EP0085933B1 - Compositions adoucissantes concentrées pour le linge - Google Patents
Compositions adoucissantes concentrées pour le linge Download PDFInfo
- Publication number
- EP0085933B1 EP0085933B1 EP83100959A EP83100959A EP0085933B1 EP 0085933 B1 EP0085933 B1 EP 0085933B1 EP 83100959 A EP83100959 A EP 83100959A EP 83100959 A EP83100959 A EP 83100959A EP 0085933 B1 EP0085933 B1 EP 0085933B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- methyl
- alkyl
- carbon atoms
- alkenyl
- 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
Links
- 239000004902 Softening Agent Substances 0.000 title description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 20
- 239000002979 fabric softener Substances 0.000 claims abstract description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 9
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 8
- 150000001412 amines Chemical class 0.000 claims abstract description 8
- 229920000151 polyglycol Polymers 0.000 claims abstract description 8
- 239000010695 polyglycol Substances 0.000 claims abstract description 8
- 239000002253 acid Substances 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims description 6
- 150000001450 anions Chemical class 0.000 claims description 4
- 150000002431 hydrogen Chemical group 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000004753 textile Substances 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- -1 B. Cl ↔ Chemical class 0.000 description 2
- 0 CCC(C)=NCCN(*)*C Chemical compound CCC(C)=NCCN(*)*C 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- GQWWGRUJOCIUKI-UHFFFAOYSA-N 2-[3-(2-methyl-1-oxopyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine Chemical group O=C1N(C)C(CCCN=C(N)N)=CN2C=CC=C21 GQWWGRUJOCIUKI-UHFFFAOYSA-N 0.000 description 1
- CVLHGLWXLDOELD-UHFFFAOYSA-N 4-(Propan-2-yl)benzenesulfonic acid Chemical compound CC(C)C1=CC=C(S(O)(=O)=O)C=C1 CVLHGLWXLDOELD-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000002535 acidifier Substances 0.000 description 1
- 229940095602 acidifiers Drugs 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 229940037395 electrolytes Drugs 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 150000002462 imidazolines Chemical class 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229940083254 peripheral vasodilators imidazoline derivative Drugs 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 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
- 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
- C11D1/42—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
- C11D1/645—Mixtures of compounds all of which are cationic
Definitions
- washed textiles especially those made from cellulose fibers, have an unpleasant hardening after drying. This occurs particularly when the laundry is done in the washing machine.
- Such undesirable hardening of the handle can be eliminated by treating the textiles after washing in a rinsing bath with cationic substances which contain at least two long-chain aliphatic residues in the molecule.
- the water-dispersible dialkyldimethylammonium salts or imidazoline derivatives of the formulas I ⁇ III are used in particular for this purpose:
- R alkyl or alkenyl with 8-22, preferably 16-18, carbon atoms
- R 3 is methyl or hydrogen
- x is a number 1-5
- A is an anion such as B. Cl ⁇ , Br ⁇ , CH 3 OSO ⁇ 3 or CH 3 OPO ⁇ 3 .
- Aqueous dispersions of these raw materials can be produced with cold water up to a concentration of 10-15%.
- more concentrated formulations become viscous, gel-like after a short period of storage and cannot be dispersed in cold water without gel formation.
- the following requirements are therefore placed on a good concentrate of fabric softener: good cold water dispersibility, no thickening of the formulation when stored, no separation of the formulation and no formation of sediment.
- the fatty amine polyglycol ethers b) are commercially available products (Genamin-S * brands).
- the cationic softening compounds of the formula I ⁇ III are expediently used in the form of their concentrated solutions in lower alcohols, preferably isopropanol or in a mixture of these alcohols with water.
- the fabric softeners according to the invention therefore contain a certain amount of such lower alcohols.
- Possible acids are, for example, acetic acid, phosphoric acid or hydrochloric acid. These acids are used in an amount which corresponds to one acid equivalent per amine group in the fatty amine polyglycol ether b).
- the concentrated fabric softener according to the invention can also contain other conventional substances and auxiliaries, such as. B. cationic or nonionic surface-active substances, solubilizers such. B. p-cumene sulfonate, electrolytes, acidifiers such. As phosphoric acid, acetic acid, organic complexing agents, optical brighteners and colors and fragrances. They serve to additionally influence the handle of the goods or other properties of the textiles to be treated or to adjust the viscosity, to regulate the pH or to increase the stability at low temperatures.
- auxiliaries such as. B. cationic or nonionic surface-active substances, solubilizers such. B. p-cumene sulfonate, electrolytes, acidifiers such. As phosphoric acid, acetic acid, organic complexing agents, optical brighteners and colors and fragrances. They serve to additionally influence the handle of the goods or other properties of the textiles to be treated or to adjust the viscosity, to regulate the pH or to increase the stability
- the concentrated fabric softening agents according to the invention give any textile materials, especially those made from natural or regenerated cellulose, wool, cellulose acetate, triacetate, polyamide, polyacrylonitrile, polyester, polypropylene, a pleasant and soft feel.
- the use as a laundry treatment agent for terry cloth and underwear is particularly advantageous.
- These fabric softener mixtures are produced by simply mixing or dispersing them Individual components in water.
- These fabric softeners according to the invention can either contain a compound of the formula up to 111 combined with IV or else they contain a mixture of 2 or more compounds of the formula I to III within the stated limits. If a mixture of two or more compounds of the formulas I to III is present, the mixing ratio with one another is completely uncritical and can have any value.
- These fabric softener concentrates are used as usual by adding them to the last rinse water after the textile wash. The textile material treated in this way is then dried. However, these concentrates can also be diluted beforehand to an active substance content of 4 to 8%, as is the case with commercially available fabric softeners. The so-called 3- to 1-fold concentrates can also be produced with correspondingly less water.
- the fabric softener concentrates described above have good softening properties.
- fatty amine polyglycol ethers act not only as an emulsifier but as a softening component. These fatty amine polyglycol ethers on their own do not have a softening effect because they do not absorb onto the tissue.
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)
- Detergent Compositions (AREA)
- Tea And Coffee (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT83100959T ATE15497T1 (de) | 1982-02-06 | 1983-02-02 | Konzentrierte waescheweichspuelmittel. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823204165 DE3204165A1 (de) | 1982-02-06 | 1982-02-06 | Konzentrierte waescheweichspuelmittel |
| DE3204165 | 1982-02-06 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0085933A2 EP0085933A2 (fr) | 1983-08-17 |
| EP0085933A3 EP0085933A3 (en) | 1984-01-11 |
| EP0085933B1 true EP0085933B1 (fr) | 1985-09-11 |
Family
ID=6155018
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP83100959A Expired EP0085933B1 (fr) | 1982-02-06 | 1983-02-02 | Compositions adoucissantes concentrées pour le linge |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4659487A (fr) |
| EP (1) | EP0085933B1 (fr) |
| JP (1) | JPS58149378A (fr) |
| AT (1) | ATE15497T1 (fr) |
| BR (1) | BR8300569A (fr) |
| CA (1) | CA1208853A (fr) |
| DE (2) | DE3204165A1 (fr) |
| ZA (1) | ZA83778B (fr) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE464139B (sv) * | 1983-05-11 | 1991-03-11 | Colgate Palmolive Co | Koncentrerad textilmjukgoerande komposition och foerfaranden foer tillverkning av densamma |
| GB8410320D0 (en) * | 1984-04-19 | 1984-05-31 | Unilever Plc | Aqueous fabric softening composition |
| GB8410321D0 (en) * | 1984-04-19 | 1984-05-31 | Unilever Plc | Aqueous concentrated fabric softening composition |
| FR2564495B1 (fr) * | 1984-05-16 | 1987-02-27 | Stepan Europe | Compositions adoucissantes concentrees a base d'agents tensio-actifs cationiques d'ammonium quaternaire |
| DE3501521A1 (de) * | 1985-01-18 | 1986-07-24 | Henkel KGaA, 4000 Düsseldorf | Waessriges konzentriertes textilweichmachungsmittel |
| IL81352A (en) * | 1986-01-27 | 1990-11-05 | Colgate Palmolive Co | Detergent softener compositions |
| US4741842A (en) * | 1986-01-27 | 1988-05-03 | Colgate-Palmolive Company | Particulate detergent softener compositions comprising a mixture of cationic softener and ethoxylated amine |
| DE3603579A1 (de) * | 1986-02-06 | 1987-08-13 | Henkel Kgaa | Verwendung ethoxylierter fettamine als loesungsvermittler |
| US5145608A (en) * | 1986-02-06 | 1992-09-08 | Ecolab Inc. | Ethoxylated amines as solution promoters |
| JPH0723581B2 (ja) * | 1988-08-24 | 1995-03-15 | 花王株式会社 | 衣料用柔軟仕上剤 |
| DE3832589A1 (de) * | 1988-09-24 | 1990-03-29 | Henkel Kgaa | Waschmittel fuer niedrige temperaturen |
| EP0510879A3 (en) * | 1991-04-26 | 1993-03-17 | Kao Corporation | Liquid softener |
| GB9122486D0 (en) * | 1991-10-23 | 1991-12-04 | Cussons Int Ltd | Fabric softener composition |
| DE4420188A1 (de) | 1994-06-09 | 1995-12-14 | Hoechst Ag | Wäscheweichspülmittelkonzentrate |
| EP1283030B1 (fr) | 2001-08-06 | 2013-10-02 | Kao Corporation | Composition traitante |
| EP1534808A2 (fr) * | 2002-06-13 | 2005-06-01 | The Procter & Gamble Company | Compositions comprenant un systeme actif d'adoucissage de tissu, comprenant au moins deux agents actifs d'adoucissage de tissu cationiques |
| CN111501353A (zh) * | 2020-05-28 | 2020-08-07 | 扬州宏远新材料股份有限公司 | 一种新型纺织柔软剂及其制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB947714A (en) * | 1960-07-18 | 1964-01-29 | Armour Chemical Ind Ltd | Improvements in or relating to surface active compositions |
| US4076632A (en) * | 1977-02-22 | 1978-02-28 | The Procter & Gamble Company | Fabric softener |
| EP0018039B2 (fr) * | 1979-04-21 | 1988-08-24 | THE PROCTER & GAMBLE COMPANY | Composition adoucissante pour tissus |
| US4233164A (en) * | 1979-06-05 | 1980-11-11 | The Proctor & Gamble Company | Liquid fabric softener |
| ATE13562T1 (de) * | 1981-01-16 | 1985-06-15 | Procter & Gamble | Textilbehandlungsmittel. |
| EP0059502B1 (fr) * | 1981-02-28 | 1985-06-26 | THE PROCTER & GAMBLE COMPANY | Compositions pour le traitement de matières textiles |
| DE3150179A1 (de) * | 1981-12-18 | 1983-06-23 | Hoechst Ag, 6230 Frankfurt | Konzentrierte vormischungen von waescheweichspuelmitteln |
-
1982
- 1982-02-06 DE DE19823204165 patent/DE3204165A1/de not_active Withdrawn
-
1983
- 1983-02-02 AT AT83100959T patent/ATE15497T1/de not_active IP Right Cessation
- 1983-02-02 DE DE8383100959T patent/DE3360740D1/de not_active Expired
- 1983-02-02 EP EP83100959A patent/EP0085933B1/fr not_active Expired
- 1983-02-04 ZA ZA83778A patent/ZA83778B/xx unknown
- 1983-02-04 BR BR8300569A patent/BR8300569A/pt unknown
- 1983-02-04 CA CA000420905A patent/CA1208853A/fr not_active Expired
- 1983-02-04 JP JP58016354A patent/JPS58149378A/ja active Pending
-
1985
- 1985-12-02 US US06/804,311 patent/US4659487A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| BR8300569A (pt) | 1983-11-08 |
| JPS58149378A (ja) | 1983-09-05 |
| CA1208853A (fr) | 1986-08-05 |
| DE3360740D1 (en) | 1985-10-17 |
| ZA83778B (en) | 1983-10-26 |
| ATE15497T1 (de) | 1985-09-15 |
| EP0085933A3 (en) | 1984-01-11 |
| DE3204165A1 (de) | 1983-08-11 |
| EP0085933A2 (fr) | 1983-08-17 |
| US4659487A (en) | 1987-04-21 |
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| 26 | Opposition filed |
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| NLR1 | Nl: opposition has been filed with the epo |
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| GBPR | Gb: patent revoked under art. 102 of the ep convention designating the uk as contracting state | ||
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