EP0417987B1 - Fabric softening - Google Patents
Fabric softening Download PDFInfo
- Publication number
- EP0417987B1 EP0417987B1 EP90309792A EP90309792A EP0417987B1 EP 0417987 B1 EP0417987 B1 EP 0417987B1 EP 90309792 A EP90309792 A EP 90309792A EP 90309792 A EP90309792 A EP 90309792A EP 0417987 B1 EP0417987 B1 EP 0417987B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- amine
- materials
- softening
- acid
- fabric softening
- 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.)
- Revoked
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- 239000004744 fabric Substances 0.000 title claims description 26
- 150000001412 amines Chemical class 0.000 claims description 68
- 239000003002 pH adjusting agent Substances 0.000 claims description 65
- 239000000463 material Substances 0.000 claims description 60
- 239000000203 mixture Substances 0.000 claims description 41
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 17
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 15
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 8
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 7
- 239000003760 tallow Substances 0.000 claims description 7
- 239000002979 fabric softener Substances 0.000 claims description 6
- 235000015165 citric acid Nutrition 0.000 claims description 5
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 4
- 239000004310 lactic acid Substances 0.000 claims description 4
- 235000014655 lactic acid Nutrition 0.000 claims description 4
- 239000011975 tartaric acid Substances 0.000 claims description 4
- 235000002906 tartaric acid Nutrition 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 238000007865 diluting Methods 0.000 claims description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N dimethylmethane Natural products CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 2
- -1 oxydimethyl propane amine Chemical class 0.000 claims description 2
- 239000001294 propane Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000002253 acid Substances 0.000 description 15
- 239000000047 product Substances 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 11
- XXUJMEYKYHETBZ-UHFFFAOYSA-N ethyl 4-nitrophenyl ethylphosphonate Chemical compound CCOP(=O)(CC)OC1=CC=C([N+]([O-])=O)C=C1 XXUJMEYKYHETBZ-UHFFFAOYSA-N 0.000 description 7
- 239000012263 liquid product Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- LVDKZNITIUWNER-UHFFFAOYSA-N Bronopol Chemical compound OCC(Br)(CO)[N+]([O-])=O LVDKZNITIUWNER-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 239000011149 active material Substances 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 229940106681 chloroacetic acid Drugs 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 238000005189 flocculation Methods 0.000 description 2
- 230000016615 flocculation Effects 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 2
- 230000005588 protonation Effects 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 238000000954 titration curve Methods 0.000 description 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- WXTMDXOMEHJXQO-UHFFFAOYSA-N 2,5-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC(O)=CC=C1O WXTMDXOMEHJXQO-UHFFFAOYSA-N 0.000 description 1
- RVBUZBPJAGZHSQ-UHFFFAOYSA-N 2-chlorobutanoic acid Chemical compound CCC(Cl)C(O)=O RVBUZBPJAGZHSQ-UHFFFAOYSA-N 0.000 description 1
- SMNDYUVBFMFKNZ-UHFFFAOYSA-N 2-furoic acid Chemical compound OC(=O)C1=CC=CO1 SMNDYUVBFMFKNZ-UHFFFAOYSA-N 0.000 description 1
- KSAIICDEQGEQBK-UHFFFAOYSA-N 3-hydroxy-2,2-dimethylbutanedioic acid Chemical compound OC(=O)C(C)(C)C(O)C(O)=O KSAIICDEQGEQBK-UHFFFAOYSA-N 0.000 description 1
- PXRKCOCTEMYUEG-UHFFFAOYSA-N 5-aminoisoindole-1,3-dione Chemical compound NC1=CC=C2C(=O)NC(=O)C2=C1 PXRKCOCTEMYUEG-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 108010081873 Persil Proteins 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 230000001153 anti-wrinkle effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 238000005282 brightening Methods 0.000 description 1
- 229960003168 bronopol Drugs 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000005595 deprotonation Effects 0.000 description 1
- 238000010537 deprotonation reaction Methods 0.000 description 1
- OREAFAJWWJHCOT-UHFFFAOYSA-N dimethylmalonic acid Chemical compound OC(=O)C(C)(C)C(O)=O OREAFAJWWJHCOT-UHFFFAOYSA-N 0.000 description 1
- MPFLRYZEEAQMLQ-UHFFFAOYSA-N dinicotinic acid Chemical compound OC(=O)C1=CN=CC(C(O)=O)=C1 MPFLRYZEEAQMLQ-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- JDNTWHVOXJZDSN-UHFFFAOYSA-N iodoacetic acid Chemical compound OC(=O)CI JDNTWHVOXJZDSN-UHFFFAOYSA-N 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- ZIYVHBGGAOATLY-UHFFFAOYSA-N methylmalonic acid Chemical compound OC(=O)C(C)C(O)=O ZIYVHBGGAOATLY-UHFFFAOYSA-N 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- GJAWHXHKYYXBSV-UHFFFAOYSA-N quinolinic acid Chemical compound OC(=O)C1=CC=CN=C1C(O)=O GJAWHXHKYYXBSV-UHFFFAOYSA-N 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 238000005406 washing Methods 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/40—Monoamines or polyamines; Salts thereof
-
- 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
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2082—Polycarboxylic acids-salts thereof
-
- 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
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2086—Hydroxy carboxylic acids-salts thereof
Definitions
- the present invention relates to fabric softening compositions, in particular to fabric softening compositions containing one or more amines as active materials, which are intended for use in the rinse cycle of a fabric washing process.
- US 3 954 630 (Ramachandran) describes the use of a complexing acid to prevent staining of fabrics.
- the comprising acid may be used in conjunction with a cationic fabric softening agent.
- EP-A-0 331 230 (Procter & Gamble) describes imidazole-type fabric conditioners having improved stability over other cyclic amines.
- Compositions of the reference include a Bronstedt acid as dispersing aid.
- EP-A-0 276 501 (Akzo N.V.) describes thickened compositions for surface cleaning.
- the compositions include an amine and a weak acid among other ingredients.
- One of the problems with amine-containing fabric softener compositions is that they often do not soften as well as conventional softeners containing quaternary ammonium softener materials.
- the concentration of amine materials in the rinse water will generally be from 30 to 1000 ppm, preferably around 200. It has been found that improved softening can be obtained when the pH of an aqueous rinse liquor comprising the amine softener materials at a concentration of 200 ppm is equal to or below the pK a of the amine.
- the present invention relates to a fabric softening composition
- a fabric softening composition comprising one or more amine softening materials and one or more pH adjusting agents, wherein the pH of an aqueous liquor obtained by diluting said fabric softening composition to a concentration of 200 ppm of the amine materials has a pH which is equal to or below the pK a of the amine materials.
- amine softening material can refer to any amine material which can be used for the softening of fabrics, for example one or more amines of the following formula can be used:
- ARMEEN M2HT ARMEEN M2HT
- the pH of a 200 ppm rinse liquor is preferably 4.5 or less, more preferred less than 3.5.
- hydrocarbyl group refers to alkyl or alkenyl groups optionally substituted or interrupted by functional groups such as -OH, -O-, -CONH, -COO-, etc.
- the pK a value is a well-known parameter related to the protonation of materials.
- the pK a can be determined by considering the protonation reaction of the amine material: amine + H+ -------- amineH+
- the pK a of the amine is the pH value, at which the amount of unprotonated amine is equal to the amount of protonated amine.
- a possible method of determining the pK a of a substance is to determine the titration curve of a 1% dispersion of the material with increasing amounts of acid; the pK a of the material is the pH value at the midpoint of the steep part of the titration curve.
- amine materials having a pK a of less than 6.5, more preferred less than 5.5, especially preferred between 5.2 and 4.0.
- the pK a value of the amine material should be taken as the weight average pK a value of the amine mixture.
- compositions of the present invention may take a variety of forms such as liquids, pastes, gels, powders, tablets, flakes etc.
- compositions of the present invention are liquids, comprising an aqueous phase.
- the water level in such aqueous liquids is from 97 to 20% by weight of the composition, more preferred from 95 to 70%.
- the level of amine softener materials in products of the invention, especially liquid products of the invention is preferably more than 1% by weight of the composition, more preferred more than 2%, most preferred more than 3%.
- the level of amine softener materials will not exceed 70% by weight of the composition, more preferred the level is less than 30%, especially preferred are compositions comprising from 3 to 20% by weight of amine softener materials.
- a problem in the formulation of liquid products according to the invention is that the low pH requirement for the rinse liquor, generally requires high levels of pH adjusting agents in the undiluted product. These high levels of pH adjusting agents, however, often cause the undiluted product to be unstable due to the flocculation of the dispersed amine phase resulting in phase separation.
- a second object of the present invention is to prevent instability of the undiluted product, while still ensuring that an adequate amount of pH adjusting materials are present.
- pH adjusting agent which satisfies the following condition: 1.5 ⁇ pK a (pH adjuster) ⁇ pK a (amine) More preferably: 2.0 ⁇ pK a (pH adjuster) ⁇ pK a (amine) -0.5 Most preferably: 2.5 ⁇ pK a (pH adjuster) ⁇ pK a (amine) -1.0
- the pK a (pH adjuster) for use in the above given equations is the lowest pK a value of the pH adjusting material.
- citric acid has pK a values of 3.1, 4.8 and 6.4.
- the value 3.1 is used as the pK a (citric acid).
- the pK a value for the mixture of pH adjusters is the weight average pK a of the mixture of pH adjusting materials.
- compositions according to the invention also comprise one or more pH adjusting agents.
- the pH adjusting agents should provide a certain pH for the rinse water. As soon as the required pH for the rinse water has been determined in line with the teaching as given above, it is believed to be well within the ambit of the skilled person, to select the types and amounts of pH adjusting materials necessary to obtain the required pH. Generally the pH adjusting agents will be acid materials.
- the product of the invention is a liquid product, comprising an aqueous base
- the pH adjusting materials have a pK a which is above 1.5, but below the pK a of the amine.
- Typical concentrations for the pH adjusting materials in the liquid undiluted products are from 0.1 to 2.0 mole per litre, more preferably from 0.2 to 1.5 mole per litre, especially preferred from 0.25 to 1.0 mole per litre.
- Preferred pH adjusting materials have a pK a of between 2.5 and 3.5.
- these materials are p-Aminobenzosulphonic acid, bromoacetic acid, chloroacetic acid, o-chloroacetic acid, alpha chlorobutyric acid, citric acid, dihydroxybenzoic acid, dimethylmalic acid, dimethylmalonic acid, dinicotinic acid, fumaric acid, furancarboxylic acid, iodoacetic acid, lactic acid, malic acid, malonic acid, methyl malonic acid, quinolinic acid, sulfanilic acid and tartaric acid.
- tartaric acid, lactic acid, citric acid, malonic acid or mixtures thereof is preferred.
- the pH adjusting materials having a pK a of between 2.5 and 3.5 are used in combination with amines of formula (i), which comprise two long hydrocarbyl groups (C6-C24) and one short hydrocarbyl group (C1-C3).
- amines of formula (i) which comprise two long hydrocarbyl groups (C6-C24) and one short hydrocarbyl group (C1-C3).
- ARMEEN M2HT Akzo
- compositions of the present invention may comprise in addition to the above mentioned amine and pH adjusting materials one or more other softener materials selected from cationic, amphoteric and nonionic softening materials. Suitable materials are for example described in EP 239 910 (P&G), US 3 915 865 (STEPAN) and US 4 137 180 (LEVER BROTHERS). Preferably the weight ratio of these additional softening materials to the total of the amine softening materials is less than 3:1, more preferred less than 1:1, especially preferred less than 0.5:1.
- the composition can also contain one or more optional ingredients selected from non-aqueous solvents such as C1-C4 alkanols and polyhydric alcohols, rewetting agents, viscosity modifiers such as electrolytes or long (e.g. 25-40 EO) alkoxylated fatty alcohols, for example calcium chloride, antigelling agents, perfumes, perfume carriers, fluorescers, colourants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical brightening agents, opacifiers, stabilisers such as guar gum and polyethylene glycol, emulsifiers, anti-shrinking agents, anti-wrinkle agents, fabric crisping agents, anti-spotting agents, soil-release agents, germicides, linear or branched silicones, fungicides, anti-oxidants, anti-corrosion agents, preservatives such as Proxel, ascorbic acid, Bronopol (Trade Mark), a commercially available form of 2-bromo-2-nitro
- These optional ingredients if added, preferably are present at levels up to 5% by weight of the composition.
- compositions according to the invention may be prepared by a variety of methods.
- One suitable method to prepare liquid products according to the invention is to form a molten mixture of the amine materials eventually in combination with other softening materials, and adding this premix to water under stirring to form a dispersion and thereafter adding the pH adjusting materials and any optional ingredients.
- a di hardened tallow methyl amine (Armeen M2HT) was dispersed in water of ambient temperature to a concentration of 200 ppm of the amine.
- the pK a of the amine is 4.5.
- 1 litre of the 200 ppm amine dispersion was adjusted to the pH as indicated with HCl.
- Pieces of terry towelling of a total weight of 40g were rinsed for 5 minutes in the amine dispersion. The pieces were line dried.
- the amount of deposited amine was determined by measuring the change in turbidity of the rinse liquor. A higher deposition percentage corresponds to a better softening.
- a wash load of 1.25 kg of terry towelling and 1.25 kg of cotton sheeting fabrics was washed at 40°C in a Miele 756 automatic with 100g of Persil Automatic (UK).
- 90 mls (corresponding to about 200 ppm for the amine concentration) of a rinse conditioner containing 5wt% Armeen M2HT, 1wt% tallow 35EO and a variable amount of pH adjusting material was added to the last rinse cycle.
- table 3 the stability of the undiluted product, the pH of the undiluted product and the pH of the rinse water are given. A lower value for the pH of the rinse corresponds to a better softening performance.
- succinic acid is used, also stable products are obtained, but high levels of the acid material are necessary to obtain the preferred pH in the rinse liquor, these high levels of acid materials are sometimes less preferred for cost reasons.
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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)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8920468 | 1989-09-11 | ||
GB898920468A GB8920468D0 (en) | 1989-09-11 | 1989-09-11 | Fabric softening |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0417987A2 EP0417987A2 (en) | 1991-03-20 |
EP0417987A3 EP0417987A3 (en) | 1991-08-14 |
EP0417987B1 true EP0417987B1 (en) | 1996-02-07 |
Family
ID=10662857
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90309792A Revoked EP0417987B1 (en) | 1989-09-11 | 1990-09-07 | Fabric softening |
Country Status (9)
Country | Link |
---|---|
EP (1) | EP0417987B1 (pt) |
JP (1) | JP2566177B2 (pt) |
AU (1) | AU635767B2 (pt) |
BR (1) | BR9004440A (pt) |
CA (1) | CA2024699C (pt) |
DE (1) | DE69025246T2 (pt) |
ES (1) | ES2084004T3 (pt) |
GB (1) | GB8920468D0 (pt) |
ZA (1) | ZA907142B (pt) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5612372A (en) * | 1990-09-04 | 1997-03-18 | Ibc Manufacturing Company | Liquid dispersants for pesticides |
NZ239522A (en) * | 1990-09-04 | 1993-10-26 | Chapman Chem Co | Pesticidal compositions containing an amine salt of a phosphonic or orthophosphoric acid |
US5312558A (en) * | 1991-04-04 | 1994-05-17 | Ibc Manufacturing Company | Pesticide composition |
EP0658185A1 (en) * | 1992-08-21 | 1995-06-21 | Colgate-Palmolive Company | Fabric conditioning composition |
US5750491A (en) * | 1993-08-02 | 1998-05-12 | The Procter & Gamble Company | Super concentrate emulsions with fabric actives |
EP0637625A1 (en) * | 1993-08-02 | 1995-02-08 | The Procter & Gamble Company | Super concentrate emulsions with fabric actives |
EP0799887B1 (en) * | 1996-04-01 | 2003-06-11 | The Procter & Gamble Company | Fabric softener compositions |
CA3015649C (en) * | 2016-02-29 | 2022-08-16 | Kemira Oyj | A softener composition |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3904359A (en) * | 1972-09-07 | 1975-09-09 | Colgate Palmolive Co | Post-wash fabric treating method |
GB1514276A (en) * | 1975-10-22 | 1978-06-14 | Unilever Ltd | Fabric-softening compositions |
US4157307A (en) * | 1978-08-07 | 1979-06-05 | The Procter & Gamble Company | Liquid fabric softener |
DE2841076C2 (de) * | 1978-09-21 | 1980-02-14 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Verflüssigung wäßriger Textilweichmacher |
US4320013A (en) * | 1980-06-10 | 1982-03-16 | The Procter & Gamble Company | Fabric conditioning compositions |
DE3263800D1 (en) * | 1981-01-16 | 1985-07-04 | Procter & Gamble | Textile treatment compositions |
GB8508129D0 (en) * | 1985-03-28 | 1985-05-01 | Procter & Gamble Ltd | Textile treatment composition |
GB2172910B (en) * | 1985-03-28 | 1989-06-21 | Procter & Gamble | Detergent containing a fabric conditioner |
DE3661481D1 (en) * | 1985-05-28 | 1989-01-26 | Unilever Nv | Liquid cleaning and softening compositions |
MX169902B (es) * | 1986-07-10 | 1993-07-30 | Colgate Palmolive Co | Mejoras a composiciones acondicionadoras de tela a traves del lavado |
US4828722A (en) * | 1986-07-10 | 1989-05-09 | Colgate-Palmolive Co. | Through the wash fabric conditioning compositions |
NO170944C (no) * | 1987-01-24 | 1992-12-30 | Akzo Nv | Fortykkede, vandige preparater, samt anvendelse av slike |
GB8804555D0 (en) * | 1988-02-26 | 1988-03-30 | Procter & Gamble | Imidazole compounds & textile treatment compositions containing them |
US4869836A (en) * | 1988-05-03 | 1989-09-26 | Colgate-Palmolive Co. | Wash cycle fabric conditioning compositions: tertiaryamine-multi-functional carboxylic acid complex |
US4863620A (en) * | 1988-10-18 | 1989-09-05 | The Procter & Gamble Company | Acidic liquid fabric softener with yellow color that changes to blue upon dilution |
GB8916308D0 (en) * | 1989-07-17 | 1989-08-31 | Unilever Plc | Fabric softening |
-
1989
- 1989-09-11 GB GB898920468A patent/GB8920468D0/en active Pending
-
1990
- 1990-09-05 CA CA002024699A patent/CA2024699C/en not_active Expired - Fee Related
- 1990-09-06 BR BR909004440A patent/BR9004440A/pt not_active IP Right Cessation
- 1990-09-07 DE DE69025246T patent/DE69025246T2/de not_active Revoked
- 1990-09-07 ZA ZA907142A patent/ZA907142B/xx unknown
- 1990-09-07 AU AU62234/90A patent/AU635767B2/en not_active Ceased
- 1990-09-07 EP EP90309792A patent/EP0417987B1/en not_active Revoked
- 1990-09-07 ES ES90309792T patent/ES2084004T3/es not_active Expired - Lifetime
- 1990-09-11 JP JP2241031A patent/JP2566177B2/ja not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
EP0417987A2 (en) | 1991-03-20 |
DE69025246D1 (de) | 1996-03-21 |
ZA907142B (en) | 1992-05-27 |
JPH03137280A (ja) | 1991-06-11 |
CA2024699C (en) | 2002-01-08 |
ES2084004T3 (es) | 1996-05-01 |
AU635767B2 (en) | 1993-04-01 |
AU6223490A (en) | 1991-03-14 |
JP2566177B2 (ja) | 1996-12-25 |
DE69025246T2 (de) | 1996-06-27 |
EP0417987A3 (en) | 1991-08-14 |
GB8920468D0 (en) | 1989-10-25 |
CA2024699A1 (en) | 1991-03-12 |
BR9004440A (pt) | 1991-09-10 |
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