EP2787065A1 - Composition détergente pour textiles contenant des rhamnolipides ayant une teneur majoritaire en di-rhamnolipides - Google Patents

Composition détergente pour textiles contenant des rhamnolipides ayant une teneur majoritaire en di-rhamnolipides Download PDF

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EP2787065A1
EP2787065A1 EP14158279.1A EP14158279A EP2787065A1 EP 2787065 A1 EP2787065 A1 EP 2787065A1 EP 14158279 A EP14158279 A EP 14158279A EP 2787065 A1 EP2787065 A1 EP 2787065A1
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rhamnolipids
detergent formulation
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rhamnolipid
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EP2787065B1 (fr
Inventor
Dirk Kuppert
Ulrike Kottke
Jürgen LATTICH
Magdalena Volk
Hans Henning Wenk
Fabien Cabirol
Martin Schilling
Steffen Schaffer
Petra Allef
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Evonik Operations GmbH
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Evonik Industries AG
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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
    • C11D1/74Carboxylates or sulfonates esters of polyoxyalkylene glycols
    • 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
    • C11D1/04Carboxylic acids or salts thereof
    • C11D1/06Ether- or thioether carboxylic acids
    • 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
    • C11D1/37Mixtures of compounds all of which are anionic

Definitions

  • the invention relates to detergent formulations for textiles containing rhamnolipids, wherein the content of di-rhamnolipids predominates, and the use of certain rhamnolipid mixture compositions and the aforementioned detergent formulations for accelerating foaming and / or foam stabilization and the use of rhamnolipids to prevent the graying of a textile.
  • Aqueous surfactant solutions show, depending on their composition, different rapid foam buildup and different foam stability. Foaming and decay are affected by the presence of dirt. Foam stability is an important quality feature for the consumer, especially when washing laundry or fabrics. Desirable are detergent formulations with high foam stability.
  • rhamnolipids (RL) with a high content of di-rhamnolipids in detergent formulations have a more stable foam and / or more foaming than surfactants according to the prior art, especially in the presence of high soil load.
  • the present invention therefore provides laundry detergent formulations for textiles comprising a rhamnolipid blend composition having an increased proportion of di-rhamnolipids.
  • Another object of the invention is the use of certain rhamnolipid blend compositions and the aforementioned detergent formulations to accelerate foaming and / or foam stabilization and the use of rhamnolipids to prevent the graying of a textile
  • An advantage of the invention is that the surfactants used are biodegradable in the detergent formulation.
  • An advantage of the formulations according to the invention is their outstanding foam stability in the aqueous.
  • Another advantage of the formulations according to the invention is their outstanding foam volume in the aqueous.
  • Another advantage of the formulations according to the invention is their excellent foaming behavior.
  • Another advantage of the formulations according to the invention is their ease of formulation in any aqueous, surfactant systems.
  • Another advantage of the formulations according to the invention is their good thickenability with conventional thickeners in formulations.
  • Another advantage is their good washability of textiles.
  • a further advantage of the formulations according to the invention is their mildness or good physiological compatibility, in particular characterized by a high value in the Red Blood Cell (RBC) test.
  • Another advantage of the formulations according to the invention is that they leave a pleasant soft feel of the textile after washing.
  • pH in the context of the present invention is defined as the value measured for corresponding substance at 25 ° C after five minutes of stirring with a pH electrode calibrated according to ISO 4319 (1977).
  • aqueous in the context of the present invention is to be understood as meaning a composition which contains at least 5% by weight of water, based on the total composition under consideration.
  • Claimed is thus a detergent formulation for textiles comprising a mono- and di-rhamnolipid mixture composition, characterized in that the weight ratio of di-rhamnolipids to mono-rhamnolipids greater than 51:49, preferably greater than 75:25, particularly preferably 97: 3, especially greater 98: 2.
  • the blend composition according to the invention contains mono-rhamnolipids.
  • the detergent formulation according to the invention is preferably liquid at room temperature.
  • the rhamnolipid mixture composition contained in the formulation according to the invention contains rhamnolipids of the formula monoRL-CX or diRL-CX in only small amounts.
  • the mixture composition according to the invention preferably contains 0 wt .-% to 5 wt .-%, preferably 0 wt .-% to 3 wt .-%, particularly preferably 0 wt .-% to 1 wt .-%, diRLC10, wherein the weight percent based on the sum of all Rhamnolipids, and the term "0 wt .-%" is no detectable amount to understand.
  • the formulations of the invention are substantially free of fatty oil (at 20 ° C liquid acylglycerols) and thus in particular less than 0.5 wt .-%, in particular less than 0.1 wt .-%, particularly preferred no detectable levels of fatty oil based on the total blend composition.
  • the mixture compositions contained in the formulations according to the invention can be prepared by mixing the pure substances, wherein the pure substances from conventionally prepared rhamnolipid mixtures can be purified.
  • Corresponding purification methods are, for example, selective crystallizations and chromatographic methods.
  • Corresponding methods are in Heyd et al., Development and trends of biosurfactant analysis and purification using rhamnolipids as an example, Anal. Bioanal Chem. 2008 Jul; 391 (5): 1579-90 described.
  • Preferred formulations according to the invention comprise, in addition to the rhamnolipid mixture composition, at least one further surfactant, it being possible to use, for example, anionic, nonionic, cationic and / or amphoteric surfactants, with anionic surfactants being preferred.
  • the total surfactant content of the formulation according to the invention is preferably from 5 to 40% by weight and more preferably from 9 to 35% by weight, based on the total formulation.
  • the nonionic surfactants used are preferably alkoxylated, advantageously ethoxylated, in particular primary, alcohols having preferably 8 to 18 carbon atoms and on average 1 to 12 moles of ethylene oxide (EO) per mole of alcohol, in which the alcohol radical can be linear or preferably methyl-branched in the 2-position or linear and methyl-branched radicals in the mixture can contain, as they are usually present in Oxoalkoholresten.
  • alcohol ethoxylates with linear radicals of alcohols of native origin having 12 to 18 carbon atoms, for example of coconut, palm, tallow or oleyl alcohol, and on average 2 to 8 EO per mole of alcohol are preferred.
  • the preferred ethoxylated alcohols include, for example, C12-C14 alcohols with 3 EO, 4 EO or 7 EO, C9-C11 alcohol with 7 EO, C13-C15 alcohols with 3 EO, 5 EO, 7 EO or 8 EO, C12 C18 alcohols with 3 EO, 5 EO or 7 EO and mixtures of these, such as mixtures of C12-C14 alcohol with 3 EO and C12-C18 alcohol with 7 EO.
  • the degrees of ethoxylation given represent statistical means which, for a particular product, may be an integer or a fractional number.
  • Preferred alcohol ethoxylates have a narrow homolog distribution.
  • fatty alcohols with more than 12 EO can also be used. Examples include tallow fatty alcohol with 14 EO, 25 EO, 30 EO or 40 EO.
  • Nonionic surfactants containing EO and PO (propylene oxide) groups together in the molecule can also be used.
  • block copolymers with EO-PO block units or PO-EO block units can be used, but also EO-PO-EO copolymers or PO-EO-PO copolymers.
  • alkyl glycosides can also be used as further nonionic surfactants.
  • Another class of preferred nonionic surfactants used either as the sole nonionic surfactant or in combination with other nonionic surfactants Surfactants are alkoxylated, preferably ethoxylated or ethoxylated and propoxylated Fettsaurealkylester, preferably having 1 to 4 carbon atoms in the alkyl chain, in particular fatty acid methyl esters, as described for example in Japanese Patent Application JP 58/217598 are described or preferably according to the in the international patent application WO 90/13533 be prepared described methods.
  • Nonionic surfactants of the amine oxide type for example N-cocoalkyl-N, N-dimethylamine oxide and N-tallowalkyl-N, N-dihydroxyethylamine oxide, and the fatty acid alkanolamides may also be suitable.
  • the amount of these nonionic surfactants is preferably not more than that of the ethoxylated fatty alcohols, especially not more than half thereof.
  • polyhydroxy fatty acid amides are substances which can usually be obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
  • the content of nonionic surfactants in the formulations according to the invention is preferably 5 to 30% by weight, preferably 7 to 20% by weight and in particular 9 to 15% by weight, based in each case on the entire formulation.
  • anionic surfactants for example, those of the sulfonate type and sulfates are used.
  • surfactants of the sulfonate type are preferably C9-C13-alkylbenzenesulfonates, olefinsulfonates, ie mixtures of alkene and hydroxyalkanesulfonates and disulfonates, such as those of C12-C18 monoolefins with terminal or internal double bond by sulfonating with gaseous sulfur trioxide and subsequent alkaline or acid hydrolysis of the sulfonation obtained.
  • alkanesulfonates which are obtained from C 12 -C 18 alkanes, for example by sulfochlorination or sulfoxidation with subsequent hydrolysis or neutralization.
  • esters of ⁇ -sulfo fatty acids esters of ⁇ -sulfo fatty acids (ester sulfonates), for example the ⁇ -sulfonated methyl esters of hydrogenated coconut, palm kernel or tallow fatty acids.
  • anionic surfactants are sulfated fatty acid glycerol esters.
  • Fatty acid glycerol esters are to be understood as meaning the mono-, di- and triesters and mixtures thereof, as in the preparation by esterification of a monoglycerol with 1 to 3 mol fatty acid or in the transesterification of triglycerides with 0.3 to 2 mol Glycerol can be obtained.
  • Preferred sulfated fatty acid glycerol esters are the sulfonation products of saturated fatty acids having 6 to 22 carbon atoms, for example caproic acid, caprylic acid, capric acid, myristic acid, lauric acid, palmitic acid, stearic acid or behenic acid.
  • Alk (en) ylsulfates are the alkali metal salts and in particular the sodium salts of the sulfuric monoesters of C12-C18 fatty alcohols, for example coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or the C10-C20 oxo alcohols and those half esters secondary Alcohols of these chain lengths are preferred. Also preferred are alk (en) ylsulfates of said chain length, which contain a synthetic, produced on a petrochemical basis straight-chain alkyl radical, which have an analogous degradation behavior as the adequate compounds based on oleochemical raw materials.
  • C12-C16 alkyl sulfates and C12-C18 alkyl sulfates and C14-C18 alkyl sulfates are preferred.
  • 2,3-alkyl sulfates which, for example, according to the U.S. Patents 3,234,258 or 5,075,041 and can be obtained as commercial products of the Shell Oil Company under the name DAN®, are suitable anionic surfactants.
  • sulfuric monoesters of ethoxylated with 1 to 6 moles of ethylene oxide straight or branched C7-C20 alcohols such as 2-methyl-branched C9-C11 alcohols having an average of 3.5 moles of ethylene oxide (EO) or C12-C18 fatty alcohols with 1 up to 4 EO, are suitable. Due to their high foaming behavior, they are only used in detergents in relatively small amounts, for example in amounts of from 1 to 5% by weight.
  • alkyl sulfosuccinic acid which are also known as sulfosuccinates or as Sulfosuccinic be called and represent the monoesters and / or diesters of sulfosuccinic acid with alcohols, preferably fatty alcohols and in particular ethoxylated fatty alcohols.
  • alcohols preferably fatty alcohols and in particular ethoxylated fatty alcohols.
  • Preferred sulfosuccinates contain C8-C18 fatty alcohol residues or mixtures of these.
  • Particularly preferred sulfosuccinates contain a fatty alcohol residue derived from ethoxylated fatty alcohols.
  • Sulfosuccinates whose fatty alcohol residues are derived from ethoxylated fatty alcohols with a narrow homolog distribution, are again particularly preferred.
  • alk (en) ylsuccinic acid having preferably 8 to 18 carbon atoms in the alk (en) yl chain or salts thereof.
  • Particularly preferred anionic surfactants are soaps. Suitable are saturated and unsaturated fatty acid soaps, such as the salts of lauric acid, myristic acid, Palmitic acid, stearic acid, (hydrogenated) erucic acid and behenic acid, and in particular soap mixtures derived from natural fatty acids, for example coconut, palm kernel, olive oil or tallow fatty acids.
  • the anionic surfactants may be in the form of their sodium, potassium or ammonium salts and as soluble salts of organic bases, such as mono-, di- or triethanolamine.
  • the anionic surfactants are preferably present in the form of their sodium or potassium salts, in particular in the form of the sodium salts.
  • the content of anionic surfactants of the formulation according to the invention is preferably 2 to 30 wt .-%, preferably 4 to 25 wt .-% and in particular 5 to 22 wt .-% based on the total formulation.
  • amphoteric surfactants such as surface-active compounds which carry at least one quaternary ammonium group and at least one -COO-- or -SO 3 - group in the molecule can be used as amphoteric surfactants.
  • amphoteric surfactants in this context are betaine surfactants such as alkyl or alkylamidopropyl betaines.
  • betaines such as the N-alkyl-N, N-dimethylammonium glycinate, z.
  • cocoalkyl dimethylammoniumglycinat N-acyl-aminopropyl-N, N-dimethylammoniumglycinate, z.
  • Cocoacylaminopropyldimethylammonium glycinate C12-C18-alkyl-dimethyl-acetobetaine, cocoamidopropyl-dimethyl-acetobetaine, 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines and sulfobetaines each having 8 to 18 carbon atoms in the alkyl or acyl group, as well as cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • a particularly preferred zwitterionic surfactant is the N, N-dimethyl-N- (lauroylamidopropyl) ammonium acetobetaine known by the INCI name Cocamidopropyl Betaine.
  • amphoteric surfactants are the group of amphoacetates and amphodiacetates, in particular, for example, coconut or laurylamphoacetates or diacetates, the group of amphopropionates and amphodipropionates and the group of amino acid-based surfactants such as acylglutamates, in particular disodium cocoyl glutamates and sodium cocoyl glutamates, acylglycinates, in particular cocoyl Glycinates, and acyl sarcosinates, especially ammonium lauroyl sarcosinates and sodium cocoyl sarcosinates.
  • acylglutamates in particular disodium cocoyl glutamates and sodium cocoyl glutamates
  • acylglycinates in particular cocoyl Glycinates
  • acyl sarcosinates especially ammonium lauroyl sarcosinates and sodium cocoyl sarcosinates.
  • Particularly preferred detergent formulations according to the invention are characterized in that the surfactant is selected from the group of sulfonates and Sulfates, preferably of the linear alkyl-benzene sulfonates, in particular from the group of C 9 - C 13 alkyl benzene sulfonates, most preferably sodium (nC 10 -C 13 ) alkyl benzene sulfonate.
  • the surfactant is selected from the group of sulfonates and Sulfates, preferably of the linear alkyl-benzene sulfonates, in particular from the group of C 9 - C 13 alkyl benzene sulfonates, most preferably sodium (nC 10 -C 13 ) alkyl benzene sulfonate.
  • the detergent formulations may contain other ingredients which further enhance the performance and / or aesthetics of the detergent formulation.
  • preferred detergent formulations additionally contain one or more substances from the group of builders, bleaches, bleach activators, enzymes, perfumes, perfume carriers, fluorescers, dyes, foam inhibitors, silicone oils, antiredeposition agents, optical brighteners, grayness inhibitors, anti-shrinkage agents, anti-crease agents, dye transfer inhibitors, antimicrobial agents, germicides, fungicides, antioxidants, preservatives, corrosion inhibitors, antistatic agents, bittering agents, ironing auxiliaries, repellents and impregnating agents, swelling and anti-slip agents, neutral filler salts and UV absorbers.
  • anti-wrinkling agents examples include anti-wrinkling agents, antimicrobial agents, germicides, fungicides, antioxidants, preservatives, antistatic agents, ironing aids, UV absorbers.
  • the detergent formulations may contain between 0.001 and 90, more preferably 0.01 to 45 wt .-% of one or more of the other ingredients mentioned herein, wherein the wt .-% refer to the total detergent formulation.
  • the detergent formulations according to the invention can advantageously be used to accelerate foam formation and / or foam stabilization.
  • the detergent formulations according to the invention are preferred for Foam stabilization used, this inventive use is carried out in particular in the presence of dirt.
  • preference is given to using the detergent formulations which are mentioned above as preferred detergent formulations.
  • the present invention is the use of the rhamnolipid mixture compositions contained in the detergent formulations according to the invention for accelerating foam formation and / or for foam stabilization.
  • the rhamnolipid mixture compositions contained in the detergent formulations according to the invention are preferably used for foam stabilization, this use according to the invention being carried out in particular in the presence of dirt.
  • Another object of the present invention is the use of a detergent formulation according to the invention for preventing the graying of a textile and / or as an anti-redeposition agent.
  • a detergent formulation according to the invention for preventing the graying of a textile and / or as an anti-redeposition agent preference is given to using the detergent formulations which are mentioned above as preferred detergent formulations.
  • a further subject matter of the present invention is the use of at least one rhamnolipid for preventing the graying of a textile and / or as an anti-redeposition agent, preference being given to using the rhamnolipid mixture compositions contained in the detergent formulations according to the invention.
  • the rhamnolipid mixture compositions which are contained in the detergent formulations mentioned above as being preferred are particularly preferably used
  • Example 1 Production of rhamnolipids with rhIABC from P. aeruginosa PAO1 in P. putida, whereby the expression of the gene coding for the rhamnosyltransferase RHIC is in many cases stronger than that of the gene rnI6 coding for the rhamnosyltransferase RhIB
  • aeruginosa PAO1 genes rhIA, rhIB and rhIC followed by a terminator, followed by the synthetic tac promoter, followed by the P. aeruginosa PAO1 gene rhIC and a terminator flanked by a Hind III - (5 'end) or Bsu 36I interface (3' end) ( SEQ ID NO: 2).
  • the vectors supplied by the DNA synthesis provider, containing the synthesized DNA fragment are cut with Hind III and Bsu 36I and into the also with Hind III and Bsu 36I cut vector pBBR1 MCS-2 (Seq ID 3) by means of fast link ligation Kit (Epicenter Technologies, Madison, WI, USA).
  • the obtained target vector pBBR1 MCS2-Plac-rhIABC-T-Ptac-rhIC-T (pBBR1 MCS-2 with synthesized fragment Seq ID No. 2) has a size of 9336 base pairs.
  • the transformation of Pseudomonas putida KT2440 with the vector pBBR1 MCS2-Plac-rhIABC-T-Ptac-rhIC-T (Seq ID No. 1) is carried out as described above ( Iwasaki et al. Biosci. Biotech. Biochem. 1994. 58 (5): 851-854 ).
  • the plasmid DNA of 10 clones each each is isolated and analyzed.
  • the resulting plasmid-carrying strain is called P. putida KT2440 pBBR1 MCS2-Plac-rhIABC-T-Ptac-rhIC-T.
  • Recombinant strain P. putida KT2440 pBBR1 MCS2-Plac-rhIABC-T-Ptac-rhIC-T is cultured on LB agar kanamycin (50 pg / ml) plates.
  • M9 medium the medium referred to below as M9 medium is used.
  • This medium consists of 2% (w / v) glucose, 0.3% (w / v) KH 2 PO 4 , 0.679% Na 2 HPO 4 , 0.05% (w / v) NaCl, 0.2% ( w / v) NH 4 Cl, 0.049% (w / v) MgSO 4 x 7 H 2 O and 0.1% (v / v) of a trace element solution.
  • a preculture is first prepared. For this purpose, a colony of a strain freshly streaked out on an LB agar plate is used and 10 ml of LB medium are inoculated in a 100 ml Erlenmeyer flask. All recombinant P. putida strains are cultured in LB medium to which 50 ⁇ g / ml kanamycin is added. The cultivation of the P. putida strains are carried out at 30 ° C and 200 rpm overnight.
  • the precultures are used to inoculate 50 ml of M9 medium (+ 50 ⁇ g / ml kanamycin) in the 250 ml Erlenmeyer flask (start OD 600 0.1).
  • the cultures are cultured at 200 rpm and 30 ° C. After 24 h, a sample of 1 ml of culture broth is removed from the culture flask.
  • a mineral medium (M9) is used for the main culture.
  • the fermentation after inoculation with 10 vol. % Pre-culture and consumption of the glucose is carbon-limited by means of a glucose feed in a 2 liter fermenter with a working volume of 1.2 l.
  • the glucose feed is based on the dissolved oxygen signal.
  • the dissolved oxygen is regulated at 20% saturation above the stirrer speed.
  • the pH is adjusted to 7 via a pH electrode and addition of NH 4 SO 4 .
  • the fermentation is carried out over 4 days to a dry biomass of 15 g / l.
  • the rhamnolipid concentration is determined by HPLC and is 9.8 g / l.
  • the fermentation broth is adjusted to a pH of 4.0 by adding concentrated HCl.
  • the mixture is then extracted with the same volume of ethyl acetate.
  • the rhamnolipid Web organic phase is separated and on processed.
  • KOH 50% strength by weight
  • the pH of the solution is adjusted to pH 7. This leads to the formation of two liquid phases.
  • the lower phase contains the liberated from lipophilic and hydrophilic impurities rhamnolipids in high purity.
  • the composition of the rhamnolipid mixture is not affected by this.
  • the lower phase is removed and the solvent removed as far as possible on a rotary evaporator.
  • water is added again and the aqueous rhamnolipid solution is freeze-dried.
  • the resulting powder is analyzed by means of HPLC and characterized by application technology.
  • Sample preparation for the subsequent chromatographic analyzes is carried out as follows: 1 ml of acetone is introduced into a 2 ml reaction vessel using a displacement pipette (Combitip) and the reaction vessel is immediately closed to minimize evaporation. This is followed by the addition of 1 ml of culture broth. After vortexing the culture broth / acetone mixture, this is centrifuged off for 3 min at 13,000 rpm and 800 ⁇ l of the supernatant are transferred to an HPLC vessel. An Evaporative Light Scattering Detector (Sedex LT-ELSD Model 85LT) is used to detect and quantify rhamnolipids.
  • the actual measurement is performed using Agilent Technologies 1200 Series (Santa Clara, California) and the Zorbax SB-C8 Rapid Resolution column (4.6 x 150 mm, 3.5 ⁇ m, Agilent).
  • the injection volume is 5 ⁇ l and the runtime of the method is 20 min.
  • the mobile phase used is aqueous 0.1% TFA (trifluoroacetic acid, solution A) and methanol (solution B).
  • the column temperature is 40 ° C.
  • the detectors used are the ELSD (detector temperature 60 ° C) and the DAD (diode array, 210 nm).
  • the gradient used in the method is: t [min] Solution B vol .-% Flow [ml / min] 0.00 70% 1.00 15.00 100% 1.00 15,01 70% 1.00 20.00 70% 1.00
  • the rhamnolipid composition of P. putida KT2440 pBBR1 MCS2-Plac-rhIABC-T-Ptac-rhIC-T obtained by the method described above contains: DIRL-C10C10 81% by weight DIRL-C10C12 10% by weight DIRL-C10C12: 1 8% by weight monoRL-C10C10 1% by weight resulting in a weight ratio of di-rhamnolipids to mono-rhamnolipids of 99: 1 results.
  • the stirrer with a holder for 4 closable cylinders with a volume of 300 ml is placed at an angle of 90 °.
  • the 300 ml measuring cylinder with closure are arranged so that the rotation of the cylinder is horizontal.
  • the measuring cylinders are wetted with the surfactant solution. This solution is then discarded.
  • 60 ml of surfactant solution to be tested are filled into each measuring cylinder as foam-free as possible.
  • the sealed graduated cylinders are mounted in the appropriate holders and the mixer started at 20 rpm. At the same time a stopwatch is pressed. In order to measure the foam heights as a function of time, the mixer is stopped after appropriate time intervals, waited 30 seconds, and noted the foam height. If the foaming behavior is to be observed under dirt load, the dirt is added at defined times.
  • the concentration of the surfactant is in all cases 0.4 g of active substance per liter of solution.
  • the solution was shaken for 2 minutes without addition of dirt in the cylinder. Then the first portion of dirt was added, then shaken for a further 10 min. After reading the foam height, the second addition of a defined amount of dirt took place and it was shaken again for 10 minutes. After reading the foam height, the third addition of a defined amount of dirt took place and it was shaken again for 10 minutes and the foam height was measured.
  • the measured foam heights represent mean values of 4 individual measurements.
  • LAS MARLON ARL ⁇ Sasol, sodium (nC 10 -C 13) -alkylbenzolsulphonat with an active content of 80 wt .-%, is a known, high foaming anion surfactant, which finds wide use in detergent formulations.
  • Jenil Commercial sample with a high mono-rhamnolipid content
  • Example 1 shows a somewhat slower foaming behavior, but reaches a similar level after 10 minutes as the anionic surfactant LAS.
  • Each with its high monoRL content and low diRL content exhibits a slower foaming behavior than Example 1, which has a low monoRL content and a high diRL content, and finally only achieves a significantly lower foam level than LAS or Example 1.
  • Example 2 With three additions (see Example 2) of 76 mg of dirt into a cylinder, the composition of Example 1 shows a slightly higher foam formation than LAS after 15 minutes compared to LAS. After the third dirt addition (after 20 min), the foam height is still stable and significantly higher than in LAS.
  • the reflectance of the test fabrics before and after washing is measured.
  • the brightness L *, the value a * on the red-green color axis and the value b * on the yellow-blue color axis before and after washing are measured.
  • the change in the color value ( ⁇ E value) is a measure of the achieved cleaning effect.
  • ⁇ E value ie the better the soil removal, the larger the ⁇ E value becomes.
  • AE value description > 2 Visually detectable reduction of contamination 4-10 Mediocre stain removal 10-20 Significant stain removal > 20 Complete stain removal
  • wash liquor Composition cf. Table below
  • Water hardness 16 ° dH
  • Asset load per wash tank 500 ml
  • Fabric load per wash tank 3 stains of a variety (10 x 10 cm) and 1 white cotton fabric (10 x 20 cm).
  • the size of the lobules should be adjusted to weigh about 10g along with the white cotton fabric.
  • Washing mechanics 10 steel balls ⁇ 6 mm Washing temperature: 25 ° C Washing time: 30 min Do the washing up: 3 x 30 s with tap water (about 5 ° dH)
  • Detergent formulation A Concentration% by weight (100% active base)
  • Example 1 37.60 glycerin 5 propylene glycol 9 triethanolamine 11.05 citric acid 1.71 water rest
  • a detergent formulation containing as the effective surfactant excluding a composition of Example 1 is as effective in stain removal of soy, curry, carbon black and skin fat as a commercial liquid detergent based on an optimized surfactant ratio of LAS, other anionic surfactants and nonionic surfactants.
  • rhamnolipids of the specific composition of Example 1 show a less graying effect on curry, soot, milk / cocoa than the commercial LAS-based liquid detergent and thus act as anti-redeposition agents.

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EP14158279.1A 2013-04-02 2014-03-07 Composition détergente pour textiles contenant des rhamnolipides ayant une teneur majoritaire en di-rhamnolipides Active EP2787065B1 (fr)

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Publication number Publication date
CA2847909A1 (fr) 2014-10-02
BR102014007949A8 (pt) 2021-08-31
CN104099190A (zh) 2014-10-15
CN104099190B (zh) 2018-09-25
BR102014007949A2 (pt) 2015-12-08
BR102014007949B1 (pt) 2022-03-03
US20140296125A1 (en) 2014-10-02
EP2787065B1 (fr) 2017-07-19
DE102013205755A1 (de) 2014-10-02
CA2847909C (fr) 2021-03-02
JP2014201745A (ja) 2014-10-27
US9243212B2 (en) 2016-01-26

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