EP3622046A1 - Liquid laundry detergent composition - Google Patents
Liquid laundry detergent compositionInfo
- Publication number
- EP3622046A1 EP3622046A1 EP18715655.9A EP18715655A EP3622046A1 EP 3622046 A1 EP3622046 A1 EP 3622046A1 EP 18715655 A EP18715655 A EP 18715655A EP 3622046 A1 EP3622046 A1 EP 3622046A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- linear
- surfactant
- detergent composition
- laundry detergent
- liquid laundry
- 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.)
- Granted
Links
Classifications
-
- 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
- C11D1/37—Mixtures of compounds all of which are anionic
-
- 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
- C11D1/83—Mixtures of non-ionic with anionic 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
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/06—Ether- or thioether carboxylic acids
-
- 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
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic 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
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
Definitions
- the present invention provides a liquid laundry detergent composition.
- it relates to a concentrated liquid laundry detergent composition for use in domestic laundry.
- WO 2013/087286 discloses aqueous liquids formulations containing alkyl ether carboxylic acids, betaines, anionic surfactant, non-ionic surfactant for providing softening benefits.
- WO 2014/060235 discloses an aqueous laundry detergent composition
- an aqueous laundry detergent composition comprising (a) nonionic surfactant, (b) anionic surfactant, (c) alkyl ether carboxylic acid or carboxylate salt thereof, and, (d) a polyglucosamine or a copolymer of glucosamine and N- acetylglucosamine; and to its use to soften fabrics.
- the present invention provides a liquid laundry detergent composition comprising:
- Ri is selected from saturated Ci6 to C22 linear or branched alkyi chains, preferably C16 to C18 linear alkyi chains, and wherein n is selected from 10 to 24;
- R 2 is selected from saturated Ci 2 to C 22 linear or branched alkyi chains, preferably C16 to C18 linear alkyi chains, and wherein n is selected from 5 to 30, preferably 10 to 20;
- pH of the formulation is from 0.3 to 2.0;
- the weight ratio of linear alkyi benzene sulfonic acid surfactant to the alkyi ether carboxylic acid surfactant is from 1 .5:1 to 5:1 .
- the pH of the formulation is from 0.5 to 2.0, more preferably from 0.5 to 1 .5.
- a preferred liquid laundry detergent composition comprises:
- Ri is selected from saturated C16 to C18 linear alkyi chains, and wherein n is selected from 10 to 20; (iii) less than 10 wt.% water;
- R2 is selected from saturated C12 to C22 linear or branched alkyl chains, preferably C16 to C18 linear alkyl chains, and wherein n is selected from 10 to 20;
- pH of the formulation is from 0.5 to 2.0;
- Water contents are measured by Karl Fischer Titration. This may be accomplished using an automated Karl Fischer titrators, available from MetroOhm, and Mettler Toledo.
- the pH of the formulation is that of a 1 wt.% solution of the liquid laundry detergent composition dissolved in demineralised water at 293K.
- Room temperature as used herein is defined as 293K.
- the liquid laundry composition comprises from 50 to 80 wt.%, preferably from 55 to 80 wt.%, more preferably from 55 to 75 wt.%, most preferably from 60 to 75 wt.% of the linear alkyl benzene sulfonic acid surfactant. Weights are expressed as the protonated form (i.e. the linear alkyl benzene anionic sulfonic acid form).
- alkali metal salt preferably sodium salt
- triethanolamine preferably triethanolamine
- monoethanol amine salt preferably triethanolamine
- the sodium salt is most preferred.
- non-neutralised acid form is used.
- Linear alkyl benzene sulfonic acid has the structure:
- the surfactant may be produced by a variety of different routes. Synthesis is discussed in Anionic Surfactants Organic Chemistry edited by H.W. Stache (Marcel Dekker, New York 1996).
- Linear alkyi benzene sulfonic acid may be made by the sulfonation of linear alkyi benzene.
- the sulfation can be carried out with concentrated sulphuric acid, oleum or sulphur trioxide.
- Linear alkyi benzene sulfonic acid produced by reaction of linear alkyi benzene with sulphur trioxide is preferred.
- Linear alkyi benzene may be produced by a variety of routes. Examples include:
- Benzene may be alkylated with n-alkenes using HF catalyst. Benzene may be alkylated with n-alkenes in a fixed bed reactor with a solid acidic catalyst such as Alumosilicate (DETAL process).
- Benzene may be alkylated with n-alkenes using an aluminium chloride catalyst. Benzene may be alkylated with n-chloroparaffins using an aluminium chloride catalyst.
- the liquid laundry composition comprises from 15 to 45 wt.%, preferably from 15 to 40 wt.%, more preferably from 17.5 to 40 wt.%, most preferably from 20 to 40 wt.% of the alkyi ether carboxylic acid anionic surfactant.
- Weights of alkyl ether carboxylic acid are calculated as the protonated form, R2-(OCH2CH2) n - OCH2COOH, where n is from 10 to 24. They may be used as salt version for example sodium salt, triethanolamine, monoethanol amine salt. The sodium salt is most preferred.
- n may be from 10 to 24, preferably from, 10 to 20, more preferably from 15 to 20.
- Alkyl ether carboxylic acids synthesis is discussed in Anionic Surfactants Organic Chemistry edited by H.W. Stache (Marcel Dekker, New York 1996). They may be synthesised via the reaction of the corresponding alcohol ethoxylate with chloroacetic acid or monochloro sodium acetate in the presence of NaOH:-
- R2-(OCH2CH2) n -OH may be present, preferably levels of R2- (OCH2CH2)n-OH are from 0 to 10 wt.% in the alkyl ether carboxylic acid. Low levels of diglycolic acid and glycolic acid may be present as bi products.
- the alkyl ether carboxylic acid may also be synthesised via an oxidation reaction:- R 2 -(OCH 2 CH 2 )n-0 CH2CH2OH ⁇ R2-(OCH 2 CH2)n-OCH 2 COOH
- the oxidation is typically conducted using oxygen as the oxidant under basic conditions in the presence of metal catalyst such as Pd/Pt, as described in DE3135946; DE2816127 and EP0304763.
- the alkyl chain may be linear or branched, preferably it is linear.
- the alkyl chain is preferably selected from CH3(CH2)i5 and CH3(CH2)i7
- the alkyl ether carboxylic acid is most preferably of the structure:
- Alkyl ether carboxylic acids are available from Kao (Akypo ®), Huntsman (Empicol®) and Clariant (Emulsogen ®).
- the alkyi ether carboxylic acid is preferably used directly form the synthesis without further purification.
- the weight ratio of linear alkyi benzene sulfonic acid surfactant to the alkyi ether carboxylic acid surfactant is from 1.5:1 to 5:1.
- the weight ratio of linear alkyi benzene sulfonic acid surfactant to the alkyi ether carboxylic acid surfactant may preferably be from 1.5:1 to 4.5:1 , for example from 1 .5:1 to 4:1 ; or from 2:1 to 4.5:1 ; or 2:1 to 4:1 ; or even 2.5:1 to 4.25:1 ; or even 2.5:1 to 4:1.
- Water may be absent from the formulation, or present at a level of less than 10 wt.%, preferably less than 9 wt.%. If water is present, then it is present preferably at a level of from 0.01 to 8 wt.%, more preferably from 0.1 to 8 wt.%, most preferably from 1 to 8 wt.%.
- Non-ionic surfactant may be absent from the formulation, or present at a level of less than 20 wt.%, preferably less than 15 wt.%, more preferably less than 12 wt.%. If non-ionic surfactant is present, then it is present preferably at a level of from 0.1 to 20 wt.%, more preferably from 0.1 to 15 wt.%, most preferably from 0.25 to 12 wt.%.
- the non-ionic surfactant has the following structure: wherein: R 2 is selected from saturated Ci 2 to C 22 linear or branched alkyi chains, preferably Ci6 to Ci8 linear alkyi chains, and wherein n is selected from 5 to 30, preferably 10 to 20.
- the liquid detergent composition of the invention can be considered a concentrated liquid detergent composition. It may be used directly, or more preferably used as an ingredient to formulate further liquid detergent compositions.
- Such further liquid detergent compositions may comprise further ingredients such as: fatty acids or salts thereof, shading dyes, enzymes (such as lipase, protease, amylase, cellulase), antiredeposition polymers, dye transfer inhibiting polymers, builders, structurants or thickening polymers, sequestrants, perfumes, and/or soil release polymers.
- the pH of the formulation is between 0.3 to 2.0
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP17170422.4A EP3401384A1 (en) | 2017-05-10 | 2017-05-10 | Liquid laundry detergent composition |
| PCT/EP2018/058430 WO2018206196A1 (en) | 2017-05-10 | 2018-04-03 | Liquid laundry detergent composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP3622046A1 true EP3622046A1 (en) | 2020-03-18 |
| EP3622046B1 EP3622046B1 (en) | 2022-07-27 |
Family
ID=58701478
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP17170422.4A Ceased EP3401384A1 (en) | 2017-05-10 | 2017-05-10 | Liquid laundry detergent composition |
| EP18715655.9A Active EP3622046B1 (en) | 2017-05-10 | 2018-04-03 | Liquid laundry detergent composition |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP17170422.4A Ceased EP3401384A1 (en) | 2017-05-10 | 2017-05-10 | Liquid laundry detergent composition |
Country Status (6)
| Country | Link |
|---|---|
| EP (2) | EP3401384A1 (en) |
| CN (1) | CN110520514B (en) |
| AR (1) | AR111856A1 (en) |
| BR (1) | BR112019023389A2 (en) |
| WO (1) | WO2018206196A1 (en) |
| ZA (1) | ZA201906404B (en) |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS53141218A (en) | 1977-05-16 | 1978-12-08 | Kao Corp | Oxidation of non-ionic surfactants |
| DE3135946A1 (en) | 1981-09-10 | 1983-03-24 | Bayer Ag, 5090 Leverkusen | Process for preparing alkoxyacetic acids |
| DE3728222A1 (en) | 1987-08-24 | 1989-03-09 | Henkel Kgaa | METHOD FOR THE PRODUCTION OF ETHERCARBONIC ACIDS |
| GB8803036D0 (en) * | 1988-02-10 | 1988-03-09 | Unilever Plc | Liquid detergents |
| IN185580B (en) * | 1991-08-30 | 2001-03-03 | Albright & Wilson Uk Ltd | |
| WO2013087287A1 (en) * | 2011-12-12 | 2013-06-20 | Unilever Plc | Laundry compositions |
| ES2622374T3 (en) | 2011-12-12 | 2017-07-06 | Unilever N.V. | Compositions for washing clothes |
| EP2909295B1 (en) | 2012-10-17 | 2016-08-03 | Unilever PLC | Laundry compositions |
| CN103320236B (en) * | 2013-06-21 | 2015-05-13 | 纳爱斯集团有限公司 | Soap powder composition containing sodium fatty acid methyl ester sulfonate and preparation method thereof |
| DE102013218614A1 (en) * | 2013-09-17 | 2015-03-19 | Henkel Ag & Co. Kgaa | Detergent containing ether carboxylates |
| CN104629922A (en) * | 2013-11-08 | 2015-05-20 | 青岛锦涟鑫商贸有限公司 | Fabric mild detergent |
| US20150252294A1 (en) * | 2014-03-10 | 2015-09-10 | Board Of Regents, The University Of Texas System | High active flowable surfactant blends for detergent and other cleaning applications |
| CN104531383B (en) * | 2014-12-15 | 2018-07-24 | 广州立白企业集团有限公司 | A kind of liquid detergent composition and the method for adjusting its rheological property |
| WO2016180552A1 (en) * | 2015-05-08 | 2016-11-17 | Unilever Plc | Laundry detergent composition |
| WO2016198262A1 (en) * | 2015-06-11 | 2016-12-15 | Unilever Plc | Laundry detergent composition |
| BR112017026459B1 (en) * | 2015-06-11 | 2022-05-10 | Unilever Ip Holdings B.V. | Detergent composition for washing clothes and method of domestic treatment of a fabric |
-
2017
- 2017-05-10 EP EP17170422.4A patent/EP3401384A1/en not_active Ceased
-
2018
- 2018-04-03 WO PCT/EP2018/058430 patent/WO2018206196A1/en not_active Ceased
- 2018-04-03 BR BR112019023389-0A patent/BR112019023389A2/en not_active Application Discontinuation
- 2018-04-03 EP EP18715655.9A patent/EP3622046B1/en active Active
- 2018-04-03 CN CN201880025777.XA patent/CN110520514B/en not_active Expired - Fee Related
- 2018-05-09 AR ARP180101210A patent/AR111856A1/en active IP Right Grant
-
2019
- 2019-09-27 ZA ZA2019/06404A patent/ZA201906404B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BR112019023389A2 (en) | 2020-06-16 |
| AR111856A1 (en) | 2019-08-28 |
| EP3401384A1 (en) | 2018-11-14 |
| WO2018206196A1 (en) | 2018-11-15 |
| ZA201906404B (en) | 2021-01-27 |
| EP3622046B1 (en) | 2022-07-27 |
| CN110520514A (en) | 2019-11-29 |
| CN110520514B (en) | 2021-05-07 |
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