AU596086B2 - Concentrated stable non-aqueous fabric softener composition - Google Patents
Concentrated stable non-aqueous fabric softener composition Download PDFInfo
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- AU596086B2 AU596086B2 AU50708/85A AU5070885A AU596086B2 AU 596086 B2 AU596086 B2 AU 596086B2 AU 50708/85 A AU50708/85 A AU 50708/85A AU 5070885 A AU5070885 A AU 5070885A AU 596086 B2 AU596086 B2 AU 596086B2
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- hexylene glycol
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- aqueous
- glycol
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Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
-
- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0004—Non aqueous liquid compositions comprising insoluble particles
-
- 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
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
N
COMMONWEALTH OF AUSTRALIA Patent Act 1952 OMPLETE SPECIFICATION
(ORIGINAL)
Class Int. Class Application Number 0: 701c Lodged Complete Specification Lodged Accepted Published Priority: 12 December 1984 Related Art 596086 LODG, AT SUB-Oif-ICE 3 DEC 1985 Syde .7 S444 Name of Applicant :.'Address of Applicant Actual Inventor
S
Address for Service 4 1 1 SCOLGATE-PALMOLIVE COMPANY 300 Park Avenue, New York, New York 10022, United States of America 1/ Yvon Demangeon, 12 Rue Guillaumede de Beaumont, Hardicourt, Meulan, France 2/ Michel Julemont, Thier de la Fontaine 4, 4802 Heusy, Belgium F.B. RICE CO., see back hereof for Inventor Patent Attorneys, No. 3/ 28A Mo-.tague Street, BALMAIN. 2041.
Complete Specification for the invention entitled: CONCEN'IRATED STABLE NON-AQUEOUS FABRIC SOFTENER COMPOSITION The following statement is a full description of this invention including the best method of performing it known to us:r CONCENTRATED STABLE NON-AQUEOUS FABRIC SOFTENER COMPOSITION BACKGROUND OF THE INVENTION The present invention relates to fabric softener compositions adapted for the use in the rinse cycle of a laundering process and in particular to highly concentrated fabric softener compositions which are easily dispersed in water when S used, particularly in laundry machines having automatic dispensing mechanisms.
Compositions containing quaternary ammonium salts having at least one long chain hydrocarbyl group are commonly used to provide fabric softening benefits when employed in a laundry rinse operation; for example, see U.S. Patents 3,349,033; 3,644,203; 3,946,115; 3,997,453; 4,073,735 and 4,119,545.
For most aqueous softener compositions containing cationic quaternary ammonium compounds as active ingredients, the concentration of such cationics has, in general, been limited to the range of about 3 to 6% by weight (see U.S. 7atent 3,904,533 and U.S. Patent 3,920,565). Such a low concentration is generally necessitated by the fact that cationics form gels in water systems at concentrations at above about and while the use of electrolytes to lower the viscosity of such compositions is known (see in particular U.S. Patent 4,199,545), such electrolytes are far from satisfactory. From a functional point of view, the electrolytes often do not perform as required particularly at concentrations of the cationics in the neighborhood of about 12-15%. Further, while the performance of the electrolytes may lamitigate some of the gelling problem, their use is far from satisfactory in providing a highly concentrated aqueous system of cationics which does not gel or severely change in viscosity within the usual range of temperatures encountered in the handling thereof, for example 0°F (about -18 0 C) up to about 140°F (about 60 C) or in the dispensing from washing machines.
In the ordinary use of European household automatic washing machines, the user places the rinse cycle fabric softener in a dispensing unit a dispensing drawer) of the machine.
\Q Then, in the operation of the machine, during the rinse cycle, the softener composition is subjected to a stream of cold water to transfer it to the drum. In winter, when the soften composition and the water fed to the dispenser may be especially cold, there can be problems in that some of the composition is not flushed completely off the dispenser during operation of the machine, and a deposit of the composition may build up with repeated wash cycles, so that it may become necessary for the user to flush the dispenser with hot water. This problem can be particularly severe for nighly concentrated softener formulations nJ because of the aforementioned gelling problem and also when a nonionic surfactant is present with the cationic softener since there is a tendency for the viscosity of the nonionic to increase when mixed with cold water forming a gel.
In British application 2053249A published February 4, 1981, there are disclosed cationic fabric softening compositions containing 15 to 60% by weight of cationic softener, 25 to by weighL of an aqueous medium and 0.5 to 40% by weight of a specified water soluble polymer.
2 t I 1 I0 In U.S. Patent 4,351,737 concentrated fabric softeners are described containing both cationic and non-ionic softeners and a non-ionic dispersing agent along with a solvent mixture of a C 1 to C 3 alkanol and a liquid glycol, polyglycol or an alkyl ether thereof. Hexylene glycol is not disclosed.
It has now been found that the dispersibility in cold water and the flow from automatic dispensers, even in highly concentrated, nonionic surfactant-containing liquid fabric softener compositions can be improved considerably by replacing part or all of the 6oinvention liquid carrier of the non-aqueous liquid softener composition by hexylene glycol.
SUMMARY OF THE INVENTION The present invention provides substantially non-aqueous stable, concentrated softeter compositions based upon quaternary ammonium softening compounds and a carrier liquid comprising hexylene glycol and optionally a nonionic surfactant. The present invention also provides a method by which highly concentrate( fabric softening compositions are produced and used.
DETAILED DESCRIPTION OF THE INVENTION The compositions of the present invention are stable substantially non-aqueous compositions which contain a high concentration of the cationic fabric softener which is a water dispersible quaternary ammonium compound as hereinafter described an hexylene glycol as the, or as part of the, liquid carrier. Preferred compositions may also include non-ionic surfeictant and electrolyte.
f 4 *o 20 3 The compositions of this invention contain at least about 20% cationic softener and up to about 80% thereof, preferably up to about 70% and more preferably up to about 60% said cationic softener having the general formula: I. R
I
R- N R Y
R
wherein the R group are selected from C 1 to C 30 aliphatic, \O preferably alkyl or alkenyl, aryl phenyl, tolyl, cumyl, etc.); aralkyl benzyl, phenethyl, etc.); and the halo, amide, hydroxyl, and carboxyl substituents thereof; with the proviso that at least one R is C14 to C30 and preferably C 1 4 to C18 and the others are lower alkyl, and more preferably at least two R's are C 1 4 to C 1 8 and the others are lower alkyl of C, to
C
4 (and most preferably methyl or ethyl), or hydroxyalkyl (i.e.
(CH
2 -CH-O)xH where x is 1 to 10, preferably 1 to 5, most prefer-
RI
ably 1 or 2 and R1 is hydrogen or Cl to C 4 alkyl, and Y is a water-solubilizing anion such as chloride, bromide, iodide, yo( fluoride, sulfate, methosulfate, nitrite, nitrate, phosphate and carbosylate acetate, adipate, propionate, phthalate, benzoate, oleate, etc.). Typical cationics of formula I include the following: distearyl dimethyl ammonium chloride ditallow dimethyl ammonium chloride dihexadecyl dimethyl ammonium chloride distearyl dimethyl ammonium bromide di(hydrogenated tallow) dimethyl ammonium bromid ditallow isopropyl methyl ammonium chloride distearyl di(isopropyl) ammonium chloride distearyl dimethyl ammonium methosulfate.
4 A highly preferred cla ss of cationics is' of Formula I wherein two of the R groups are 14to C 18 R is methyl, or ethyl and one R is methyl, ethyl, isopropyl, n-propyl, hydroxyethyl or hydroxypropyl.
Other quaternary softeners which may be used include t-he imidazolinium compounds of the formula: j~ll -C 0 wheei R2 is C 6 to C 30 preferably C 8 to C 18 alkyl or alkenyl; Rand R4are independently hydrogen or C 1to C 4alki R 5 is C 1 to C 4 alkyl;
R
6 is hydrogcn or C 1 to C 4 alkyl; R 7 is C 6 to C 30 prefer ably C 8 to C 18 alkyl; asan m is 2 or 3.
:"ZbIllustrative compounds of Formula II include: 1-methyl 1-(Uallowylamido) ethyl) -2-talloyl a. dihydro imidazolinium methyl sulfate; l-ehll(pamtyaio ethyl1) 2-octadecyl- 4,5 dihydroimidazolinium chloride.
Specifically preferred cationics are: ditallow monomethyl monohydroxypropyl ammoniumi chloride, dietearyl dimethylammonium chloride, ditallow dimethylam -monium chloride, ditallow isopropyl methyl ammonium chloride, etc.
,,e 1 MA4 1
TVI
I
I
I
I
I
I
I I I
I
*IIIII
The non-aqueous carrier may couprise from about to about 20%, preferably from about 60% to about 25%, by weight of the composition.
The non-aqueous carrier of the composition of this invention comprises at least about 25% and preferably at least of hexylene glycol and the balance a C 1 to C 3 alkanol, prefer ably ethanol or propanol, a C 2 to C 6 glycol, preferably diethylen glycol or propylene glycol, or a Cl to C 6 mono- or di-alkyl ether of such glycols or mixtures thereof. The entire carrier may consist of''hexylene glycol to the exclusion of ,he alcohols and/or glycols (and/or glycol ethers). Hexylene glycol is the commercial name for 2-methylpentane-2,4-diol.
Typical carriers may comprise 25% hexylene glycol and 75% propylene glycol; 31% hexylene glycol and 69% propylene glycol; 31% isopropanol and 69% hexyiene glycol; 100% hexylene glycol.
The total amount by weight of the cationic fabric softener and the non-aqueous liquid carrier in the composition will be at least about 80 and up to 100%, preferably from abcat 8b% to 99% by weight, the balance including the nonionic surfactant, electrolyte and/or optional conventional additives.
The optional non-ionic component of the present composition comprises from about 0 to about 15%, preferably from about 1 to 12%, by weight of the composition and generally may vary with the cationic softener in a weight ratio of cationic to nonionic of from about 25:1 to about 3:1, preferably from about 12:1 to 6:1 and especially preferably about 10:1. Suitable 6 non-ionic compounds include ethylene oxide and propylene (and mixtures thereof) condensates of C 8 to C20 aliphatic alcohols and mono, di- and tri-alkyl (each C 4 to C12) phenols. Generally, the non-ionics preferred herein are moderately hydrophilic in nature with a moderate hydrophilic group. In the present invention, this group is preferably an oxyethyl chain generally of at least about 2 terminal oxyethyl groups the oxyethyl groups are contigous and terminate in an hydroxyl group) with no more than about 20 such groups, although there may be as many as 200 moles otyethylene per mole of the hydrophobic group.
Particularly suitable non-ionic surfactants include a C9-11 aliphatic alcohol containing 8 moles of condensed ethylene oxide; an ethoxylated nonyl phenol with 6 moles of ethylene oxide, an ethoxylated octyl phenol with 4.5 moles of ethylene oxide and a C aliphatic alcohol with 7.5 moles ethylene oxide.
i9 In addition to the foregoing components of the softening compositions of this invention, there may also be included numerous conventional, supplemental, and optional ingredients which do not adversely affect the stability and/or functional S characteristics of the instant compositions. Thus, for example, there may be present the ubiquitous perfumes, dyes, pigments, opacifiers, germicides, optical brighteners, anti-corrosion agents sodium silicate), polymers, anti-static agents and the like. Where used, each may comprise, for example, from 0.012 to about 5% by weight of the composition.
2 It is, of course, recognized and understood that most available chemical materials and particularly those containing an hydrocarbyl moiety are generally mixtures of closely related moieties. Thus, the long chain alkyl substituents in the cationics used in this invention may not only be a single lengthl carbon chain but more likely a mixture. In this regard, a particularly useful quaternary salt, wherein the alkyl grL s are derived from tallow, may contain about 35% C 1 6 and 60% C18 and minor amounts of C 1 4 and even others. Similarly, the aliphatic alcohol percursors for the non-ionics used herein may be of a i i single carbon chain length but more likely, again, it will and can be a mixture in any proportion of the operable chain length compounds.
The fabric softening compositions of this invention should have viscosities in the range of about 10 to 250 centipci es and preferably 25 to 150 cetipoises in addition to their essent ial water-dispersibility in the rinse cycle (or any other form of dilution prior to use).
The manner of combining the hexylene glycol, other optional carriers, cationic softener and optional nonionic surfactant, electrolyte, and other optional conventional additives is not particularly critical, nor is the order of addition.
However, some degree of care should be taken to avoid excessive heating in order to limit solvent evaporation and, more importan ly, to stay below the flash point temperature of the carrier and any other low boiling liquids that may be present or brought in as components of the softener and the like. For example, the flash point for hexylene glycol is 93 0 C. Generally, however, 8 jC nl
I
II,
I
I I
I
.It I it is preferred to combine all of the ingredients at room temperature, e.g. form about 15°C to 25 0 C, or lower.
A suitable procedure for preparing the compositions of this invention involves dissolving any nonionic and other additives brightener, color, perfume, etc.) in the carrier and then adding this mixture to the cationic which preferably is in liquid form, e.g. as a dispersion in the carrier of any component thereof (for example, as a dispersion in isopropanol).
The'"following examples will serve to illustrate the present invention without being deemed limitative thereof.
Parts are by weight unless otherwise indicated.
EXAMPLE 1 Following the procedure described above, 2 parts of an ethoxylated nonyl. phenol (containing 6 moles of ethylene oxide) are dissolved in about 75 parts of hexylene glycol at a temperature of about 200C. To this solution are slowly added 20 parts of distearyl dimethyl ammonium chloride (75% active in isopropanol) with stirring. A stable product results with a viscosity of about 100 cps.
EXAMPLE 2 The procedure of Example 1 is repeated utilizing the following parts of cationic (active), surfactant, (NaC1) and hexylene glycol A 22; B 2.0; C 76.0 A 34; B 315; C 62.5 A 46; B a 4.8; C 49.2 A w 58; B 5.5; C 36.5 *hexylone glycol/ethylene glycol at 3:1 weight ratio 9
MMM
EXAMPLE 3 Examples 1 and 2 are repeated utilizing in place of distearyl dimethyl ammonium chloride the following: ditallow dimethyl ammonium chloride distearyl dimethyl ammonium methosulfate di(hydrogenated tallow) dimethyl ammonium bromide di-hexadecyl dimethyl ammonium chloride distearyl diethyl ammonium chloride.
l-methyl-l-((tallowylamido)ethyl) -2-tallowyl- 4 dihydroimidazolinium methyl sulfate.
EXAMPLE 4 In order to demonstrate the improved dispensibility of the hexylene glycol based liquid carrier for the concentrated softening compositions the following formulations A-E are prepared: Weight Solvent 31.9 Cationic fabric softener 60.0 S 2.0 Nonionic Perfume, dye, minors 3.1 1/ 75% A.I. in isopropanol 2/ nonyl phenol ethoxylated with an average of 6 molea ethylene oxide (C-9 phenol E06:1) i 10
I
The following are used as the solvent: A 10% isopropyl alcohol and 21.9% diethylene glycol (comparisor B 10% hexylene glycol and 21.9% propylene glycol C 10% isopropyl alcohol and 21.9% hexylene glycol D 31.9% hexylene glycol E 31.9% propylene glycol (comparison) Each of the above softener formulations are added to the dispenser of a typical European washing machine. AEG-802, and after 3 cupulative up-to-boil cycles, (the dispenser being refilled for each cycle), the amount of the formulation remaining in the dispenser is measured. The results are shown in the following table as a percent of the total amount used a triple dose): a a a, a a a I S a Formulation
A
B
C
D
E
Solvent 10% isopropanol 21.9% diethylene glycol 10% hexylene glycol 21.9% propylene glycol 10% isopropanol 21.9% hexylene glycol 31.9% hexylene glycol 31.9% propylene glycol Quantity Remaining 6.7 3.6 2.8 19 From the above results, it can be easily appreciated that the use of hexylone glycol in replace of all or part of the conventional non-aqueous liquid carriers for rinse cycle added fabric softener formulation greatly improves the cold water dispersibility and flow (dispensibility even of concentrated formulationo containing nonionic aurfactants.
11 Moreover, the concentrated liquid fabric softener compositions of this invention are stable for long periods of time at both low, e.g. 4 0 C and high, e.g. 35 0 C storage temperatures, including freeze-thaw cycles, over periods of 6 weeks and longer.
The compositions of this invention have the further advantage that hexylene glycol is non-toxic and, therefore, the formulations are safe to use.
While the instant compositions are intended primarily \0 for direct use0,.in the rinse cycle of automatic washing machines they can also be used in diluted form and for manual treatment, both in and out of the washing machine.
Still further, it should be understood that as used herein, the term "non-aqueous" means that no water is intentionally added to the system, although minor amounts of water, e.g.
up to about can be present, based on addition of specific ingredients, e.g. dyes, as aqueous solutions, the water contained in the softener, etc.
-12i
Claims (13)
1. A stable substantially non-aqueous, concentrated fabric softening composition comprising a water dispersible quaternary ammonium compound cationic softener; a non-aqueous carrier liquid comprising hexylene glycol, and up to 15% by weight of a non-ionic surfactant, wherein the composition comprises to 80% by weight of and 80 to 20% by weight of
2. The composition of claim 1, wherein the weight ratio of cationic fabric softener to nonionic surfactant is from 25:1 to 3:1.
3. The composition of claim 1 wherein the non-aqueous carrier comprises at least 25% by weight of hexylene glycol.
4. The composition of claim 1 wherein the non-aqueous carrier comprises at least 35% by weight of hexylene glycol.
The composition of claim 1 wherein the non-aqueous carrier consists of hexylene glycol.
6. The composition of claim 1 wherein the non-aqueous carrier comprises a mixture containing at least 25% by weight of hexylene glycol and the balance being a C 1 to C 3 alkanol, a C 2 to C 6 glycol, a C 1 to C 6 mono- or di-alkyl ether of said glycol, or mixtures thereof.
7. The composition of claim 1 wherein said non-aqueous carrier is comprised of 25% hexylene glycol and propylene glycol; 31% hexylene glycol and 69% l propylene glycol; 31% isopropanol and hexylene glycol; or 100% hexylene glycol.
8. The composition of claim 1 wherein the nonionic surfactant is an ethylene of propylene or mixtures thereof oxide condensate of C 8 -C 20 aliphatic alcohol or a mono-, di-, or tri-alkyl phenol, each of said alkyl groups containing from 4 to 12 carbon atoms. IRA k oV 0 i
9. A method of forming a stable, concentrated non-aqueous fabric softening composition according to claim 1, which comprises combining a water dispersible quaternary ammonium compound cationic fabric softening compound with a substantially non-aqueous liquid carrier comprising hexylene glycol, and optionally a nonionic surfactant, at about room temperature, the amount of the cationic compound being at least 20% by weight of the composition.
A method for imparting softness to fabrics which comprises adding the composition of claim 1 to an aqueous media containing the fabrics in an amount to provide a concentration of the cationic of from 0.005% to 0.5% based on the weight of the fabrics.
11. The method of claim 10 wherein the composition is added during the rinse cycle of an automatic washing oachine.
12. The method of claim 11 wherein the composition is added to the aqueous media by flowing a stream of cold water onto the composition whereby the composition is dispersed in the flowing stream and then transferred to the aqueous media.
13. A method for imparting softeners to clothes which combines diluting the composition of claim 1 with from 4 to 15 times as much water by volume as compositions of claim 1 and then adding the diluted composition to the clothes. DATED this 25 day of January 1989 COLGATE-PALMOLIVE COMPANY Patent Attorneys for the Applicant: F.B. RICE CO. -rn i
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US68063084A | 1984-12-12 | 1984-12-12 | |
US680630 | 1984-12-12 |
Publications (2)
Publication Number | Publication Date |
---|---|
AU5070885A AU5070885A (en) | 1986-06-19 |
AU596086B2 true AU596086B2 (en) | 1990-04-26 |
Family
ID=24731869
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU50708/85A Ceased AU596086B2 (en) | 1984-12-12 | 1985-12-03 | Concentrated stable non-aqueous fabric softener composition |
Country Status (31)
Country | Link |
---|---|
JP (1) | JPS61146873A (en) |
KR (1) | KR930002873B1 (en) |
AU (1) | AU596086B2 (en) |
BE (1) | BE903815A (en) |
BR (1) | BR8506174A (en) |
CA (1) | CA1283510C (en) |
CH (1) | CH667118A5 (en) |
DE (1) | DE3542774A1 (en) |
DK (1) | DK576485A (en) |
EG (1) | EG17154A (en) |
ES (1) | ES8704222A1 (en) |
FI (1) | FI84837C (en) |
FR (1) | FR2574437B1 (en) |
GB (1) | GB2168392B (en) |
GR (1) | GR853009B (en) |
HK (1) | HK76792A (en) |
IE (1) | IE57654B1 (en) |
IN (1) | IN165725B (en) |
IT (1) | IT1181745B (en) |
LU (1) | LU86204A1 (en) |
MX (1) | MX162522A (en) |
NL (1) | NL8503425A (en) |
NO (1) | NO171420C (en) |
NZ (1) | NZ214322A (en) |
PH (1) | PH25471A (en) |
PT (1) | PT81608B (en) |
SE (1) | SE8505549L (en) |
SG (1) | SG73392G (en) |
ZA (1) | ZA858974B (en) |
ZM (1) | ZM9485A1 (en) |
ZW (1) | ZW21485A1 (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IN165978B (en) * | 1985-08-20 | 1990-02-17 | Colgate Palmolive Co | |
AU602362B2 (en) * | 1986-10-29 | 1990-10-11 | Colgate-Palmolive Company, The | Built nonaqueous liquid nonionic laundry detergent composition containing hexylene glycol and method of use |
JP2522659B2 (en) * | 1987-03-31 | 1996-08-07 | ライオン株式会社 | Softener composition |
GB9122486D0 (en) * | 1991-10-23 | 1991-12-04 | Cussons Int Ltd | Fabric softener composition |
GB9301811D0 (en) * | 1993-01-29 | 1993-03-17 | Unilever Plc | Fabric softener composition |
BR9713263A (en) * | 1996-10-21 | 2000-10-24 | Procter & Gamble | Concentrated fabric softener composition |
KR100317953B1 (en) * | 1999-09-30 | 2001-12-24 | 손 경 식 | Liquid fiber softening composition with environmental affinity |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0112719A2 (en) * | 1982-12-23 | 1984-07-04 | Unilever N.V. | Fabric softening composition |
EP0125103A2 (en) * | 1983-05-07 | 1984-11-14 | The Procter & Gamble Company | Surfactant compositions |
AU548650B2 (en) * | 1981-11-14 | 1985-12-19 | Procter & Gamble Company, The | Textile treatment compositions |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2482636A1 (en) * | 1980-05-14 | 1981-11-20 | Lesieur Cotelle Et Associes Sa | CONCENTRATED SOFTENING COMPOSITION FOR TEXTILE FIBERS |
DE3025369A1 (en) * | 1980-07-04 | 1982-01-28 | Hoechst Ag, 6000 Frankfurt | SOFT SOFT CONDENSER CONCENTRATE |
FR2540901B1 (en) * | 1983-02-14 | 1986-08-29 | Elf Aquitaine | CONCENTRATED COMPOSITIONS OF TEXTILE SOFTENERS |
-
1985
- 1985-11-22 ZA ZA858974A patent/ZA858974B/en unknown
- 1985-11-25 SE SE8505549A patent/SE8505549L/en not_active Application Discontinuation
- 1985-11-25 NZ NZ214322A patent/NZ214322A/en unknown
- 1985-11-26 IN IN998/DEL/85A patent/IN165725B/en unknown
- 1985-11-27 MX MX754A patent/MX162522A/en unknown
- 1985-11-29 ZW ZW214/85A patent/ZW21485A1/en unknown
- 1985-12-02 PH PH33118A patent/PH25471A/en unknown
- 1985-12-02 FR FR858517786A patent/FR2574437B1/en not_active Expired - Lifetime
- 1985-12-03 AU AU50708/85A patent/AU596086B2/en not_active Ceased
- 1985-12-04 DE DE19853542774 patent/DE3542774A1/en not_active Ceased
- 1985-12-04 PT PT81608A patent/PT81608B/en not_active IP Right Cessation
- 1985-12-06 IT IT48896/85A patent/IT1181745B/en active
- 1985-12-09 CH CH5271/85A patent/CH667118A5/en not_active IP Right Cessation
- 1985-12-09 BE BE0/215982A patent/BE903815A/en not_active IP Right Cessation
- 1985-12-10 BR BR8506174A patent/BR8506174A/en not_active IP Right Cessation
- 1985-12-11 ZM ZM94/85A patent/ZM9485A1/en unknown
- 1985-12-11 GB GB8530494A patent/GB2168392B/en not_active Expired
- 1985-12-11 FI FI854898A patent/FI84837C/en not_active IP Right Cessation
- 1985-12-11 IE IE3124/85A patent/IE57654B1/en not_active IP Right Cessation
- 1985-12-11 NO NO854977A patent/NO171420C/en unknown
- 1985-12-11 LU LU86204A patent/LU86204A1/en unknown
- 1985-12-11 KR KR1019850009309A patent/KR930002873B1/en active IP Right Grant
- 1985-12-11 CA CA000497349A patent/CA1283510C/en not_active Expired - Lifetime
- 1985-12-11 ES ES549810A patent/ES8704222A1/en not_active Expired
- 1985-12-12 GR GR853009A patent/GR853009B/el unknown
- 1985-12-12 EG EG789/85A patent/EG17154A/en active
- 1985-12-12 JP JP60280158A patent/JPS61146873A/en active Pending
- 1985-12-12 DK DK576485A patent/DK576485A/en not_active Application Discontinuation
- 1985-12-12 NL NL8503425A patent/NL8503425A/en not_active Application Discontinuation
-
1992
- 1992-07-16 SG SG733/92A patent/SG73392G/en unknown
- 1992-10-08 HK HK767/92A patent/HK76792A/en unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU548650B2 (en) * | 1981-11-14 | 1985-12-19 | Procter & Gamble Company, The | Textile treatment compositions |
EP0112719A2 (en) * | 1982-12-23 | 1984-07-04 | Unilever N.V. | Fabric softening composition |
EP0125103A2 (en) * | 1983-05-07 | 1984-11-14 | The Procter & Gamble Company | Surfactant compositions |
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