WO1991019777A1 - Concentre tensioactif liquide pouvant etre verse et pompe - Google Patents

Concentre tensioactif liquide pouvant etre verse et pompe Download PDF

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Publication number
WO1991019777A1
WO1991019777A1 PCT/EP1991/001104 EP9101104W WO9119777A1 WO 1991019777 A1 WO1991019777 A1 WO 1991019777A1 EP 9101104 W EP9101104 W EP 9101104W WO 9119777 A1 WO9119777 A1 WO 9119777A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
formula
surfactant mixture
acid
mixture according
Prior art date
Application number
PCT/EP1991/001104
Other languages
German (de)
English (en)
Inventor
Brigitte Giesen
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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 Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to JP91510333A priority Critical patent/JPH05507951A/ja
Priority to KR1019920703295A priority patent/KR930701580A/ko
Publication of WO1991019777A1 publication Critical patent/WO1991019777A1/fr

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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
    • C11D1/66—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
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid esters
    • 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
    • C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/662—Carbohydrates 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)

Abstract

Les concentrés se composent essentiellement de 30 à 50 % en poids d'eau, de 10 à 30 % en poids d'un alkylglucoside de formule R1-O(G)n, dans laquelle R1 désigne un reste alkyle avec 8 à 22 atomes de C, G une unité glucose et n un nombre de 1 à 10, de 1 à 20 % en poids d'un sel d'acide gras sulfonique, qui est un mélange de composés de formule (II) où A désigne un reste SO¿3?X- et B un reste OH, ou A un reste OH- et B un reste SO3X-, X un ion alcalin ou un ion ammonium, l un nombre plus grand que 0, m = 0, 1 ou 2 et p un nombre plus grand que 0 et la somme de l, m et p est comprise entre 8 et 20, avec des liaisons non saturées résultant de ces liaisons par élimination formelle d'un équivalent molaire de l'eau, et de 10 à 20 % en poids d'un sulfate d'alkyle de formule R?2-O-SO¿3Y, dans laquelle R2 désigne un reste alkyle avec 8 à 22 atomes de C et Y un ion alcalin ou un ion ammonium. Les mélanges de tensioactifs sont employés comme prémélanges (compounds) stables, coulants et pompables, de préférence pour la fabrication de produits de lavage ou de nettoyage.
PCT/EP1991/001104 1990-06-21 1991-06-13 Concentre tensioactif liquide pouvant etre verse et pompe WO1991019777A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP91510333A JPH05507951A (ja) 1990-06-21 1991-06-13 注入出およびポンプ使用可能な液体状界面活性剤濃厚物
KR1019920703295A KR930701580A (ko) 1990-06-21 1991-06-13 액체이며, 자유-유동성이고 펌핑가능한 계면 활성제 농축액

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4019790.5 1990-06-21
DE4019790A DE4019790A1 (de) 1990-06-21 1990-06-21 Fluessige alkylglykosidhaltige tensidmischung

Publications (1)

Publication Number Publication Date
WO1991019777A1 true WO1991019777A1 (fr) 1991-12-26

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1991/001104 WO1991019777A1 (fr) 1990-06-21 1991-06-13 Concentre tensioactif liquide pouvant etre verse et pompe

Country Status (7)

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

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0611024A2 (fr) * 1993-02-10 1994-08-17 AUF ANALYTIK UMWELTTECHNIK FORSCHUNG GmbH Composés chimiques tensioactifs à partir de la biomasse microbienne
WO1995009691A1 (fr) * 1993-10-05 1995-04-13 Brigitte Olschewski Composes a activite chimique interfaciale issus de produits de depart a post-croissance

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
DE19848549A1 (de) * 1998-10-21 2000-04-27 Cognis Deutschland Gmbh Nichtionische Tensidmischungen
CA2715175C (fr) 2008-03-28 2017-11-21 Ecolab Inc. Acides peroxycarboxyliques sulfures, leur preparation et leurs procedes d'utilisation en tant qu'agents de blanchiment et antimicrobiens
US8871807B2 (en) 2008-03-28 2014-10-28 Ecolab Usa Inc. Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids
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
CA2867565C (fr) 2012-03-30 2021-01-19 Victor KEASLER Utilisation de l'acide peracetique/peroxyde d'hydrogene et d'agents reducteurs de peroxyde pour le traitement des fluides de forage, des fluides frac, des eaux refoulees et des eaux usees
US8822719B1 (en) 2013-03-05 2014-09-02 Ecolab Usa Inc. Peroxycarboxylic acid compositions suitable for inline optical or conductivity monitoring
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
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

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4839098A (en) * 1987-02-25 1989-06-13 Henkel Kommanditgesellschaft Auf Aktien Liquid detergent
EP0349906A2 (fr) * 1988-07-07 1990-01-10 Henkel Kommanditgesellschaft auf Aktien Mélange détergent contenant des agents tensioactifs non ioniques et anioniques, et son utilisation
EP0355551A2 (fr) * 1988-08-16 1990-02-28 Henkel Kommanditgesellschaft auf Aktien Agent de lavage et de nettoyage sous forme de pâte et son procédé de préparation

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4839098A (en) * 1987-02-25 1989-06-13 Henkel Kommanditgesellschaft Auf Aktien Liquid detergent
EP0349906A2 (fr) * 1988-07-07 1990-01-10 Henkel Kommanditgesellschaft auf Aktien Mélange détergent contenant des agents tensioactifs non ioniques et anioniques, et son utilisation
EP0355551A2 (fr) * 1988-08-16 1990-02-28 Henkel Kommanditgesellschaft auf Aktien Agent de lavage et de nettoyage sous forme de pâte et son procédé de préparation

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0611024A2 (fr) * 1993-02-10 1994-08-17 AUF ANALYTIK UMWELTTECHNIK FORSCHUNG GmbH Composés chimiques tensioactifs à partir de la biomasse microbienne
EP0611024A3 (fr) * 1993-02-10 1995-03-15 Auf Analytik Umwelttech Forsch Composés chimiques tensioactifs à partir de la biomasse microbienne.
WO1995009691A1 (fr) * 1993-10-05 1995-04-13 Brigitte Olschewski Composes a activite chimique interfaciale issus de produits de depart a post-croissance

Also Published As

Publication number Publication date
CN1057406A (zh) 1992-01-01
EP0535061A1 (fr) 1993-04-07
CA2086003A1 (fr) 1991-12-22
KR930701580A (ko) 1993-06-12
DE4019790A1 (de) 1992-01-02
JPH05507951A (ja) 1993-11-11

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