EP1849855A1 - Compositions assouplissantes thixotropiques - Google Patents
Compositions assouplissantes thixotropiques Download PDFInfo
- Publication number
- EP1849855A1 EP1849855A1 EP06113229A EP06113229A EP1849855A1 EP 1849855 A1 EP1849855 A1 EP 1849855A1 EP 06113229 A EP06113229 A EP 06113229A EP 06113229 A EP06113229 A EP 06113229A EP 1849855 A1 EP1849855 A1 EP 1849855A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fabric softener
- groups
- viscosity
- alkyl
- hydrogen
- 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.)
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- 230000009974 thixotropic effect Effects 0.000 title claims abstract description 12
- 239000000203 mixture Substances 0.000 title description 7
- 239000002562 thickening agent Substances 0.000 claims abstract description 28
- 229920002635 polyurethane Polymers 0.000 claims abstract description 27
- 239000004814 polyurethane Substances 0.000 claims abstract description 26
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 14
- 239000004753 textile Substances 0.000 claims abstract description 4
- 239000002979 fabric softener Substances 0.000 claims description 49
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 230000007423 decrease Effects 0.000 claims description 6
- 125000005442 diisocyanate group Chemical group 0.000 claims description 6
- 239000004744 fabric Substances 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 4
- 239000004902 Softening Agent Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- -1 dicyclohexylmethylene Chemical group 0.000 claims description 3
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 claims description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical group O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 230000002441 reversible effect Effects 0.000 abstract description 2
- 239000003599 detergent Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 229920002125 Sokalan® Polymers 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 150000004665 fatty acids Chemical group 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 239000003760 tallow Substances 0.000 description 5
- 229920002907 Guar gum Polymers 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000000665 guar gum Substances 0.000 description 4
- 229960002154 guar gum Drugs 0.000 description 4
- 235000010417 guar gum Nutrition 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 3
- 235000010980 cellulose Nutrition 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 125000005314 unsaturated fatty acid group Chemical group 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 230000010355 oscillation Effects 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 238000003908 quality control method Methods 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000008172 hydrogenated vegetable oil Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- FVJLCPJDDAGIJE-UHFFFAOYSA-N tris(2-hydroxyethyl)-methylazanium Chemical class OCC[N+](C)(CCO)CCO FVJLCPJDDAGIJE-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Images
Classifications
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- 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
-
- 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
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3726—Polyurethanes
Definitions
- the invention is directed to viscous aqueous fabric softeners.
- Aqueous fabric softeners are usually added to the last rinse when washing laundry in a washing machine to give the laundry a softer feel.
- Such fabric softeners usually contain fabric softening quaternary ammonium salts in an amount of 2 to 20% by weight as active components dispersed in an aqueous solution.
- fabric softeners with a content of active components of up to 10% by weight generally have only a low viscosity and are therefore difficult to meter in the application.
- consumers typically judge the effectiveness of a fabric softener by its viscosity and estimate a more highly viscous fabric softener to be more effective. Too high a viscosity, however, is undesirable because it results in the application to incomplete flushing in the washing machine. Therefore, there is a need for aqueous fabric softeners having an increased, precisely predetermined viscosity.
- fabric softeners containing an oligomeric ester quat and a thickener selected from ethoxylated and / or propoxylated cellulose, ethoxylated and / or propoxylated C 10-15 fatty alcohol or an ethoxylated and / or propoxylated fatty alcohol polyurethane are known.
- Suitable thickeners include the Accusol 880 TM polyurethane polymer marketed by Rohm and Haas.
- Fabric softeners which contain a quaternary ammonium salt and a Fatty alcohol ethoxylate diurethane polymer as thickener.
- Suitable thickeners mentioned are products of BASF with the code numbers 71495, 71496 and 71497.
- the fabric softener during mixing and filling has a lower viscosity than the desired viscosity of the final product.
- the viscosity of the fabric softener does not change during storage to allow quality control of the viscosity of the product produced during manufacture and to ensure that the quality of the product does not change during storage.
- aqueous fabric softeners which contain a polyurethane thickener and have a reversibly thixotropic flow behavior.
- the invention therefore relates to aqueous fabric softeners which comprise at least one textile softening quaternary ammonium salt and at least one polyurethane thickener and which have a reversibly thixotropic flow behavior.
- Thixotropic flow behavior of a fabric softening agent means that the viscosity of the fabric softening agent decreases with a shear load and rises again after the end of the shear load.
- a reversibly thixotropic flow behavior in the context of the invention is present when the viscosity of the Softener at a shear load decreases and after the end of the shear load within a short time, ie usually less than one hour, again rises to at least 90% of the initial value.
- the fabric softeners according to the invention preferably have a quiescent viscosity in the linear viscoelastic range of more than 100 mPa.s, the viscosity being measured according to DIN 53019 in a rotary viscometer with cylinder geometry.
- the linear-viscoelastic region is the region of small shear stresses in which the elastic component G 'of the complex shear modulus is independent of the shear stress.
- the viscosity of these preferred fabric softeners decreases to less than 30% of the quiescent viscosity and rises again to more than 80% of the quiescent viscosity in less than 10 minutes after the end of the shear stress.
- fabric softeners in which the viscosity at a shear stress with a shear stress of 30 Pa to less than 20% of the rest viscosity decreases and rises after the end of the shear stress in less than 10 minutes back to more than 90% of the rest viscosity.
- the fabric softeners according to the invention preferably have a viscosity in the range from 200 to 3000 mPa ⁇ s, particularly preferably in the range from 400 to 1500 mPa ⁇ s.
- Polyurethane thickeners in the context of the invention are thickening polymers in aqueous solution, their Polymer skeleton is obtained by polyaddition from diisocyanates and diols.
- Such polyurethane thickeners and their preparation are known to those skilled in the art, for example from US 4,155,892 ,
- the fabric softeners according to the invention preferably contain a polyurethane thickener, which is an addition product of a diisocyanate with a polyalkylene glycol, wherein the addition product carries at the chain ends in each case a C 14 -C 20 -alkyl radical.
- the diisocyanate is preferably an aliphatic diisocyanate and is more preferably selected from hexamethylene diisocyanate, isophorone diisocyanate and dicyclohexylmethylene diisocyanate.
- the polyalkylene glycol preferably comprises more than 80 mol% of ethylene oxide monomer units and preferably has a molecular weight of at least 3000 g / mol.
- Quaternary ammonium salts with textile softening effect and their preparation are known to the person skilled in the art.
- the fabric softeners according to the invention preferably contain quaternary ammonium salts of the formula (I) (I) R 2 4-m N + [(CH 2 ) n -QR 3 ] m X - wherein the groups R 2 independently of one another are C 1 -C 6 -alkyl, C 1 -C 6 -hydroxyalkyl or benzyl, the groups R 3 independently of one another are hydrogen or linear or branched C 11 -C 22 -alkyl or -alkenyl, where at least one of the radicals R 3 is not hydrogen, the groups Q are independently selected from groups of the formulas -OC (O) -, -C (O) O-, -NR 4 -C (O) -, -C (O) -NR 4 -, -OC (O ) -O-, -CHR 5 -OC (O) - or -CH (OCOR 3 ) -CH 2 -OC (O) -, wherein R
- Chlorides, bromide, methylsulfate, ethylsulfate, sulfate and nitrate are particularly suitable anions suitable for fabric softeners.
- R 2 is methyl
- Q is -OC (O) - or -NH-C (O) -
- m is 2 or 3
- n 2 and X - chloride or methyl sulfate.
- these compounds are used in the form of mixtures, compounds containing on average from 1.2 to 2.5 groups R 3 which are not hydrogen. More preferably, the proportion of non-hydrogen groups R 3 is on average 1.4 to 2.0, most preferably 1.6 to 1.9.
- Preferred compounds of the formula (I) are quaternary ammonium salts of the formulas (II) to (IV) (II) R 6 N + [CH 2 CHR 8 OH] [CH 2 CHR 8 OC (O) R 7 ] 2 X - (III) R 6 2 N + [CH 2 CHR 8 OC (O) R 7 ] 2 X - (IV) R 6 N + [CH 2 CHR 8 OH] [CH 2 CH 2 NHC (O) R 7 ] 2 X - where the groups R 6 independently of one another are C 1 -C 6 -alkyl, C 1 -C 6 -hydroxyalkyl or benzyl, the groups R 7 are independently linear or branched C 11 -C 22 alkyl or alkenyl, and the groups R 8 are hydrogen or methyl.
- the group -C (O) R 7 is preferably a fatty acid residue.
- Suitable fatty acids are obtainable from natural triglycerides, preferably from tallow, vegetable oils, partially hydrogenated tallow or partially hydrogenated vegetable oils.
- Suitable sources of triglycerides are, for example, soybean oil, tallow, partially hydrogenated tallow, palm oil, palm kernel oil, rapeseed oil, coconut oil, sunflower oil, corn oil, rice oil and tall oil.
- the fatty acids from natural sources are usually mixtures of unbranched and branched, and saturated and unsaturated aliphatic fatty acids.
- fatty acids obtained from various natural sources may be used in admixture.
- the proportion of unsaturated fatty acid residues R 7 is preferably at least 10%, particularly preferably at least 25% and in particular 40% to 70%.
- the proportion of polyunsaturated groups R 7 is preferably less than 10%, particularly preferably less than 5% and in particular less than 3%. If necessary, the proportion of polyunsaturated fatty acid residues can be reduced by partial hydrogenation to improve the storage stability of the product in terms of color change and odor development.
- the proportion of unsaturated fatty acid residues is preferably in the range of an iodine value of from 5 to 150, particularly preferably 5 to 50.
- the ratio of cis and trans isomers of the double bonds is preferably greater than 1: 1 and more preferably in the range of 4: 1 to 50: 1.
- quaternary ammonium salts of the formulas (V) to (VII) (V) R 6 2 R 7 2 N + X - (VI) [R 7 -C (O) NHCH 2 CH 2 ] 2 N + R 6 [CH 2 CH 2 OH] X - wherein the radicals R 6 , R 7 and X have the same meaning as in the formulas (II) to (IV) and Q is -OC (O) - or -NH-C (O) -.
- the aqueous fabric softeners according to the invention preferably contain one or more quaternary ammonium salts in a total amount of from 2 to 10% by weight, more preferably from 2 to 6% by weight, and one or more polyurethane thickeners in a total amount of from 0.001 to 2% by weight. %, more preferably 0.005 to 1 wt .-% and in particular 0.005 to 0.5 wt .-%.
- aqueous fabric softeners according to the invention may additionally contain further additives which are known to the person skilled in the art for the formulation of fabric softeners, in particular those from US Pat US 6,737,392 Column 8, line 1 to column 14, line 6 known additives.
- compositions of the prepared aqueous fabric softeners are shown in Table 1.
- Table 1 Fabric Softening Compositions (The balance at 100% by weight is water, dye and perfume oil) example Rewoquat WE 18 [Wt .-%] Tego Visco Plus 3030 [Wt .-%] Accusol 880 [Wt .-%] Acrysol RM-8W [Wt .-%] Acrysol RM-825 [Wt .-%] 1 3 0.1 - - - 2 3 0.25 - - - 3 3 0.5 - - - * 4 3 - 0.17 - - 5 * 3 - 0.43 - - 6 * 3 - 0.86 - - 7 4 0.5 - - - 8th* 4 - 0.86 - - 9 * 4 - - 1.7 - 10 * 4 - - - 1.2 11 5 0.1 12 5 0.05 - - 13 5 0,025 - - - 14 * 5 - 0.
- the thixotropic flow behavior was determined using a rotary viscometer model Stresstech from the manufacturer Reologica. The measurements were made with cylinder geometry by oscillating measurement at an oscillation frequency of 1 Hz in a measuring cup model 26.5 mm diameter EMB-Z3 using a model CC25 oscillating cylinder with 25 mm outer diameter. It was measured at 23 ° C immediately after 300 s at a shear stress of 0.2 Pa, 120 s at a shear stress of 30 Pa and 900 s at a shear stress of 0.2 Pa. Control measurements at the same frequency of oscillation at which the viscosity was determined as a function of the shear stress ensured that all samples were measured with a shear stress of 0.2 Pa in the linear viscoelastic region.
- the viscosity was determined within 0.5 h after the preparation and after 12 weeks storage at room temperature. Viscosity was measured with a Brookfield viscometer at 20 ° C with spindle LVT # 2 at a rotational speed of 30 min -1 .
- Table 3 Viscosity before and after 12 weeks storage example Viscosity after preparation [mPa s] Viscosity after storage [mPa s] viscosity change [%] 1 235 265 +13 2 410 420 + 2 3 510 560 +10 * 4 325 210 -35 5 * 345 280 -19 6 * 950 480 -49 11 745 880 +18 12 530 620 +17 13 375 340 - 9 14 * 760 300 -61 15 * 740 320 -57 16. * 430 265 -38 * not according to the invention
- the fabric softeners according to the invention with a polyurethane thickener which causes a reversibly thixotropic flow behavior show a good stability of the viscosity, which changes little during storage over 12 weeks compared to the viscosity immediately after production.
- a quality control after production it is possible with these fabric softeners to ensure that the product reaches the consumer with a predetermined viscosity.
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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)
- Dispersion Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06113229A EP1849855A1 (fr) | 2006-04-27 | 2006-04-27 | Compositions assouplissantes thixotropiques |
| PCT/EP2007/053302 WO2007125005A1 (fr) | 2006-04-27 | 2007-04-04 | Agent assouplissant thixotrope |
| EP07727773A EP2010637A1 (fr) | 2006-04-27 | 2007-04-04 | Agent assouplissant thixotrope |
| CNA2007800066882A CN101389741A (zh) | 2006-04-27 | 2007-04-04 | 触变性织物柔软剂 |
| US12/226,636 US20090124533A1 (en) | 2006-04-27 | 2007-04-04 | Thixotropic Fabric Softeners |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06113229A EP1849855A1 (fr) | 2006-04-27 | 2006-04-27 | Compositions assouplissantes thixotropiques |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1849855A1 true EP1849855A1 (fr) | 2007-10-31 |
Family
ID=37020563
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP06113229A Withdrawn EP1849855A1 (fr) | 2006-04-27 | 2006-04-27 | Compositions assouplissantes thixotropiques |
| EP07727773A Withdrawn EP2010637A1 (fr) | 2006-04-27 | 2007-04-04 | Agent assouplissant thixotrope |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP07727773A Withdrawn EP2010637A1 (fr) | 2006-04-27 | 2007-04-04 | Agent assouplissant thixotrope |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20090124533A1 (fr) |
| EP (2) | EP1849855A1 (fr) |
| CN (1) | CN101389741A (fr) |
| WO (1) | WO2007125005A1 (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2746377A1 (fr) * | 2012-12-20 | 2014-06-25 | The Procter & Gamble Company | Structuration améliorée utilisant un structurant externe et un cosmotrope |
| WO2016009150A1 (fr) * | 2014-07-18 | 2016-01-21 | Coatex | Composition d'assouplissement des tissus comprenant un epaississant heur |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0512095D0 (en) * | 2005-06-14 | 2005-07-20 | Unilever Plc | Fabric softening composition |
| US8361953B2 (en) * | 2008-02-08 | 2013-01-29 | Evonik Goldschmidt Corporation | Rinse aid compositions with improved characteristics |
| CN102803456B (zh) | 2010-04-01 | 2014-06-11 | 赢创德固赛有限公司 | 织物柔软剂活性组合物 |
| AP3143A (en) | 2010-04-01 | 2015-02-28 | Evonik Degussa Gmbh | Fabric softener active composition |
| HUE033227T2 (en) | 2010-04-28 | 2017-11-28 | Evonik Degussa Gmbh | Textile softener composition |
| US8507425B2 (en) | 2010-06-29 | 2013-08-13 | Evonik Degussa Gmbh | Particulate fabric softener comprising ethylenediamine fatty acid amides and method of making |
| DE102010062156A1 (de) | 2010-10-25 | 2012-04-26 | Evonik Goldschmidt Gmbh | Polysiloxane mit stickstoffhaltigen Gruppen |
| DE102011078382A1 (de) | 2011-06-30 | 2013-01-03 | Evonik Goldschmidt Gmbh | Mikroemulsion von quaternären Ammoniumgruppen enthaltenden Polysiloxanen, derenHerstellung und Verwendung |
| DE102011110100A1 (de) | 2011-08-12 | 2013-02-14 | Evonik Goldschmidt Gmbh | Verfahren zu Herstellungen von Polysiloxanen mit stickstoffhaltigen Gruppen |
| WO2013113453A1 (fr) | 2012-01-30 | 2013-08-08 | Evonik Industries Ag | Composition active d'assouplissant pour textile |
| EP2847307B1 (fr) | 2012-05-07 | 2016-04-06 | Evonik Degussa GmbH | Composition d'agent actif assouplissant pour tissus et son procédé de fabrication |
| DE102013206175A1 (de) | 2013-04-09 | 2014-10-09 | Evonik Industries Ag | Polysiloxan-Polyether-Copolymere mit Amino- und/oder quaternären Ammoniumgruppen im Polyetherteil und Verfahren zu deren Herstellung |
| BR102014025172B1 (pt) | 2013-11-05 | 2020-03-03 | Evonik Degussa Gmbh | Método para fabricação de um éster de ácido graxo de metisulfato de tris-(2-hidroxietil)-metilamônio, e composição ativa de amaciante de roupa |
| CA2931183C (fr) | 2014-01-22 | 2019-05-07 | Halliburton Energy Services, Inc. | Agglomerats d'agents de soutenement micrometriques et nanometriques destines a etre utilises dans des operations souterraines |
| FR3023845B1 (fr) | 2014-07-18 | 2018-01-05 | Coatex Sas | Composition d'assouplissement des tissus comprenant un epaississant heur. |
| EP2997958B1 (fr) * | 2014-09-22 | 2021-03-10 | Evonik Operations GmbH | Émulsion contenant des esterquats liquides et polymères épaississants |
| UA119182C2 (uk) | 2014-10-08 | 2019-05-10 | Евонік Дегусса Гмбх | Активна композиція для пом'якшувача тканини |
| SG11201906199UA (en) | 2017-02-09 | 2019-08-27 | Evonik Degussa Gmbh | Polymers for hydrophobic and oleophobic textile finishing |
| CN121407385A (zh) | 2017-09-06 | 2026-01-27 | 赢创运营有限公司 | 特别用于生产织物柔软剂配制物的包含季铵化合物的微乳剂 |
| ES2939182T3 (es) | 2017-09-25 | 2023-04-19 | Evonik Operations Gmbh | Concentrados estables al almacenamiento que contienen polisiloxanos y su empleo, preferentemente en composiciones de mantenimiento textil |
| EP3818137B1 (fr) | 2018-07-05 | 2022-11-09 | Evonik Operations GmbH | Substances actives pour formulations de lavage et de nettoyage fortement visqueuses |
| JP2023051094A (ja) * | 2021-09-30 | 2023-04-11 | ライオン株式会社 | 液体柔軟剤組成物 |
| JP2023051098A (ja) * | 2021-09-30 | 2023-04-11 | ライオン株式会社 | 液体柔軟剤組成物 |
| JP2023051095A (ja) * | 2021-09-30 | 2023-04-11 | ライオン株式会社 | 液体柔軟剤組成物 |
| JP2023051096A (ja) * | 2021-09-30 | 2023-04-11 | ライオン株式会社 | 液体柔軟剤組成物 |
| JP2023051097A (ja) * | 2021-09-30 | 2023-04-11 | ライオン株式会社 | 液体柔軟剤組成物 |
| WO2024011447A1 (fr) | 2022-07-13 | 2024-01-18 | Evonik Operations Gmbh | Composition active d'adoucissant textile pour la préparation d'une composition d'adoucissant textile transparent |
| WO2025036787A1 (fr) | 2023-08-17 | 2025-02-20 | Evonik Operations Gmbh | Substances actives pour compositions nettoyantes |
| CN121794357A (zh) | 2023-08-17 | 2026-04-03 | 赢创运营有限公司 | 用于清洁组合物的活性物质 |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4155892A (en) * | 1975-10-03 | 1979-05-22 | Rohm And Haas Company | Polyurethane thickeners for aqueous compositions |
| EP0385749A2 (fr) * | 1989-03-02 | 1990-09-05 | Unilever Plc | Composition adoucissante pour le linge |
| DE9107984U1 (de) * | 1991-06-28 | 1992-10-29 | Joh. A. Benckiser Gmbh, 6700 Ludwigshafen | Flüssiges, wäßriges, viskoses Tensidsystem |
| EP0799887A1 (fr) * | 1996-04-01 | 1997-10-08 | The Procter & Gamble Company | Compositions assouplissantes pour tissus |
| WO2000004118A1 (fr) * | 1998-07-20 | 2000-01-27 | Colgate-Palmolive | Compositions adoucissantes contenant un polymere de diurethane comme epaississant |
| EP1295591A1 (fr) * | 2000-06-26 | 2003-03-26 | Shiseido Company Limited | Preparation de soin pour les cheveux |
| US20040087472A1 (en) * | 2002-11-01 | 2004-05-06 | Jean-Paul Grandmaire | Aqueous composition comprising oligomeric esterquats |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PH18436A (en) * | 1980-11-07 | 1985-07-08 | Unilever Nv | A fabric softening composition and a process for preparing it |
| DE60308901T2 (de) * | 2002-12-20 | 2007-05-24 | Degussa Gmbh | Flüssige wasch- und reinigungsmittelzusammensetzung |
-
2006
- 2006-04-27 EP EP06113229A patent/EP1849855A1/fr not_active Withdrawn
-
2007
- 2007-04-04 US US12/226,636 patent/US20090124533A1/en not_active Abandoned
- 2007-04-04 CN CNA2007800066882A patent/CN101389741A/zh active Pending
- 2007-04-04 EP EP07727773A patent/EP2010637A1/fr not_active Withdrawn
- 2007-04-04 WO PCT/EP2007/053302 patent/WO2007125005A1/fr not_active Ceased
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4155892A (en) * | 1975-10-03 | 1979-05-22 | Rohm And Haas Company | Polyurethane thickeners for aqueous compositions |
| EP0385749A2 (fr) * | 1989-03-02 | 1990-09-05 | Unilever Plc | Composition adoucissante pour le linge |
| DE9107984U1 (de) * | 1991-06-28 | 1992-10-29 | Joh. A. Benckiser Gmbh, 6700 Ludwigshafen | Flüssiges, wäßriges, viskoses Tensidsystem |
| EP0799887A1 (fr) * | 1996-04-01 | 1997-10-08 | The Procter & Gamble Company | Compositions assouplissantes pour tissus |
| WO2000004118A1 (fr) * | 1998-07-20 | 2000-01-27 | Colgate-Palmolive | Compositions adoucissantes contenant un polymere de diurethane comme epaississant |
| EP1295591A1 (fr) * | 2000-06-26 | 2003-03-26 | Shiseido Company Limited | Preparation de soin pour les cheveux |
| US20040087472A1 (en) * | 2002-11-01 | 2004-05-06 | Jean-Paul Grandmaire | Aqueous composition comprising oligomeric esterquats |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2746377A1 (fr) * | 2012-12-20 | 2014-06-25 | The Procter & Gamble Company | Structuration améliorée utilisant un structurant externe et un cosmotrope |
| WO2014099852A1 (fr) * | 2012-12-20 | 2014-06-26 | The Procter & Gamble Company | Structuration améliorée faisant appel à un agent structurant extérieur et à un cosmotrope |
| WO2016009150A1 (fr) * | 2014-07-18 | 2016-01-21 | Coatex | Composition d'assouplissement des tissus comprenant un epaississant heur |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007125005A1 (fr) | 2007-11-08 |
| EP2010637A1 (fr) | 2009-01-07 |
| CN101389741A (zh) | 2009-03-18 |
| US20090124533A1 (en) | 2009-05-14 |
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