WO1994013772A1 - Dispersions aqueuses d'adoucissants pour textiles - Google Patents

Dispersions aqueuses d'adoucissants pour textiles Download PDF

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Publication number
WO1994013772A1
WO1994013772A1 PCT/EP1993/003441 EP9303441W WO9413772A1 WO 1994013772 A1 WO1994013772 A1 WO 1994013772A1 EP 9303441 W EP9303441 W EP 9303441W WO 9413772 A1 WO9413772 A1 WO 9413772A1
Authority
WO
WIPO (PCT)
Prior art keywords
fatty acid
mole
weight
atoms
ethylene oxide
Prior art date
Application number
PCT/EP1993/003441
Other languages
German (de)
English (en)
Inventor
Rolf Puchta
Thomas Engels
Theodor Völkel
Fred Schambil
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to EP94902704A priority Critical patent/EP0674701B1/fr
Priority to DE59306802T priority patent/DE59306802D1/de
Publication of WO1994013772A1 publication Critical patent/WO1994013772A1/fr

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
    • 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 present invention relates to aqueous fabric softener dispersions which, despite a particularly high content of fabric softening active ingredients, have a low viscosity which does not increase, or increases only insignificantly, even after prolonged storage.
  • Aqueous textile plasticizer dispersions tend to thicken when stored for a long time, especially at temperatures below or above room temperature. This behavior is particularly pronounced in textile softener dispersions with a high active ingredient content.
  • the commercial textile softener concentrates contain about 15 to 25% by weight of active ingredient.
  • To produce storage-stable dispersions a very low starting viscosity is generally set using different electrolytes. With an even higher active ingredient content, however, a noticeable increase in viscosity is observed even in the presence of electrolyte during storage, which either occurs immediately after production or during storage.
  • the object of the present invention was therefore to provide an aqueous textile plasticizer dispersion with a high active ingredient content, the viscosity of which is low and which does not increase significantly even during storage and which can easily be thinned further with cold water.
  • the proportion of nonionic, non-textile softening dispersant should be as low as possible.
  • the textile-softening cationic active ingredient should moreover be present in an amount of more than 15% by weight, it should impart good softness to the treated textiles, not impair the ability to reuse them and be easily and rapidly biodegraded in the waste water.
  • the present invention accordingly relates to an aqueous textile softener dispersion containing quaternary ammonium compounds and nonionic dispersants which soften the textile, characterized in that the dispersion
  • b) contains 0.001-0.5% by weight of nonionic dispersants which are selected from
  • the quaternary ammonium compounds mentioned are readily and rapidly biodegradable because of the ester or acid groups contained in the long residues and have therefore recently gained interest.
  • the compounds mentioned include, for example, the compounds known from DE-A-16 19058, DE-A-19 35499 or US Pat. No. 3,915,867 with 1, 2 or 3 fatty acyloxyalkyl radicals on the nitrogen atom. These compounds can be easily prepared, for example, by esterification of alkanolamines with fatty acid or by transesterification of fatty acid esters with alkanolamine and subsequent quaternization. Corresponding processes for the production on an industrial scale have also been known for a long time; Compounds produced by these processes are commercially available compounds.
  • Compounds which are of particular interest with regard to the stability of the viscosity of the aqueous dispersions prepared therewith are those whose fatty acyl groups are wholly or partly unsaturated.
  • Derive th fatty acids which are at least 30, preferably at least 55% in cis form.
  • Suitable quaternary ammonium compounds are also known from US 5,066,414, EP 0293 953 A2, EP 0 309052 A2 and EP 0345842 A2.
  • Suitable quaternary ammonium compounds also include those derived from dimethylaminopropanediol-1,2 with two ester groups. They are described, for example, in DE-A-27 28841. A manufacturing process leading to such products with a low pour point is the subject of EP-A-420465.
  • the quaternary ammonium compounds mentioned can surprisingly also be processed into viscosity-stable aqueous dispersions if the content of quaternary ammonium compounds is particularly high, ie for example 15 to 60% by weight, based on the aqueous dispersion, preferably 20 to 40% by weight .-%. This has been achieved by the selection according to the invention of nonionic dispersants * even at contents of less than 0.5% by weight of the dispersants.
  • Hydroxy fatty acids are understood in particular to mean ricinole fatty acid and 9-hydroxystearic acid. Also suitable as hydroxy fatty acids in the sense of this invention are hydroxyl-containing fatty acids which are obtained by epoxidation of palmitoleic acid, oleic acid or erucic acid and subsequent epoxy ring opening with protic reagents such as e.g. Water, alcohols or carboxylic acids are available.
  • the adducts of 3-100 moles of ethylene oxide with 1 / mole of a polyol fatty alcohol ester include, for example, ethoxylates of fatty acids. remono- and -diglycerides, of sorbitan mono-, di- and sesquiesters of Ci2-C22 fatty acids, on mono- and di-fatty acid esters of di- and triglycerol as well as on triglycerides such as castor oil.
  • ethylene oxide addition products on ring opening products of epoxidized triglycerides such as those e.g. are obtained by epoxidation of soybean oil, hydrogenation or reaction (epoxy ring opening) with protic compounds such as e.g. with H2O, carboxylic acids or alcohols with 1 - 10 C atoms and subsequent addition of ethylene oxide.
  • protic compounds such as e.g. with H2O, carboxylic acids or alcohols with 1 - 10 C atoms and subsequent addition of ethylene oxide.
  • Such products are e.g. known from DE 39 23 394 AI.
  • ethylene oxide adducts of fatty acid (Ci2-C22) - me methyl ester are preferred.
  • Ethylene oxide addition products which additionally contain 1-10 oxypropyl groups and which are obtained by addition of propylene oxide and ethylene oxide, simultaneously or in succession, are also suitable.
  • the selected dispersants to be used according to the invention are already in an added amount of 0.001 to 0.1% by weight in preferred textile plasticizer dispersions capable of markedly reducing the viscosity and preventing subsequent thickening during storage to such an extent that the flow and Pourability and good further dilutability with water are maintained.
  • RCO is an oleoyl residue derived from tallow fatty acid
  • only 0.01-0.1% by weight of the dispersant is required to stabilize the viscosity of a dispersion containing 20-40% by weight of the quaternary ammonium compound.
  • aqueous textile softener dispersions do not have a low initial viscosity, for example through the use of quaternary ammonium compounds of a suitable structure, it is advisable to set a low viscosity by adding an electrolyte.
  • Suitable electrolytes are, for example, sodium chloride, sodium acetate, magnesium sulfate or calcium chloride and in particular magnesium chloride. Small amounts are also sufficient to set a low initial viscosity by adding an electrolyte.
  • the electrolyte is present in the dispersion in concentrations of 0.01 to 3% by weight, based on the finished dispersion.
  • the dispersions mentioned are distinguished by the fact that their initial viscosity does not increase or only increases slightly after production, even after prolonged storage in a wide temperature range, that they have a high active ingredient content, and that they can easily be diluted with cold water, which is particularly noticeable when washing it in automatic washing machines, and that the textiles treated with it do not only Chen grip but also have good rewettability, which is particularly important for textiles that are worn on the skin.
  • aqueous textile plasticizer dispersions the 34% by weight of a compound of the formula I (Stepante ⁇ (R) - VS90 as a textile-softening, quaternary ammonium compound), an esterification product of triethanolamine quaternized with dimethyl sulfate with two Moles of tallow fatty acid), have high viscosity stability when very small amounts of non-ionic dispersants are added.
  • the comparative batches without dispersant or with fatty alcohol ethoxylates with only 5 or 7 moles of ethylene oxide (example 9V, 10V) already show an unacceptable increase in viscosity after 1 week of storage.
  • the viscosity (Pas) was measured in all cases using a Brookfield rotary viscometer with spindle 2 and 20 revolutions per minute at 20 ° C.
  • the textile softener dispersions tested have the following composition:
  • Viscosity (20 ° 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)

Abstract

On peut produire des dispersions très concentrées d'adoucissants pour textiles à base de composés d'ammonium quaternaire ayant des groupes esters dans leurs molécules et présentant une viscosité sensiblement constante dans une large plage de températures en y ajoutant de petites quantités d'agents dispersants non ioniques, sélectionnés.
PCT/EP1993/003441 1992-12-16 1993-12-07 Dispersions aqueuses d'adoucissants pour textiles WO1994013772A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP94902704A EP0674701B1 (fr) 1992-12-16 1993-12-07 Dispersions aqueuses d'adoucissants pour textiles
DE59306802T DE59306802D1 (de) 1992-12-16 1993-12-07 Wässrige textilweichmacher-dispersionen

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4242480.1 1992-12-16
DE4242480A DE4242480A1 (de) 1992-12-16 1992-12-16 Wäßrige Textilweichmacher-Dispersionen

Publications (1)

Publication Number Publication Date
WO1994013772A1 true WO1994013772A1 (fr) 1994-06-23

Family

ID=6475439

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1993/003441 WO1994013772A1 (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)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7183240B2 (en) * 2001-07-13 2007-02-27 Clariant Produkte (Deutschland) Gmbh Additives for inhibiting the formation of gas hydrates

Families Citing this family (2)

* Cited by examiner, † Cited by third party
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

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0040562A2 (fr) * 1980-05-14 1981-11-25 Cotelle S.A. Composition adoucissante concentrée pour fibres textiles
EP0094655A2 (fr) * 1982-05-18 1983-11-23 Hoechst Aktiengesellschaft Agents d'adoucissement concentrés pour le lavage du linge
EP0188242A2 (fr) * 1985-01-18 1986-07-23 Henkel Kommanditgesellschaft auf Aktien Agent de conditionnement aqueux concentré pour matières textiles
EP0354011A1 (fr) * 1988-08-04 1990-02-07 Albright & Wilson Limited Agents de conditionnement pour le linge
EP0409504A2 (fr) * 1989-07-17 1991-01-23 Unilever Plc Composition adoucissante pour textile
EP0523922A2 (fr) * 1991-07-15 1993-01-20 Unilever Plc Composition adoucissante pour textile

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0040562A2 (fr) * 1980-05-14 1981-11-25 Cotelle S.A. Composition adoucissante concentrée pour fibres textiles
EP0094655A2 (fr) * 1982-05-18 1983-11-23 Hoechst Aktiengesellschaft Agents d'adoucissement concentrés pour le lavage du linge
EP0188242A2 (fr) * 1985-01-18 1986-07-23 Henkel Kommanditgesellschaft auf Aktien Agent de conditionnement aqueux concentré pour matières textiles
EP0354011A1 (fr) * 1988-08-04 1990-02-07 Albright & Wilson Limited Agents de conditionnement pour le linge
EP0409504A2 (fr) * 1989-07-17 1991-01-23 Unilever Plc Composition adoucissante pour textile
EP0523922A2 (fr) * 1991-07-15 1993-01-20 Unilever Plc Composition adoucissante pour textile

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7183240B2 (en) * 2001-07-13 2007-02-27 Clariant Produkte (Deutschland) Gmbh Additives for inhibiting the formation of gas hydrates
US8034748B2 (en) 2001-07-13 2011-10-11 Clariant Produkte (Deutschland) Gmbh Additives for inhibiting the formation of gas hydrates

Also Published As

Publication number Publication date
DE59306802D1 (de) 1997-07-24
ES2102809T3 (es) 1997-08-01
ATE154632T1 (de) 1997-07-15
EP0674701A1 (fr) 1995-10-04
DE4242480A1 (de) 1994-06-23
EP0674701B1 (fr) 1997-06-18

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