EP0656046A1 - Konzentrierte flüssigwaschmittelzusammensetzung alkylethersulfat enhaltend and verfahren zur herstellung dieser zusammensetzung - Google Patents

Konzentrierte flüssigwaschmittelzusammensetzung alkylethersulfat enhaltend and verfahren zur herstellung dieser zusammensetzung

Info

Publication number
EP0656046A1
EP0656046A1 EP93920103A EP93920103A EP0656046A1 EP 0656046 A1 EP0656046 A1 EP 0656046A1 EP 93920103 A EP93920103 A EP 93920103A EP 93920103 A EP93920103 A EP 93920103A EP 0656046 A1 EP0656046 A1 EP 0656046A1
Authority
EP
European Patent Office
Prior art keywords
neutralisation
sulphate
weight
alkaline earth
earth metal
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
EP93920103A
Other languages
English (en)
French (fr)
Other versions
EP0656046A4 (de
Inventor
Allan Burdon
Katherine Jane 65 Mayfair Road Cope
Wendy Coppenrath
Guy Stasino
Brian Edward Talkes
Stefano Zenezini
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.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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 Procter and Gamble Co filed Critical Procter and Gamble Co
Priority to EP93920103A priority Critical patent/EP0656046A4/de
Publication of EP0656046A1 publication Critical patent/EP0656046A1/de
Publication of EP0656046A4 publication Critical patent/EP0656046A4/de
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
    • C11D1/12—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
    • C11D11/00—Special methods for preparing compositions containing mixtures of detergents
    • C11D11/04—Special methods for preparing compositions containing mixtures of detergents by chemical means, e.g. by sulfonating in the presence of other compounding ingredients followed by neutralising

Definitions

  • This invention provides a stable concentrated aqueous or aqueous/alcohol solution of an alkyl ether sulphate useful as a component in formulating cleaning products especially dish washing liquids.
  • the solution contains alkaline earth metal ions, which are known to boost performance of dish washing formulations, but very few or no chloride or sulphate ions, which have a detrimental effect on the stability of concentrated solutions and on finished products made from said concentrated solutions.
  • the invention also describes a two-stage neutralising process for making such compositions.
  • composition may be used as a finished product in its own right, but preferably it will be mixed with other ingredients to produce a finished product. It is intended that the sulphating/neutralising processes may be carried out at locations remote from the sites were the finished product is blended. This allows for economical and flexible manufacturing and transportation.
  • compositions contain at least 1% of a semi polar nonionic surfactant
  • EP 039110 published November 4th, 1981, says that chloride and sulphate ions should be avoided or minimised because additional chloride or sulphate ions can increase the chill point temperature (the temperature at which inorganic salts precipitate as crystals in the finished product) .
  • EP 039110 deals with compositions of alkyl ether sulphate in combination with other surfactants, especially linear alkyl benzene sulphonate and alkyl sulphate in finished products. These finished products are not concentrated, and therefore the level of alkyl ether sulphate is around 10%. Neutralisation with mixed sodium/magnesium cations is disclosed.
  • EP 181212 published on May 14th, 1986, discloses that neutralisation of the alkyl ether sulphuric acid and the alkyl sulphuric acid can be carried out with the appropriate alkali or with a magnesium oxide or hydroxide slurry which avoids the addition of chloride or sulphate ions.
  • This publication also describes detergent compositions comprising 22% to 65% by weight of a surfactant system composed of a mixture of anionic, nonionic, and zwitterionic surfactants in an organic solubiliser/hydrotrope-water medium. However this disclosure is limited to less than 24% by weight of alkyl ether sulphate.
  • the composition contains alkaline earth metal ions which are known performance boosters in dish washing liquids.
  • the compositions contain a very low level, of chloride or sulphate ions.
  • An aqueous solution comprising from 50% to 90% by weight of alkyl ether sulphate which is associated with counterions chosen from alkali metal ions, alkaline earth metal ions or ammonium ions, or mixtures thereof, and which comprises at least 0.5% by weight of alkaline earth metal, preferably magnesium, ions and low levels of chloride or sulphate ions.
  • alkaline earth metal preferably magnesium, ions and low levels of chloride or sulphate ions.
  • the molar ratio of the alkaline earth metal to (the sum of chloride and inorganic sulphate) is greater than 1:1, preferably greater than 3:2.
  • compositions may be made by a neutralisation process comprising two stages.
  • the acid form of the alkyl ether sulphate is partly neutralised by a slurry of alkaline earth metal hydroxide, preferably magnesium hydroxide or alkaline earth metal, preferably magnesium oxide.
  • alkaline earth metal hydroxide preferably magnesium hydroxide or alkaline earth metal, preferably magnesium oxide.
  • further neutralisation is carried out in the presence of another alkali, such as sodium hydroxide.
  • either a short chain alcohol, a hydrotrope, or other surfactants may be present in either or both stages of the neutralisation for viscosity control and improved stability of the product.
  • Detergent compositions in accordance with the present invention comprise from 50% to 90% by weight, preferably
  • compositions comprise low levels of chloride or sulphate.
  • sulphate means SO4 2 -, either as an ion or as an i' ganic salt. The term excludes the sulphates of ethoxylated alcohols or other organic surfactants
  • the composition may also comprise from 0% to 20% of a short chain alcohol, a hydrotrope, other surfactants or a mixture of these.
  • a short chain alcohol e.g., ethanol or propylene glycol
  • the hydrotrope is preferably an anionic aromatic hydrotrope such as cumene sulphonate, xylene sulphonate, or urea
  • other surfactant is preferably chosen from nonionic surfactant, polyethylene glycol or betaine.
  • the alkyl ether sulphate component comprises a primary alkyl ether sulphate derived from the condensation product of a C10-C20 alcohol with an average of up to 8 ethylene oxide groups.
  • the alcohol itself can be obtained from natural fats or Ziegler olefin build-up or OXO synthesis.
  • Examples of synthetically derived materials include Dobanol 23 R , sold by Shell Chemicals (UK) Ltd., Ethyl 24 R sold by Ethyl Corp., a blend of C13-C15 alcohols in the ratio of 67% C13, 33% C15 sold under the trade name Lutensol by BASF GmbH and Synprol R from ICI pic, and Lial 125 R sold by Liquiche ica R Italia.
  • Examples of naturally occurring materials from which the alcohols can be derived are coconut oil and palm kernel oil and the corresponding fatty acids.
  • C12-15 alkyl ether sulphates are preferred, and C12-13 alkyl ether sulphates are most preferred.
  • Blends can be made of material having different degrees of ethoxylation and/or different ethoxylate distributions arising from the specific ethoxylation techniques employed and subsequent processing steps such as distillation.
  • the average number of ethoxylate groups per molecule of alkyl ether sulphate should be less than 8, and preferably less than 4.
  • a average ethoxylation level of about 0.8 is particularly suitable for use in this invention.
  • Sulphation of the alcohol ethoxylate can employ any of the conventional sulphating agents such as sulphur trioxide or chlorosulphonic acid.
  • the sulphation process may be carried out in a falling film reactor, or in a batch reactor, or in any other suitable sulphating equipment.
  • a continuous process using a falling film reactor is preferred in order to minimise degradation of the unstable acid surfactant prior to neutralisation.
  • the neutralisation process of the present invention is carried out in two stages.
  • the acid form of the sulphated ethoxylated alcohol is partly neutralised by a slurry of alkaline earth metal, preferably magnesium, hydroxide or alkaline earth metal, preferably magnesium oxide, preferably with a solids content of at least 30%.
  • the neutralisation is preferably carried out continuously using a conventional neutralisation loop comprising a high shear mixer in which the acid and base are rapidly and intimately mixed, a pump and a heat exchanger. Some of the neutralised product is then allowed to pass to the next process stage, whilst the rest is returned to the high shear mixer. Normally the fraction of product allowed to leave the loop and pass to the next processing stage is from 6% to 25% by weight, preferably from 9% to 17% by weight, whilst the remainder of the product continues around the loop.
  • the product at the exit of the heat exchanger shall be less than pH , preferably about pH3.
  • pH control may be effected by the addition of another alkaline solution into the first neutralisation loop, as well as the alkaline earth metal hydroxide/oxide.
  • the additional alkaline solution if present, is sodium, potassium, or ammonium hydroxide solution.
  • Viscosity may be controlled, if necessary, by addition of short chain alcohol, hydrotropes, or other ingredients commonly used in detergents, such as surfactants, into the first neutralisation loop.
  • the concentration of the intermediate product leaving the neutralisation loop may be adjusted by the addition of water to the neutralisation loop.
  • detergent ingredients may be added, such as nonionic surfactants and/or betaine.
  • the intermediate product leaving the first neutralisation loop is then passed directly to a second neutralisation loop where the neutralisation is completed.
  • the second neutralisation loop also comprises a high shear mixer, a pump and a heat exchanger.
  • the intermediate product from the first heat exchanger is mixed with an alkaline solution in the high shear mixer in order to complete the neutralisation.
  • the product leaving the neutralisation loop should be at least pH7, preferably from pH7 to pH9, most preferably about pH8.
  • alkaline solution Any suitable alkaline solution may be used in the second neutralisation loop, preferred alkaline solutions are sodium, potassium and ammonium hydroxide.
  • Short chain alcohols, hydrotropes, water or mixtures of these may also be added into the second neutralising loop, although it will generally be more advantageous to add these components via the first neutralisation loop.
  • the detergent composition made by the present invention may be stored and transported as required by manufacturing operations.
  • the compositions may then be mixed with additional detergent ingredients prior to packing and shipping to consumers.
  • the additional detergent ingredients used will be chosen by the formulator from a wide range of active ingredients.
  • additional surfactants which are anionic, nonionic, or zwitterionic in nature, suds promoting agents such as alkanolamides, opacifiers, thickeners, anti-tarnish agents, heavy metal chelating agents are all useful in a finished dish washing liquid composition.
  • the concentrated alkyl ether sulphate composition of the invention is blended with nonionic surfactant(s) in order to give formulations which are particularly suitable for dish washing liquids.
  • Nonionic surfactant(s) may be present in compositions of the invention at levels of from 0% to 50% by weight.
  • the present invention has been found to be particularly useful when used to make finished compositions which comprise nonionic surfactants based on polyhydroxy groups such as those derived from sugars.
  • Nonionic surfactants of this type include polyhydroxy fatty acid amides and alkyl polyglucosides.
  • the preferred polyhydroxy fatty acid amides include alkyl N-methyl glucamide in which the alkyl chain may contain between 8 and 22 carbon atoms, preferably from 12 to 18 carbon atoms, and in particular coconut N-methyl glucamide containing predominantly alkyl groups of 12 and 14 carbon atoms. Suitable processes for preparing these polyhydroxy fatty acid amides are disclosed in WO 92/06984.
  • the preferred alkyl polyglucosides include those having an alkyl group containing from about 12 to about 18 carbon atoms and a polyglucoside hydrophilic group containing, on average, from about 1.5 to 4 glucoside units.
  • Suitable alkyl polyglucosides are dodecyl, tetradecyl, hexadecyl, and octadecyl, di-, tri-, tetra-, penta- and hexa- glucosides and mixtures thereof. Further descriptions of alkyl poly glucosides are given in EP 70074.
  • polyhydroxy fatty acid amide or alkyl poly glucoside, or mixtures thereof is present at a level of at least 1% by weight, preferably at least 5% by weight.
  • a detergent composition was made according to the present invention comprising:
  • the acid form of the alkyl ether sulphate, with an average number of ethoxylate groups per molecule of alkyl ether sulphate of 0.8 was made by continuous sulphation of the corresponding ethoxylated alcohol on a falling film reactor.
  • the alkyl chain was predominantly a mixture of C12 and C13 chain lengths (Dobanol 23 R , supplied by Shell) .
  • the acid was injected into the high shear mixer of the first neutralisation loop at a rate of 1.5 tonnes/hour. All of the magnesium hydroxide needed for the final composition was added into the loop, along with 60% of the sodium hydroxide solution. The water and ethanol were also added into the first loop.
  • the partly neutralised sulphate leaving the neutralisation loop, just after the exit of the heat exchanger had a temperature of 40°C and pH3. This sulphate was then injected directly into the high shear mixer of the second neutralisation loop.
  • the remaining 40% of the sodium hydroxide solution was also pumped into the second loop, and neutralisation of the sulphate was completed.
  • the product leaving the second neutralisation loop, after the heat exchanger had a temperature of 40°C and pH8.
  • the product made in this example was analysed and found to contain 1.1% by weight of magnesium, 0.6% of chloride, and 1.0% of sulphate. Expressed in moles% this is 0.045mol% magnesium, 0.016mol% chloride and 0.01mol% sulphate.
  • the molar ratio of magnesium to sulphate and chloride being (0.045) : (0.01 + 0.016) which is 1.7 : 1 (or 1 : 0.6). It was stable upon storage, showing no phase separation or viscosity drift even after storage at 50°C for one week.
  • the high active surfactant composition of this example was further processed to make a finished product by mixing with an ethoxylated alcohol with an average of 8 ethoxylate groups per molecule and a carbon chain length of 10 (CIO AE8) , with a coconut N-methyl glucamide, and with other ingredients as defined below (all % are by weight of finished product) :
  • the concentrated surfactant composition in example 1 was remade, replacing magnesium hydroxide by magnesium chloride in order to get the same level of magnesium (1.1%) in the surfactant composition:
  • the product made in this example was analysed and found to contain 1.1% by weight of magnesium, 3.71% of chloride, and 0.32% of sulphate. Expressed in moles% this is 0.045mol% magnesium, 0.11mol% chloride and 0.003mol% sulphate. The molar ratio of magnesium to sulphate and chloride being (0.045) : (0.11 + 0.003) which is 1 : 2.5.
  • the product made in this example was analysed and found to contain 2.2% by weight of magnesium, 6.9% of chloride, and 0.32% of sulphate. Expressed in moles% this is 0.092mol% magnesium, 0.2mol% chloride and 0.003mol% sulphate.
  • the molar ratio of magnesium to sulphate and chloride being (0.092): (0.2 + 0.003) which is 1 : 2.2.
  • This concentrated surfactant composition was not stable and showed phase separation.

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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)
EP93920103A 1992-08-21 1993-08-12 Konzentrierte flüssigwaschmittelzusammensetzung alkylethersulfat enhaltend and verfahren zur herstellung dieser zusammensetzung. Ceased EP0656046A4 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP93920103A EP0656046A4 (de) 1992-08-21 1993-08-12 Konzentrierte flüssigwaschmittelzusammensetzung alkylethersulfat enhaltend and verfahren zur herstellung dieser zusammensetzung.

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP92202559 1992-08-21
EP92202559 1992-08-21
EP93920103A EP0656046A4 (de) 1992-08-21 1993-08-12 Konzentrierte flüssigwaschmittelzusammensetzung alkylethersulfat enhaltend and verfahren zur herstellung dieser zusammensetzung.
PCT/US1993/007700 WO1994004640A1 (en) 1992-08-21 1993-08-12 Concentrated liquid detergent composition comprising an alkyl ether sulphate and a process for making the composition

Publications (2)

Publication Number Publication Date
EP0656046A1 true EP0656046A1 (de) 1995-06-07
EP0656046A4 EP0656046A4 (de) 1995-09-20

Family

ID=8210873

Family Applications (1)

Application Number Title Priority Date Filing Date
EP93920103A Ceased EP0656046A4 (de) 1992-08-21 1993-08-12 Konzentrierte flüssigwaschmittelzusammensetzung alkylethersulfat enhaltend and verfahren zur herstellung dieser zusammensetzung.

Country Status (10)

Country Link
EP (1) EP0656046A4 (de)
JP (1) JPH08500388A (de)
CN (1) CN1047615C (de)
AU (1) AU5015293A (de)
BR (1) BR9306927A (de)
CA (1) CA2142913C (de)
MA (1) MA22957A1 (de)
TR (1) TR27633A (de)
TW (1) TW246686B (de)
WO (1) WO1994004640A1 (de)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9314410D0 (en) * 1993-07-13 1993-08-25 Jeyes Group Plc Cleansing compositions
EP0816479B2 (de) * 1996-06-28 2008-10-01 The Procter & Gamble Company Geschirrspülmittel mit verringerter Neigung zur Gelierung
DE102005042606A1 (de) 2005-09-07 2007-03-08 Basf Ag Neutralisationsverfahren
DE102005042604A1 (de) 2005-09-07 2007-03-08 Basf Ag Neutralisationsverfahren
DE102005042605A1 (de) 2005-09-07 2007-03-08 Basf Ag Neutralisationsverfahren
JP5465872B2 (ja) * 2008-12-15 2014-04-09 花王株式会社 アニオン界面活性剤組成物
CN105518117B (zh) * 2013-09-09 2018-08-10 宝洁公司 制备液体清洁组合物的方法
EP2975107A1 (de) 2014-07-16 2016-01-20 Hayat Kimya Sanayi Anonim Sirketi Handgeschirrspülmittel mit verbesserten Schaumeigenschaften
JP6688613B2 (ja) * 2016-01-15 2020-04-28 株式会社ニイタカ 液体洗浄剤組成物
EP4249578A1 (de) 2022-03-07 2023-09-27 The Procter & Gamble Company Verfahren zur herstellung konzentrierter tensidmischungen
WO2023172859A1 (en) 2022-03-07 2023-09-14 The Procter & Gamble Company Processes for making concentrated surfactant blends

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2296688A1 (fr) * 1975-01-06 1976-07-30 Procter & Gamble Composition detergente contenant un detergent non ionique semi-polaire et un detergent anionique a base d'un metal alcalino-terreux
FR2324723A1 (fr) * 1975-09-22 1977-04-15 Kao Corp Composition detergente
US4129515A (en) * 1976-09-13 1978-12-12 The Procter & Gamble Company Heavy-duty liquid detergent and process
GB2078246A (en) * 1980-06-26 1982-01-06 Procter & Gamble Liquid detergent compositions
EP0062371A1 (de) * 1981-04-03 1982-10-13 THE PROCTER & GAMBLE COMPANY Flüssige Detergenszusammensetzungen
EP0107946A1 (de) * 1982-10-28 1984-05-09 THE PROCTER & GAMBLE COMPANY Flüssige Detergenszusammensetzungen
WO1992006156A1 (en) * 1990-09-28 1992-04-16 The Procter & Gamble Company Detergent compositions containing anionic surfactants, polyhydroxy fatty acid amides and magnesium
WO1992006171A1 (en) * 1990-09-28 1992-04-16 The Procter & Gamble Company Liquid detergent compositions

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4133779A (en) * 1975-01-06 1979-01-09 The Procter & Gamble Company Detergent composition containing semi-polar nonionic detergent and alkaline earth metal anionic detergent
DE3168008D1 (en) * 1980-04-24 1985-02-14 Procter & Gamble Liquid detergent compositions
JPS6011593A (ja) * 1983-06-30 1985-01-21 ライオン株式会社 液体洗浄剤組成物
ES8708009A1 (es) * 1984-11-07 1987-09-01 Procter & Gamble Un metodo para preparar una composicion detergente liquida
US4923635A (en) * 1987-07-06 1990-05-08 Colgate-Palmolive Company Liquid detergent composition containing alkylbenzene sulfonate, alkyl ethanol ether sulfate, alkanolamide foam booster and magnesium and triethanolammonium ions
US5096622A (en) * 1988-12-05 1992-03-17 Colgate-Palmolive Company Liquid detergent composition containing alkylbenzene sulfonate, alkyl ethonal ether sulfate, alkanolamide foam booster and magnesium and triethanolammonium ions
NZ240395A (en) * 1990-11-21 1993-10-26 Colgate Palmolive Co Process for manufacture of concentrated liquid detergent containing magnesium alkylbenzene sulphonate and alkanolamide suds booster

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2296688A1 (fr) * 1975-01-06 1976-07-30 Procter & Gamble Composition detergente contenant un detergent non ionique semi-polaire et un detergent anionique a base d'un metal alcalino-terreux
FR2324723A1 (fr) * 1975-09-22 1977-04-15 Kao Corp Composition detergente
US4129515A (en) * 1976-09-13 1978-12-12 The Procter & Gamble Company Heavy-duty liquid detergent and process
GB2078246A (en) * 1980-06-26 1982-01-06 Procter & Gamble Liquid detergent compositions
EP0062371A1 (de) * 1981-04-03 1982-10-13 THE PROCTER & GAMBLE COMPANY Flüssige Detergenszusammensetzungen
EP0107946A1 (de) * 1982-10-28 1984-05-09 THE PROCTER & GAMBLE COMPANY Flüssige Detergenszusammensetzungen
WO1992006156A1 (en) * 1990-09-28 1992-04-16 The Procter & Gamble Company Detergent compositions containing anionic surfactants, polyhydroxy fatty acid amides and magnesium
WO1992006171A1 (en) * 1990-09-28 1992-04-16 The Procter & Gamble Company Liquid detergent compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO9404640A1 *

Also Published As

Publication number Publication date
TR27633A (tr) 1995-06-14
TW246686B (de) 1995-05-01
CA2142913A1 (en) 1994-03-03
BR9306927A (pt) 1999-01-12
CA2142913C (en) 1999-05-18
WO1994004640A1 (en) 1994-03-03
AU5015293A (en) 1994-03-15
EP0656046A4 (de) 1995-09-20
JPH08500388A (ja) 1996-01-16
CN1086538A (zh) 1994-05-11
CN1047615C (zh) 1999-12-22
MA22957A1 (fr) 1994-04-01

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