CA2095933A1 - Alkyl glycoside surfactant paste - Google Patents
Alkyl glycoside surfactant pasteInfo
- Publication number
- CA2095933A1 CA2095933A1 CA002095933A CA2095933A CA2095933A1 CA 2095933 A1 CA2095933 A1 CA 2095933A1 CA 002095933 A CA002095933 A CA 002095933A CA 2095933 A CA2095933 A CA 2095933A CA 2095933 A1 CA2095933 A1 CA 2095933A1
- Authority
- CA
- Canada
- Prior art keywords
- paste
- surfactant
- value
- alkyl glycoside
- ppm
- 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.)
- Abandoned
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
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/003—Colloidal solutions, e.g. gels; Thixotropic solutions or pastes
Abstract
A b s t r a c t A stabilized surfactant paste Water-based surfactant pastes, more particularly those containing nonionic surfactants of the alkyl glycoside type, are effectively stabilized against microbial infesta-tion if, after oxidative bleaching to eliminate alkali-sensitive colour bodies, they are adjusted to a pH value of at least 11 by addition of alkaline substances.
Description
D 9315 PCT / 03.07.91 2095933 A ~tabilized sur~actant paste This invention relates to a water-based surfactant paste stabilized against ~icrobial infestation, the surfac-tant in particular essentially oonsis,tiny of a nonionic sur~actant of the alkyl glycoside type. The invention also relates to a process for the production of the surfactant paste.
The surfactants pre~ent in modern detergents and cosmetic cleansing preparations have to ~atisfy stringent requirements in regard to biological degradability. Such surfactants are often marketed in the form o~ water-based preparations which, despite a high surfactant concentra-tion, are preferably still pumpable or pourable. By virtue of their ready biodegradability, these water-based mixtures are readily infested by such microbes as bacteria and fungi, so that the quality and, in particular, stability in storage of the surfactant mixtures can be adversely af-fected. Although there are a number of useful antimicro-bial agents which prevent ~icrobial infestation and guaran-tee adequate s~ahili~y in storage, the use of preserva-tives, such as glutaraldehyde or benzoic acid for example,is not without technical problems. Thus, there is a danger tha~ the presence of such preservatives may cause dis-coloration of ~he surfactant paste during storage. On the oth~r hand, the presence of preservatives is not accepted by the next user for all applications of the surfactant pastes.
It has now been found that water-based surfactant pastes protected against microbial infestation can have excellent stability in storage, even in ~he abs~nce o~ the usual preserva~ives, providing measures are tak~n to ensure that certain i~purities are not pre~ent during their ~ormulation.
The surfactants pre~ent in modern detergents and cosmetic cleansing preparations have to ~atisfy stringent requirements in regard to biological degradability. Such surfactants are often marketed in the form o~ water-based preparations which, despite a high surfactant concentra-tion, are preferably still pumpable or pourable. By virtue of their ready biodegradability, these water-based mixtures are readily infested by such microbes as bacteria and fungi, so that the quality and, in particular, stability in storage of the surfactant mixtures can be adversely af-fected. Although there are a number of useful antimicro-bial agents which prevent ~icrobial infestation and guaran-tee adequate s~ahili~y in storage, the use of preserva-tives, such as glutaraldehyde or benzoic acid for example,is not without technical problems. Thus, there is a danger tha~ the presence of such preservatives may cause dis-coloration of ~he surfactant paste during storage. On the oth~r hand, the presence of preservatives is not accepted by the next user for all applications of the surfactant pastes.
It has now been found that water-based surfactant pastes protected against microbial infestation can have excellent stability in storage, even in ~he abs~nce o~ the usual preserva~ives, providing measures are tak~n to ensure that certain i~purities are not pre~ent during their ~ormulation.
2~9~933 These requirements are satisfied by a water-ba~ed surfactant paste containing 30 to 70% by weight of a surfactant stable in alkaline medium, more particularly a nonionic surfactant of the alkyl glycoside type, charac-s terized in that the paste is substantially fr~ frombleachable colour bodies and precursors thereof which lead to discoloration in alkaline medium and is substantially free from secondary products and residues which reduce the pH
value during storage by alkali consumption and in that the paste has a pH value of at least 11, preferably in the range from 11 to 12.5 and, more preferably, o~ at least 11.5 through the presence of added alkaline substances.
It has surprisingly been found that, even after storage for several months at 40 to 50DC, the product according to the invention is stable in color and is free from microbial infestation and, hence, does not require additional chemical stabilization.
Surfactants stable in alkaline medium are understood to be surface-active compounds, such as alkoxylated long-chain alcohols, more particularly fatty alcohol ethoxy-lates, including compounds containing closed terminal groups, surfactants such as alkylether carboxylic acids, fatty alcohol sul~ates and ether sulfates, alkanesulfonates and, in particular, surfactants of which the hydrophilic part derives from carbohydrate compounds. Surfactants of the alkyl glycoside type are particularly preferred. Sur-~actants of this type are understood to be mixtures of alkyl monoglycosides and alkyl oligoglycosides of the type obtained in the acid-catalyzed reaction of sugars and alkanols.
The particularly preferred alkyl glycosides are nonionic surfactants of the type known, for example, fro~
US-PSS 3,547,828 and 3,839,318. PrQduction processes for particularly light-colored and color-stable alkyl glyco sides are descri~ed in European p~tent applications EP O
,.
D 9315 PCT 3 2~9~933 301 298 A1, EP U 362 671 A1 and EP 0 357 969 A1. The a1kY1 COmPOnent O~ the a1kY1 glycosides generally consist~ of aliphatic residues containing 8 to 24 and, more particular-ly, 8 to 18 carbon atoms. The corresponding ~atty alkyl radicals obtainabls ~rom fats as renewable ra~ ~ ~ls by way of the fattv alcohols are particularly preferred.
AlXyl radicals derived from synthetic primary alcohols, more particularly from the so-called oxo alcohols, are al50 suitable in principle, but are less preferred in the present case. The sugar component in the alkyl glycoside may emanate from typical aldoses or ketoses, such as for example glucose, fructose, mannose, galactose, talose, gulose, allose, altrose, idose, arabinose, xylose, lyxose and ribose. 8y virtue of the abundantly available raw materials glucose or starch or starch degradation products, glucose is the particularly preferred sugar component. The average degree of oligomerization of the alkyl glycosides present in the pastes according to the invention may assume any value from the point of view of paste stability, i.e.
it may be in the typical range of 1.2 to 3Ø This averagP
degree of oligomexization is based on the quantity of alkyl monoglycoside and alkyl oligoglycoside surfactant in the alkyl glycoside product. However, it is preferred to use alkyl glycosides in ~hich the degree of oligomerization is distinctly below 1.5 and, more particularly, in the range from 1.3 to 1.4, the associated fatty alkyl radical essen-tialiy being around Cl2. Different quantitie~ of C8l0 and CL~ 16 may be present, depending on the width of the cut.
These alkyl glycosides are distinguished by particularly good surfactants properties. Together with water and the alkaline substances, they represent a par~icularly prefer-red embodiment of t~e invention. Other preferred embodi-mel1tS are baSed On C Chain CUtS Centered around C8~10 and arOUnd C14/1~ The fOrmer haVe VerY gOOd 5O1Ubi1iZing 35 PrOPertieS Whi1e the 1atter are suitable as wetting agents ; D 9315 PCT 4 2095933 and emulsifiers.
Tha "su~actant paste" is a paste in a viscosity range extending from flowable to viscous. Accordingly, the viscosities (as measured using a Hoppller viscosimeter at 40C or a Brookfiel~ ~alipath visco!simeter at 40 C/4 r.p.m.~ are in thé range from about 1,000 to 100,000.
The surfactants present in the water-based surfactant paste, more particularly the al~yl ~lycosides, are sub stantially free from bleachable pi~ments, pigment precur-sors, secondary products and residues adversely affecting color quality where these surfactants have been subjected to a bleaching process after their production. The bleach-ing process in question is preferably an oxidative bleach-ing process, more particularly using hydrogen peroxide as the oxidizing agent. This bleaching process is preferably carried out in the presence of magnesium cations which may enter the system either in the form of alkaline magnesium compounds, such as the oxide, hydroxide, carbonate, or an alcoholate to neutralize the acidic catalyst at the end of the production process in the case of the alkyl glycosides.
However, it is also sufficient if neutralization is carried out with typical alkalis, more particularly alkaline sodium compounds, at the end of the surfactant production process and water-soluble or insoluble magnesium compounds, for example those mentioned above, are subsequently added in such a quantity that the subsequent bleaching step takes place in the presence of 100 to 1,000 ppm magnesium. If steps are taken in the bleaching process to ensure that a high pH value of at least 9 and preferably at least 10 i5 maintained, the residual peroxide content can be reduced to values of at most S0 to 100 ppm ~2~ in the final stage of the bleachinq process by heat treatment of the paste at 8 o to 150 C . The oxidatively bleached products may be after-treated with reducing agents: the pH value should not ~all 35 below ~.5 during the redu~::tiYe aftertreatment. The surfac-.
D 9315 PCT 5 209~c~33 tant paste thus treated acquires the high pH value accord-ing to the i~vention by compensation of th~ consu~ption o~
alkali observed during bleaching by addition of sodium hydroxide, potassium hydroxide or sodium or po~as~ium carbonates and adjustment of the desired pH value.
Accordingly, the present invention al50 rala~es to a process for the production o~ the storable aqueous ~urfac-tant paste, more particularly an alkyl glycoside paste, of the type obtained by th~ typical production processes for alkali-stable surfactants, more particularly alkyl glyco-sides, after the additional bleaching with aqueous H2O2, the bleaching process being carried out as oxidative bleaching with H202 in the presence of magnesium compounds in alkaline medium at pH values above pH 9 and preferably above pH 10, characterized in that, after the residual peroxide content has been reduced to values of at most 50 to 100 ppm H202, the pH is adjusted to a value of at least 11, preferably in the range from 11 to 12.5 and, more preferably, at least ll.S by addition of alkalis, more particularly alkaline compounds whose presence does not affect the subseguent use of the surfactant paste or is desirable, more particularly sodium hydroxide, potassium hydroxide or sodiu~ or potas-sium carbonates, the water content of the pastes being adjusted to a value in the range from 30 to 70%.
Where present in the particularly preferred form of alkyl glucoside pastes, the water-based surfactant pastes according to the invention produced in this way can be mixed with additional surfactants otherwise made stable to alkalis to obtain a product which contains a surfactant mixture in compounded form which is particularly suitable for subseguent processing or whereby the viscosity and flow behavior of the paste during storage are promoted.
To produce the stabilized paste according to the in-vention, the procP~s steps of peroxide bleaching, peroxide degradation, optionally reductive aftertreatment and pH
value during storage by alkali consumption and in that the paste has a pH value of at least 11, preferably in the range from 11 to 12.5 and, more preferably, o~ at least 11.5 through the presence of added alkaline substances.
It has surprisingly been found that, even after storage for several months at 40 to 50DC, the product according to the invention is stable in color and is free from microbial infestation and, hence, does not require additional chemical stabilization.
Surfactants stable in alkaline medium are understood to be surface-active compounds, such as alkoxylated long-chain alcohols, more particularly fatty alcohol ethoxy-lates, including compounds containing closed terminal groups, surfactants such as alkylether carboxylic acids, fatty alcohol sul~ates and ether sulfates, alkanesulfonates and, in particular, surfactants of which the hydrophilic part derives from carbohydrate compounds. Surfactants of the alkyl glycoside type are particularly preferred. Sur-~actants of this type are understood to be mixtures of alkyl monoglycosides and alkyl oligoglycosides of the type obtained in the acid-catalyzed reaction of sugars and alkanols.
The particularly preferred alkyl glycosides are nonionic surfactants of the type known, for example, fro~
US-PSS 3,547,828 and 3,839,318. PrQduction processes for particularly light-colored and color-stable alkyl glyco sides are descri~ed in European p~tent applications EP O
,.
D 9315 PCT 3 2~9~933 301 298 A1, EP U 362 671 A1 and EP 0 357 969 A1. The a1kY1 COmPOnent O~ the a1kY1 glycosides generally consist~ of aliphatic residues containing 8 to 24 and, more particular-ly, 8 to 18 carbon atoms. The corresponding ~atty alkyl radicals obtainabls ~rom fats as renewable ra~ ~ ~ls by way of the fattv alcohols are particularly preferred.
AlXyl radicals derived from synthetic primary alcohols, more particularly from the so-called oxo alcohols, are al50 suitable in principle, but are less preferred in the present case. The sugar component in the alkyl glycoside may emanate from typical aldoses or ketoses, such as for example glucose, fructose, mannose, galactose, talose, gulose, allose, altrose, idose, arabinose, xylose, lyxose and ribose. 8y virtue of the abundantly available raw materials glucose or starch or starch degradation products, glucose is the particularly preferred sugar component. The average degree of oligomerization of the alkyl glycosides present in the pastes according to the invention may assume any value from the point of view of paste stability, i.e.
it may be in the typical range of 1.2 to 3Ø This averagP
degree of oligomexization is based on the quantity of alkyl monoglycoside and alkyl oligoglycoside surfactant in the alkyl glycoside product. However, it is preferred to use alkyl glycosides in ~hich the degree of oligomerization is distinctly below 1.5 and, more particularly, in the range from 1.3 to 1.4, the associated fatty alkyl radical essen-tialiy being around Cl2. Different quantitie~ of C8l0 and CL~ 16 may be present, depending on the width of the cut.
These alkyl glycosides are distinguished by particularly good surfactants properties. Together with water and the alkaline substances, they represent a par~icularly prefer-red embodiment of t~e invention. Other preferred embodi-mel1tS are baSed On C Chain CUtS Centered around C8~10 and arOUnd C14/1~ The fOrmer haVe VerY gOOd 5O1Ubi1iZing 35 PrOPertieS Whi1e the 1atter are suitable as wetting agents ; D 9315 PCT 4 2095933 and emulsifiers.
Tha "su~actant paste" is a paste in a viscosity range extending from flowable to viscous. Accordingly, the viscosities (as measured using a Hoppller viscosimeter at 40C or a Brookfiel~ ~alipath visco!simeter at 40 C/4 r.p.m.~ are in thé range from about 1,000 to 100,000.
The surfactants present in the water-based surfactant paste, more particularly the al~yl ~lycosides, are sub stantially free from bleachable pi~ments, pigment precur-sors, secondary products and residues adversely affecting color quality where these surfactants have been subjected to a bleaching process after their production. The bleach-ing process in question is preferably an oxidative bleach-ing process, more particularly using hydrogen peroxide as the oxidizing agent. This bleaching process is preferably carried out in the presence of magnesium cations which may enter the system either in the form of alkaline magnesium compounds, such as the oxide, hydroxide, carbonate, or an alcoholate to neutralize the acidic catalyst at the end of the production process in the case of the alkyl glycosides.
However, it is also sufficient if neutralization is carried out with typical alkalis, more particularly alkaline sodium compounds, at the end of the surfactant production process and water-soluble or insoluble magnesium compounds, for example those mentioned above, are subsequently added in such a quantity that the subsequent bleaching step takes place in the presence of 100 to 1,000 ppm magnesium. If steps are taken in the bleaching process to ensure that a high pH value of at least 9 and preferably at least 10 i5 maintained, the residual peroxide content can be reduced to values of at most S0 to 100 ppm ~2~ in the final stage of the bleachinq process by heat treatment of the paste at 8 o to 150 C . The oxidatively bleached products may be after-treated with reducing agents: the pH value should not ~all 35 below ~.5 during the redu~::tiYe aftertreatment. The surfac-.
D 9315 PCT 5 209~c~33 tant paste thus treated acquires the high pH value accord-ing to the i~vention by compensation of th~ consu~ption o~
alkali observed during bleaching by addition of sodium hydroxide, potassium hydroxide or sodium or po~as~ium carbonates and adjustment of the desired pH value.
Accordingly, the present invention al50 rala~es to a process for the production o~ the storable aqueous ~urfac-tant paste, more particularly an alkyl glycoside paste, of the type obtained by th~ typical production processes for alkali-stable surfactants, more particularly alkyl glyco-sides, after the additional bleaching with aqueous H2O2, the bleaching process being carried out as oxidative bleaching with H202 in the presence of magnesium compounds in alkaline medium at pH values above pH 9 and preferably above pH 10, characterized in that, after the residual peroxide content has been reduced to values of at most 50 to 100 ppm H202, the pH is adjusted to a value of at least 11, preferably in the range from 11 to 12.5 and, more preferably, at least ll.S by addition of alkalis, more particularly alkaline compounds whose presence does not affect the subseguent use of the surfactant paste or is desirable, more particularly sodium hydroxide, potassium hydroxide or sodiu~ or potas-sium carbonates, the water content of the pastes being adjusted to a value in the range from 30 to 70%.
Where present in the particularly preferred form of alkyl glucoside pastes, the water-based surfactant pastes according to the invention produced in this way can be mixed with additional surfactants otherwise made stable to alkalis to obtain a product which contains a surfactant mixture in compounded form which is particularly suitable for subseguent processing or whereby the viscosity and flow behavior of the paste during storage are promoted.
To produce the stabilized paste according to the in-vention, the procP~s steps of peroxide bleaching, peroxide degradation, optionally reductive aftertreatment and pH
adjustment ~ay be carried out continuously or discontinu-ously. Tha~bleaching step and the peroxide degradation step are preferably carried out continuously, more par-ticularly in cascades of stirrPd tanks with suitable temperature and residence time parameters. For example, the peroxide bleaching step is carrield out with H2O2 at 110C over an average residence time of 2 hours, which leaves a residual peroxide value of about 300 to 600 ppm H2O2. In the subsequent peroxide degradation step, the mixture is kept at 120C for an average time o~ 3 hours, leaving a residual peroxide content of 30 to 70 ppm.
E x a m p 1 e s Example 1:
The microbially stable alkaline version was produced from 100 kg of a reaction mixture prepared by reaction of dodecanol with glucose in a molar ratio of 5:1. The mixture contained approx. 27.5% alkyl glucoside and 0.2%
catalyst ~p-toluene sulfonic acid). Working up was carried out as follows:
- The catalyst was neutralized by addition of 100 g of S0% sodiu~ hydroxide at 90-C.
- 15 g finely divided magnesium oxide were then stirred in.
- The mixture was concentrated by evaporation to 1%
residual fatty alcohol in a thin-layer evaporator at 1 mbar and at a heat carrier temperature o~ 200'C.
Approx. 28 kg distillation residue were obtained.
- By addition of fully deionized water, the residue was convexted into approx. 56 kg of a water-based paste.
- The paste was then bleached for 1 hour at llO-C in a pressure reactor by addition o~ 300 g H22 (1~000 g 30%
D 9315 PCT 7 2 0~ 3 ~3~3 ~olution) and 420 g NaOH (840 g 50~ solution). Vacuu~
degassi~g left a light yellow ~product containing approx. 350 ppm residual hydrogen ]peroxide.
- The product was thermally aftertreated for another 3 hours at 120C. The residual peroxide conten~ ~ell to less than 50 ppm withou~ any significa~ ~ ~ e in the color of the product.
The paste obtained had a pH value of llo5 which remained stable after storage for 4 months at 60-C. In a microbial infastation test with 106 bacteria and 105 fungi/g, the product produced destruction times o~ at most 3 days for bacteria and at most 14 days ~or funyi ovar the entire storage period. ~Bacterial mixture: Staphylococcus aureus, Enterococcus ~aecium, Escherichia coli, Enterobac-ter aerogenes, Pseudomonas aeruginosa. Fungal mixture:
Candida albicans, Aspergillus niger, Penicillium rubrum, Trichoderma viride).
The paste had a viscosity of 1,800 mPa.s at 40-C, as measured in accordance with DIN 53015.
E~umpl0 2:
100 kg of a reaction mixture obtained by reaction of qlucose with C12~ atty alcohol (75/25%) in a molar ratio of 1:4.5, alkyl glycoside con~ent 29%, wa~ worked up as follows:
- The catalyst (0.2% p-toluene sulfonic acid) was neutralized with 110 g 50% sodium hydroxide.
- 20 g finely divided ~fgO were stirred inO
- Distillation was carried out as in Exa~ple 1 and produced approx. 30 kg APG residue.
- After preparation of a 50% water-based paste, the 3S paste was ~leached for 2 hour~ a~ 105-C with addition 2~ 33 D g315 PCT 8 of 400 ~ H2O2 ~1,330 g 30% solution) and 300 g NaOH
(600 g 60% sol~tio~).
The thermal aftertreatmen~ was carried out over a period of 6 hours at 105C, the residual peroxide content falling to less than 50 ppm.
- The produc~ a~sed ~ y~çyQ. The pH Yalue was adjusted to 11.8 by addition o~ another 300 g NaOH (as 600 g 50% solution).
After storage for 4 months, the product was color-stable, the pH value remained constant at 11.8 and the microbial sta~ility corresponded to that o~ the sample o~
Example 1. Viscosity of the paste: 2,000 mPa.s (measured as in Example 1).
E x a m p 1 e s Example 1:
The microbially stable alkaline version was produced from 100 kg of a reaction mixture prepared by reaction of dodecanol with glucose in a molar ratio of 5:1. The mixture contained approx. 27.5% alkyl glucoside and 0.2%
catalyst ~p-toluene sulfonic acid). Working up was carried out as follows:
- The catalyst was neutralized by addition of 100 g of S0% sodiu~ hydroxide at 90-C.
- 15 g finely divided magnesium oxide were then stirred in.
- The mixture was concentrated by evaporation to 1%
residual fatty alcohol in a thin-layer evaporator at 1 mbar and at a heat carrier temperature o~ 200'C.
Approx. 28 kg distillation residue were obtained.
- By addition of fully deionized water, the residue was convexted into approx. 56 kg of a water-based paste.
- The paste was then bleached for 1 hour at llO-C in a pressure reactor by addition o~ 300 g H22 (1~000 g 30%
D 9315 PCT 7 2 0~ 3 ~3~3 ~olution) and 420 g NaOH (840 g 50~ solution). Vacuu~
degassi~g left a light yellow ~product containing approx. 350 ppm residual hydrogen ]peroxide.
- The product was thermally aftertreated for another 3 hours at 120C. The residual peroxide conten~ ~ell to less than 50 ppm withou~ any significa~ ~ ~ e in the color of the product.
The paste obtained had a pH value of llo5 which remained stable after storage for 4 months at 60-C. In a microbial infastation test with 106 bacteria and 105 fungi/g, the product produced destruction times o~ at most 3 days for bacteria and at most 14 days ~or funyi ovar the entire storage period. ~Bacterial mixture: Staphylococcus aureus, Enterococcus ~aecium, Escherichia coli, Enterobac-ter aerogenes, Pseudomonas aeruginosa. Fungal mixture:
Candida albicans, Aspergillus niger, Penicillium rubrum, Trichoderma viride).
The paste had a viscosity of 1,800 mPa.s at 40-C, as measured in accordance with DIN 53015.
E~umpl0 2:
100 kg of a reaction mixture obtained by reaction of qlucose with C12~ atty alcohol (75/25%) in a molar ratio of 1:4.5, alkyl glycoside con~ent 29%, wa~ worked up as follows:
- The catalyst (0.2% p-toluene sulfonic acid) was neutralized with 110 g 50% sodium hydroxide.
- 20 g finely divided ~fgO were stirred inO
- Distillation was carried out as in Exa~ple 1 and produced approx. 30 kg APG residue.
- After preparation of a 50% water-based paste, the 3S paste was ~leached for 2 hour~ a~ 105-C with addition 2~ 33 D g315 PCT 8 of 400 ~ H2O2 ~1,330 g 30% solution) and 300 g NaOH
(600 g 60% sol~tio~).
The thermal aftertreatmen~ was carried out over a period of 6 hours at 105C, the residual peroxide content falling to less than 50 ppm.
- The produc~ a~sed ~ y~çyQ. The pH Yalue was adjusted to 11.8 by addition o~ another 300 g NaOH (as 600 g 50% solution).
After storage for 4 months, the product was color-stable, the pH value remained constant at 11.8 and the microbial sta~ility corresponded to that o~ the sample o~
Example 1. Viscosity of the paste: 2,000 mPa.s (measured as in Example 1).
Claims (6)
1. A process for the production of a water-based surfac-tant paste containing 30 to 70% by weight of a surfactant stable in alkaline medium, more particularly a nonionic surfactant of the alkyl glycoside type, which has emanated from an oxidative bleaching process, characterized in that, after reduction of the residual peroxide content to values of at most 50 to 100 ppm H2O2, the pH is adjusted to a value of at least 11, preferably 11 to 12.5 and, more preferably, at least 11.5 by addition of alkalis, more particularly alkaline compounds whose presence does not affect the subsequent use of the surfactant pastes or is desirable, more particularly sodium hydroxide, potassium hydroxide or sodium or potassium carbonates, and the water content of the pastes being adjusted to a value in the range from 30 to 70%.
2. A paste as claimed in claim 1, characterized in that the paste has been aftertreated with reducing agents.
3. A paste as claimed in claim 1 or 2, characterized in that the paste contains 100 to 1,000 ppm magnesium, based on the surfactant as active substance, and the residual peroxide content is at most 50 to 100 ppm H2O2.
4. A product as claimed in any of claims 1 to 3, charac-terized in that the surfactant paste consists essentially of a nonionic surfactant of the alkyl glycoside type containing in particular C8-18 fatty alkyl radicals and having a degree of oligomerization of 1.2 to 3 and prefer-ably 1.3 to 1.4, water and the alkaline substances.
5. A paste as claimed in any of claims 1 to 4, charac-terized in that, in addition to an alkyl glycoside, it con-tains at least one other surfactant stable at pH values above 11 in compounded form.
6. A paste as claimed in any of claims 1 to 5, charac-terized in that the paste obtained by the process is substantially free from bleachable pigments and pigment precursors which lead to discoloration in alkaline medium and is substantially free from secondary products and residues which reduce the pH value during storage by alkali consumption and in that the paste has a pH value of at least 11, preferably in the range from 11 to 12.5 and, more preferably, of at least 11.5 through the presence of added alkaline substances.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4035722.8 | 1990-11-09 | ||
| DE4035722A DE4035722A1 (en) | 1990-11-09 | 1990-11-09 | STABILIZED SURFACTANT PASTE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2095933A1 true CA2095933A1 (en) | 1992-05-10 |
Family
ID=6417969
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002095933A Abandoned CA2095933A1 (en) | 1990-11-09 | 1991-11-04 | Alkyl glycoside surfactant paste |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP0556220B1 (en) |
| JP (1) | JP3140056B2 (en) |
| KR (1) | KR100200543B1 (en) |
| CN (1) | CN1033170C (en) |
| AT (1) | ATE118811T1 (en) |
| BR (1) | BR9107072A (en) |
| CA (1) | CA2095933A1 (en) |
| DE (2) | DE4035722A1 (en) |
| ES (1) | ES2068609T3 (en) |
| MX (1) | MX9101995A (en) |
| MY (1) | MY110807A (en) |
| RU (1) | RU2104296C1 (en) |
| UA (1) | UA26985C2 (en) |
| WO (1) | WO1992008781A1 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4307791C1 (en) * | 1993-03-12 | 1994-09-22 | Henkel Kgaa | Process for the aftertreatment of aqueous pastes or solutions of betaines or amphoteric surfactants |
| CN102786560B (en) * | 2011-05-19 | 2014-12-17 | 扬州晨化新材料股份有限公司 | Preparation method of lauryl glucopyranoside |
| CN102786557B (en) * | 2011-05-19 | 2015-03-18 | 扬州晨化新材料股份有限公司 | Preparation method of tetradecyl glucopyranoside |
| CN105705623B (en) * | 2013-09-30 | 2020-02-21 | 安莎生物技术有限公司 | Surfactant composition |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1254798B (en) * | 1964-06-26 | 1967-11-23 | Henkel & Cie Gmbh | Liquid or paste-like detergent concentrates |
| DE3827778A1 (en) * | 1988-08-16 | 1990-02-22 | Henkel Kgaa | PASTE-SHAPED DETERGENT AND CLEANING AGENT AND METHOD FOR PRODUCING THE SAME |
| DE4017922A1 (en) * | 1990-06-05 | 1991-12-12 | Henkel Kgaa | LIQUID ALKYL GLYCOSIDE-CONTAINING SURFACTANT |
-
1990
- 1990-11-09 DE DE4035722A patent/DE4035722A1/en not_active Ceased
-
1991
- 1991-11-04 EP EP91918719A patent/EP0556220B1/en not_active Expired - Lifetime
- 1991-11-04 KR KR1019930701392A patent/KR100200543B1/en not_active IP Right Cessation
- 1991-11-04 BR BR919107072A patent/BR9107072A/en not_active IP Right Cessation
- 1991-11-04 CA CA002095933A patent/CA2095933A1/en not_active Abandoned
- 1991-11-04 DE DE59104729T patent/DE59104729D1/en not_active Expired - Lifetime
- 1991-11-04 JP JP03517678A patent/JP3140056B2/en not_active Expired - Lifetime
- 1991-11-04 AT AT91918719T patent/ATE118811T1/en not_active IP Right Cessation
- 1991-11-04 ES ES91918719T patent/ES2068609T3/en not_active Expired - Lifetime
- 1991-11-04 WO PCT/EP1991/002073 patent/WO1992008781A1/en active IP Right Grant
- 1991-11-04 RU RU93041060A patent/RU2104296C1/en active
- 1991-11-04 UA UA93004078A patent/UA26985C2/en unknown
- 1991-11-07 MY MYPI91002059A patent/MY110807A/en unknown
- 1991-11-08 CN CN91110567A patent/CN1033170C/en not_active Expired - Lifetime
- 1991-11-08 MX MX9101995A patent/MX9101995A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| MX9101995A (en) | 1992-07-08 |
| ES2068609T3 (en) | 1995-04-16 |
| EP0556220A1 (en) | 1993-08-25 |
| WO1992008781A1 (en) | 1992-05-29 |
| CN1033170C (en) | 1996-10-30 |
| CN1061434A (en) | 1992-05-27 |
| KR100200543B1 (en) | 1999-06-15 |
| RU2104296C1 (en) | 1998-02-10 |
| DE4035722A1 (en) | 1992-05-14 |
| BR9107072A (en) | 1993-09-28 |
| KR930702499A (en) | 1993-09-09 |
| DE59104729D1 (en) | 1995-03-30 |
| JP3140056B2 (en) | 2001-03-05 |
| EP0556220B1 (en) | 1995-02-22 |
| MY110807A (en) | 1999-05-31 |
| JPH06501507A (en) | 1994-02-17 |
| UA26985C2 (en) | 2000-02-28 |
| ATE118811T1 (en) | 1995-03-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |