EP1198548A2 - Formulation adoucissantes limpides renfermant des additifs alcoxyles - Google Patents
Formulation adoucissantes limpides renfermant des additifs alcoxylesInfo
- Publication number
- EP1198548A2 EP1198548A2 EP00943283A EP00943283A EP1198548A2 EP 1198548 A2 EP1198548 A2 EP 1198548A2 EP 00943283 A EP00943283 A EP 00943283A EP 00943283 A EP00943283 A EP 00943283A EP 1198548 A2 EP1198548 A2 EP 1198548A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- formulation
- fabric softening
- alkyl
- active fabric
- solvent
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 104
- 238000009472 formulation Methods 0.000 title claims abstract description 73
- 239000000654 additive Substances 0.000 title claims abstract description 38
- 239000004744 fabric Substances 0.000 claims abstract description 36
- 239000002904 solvent Substances 0.000 claims abstract description 29
- -1 aliphatic alcohols Chemical class 0.000 claims abstract description 27
- 230000000996 additive effect Effects 0.000 claims abstract description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 13
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 12
- 239000004615 ingredient Substances 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 7
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 3
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 19
- 239000000194 fatty acid Substances 0.000 claims description 19
- 229930195729 fatty acid Natural products 0.000 claims description 19
- 150000004665 fatty acids Chemical class 0.000 claims description 19
- 239000002979 fabric softener Substances 0.000 claims description 14
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 8
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 7
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 229910052740 iodine Inorganic materials 0.000 claims description 6
- 239000011630 iodine Substances 0.000 claims description 6
- 150000003868 ammonium compounds Chemical class 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- CUVLMZNMSPJDON-UHFFFAOYSA-N 1-(1-butoxypropan-2-yloxy)propan-2-ol Chemical compound CCCCOCC(C)OCC(C)O CUVLMZNMSPJDON-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 4
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 3
- 239000005642 Oleic acid Substances 0.000 claims description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- 125000003368 amide group Chemical group 0.000 claims description 3
- 239000003086 colorant Substances 0.000 claims description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 3
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims description 3
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 2
- 102000004190 Enzymes Human genes 0.000 claims description 2
- 108090000790 Enzymes Proteins 0.000 claims description 2
- 230000000844 anti-bacterial effect Effects 0.000 claims description 2
- 239000003899 bactericide agent Substances 0.000 claims description 2
- 239000002738 chelating agent Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000005260 corrosion Methods 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims description 2
- 150000002194 fatty esters Chemical class 0.000 claims description 2
- 230000002070 germicidal effect Effects 0.000 claims description 2
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 claims description 2
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims description 2
- 125000002811 oleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000002304 perfume Substances 0.000 claims description 2
- 239000003755 preservative agent Substances 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical group CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- 239000002689 soil Substances 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- 239000004034 viscosity adjusting agent Substances 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims 2
- ZVXMMOSAYTZLSG-UHFFFAOYSA-N 1-(dimethylamino)propane-1,1-diol Chemical compound CCC(O)(O)N(C)C ZVXMMOSAYTZLSG-UHFFFAOYSA-N 0.000 claims 1
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 claims 1
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 claims 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- FHKSXSQHXQEMOK-UHFFFAOYSA-N hexane-1,2-diol Chemical group CCCCC(O)CO FHKSXSQHXQEMOK-UHFFFAOYSA-N 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229960005323 phenoxyethanol Drugs 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract description 2
- 239000004480 active ingredient Substances 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000003599 detergent Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000004667 Diesterquat Substances 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 150000007524 organic acids Chemical group 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- 229940035437 1,3-propanediol Drugs 0.000 description 1
- PVXVWWANJIWJOO-UHFFFAOYSA-N 1-(1,3-benzodioxol-5-yl)-N-ethylpropan-2-amine Chemical compound CCNC(C)CC1=CC=C2OCOC2=C1 PVXVWWANJIWJOO-UHFFFAOYSA-N 0.000 description 1
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 1
- LEEPBJHNOBBYOU-YIQDKWKASA-M 2-hydroxyethyl-methyl-bis[2-[(z)-octadec-9-enoyl]oxyethyl]azanium;methyl sulfate Chemical compound COS([O-])(=O)=O.CCCCCCCC\C=C/CCCCCCCC(=O)OCC[N+](C)(CCO)CCOC(=O)CCCCCCC\C=C/CCCCCCCC LEEPBJHNOBBYOU-YIQDKWKASA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- QMMZSJPSPRTHGB-UHFFFAOYSA-N MDEA Natural products CC(C)CCCCC=CCC=CC(O)=O QMMZSJPSPRTHGB-UHFFFAOYSA-N 0.000 description 1
- 239000004435 Oxo alcohol Substances 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 235000019774 Rice Bran oil Nutrition 0.000 description 1
- 235000019485 Safflower oil Nutrition 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 230000009435 amidation Effects 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229910001863 barium hydroxide Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 239000000828 canola oil Substances 0.000 description 1
- 235000019519 canola oil Nutrition 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 235000012716 cod liver oil Nutrition 0.000 description 1
- 239000003026 cod liver oil Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- ACOHUVFYOFOGIG-JDVCJPALSA-M dimethyl-bis[2-[(z)-octadec-9-enoyl]oxyethyl]azanium;chloride Chemical compound [Cl-].CCCCCCCC\C=C/CCCCCCCC(=O)OCC[N+](C)(C)CCOC(=O)CCCCCCC\C=C/CCCCCCCC ACOHUVFYOFOGIG-JDVCJPALSA-M 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000013020 final formulation Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000008172 hydrogenated vegetable oil Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- UUCCCPNEFXQJEL-UHFFFAOYSA-L strontium dihydroxide Chemical compound [OH-].[OH-].[Sr+2] UUCCCPNEFXQJEL-UHFFFAOYSA-L 0.000 description 1
- 229910001866 strontium hydroxide Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
-
- 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
- C11D1/72—Ethers of polyoxyalkylene glycols
- C11D1/721—End blocked ethers
-
- 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
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
-
- 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
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/0094—Process for making liquid detergent compositions, e.g. slurries, pastes or gels
-
- 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
- C11D3/20—Organic compounds containing oxygen
- C11D3/2068—Ethers
-
- 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
- C11D3/20—Organic compounds containing oxygen
- C11D3/2093—Esters; Carbonates
-
- 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
- C11D3/26—Organic compounds containing nitrogen
- C11D3/30—Amines; Substituted amines ; Quaternized amines
-
- 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
- C11D3/43—Solvents
Definitions
- the present invention relates to softening formulations, and especially fabric softening formulations, which remain clear at relatively low temperatures and at relatively low concentrations of the active fabric softening ingredient. More particularly the invention relates to a formulation comprising an active fabric softening ingredient, water, and an alkoxylated species having a mono function H, such as alcohols, fatty acids and amines.
- the formulations may optionally contain solvents, and other additives generally used in fabric softening or detergent compositions.
- Fabric softening formulations have long been used to render washed clothing or other articles, softer to the touch. It is believed, however, that many consumers avoid the use of fabric softeners due in part to the typical fabric softener's cloudy appearance. Some consumers perceive that the cloudiness will leave a residue on the laundered articles, dulling the colors, and perhaps irritating skin which may come into contact with it. Thus, there is a need for fabric softening compositions having a water-like clear appearance. Many attempts at clear fabric softening formulations have been reported in the literature. For example, U.S. Patent No. 5,490,944, teaches a clear fabric softening composition containing an amido imidazolinium compound.
- R 1 -Q-(AO) n -R 3 where R, is C 1 18 alkyl, cylcloalkyl or aryl; Q is O, C(0)0, or NR A is CH 2 CHR 2 ; R 2 and R 3 are independently at each occurrence H or C, 4 alkyl; and n is 2 to 13; with the proviso that in at least one AO group R 2 is H and in at least one AO group R 2 is not H.
- additives can be combined with known detergent or fabric softening active ingredients as well as lower aliphatic solvents, water, and other ingredients typically used in fabric softening formulations.
- compositions of the present invention comprise: (A) an active fabric softening composition
- R,-Q-(AO) -R 3 where R, is C 1 18 alkyl, cylcloalkyl or aryl; Q is O, C(O)O, or NR,; A is CH 2 CHR 2 ; R 2 and R 3 are independently at each occurrence H or C 1 4 alkyl; and n is 2 to 13; with the proviso that in at least one AO group R 2 is H and in at least one AO group R 2 is not H; and preferably
- the formulations may also include a lower aliphatic solvent, and other additives typically found in detergent or fabric softening compositions.
- the active fabric softening ingredient used in the formulations of the ingredient can be selected from any of those known in the art, such as those described in the review article "Rinse-Added Fabric Softener Technology at the Close of the Twentieth Century", Matthew I. Levinson, Journal of Surfactants and Detergents, Vol 2, No.2, pages 223-235 (April, 1999).
- the active ingredient will be a quaternary ammonium compound, especially an ester quaternary ammonium compound ("ester quats”), diamido amines and diamido ammonium compounds, and amido imidazolinium compounds.
- Non ester quaternary ammonium compounds are characterized by having a quaternized ammonium where at least one of the branches attached to the nitrogen contains a long (C ⁇ -C 22 ) alkyl chain. Preferably there are two such long alkyl chains.
- Suitable non ester quaternary ammonium compounds are described for example in WO 99/09122.
- the esterquat class of compounds is characterized by having a central nitrogen being joined to four organic groups, at least one of which contains an organic acid moiety, that is, a C(0)OR group, where R is the remaining portion of the fatty acid used to make the ester. It is preferred that two of the organic groups joined to the nitrogen contain esters.
- diesterquats are: methyl bis(oleoyl-oxy-ethyl)-(2- hydroxyethyl) ammonium methyl sulfate (TEA diesterquat); N,N-di(oleoyl-oxy-ethyl)-N,N- dimethyl ammonium chloride (MDEA diesterquat); and 1 ,2-dioleoyloxy-3-N,N,N- trimethylammoniopropane chloride (DMAPD diesterquat).
- TAA diesterquat methyl bis(oleoyl-oxy-ethyl)-(2- hydroxyethyl) ammonium methyl sulfate
- MDEA diesterquat N,N-di(oleoyl-oxy-ethyl)-N,N- dimethyl ammonium chloride
- DMAPD diesterquat 1 ,2-dioleoyloxy-3-N,N,N- trimethylammoniopropane
- diamido ammonium compounds Suitable, but non limiting, examples of diamido ammonium compounds are described, in U.S. Patent Nos. 5,525,245, 5,656,585, and WO 99/09122. Some specific examples include diamido (oleic type) alkoxylated or not (EO, PO, and or BO) amines and their quaternary ammonium salts (DETA based) of the formula:
- R 4 -(CO)-NR 6 -(CH 2 CH 2 )-N(R 5 )(R 8 )-(CH 2 CH 2 )-NR 6 -(CO)-R A " wherein R” together with (CO) is an oleoyl group; R 5 is H, C 1 -C 4 alkyl or (CH 2 - CR 7 HO),-H, with t being from 1 to 7; R 6 is H, or CH 2 -CR 7 HOH; and R 7 is H or C,-C alkyl; R ⁇ is not present or C x H 2x+1 , where x is 0 to 4 and A ' is an inorganic or organic acid anion (such as methyl sulfate, or a chloride anion) or not present when R 8 is not present. It will be readily understood by those in the art that if R ⁇ and A " are not present then, the "+" designation in the formula will also disappear.
- Suitable amido imidazolinium compounds are described, for example in WO 99/09122, WO 98/23808, and U.S. Patent No. 5,490,944.
- Other materials which may be used as the fabric softening active ingredient in the formulations of this invention include the amido esterquats of U.S. Patent 5,580,481 and their respective amido esteramines.
- a fatty acid or derivative that is, a material containing a moiety corresponding to the formula RC(O)O-
- the fatty acid has an iodine value of between 20 and 140, especially for fatty acids having a predominant chain length in the range of C 16 -C 1 ⁇ .
- iodine values 0 to 100 are preferred.
- Preferred fatty acids are described in WO 97/03169, see for example, pages 18 to 21 .
- fatty acid used is typically derived from a triglyceride source.
- triglyceride sources are those derived from tallow, partially hardened tallow, lard, partially hardened lard, vegetable oils and/or partially hydrogenated vegetable oils, such as, canola oil, safflower oil, peanut oil, sunflower oil, corn oil, sunbean oil, tall oil, rice bran oil, coconut oil, palm oil, cotton seed oil, olive oil, cod liver oil, and mixtures of these oils.
- the fabric softening active ingredient may be present in the formulation in an amount of from 1 to 85 percent based on the weight of the total formulation. Preferably it is added in a range of from 5 to 70 and more preferably from 10 to 65.
- the additive to be used in the formulations of the present invention correspond to the formula:
- R 1 -Q-(AO) -R 3 where R, is C 1 18 alkyl, cycloalkyl or aryl; Q is preferably O, but can also be C(O)0, or NR,; A is CH.CHR 2 ; R 2 and R 3 are independently at each occurrence H or C, 4 alkyl; and n is 2 to 13; with the proviso that at least one R 2 is H and at least one R 2 is not H.
- the alkoxylated additives to be used in the formulations of the present invention will contain at least one mole of ethylene oxide (“EO”) and one mole of a higher oxide such as propylene oxide (“PO”) or butylene oxide (“BO”).
- R is an alkyl group and the alkyl group may be branched or linear, saturated or unsaturated. It is preferred that R, contain from 2 to 17 carbon atoms, and more preferably from 3 to 15.
- R 3 be H.
- the preferred AO units are those derived from EO, PO, and BO.
- the alkylene oxide portion of the additive may be added by random or block addition or a mixture thereof. Due to the relative reactivities of EO versus higher oxides, if the addition is random, the EO will tend to be added first. It is also possible to add the oxide units in a mixed block/random fashion, for example, by adding a few moles of PO or BO first and then by adding a mixed feed of EO with PO or BO. Similarly, it is possible to add the mixed feed first and then cap the additive with higher AO units by the addition of pure higher alkylene oxide.
- One preferred class of additives has 1 to 8 moles of EO followed by 1 to 5 moles of BO and/or PO.
- Another preferred class has 1 to 5 moles of PO and/or BO followed by 1 to 3 moles of EO.
- Still another preferred class has 1 to 3 moles of PO and/or BO followed by a random or block addition of 1 to 8 moles of EO with an additional 1 to 3 moles of PO and/or BO.
- Still another preferred class of additives results from the completely random addition of 1 to 8 moles of EO with 1 to 5 moles of BO and/or PO.
- Yet another class of additives has a block of 1 to 8 EO units followed by the random addition of 2 to 7 moles of EO with PO and/or BO.
- the additives can be added in an amount of from 1 to 60 percent by weight based on the total formulation. Preferably it is added in an amount of from 3 to 50, more preferably from 5 to 35.
- the additives of the present invention can be prepared by alkoxylating a starting material having the formula R ⁇ Q-H where R, and Q are as defined before. Any method of alkoxylation may be used.
- the alkoxylation reaction may be carried out in the presence of an alkaline catalyst, such as sodium, potassium, calcium, barium and strontium hydroxide, in an amount of from 0.01 to 5, preferably 0.1 to 0.5, percent by weight based on the total weight of the mixture at the completion of the reaction.
- Temperature and pressures are not critical, but conveniently the alkoxylation reaction is carried out at an elevated temperature, preferably at a temperature from 50°C to 200°C, more preferably from 80°C to 140°C and a pressure of from 1 to 80 bars.
- the alkaline catalysts suitable for use in this reaction are well known to a person skilled in the art. After completion of the reaction, that is, for example, when the pressure does not change anymore, the catalyst is removed by a suitable method, such as by filtration over an absorbing clay, for example, magnesium silicate, or neutralized with an inorganic acid such as, for example, hydrochloric acid, or an organic acid such as, for example, acetic acid.
- a suitable method such as by filtration over an absorbing clay, for example, magnesium silicate, or neutralized with an inorganic acid such as, for example, hydrochloric acid, or an organic acid such as, for example, acetic acid.
- the additives of the present invention offer many other advantages. As these additives are not traditional solvents, they avoid many of the problems associated with the traditional solvents. Thus, by using the additives of the present invention instead of some or all of the solvents specified in the prior art, odor and flammability issues are reduced. Furthermore, the additives of the present invention are surfactants and thus may offer additional cleaning properties. It is also believed that the formulations including the additives may facilitate or even eliminate the need for ironing the clothes after the wash.
- the formulation of the present invention can also include up to 25 percent by weight of a solvent selected from aliphatic alcohols, aryl alkyl alcohols, aliphatic polyalcohols and their alkoxylates, aliphatic ethers, alkylene carbonates, and aliphatic esters.
- a solvent selected from aliphatic alcohols, aryl alkyl alcohols, aliphatic polyalcohols and their alkoxylates, aliphatic ethers, alkylene carbonates, and aliphatic esters.
- solvents can help reduce the viscosity of the formulations and help clarity, especially at lower temperatures. In general, the lower the concentration of these solvents present in the formulation the better, so long as the formulation remains clear.
- these solvents are present in an amount from 0.1 to 15 percent by weight of the formulation, but can comprise less than 10 or even less than 6 percent of the formulation.
- Suitable solvents are generally known in the art, and are listed for example in U.S. Pat. No. 5,525,245 or WO 99/09122.
- Other solvents which may be used include the "principal solvents" (for example, those solvents with a Clog P value of from 0.15 to 1 .0) listed in WO 97/03169 and WO 99/09122.
- Preferred solvents include propanol, isopropyl alcohol, ethanol, butanol, ethylene glycol, 1 ,3-propane diol, propylene glycol, propylene carbonate, glycol ethers such as DOWANOLTM (trademark of The Dow Chemical Company) P and E series including dipropylene glycolpropyi ether (DPnP) and dipropylene glycolbutyl ether (DPnB), diethylene glycol butyl ether (DB), 1 ,4-cyclohexandimethanol and glycerol.
- DOWANOLTM dipropylene glycolpropyi ether
- DPnB dipropylene glycolbutyl ether
- DB diethylene glycol butyl ether
- 1 ,4-cyclohexandimethanol and glycerol.
- ingredients typically used in fabric softeners and detergents may also be used in the formulations of the present invention. These are known in the art (see for example WO 99/09122, U.S. Patent No. 5,656,585, WO-97/31889, WO 98/35002, WO-A- 95/19951 , WO-A-93/25648, WO-A-93/23510, WO-A-96/21715, WO-A-96/09436, WO-A- 94/29521 , GB 2 197 66 A, EP 0 413 249 A1 , WO 98/41604, WO 97/03169, WO 98/18890, WO 96/33800 and EP-A-0580245) and include things such as brighteners; dispersibility aids such as cationic surfactants (for example, monoalkyl quaternary ammonium compounds), nonionic surfactants (such as C 4 -C 20 fatty alcohols or fatty acids e
- the formulations of the present invention may advantageously contain water or be anhydrous. If water is present, it may comprise more than 10 percent of the formulation, more preferably more than 20 percent, and most preferably more than 30 percent by weight of the formulation. It should be understood that the formulations of the present invention are typically microemulsions and/or liquid crystals and as such will turn turbid at very high concentrations of water such as when diluted in the rinse cycle.
- the formulations of the present invention can be made in several ways, as should be readily understood in the art.
- the individual components that is, fabric softening active ingredient, the additive, water and any optional ingredients
- the individual components can be simply blended together (at elevated temperatures if required) in any order.
- the fabric softener active ingredient is based on the fatty acid
- the additive could be added after the esterification and either before, during or after the quaternization step, enabling the reduction or even the elimination of the traditional solvents used in such process.
- ACROPOL 35 is a trademark from BASF and designates C 13 -C 15 oxo-alcohol.
- Fabric softener 1 (“FS 1") is a triethanolamine esterquat based on oleic acid
- fabric softener 2 ("FS 2") is a methyldiethanolamine esterquat based on oleic acid.
- IPA is isopropyl alcohol
- PG is propylene glycol
- DB is diethylene glycol butyl ether.
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Abstract
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14221099P | 1999-07-02 | 1999-07-02 | |
US142210P | 1999-07-02 | ||
PCT/US2000/017913 WO2001002522A2 (fr) | 1999-07-02 | 2000-06-29 | Formulation adoucissantes limpides renfermant des additifs alcoxyles |
Publications (1)
Publication Number | Publication Date |
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EP1198548A2 true EP1198548A2 (fr) | 2002-04-24 |
Family
ID=22498999
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP00943283A Withdrawn EP1198548A2 (fr) | 1999-07-02 | 2000-06-29 | Formulation adoucissantes limpides renfermant des additifs alcoxyles |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP1198548A2 (fr) |
JP (1) | JP2003519293A (fr) |
AU (1) | AU5777800A (fr) |
WO (1) | WO2001002522A2 (fr) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003022977A1 (fr) * | 2001-09-10 | 2003-03-20 | The Procter & Gamble Company | Procede de lavage |
DE102007056936A1 (de) * | 2007-11-23 | 2009-05-28 | Henkel Ag & Co. Kgaa | Biozides Textilbehandlungsmittel |
GB0907003D0 (en) * | 2009-04-23 | 2009-06-03 | Syngenta Ltd | Formulation |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2459354C2 (de) * | 1974-12-16 | 1986-03-27 | Hoechst Ag, 6230 Frankfurt | Waescheweichspuelmittelkonzentrat mit desinfizierenden eigenschaften |
DE3150178A1 (de) * | 1981-12-18 | 1983-06-30 | Hoechst Ag, 6230 Frankfurt | "konzentrierte waescheweichspuelmittel" |
GB8410320D0 (en) * | 1984-04-19 | 1984-05-31 | Unilever Plc | Aqueous fabric softening composition |
US5656585A (en) * | 1994-12-21 | 1997-08-12 | Colgate-Palmolive Company | Clear, concentrated liquid fabric softener compositions |
DE69526439T2 (de) * | 1995-09-18 | 2002-12-12 | Procter & Gamble | Stabilisierte Textilweichmacherzusammensetzungen |
KR100259266B1 (ko) * | 1996-11-28 | 2000-06-15 | 손경식 | 액체 섬유유연제 조성물 |
AU4231497A (en) * | 1997-08-18 | 1999-03-08 | Procter & Gamble Company, The | Clear liquid fabric softening compositions |
JP2001525020A (ja) * | 1998-02-19 | 2001-12-04 | コルゲート・パーモリブ・カンパニー | グリセロールモノステアレート補助柔軟剤を含む安定なすすぎ洗いサイクル布帛柔軟剤組成物 |
-
2000
- 2000-06-29 AU AU57778/00A patent/AU5777800A/en not_active Abandoned
- 2000-06-29 EP EP00943283A patent/EP1198548A2/fr not_active Withdrawn
- 2000-06-29 WO PCT/US2000/017913 patent/WO2001002522A2/fr not_active Application Discontinuation
- 2000-06-29 JP JP2001508296A patent/JP2003519293A/ja active Pending
Non-Patent Citations (1)
Title |
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See references of WO0102522A3 * |
Also Published As
Publication number | Publication date |
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JP2003519293A (ja) | 2003-06-17 |
WO2001002522A3 (fr) | 2002-09-26 |
AU5777800A (en) | 2001-01-22 |
WO2001002522A2 (fr) | 2001-01-11 |
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