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WO2018206196A1 - Composition de détergent textile liquide - Google Patents

Composition de détergent textile liquide Download PDF

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Publication number
WO2018206196A1
WO2018206196A1 PCT/EP2018/058430 EP2018058430W WO2018206196A1 WO 2018206196 A1 WO2018206196 A1 WO 2018206196A1 EP 2018058430 W EP2018058430 W EP 2018058430W WO 2018206196 A1 WO2018206196 A1 WO 2018206196A1
Authority
WO
WIPO (PCT)
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.)
Ceased
Application number
PCT/EP2018/058430
Other languages
English (en)
Inventor
Stephen Norman Batchelor
Jayne Michelle Bird
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever NV
Conopco Inc
Original Assignee
Unilever NV
Conopco Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Unilever NV, Conopco Inc filed Critical Unilever NV
Priority to BR112019023389-0A priority Critical patent/BR112019023389A2/pt
Priority to CN201880025777.XA priority patent/CN110520514B/zh
Priority to EP18715655.9A priority patent/EP3622046B1/fr
Publication of WO2018206196A1 publication Critical patent/WO2018206196A1/fr
Priority to ZA2019/06404A priority patent/ZA201906404B/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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.
  • Laundry liquid formulations containing saturated long chain alkyl ether carboxylates with high degrees of ethoxylation are desirable as they provide enhanced cleaning particularly of sebum soil.
  • Saturated long chain alkyl ether carboxylates with high degrees of ethoxylation are solid waxy materials at room temperature.
  • 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

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  • 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

La présente invention concerne une composition de détergent textile liquide comprenant : (i) 50 à 80 % en poids d'un tensioactif d'acide alkylbenzènesulfonique linéaire ; (ii) 15 à 45 % en poids d'un tensioactif d'acide carboxylique alkyléther de la structure suivante : R1-(OCH2CH2)n-OCH2-COOH, dans laquelle : R1 est choisi parmi les chaînes alkyle linéaires ou ramifiées saturées en C16 à C22, et n étant choisi parmi 10 à 24 ; (iii) moins de 10 % en poids d'eau ; et (iv) 0 à 20 % en poids d'un tensioactif non ionique de structure suivante : R2-(OCH2CH2)n-OH, dans laquelle : R2 est choisi parmi les chaînes alkyle linéaires ou ramifiées C12 à C22 saturées, et n étant choisi parmi de 5 à 30 ; et le pH de la formulation étant de 0,3 à 2,0 ; et le rapport en poids du tensioactif d'acide alkylbenzènesulfonique linéaire au tensioactif d'acide carboxylique alkyléther étant de 1,5:1 à 5:1.
PCT/EP2018/058430 2017-05-10 2018-04-03 Composition de détergent textile liquide Ceased WO2018206196A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
BR112019023389-0A BR112019023389A2 (pt) 2017-05-10 2018-04-03 Composição de detergente líquida para lavagem de tecidos
CN201880025777.XA CN110520514B (zh) 2017-05-10 2018-04-03 液体洗衣洗涤剂组合物
EP18715655.9A EP3622046B1 (fr) 2017-05-10 2018-04-03 Composition détergente liquide pour le lavage
ZA2019/06404A ZA201906404B (en) 2017-05-10 2019-09-27 Liquid laundry detergent composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP17170422.4A EP3401384A1 (fr) 2017-05-10 2017-05-10 Composition détergente liquide pour le lavage
EP17170422.4 2017-05-10

Publications (1)

Publication Number Publication Date
WO2018206196A1 true WO2018206196A1 (fr) 2018-11-15

Family

ID=58701478

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2018/058430 Ceased WO2018206196A1 (fr) 2017-05-10 2018-04-03 Composition de détergent textile liquide

Country Status (6)

Country Link
EP (2) EP3401384A1 (fr)
CN (1) CN110520514B (fr)
AR (1) AR111856A1 (fr)
BR (1) BR112019023389A2 (fr)
WO (1) WO2018206196A1 (fr)
ZA (1) ZA201906404B (fr)

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2816127A1 (de) 1977-05-16 1978-11-23 Kao Corp Verfahren zur herstellung von aethercarboxylaten
DE3135946A1 (de) 1981-09-10 1983-03-24 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung von alkoxyessigsaeuren
EP0304763A1 (fr) 1987-08-24 1989-03-01 Henkel Kommanditgesellschaft auf Aktien Procédé de préparation d'acides éthercarboxyliques
EP0328177A2 (fr) * 1988-02-10 1989-08-16 Unilever N.V. Détergents liquides
WO2013087286A1 (fr) 2011-12-12 2013-06-20 Unilever Plc Compositions pour lessiver
WO2014060235A2 (fr) 2012-10-17 2014-04-24 Unilever Plc Compositions détergentes pour le linge
DE102013218614A1 (de) * 2013-09-17 2015-03-19 Henkel Ag & Co. Kgaa Waschmittel enthaltend Ethercarboxylate
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
WO2016198263A1 (fr) * 2015-06-11 2016-12-15 Unilever Plc Composition détergente pour lessive

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN185580B (fr) * 1991-08-30 2001-03-03 Albright & Wilson Uk Ltd
EP2791308B1 (fr) * 2011-12-12 2015-12-16 Unilever Plc. Compositions pour lessiver
CN103320236B (zh) * 2013-06-21 2015-05-13 纳爱斯集团有限公司 一种含脂肪酸甲酯磺酸钠的皂粉组合物及其制备方法
CN104629922A (zh) * 2013-11-08 2015-05-20 青岛锦涟鑫商贸有限公司 一种用于织物的温和型清洗剂
CN104531383B (zh) * 2014-12-15 2018-07-24 广州立白企业集团有限公司 一种液体洗涤剂组合物及调节其流变性能的方法
EP3294852B1 (fr) * 2015-05-08 2018-10-31 Unilever PLC Composition détergente pour lessive
TR201906232T4 (tr) * 2015-06-11 2019-05-21 Unilever Nv Çamaşır için deterjan bileşimi.

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2816127A1 (de) 1977-05-16 1978-11-23 Kao Corp Verfahren zur herstellung von aethercarboxylaten
DE3135946A1 (de) 1981-09-10 1983-03-24 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung von alkoxyessigsaeuren
EP0304763A1 (fr) 1987-08-24 1989-03-01 Henkel Kommanditgesellschaft auf Aktien Procédé de préparation d'acides éthercarboxyliques
EP0328177A2 (fr) * 1988-02-10 1989-08-16 Unilever N.V. Détergents liquides
WO2013087286A1 (fr) 2011-12-12 2013-06-20 Unilever Plc Compositions pour lessiver
WO2014060235A2 (fr) 2012-10-17 2014-04-24 Unilever Plc Compositions détergentes pour le linge
DE102013218614A1 (de) * 2013-09-17 2015-03-19 Henkel Ag & Co. Kgaa Waschmittel enthaltend Ethercarboxylate
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
WO2016198263A1 (fr) * 2015-06-11 2016-12-15 Unilever Plc Composition détergente pour lessive

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"Anionic Surfactants Organic Chemistry", 1996, MARCEL DEKKER

Also Published As

Publication number Publication date
EP3401384A1 (fr) 2018-11-14
EP3622046A1 (fr) 2020-03-18
AR111856A1 (es) 2019-08-28
CN110520514B (zh) 2021-05-07
CN110520514A (zh) 2019-11-29
ZA201906404B (en) 2021-01-27
BR112019023389A2 (pt) 2020-06-16
EP3622046B1 (fr) 2022-07-27

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