EP0535061A1 - Flüssiges, giess- und pumpfähiges tensidkonzentrat - Google Patents

Flüssiges, giess- und pumpfähiges tensidkonzentrat

Info

Publication number
EP0535061A1
EP0535061A1 EP91911245A EP91911245A EP0535061A1 EP 0535061 A1 EP0535061 A1 EP 0535061A1 EP 91911245 A EP91911245 A EP 91911245A EP 91911245 A EP91911245 A EP 91911245A EP 0535061 A1 EP0535061 A1 EP 0535061A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
formula
weight
surfactant mixture
acid
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Withdrawn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
EP91911245A
Other languages
German (de)
English (en)
French (fr)
Inventor
Brigitte Giesen
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0535061A1 publication Critical patent/EP0535061A1/de
Withdrawn legal-status Critical Current

Links

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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146Sulfuric acid esters
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/28Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives

Definitions

  • the present invention relates to concentrated surfactant mixtures of alkyl glycosides, sulfofatty acid salts and alkyl sulfates as stable, easily pourable, pumpable liquids and their use as premixes (compounds) for the production of liquid detergents and cleaners.
  • alkyl glycosides with long-chain alkyl groups belong to the nonionic surfactants.
  • the skilled person also knows, as for example in A.. Schwartz, J.W. Perry, Surface Active Agents, Vol. I, Interscience Publishers, 1949, page 372, described that surfactant mixtures generally have synergistic effects and often have better cleaning properties than would result from the sum of the values of the individual components.
  • Detergents which contain alkyl glycosides in combination with at least one conventional anionic surfactant are described in European patent application EP 70074. Detergents which contain alkyl glycosides and anionic surfactants are also known from European patent application EP 92 877. Furthermore, liquid detergents are known from European patent application EP 105556, which contain alkyl glycosides, certain other nonionic surfactants and anionic surfactants. From the international patent application WO 86/2943, alkyl detergent-containing liquid detergents are known which contain conventional anionic surfactants.
  • the individual components are generally used as flowable solutions, each of which contains a substance or which, as premixes, so-called compounds, consist of several substances which are customary in the finished compositions.
  • the components provided for the mixture to give the finished composition should have the highest possible active substance and at the same time be easy to handle, that is to say they should be as flowable and easy to pump as possible and have the highest possible storage stability.
  • Alkyl glycosides are usually obtained as highly viscous pastes. The object of the present invention was to develop a liquid, flowable, pumpable and storage-stable surfactant mixture from an alkyl glycoside paste.
  • This object is achieved by an aqueous mixture of certain amounts of alkyl glycoside, sulfofatty acid salt and alkyl sulfate.
  • the compounds according to the invention are aqueous neutral or basic mixtures which essentially consist of an alkyl glycoside and 2 different synthetic anionic surfactants, a sulfofatty acid salt and an alkyl sulfate, the alkyl glycoside having the formula I,
  • R 1 is an alkyl radical with 8 to 22 C atoms
  • G is a glycose unit and n is a number between 1 and 10
  • the sulfofatty acid salt is a mixture of compounds of the formula II
  • A is SO3X and B is OH or A is OH and B is S ⁇ 3X
  • X is an alkali or ammonium ion
  • 1 is a number greater than 0, m 0, 1 or 2
  • p is a number greater than 0 and the sum of 1, m and p is 8 to 20, with unsaturated compounds resulting from such compounds by formal elimination of a molar equivalent of water
  • the alkyl sulfate has the formula III
  • R2 is an alkyl radical having 8 to 22 carbon atoms and Y is an alkali metal or ammonium ion, and the compounds being 30 to 50% by weight of water, 10 to 30% by weight, preferably 17 to 25% by weight of the alkyl glycoside, 1 to 20% by weight, preferably 3 to 15% by weight of the sulfofatty acid acid and 10 to 20% by weight, preferably 12 to 18% by weight, of the alkyl sulfate.
  • the alkyl glycosides suitable for the surfactant mixtures according to the invention and their preparation are described, for example, in European Patent Applications EP 92355, EP 301 298, EP 357 969 and EP 362 671 or the US Pat. No. 3547828.
  • glycoside components ((G) n in formula I) of such alkyl glycosides are oligomers or polymers from naturally occurring aldose or ketose monomers, in particular glucose, mannose, fructose, galactose, talose, gulose, old rose , Allose, Idose, Ribose, Arabinose, Xylose and Lyxose.
  • the oligomers consisting of such glycosidically linked monomers are characterized not only by the type of sugar they contain, but also by their number, the so-called degree of oligomerization.
  • the degree of oligomerization (n in formula I) generally assumes fractional numerical values as the quantity to be determined analytically; it is between 1 and 10, for the alkyl glycosides preferably used below 1.5, in particular between 1.2 and 1.4.
  • the preferred monomer building block is glucose because of its good availability.
  • the alkyl part (R 1 in formula I) of the alkyl glycosides contained in the surfactant mixtures according to the invention preferably also originates from easily accessible derivatives of renewable raw materials, in particular from fatty alcohols, although branched-chain primary alcohols, in particular so-called oxo alcohols, for example nonyl, undecyl or tridecyl - Alcohols, can be used for the production of usable alkyl glycosides.
  • the primary alcohols with linear octyl, decyl, dodecyl, tetradecyl, hexadecyl or octadecyl radicals and their are particularly useful.
  • the alkyl glycosides can contain small amounts, for example 1 to 2%, of unconverted long-chain alcohol, which does not have a disadvantageous effect on the properties of the surfactant mixtures produced therewith.
  • the sulfofatty acid salts suitable for incorporation into the compounds according to the invention are neutralized derivatives of a double bond containing fatty acids. These include in particular the sulfonation products of lauroleic acid, myristoleic acid, palmitoleic acid, oleic acid, gadoleic acid and erucic acid.
  • Such sulfofatty acid salts are obtained by reacting the unsaturated fatty acids with a sulfonating agent, in particular sulfur trioxide, and subsequent neutralization and hydrolysis with customary bases, which include, in particular, the aqueous solutions of alkali and ammonium hydroxides by known processes, as described, for example, in British Patent GB 1278 421 or European Patent Application EP 371 369.
  • a sulfonating agent in particular sulfur trioxide
  • customary bases which include, in particular, the aqueous solutions of alkali and ammonium hydroxides by known processes, as described, for example, in British Patent GB 1278 421 or European Patent Application EP 371 369.
  • customary bases which include, in particular, the aqueous solutions of alkali and ammonium hydroxides by known processes, as described, for example, in British Patent GB 1278 421 or European Patent Application EP 371 369.
  • Suitable sulfates for use in the surfactant mixtures according to the invention are the sulfation products of the abovementioned alcohols.
  • the derivatives of fatty alcohols with 8 to 22 C atoms, in particular with 12 to 16 C atoms, are also particularly suitable in this case.
  • the alkyl sulfates can be prepared in a known manner by reaction of the corresponding alcohol component with a customary sulfating reagent, in particular sulfur trioxide or chlorosulfonic acid, and subsequent neutralization, preferably with alkali, ammonium or alkyl or hydroxyalkyl-substituted ammonium bases.
  • the surfactant mixtures according to the invention are prepared by simply mixing the three individual components, which are present as such or preferably in aqueous solution.
  • the mixtures according to the invention are notable for their low viscosities, their ponds, flowability and pumpability and their high storage stability.
  • the viscosity of the compounds is generally 300 Pa.s to 15000 mPa.s.
  • the compounds according to the invention can be used, directly or after dilution with water, for technical applications, for example as flotation aids or drilling fluids. However, they are preferably used as premixes for the production of liquid detergents and cleaning agents, which include, in particular, mild detergents, wool detergents and dishwashing detergents, but also shampoos. Such agents can be prepared in a simple manner by diluting the compounds with water to the desired active substance concentration.
  • builder substances such as zeolites and layered silicates, corrosion inhibitors, bleaching agents, bleach activators, optical brighteners, enzymes, graying inhibitors, antimicrobial active ingredients, water-miscible solvents, abrasives, Foam stabilizers, preservatives, pH regulators, dyes and fragrances as well as additional surfactants are possible.
  • the surfactant mixtures M1 to M3 according to the invention characterized in Table 1 by their composition and the compositions VI to V3 used in comparative tests were prepared.
  • the surfactant mixtures M1 to M3 according to the invention had pH values (10% by weight aqueous solution) from 9.4 to 9.6 and the viscosities given in Table 2.
  • Mixture V3 was a solid, tough gel both at room temperature and at 1 ° C., the viscosity of which could not be determined.
  • Samples of the mixtures M1 to M3 according to the invention were stored for 60 days at 1 ° C., 10 ° C. or 40 ° C. without a decisive change in the consistency (deposition of crystals or the appearance of several liquid phases) being observed.
  • Ci2-14-alkyl glucoside degree of oligomerization 1.4
  • B disodium salt of sulfo oleic acid
  • C Na-Ci2 / 14-alkyl sulfate (Texapon ( R ) LS, manufacturer Henkel)
  • Table 2 Viscosities (20 ° C, ball drop viscosity according to Höppler)

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)
EP91911245A 1990-06-21 1991-06-13 Flüssiges, giess- und pumpfähiges tensidkonzentrat Withdrawn EP0535061A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4019790A DE4019790A1 (de) 1990-06-21 1990-06-21 Fluessige alkylglykosidhaltige tensidmischung
DE4019790 1990-06-21

Publications (1)

Publication Number Publication Date
EP0535061A1 true EP0535061A1 (de) 1993-04-07

Family

ID=6408808

Family Applications (1)

Application Number Title Priority Date Filing Date
EP91911245A Withdrawn EP0535061A1 (de) 1990-06-21 1991-06-13 Flüssiges, giess- und pumpfähiges tensidkonzentrat

Country Status (7)

Country Link
EP (1) EP0535061A1 (zh)
JP (1) JPH05507951A (zh)
KR (1) KR930701580A (zh)
CN (1) CN1057406A (zh)
CA (1) CA2086003A1 (zh)
DE (1) DE4019790A1 (zh)
WO (1) WO1991019777A1 (zh)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4304550A1 (de) * 1993-02-10 1994-08-11 A U F Analytik Umwelttechnik F Grenzflächenchemisch aktive Verbindungen aus mikrobiellen Biomassen
SE502525C2 (sv) * 1993-03-23 1995-11-06 Berol Nobel Ab Användning av alkylglykosid som tensid vid rengöring av hårda ytor samt komposition för detta ändamål
DE4334689A1 (de) * 1993-10-05 1995-04-06 Max Olschewski Grenzflächenchemisch aktive Verbindungen aus nachwachsenden Rohstoffen
DE19848549A1 (de) * 1998-10-21 2000-04-27 Cognis Deutschland Gmbh Nichtionische Tensidmischungen
US8871807B2 (en) 2008-03-28 2014-10-28 Ecolab Usa Inc. Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids
US8344026B2 (en) * 2008-03-28 2013-01-01 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US8809392B2 (en) 2008-03-28 2014-08-19 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9321664B2 (en) 2011-12-20 2016-04-26 Ecolab Usa Inc. Stable percarboxylic acid compositions and uses thereof
AU2013240312C1 (en) 2012-03-30 2018-02-01 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing agents for treatment of drilling fluids, frac fluids, flowback water and disposal water
US10165774B2 (en) 2013-03-05 2019-01-01 Ecolab Usa Inc. Defoamer useful in a peracid composition with anionic surfactants
US20140256811A1 (en) 2013-03-05 2014-09-11 Ecolab Usa Inc. Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids
US8822719B1 (en) 2013-03-05 2014-09-02 Ecolab Usa Inc. Peroxycarboxylic acid compositions suitable for inline optical or conductivity monitoring
CN104087990A (zh) * 2014-06-17 2014-10-08 宁国新博能电子有限公司 一种用于铜线镀镍的化学处理液
CN105062705A (zh) * 2015-08-14 2015-11-18 浙江赞宇科技股份有限公司 一种无水乙氧基化烷基硫酸盐浓缩物及其制备方法与装置

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3706015A1 (de) * 1987-02-25 1988-11-17 Henkel Kgaa Fluessiges reinigungsmittel
DE3822997A1 (de) * 1988-07-07 1990-01-18 Henkel Kgaa Detergensmischung aus nichtionischen und anionischen tensiden und deren verwendung
DE3827778A1 (de) * 1988-08-16 1990-02-22 Henkel Kgaa Pastenfoermiges wasch- und reinigungsmittel und verfahren zur herstellung

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9119777A1 *

Also Published As

Publication number Publication date
CA2086003A1 (en) 1991-12-22
CN1057406A (zh) 1992-01-01
KR930701580A (ko) 1993-06-12
WO1991019777A1 (de) 1991-12-26
JPH05507951A (ja) 1993-11-11
DE4019790A1 (de) 1992-01-02

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