EP0674701B1 - Dispersions aqueuses d'adoucissants pour textiles - Google Patents
Dispersions aqueuses d'adoucissants pour textiles Download PDFInfo
- Publication number
- EP0674701B1 EP0674701B1 EP94902704A EP94902704A EP0674701B1 EP 0674701 B1 EP0674701 B1 EP 0674701B1 EP 94902704 A EP94902704 A EP 94902704A EP 94902704 A EP94902704 A EP 94902704A EP 0674701 B1 EP0674701 B1 EP 0674701B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- carbon atoms
- mole
- fatty acid
- ethylene oxide
- 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
- 239000006185 dispersion Substances 0.000 title claims abstract description 28
- 239000004753 textile Substances 0.000 title abstract description 13
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims abstract description 20
- 239000002270 dispersing agent Substances 0.000 claims abstract description 17
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 31
- 239000000194 fatty acid Substances 0.000 claims description 26
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 25
- 229930195729 fatty acid Natural products 0.000 claims description 25
- 150000004665 fatty acids Chemical class 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- -1 polyol fatty acid ester Chemical class 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 9
- 150000002191 fatty alcohols Chemical class 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000003792 electrolyte Substances 0.000 claims description 8
- 239000002979 fabric softener Substances 0.000 claims description 8
- 239000003760 tallow Substances 0.000 claims description 8
- 229920005862 polyol Polymers 0.000 claims description 7
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 150000003077 polyols Chemical class 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 3
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 150000003973 alkyl amines Chemical class 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 3
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-UHFFFAOYSA-N 0.000 claims 1
- 125000001117 oleyl group Chemical group [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])=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 1
- 125000004185 ester group Chemical group 0.000 abstract description 2
- 239000000047 product Substances 0.000 description 9
- 239000004480 active ingredient Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000004744 fabric Substances 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 3
- 239000004902 Softening Agent Substances 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 230000002035 prolonged effect Effects 0.000 description 3
- 238000007142 ring opening reaction Methods 0.000 description 3
- 239000003549 soybean oil Substances 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- RKHXDCVAPIMDMG-UHFFFAOYSA-N 9-hydroxyoctadecanoic acid Chemical compound CCCCCCCCCC(O)CCCCCCCC(O)=O RKHXDCVAPIMDMG-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 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
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000006735 epoxidation reaction Methods 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- UQDUPQYQJKYHQI-UHFFFAOYSA-N methyl laurate Chemical compound CCCCCCCCCCCC(=O)OC UQDUPQYQJKYHQI-UHFFFAOYSA-N 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- AGNTUZCMJBTHOG-UHFFFAOYSA-N 3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)CO AGNTUZCMJBTHOG-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021319 Palmitoleic acid 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
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000011148 calcium chloride Nutrition 0.000 description 1
- 239000004665 cationic fabric softener Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- 125000001924 fatty-acyl group Chemical group 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 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 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 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
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 239000002351 wastewater 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
- C11D3/0005—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
- 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
Definitions
- EP-A-0 188 242 discloses textile softening agents whose quaternary ammonium compound content is preferably not higher than 12% by weight and whose fatty amine polyglycol ether content is preferably 1 to 1.8% by weight.
- ethylene oxide adducts on ring opening products of epoxidized triglycerides such as are obtained, for example, by epoxidation of soybean oil, hydrogenation or reaction (epoxy ring opening) with protic compounds, such as with H 2 O, carboxylic acids or alcohols with 1-10 C, are also particularly suitable -Atoms and subsequent ethylene oxide addition.
- protic compounds such as with H 2 O, carboxylic acids or alcohols with 1-10 C
Landscapes
- 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)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Colloid Chemistry (AREA)
Claims (4)
- Dispersions aqueuses d'adoucissants pour textiles avec une teneur en composés d'ammonium quaternaire adoucissant les textiles et en dispersants non ioniques,
caractérisées en ce qu'
elles contiennenta) 15 - 60 % en poids de composés d'ammonium quaternaire comportant deux ou trois groupes alkyle ou acyle linéaires combinés à ceux-ci par liaisons ester ou amide avec chacun 12 - 22 atomes de carbone etb) 0,001 - 0,5 % en poids de dispersants non ioniques, choisis parmi les- produits d'addition de 40 - 200 mol d'oxyde d'éthylène à un mol d'alcool gras linéaire avec 12 - 22 atomes de carbone- produits d'addition de 10 - 150 mol d'oxyde d'éthylène à un mol d'un acide gras ou d'un hydroxy-acide gras linéaire avec 12 - 22 atomes de carbone, à un mol d'un amine d'alkyle gras linéaire avec 12 - 22 atomes de carbone, ou à un mol d'un ester d'alkyle à chaîne courte C1-C4 d'un acide gras ou d'un hydroxy-acide gras avec 12 - 22 atomes de carbone, ou- produits d'addition de 3 - 100 mol d'oxyde d'éthylène à 1/m mol d'un ester polyolique d'acide gras de m mol d'un acide gras ou d'un hydroxy-acide gras avec 12 - 22 atomes de carbone et d'un mol d'un polyol avec 1 - 6 atomes de carbone et 2 - 6 groupes hydroxyle, où m peut avoir une valeur entre 1 et 6, ou- des mélanges de ces produits d'addition d'oxyde d'éthylène. - Dispersions aqueuses d'adoucissants pour textiles selon la revendication 1,
caractérisées en ce que
le dispersant non ionique est contenu en une quantité de 0,001 à 0,1 % en poids, de préférence de 0,01 à 0,1 % en poids. - Dispersions d'adoucissants pour textiles selon la revendication 1,
caractérisées en ce que
de plus, un électrolyte, de préférence le chlorure de magnésium, est contenu, en une quantité de 0,01 % à 3 % en poids.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4242480A DE4242480A1 (de) | 1992-12-16 | 1992-12-16 | Wäßrige Textilweichmacher-Dispersionen |
DE4242480 | 1992-12-16 | ||
PCT/EP1993/003441 WO1994013772A1 (fr) | 1992-12-16 | 1993-12-07 | Dispersions aqueuses d'adoucissants pour textiles |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0674701A1 EP0674701A1 (fr) | 1995-10-04 |
EP0674701B1 true EP0674701B1 (fr) | 1997-06-18 |
Family
ID=6475439
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP94902704A Expired - Lifetime EP0674701B1 (fr) | 1992-12-16 | 1993-12-07 | Dispersions aqueuses d'adoucissants pour textiles |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0674701B1 (fr) |
AT (1) | ATE154632T1 (fr) |
DE (2) | DE4242480A1 (fr) |
ES (1) | ES2102809T3 (fr) |
WO (1) | WO1994013772A1 (fr) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5916863A (en) * | 1996-05-03 | 1999-06-29 | Akzo Nobel Nv | High di(alkyl fatty ester) quaternary ammonium compound from triethanol amine |
US5919750A (en) * | 1997-07-24 | 1999-07-06 | Akzo Nobel Nv | Fabric softener composition |
DE10134224B4 (de) | 2001-07-13 | 2012-12-20 | Clariant Produkte (Deutschland) Gmbh | Additive zur Inhibierung der Gashydratbildung |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2482636A1 (fr) * | 1980-05-14 | 1981-11-20 | Lesieur Cotelle Et Associes Sa | Composition adoucissante concentree pour fibres textiles |
DE3218667A1 (de) * | 1982-05-18 | 1983-11-24 | Hoechst Ag, 6230 Frankfurt | Konzentrierte waescheweichspuelmittel |
DE3501521A1 (de) * | 1985-01-18 | 1986-07-24 | Henkel KGaA, 4000 Düsseldorf | Waessriges konzentriertes textilweichmachungsmittel |
GB8818593D0 (en) * | 1988-08-04 | 1988-09-07 | Albright & Wilson | Fabric conditioners |
GB8916307D0 (en) * | 1989-07-17 | 1989-08-31 | Unilever Plc | Fabric softening composition |
GB9115255D0 (en) * | 1991-07-15 | 1991-08-28 | Unilever Plc | Fabric softening composition |
-
1992
- 1992-12-16 DE DE4242480A patent/DE4242480A1/de not_active Withdrawn
-
1993
- 1993-12-07 EP EP94902704A patent/EP0674701B1/fr not_active Expired - Lifetime
- 1993-12-07 AT AT94902704T patent/ATE154632T1/de active
- 1993-12-07 ES ES94902704T patent/ES2102809T3/es not_active Expired - Lifetime
- 1993-12-07 WO PCT/EP1993/003441 patent/WO1994013772A1/fr active IP Right Grant
- 1993-12-07 DE DE59306802T patent/DE59306802D1/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
EP0674701A1 (fr) | 1995-10-04 |
ES2102809T3 (es) | 1997-08-01 |
WO1994013772A1 (fr) | 1994-06-23 |
DE4242480A1 (de) | 1994-06-23 |
ATE154632T1 (de) | 1997-07-15 |
DE59306802D1 (de) | 1997-07-24 |
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