl substituent, p in each oxyalkylene group is 2 or 3, x is 2-20, R1 is C1- 4 alkyl or -(CpH2pO)zH (where q in each oxyalkylene group is 2 or 3 and y is 1-20), R2 is as R1 or is Z(OCpH2p)x-, or R1 and R2 together with the nitrogen atom form a 5- or 6-membered heterocyclic ring, and B is -(CHX)2CO2-(CHX)2SO3- or -(CHX)2OSO3-, where X is hydrogen or one of the X's present may be CH3 or OH and z is 1-4; with the proviso that when Z is alkylphenyl, B is not -CH2CO2-; and their preparation by (i) reacting Z(OCpH2p)xNR1R2 with Cl(CHX)2CO2M, Cl(CHX)xSO3M or Cl(CHX)zOSO3M, where M is a cation, by heating in an aqueous or aqueous-alcoholic medium at up to 100 DEG C., e.g. at pH 7.5-9.0; (ii) (for B as -(CH2)zSO3-, where z is 3 or 4) reacting Z(OCpH2p)xNR1R2 with propane or butane sultone in aqueous, alcoholic or aqueous-alcoholic medium at up to 100 DEG C.; (iii) (for B as -CqH2qOSO3-, R1 as C1- 4 alkyl, R2 the same as R1 or -CqH2qOH) monosulphating Z(OCpH2p)xN(R12)CqH2qOH (where R1 is H or an R2 group, neutralizing the product with a non-nitrogenous base, and reacting the resulting ester with a quaternating agent. Lauryl dioxyethylene 2 - hydroxyethylamine is prepared from lauryl dioxyethylene sulphate and monoethanolamine. The compounds of the invention are surfaceactive (see Division C5).
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB23484/64A GB1087413A (en) | 1963-06-25 | 1963-06-25 | Improvements in or relating to amines |
GB25137/63A GB1084739A (en) | 1963-06-25 | 1963-06-25 | Surface-active compositions |
GB2330464 | 1964-06-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1087415A true GB1087415A (en) | 1967-10-18 |
Family
ID=48608396
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB23486/63A Expired GB1087415A (en) | 1963-06-25 | 1963-06-25 | Novel surface-active betaines and preparation and use thereof |
GB23484/64A Expired GB1087413A (en) | 1963-06-25 | 1963-06-25 | Improvements in or relating to amines |
GB23485/64A Expired GB1087414A (en) | 1963-06-25 | 1963-07-22 | Improvements in or relating to amine oxides as surfaceactive agents |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB23484/64A Expired GB1087413A (en) | 1963-06-25 | 1963-06-25 | Improvements in or relating to amines |
GB23485/64A Expired GB1087414A (en) | 1963-06-25 | 1963-07-22 | Improvements in or relating to amine oxides as surfaceactive agents |
Country Status (2)
Country | Link |
---|---|
CA (1) | CA721771A (en) |
GB (3) | GB1087415A (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4208345A (en) * | 1977-03-01 | 1980-06-17 | Sandoz Ltd. | 2-Hydroxy-n-propylamine derivatives useful as surface active agents |
JPS6089458A (en) * | 1983-10-22 | 1985-05-20 | Toho Chem Ind Co Ltd | Ampholytic surface-active betaine compound and production thereof |
GB2168364A (en) * | 1984-12-14 | 1986-06-18 | Sandoz Ltd | Sulphates of oxyalkylated amines and their use as dyeing assistants |
EP0582209A1 (en) * | 1992-08-03 | 1994-02-09 | BASF Aktiengesellschaft | Alkoxylation products and their use as dispesion agents |
WO2005092952A1 (en) * | 2004-03-19 | 2005-10-06 | The Procter & Gamble Company | Process of sulfating select polymers |
WO2012170908A1 (en) * | 2011-06-08 | 2012-12-13 | Life Technologies Corporation | Design and development of novel detergents for use in pcr systems |
US9914964B2 (en) | 2013-10-25 | 2018-03-13 | Life Technologies Corporation | Compounds for use in PCR systems and applications thereof |
US10378050B2 (en) | 2011-06-08 | 2019-08-13 | Life Technologies Corporation | Polymerization of nucleic acids using proteins having low isoelectric points |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2942156A1 (en) * | 1979-10-18 | 1981-04-30 | Hoechst Ag, 6000 Frankfurt | SLIMING AGENT |
DE3028016A1 (en) * | 1980-07-24 | 1982-02-25 | Hoechst Ag, 6000 Frankfurt | PREPARATION AGENTS FOR SYNTHESIS FIBERS AND THE USE THEREOF |
GB2118962A (en) * | 1982-04-13 | 1983-11-09 | Albright & Wilson | Amine oxide formulations |
DE3380216D1 (en) * | 1982-12-23 | 1989-08-24 | Procter & Gamble | Detergent compositions containing ethoxylated amines having clay soil removal/anti-redeposition properties |
DE3504242A1 (en) | 1985-02-08 | 1986-08-14 | Henkel KGaA, 4000 Düsseldorf | METHOD FOR PRODUCING TERTIAL ETHERAMINES |
WO1986007603A1 (en) * | 1985-06-22 | 1986-12-31 | Henkel Kommanditgesellschaft Auf Aktien | Washing agent for low washing temperatures |
DE3623215A1 (en) * | 1986-07-10 | 1988-01-21 | Henkel Kgaa | NEW QUARTERS OF AMMONIUM COMPOUNDS AND THEIR USE |
DE3623730A1 (en) * | 1986-07-14 | 1988-01-21 | Henkel Kgaa | NEW QUARTERS OF AMMONIUM COMPOUNDS AND THEIR USE |
US5292954A (en) * | 1990-05-17 | 1994-03-08 | Ethyl Corporation | Amine oxide composition and process |
CA2251847A1 (en) * | 1996-04-18 | 1997-10-23 | The Procter & Gamble Company | Syntheses of substituted amines |
AU5702699A (en) * | 1999-09-03 | 2001-04-10 | Procter & Gamble Company, The | Cationic alkyl alkoxylate derivatives |
-
0
- CA CA721771A patent/CA721771A/en not_active Expired
-
1963
- 1963-06-25 GB GB23486/63A patent/GB1087415A/en not_active Expired
- 1963-06-25 GB GB23484/64A patent/GB1087413A/en not_active Expired
- 1963-07-22 GB GB23485/64A patent/GB1087414A/en not_active Expired
Cited By (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4208345A (en) * | 1977-03-01 | 1980-06-17 | Sandoz Ltd. | 2-Hydroxy-n-propylamine derivatives useful as surface active agents |
JPS6089458A (en) * | 1983-10-22 | 1985-05-20 | Toho Chem Ind Co Ltd | Ampholytic surface-active betaine compound and production thereof |
JPH0460102B2 (en) * | 1983-10-22 | 1992-09-25 | Toho Chem Ind Co Ltd | |
GB2168364A (en) * | 1984-12-14 | 1986-06-18 | Sandoz Ltd | Sulphates of oxyalkylated amines and their use as dyeing assistants |
EP0582209A1 (en) * | 1992-08-03 | 1994-02-09 | BASF Aktiengesellschaft | Alkoxylation products and their use as dispesion agents |
US5424445A (en) * | 1992-08-03 | 1995-06-13 | Basf Aktiengesellschaft | Alkoxylation products |
WO2005092952A1 (en) * | 2004-03-19 | 2005-10-06 | The Procter & Gamble Company | Process of sulfating select polymers |
US7550621B2 (en) | 2004-03-19 | 2009-06-23 | The Procter & Gamble Company | Process of sulfating select polymers |
US9493414B2 (en) | 2011-06-08 | 2016-11-15 | Life Technologies Corporation | Development of novel detergents for use in PCR systems |
US10202639B2 (en) | 2011-06-08 | 2019-02-12 | Life Technologies Corporation | Development of novel detergents for use in PCR systems |
US8980333B2 (en) | 2011-06-08 | 2015-03-17 | Life Technologies Corporation | Development of novel detergents for use in PCR systems |
CN103796987B (en) * | 2011-06-08 | 2016-09-21 | 生命技术公司 | The design of novel detergent and exploitation for PCR system |
WO2012170908A1 (en) * | 2011-06-08 | 2012-12-13 | Life Technologies Corporation | Design and development of novel detergents for use in pcr systems |
CN106518696A (en) * | 2011-06-08 | 2017-03-22 | 生命技术公司 | Design and development of novel detergents for use in pcr systems |
US11697841B2 (en) | 2011-06-08 | 2023-07-11 | Life Technologies Corporation | Development of novel detergents for use in PCR systems |
CN103796987A (en) * | 2011-06-08 | 2014-05-14 | 生命技术公司 | Design and development of novel detergents for use in pcr systems |
EP3461807A1 (en) * | 2011-06-08 | 2019-04-03 | Life Technologies Corporation | Design and development of novel detergents for use in pcr systems |
CN106518696B (en) * | 2011-06-08 | 2019-06-14 | 生命技术公司 | The design and exploitation of novel detergent for PCR system |
US10378050B2 (en) | 2011-06-08 | 2019-08-13 | Life Technologies Corporation | Polymerization of nucleic acids using proteins having low isoelectric points |
US10676785B2 (en) | 2011-06-08 | 2020-06-09 | Life Technologies Corporation | Development of novel detergents for use in PCR systems |
US11365443B2 (en) | 2011-06-08 | 2022-06-21 | Life Technologies Corporation | Polymerization of nucleic acids using proteins having low isoelectric points |
US10683539B2 (en) | 2013-10-25 | 2020-06-16 | Life Technologies Corporation | Compounds for use in PCR systems and applications thereof |
US11479814B2 (en) | 2013-10-25 | 2022-10-25 | Life Technologies Corporation | Compounds for use in PCR systems and applications thereof |
US9914964B2 (en) | 2013-10-25 | 2018-03-13 | Life Technologies Corporation | Compounds for use in PCR systems and applications thereof |
Also Published As
Publication number | Publication date |
---|---|
GB1087414A (en) | 1967-10-18 |
GB1087413A (en) | 1967-10-18 |
CA721771A (en) | 1965-11-16 |
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