EP0188242B1 - Agent de conditionnement aqueux concentré pour matières textiles - Google Patents
Agent de conditionnement aqueux concentré pour matières textiles Download PDFInfo
- Publication number
- EP0188242B1 EP0188242B1 EP86100273A EP86100273A EP0188242B1 EP 0188242 B1 EP0188242 B1 EP 0188242B1 EP 86100273 A EP86100273 A EP 86100273A EP 86100273 A EP86100273 A EP 86100273A EP 0188242 B1 EP0188242 B1 EP 0188242B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- polyglycol ether
- fabric
- quaternary ammonium
- acid
- 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.)
- Expired - Lifetime
Links
- 239000004753 textile Substances 0.000 title description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 51
- -1 fatty acid ester Chemical class 0.000 claims abstract description 40
- 239000002253 acid Substances 0.000 claims abstract description 32
- 229920000151 polyglycol Polymers 0.000 claims abstract description 31
- 239000010695 polyglycol Substances 0.000 claims abstract description 31
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 26
- 239000000194 fatty acid Substances 0.000 claims abstract description 26
- 229930195729 fatty acid Natural products 0.000 claims abstract description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000007859 condensation product Substances 0.000 claims abstract description 25
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims abstract description 25
- 239000002979 fabric softener Substances 0.000 claims abstract description 22
- 150000001412 amines Chemical class 0.000 claims abstract description 13
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 7
- 229920000768 polyamine Polymers 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 10
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- 239000000155 melt Substances 0.000 claims description 8
- 239000003205 fragrance Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 239000003760 tallow Substances 0.000 claims description 6
- 235000015278 beef Nutrition 0.000 claims description 5
- 235000011007 phosphoric acid Nutrition 0.000 claims description 5
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 claims description 4
- 239000000975 dye Substances 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- 239000003755 preservative agent Substances 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 3
- 239000000047 product Substances 0.000 description 24
- 239000004480 active ingredient Substances 0.000 description 17
- 239000012141 concentrate Substances 0.000 description 16
- 239000004902 Softening Agent Substances 0.000 description 15
- 239000004744 fabric Substances 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 239000004014 plasticizer Substances 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- 125000005456 glyceride group Chemical group 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 150000002170 ethers Chemical class 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 235000011837 pasties Nutrition 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000000265 homogenisation Methods 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 235000002639 sodium chloride Nutrition 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 150000002462 imidazolines Chemical class 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
- SOIAEOTUSNFHMI-UHFFFAOYSA-N 2-(2-aminoethylamino)ethane-1,1-diol Chemical compound NCCNCC(O)O SOIAEOTUSNFHMI-UHFFFAOYSA-N 0.000 description 1
- HVOBSBRYQIYZNY-UHFFFAOYSA-N 2-[2-(2-aminoethylamino)ethylamino]ethanol Chemical compound NCCNCCNCCO HVOBSBRYQIYZNY-UHFFFAOYSA-N 0.000 description 1
- MESLZMGXRZPRGK-UHFFFAOYSA-N 2-benzyloctan-1-ol Chemical compound CCCCCCC(CO)CC1=CC=CC=C1 MESLZMGXRZPRGK-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
- PZDTYFSTRBOWET-UHFFFAOYSA-N 3-[2-(2-aminoethylamino)ethylamino]propan-1-ol Chemical compound NCCNCCNCCCO PZDTYFSTRBOWET-UHFFFAOYSA-N 0.000 description 1
- RIAJTMUAPNIDSS-UHFFFAOYSA-N 3-aminopropan-1-ol;hydron;chloride Chemical compound Cl.NCCCO RIAJTMUAPNIDSS-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical compound CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 description 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000003868 ammonium compounds Chemical class 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 150000001470 diamides Chemical class 0.000 description 1
- 235000013325 dietary fiber Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- UAKOZKUVZRMOFN-JDVCJPALSA-M dimethyl-bis[(z)-octadec-9-enyl]azanium;chloride Chemical compound [Cl-].CCCCCCCC\C=C/CCCCCCCC[N+](C)(C)CCCCCCCC\C=C/CCCCCCCC UAKOZKUVZRMOFN-JDVCJPALSA-M 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000007970 homogeneous dispersion Substances 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 235000011167 hydrochloric acid Nutrition 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical group C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000011147 magnesium chloride Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 229940083254 peripheral vasodilators imidazoline derivative Drugs 0.000 description 1
- 229940112041 peripherally acting muscle relaxants other quaternary ammonium compound in atc Drugs 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 210000002268 wool Anatomy 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/372—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/405—Acylated polyalkylene polyamines
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
-
- 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
- C11D1/42—Amino alcohols or amino ethers
- C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/528—Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/667—Neutral esters, e.g. sorbitan esters
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/50—Modified hand or grip properties; Softening compositions
Definitions
- the present invention relates to an aqueous concentrated fabric softening agent with particularly good dispersibility in water.
- Aqueous fabric softening agents which are usually added to the last rinsing bath of the washing process in an automatic washing machine for post-treatment of freshly washed laundry, contain about 3 to about 6% fabric softening agents. These are mostly largely water-insoluble quaternary ammonium compounds with 2 long residues in the molecule. One of the most effective compounds of this type is the widely used ditallow alkyl dimethyl ammonium chloride.
- concentrates In addition to these textile softening agents with a relatively low active ingredient content, so-called concentrates have recently become known, which have the advantage of having a larger amount of active ingredient in the same volume. Such fabric softener concentrates contain about 10 to 15% fabric softening agents.
- Particularly highly concentrated fabric softeners even contain about 50% by weight of fabric softening agents.
- Examples of such highly concentrated aqueous fabric softening agents are the products of DE-OS 33 14 677.
- the concentrates are either diluted to the usual active ingredient concentration of about 3 to about 6% with water, or correspondingly smaller amounts of the concentrated fabric softening agents are added last rinse water added. Both the dilution of the fabric softener concentrates and the flushing of the concentrates into the rinse water place high demands on the distributability of the concentrates in the water.
- the fabric softener concentrates therefore contain emulsifiers or dispersants or auxiliaries and viscosity regulators which belong to a wide variety of substance classes.
- these emulsifiers or dispersants or auxiliary substances in turn do not contribute to the softening of the textiles and are therefore to be regarded as dietary fibers. It has therefore been repeatedly tried to get by with a minimum of such non-softening agents in fabric softeners.
- Suitable quaternary ammonium compounds are in particular those with two long-chain, saturated or unsaturated aliphatic groups each having 14 to 26, in particular essentially 16 to 20, carbon atoms and at least one quaternary nitrogen atom in the molecule.
- the long-chain aliphatic groups can be straight-chain or branched and can accordingly be derived from fatty acids or from fatty amines, Guerbetamines or from the alkylamines obtainable by reduction of nitroparaffins.
- the aliphatic groups can also contain ester, ether or amide groups.
- Suitable quaternary ammonium compounds can be derived from ammonia, ie compounds of this type are obtained by alkylating long-chain secondary or tertiary amines.
- Examples of such quaternary compounds are distearyldimethylammonium chloride or ditallow alkyldimethylammonium chloride or methosulphate, dioleyldimethylammonium chloride or methosulphate, ditalgalkylmethylhydroxyethylammonium chloride or methosulphate or ditalgalkylmethyl hydroxypropylammonium chloride or methosulphonate derivatives of ethylene or the alkoxide derivatives of alkali metal or the oxide derivatives of alkali metal derivatives or the oxide derivatives of alkali metal derivatives or derivatives thereof.
- quaternary ammonium compounds are the imidazoline compounds obtainable by reacting 1 mole of an aminoalkyl ethylenediamine or hydroxyalkyl ethylenediamine with 2 moles of a long chain C 14 -C 26 fatty acid or its ester, which are then alkylated to the quaternary imidazolinium compounds gen be transferred.
- the anion generally consists of the acid residue contained in the alkylating agent used for the quaternization. For example, chloride, bromide, methyl sulfate, ethyl sulfate, methane, ethane or toluenesulfonate are suitable as anions.
- the quaternary ammonium compounds are mixtures of imidazoline derivatives and of ammonia derivatives, each with two C14-C26-alkyl or alkenyl groups.
- Quaternary ammonium compounds which are also very suitable are the quaternized esterification products of 1 mol of methyldiethanolamine or methyldipropanolamine or in particular methyldiisopropanolamine with 2 mol of a C 8 -C 22 -monocarboxylic acid.
- the condensation products suitable as component b) are the products known from DE-AS 19 22 047, which can be obtained by reacting a natural fat, ie. H. a trifatty acid glyceride from fatty acids containing 8 to 24 carbon atoms and consisting of at least 50% by weight of those with 16 or more carbon atoms per fatty acid residue, with a hydroxyalkyl polyamine which has at least one hydroxyethyl, hydroxypropyl or dihydroxypropyl group and at least 2 nitrogen atoms has bound hydrogen atoms, with the proviso that in this reaction, based on 1 mole of the hydroxyalkylpolyamine, 1i3 mol of the trifatty acid glyceride have been reacted for each primary and secondary amino group present and each hydroxyl group.
- a natural fat ie. H. a trifatty acid glyceride from fatty acids containing 8 to 24 carbon atoms and consisting of at least 50% by weight of those with 16 or more carbon atoms per
- condensation products are components of an active ingredient component for laundry rinse aid.
- the second part of this active ingredient component consists of quaternary textile softening and / or antimicrobial ammonium compounds.
- the laundry rinse agents of DE-AS 19 22 047 with the active ingredient combination mentioned are distinguished by excellent low-temperature stability.
- Examples of the hydroxyalkylpolyamines mentioned are hydroxyethylethylenediamine, dihydroxyethylethylenediamine, hydroxyethyldiethylenetriamine, hydroxypropyldiethylenetriamine.
- the compounds called "condensation products" for the sake of simplicity are mixtures of different compounds.
- diamide and diamide esters In addition to monoamides, diamide and diamide esters, they contain 10 to 30% by weight of fatty acid partial glycerides (mono- and difatty acid glycerides).
- the fatty acid condensation products can also contain trifatty acid glycerides, free fatty acids, free amine and glycerol as reaction by-products.
- the C 8 -C 22 alkyl / alkenylamine polyglycol ethers (component c) of the fabric softener according to the invention), which are referred to below as fatty amine polyglycol ethers, are compounds whose fatty alkyl or fatty alkenyl radicals contain 8 to 22, preferably 16 to 18, Contains carbon atoms.
- the compounds contain 1 or 2 polyglycol ether residues which are derived from ethylene oxide and / or propylene oxide.
- the number of alkylene oxide groups in the molecule is preferably 2 to 50 and in particular 25. Particularly good results are obtained with the adduct of 25 moles of ethylene oxide and 1 mole of stearylamine.
- the agents according to the invention contain in particular 10 to 40% by weight of the active ingredients a) quaternary ammonium compound and b) condensation product, the weight ratio of active ingredient a) to active ingredient b) being within the range from 10: 1 to 1:15.
- the water with which the active ingredient melt is mixed only needs to be heated moderately because of the good water distributability of the concentrates according to the invention; in general, homogenizers with particularly high efficacy are not required for the homogenization of products with low active substance contents, although the use of such devices is generally not harmful and leads particularly quickly to finely divided stable products.
- Products of this type require no or only very small amounts of a viscosity regulator, since the viscosity of these products requires no additional measures or additives for viscosity regulation either immediately after production or after long storage.
- Agents with a total of 10 to 18% by weight of active ingredients a) and b) are therefore preferred.
- the water with which the active substance melt is mixed will heat to temperatures of up to about 80 ° C and use dispersing devices that work with high shear forces.
- viscosity regulators it is also advisable to add viscosity regulators to such concentrates, which will be discussed in more detail later, in order to adjust the viscosity within a desired range during production, during storage and during use.
- viscosity regulators depending on the production method and the use of viscosity regulators and depending on the concentra tlon of the active ingredients, thin, viscous or pasty active ingredient concentrates are obtained, which have in common that they are easily distributable both during manufacture and during use in water and that they their viscosity practically does not change or changes only slightly during storage. Pourable products are conveniently filled in bottles, while pasty or viscous products are best filled in tubes or in donations for pasty products.
- polyglycol ether The softness and the distributability in water of the products according to the invention is increased by the content of polyglycol ether.
- Suitable polyglycol ethers are derived from ethylene oxide and have a molecular weight in the range from 200 to
- textile-softening fatty acid esters also serves to increase the softening performance; suitable fatty acid esters are fatty acid glycerol esters, of which the trifatty acid glycerol esters are particularly preferred.
- suitable fatty acid esters are fatty acid glycerol esters, of which the trifatty acid glycerol esters are particularly preferred.
- Suitable additives are ether amines of the formula R- (C2H ⁇ 0) ,; NR 'R2.
- R is an alkyl or alkenyl radical having 10 to 20 carbon atoms
- n is a number between 2 and 10
- R 1 and R 2 which may be the same or different, are —C 2 H t OH or their esters with C i ⁇ - C 2o monocarboxylic acids or with sulfosuccinic acid or alkali metal salts of these acids.
- Quaternary ammonium salts of the last-mentioned compounds are also very suitable, in which a further alkyl group with 1 to 14 carbon atoms is formed on the nitrogen atom with the formation of a positive charge, which is balanced by an anion which produces electroneutrality, as a rule the chloride anion.
- esters of fatty alcohols especially tallow alcohol with optionally hydroxyl-substituted monocarboxylic acids with 1 to 3 carbon atoms.
- high molecular weight polyglycol ethers whose molecular weight is in the range from about 10,000 to 80,000 are also suitable in some compositions according to the invention.
- 2-benzylalkanol polyglycol ethers with 2 to 10 moles of ethylene oxide as additives, particularly when the alcohol component on which they are based is 2-benzyloctanol.
- 1,4-Alkylglycosides and 2,2-alkylglycosides with alkyl radicals which have 10 to 20 carbon atoms are also suitable additives.
- Products according to the invention with a pH value in the undiluted state of approximately 3.5 to 5 have a particularly favorable viscosity behavior.
- a pH value within this range is established either through the use of condensation products which have been prepared using acid according to a variant of the preparation method described in DE-AS 19 22 047, or to set the desired pH value Acid separately if the condensation product does not contain sufficient or no acid.
- Suitable acids are organic or inorganic, non-surfactant acids, which are water-soluble. Examples of suitable acids are acetic acid, oxalic acid, glycolic acid, lactic acid, citric acid, tartaric acid as well as hydrochloric acid, sulfuric acid or phosphoric acid. Mixtures of the acid mentioned can also be used.
- glycolic acid is preferred, while of the inorganic acids, orthophosphoric acid is preferred for setting the desired pH.
- Plasticizer concentrates have particularly valuable properties, the composition of which lies within the following concentration ranges: a) 2 to 12% by weight of quaternary ammonium compounds, b) 0.3 to 25% by weight of condensation product, c) 0.3 to 1.8% by weight .-% fatty amine polyglycol ether, d) 0.5 to 5 wt .-% polyglycol ether, e) 0.1 to 4 wt .-% fatty acid ester, f) 0.01 to 3 wt .-% acid.
- the agents according to the invention contain water and other auxiliaries customary in plasticizers, such as. B. preservatives, viscosity regulators, fragrances and dyes. To avoid discoloration of the products according to the invention, which could be caused by a heavy metal ion content in the raw materials used, the addition of small amounts of heavy metal complexing agents is recommended.
- Viscosity regulators are the water-soluble alkali or alkaline earth metal salts of mono- or polyvalent organic or inorganic acids.
- suitable viscosity regulators are sodium chloride, sodium formate, sodium acetate, magnesium chloride, magnesium sulfate, calcium chloride; Magnesium chloride and calcium chloride are particularly effective viscosity regulators.
- the plasticizer concentrates according to the invention containing textile-softening fatty acid esters can contain the fatty acid ester either in a large deficiency compared to the textile-softening quaternary ammonium compounds or in approximately the same amounts as the textile-softening quaternary ammonium compounds.
- Agents according to the invention with a weight ratio of quaternary ammonium compounds to fatty acid esters in the range from 40: 1 to 100: 1 and in a weight ratio in the range from 2: 1 to 1: 2 have particularly interesting properties and are therefore preferred.
- Plasticizer concentrates containing a) 5 to 10% by weight of quaternary ammonium compounds, b) 1.0 to 6.5% by weight of condensation product, c) 1.0 to 1.8% by weight of fatty amine polyglycol ether are particularly preferred, d) 2 to 3% by weight of polyglycol ether, e) 0.1 to 0.7% by weight of fatty acid ester, f) 0.1 to 2.0% by weight of acid.
- Agents with particularly balanced properties contain a) as quaternary Ammonium compound ditalgalkyldimethylammonium chloride, b) a condensation product of beef tallow and hydroxyethylethylenediamine, c) an adduct of 25 moles of ethylene oxide with 1 mole of stearylamine, d) a polyglycol ether with a molecular weight of 400, e) tristearic acid glycerol ester and f) orthophosphoric acid.
- the manufacturing process for the products according to the invention has an influence on the properties of the products composed according to the invention.
- a process for the production of the products according to the invention is therefore a further subject of the present invention.
- the process for the preparation of an aqueous concentrated fabric softening agent containing quaternary ammonium textile softening agents, a condensation product of a natural fat and a hydroxyalkyl polyamine and a fatty amine polyglycol ether is characterized in that the components quaternary ammonium compound, condensation product and fatty amine polyglycol ether, polyglycol ether and fatty acid ester are used at temperatures of 50 mixed to 70 ° C to form a homogeneous melt, this melt at elevated temperature, optionally using a mixing unit that develops strong shear forces, mixed with water that has been heated to temperatures of up to 80 ° C, with homogenization, that the mixture then cools, optionally adding an acid and, if appropriate, a viscosity regulator and, if appropriate,
- the temperature of the active substance melt should be chosen so that the melt is a homogeneous mixture.
- the water with which the melt is to be mixed to form a homogeneous dispersion is heated to temperatures of up to 80 ° C.
- the concentration and composition of the melt also determine whether one is involved Mixing unit that develops strong shear forces and requires the use of viscosity regulators for homogenization and for setting a desired viscosity.
- the acid is added to the cooled, homogenized mixture, a reduction in viscosity generally being observed.
- the viscosity and viscosity of the homogenized dispersion can be controlled within a certain range by the type and amount of the acid added.
- An additional possibility for viscosity regulation is the use of viscosity regulators. Viscosity regulators are therefore used when sufficient viscosity regulation has not been possible due to the production and the acid used. If a viscosity regulator is added, a drastic reduction in the viscosity is generally observed even after the addition of small amounts of viscosity regulator, which represents a further advantage of the agents and the method according to the invention.
- the amount of acid to be used is either equivalent to the amount of fatty amine polyglycol ether used or a small excess or deficit of acid is used. The deviations from an equivalent amount are usually not higher than about 20 mol%.
- Example 1 illustrates the invention without restricting it thereto; the method described for example 1 also applies analogously to the following examples, in which one or the other raw material, insofar as it is not absolutely necessary, is missing in comparison to example 1; Accordingly, the incorporation step for the raw material omitted in comparison with Example 1 is also missing.
- the product according to Example 5 is an easily movable liquid
- the products of Examples 6 and 7 are viscous to pasty
- the product of Example 9 is a paste. Common to all products is good water distribution.
- the trifatty acid glyceride and the isononanoic acid ester are the same raw materials as described in Example 1 and Example 4, respectively. Comparable results were obtained if other quaternary ammonium compounds suitable as fabric softeners were used instead of distearyldimethylammonium chloride. Comparable results were also obtained if, instead of the condensation product based on hardened beef tallow, condensation products based on hardened palm oil, peanut oil or mixtures thereof were used.
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- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (11)
à température élevée avec de l'eau chaude, ainsi que le cas échéant avec d'autres adjuvants, matières odoriférantes et colorants utilisés habituellement dans les assouplissants pour textiles, ce mélangeage étant suivi d'un refroidissement.
et pour le reste de l'eau et d'autres additifs usuels des agents assouplissants, tels que conservateurs, régulateurs de viscosité, matière odoriférantes et colorants.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT86100273T ATE61627T1 (de) | 1985-01-18 | 1986-01-10 | Waessriges konzentriertes textilweichmachungsmittel. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3501521 | 1985-01-18 | ||
DE19853501521 DE3501521A1 (de) | 1985-01-18 | 1985-01-18 | Waessriges konzentriertes textilweichmachungsmittel |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0188242A2 EP0188242A2 (fr) | 1986-07-23 |
EP0188242A3 EP0188242A3 (en) | 1987-12-16 |
EP0188242B1 true EP0188242B1 (fr) | 1991-03-13 |
Family
ID=6260135
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP86100273A Expired - Lifetime EP0188242B1 (fr) | 1985-01-18 | 1986-01-10 | Agent de conditionnement aqueux concentré pour matières textiles |
Country Status (6)
Country | Link |
---|---|
US (1) | US4776965A (fr) |
EP (1) | EP0188242B1 (fr) |
JP (1) | JPS61167083A (fr) |
AT (1) | ATE61627T1 (fr) |
DE (2) | DE3501521A1 (fr) |
ES (1) | ES8705544A1 (fr) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3601856A1 (de) * | 1986-01-23 | 1987-07-30 | Henkel Kgaa | Textilbehandlungsmittel |
DE3706664A1 (de) * | 1987-02-28 | 1988-09-08 | Henkel Kgaa | Fluessige textilbehandlungsmittel |
JP2522659B2 (ja) * | 1987-03-31 | 1996-08-07 | ライオン株式会社 | 柔軟剤組成物 |
DE3730792A1 (de) * | 1987-09-14 | 1989-03-23 | Henkel Kgaa | Textilbehandlungsmittel |
DE4004294A1 (de) * | 1990-02-13 | 1991-08-14 | Henkel Kgaa | Wirkstoff-kombination zur textilbehandlung |
JPH06506992A (ja) * | 1991-04-30 | 1994-08-04 | ザ、プロクター、エンド、ギャンブル、カンパニー | 置換イミダゾリンおよび高度にエトキシル化された化合物を含む布帛柔軟化剤 |
FR2687397A1 (fr) * | 1992-02-17 | 1993-08-20 | Sandoz Sa | Nouveaux tensio-actifs faiblement moussants, leur preparation et leur utilisation. |
US5543067A (en) * | 1992-10-27 | 1996-08-06 | The Procter & Gamble Company | Waterless self-emulsiviable biodegradable chemical softening composition useful in fibrous cellulosic materials |
US5474689A (en) * | 1992-10-27 | 1995-12-12 | The Procter & Gamble Company | Waterless self-emulsifiable chemical softening composition useful in fibrous cellulosic materials |
DE4242480A1 (de) * | 1992-12-16 | 1994-06-23 | Henkel Kgaa | Wäßrige Textilweichmacher-Dispersionen |
FR2717181B1 (fr) * | 1994-03-08 | 1996-07-26 | Hoechst France | Cire adoucissante pour les textiles, procédé pour sa préparation, compositions aqueuses la contenant et ses applications pour le traitement des textiles. |
EP0811680A1 (fr) * | 1996-06-03 | 1997-12-10 | The Procter & Gamble Company | Compositions d'adoucissants textiles |
AU5977496A (en) * | 1996-06-03 | 1998-01-05 | Procter & Gamble Company, The | Fabric softening compositions |
DE69628285T2 (de) * | 1996-06-03 | 2004-04-01 | The Procter & Gamble Company, Cincinnati | Textilweichmacherzusammensetzungen |
EP0831144B1 (fr) * | 1996-09-19 | 2002-11-27 | The Procter & Gamble Company | Compositions adoucissantes pour matières textiles |
DE19732396A1 (de) * | 1997-07-28 | 1999-02-04 | Henkel Kgaa | Niedrigviskose Dispersion zur Papier- und Textilbehandlung |
EP1278907A2 (fr) * | 2000-04-12 | 2003-01-29 | Clariant Finance (BVI) Limited | Empesage adoucissant non permanent d'articles textiles dans les machines de teinture au jet, et compositions a cet effet |
DE10134224B4 (de) * | 2001-07-13 | 2012-12-20 | Clariant Produkte (Deutschland) Gmbh | Additive zur Inhibierung der Gashydratbildung |
US6824650B2 (en) | 2001-12-18 | 2004-11-30 | Kimberly-Clark Worldwide, Inc. | Fibrous materials treated with a polyvinylamine polymer |
US7214633B2 (en) | 2001-12-18 | 2007-05-08 | Kimberly-Clark Worldwide, Inc. | Polyvinylamine treatments to improve dyeing of cellulosic materials |
US6911114B2 (en) * | 2002-10-01 | 2005-06-28 | Kimberly-Clark Worldwide, Inc. | Tissue with semi-synthetic cationic polymer |
US7371718B2 (en) * | 2005-04-22 | 2008-05-13 | The Dial Corporation | Liquid fabric softener |
JP5368561B2 (ja) | 2008-08-15 | 2013-12-18 | ザ プロクター アンド ギャンブル カンパニー | ポリグリセロールエステルを含む有益組成物 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1922047C3 (de) * | 1969-04-30 | 1978-03-30 | Henkel Kgaa, 4000 Duesseldorf | Nachspülmittel für gewaschene Wäsche |
NL7700444A (nl) * | 1976-02-06 | 1977-08-09 | Henkel & Cie Gmbh | Wasmiddelen met een gehalte aan hydroxyalkyl- aminen. |
DE2961223D1 (en) * | 1978-06-20 | 1982-01-14 | Procter & Gamble | Washing and softening compositions and processes for making them |
ATE13562T1 (de) * | 1981-01-16 | 1985-06-15 | Procter & Gamble | Textilbehandlungsmittel. |
DE3271812D1 (en) * | 1981-03-07 | 1986-07-31 | Procter & Gamble | Textile treatment compositions and preparation thereof |
DE3204165A1 (de) * | 1982-02-06 | 1983-08-11 | Hoechst Ag, 6230 Frankfurt | Konzentrierte waescheweichspuelmittel |
DE3314677A1 (de) * | 1983-04-22 | 1984-10-25 | Henkel KGaA, 4000 Düsseldorf | Konfektioniertes textilweichmacher-konzentrat |
-
1985
- 1985-01-18 DE DE19853501521 patent/DE3501521A1/de not_active Withdrawn
-
1986
- 1986-01-10 AT AT86100273T patent/ATE61627T1/de not_active IP Right Cessation
- 1986-01-10 DE DE8686100273T patent/DE3677998D1/de not_active Expired - Fee Related
- 1986-01-10 EP EP86100273A patent/EP0188242B1/fr not_active Expired - Lifetime
- 1986-01-17 ES ES550996A patent/ES8705544A1/es not_active Expired
- 1986-01-18 JP JP61008801A patent/JPS61167083A/ja active Pending
-
1987
- 1987-08-19 US US07/088,475 patent/US4776965A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
ES550996A0 (es) | 1987-05-01 |
DE3677998D1 (de) | 1991-04-18 |
ATE61627T1 (de) | 1991-03-15 |
EP0188242A2 (fr) | 1986-07-23 |
US4776965A (en) | 1988-10-11 |
ES8705544A1 (es) | 1987-05-01 |
DE3501521A1 (de) | 1986-07-24 |
EP0188242A3 (en) | 1987-12-16 |
JPS61167083A (ja) | 1986-07-28 |
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