EP0569847A1 - Composants non-azotés, utilisés dans les formulations d'adoucissants - Google Patents
Composants non-azotés, utilisés dans les formulations d'adoucissants Download PDFInfo
- Publication number
- EP0569847A1 EP0569847A1 EP93107323A EP93107323A EP0569847A1 EP 0569847 A1 EP0569847 A1 EP 0569847A1 EP 93107323 A EP93107323 A EP 93107323A EP 93107323 A EP93107323 A EP 93107323A EP 0569847 A1 EP0569847 A1 EP 0569847A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- mixtures
- nitrogen
- fabric softener
- oils
- active ingredient
- 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- Withdrawn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
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
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
- C11D10/045—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on non-ionic surface-active compounds and soap
-
- 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
- C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols
-
- 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
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
-
- 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
- the invention relates to alkoxylated natural oils and fats as nitrogen-free active ingredient components in fabric softener formulations and their use therefor.
- the alkoxylated natural oils and fats can be used both alone and in admixture with customary nitrogen-containing active components with and without the addition of dispersants, emulsifiers and / or solubilizers.
- N-distearyl-N, N-dimethylammonium chloride DSDMAC
- substitutes such as Imidazoline derivatives (see US Pat. No. 4,762,685, EP-A 0 199 383), quaternized fatty acid esters of triethanolamine (so-called esterquats, see US Pat. No. 4,830,771) or 2,3-dihydroxypropyl-1-trimethylammonium salt.
- Derivatives (DE-OS 27 28 841) replaced.
- the invention is therefore based on the object of finding nitrogen-free active ingredient components which are an alternative to sole use nitrogen-containing fabric softener active ingredient components or in combination with these, if appropriate after appropriate emulsification or dispersion and / or addition of solubilizers. They should not only be miscible and compatible with them, but should also act synergistically if possible, or else have softening properties on their own.
- the object is achieved by the use of alkoxylated natural oils and fats as nitrogen-free active ingredient.
- the oils and fats which can be used as starting material according to the invention basically include all triglycerides and their mixtures with free fatty acids, mono- and / or diglycerides.
- the alkoxylation can be carried out in accordance with DE-OS 36 17 657 and DE-OS 38 26 179.
- the invention therefore relates to a nitrogen-free active ingredient component for fabric softener formulations consisting of alkoxylated natural fats, oils and their mixtures with free fatty acids, mono- and / or diglycerides.
- Another object of the invention is the use of alkoxylated natural fats, oils and their mixtures with free fatty acids, mono- and / or diglycerides alone as a nitrogen-free fabric softener active ingredient or in mixtures with nitrogen-containing cationic active fabric softener ingredients and optionally dispersants, emulsifiers and / or solubilizers.
- the proportion of the alkoxylated natural fats, oils and their mixtures with free fatty acids, mono- and / or diglycerides as fabric softener active ingredient is 1 to 100%, preferably 20 to 80%, of the total amount of fabric softener active ingredient.
- epoxides are mentioned as examples for the alkoxylation: Ethylene oxide, propylene oxide, butylene oxide, 2-methyl-2-butene oxide, 3,3-dimethyl-1-butene oxide, C6-C24 epoxides, styrene oxide, 1,2-epoxy butadiene, 1,2-epoxy cyclohexene, and glycide esters and ethers. If more than one epoxy is used, these can be reacted with the fatty substances either in succession or simultaneously.
- the proportion of the cationic nitrogen-containing fabric softener active ingredients and their mixtures with one another as a fabric softener active ingredient component is 0 to 99%, preferably 20 to 80%, based on the total amount of fabric softener active ingredient.
- cationic nitrogen-containing fabric softener active ingredient components are: N, N-distearyl-N, N-dimethylammonium salts, imidazoline derivatives (quaternized or protonated), quaternized fatty acid esters of triethanolamine and 2,3-dihydroxypropyl-1-trimethylammonium salt derivatives.
- Both the alkoxylated natural oils and fats alone and their mixtures with the cationic nitrogen-containing fabric softener active ingredient components can optionally be used with dispersants, emulsifiers and / or solubilizers to further increase the activity.
- the ratio of dispersants, emulsifiers and / or solubilizers or mixtures thereof to the fabric softener active ingredient components mentioned is 0 to 10: 1.
- the softening effect of the alkoxylated fats, oils or their mixtures with free fatty acids and / or mono- and / or diglycerides or their blends with commercially available fabric softener active ingredients was determined as follows: A batch of 72 terry towels (44 cm x 30 cm, approx. 60 g, from WFK-Testgewebe GmbH), even if not all 72 wipes were used (for reasons of uniform wear), were machine washed, rinsed and spun once with 100 g of a commercially available full detergent (PERSIL, Henkel) at 95 ° C. This was followed by a wash cycle at 95 ° C. without detergent, including a rinse cycle and a brief spin-on, so that clean, moist cloths containing about 2.5 times their dry weight of water could be removed for manual fabric softening.
- PERSIL commercially available full detergent
- test subjects were each presented with 3 wipes in encrypted form according to the test plan according to Table A (so-called triangular test).
- the task for the examiner was to find out the differently treated cloth after sensory assessment.
- the result is expressed with the help of 3 numbers: The 1st number indicates the number of examiners who found the wipes treated with the standard to be softer or those with the test substance as harder. The second number indicates the number of examiners who found the wipes treated with the standard to be harder or those with the test substance as softer. The 3rd number finally indicates the number of examiners who are due the slight sensory differences of the wipes treated with the test substance or the standard could not determine the wipe treated differently or did not give the correct answer.
- Wipes treated with 0.2-0.5 g of the product from the reaction of skin fat with 15% by weight of propylene oxide per liter of washing liquor were tested in comparison with wipes which had not been treated with a fabric softener.
- the result is summarized in Table 2.
- test substance With the help of the test substance, it is even possible to significantly improve the softening properties if 1 40 to 60% by weight of the test substance is added (see sample numbers 25 and 26). If a test substance / 1 - (4: 1) mixture used, the softening properties are the same as those of pure 1 (see sample no. 27).
- test substance can be mixed with 2 in all the mixtures examined, the softness of the treated wipes not deteriorating, in some cases even being improved (see sample numbers 34-36).
- test substance can be evaluated in all ratios with 3 mix, keeping the soft feel of the treated wipes the same.
- Table 11 shows the determined rise heights of the terry fabrics treated with samples 1-47 from examples 1-10. These are mean values from duplicate determinations.
- the rising heights of the O-sample should be treated after 5 minutes: 10.2 cm, after 65 minutes: 18.5 cm ) with those of the sample no. 13 or 18 (treated with pure ester quat, after 5 min: 6.9 cm, after 65 min: 12.2 cm), 23 or 28 (treated with pure 1 , after 5 min: 4.8 cm, after 65 min.8.6 cm), 33 (treated with pure 2 , after 5 min: 6.0 cm, after 65 min: 10.0 cm) and 38 or 43 (treated with pure 3 , after 5 min .: 3.9 cm, after 65 min .: 5.3 cm) can be compared.
- PERSIL commercial heavy-duty detergent
- alkoxylated natural fats, oils and their mixtures with free fatty acids, mono- and / or diglycerides are used in a mixture with the above-mentioned cation-active nitrogen-containing fabric softener active ingredients or their ready-to-use formulations, it can be seen after considering the rise heights after 5 and 65 min. the following: None of the mixtures recommended in Examples 1-10 brings about a reduction in the rise heights in comparison to the corresponding cation-active substances. There is often a significant increase.
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)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4215689 | 1992-05-14 | ||
DE19924215689 DE4215689A1 (de) | 1992-05-14 | 1992-05-14 | Stickstofffreie Wirkstoffkomponente in Wäscheweichspülerformulierungen |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0569847A1 true EP0569847A1 (fr) | 1993-11-18 |
Family
ID=6458717
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP93107323A Withdrawn EP0569847A1 (fr) | 1992-05-14 | 1993-05-06 | Composants non-azotés, utilisés dans les formulations d'adoucissants |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0569847A1 (fr) |
JP (1) | JPH0610263A (fr) |
CA (1) | CA2096077A1 (fr) |
DE (1) | DE4215689A1 (fr) |
PL (1) | PL298932A1 (fr) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0604726A1 (fr) * | 1992-12-23 | 1994-07-06 | Hüls Aktiengesellschaft | Procédé de quaternisation d'esters triéthanolaminiques d'acides gras et d'imidazolinamides avec des graisses et huiles alcoxylées comme milieu réactionnel et l'utilisation des melanges réactionnels comme composants d'un agent adoucissant |
WO1995014654A1 (fr) * | 1993-11-20 | 1995-06-01 | Henkel Kommanditgesellschaft Auf Aktien | Procede de preparation d'esters quaternaires solides |
WO1995027769A1 (fr) * | 1994-04-07 | 1995-10-19 | Unilever Plc | Composition assouplissante pour textiles |
US5700387A (en) * | 1994-04-07 | 1997-12-23 | Lever Brothers Company, Division Of Conopco, Inc. | Fabric softening composition |
WO2003046117A1 (fr) * | 2001-11-27 | 2003-06-05 | Unilever Plc | Compositions de produits de blanchisserie reduisant les froissements |
US7015188B2 (en) | 2000-06-16 | 2006-03-21 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Fabric conditioning compositions |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0707059B1 (fr) | 1994-10-14 | 2004-09-08 | Kao Corporation | Composition adoucissante liquide |
JP5742395B2 (ja) | 2010-06-14 | 2015-07-01 | ソニー株式会社 | 画像表示用微粒子及びその製造方法、電気泳動分散液、並びに、画像表示装置 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR912981A (fr) * | 1944-09-13 | 1946-08-26 | Ciba Geigy | Nouveaux éthers-oxydes polyglycoliques acylés |
US2695909A (en) * | 1952-04-10 | 1954-11-30 | Petrolite Corp | Reaction product of a polycarboxylic acid and oxypropylated triricinolein |
EP0031310A1 (fr) * | 1979-12-06 | 1981-07-01 | Berol Kemi Ab | Monoester tensio-actif non ionique et procédé pour sa préparation |
EP0094655A2 (fr) * | 1982-05-18 | 1983-11-23 | Hoechst Aktiengesellschaft | Agents d'adoucissement concentrés pour le lavage du linge |
EP0112719A2 (fr) * | 1982-12-23 | 1984-07-04 | Unilever N.V. | Composition adoucissante pour matières textiles |
-
1992
- 1992-05-14 DE DE19924215689 patent/DE4215689A1/de not_active Withdrawn
-
1993
- 1993-05-06 EP EP93107323A patent/EP0569847A1/fr not_active Withdrawn
- 1993-05-12 CA CA 2096077 patent/CA2096077A1/fr not_active Abandoned
- 1993-05-13 JP JP11183793A patent/JPH0610263A/ja not_active Withdrawn
- 1993-05-13 PL PL29893293A patent/PL298932A1/xx unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR912981A (fr) * | 1944-09-13 | 1946-08-26 | Ciba Geigy | Nouveaux éthers-oxydes polyglycoliques acylés |
US2695909A (en) * | 1952-04-10 | 1954-11-30 | Petrolite Corp | Reaction product of a polycarboxylic acid and oxypropylated triricinolein |
EP0031310A1 (fr) * | 1979-12-06 | 1981-07-01 | Berol Kemi Ab | Monoester tensio-actif non ionique et procédé pour sa préparation |
EP0094655A2 (fr) * | 1982-05-18 | 1983-11-23 | Hoechst Aktiengesellschaft | Agents d'adoucissement concentrés pour le lavage du linge |
EP0112719A2 (fr) * | 1982-12-23 | 1984-07-04 | Unilever N.V. | Composition adoucissante pour matières textiles |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0604726A1 (fr) * | 1992-12-23 | 1994-07-06 | Hüls Aktiengesellschaft | Procédé de quaternisation d'esters triéthanolaminiques d'acides gras et d'imidazolinamides avec des graisses et huiles alcoxylées comme milieu réactionnel et l'utilisation des melanges réactionnels comme composants d'un agent adoucissant |
US5443631A (en) * | 1992-12-23 | 1995-08-22 | Huels Aktiengesellschaft | Process for the quaternization of triethanolamine fatty acid esters and imidazolinamides and the use of the reaction mixtures in laundry softener compositions |
WO1995014654A1 (fr) * | 1993-11-20 | 1995-06-01 | Henkel Kommanditgesellschaft Auf Aktien | Procede de preparation d'esters quaternaires solides |
US5783534A (en) * | 1993-11-20 | 1998-07-21 | Henkel Kommanditgesellschaft Auf Aktien | Process for the production of solid esterquats |
WO1995027769A1 (fr) * | 1994-04-07 | 1995-10-19 | Unilever Plc | Composition assouplissante pour textiles |
US5700387A (en) * | 1994-04-07 | 1997-12-23 | Lever Brothers Company, Division Of Conopco, Inc. | Fabric softening composition |
US5773409A (en) * | 1994-04-07 | 1998-06-30 | Lever Brothers Company, Division Of Conopco, Inc. | Fabric softening composition |
US7015188B2 (en) | 2000-06-16 | 2006-03-21 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Fabric conditioning compositions |
WO2003046117A1 (fr) * | 2001-11-27 | 2003-06-05 | Unilever Plc | Compositions de produits de blanchisserie reduisant les froissements |
US6624131B2 (en) | 2001-11-27 | 2003-09-23 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Wrinkle reduction laundry product compositions |
Also Published As
Publication number | Publication date |
---|---|
DE4215689A1 (de) | 1993-11-18 |
JPH0610263A (ja) | 1994-01-18 |
CA2096077A1 (fr) | 1993-11-15 |
PL298932A1 (en) | 1994-01-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
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AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH DE ES FR GB IT LI LU NL SE |
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17P | Request for examination filed |
Effective date: 19931106 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
|
18W | Application withdrawn |
Withdrawal date: 19950612 |