CN1057406A - Liquid fluidity and pumpability surfactant concentrate - Google Patents

Liquid fluidity and pumpability surfactant concentrate Download PDF

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Publication number
CN1057406A
CN1057406A CN91104171A CN91104171A CN1057406A CN 1057406 A CN1057406 A CN 1057406A CN 91104171 A CN91104171 A CN 91104171A CN 91104171 A CN91104171 A CN 91104171A CN 1057406 A CN1057406 A CN 1057406A
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alkyl
formula
weight
surfactant mixture
acid
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博里吉特·基森
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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    • 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

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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

This enriched material is mainly by 30-50 weight % water, 10-30 weight % formula R 1-O (G) nAlkyl glycoside, wherein R 1For having the alkyl of 8-22 C atoms, G is a sugar unit, and n is the numerical value between 1 to 10,1-20 weight % sulfofatty acid salts, tensio-active agent is as having package stability, and the pre-composition of flowability and pumpability (compound) is used for preparing washing agent or washing agent.

Description

Liquid fluidity and pumpability surfactant concentrate
The present invention relates to by alkyl glycoside, the spissated surfactant mixture that sulfofatty acid salt and alkyl-sulphate are formed, as stable easy mobility and pumpability liquid and with it as the pre-composition (compound) for preparing liquid washing agent and washing agent.
The alkyl glycoside that has chain alkyl that belongs to nonionic surface active agent is early known for the crowd.Known to the expert, for example at A.M.Schwartz, J.W.Perry shows " tensio-active agent " (volume 1, Interscience publishers, 1949, the 372nd page) in be logged into the general equal show synergistic of surfactant mixture, and have usually than total value better de-sludging performance is arranged by each component.
Washing composition existing introduction in european patent application book EP070074 with the alkyl glycoside of at least a common anion combinations-of surfactants.Containing alkyl glycoside and anion surfactant also can learn from european patent application book EP092877.Know liquid washing agent in addition from european patent application book EP105556, it contains alkyl glycoside and some other specific nonionogenic tenside and anion surfactant.From international patent application book WO 86/02943, know contain the common anion tensio-active agent contain the alkyl glycoside liquid washing agent.
When preparation liquid washing agent and washing agent, used each component is generally mobile solution, and it contains a kind of material usually or is made up of the formulation of making of several materials commonly used as pre-composition (so-called compound).Pre-orientation is made the component of mixture that adds in the formulation should high as far as possible activity substance content, and is easy to simultaneously handle, and that is to say, it should be a mobile as far as possible, and uses pump delivery easily, and has high as far as possible package stability.Alkyl glycoside normally occurs as high viscous pastes.
Task of the present invention is to be developed to a kind of liquid fluidity, pumpability and package stability surfactant mixture by the alkyl glycoside paste.
This task is by the alkyl glycoside by specified quantitative, and the aqueous mixture that sulfofatty acid salt and alkyl sulfuric ester are formed is finished.
The compound that proposes by the present invention is aqueous neutrality or alkaline mixt, it is mainly by a kind of alkyl glycoside, two kinds of different synthetic anion surface active agents, a kind of sulfofatty acid salt and a kind of alkyl sulfuric ester are formed, and wherein alkyl glycoside is suc as formula shown in the I:
R in the formula 1For having the alkyl of 8 to 22 carbon atoms, G is the glucose unit, and n is a numerical value between 1 and 10.The sulfofatty acid salt mixture that to be compound shown in the formula II form with the unsaturated compound that is generated by the water of this compounds by the cancellation molar equivalent.
Figure 911041710_IMG2
A is a SO in the formula 3X-and B are an OH-base, or A is that an OH-and B are a SO 3X-base, X are alkalimetal ion or ammonium ion, and l is the numerical value greater than 0, and m is 0,1 or 2, and p is the numerical value greater than 0, and l, m and p summation are 8 to 20.Alkyl sulfuric ester is suc as formula shown in the III:
R in the formula 2For having the alkyl of 8 to 22 C atoms, Y is alkalimetal ion or ammonium ion.Contain 30-50 weight % water by its compound that makes, 10-30 weight %, 17-25 weight % alkyl glycoside preferably, 1-20 weight %, preferably 3-15 weight % sulfofatty acid salt and 10-20 weight %, preferably 12-18 weight % alkyl sulfuric ester.
Be applicable to the alkyl glycoside of surfactant mixture of the present invention and preparation example thereof as at european patent application book EP92355, EP301298, the existing introduction among EP357969 and EP362671 or the U.S. Patent application book US3547828.((G) in the formula I of this class alkyl glycoside n) the glycosides component can be oligopolymer or the polymkeric substance that is made by natural aldose or ketose monomer, belongs to this carbohydrate, particularly glucose, seminose, fructose, semi-lactosi, talose, gulose, altrose, allose, idose, ribose, pectinose, wood sugar and lyxose.The oligopolymer of being made up of the monomer that connects this class glucosides is except the available kind that is contained in sugar wherein, the also number of available sugar, and so-called oligomeric degree is characterized.This oligomeric degree (n in the formula I) is got fractional value usually as measuring of using of analytical test; This value is between 1 and 10, and preferably this value of used alkyl glycoside is lower than 1,5 particularly best between 1,2 and 1,4.Glucose is easy to get but the suitable monomer raw material owing to it.
The moieties of the contained alkyl glycoside (R in the formula I in surfactant mixture of the present invention 1), though available branched-chain primary alcohol is used so-called oxo alcohols especially, nonyl alcohol for example, hendecanol or tridecyl alcohol similarly preferably by the derivative that is used as washing material that obtains easily, prepare useful alkylglycoside by Fatty Alcohol(C12-C14 and C12-C18) especially.Especially available primary alconol with straight chain octyl group, decyl, dodecyl, tetradecyl, hexadecyl or octadecyl with and composition thereof.Shi Yi alkyl glycoside contains a cocounut oil alkyl especially, promptly mainly is R 1Be dodecyl and R 1Mixture for tetradecyl.
Alkyl glycoside decides to contain trace on working condition, for example contains the unconverted long-chain alcohol of 1-2% the performance of the surfactant mixture made with it is had no adverse effects.
The sulfofatty acid salt that processing compound of the present invention is suitable for is the derivative, particularly lauroleic acid that contains the neutralization of two key lipid acid, Oleomyristic acid, and Zoomeric acid, oleic acid along (formula) 9-eicosenoic acid and erucic acid, all belongs to this type of.This class sulfofatty acid salt can adopt currently known methods, for example the method introduced of UK Patent Application book GB1278421 or european patent application book EP371369 prepares, promptly by unsaturated fatty acids and sulphonating agent, particularly sulphur trioxide reacts, at last with belonging to common bases, particularly alkali metal hydroxide and ammonium hydroxide aqueous solution neutralize and hydrolysis prepares.Get the mixture of the saturated fatty acid that contains a sulfo group and a hydroxyl shown in the formula II and the unsaturated fatty acids that contains a sulfo group that generates by its water by the cancellation molar equivalent by this legal system.Compound of the present invention preferably contains the oleic acid sulfonated products that neutralized.
The alkyl sulfuric ester that is suitable for use as surfactant mixture of the present invention can be the sulfating product of above-mentioned alcohol.Particularly also be suitable in this case adopting having 8~22 C atoms, especially have the fatty alcohol derivative of 12~16 C atoms.Alkyl sulfuric ester can adopt currently known methods by corresponding alkoxide component and general sulfating agent, particularly with sulphur trioxide or chlorsulfonic acid reaction, neutralize at last, preferably adopt basic metal-, the ammonium alkali that ammonium-or alkyl-also available hydroxyalkyl replaces neutralizes and prepares.
Preparing surfactant mixture of the present invention can be by three kinds of one-components with its original form or preferably simply mix with aqueous solution and realize.
Mixture of the present invention is characterised in that it has the usability (pumpability) and the high-storage stability thereof of low viscosity, easy mobility, available pump conveying.The viscosity of compound is generally 300mpas to 15000mpas.
Compound of the present invention directly or behind the dilute with water is used for industrial use.For example be used as the flushing of flotation aid or drilling rod.But preferably used as pre-composition for preparation liquid washing agent and washing agent, particularly senior washing composition, hair washing composition and dish washing detergent all belong to this type of, but shampoo also belongs to this type of.This class preparation can adopt simple method that compound is diluted with water to desired active material concentration to prepare.It is possible adding other conventional substances in making formulation, and particularly the builder material belongs to this class, such as zeolite and layered silicate, resist, SYNTHETIC OPTICAL WHITNER, bleach-activating agent, the optics detergent, enzyme becomes ash and restrains system, anti-microbial active matter is with water blended solvent, abrasive, suds-stabilizing agent, sanitas, PH-conditioning agent, dyestuff and spices and complementary tensio-active agent all belong to this type of.
Embodiment
Embodiment 1
Consist of distinctive surfactant mixture M1 to M3 of the present invention shown in the I and simultaneous test formulations employed V1 to V3 can be prepared through mixing simply by each component that is aqueous solution at table.
Surfactant mixture M1 to M3 of the present invention has pH value 9.4 to 9.6(10% weightaqueous solutions) and table 2 shown in viscosity.No matter mixture V3 still at 1 ℃ is solid-state viscous gel in room temperature, and its viscosity can not be determined.
Mixture M 1 to M3 sample of the present invention is at 1 ℃, puts 60 days for 10 ℃ or 40 ℃, do not observe tangible denseness and changes (do not see crystal separate out or more liquid phase occurs).
Figure 911041710_IMG3
A): sulfation C 1 12/14-alkyl-3-ethoxy compound, Na salt (Texapon (R)N, factory: Henkel company)
A:C 12/14-alkyl glucoside, oligomeric degree are 1,4
B: sulphonated oleic acid disodium salt
C:C 12/14Alkyl sulfuric ester Na salt (Texapon (R)LS, factory: Henkel company)
Embodiment 2: the de-sludging effect
Can make by dilute with water and to be respectively every liter of solution and to contain 0.15 solution formed by M1 to M3 and V1 to V3 mixture of gram active substance.Introduced dish method test (carrying out the de-sludging effect test) in order to verify that the de-sludging effect is shown at H.-J.Lehman in " grease, soap, tiltedly material " (74, (1972), 163) book with the grease dish.Promptly adopting 50 ° is 3 ° of d(30mg CaO/ liters) water and the tallow (2g/ dish) that rise hardness with 16 ° of d(160mg CaO/ test.The test board of smearing tallow at room temperature placed adopt after 24 hours the flushing brush that rotates to wash.In this test, adopt the de-sludging effect of compound of the present invention identical with control mixture de-sludging effect at least in all cases.

Claims (8)

1, the aqueous flowability and the pumpability surfactant mixture that contain a kind of alkyl glycoside and two kinds of different types of synthetic anion surface active agents, it is characterized in that, it is mainly by the alkyl glycoside shown in the formula I of the water of 30~50 weight % and 10~30 weight %
R 1-O(G) n(Ⅰ)
R in the formula 1For having the alkyl of 8 to 222 C atoms, G is that sugar unit and n are the numerical value between 1 to 10, and the sulfofatty acid salt of 1 to 20 weight %, it is compound shown in the formula II and the mixture that is reacted the unsaturated compound that generates by this compounds by the water of cancellation molar equivalent
Figure 911041710_IMG1
A is SO in the formula 3X-and B are the OH-base, or A is that OH-and B are SO 3X-base, X are alkalimetal ion or ammonium ion, and 1 is the numerical value greater than O, and m is O, 1 or 2, and P is the numerical value greater than O, 1, the summation of m and p is 8 to 20, and
The formula III alkyl sulfuric ester of 10~20 weight % is formed;
R in the formula 2For having the alkyl of 8 to 22 C atoms, Y is alkalimetal ion or the luxuriant son of ammonium.
2, by the described surfactant mixture of claim 1, it is characterized in that it contains the alkyl glycoside of 17~25 weight %, the alkyl sulfuric ester of the sulfofatty acid salt of 3~15 weight % and 12~18 weight %.
3, by claim 1 or 2 described surfactant mixtures, it is characterized in that the oligomeric degree n that the formula I alkyl glycoside is had is lower than 1,5, is preferably 1,2~1,4.
4, by one of claim 1~3 described surfactant mixture, it is characterized in that the formula I alkyl glycoside is an alkyl glucoside.
5, by one of claim 1~4 described surfactant mixture, it is characterized in that sulfofatty acid salt is a lauroleic acid, Oleomyristic acid, Zoomeric acid, oleic acid, the sulfonated products of the neutralization of suitable (formula) 9-eicosenoic acid or erucic acid.
6, by one of claim 1~4 described surfactant mixture, it is characterized in that the oleic acid sulfonated products of sulfofatty acid salt for neutralizing.
7, by one of claim 1~6 described surfactant mixture, it is characterized in that the formula III alkyl sulfuric ester is the alkyl R that has 12~16 C atoms 2
8, the described surfactant mixture of one of claim 1~7 is used for preparing washing agent or washing agent as the pre-composition with package stability, flowability and pumpability.
CN91104171A 1990-06-21 1991-06-20 Liquid fluidity and pumpability surfactant concentrate Pending CN1057406A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4019790.5 1990-06-21
DE4019790A DE4019790A1 (en) 1990-06-21 1990-06-21 LIQUID ALKYL GLYCOSIDE-CONTAINING SURFACTANT

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CN1057406A true CN1057406A (en) 1992-01-01

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

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105062705A (en) * 2015-08-14 2015-11-18 浙江赞宇科技股份有限公司 Anhydrous ethoxylated alkyl sulfate concentrate as well as preparation method and device thereof

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DE4304550A1 (en) * 1993-02-10 1994-08-11 A U F Analytik Umwelttechnik F Interfaces chemically active compounds from microbial biomass
SE502525C2 (en) * 1993-03-23 1995-11-06 Berol Nobel Ab Use of alkyl glycoside as surfactant in cleaning hard surfaces and composition for this purpose
DE4334689A1 (en) * 1993-10-05 1995-04-06 Max Olschewski Interface chemically active compounds from renewable raw materials
DE19848549A1 (en) * 1998-10-21 2000-04-27 Cognis Deutschland Gmbh Nonionic surfactant mixture useful for making laundry detergent, e.g. liquid detergent, consists of tetradecyl- and hexadecyl-oligoglucosides with specified ratio and low average degree of polymerization
AU2009230713C1 (en) * 2008-03-28 2018-08-02 Ecolab Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
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
BR112014020748B1 (en) 2012-03-30 2021-02-23 Ecolab Usa Inc. water treatment method, water source treatment method and aqueous water treatment composition with antimicrobial activity
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 (en) * 2014-06-17 2014-10-08 宁国新博能电子有限公司 Chemical treatment liquid used for nickel plating of copper wire

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DE3706015A1 (en) * 1987-02-25 1988-11-17 Henkel Kgaa LIQUID DETERGENT
DE3822997A1 (en) * 1988-07-07 1990-01-18 Henkel Kgaa DETERGENT MIXTURE FROM NON-IONIC AND ANIONIC SURFACES AND THEIR USE
DE3827778A1 (en) * 1988-08-16 1990-02-22 Henkel Kgaa PASTE-SHAPED DETERGENT AND CLEANING AGENT AND METHOD FOR PRODUCING THE SAME

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105062705A (en) * 2015-08-14 2015-11-18 浙江赞宇科技股份有限公司 Anhydrous ethoxylated alkyl sulfate concentrate as well as preparation method and device thereof

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EP0535061A1 (en) 1993-04-07
KR930701580A (en) 1993-06-12
WO1991019777A1 (en) 1991-12-26
JPH05507951A (en) 1993-11-11
CA2086003A1 (en) 1991-12-22
DE4019790A1 (en) 1992-01-02

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