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WO2002031094A2 - Formulation adoucissantes limpides renfermant des additifs alcoxyles - Google Patents

Formulation adoucissantes limpides renfermant des additifs alcoxyles Download PDF

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Publication number
WO2002031094A2
WO2002031094A2 PCT/US2001/028533 US0128533W WO0231094A2 WO 2002031094 A2 WO2002031094 A2 WO 2002031094A2 US 0128533 W US0128533 W US 0128533W WO 0231094 A2 WO0231094 A2 WO 0231094A2
Authority
WO
WIPO (PCT)
Prior art keywords
formulation
fabric softening
percent
glycol
formulations
Prior art date
Application number
PCT/US2001/028533
Other languages
English (en)
Other versions
WO2002031094A3 (fr
Inventor
Pierre Marie Lenoir
Irene Siegrist
Original Assignee
Dow Global Technologies Inc.
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 Dow Global Technologies Inc. filed Critical Dow Global Technologies Inc.
Priority to AU2001289039A priority Critical patent/AU2001289039A1/en
Publication of WO2002031094A2 publication Critical patent/WO2002031094A2/fr
Publication of WO2002031094A3 publication Critical patent/WO2002031094A3/fr

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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
    • C11D3/43—Solvents
    • 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
    • C11D1/72—Ethers 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
    • C11D1/74—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
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2006—Monohydric alcohols
    • 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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2041—Dihydric alcohols
    • C11D3/2044—Dihydric alcohols linear
    • 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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2068—Ethers
    • 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 softening formulations, and especially fabric softening formulations, which remain clear at relatively low temperatures and at relatively low concentrations of the active fabric softening ingredient. More particularly the invention relates to a formulation comprising an active fabric softening ingredient, water, an alkoxylated species having a mono function H, such as alcohols, fatty acids and amines, and additional solvents.
  • the formulations may optionally contain other additives generally used in fabric softening or detergent compositions.
  • Fabric softening formulations have long been used to render washed clothing or other articles softer to the touch. It is believed, however, that many consumers avoid the use of fabric softeners due in part to the typical fabric softener's cloudy appearance. Some consumers perceive that the cloudiness will leave a residue on the laundered articles, dulling 5 the colors, and perhaps irritating skin which may come into contact with it. Thus, there is a need for fabric softening compositions having a water-like clear appearance.
  • US-A-5,656,585 teach clear fabric softening formulations having diester and/or diamido ammonium active ingredients together with relatively high levels of organic solvents.
  • WO 97/03169 teaches clear formulations having relatively high concentrations of fabric softener with relatively high amounts of specific principle solvents.
  • WO 98/23808 teaches clear 5 fabric softener compositions comprising an imidazolinium salt, a quaternary ammonium salt, a solvent, and a polyoxyethylene alkylether, having from 9 to 60 EO units.
  • WO 99/09122 teaches using a principal solvent as taught in WO 97/03169 together with a nonionic preferably ethoxylated surfactant.
  • the formulations of the present invention comprise: 15 A. an active fabric softening composition
  • R ⁇ -Q-(AO) n -R 3 where Ri is C 1-18 alkyl, cylcloalkyl or aryl; Q is O, C(O)0, or NRu A is CH 2 CHR ; R and R 3 are independently at each occurrence H or C 1-4 alkyl; and n is 2 to 13; 20 C. water;
  • a supplemental organic solvent wherein the supplemental organic solvent is a glycol ether made from a to C 6 mono- or di-alcohol which has been alkoxylated with a C 2 -C 4 alkylene oxide, or a C ⁇ to C 6 diol having a Clog P value less than 0.15 or mixtures
  • the formulations may also include salts or other additives typically found in detergent or fabric softening compositions.
  • the active fabric softening ingredient used in the formulations of the ingredient can be selected from any of those known in the art, such as those described in the review article 3 o "Rinse- Added Fabric Softener Technology at the Close of the Twentieth Century", Matthew I. Levinson, Journal of Surfactants and Detergents. Vol 2, No.2, pages 223-235 (April, 1999).
  • the active ingredient will be chosen from the group consisting of quaternary ammonium compounds, especially ester quaternary ammonium compounds ("ester quats”), diamido amines and diamido ammonium compounds, and amido imidazolinium compounds.
  • Non ester quaternary ammonium compounds are characterized by having a quaternized ammonium where at least one of the branches attached to the nitrogen contains a long (C 8 -C 2 ) alkyl chain. Preferably there are two such long alkyl chains. Suitable non ester quaternary ammonium compounds are described for example in WO 99/09122.
  • ester quat class of compounds is characterized by having a central nitrogen being joined to four organic groups, at least one of which contains an organic acid 0 moiety, that is a C(O)OR group, where R is the remaining portion of the fatty acid used to make the ester. It is preferred that two of the organic groups joined to the nitrogen contain esters. It is also preferred that 50 to 100 percent of the ammonium compounds present be quaternized. Suitable ester quats are described for example in WO 00/06678, WO 99/09122, US-A-5 ,490,944, US-A-5 ,656,585, WO 98/45394, or WO 97/03169.
  • diesterquats are: methyl bis(oleoyl-oxy-ethyl)-(2-hydroxyethyl) ammonium methyl sulfate (TEA diesterquat); N,N-di(oleoyl-oxy-ethyl)-N,N-dimethyl ammonium chloride (MDEA diesterquat); l,2-dioleoyloxy-3-N,N,N- trimethylammoniopropane chloride (DMAPD diesterquat); diester quat of monoisopropanol diethanolamme based on oleic acid and dimethylsulfate: the monoisopropanol o diethanolamme can be made by reacting diethanolamme (DEA) and propylene oxide (PO) (DEA+1PO) or by reacting monoisopropanolamine (MIPA) and ethylene oxide (EO) (MIPA + 2 EO). Esterquats based on trialkanol
  • diamido ammonium compounds are described, in US-A-5,525,245, 5,656,585, and WO 99/09122.
  • Some specific examples 5 include diamido (oleic type) amines which may be alkoxylated (EO, PO, and or BO) or not and their quaternary ammonium salts (DETA based) of the formula: [R 4 -(CO)-NR 6 -(CH 2 CH 2 )-N(R 5 )(R 8 )-(CH 2 CH 2 )-NR 6 -(CO)-R 4 ] + , A-
  • R 4 together with (CO) is an oleoyl group
  • R 5 is H, -C 4 alkyl or (CH - o CR 7 HO) t -H, with t being from 1-7
  • R 6 is H, or CH 2 -CR 7 HOH
  • R 7 is H or -C 4 alkyl
  • R 8 is not present or C x H 2x + l5 where x is 0 to 4 and A- is an inorganic or organic acid anion (such as methyl sulfate, or a chloride anion) or not present when R 8 is not present. It will be readily understood by those in the art that if R 8 and A " are not present then, the "+" designation in the formula will also disappear.
  • Suitable amido imidazolinium compounds are described, for example in 99/09122, WO 98/23808, and US-A-5,490,944.
  • Other materials which may be used as the fabric softening active ingredient in the formulations of this invention include the amido esterquats of US-A-5,580,481 and their respective amido esteramines.
  • a fatty acid or derivative i.e a material containing a moiety corresponding to the formula RC(O)O-
  • the fatty acid has an iodine value of between 20 and 140, especially for fatty acids having a predominant chain length in the range of C 16 -C 18 .
  • iodine values 0 to 100 are preferred.
  • Preferred fatty acids are described in WO 97/03169, see for example, pages 18-21.
  • fatty acid may contain more than 40 percent oleic acid.
  • the fatty acid used is typically derived from a triglyceride source.
  • triglyceride source are those derived from tallow, partially hardened tallow, lard, partially hardened lard, vegetable oils and/or partially hydrogenated vegetable oils, such as, canola oil, safflower oil, peanut oil, sunflower oil, corn oil, sunbean oil, tall oil, rice bran oil, coconut oil, palm oil, cotton seed oil, olive oil, rapeseed oil, cod liver oil etc., and mixtures of these oils
  • the fabric softening active ingredient may be present in the formulation in an amount of from 1 to 85 percent based on weight of the total formulation. Preferably it is added in a range of from 5 to 70 and more preferably from 10 to 65.
  • the additive to be used in the formulations of the present invention correspond to the formula:
  • R!-Q-(AO) n -R 3 where R ! is C 1-18 alkyl, cycloalkyl or aryl; Q is preferably O, but can also be C(O)0, or NRj; A is CH 2 CHR 2 ; R and R 3 are independently at each occurrence H or C ⁇ alkyl; and n is 2 to 13. It should be understood that although this application will mention specific moles of the various oxides for convenience, in practice, a pure additive in which each molecule has the 5 given number of moles of alkyl oxides will not be used. Rather the alkoxylated additive used will be a distribution of different alkoxylated additive molecules whose average number is represented by the formula.
  • Ri is an alkyl group and the alkyl group may be branched or linear, saturated or unsaturated. It is preferred that R ⁇ contain from 2 to 17 carbon atoms, more preferably from 4 to 15, and most preferably from 7 to 9 carbon atoms. R 1 may be linear or branched.
  • R 3 be H.
  • the preferred AO units are those derived from EO, PO, 5 and BO. It is generally preferred that R 2 be H (that is, that the additives be ethoxylates).
  • the alkylene oxide portion of the additive may be added by random or block addition or a mixture thereof. Due to the relative reactivities of EO vs. higher oxides, if the addition is random, the EO will tend to be added first. It is also possible to add the oxide units in a mixed block/random fashion, for example, by adding a o few moles of PO or BO first and then by adding a mixed feed of EO with PO or BO.
  • the additives can be added in an amount of from 1 to 60 percent by weight based on the total formulation. Preferably it is added in an amount of from 3 to 50, more preferably 5 from 5 to 35. When R ⁇ is linear, it may be desirable to add more than 10 percent of the additive.
  • the additives of the present invention can be prepared by alkoxylating a starting material having the formula RrQ-H where R ⁇ and Q are as defined before. Any method of alkoxylation may be used.
  • the alkoxylation reaction may be carried out in the presence of 0 an alkaline catalyst, such as sodium, potassium, calcium, barium and strontium hydroxide, in an amount of from 0.01 to 5, preferably 0.1 to 0.5, percent by weight based on the total weight of the mixture at the completion of the reaction.
  • Temperature and pressures are not critical, but conveniently the alkoxylation reaction is carried out at an elevated temperature, preferably at a temperature from 50°C to 200°C, more preferably from 80°C to 140°C and a pressure of from 1 to 80 bars.
  • the alkaline catalysts suitable for use in this reaction are well known to a person skilled in the art. After completion of the reaction, that is, for example, 5 when the pressure does not change anymore, the catalyst is removed by a suitable method, such as by filtration over an absorbing clay, for example, magnesium silicate, or neutralized with an inorganic acid such as, for example, hydrochloric acid, or an organic acid such as, for example, acetic acid.
  • a suitable method such as by filtration over an absorbing clay, for example, magnesium silicate, or neutralized with an inorganic acid such as, for example, hydrochloric acid, or an organic acid such as, for example, acetic acid.
  • the cost-effective additives of the present invention offer many other advantages. As these additives are not traditional solvents, they avoid many of the problems associated with the traditional solvents. Thus, by using the additives of the present invention instead of some or all of the solvents specified in the prior art, odor and flammability issues are reduced. Furthermore, the additives of the present invention are 5 surfactants and thus may offer additional cleaning properties. It is also believed that the formulations including the additives may facilitate or even eliminate the need for ironing the clothes after the wash.
  • the formulation of the present invention also includes aliphatic alcohols, and a supplemental organic solvent, wherein the supplemental organic solvent is a glycol ether o made from a C ⁇ to C 6 mono- or di-alcohol which has been alkoxylated with a C -C 4 alkylene oxide, or a C ⁇ to C 6 diol having a Clog P value less than 0.15 or mixtures thereof.
  • a supplemental organic solvent is a glycol ether o made from a C ⁇ to C 6 mono- or di-alcohol which has been alkoxylated with a C -C 4 alkylene oxide, or a C ⁇ to C 6 diol having a Clog P value less than 0.15 or mixtures thereof.
  • the aliphatic 5 alcohol is present in an amount from 0.1 to 25 percent by weight of the formulation, but it is preferred that there be less than 10 percent, more preferably less than 7 percent of the formulation.
  • the supplemental organic solvents can be added in an amount of from 0.1 to 40 percent by weight of the formulation, but it is preferred that they be less than 30 percent, more preferably less than 25 percent of the formulation. o Suitable solvents are generally known in the art, and are listed for example in
  • Preferred aliphatic alcohol solvents include propanol, isopropyl alcohol, ethanol, and butanol.
  • Preferred d to C 6 diols having Clog P values less than 0.15 include ethylene glycol, 1,3- propane diol, 1,4-butanediol, propylene glycol, butylene glycol, diethylene glycol, dipropyleneglycol (DPG), tripropyleneglycol (TPG), polyethylene glycol, and polypropylene glycol.
  • Preferred glycol ethers include materials such as DOWANOLTM (trademark of The Dow Chemical Company) P and E series including, ethylene glycol mono n-butyl ether, ethylene glycol monomethyl ether, propylene glycol monomethyl ether, propylene glycol mono n-butyl ether (PnB), dipropylene glycol monomethyl ether, dipropylene glycol mono propyl ether (DPnP), dipropylene glycol mono n-butyl ether (DPnB), , and diethylene glycol butyl ether (DB).
  • the formulations of the present invention may also advantageously include low levels (generally less than 3 percent by weight) of salts of the sort occasionally found in detergent or fabric softening compositions.
  • suitable salts can be mono or divalent and can be inorganic or organic.
  • suitable salts include potassium acetate, calcium chloride, Magnesium chloride, sodium acetate, sodium chloride, and potassium chloride.
  • ingredients typically used in fabric softeners and detergents may also be used in the formulations of the present invention. These are known in the art (see for example WO 99/09122, US 5,656,585, WO-97/31889, WO 98/35002, WO-A-95/19951, WO-A-93/25648, WO-A-93/23510, WO-A-96/21715, WO-A-96/09436, WO-A-94/29521, GB 2 197 66 A, EP 0413 249 Al, WO 98/41604, WO 97/03169, WO 98/18890, WO 96/33800 and EP-A-0580245) and include things such as brighteners; dispersibility aids such as cationic surfactants (for example monoalkyl quaternary ammonium compounds), nonionic surfactants and amine oxides; stabilizers; soil-release agents; scum dispersant; perfumes; chelating agents; enzymes; color
  • the formulations of the present invention contain water.
  • the amount of water contained in the formulation largely depends on user needs. It may be that concentrated or superconcentrated formulations are sought in which case the formulation may contain as little as 1 percent water to help stabilize the formulation. In other situations the formulation may contain a majority of water such that it is ready to use by the consumer. It may be advantageous to prepare somewhat concentrated formulations such that the water content together with the aliphatic alcohol represents no more than 60, 55 or 50 percent of the total formulation, depending on the user's need. It should be understood that the formulations of the present invention will turn turbid at very high concentrations of water 5 such as when diluted in the rinse cycle.
  • the formulations of the present invention can be made in several ways, as should be readily understood in the art.
  • the individual components that is fabric softening active ingredient, the additive, water, aliphatic alcohol, supplemental organic solvent and any optional ingredients
  • the fabric softener active ingredient is based on fatty acid
  • the additive could be added after the esterification and either before, during or after the quaternization 5 step, enabling the reduction or even the elimination of the traditional solvents used in such process.
  • TEA + EQ is a triethanolamine diesterquat based on oleic acid
  • DEA + IPO EQ is a methyldiethanolamine diesterquat based on diethanolamme which is reacted with an equimolar amount of PO and then esterified with oleic acid, and quaternized with dimethylsulfate.
  • IPA is iso-propyl alcohol
  • DPG is dipropylene glycol
  • DPnB is o dipropylene n-butyl glycol ether.
  • C8+5EO means n-octanol reacted with 5 moles EO. 2EH
  • Examples 1-6 all resulted in clear formulations.

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  • 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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Cette invention a trait à des formulations adoucissantes et, notamment, à des adoucisseurs de tissus, demeurant limpides à des températures relativement basses et sous des concentrations relativement faibles des ingrédients actifs entrant dans la composition de l'adoucisseur. Ces formulations renferment une composition active pour adoucisseur de tissus et un additif correspondant à la formule R1-Q-(AO)n-R3, formule dans laquelle R1 représente un alkyle en C1-18, Q représente O, C(O)0, or NR1, A représente CH2CHR2, R2 et R3 représentent, de manière indépendante, à chaque occurrence, H ou un alkyle en C1-4, la valeur de n étant comprise entre 2 et 13. Ces formulations renferment également un alcool aliphatique, un solvant organique supplémentaire, ce dernier étant un éther glycolique obtenu à partir d'un mono-alcool ou d'un di-alcool porteur de 1 à 6 atomes de carbone ayant été alcoxylé par un oxyde d'alcoylène porteur de 2 à 4 atomes de carbone, ou un diol porteur de 1 à 6 atomes de carbone dont la valeur Clog P est inférieure à 0,15, ou leurs mélanges ainsi que de l'eau.
PCT/US2001/028533 2000-10-06 2001-09-12 Formulation adoucissantes limpides renfermant des additifs alcoxyles WO2002031094A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001289039A AU2001289039A1 (en) 2000-10-06 2001-09-12 Clear softening formulations including alkoxylated additives

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US23851300P 2000-10-06 2000-10-06
US60/238,513 2000-10-06

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Publication Number Publication Date
WO2002031094A2 true WO2002031094A2 (fr) 2002-04-18
WO2002031094A3 WO2002031094A3 (fr) 2002-06-13

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018048023A1 (fr) * 2016-09-08 2018-03-15 선진뷰티사이언스(주) Assouplissant textile comprenant un solvant de tripropylène glycol, et procédé de production associé
US11034919B2 (en) 2016-02-23 2021-06-15 Conopco, Inc. Disinfectant aqueous composition and method for treating substrates
CN114437885A (zh) * 2021-12-29 2022-05-06 南通华达微电子集团股份有限公司 芯片塑封料溢料软化剂

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3025369A1 (de) * 1980-07-04 1982-01-28 Hoechst Ag, 6000 Frankfurt Waeschweichspuelmittelkonzentrat
US5409621A (en) * 1991-03-25 1995-04-25 Lever Brothers Company, Division Of Conopco, Inc. Fabric softening composition
DE69733579D1 (de) * 1997-08-18 2005-07-21 Procter & Gamble Durchsichtige flüssige gewebeweichmacherzusammensetzungen
BR9815083A (pt) * 1997-11-24 2001-11-20 Procter & Gamble Amaciantes de tecido adicionados de enxágue compouco solvente apresentando aumento dasvantagens de maciez
CA2310612A1 (fr) * 1997-11-24 1999-06-03 The Procter & Gamble Company Compositions aqueuses pour adoucissant textiles, limpides ou translucides, a forte teneur en electrolyte, et contenant eventuellement un stabilisant de phase

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11034919B2 (en) 2016-02-23 2021-06-15 Conopco, Inc. Disinfectant aqueous composition and method for treating substrates
WO2018048023A1 (fr) * 2016-09-08 2018-03-15 선진뷰티사이언스(주) Assouplissant textile comprenant un solvant de tripropylène glycol, et procédé de production associé
KR101858353B1 (ko) * 2016-09-08 2018-05-16 선진뷰티사이언스(주) 트리프로필렌글리콜 용제를 포함하는 섬유유연제 및 이의 제조방법
CN114437885A (zh) * 2021-12-29 2022-05-06 南通华达微电子集团股份有限公司 芯片塑封料溢料软化剂

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WO2002031094A3 (fr) 2002-06-13

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