EP1626081A1 - C1-C3-Alkylcarbonatsalz enthaltendes festes Waschmittel - Google Patents

C1-C3-Alkylcarbonatsalz enthaltendes festes Waschmittel Download PDF

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Publication number
EP1626081A1
EP1626081A1 EP04254818A EP04254818A EP1626081A1 EP 1626081 A1 EP1626081 A1 EP 1626081A1 EP 04254818 A EP04254818 A EP 04254818A EP 04254818 A EP04254818 A EP 04254818A EP 1626081 A1 EP1626081 A1 EP 1626081A1
Authority
EP
European Patent Office
Prior art keywords
composition
composition according
carbonate salt
alkyl carbonate
detergent
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.)
Withdrawn
Application number
EP04254818A
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English (en)
French (fr)
Inventor
Alan Thomas Brooker
Adam Thomas Yates
Nigel Andrew Somerville Roberts
Nicholas Andrew Barnes
Stephen Martin Godfrey
Wasif Hussain
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 EP04254818A priority Critical patent/EP1626081A1/de
Priority to PCT/US2005/028586 priority patent/WO2006020788A1/en
Priority to MX2007001665A priority patent/MX2007001665A/es
Priority to ARP050103362A priority patent/AR050125A1/es
Publication of EP1626081A1 publication Critical patent/EP1626081A1/de
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/02Inorganic compounds ; Elemental compounds
    • C11D3/04Water-soluble compounds
    • C11D3/042Acids
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0052Gas evolving or heat producing compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2093Esters; Carbonates
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/26Organic compounds containing oxygen
    • C11D7/266Esters or carbonates

Definitions

  • the present invention relates to a solid detergent composition
  • a solid detergent composition comprising a C 1 -C 3 alkyl carbonate salt.
  • Solid detergent compositions comprise detersive surfactants to provide cleaning.
  • detersive surfactants have a tendency to gel upon contact with water, which impairs the dispensing and dissolution of the solid detergent composition.
  • Detergent manufacturers have attempted to overcome this problem by incorporating effervescence systems and hydrotropes in the composition to improve the dispensing and dissolution of the composition.
  • Another means of improving the dispensing and dissolution profile of a solid detergent composition is to incorporate a solvent, such as a short alkyl chain alcohol, into the composition.
  • solvents tend to be liquid at ambient conditions, and their incorporation into a solid detergent composition is difficult.
  • Methods of incorporating a liquid solvent into a solid detergent composition such as absorption/adsorption onto solid carriers, restrict the detergent formulator.
  • liquid solvent there is a limit to the level of liquid solvent that can be incorporated into a solid detergent composition. If too much liquid solvent is incorporated into the solid detergent composition, then the composition will have a poor flowability profile. However, if not enough solvent is incorporated into the solid detergent composition, then the dispensing and dissolution profiles of the composition will not be improved. There remains a need to incorporate enough solvent into a solid detergent composition to improve its dispensing and dissolution profiles whilst at the same time ensure that the composition still has a good flowability profile.
  • the present invention provides a solid detergent composition comprising a C 1 -C 3 alkyl carbonate salt.
  • the composition comprises a C 1 -C 3 alkyl carbonate salt.
  • a preferred C 1 -C 3 alkyl carbonate salt is a methyl carbonate salt and/or an ethyl carbonate salt and/or a propyl carbonate salt and/or an iso-propyl carbonate salt. More preferably, the C 1 -C 3 alkyl carbonate salt is a methyl carbonate salt.
  • the salt can be an alkali and/or an alkaline earth metal salt of a C 1 -C 3 alkyl carbonate.
  • the C 1 -C 3 alkyl carbonate salt is sodium methyl carbonate.
  • the C 1 -C 3 alkyl carbonate salt liberates carbon dioxide and a C 1 -C 3 alkyl alcohol upon contact with water. This provides effervescence and the release of a solvent alcohol into the wash liquor, which in turn improves the dispensing and dissolution profile of the solid composition.
  • the C 1 -C 3 alkyl carbonate salt can be used to improve the dispensing performance, the dissolution performance, the cleaning performance and the aesthetics of the foam profile of the composition. This is especially preferred when the composition is a laundry detergent composition.
  • the C 1 -C 3 alkyl carbonate salt also provides effervescence, for example during a laundering process.
  • the C 1 -C 3 alkyl carbonate salt is in particulate solid form, preferably in free-flowing particulate form.
  • free-flowing particulate form it is meant that the C 1 -C 3 alkyl carbonate is in the form of separate discrete particles.
  • the C 1 -C 3 alkyl carbonate salt is in particulate form having a particle size distribution such that the weight average particle size is from 50 micrometers to 2,000 micrometers, or preferably from 100 micrometers to 1,000 micrometers, or preferably from 100 micrometers to 800 micrometers, or preferably from 400 to 700 micrometers.
  • no more than 10wt% of the C 1 -C 3 alkyl carbonate salt has a particle size of greater than 1150 micrometers and, typically, no more than 10wt% of the C 1 -C 3 alkyl carbonate salt has a particle size of less than 50 micrometers. If the C 1 -C 3 alkyl carbonate salt has an average particle size of greater than 1,500 micrometers, then it may be preferred for the C 1 -C 3 alkyl carbonate salt to be in the form of an extrudate.
  • the composition preferably comprises from 0.01wt% to 50wt%, or preferably from 0.1wt% to 20wt%, more preferably from 1wt% to 10wt% C 1 -C 3 alkyl carbonate salt.
  • the C 1 -C 3 alkyl carbonate salt can be in form of an agglomerate, an extrudate, a spray-dried powder, a bead or a combination thereof.
  • the C 1 -C 3 alkyl carbonate salt may be in the form of a co-particulate admix with a detergent adjunct component.
  • co-particulate admix it is meant that the C 1 -C 3 alkyl carbonate salt and detergent adjunct component are mixed together, so that they are present in the composition in the same particle.
  • the co-particulate admix is in the form of: an extrudate such as a bead, a noodle and/or a needle; a spray-dried powder; an agglomerate; a flake; or a mixture thereof.
  • the co-particulate admix is in the form of an agglomerate.
  • the detergent adjunct component may comprise an acid source, such as sulphamic acid and/or citric acid.
  • an acid source such as sulphamic acid and/or citric acid.
  • the adjunct detergent component may comprise a bleach activator, such as tetraacetyl ethylene diamine.
  • the C 1 -C 3 alkyl alcohol which is liberated when the C 1 -C 3 alkyl carbonate salt is contacted to water, improves the dissolution and the rate of perhydrolysis of the bleach activator.
  • adjunct detergent component may comprise a detersive surfactant, such as a non-ionic detersive surfactant. This provides a good sudsing profile. It may be preferred for the adjunct detergent component to comprise an acid source, such as sulphamic acid and/or citric acid, and a bleach activator, such as tetraacetyl ethylene diamine.
  • a detersive surfactant such as a non-ionic detersive surfactant. This provides a good sudsing profile.
  • an acid source such as sulphamic acid and/or citric acid
  • bleach activator such as tetraacetyl ethylene diamine.
  • the adjunct component may also be a detersive surfactant such as an alkyl sulphate or an alkyl polyglucoside.
  • a detersive surfactant such as an alkyl sulphate or an alkyl polyglucoside.
  • alkyl sulphates are described in more detail below.
  • a preferred alkyl polyglucoside is supplied by Seppici under the tradename Montanov STM.
  • the C 1 -C 3 alkyl carbonate salt is typically obtained by a process comprising the steps of: (a) reacting an alkali and/or alkaline earth metal source, for example the metal or a metal hydride or an organometallic compound such as a C 1-4 alkyl metal compound, with a C 1-3 alcohol, to form a metal alkoxide; and (b) reacting the metal alkoxide with carbon dioxide to form a C 1 -C 3 alkyl carbonate salt.
  • an alkali and/or alkaline earth metal source for example the metal or a metal hydride or an organometallic compound such as a C 1-4 alkyl metal compound
  • the metal alkoxide is especially preferred for the metal alkoxide to be dissolved in a liquid medium, such as an alcohol, during step (b) when it is reacted with carbon dioxide.
  • a liquid medium such as an alcohol
  • Any excess C 1-3 alcohol substrate from step (a) that may be carried over into step (b) can act as the liquid medium of step (b).
  • the metal alkoxide product of step (a) is typically dissolved in any excess C 1-3 alcohol and reuse of the C 1-3 alcohol substrate as the reaction medium of step (b) negates the need for isolation and re-dissolution of the metal alkoxide.
  • the carbon dioxide is preferably in gaseous form during step (b).
  • the C 1 -C 3 alkyl carbonate salt is typically formed as a solid precipitate.
  • Step (b) It is typically separated from the liquid reaction medium of step (b) by any suitable means: including decanting, filtering, distillation of the reaction medium, centrifugation, and/or evaporation of the reaction medium.
  • Steps (a) and (b) may be carried out in the same reaction vessel or may be carried out in different reaction vessels.
  • sodium metal in solid form is reacted with methanol in liquid form to form sodium methoxide that is dissolved in excess methanol.
  • the sodium methoxide is subsequently reacted with carbon dioxide in gaseous form, to form sodium methyl carbonate in solid form.
  • the sodium methyl carbonate is separated from the reaction medium by filtration.
  • the composition typically comprises a detergent adjunct component.
  • the detergent adjunct component may be present in the composition either in the same particle as the C 1 -C 3 alkyl carbonate salt, or in separate particles from the C 1 -C 3 alkyl carbonate salt.
  • the detergent adjunct component typically comprises components selected from the group consisting of anionic detersive surfactants, cationic detersive surfactants, non-ionic detersive surfactants, zwitterionic detersive surfactants, builders, polymeric co-builders such as polymeric polycarboxylates, bleach, chelants, enzymes, anti-redeposition polymers, soil-release polymers, polymeric soil-dispersing and/or soil-suspending agents, dye-transfer inhibitors, fabric-integrity agents, brighteners, suds suppressors, fabric-softeners, flocculants, cationic fabric-softening components, perfumes and combinations thereof.
  • Preferred anionic detersive surfactants are selected from the group consisting of: linear or branched, substituted or unsubstituted, C 12-18 alkyl sulphates; linear or branched, substituted or unsubstituted, C 10-18 alkylbenzene sulphonates, preferably linear C 10-13 alkylbenzene sulphonates; and mixtures thereof. Highly preferred are commercially available C 10-13 linear alkylbenzene sulphonates.
  • linear C 10-13 alkylbenzene sulphonates that are obtained by sulphonating commercially available linear alkyl benzenes (LAB);
  • suitable LAB include low 2-phenyl LAB, such as those supplied by Sasol under the tradename Isochem® or those supplied by Petresa under the tradename Petrelab®, other suitable LAB include high 2-phenyl LAB, such as those supplied by Sasol under the tradename Hyblene®.
  • Preferred cationic detersive surfactants are mono-C 8-10 alkyl mono-hydroxyethyl di-methyl quaternary ammonium chloride, mono-C 10-12 alkyl mono-hydroxyethyl di-methyl quaternary ammonium chloride and mono C 10 alkyl mono-hydroxyethyl di-methyl quaternary ammonium chloride.
  • Preferred non-ionic detersive surfactants are C 8-18 alkyl alkoxylated alcohols, typically having a molar average alkoxylation degree of from 1 to 20, preferably from 1 to 10.
  • Preferred are C 8-18 alkyl ethoxylated alcohols having a molar average ethoxylation degree of from 3 to 7.
  • the composition may preferably comprise an anionic detersive surfactant.
  • the composition may also preferably comprise a non-ionic detersive surfactant and a cationic detersive surfactant.
  • Preferred builders are selected from the group consisting of: zeolite such as zeolite A, zeolite P, zeolite MAP and zeolite X; phosphate such as sodium tripolyphosphate; sodium carbonate; citric acid and/or water soluble salts thereof such as sodium citrate; sulphamic acid and/or water-soluble salts thereof such as sodium sulphamate; polymeric polycarboxylates such as co-polymers of acrylic acid and maleic acid, or polyacrylate; and any mixture thereof.
  • zeolite such as zeolite A, zeolite P, zeolite MAP and zeolite X
  • phosphate such as sodium tripolyphosphate
  • sodium carbonate citric acid and/or water soluble salts thereof such as sodium citrate
  • sulphamic acid and/or water-soluble salts thereof such as sodium sulphamate
  • polymeric polycarboxylates such as co-polymers of acrylic acid and maleic acid, or
  • the composition may comprise low levels of builders, especially water-insoluble builders such as zeolite. This is especially preferred if it is desirable for the composition to be very highly soluble.
  • the composition may comprise low levels of builders such as phosphate builders (e.g. sodium tripolyphosphate): for example, due to the phosphate regulations of a number of countries. It may be preferred for the composition to comprise less than 5wt% zeolite builder and less than 5wt% phosphate builder. It may be preferred for the composition to be essentially free from zeolite builder and/or to be essentially free from phosphate builder. By essentially free from zeolite builder and/or phosphate builder it is meant that the composition comprises no deliberately added zeolite builder and/or phosphate builder.
  • phosphate builders e.g. sodium tripolyphosphate
  • the composition may comprise sulphamic acid and/or water-soluble salts thereof.
  • the water-soluble salts of sulphamic acid can be alkali-metal or an alkaline-earth-metal salts of sulphamate.
  • Other examples of water-soluble salts of sulphamic acid include ammonium sulphamate, zinc sulphamate and lead sulphamate.
  • a preferred water-soluble salt of sulphamic acid is sodium sulphamate.
  • the composition comprises sulphamic acid.
  • composition may comprise a non-alkyl substituted carbonate salt, typically from 1wt% to 50wt%, or from 5wt% to 25wt% or from 10wt% to 20wt% non-alkyl substituted carbonate salt.
  • a preferred non-alkyl substituted carbonate salt is sodium carbonate and/or sodium bicarbonate.
  • a highly preferred non-alkyl substituted carbonate salt is sodium carbonate.
  • the composition may comprise at least 10wt% sulphate salt.
  • the sulphate salt is highly preferably water-soluble.
  • a preferred sulphate salt is an alkali-metal salt of sulphate, very highly preferred is sodium sulphate.
  • High levels of sulphate salt can improve the greasy stain removal cleaning performance of the composition.
  • the composition preferably comprises very high levels of sulphate salt; the composition typically comprises at least 15wt% sulphate salt, or even 20wt% sulphate salt, or even 25wt% sulphate salt and sometimes even at least 30wt% sulphate salt.
  • adjunct components include: bleach such as percarbonate and/or perborate; bleach such as percarbonate and/or perborate, preferably in combination with a bleach activator such as tetraacetyl ethylene diamine, oxybenzene sulphonate bleach activators such as nonanoyl oxybenzene sulphonate, caprolactam bleach activators, imide bleach activators such as N-nonanoyl-N-methyl acetamide, preformed peracids such as N,N-Pthaloylamino peroxycaproic acid, nonylamido peroxyadipic acid or dibenzoyl peroxide; chelants such as diethylene triamine pentaacetate, diethylene triamine penta(methyl phosphonic acid), ethylene diamine-N'N'-disuccinic acid, ethylene diamine tetraacetate, ethylene diamine tetra(methylene phosphonic acid) and hydroxyethane di(methylene phosphonic acid); enzyme
  • the composition can be in any solid form, such as in the form of free-flowing particles or in the form of a tablet.
  • free-flowing particles it is meant that the composition is in the form of separate discrete particles.
  • the composition is in the form of free-flowing particles such as agglomerates, extrudates, spray-dried particles, noodles, needles, flakes and mixtures thereof. It may be preferred that the composition is not in tablet form.
  • the composition in free-flowing particulate form typically has a bulk density of from 450g/l to 1,000g/l, preferred low bulk density compositions have a bulk density of from 550g/l to 650g/l and preferred high bulk density compositions have a bulk density of from 750g/l to 900g/l.
  • the composition may be a laundry composition, dishwashing composition or a hard surface cleaning composition.
  • the composition is a laundry composition.
  • the composition is typically contacted with water to give a wash liquor having a pH of from above 7 to 11, preferably from 8 to 10.5.
  • the composition can be obtained by any suitable process, such as spray-drying, agglomeration, extrudation and/or compaction.
  • the process may also include the process steps of, marumerising, spheronising, fluid bed drying, fluid bed agglomeration, enclosing the composition in a water-soluble film and combinations thereof.
  • the process comprises the step of contacting the C 1 -C 3 alkyl carbonate salt with a bleach activator and/or an acid source.
  • Example 1 Method of synthesis of sodium methyl carbonate
  • a 20-litre flange flask is flame-dried and fitted with an overhead stirrer (steel shaft with PTFE crescent-shaped stirrer blade), an inlet and outlet for dry nitrogen, and two glass tubes for the introduction of CO 2 (placed on opposite sides of the flask).
  • the system is purged with dry nitrogen for 15 minutes, whereupon 10 litres of approx. 30% sodium methoxide solution (approx. 55.5 moles of NaOMe) in methanol is poured in under a flow of nitrogen and the solution is stirred.
  • the CO 2 bubbler tubes are adjusted so that the bottom of each tube is just below the surface of the solution when stirring.
  • Carbon dioxide (CP grade) is introduced into the solution through the two tubes, and the flow rate adjusted so that steady bubbling is maintained for 36 hours during which time sodium methyl carbonate forms and precipitates out of solution.
  • the sodium methyl carbonate precipitate is filtered onto large no. 2 porosity sintered glass filter funnels, and washed with a total of 10 litres of methanol to ensure that any unreacted sodium methoxide is completely removed.
  • the sodium methyl carbonate is washed with diethyl ether (total of 10 litres).
  • the sodium methyl carbonate is dried in vacuo .
  • the yield of sodium methyl carbonate is typically between 4.5 and 5.0 kg from each batch, performed using the quantities described above.
  • Example 2 Method of making particles comprising sodium methyl carbonate
  • TAED tetraacetyl ethylene diamine
  • 150g of tetraacetyl ethylene diamine (TAED) powder is melted by heating it in an oven at 150°C for 2 hours, and then placing it in an aluminium beaker on a hotplate having a surface temperature in excess of 200°C whilst vigorously stirring.
  • 23 g ofNeodol C 45 E 5 TM (supplied by Shell) non-ionic detersive surfactant is added to the melting TAED to form a hot mix.
  • 10g of sodium methyl carbonate powder is added to the hot mix. Once the subsequent foam has subsided, the hot mix is rapidly poured onto a powder mixture of 70g sodium methyl carbonate, 80g of sodium carbonate and 60g of micronised (i.e.
  • Example 3 Method of making particles comprising sodium methyl carbonate
  • TAED tetraacetyl ethylene diamine
  • Example 4 Method of making particles comprising sodium methyl carbonate
  • alkyl polyglucoside (Montanov S by Seppici) powder is melted by heating it in an oven at 65°C for 2 hours to form a molten mixture.
  • the molten mixture is rapidly poured onto a powder mixture of 350g sodium methyl carbonate, 700g of sulphamic acid in a Kenwood FP570TM food mixer, and mixed at speed setting 2 for 1 minute.
  • the resultant product is sieved to remove any unwanted oversizec particles (e.g. particles having a diameter of larger than 1.4mm) and unwanted fines (e.g. particles having a diameter of less than 350 micrometers). Particles comprising sodium methyl carbonate are obtained.
  • Example 5 Method of making particles comprising sodium methyl carbonate
  • 220g of alkyl polyglucoside (Montanov S by Seppici) powder, 350g sodium methyl carbonate, and 700g of sulphamic acid are dosed into a Kenwood FP570TM food mixer and mixed at speed setting 2 for 3 minutes.
  • the resultant mixture is placed in an oven at 50°C for 1 hour.
  • the mixture is then dosed into a Kenwood FP570TM food mixer and mixed at speed setting 2 for another 3 minutes.
  • the resultant product is sieved to remove any unwanted oversizec particles (e.g. particles having a diameter of larger than 1.4mm) and unwanted fmes (e.g. particles having a diameter of less than 350 micrometers).
  • Particles comprising sodium methyl carbonate are obtained.
  • the amount of ingredients given below is in wt%.

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)
EP04254818A 2004-08-11 2004-08-11 C1-C3-Alkylcarbonatsalz enthaltendes festes Waschmittel Withdrawn EP1626081A1 (de)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP04254818A EP1626081A1 (de) 2004-08-11 2004-08-11 C1-C3-Alkylcarbonatsalz enthaltendes festes Waschmittel
PCT/US2005/028586 WO2006020788A1 (en) 2004-08-11 2005-08-11 A solid detergent comprising a c1-c3 alkyl carbonate salt.
MX2007001665A MX2007001665A (es) 2004-08-11 2005-08-11 Un detergente solido que contiene una sal de alquilcarbonato c1-c3.
ARP050103362A AR050125A1 (es) 2004-08-11 2005-08-11 Un detergente solido que contiene una sal alquilcarbonato c1-c3.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP04254818A EP1626081A1 (de) 2004-08-11 2004-08-11 C1-C3-Alkylcarbonatsalz enthaltendes festes Waschmittel

Publications (1)

Publication Number Publication Date
EP1626081A1 true EP1626081A1 (de) 2006-02-15

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EP04254818A Withdrawn EP1626081A1 (de) 2004-08-11 2004-08-11 C1-C3-Alkylcarbonatsalz enthaltendes festes Waschmittel

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EP (1) EP1626081A1 (de)
AR (1) AR050125A1 (de)
MX (1) MX2007001665A (de)
WO (1) WO2006020788A1 (de)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104403857A (zh) * 2014-11-24 2015-03-11 青岛市市南区隆德中医药研究所 一种可柔化衣物的洗衣液
CN104403856A (zh) * 2014-11-24 2015-03-11 青岛市市南区隆德中医药研究所 一种可柔化衣物的洗衣液

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1914297B1 (de) 2006-10-16 2011-03-09 The Procter & Gamble Company Verfahren zur Sprühtrocknung zur Herstellung von sprühgetrocknete stark wasserlösliche Waschmittel mit geringer Dichte und niedrigem Buildergehalt.
EP1918362A1 (de) 2006-10-16 2008-05-07 The Procter & Gamble Company Builderarmes, gut wasserlösliches und festes Waschmittel mit geringer Schüttdichte
DE102006059272A1 (de) * 2006-12-13 2008-06-19 Henkel Kgaa Herstellung von Aminoxidgranulaten und deren Einsatz
CN104403841A (zh) * 2014-11-25 2015-03-11 宁波高新区苗姑养生科技有限公司 一种杏仁大枣祛寿斑养生皂及其制备方法与应用
CN109439447B (zh) * 2018-11-28 2021-02-23 沈阳工业大学 一种环境友好可回收循环利用型塑料清洗粉

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4116997A (en) * 1974-12-10 1978-09-26 Anic, S.P.A. Method for the preparation of carbonic acid monoester salts
WO1995025157A1 (en) * 1994-03-17 1995-09-21 The Procter & Gamble Company Detergent composition comprising carbonate salt obtained via reaction of primary alcohol and carbon dioxide
WO2004027004A1 (en) * 2002-09-19 2004-04-01 Unilever Plc Detergent compositions

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4116997A (en) * 1974-12-10 1978-09-26 Anic, S.P.A. Method for the preparation of carbonic acid monoester salts
WO1995025157A1 (en) * 1994-03-17 1995-09-21 The Procter & Gamble Company Detergent composition comprising carbonate salt obtained via reaction of primary alcohol and carbon dioxide
WO2004027004A1 (en) * 2002-09-19 2004-04-01 Unilever Plc Detergent compositions

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104403857A (zh) * 2014-11-24 2015-03-11 青岛市市南区隆德中医药研究所 一种可柔化衣物的洗衣液
CN104403856A (zh) * 2014-11-24 2015-03-11 青岛市市南区隆德中医药研究所 一种可柔化衣物的洗衣液

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MX2007001665A (es) 2007-04-10
WO2006020788A1 (en) 2006-02-23
AR050125A1 (es) 2006-09-27

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