CA1283510C - Concentrated stable non-aqueous fabric softener composition - Google Patents
Concentrated stable non-aqueous fabric softener compositionInfo
- Publication number
- CA1283510C CA1283510C CA000497349A CA497349A CA1283510C CA 1283510 C CA1283510 C CA 1283510C CA 000497349 A CA000497349 A CA 000497349A CA 497349 A CA497349 A CA 497349A CA 1283510 C CA1283510 C CA 1283510C
- Authority
- CA
- Canada
- Prior art keywords
- weight
- composition
- aqueous
- fabrics
- hexylene glycol
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 74
- 239000002979 fabric softener Substances 0.000 title abstract description 9
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 claims abstract description 60
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 38
- 239000007788 liquid Substances 0.000 claims abstract description 31
- 229940051250 hexylene glycol Drugs 0.000 claims abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 28
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 15
- -1 imidazolinium cationic compounds Chemical class 0.000 claims abstract description 7
- 239000004665 cationic fabric softener Substances 0.000 claims abstract description 3
- 239000004744 fabric Substances 0.000 claims description 33
- 239000002752 cationic softener Substances 0.000 claims description 24
- 125000002091 cationic group Chemical group 0.000 claims description 19
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 239000008365 aqueous carrier Substances 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 12
- 239000012736 aqueous medium Substances 0.000 claims description 12
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 8
- 239000003760 tallow Substances 0.000 claims description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- FFJMLWSZNCJCSZ-UHFFFAOYSA-N n-methylmethanamine;hydrobromide Chemical compound Br.CNC FFJMLWSZNCJCSZ-UHFFFAOYSA-N 0.000 claims description 4
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 4
- NKZBRZNTHCNZSN-UHFFFAOYSA-N 3-(methylamino)propan-1-ol;hydrochloride Chemical compound Cl.CNCCCO NKZBRZNTHCNZSN-UHFFFAOYSA-N 0.000 claims description 3
- IYAQFFOKAFGDKE-UHFFFAOYSA-N 4,5-dihydro-1h-imidazol-3-ium;methyl sulfate Chemical compound C1CN=CN1.COS(O)(=O)=O IYAQFFOKAFGDKE-UHFFFAOYSA-N 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- OGQYPPBGSLZBEG-UHFFFAOYSA-N dimethyl(dioctadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC OGQYPPBGSLZBEG-UHFFFAOYSA-N 0.000 claims description 3
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 claims description 3
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- GJFBKLLFRJJEQX-UHFFFAOYSA-N n-methylpropan-2-amine;hydrochloride Chemical compound Cl.CNC(C)C GJFBKLLFRJJEQX-UHFFFAOYSA-N 0.000 claims description 3
- 229920000847 nonoxynol Polymers 0.000 claims description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 3
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical class CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- AQUCOCCZWYJKFZ-UHFFFAOYSA-M diethyl(dioctadecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](CC)(CC)CCCCCCCCCCCCCCCCCC AQUCOCCZWYJKFZ-UHFFFAOYSA-M 0.000 claims 2
- ZCPCLAPUXMZUCD-UHFFFAOYSA-M dihexadecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCC ZCPCLAPUXMZUCD-UHFFFAOYSA-M 0.000 claims 2
- PSLWZOIUBRXAQW-UHFFFAOYSA-M dimethyl(dioctadecyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC PSLWZOIUBRXAQW-UHFFFAOYSA-M 0.000 claims 2
- RSHVNDLJRRLWEF-UHFFFAOYSA-M dioctadecyl-di(propan-2-yl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C(C)C)(C(C)C)CCCCCCCCCCCCCCCCCC RSHVNDLJRRLWEF-UHFFFAOYSA-M 0.000 claims 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 238000007865 diluting Methods 0.000 claims 1
- 150000001767 cationic compounds Chemical class 0.000 abstract 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 239000003792 electrolyte Substances 0.000 description 6
- 229960004063 propylene glycol Drugs 0.000 description 4
- 235000013772 propylene glycol Nutrition 0.000 description 4
- 239000000654 additive Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- 229960000473 altretamine Drugs 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- UUVWYPNAQBNQJQ-UHFFFAOYSA-N hexamethylmelamine Chemical class CN(C)C1=NC(N(C)C)=NC(N(C)C)=N1 UUVWYPNAQBNQJQ-UHFFFAOYSA-N 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 229940095050 propylene Drugs 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 101150034533 ATIC gene Proteins 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- HSRJKNPTNIJEKV-UHFFFAOYSA-N Guaifenesin Chemical compound COC1=CC=CC=C1OCC(O)CO HSRJKNPTNIJEKV-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241001296096 Probles Species 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 101100409194 Rattus norvegicus Ppargc1b gene Proteins 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 241000534944 Thia Species 0.000 description 1
- QVXFGVVYTKZLJN-KHPPLWFESA-N [(z)-hexadec-7-enyl] acetate Chemical compound CCCCCCCC\C=C/CCCCCCOC(C)=O QVXFGVVYTKZLJN-KHPPLWFESA-N 0.000 description 1
- HHSAREMVEUQSED-UHFFFAOYSA-M [Br-].C(CCCCCCCCCCCCCCCCC)[N+](C)(C)CCCCCCCCCCCCCCCCCC.[Cl-].C[NH2+]C Chemical compound [Br-].C(CCCCCCCCCCCCCCCCC)[N+](C)(C)CCCCCCCCCCCCCCCCCC.[Cl-].C[NH2+]C HHSAREMVEUQSED-UHFFFAOYSA-M 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- HDITUCONWLWUJR-UHFFFAOYSA-N diethylazanium;chloride Chemical compound [Cl-].CC[NH2+]CC HDITUCONWLWUJR-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- URXQDXAVUYKSCK-UHFFFAOYSA-N hexadecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[NH+](C)C URXQDXAVUYKSCK-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical compound [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 description 1
- XHFGWHUWQXTGAT-UHFFFAOYSA-N n-methylpropan-2-amine Chemical compound CNC(C)C XHFGWHUWQXTGAT-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
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
Landscapes
- 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)
Abstract
CONCENTRATED STABLE NON-AQUEOUS
FABRIC SOFTENER COMPOSITION
ABSTRACT OF THE DISCLOSURE
Hexylene glycol alone or in combination with a lower alkanol or another glycol or glycol ether, or mixtures thereof provide a non-aqueous liquid carrier for cationic fabric soft-eners, especially the quaternary ammonium and imidazolinium cationic compounds, for preparing stable concentrated fabric softener compositions. The compositions may contain up to 60%
by weight of the cationic compound and may additionally include up to 15% by weight of a nonionic surfactant. The concentrated compositions disperse easily in cold water and are easily dis-pensed from automatic dispensers.
FABRIC SOFTENER COMPOSITION
ABSTRACT OF THE DISCLOSURE
Hexylene glycol alone or in combination with a lower alkanol or another glycol or glycol ether, or mixtures thereof provide a non-aqueous liquid carrier for cationic fabric soft-eners, especially the quaternary ammonium and imidazolinium cationic compounds, for preparing stable concentrated fabric softener compositions. The compositions may contain up to 60%
by weight of the cationic compound and may additionally include up to 15% by weight of a nonionic surfactant. The concentrated compositions disperse easily in cold water and are easily dis-pensed from automatic dispensers.
Description
35i~LO`
i CONCENTRATED STABLE NON-AQUEOUS
_ FAsRIc SOYTENER COM _SlTION
~ BACKGROUND OF THE INVENTION
i The present invention relates to fabric softener ; compositions adapted for the use in the rinse cycle of a launder-ing process and in particular to highly concentrated fabric softener compositions which are easily dispersed in water when , used, particularly in 18undry machines having automatic dispensing oechanlsms.
, Compositions containing quaternary ammonlum salts having i at least one long chaln hydrocarbyl group are commonl.y used to provide fabric softening bene:Eit~ when employed in a laundry rinse operation; for example, see U.S. Patents 3,349,033; 3,644,20 3;
.~ 3,946,115; 3,997,453; 4,073,735 and 4,119,545.
For most aqueous ~oftener compositions containing cationic quaternary ammonium co~pounds as active ingredients, the concentration of such cationics has5 in general, been limited to l; the range of about 3 to 6% by weight (see U.S. Patent 3,904,533 and V.S. Patent 3,920,565~. Such a low concentration is general-~ I ly necessitated by the fact that cationics form gels in water .~ ¦ systems at concentrations at above about 8%, and while the use o electrolytes to lower t~e viscosity of such compositions is : . known (see in particular U.S. Patent 4,199,545), such electrolyte I are far from satisfac~ory. From a unctional point of view, the electrolytes of~en do not perform as requlred particularly at :~ concentrations of ~he cationics in the neighborhood of about 1l ~2-15%. I~u ther, while the perforrance of the electrolyten =ny ' I
lZ83~10 i mitlgate some of the gelling problem, their use i9 far from satisfactory i~ providing a highly concentrated aqueous system , of cationics which does not gel or severely change in viscosity ! withln the usual ran~e of ~emperatures encountered in the han-, dling thereof, for example 0F (about -18C) up to about 140F
I (about 60C~ or in the dispens~lng from washing machines.
In the ordinary use of ~uropean hou6ehold automatic washlng machines, the user places the rinse cycle fabric softener Il in a dispensing unit (e.g. a dispensing dra~er) of the machine~
I Then, in the operation of the machine, during the rinse cycle, the softener composition i8 sub;ected to a stream of cold water to transfer it to the drum. In winter, when the soften compo-l sition and the water fed to the dispenser may be especially cold, ! there can be problems in that some of the composition is notflushed completely off the dispen~er during operation of the machine, and a deposlt of the composition may build up with re-peated wash cycles, so that it may become neces~ary for the user I to flush the dispenser with hot water. This problem can be par-ticularly severe for highly concentra~ed softener formulations because of the aforementioned gelling proble~ ~nd also when a nonionlc surfactant is present with the cationic ~oftener since there is a tendency for the viscosity of the nonionic to increase when ~ixed with cold water forming a gel.
I In British application 2053249A publlshed February 4, 1981l ~here are disclosed cationic fabric ~oftenlng compositions containing 15 to 60X by weight of cationic softener, 25 to 75%
by weight of an aqueous medium and 0.5 to 40% by weight of a specified water soluble polymer.
S~LO
In U.S. Patent 4,351,737 concentrated fabric softeners are described con-taining both cationic and non-ionic soEteners and a non-ionic dispersing agent along with a solvent mixture of a Cl to C3 alkanol and a liquid glycol, polyglycol or an alkyl ether thereof~ Hexylene glycol is not disclosed.
I-t has now been found that the dispersibility in cold water and the flow from automatic dispensers, even in highly concentrated, non-ionic surfactant-containing liquid fabric softener compositions can be improved considerably by replacing part or all of the coinvention liquid carrier of the non-aqueous liquid softener composition by hexylene glycol.
SUMMARY OF THE INVENTION
The present invention provides a stable substantially non-aqueous concentrated fabric softening composition comprising about 20 to 80~ oE a water dispersible quaternary ammonium compound cationic so.Etener (A), about 80 to 20% by weight of a non~aqueous carrier l:iquid~h~said carrier liquid comprising at least 25% by weight o:E hexylene glycol, and about 1 to 15% by weight of non-ionic surEactant (C), wherein the cationic softener (A) is selected from the group consisting of compounds of the formula (IIa) or (IIb):
~ R3~ 4 ll (IIa) _ _ +
4~ ~C~ ;~ 3 (IIb) N ~ ~N-(CH2)m~ C 7 ~3~ 62301-1343 wherein R2 is C6 to C30 alkyl or alkenyl, R3 and R4 are, independently, h~dro~en or Cl to C4 alkyl; R5 is Cl to C4 alkyl; R6 is hydrogen or Cl to C4 alkyl; R7 is C6 to C30 alkyl;
m is 2 or 3; and Y is a water-solubilizing anion.
The present invention further provides a stable substantially non-aqueous, concentrated fabric softening composition consisting essenti.ally of about 20 to 80~ of a water dispersible quaternary ammonium compound cationic softener (A), about ~0 to 20% by weight oE a non-aqueous fB) carrier liquid' said carrier liquid comprising at least ?5% by weight of hexalene glycol, and about 1 to 15% by weight of non-ionic surfactant (C), wherein the cationic softener (A) is selected rom the group consisting of compounds of the formula (I) R .R
\ / _ R / N \ R (L) wherei.n two o:E the R's are selected from the yroup consisting of ditallow, distearyl, dihexydecyl and dihydrogenated tallow;
and the other two R's are selected from the group consisting of methyl, hydroxypropyl, isopropyl, ethyl and -(CH21CH)xH
Rl where x is 1 to 5 and Rl is hydrogen or C1 to C4 alkyl, and Y
is a water-soluble anion.
The present invention also provides a method by which highly concentrated fabric softening compositions are produced and used.
,s:
~LZ~S~ 62301-1343 DET~ILE~ DESCRIPTION OF THE INVENTION
The compositions of the present inventlon are stable substantially non~aqueous compositions which eontain a high coneentration of the cationic fabric soEtener which is a water dispersible quaternary ammonium compound as hereinafter described and hexylene glycol as the, or as part of the, liquid carrier. Preferred compositions may also include non-ionic surfactant and electrolyte.
In one embodiment of this invention 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 preEerably up to about 60% oE said cationic softener having the general formula (I) as defined above.
In the compounds of Eormula (I) ~ is a water-solubilizing anic~n sueh as ehloride, bromide, iodide, fluoride, sulphate, methosulEate, nitrite, nitrate, phosphate and earboxylate (i.e.
aeetate, adipate, propionate, phthalate, benzoate, oleate, ete.). Typieal eationics of Eormula (I) inelude the following:
distearyl dimethyl ammonium ehloride ditallow dimethyl ammonium ehloride dihexadeeyl dimethyl ammonium chloride distearyl dimethyl ammonium bromide di(hydrogenated tallow) dimethyl ammonium bromide ditallow isopropyl methyl ammonium ehloride distearyl di(isopropyl) ammonium chloride distearyl dimethyl ammonium methosulfate.
In the other quaternary softeners whieh are of the formula IIa and IIb as defined above, R2 is preferably C8 to C18 alkyl or alkenyl and R7 is preferably C8 to C18 alkyl;
Illustrative compounds of formula II inelude:
5~
. .
128~ 62301-1343 1-methyl-1-((tallowylamido-)ethyl~ -2-talloyl-~,5-dihydro imidazolinium methyl sulphate; l-methyl-l-~(palmitoylamido) ethyl)- 2-octadecyl- 4,5-dihydroimidazolinium chloride.
Specifically preEerred cationics are: ditallow monomethyl monohydroxypropyl ammonium chloride, distearyl dimethyl-ammonium chloride, ditallow dimethylammonium chloride, ditallow isopropyl methyl ammonium chloride, etc.
The invention further comprises a method for imparting so~tness to fabrics which comprises adding inventive compositions comprising compounds of formula I, IIa or IIb as defined above to an aqueous medium containing the fabrics in an amount sufEicient to provide a concentration o:E the cationic of ~rom about 0.005~ to 0.05~ based on the weight of :Eabrics.
PreEerably the composition is added during the rinse cycle oE
an automatic washing machine by flowing a stream o~ cold water onto the composition. Whereby the composition is dispersed in the flowing stream and then trans:Eerred to the aqueous medium.
Alternatively one can dilute the composition with ~ to 15 times as much water and then add the diluted composition to the clothes.
- 5a ~.
- ;
~335~L~
, The non-aqueous carrier may comprise from about 80X
to about 20~, preferably from about 60% to about 25%, by weight of the co~position.
The non-aqueou~ carrier of the composition of thi6 invention co~prises at least about 25% and preferably at leas~ l 30% of hexylene glycol and the balance a Cl to C3 alkanol~ prefe~-ably ethanol or propannl, a C2 to C6 glycol 9 preferably dlethyle~e glycol or propylene glycol, or a Cl to C6 mono- or di-alkyl ether of such glycol9 or mixtures thereof. The en~ire carrier may consist ofihexylene glycol to the exclusion of the alcohols and¦or glycols (and/or glycol ethers~. ~exylene glycol is the commercial name for 2-methylpeneane-2~4~diol.
Typical carriers may co~prise (a) 25% hexylene glycol and 75% propylene glycol; tb~ 31Z hexylene glycol and 69% pro-pylene glycol; (c) 31Z i~opropallol and 69% hexylene glycol;
(.d2 lOOX hexylene glycol.
The total amount by weight of the cationic fabric softener and the non-aqueou~ liquid carrier ln the co~position will Be at least about 80 and up to 100~, preferably from about 85% to 9~% by weight, the balance including the nonionic Rur-factan~ electrolyte andlor optional co~entio~al additives.
The optional no~-ionic compcnent of the present compo-sition comprises from about 0 to about 15Z, preferably from about 1 to 12%, by weight of the compo~itiou and generally may vary wieh t~e cationic softener in a ~eight ratio of cationic to nonionic of from about 25-1 ~o about 3:1, prePerably from about 12:1 to 6:1 and e~p@cially preferably abou~ 10:1. Suitable ~2~3~
1, non-ionic compounds include ethylene oxide and propylene (and mixtures thereof) condensates of C8 to C20 aliphatic alcohols and mono, dl- and tri-alkyl (each C4 to Cl2) phenols- Generally, t~e non-ionics preferred herein are moderately hydrophilic in nature with a moderate hydrophilic group. In the present in-vention, ehi~ group is preferably an oxyethyl chain generally of at leas~ about 2 terminal oxyethyl groups ti.e. the oxyethyl groups are conti~ous and terminate in an hydroxyl group) with no more than about 20 such groupg, although there may be as many as 2ao moles o~yethylene per mole of the hydrophobic group.
Particularly suitsble n~n-ionic surfactants include a C9 ll aliphatic a1cohoL containing 8 moles of condensed ethylene oxide; an etho~ylated nonyl phenol with 6 moles of ethylene oxide, an e~hoxylated octyl phenol wlth 4.5 mole~ of ethylene oxide and a C9 aliphatic alcohol with 7.5 moles ethylene oxide.
In addition to the foregoing components of the soften-ing compositions of this invention, there may also be included numerous conventional, suppleme~tal9 and optional ingredients which do not adversely affect the s~ability and/or funct~onal characteristics of ~he instant composi~ions. Thus, for example, there may Be presen~ ~he ubiq~itou~ perfumes, dyes, pigments, opacifiers, germicides, optical brighteners, anti corrosion agents ~e.g. sodium slllcate) 7 polymers, ant~-s~atic agents and the like. ~here used, each may comprise, for example, from O.Ol to about 5X by weight of the composition.
5~6 ;
It is, of course, recognized and understood that most available chemical materials and part~cularly those containing an hydrocarbyl moiety are generally mix~ures of closely related ., , moietles. Thus, the long chain alkyl substituents (R) 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 par- ¦
ticularly useful quaternary salt, wherein the alkyl groups are derived f~om tallow, may contain about 35~ C16 and 60% C18 and minor amounts of C14 and even others. Slmilarly, the aliphatic alcohol perc~irsors for the non-ionic~ used herein may be of a single carbon chain length but more likely, again, it will and can be a ~lxture in any proportion of the operable chain length compounds.
The fabric softenlng compositions of this invention should have vi~cosi~ies in the range of about 10 to 250 centipoi- es and preferably 25 to 150 centipoises in addition to their essent- .
ial wate.r-disperYibility in the rinse cycle (or any other form of dilution prior to use).
The manner of comblning the hexylene glycol, other optional carriers, cationic softener snd optional nonionic sur-factant, electrolyte, and other optional conventional additives ~s not particularly critical9 nor i8 the order of addition.
However, some degree of care ghauld be taken to avoid excessive heating in crder to limit solvent evaporation and, more importan _ ly, to stay below the flash point tempera~ure of the carrier and any other low boiling liquids that may be present or brought in as components of the softe~er and the like. For example, tha flash point for hexyl~ne glycol is 93C. Generally; ho~ever, lX83510 it is preferred to combine all of th~ ingredients at room temperature, e.g. form about 15C to 25C, or lower.
A suitable procedure for preparing the compositions of this invention involves dissolvlng any nonionic and other additives (e.g. brlgh~ener, ~olor, perfume, etc.) in the carrler and then adding this mixture to the cationic which preferably i5 in liquid orm9 e.g. as a dispersion in the carrier of any component thereof tfor example, as a dispersion in lsopropanol).
Theq~following examples will serve to illustratc the present invention without being deemed llmitative thereof.
Parts are by weight unless otherwise indicated.
_ _ Following the procedure described above, 2 part~ of an ethoxylated nonyl phenol (contsining 6 moles of ethylene oxide~ are dis~olved ln about 75 parts of hexylene glycol at a temperature of about 20C. To this solutio~ are slowly added 20 parts of dlstearyl dimethyl ammonium chloride (75~ active in isopropanol) with stirring. A stable product results with a viscoqity of about 100 cps.
EXAMPLE_2 The procedure of Example 1 is repeated utilizing the followlng parts of (A) ca~ionlc (active), (B~ surfactant, ~aCl) ;
and (C) hexylene glycol (a) A = 22; B - 2.0; C - 76.0 (b) A = 34; B = 315; S = 62.5 (c) A ~ 46; B s 4.8, C s 49.2 (d) A = 58; B - S~5; C 5 36.5 hexylen~ glycol/ethylene glycol a~ 3:1 welght ratio O g _ ~Z~3~
.
Exa~ples 1 and 2 are repeated utilizing in place of distearyl d$methyl ammonium chloride the ~ollowing:
I (a3 ditallow dlmethyl ammonium chloride I (b~ di~tearyl dlmethyl ammonium methosulfate (c3 di(hydrogena~ed tallow) dimethyl ammonium bromide (d~ di hexadecyl dimethyl ammonium chloride (e~ dlstearyl diethyl ammonium chloride.
(f) l-methyl-l-((tallowylamido)ethyl)-2-tallowyl-4,5-dihydroimidazolinium methyl sulfa~e.
In order to demon~trate ~he improved dispensibllity of the hexylene glycol Ba~ed liquid carrier for the concentrated softening compocition~ ~he following formulation~ A-E are pre-pared:
Weight %
Solvent (A-E) 3109 i Cationic fabric ~oftener ~ 60.0 Nonionic ~ 5.0 Perfume, dye, minors 3.1 _ _ __ _ 75% A.I. in isopropanol . ~ nonyl phenol ethoxyla~ed ~ith an a~erage of 6 moles athylene oxide (C-9 phenol ~06:13 ~LZ~33~
The following are used a~ the ~olvent:
A lOX i~opropyl alcohol and 21.9X diethylese glyc~l (comparlRo ) B - lOX hexylane glycol and 21.9Z propylene glycol C - 10~ l~opropyl alcohol ~nd 21.9~ he~yle~ glycol D - 31.9~ hexylene glycol E - 31.9% propylene glyco~ (comp~ri~on) ~ ach of ~he sbove ~ofte~er formulatlon~ are added to the dl~penser of a typic~l European wa~hi~ machi~e,anAEG-802, and after 3 cu~ulative up-to-boll cycl~9 (~ho di~pe~r being refilled for cach cycl~), th~ a~ount o~ th~ ~o~ulation rem~in-in~ in the di~pe~ mea~u~d. The r~ult~ are ~hown in the followin~ table a~ a percant of th~ tot~l amouat u~ed (i.e. A
~r~ple dos~):
For~ulation Solvent Quantit~ Remalnln~ (%) A lOZ i~opropanol 15 21.9X ~letbylene glycol B lOX he~ylene ~lycol 6.7 21.9X propylen~ ~lycol C lOX i~opropa~ol 3.6 21.9X hexylen~ ~lycol D 31.9Z hexyle~e glycol 208 31.9X propyle~e ~lycol 19 Fro~ the abov~ ~sults~ lt e~ be ~aslly ~pprQclatcd that the use of heYyl~e glycol i~ repl~c~ o~ ~11 or part of the conventlo~al ~on-a4ueou~ liquid c~rlers ~or ri~4e cycle added ~abric ~ote~er for~ulstion gre~tly l~proves the cold water disper~ibility ~d flow Sdisp~n~lbllity~, even of con-centrated or~ulatlon~ contalnlu~ nonlo~c ~uract~t~.
*Trade-mark B~
~35~
Moreover, the concentrated liquid fabric softener composltions of this invention are ~table for long periods of time at both low, e.g. 4C and high, e.g. 35C storage temper-atures, includlng freeze-thaw cycles, over period~ of 6 week~
and longer.
The compo~ition~ of thia lnven~ion have the further advantage that he2ylene glycol i~ non-toxic and, ~herefore, the formulations are safe to u~e.
~ While the instant compoaitions are intended primsrily ,j :
I for direct useb,.~n the rinse cycle of automatic washing machines ;I they can also be used in diluted form and for manual treatment, jl both in and out of the ~ashlng machine.
`I i ~I St~ll Purther, it ~hould be understood thst as used I herein, the term "non-aqueouB" menn~ ~hat no water i9 illtentiOilay-ly added to the sy~tem, although minor amounta of water, e.g.
, up to a~out 5X, can be pre~ent, based on additlon of specific I ingredients, e.g. dyes, a~ aqueoua ~olution~, the water contain-¦ ed in the softener, etc.
; I I
~ , ' ~
ll - 12 -.
i CONCENTRATED STABLE NON-AQUEOUS
_ FAsRIc SOYTENER COM _SlTION
~ BACKGROUND OF THE INVENTION
i The present invention relates to fabric softener ; compositions adapted for the use in the rinse cycle of a launder-ing process and in particular to highly concentrated fabric softener compositions which are easily dispersed in water when , used, particularly in 18undry machines having automatic dispensing oechanlsms.
, Compositions containing quaternary ammonlum salts having i at least one long chaln hydrocarbyl group are commonl.y used to provide fabric softening bene:Eit~ when employed in a laundry rinse operation; for example, see U.S. Patents 3,349,033; 3,644,20 3;
.~ 3,946,115; 3,997,453; 4,073,735 and 4,119,545.
For most aqueous ~oftener compositions containing cationic quaternary ammonium co~pounds as active ingredients, the concentration of such cationics has5 in general, been limited to l; the range of about 3 to 6% by weight (see U.S. Patent 3,904,533 and V.S. Patent 3,920,565~. Such a low concentration is general-~ I ly necessitated by the fact that cationics form gels in water .~ ¦ systems at concentrations at above about 8%, and while the use o electrolytes to lower t~e viscosity of such compositions is : . known (see in particular U.S. Patent 4,199,545), such electrolyte I are far from satisfac~ory. From a unctional point of view, the electrolytes of~en do not perform as requlred particularly at :~ concentrations of ~he cationics in the neighborhood of about 1l ~2-15%. I~u ther, while the perforrance of the electrolyten =ny ' I
lZ83~10 i mitlgate some of the gelling problem, their use i9 far from satisfactory i~ providing a highly concentrated aqueous system , of cationics which does not gel or severely change in viscosity ! withln the usual ran~e of ~emperatures encountered in the han-, dling thereof, for example 0F (about -18C) up to about 140F
I (about 60C~ or in the dispens~lng from washing machines.
In the ordinary use of ~uropean hou6ehold automatic washlng machines, the user places the rinse cycle fabric softener Il in a dispensing unit (e.g. a dispensing dra~er) of the machine~
I Then, in the operation of the machine, during the rinse cycle, the softener composition i8 sub;ected to a stream of cold water to transfer it to the drum. In winter, when the soften compo-l sition and the water fed to the dispenser may be especially cold, ! there can be problems in that some of the composition is notflushed completely off the dispen~er during operation of the machine, and a deposlt of the composition may build up with re-peated wash cycles, so that it may become neces~ary for the user I to flush the dispenser with hot water. This problem can be par-ticularly severe for highly concentra~ed softener formulations because of the aforementioned gelling proble~ ~nd also when a nonionlc surfactant is present with the cationic ~oftener since there is a tendency for the viscosity of the nonionic to increase when ~ixed with cold water forming a gel.
I In British application 2053249A publlshed February 4, 1981l ~here are disclosed cationic fabric ~oftenlng compositions containing 15 to 60X by weight of cationic softener, 25 to 75%
by weight of an aqueous medium and 0.5 to 40% by weight of a specified water soluble polymer.
S~LO
In U.S. Patent 4,351,737 concentrated fabric softeners are described con-taining both cationic and non-ionic soEteners and a non-ionic dispersing agent along with a solvent mixture of a Cl to C3 alkanol and a liquid glycol, polyglycol or an alkyl ether thereof~ Hexylene glycol is not disclosed.
I-t has now been found that the dispersibility in cold water and the flow from automatic dispensers, even in highly concentrated, non-ionic surfactant-containing liquid fabric softener compositions can be improved considerably by replacing part or all of the coinvention liquid carrier of the non-aqueous liquid softener composition by hexylene glycol.
SUMMARY OF THE INVENTION
The present invention provides a stable substantially non-aqueous concentrated fabric softening composition comprising about 20 to 80~ oE a water dispersible quaternary ammonium compound cationic so.Etener (A), about 80 to 20% by weight of a non~aqueous carrier l:iquid~h~said carrier liquid comprising at least 25% by weight o:E hexylene glycol, and about 1 to 15% by weight of non-ionic surEactant (C), wherein the cationic softener (A) is selected from the group consisting of compounds of the formula (IIa) or (IIb):
~ R3~ 4 ll (IIa) _ _ +
4~ ~C~ ;~ 3 (IIb) N ~ ~N-(CH2)m~ C 7 ~3~ 62301-1343 wherein R2 is C6 to C30 alkyl or alkenyl, R3 and R4 are, independently, h~dro~en or Cl to C4 alkyl; R5 is Cl to C4 alkyl; R6 is hydrogen or Cl to C4 alkyl; R7 is C6 to C30 alkyl;
m is 2 or 3; and Y is a water-solubilizing anion.
The present invention further provides a stable substantially non-aqueous, concentrated fabric softening composition consisting essenti.ally of about 20 to 80~ of a water dispersible quaternary ammonium compound cationic softener (A), about ~0 to 20% by weight oE a non-aqueous fB) carrier liquid' said carrier liquid comprising at least ?5% by weight of hexalene glycol, and about 1 to 15% by weight of non-ionic surfactant (C), wherein the cationic softener (A) is selected rom the group consisting of compounds of the formula (I) R .R
\ / _ R / N \ R (L) wherei.n two o:E the R's are selected from the yroup consisting of ditallow, distearyl, dihexydecyl and dihydrogenated tallow;
and the other two R's are selected from the group consisting of methyl, hydroxypropyl, isopropyl, ethyl and -(CH21CH)xH
Rl where x is 1 to 5 and Rl is hydrogen or C1 to C4 alkyl, and Y
is a water-soluble anion.
The present invention also provides a method by which highly concentrated fabric softening compositions are produced and used.
,s:
~LZ~S~ 62301-1343 DET~ILE~ DESCRIPTION OF THE INVENTION
The compositions of the present inventlon are stable substantially non~aqueous compositions which eontain a high coneentration of the cationic fabric soEtener which is a water dispersible quaternary ammonium compound as hereinafter described and hexylene glycol as the, or as part of the, liquid carrier. Preferred compositions may also include non-ionic surfactant and electrolyte.
In one embodiment of this invention 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 preEerably up to about 60% oE said cationic softener having the general formula (I) as defined above.
In the compounds of Eormula (I) ~ is a water-solubilizing anic~n sueh as ehloride, bromide, iodide, fluoride, sulphate, methosulEate, nitrite, nitrate, phosphate and earboxylate (i.e.
aeetate, adipate, propionate, phthalate, benzoate, oleate, ete.). Typieal eationics of Eormula (I) inelude the following:
distearyl dimethyl ammonium ehloride ditallow dimethyl ammonium ehloride dihexadeeyl dimethyl ammonium chloride distearyl dimethyl ammonium bromide di(hydrogenated tallow) dimethyl ammonium bromide ditallow isopropyl methyl ammonium ehloride distearyl di(isopropyl) ammonium chloride distearyl dimethyl ammonium methosulfate.
In the other quaternary softeners whieh are of the formula IIa and IIb as defined above, R2 is preferably C8 to C18 alkyl or alkenyl and R7 is preferably C8 to C18 alkyl;
Illustrative compounds of formula II inelude:
5~
. .
128~ 62301-1343 1-methyl-1-((tallowylamido-)ethyl~ -2-talloyl-~,5-dihydro imidazolinium methyl sulphate; l-methyl-l-~(palmitoylamido) ethyl)- 2-octadecyl- 4,5-dihydroimidazolinium chloride.
Specifically preEerred cationics are: ditallow monomethyl monohydroxypropyl ammonium chloride, distearyl dimethyl-ammonium chloride, ditallow dimethylammonium chloride, ditallow isopropyl methyl ammonium chloride, etc.
The invention further comprises a method for imparting so~tness to fabrics which comprises adding inventive compositions comprising compounds of formula I, IIa or IIb as defined above to an aqueous medium containing the fabrics in an amount sufEicient to provide a concentration o:E the cationic of ~rom about 0.005~ to 0.05~ based on the weight of :Eabrics.
PreEerably the composition is added during the rinse cycle oE
an automatic washing machine by flowing a stream o~ cold water onto the composition. Whereby the composition is dispersed in the flowing stream and then trans:Eerred to the aqueous medium.
Alternatively one can dilute the composition with ~ to 15 times as much water and then add the diluted composition to the clothes.
- 5a ~.
- ;
~335~L~
, The non-aqueous carrier may comprise from about 80X
to about 20~, preferably from about 60% to about 25%, by weight of the co~position.
The non-aqueou~ carrier of the composition of thi6 invention co~prises at least about 25% and preferably at leas~ l 30% of hexylene glycol and the balance a Cl to C3 alkanol~ prefe~-ably ethanol or propannl, a C2 to C6 glycol 9 preferably dlethyle~e glycol or propylene glycol, or a Cl to C6 mono- or di-alkyl ether of such glycol9 or mixtures thereof. The en~ire carrier may consist ofihexylene glycol to the exclusion of the alcohols and¦or glycols (and/or glycol ethers~. ~exylene glycol is the commercial name for 2-methylpeneane-2~4~diol.
Typical carriers may co~prise (a) 25% hexylene glycol and 75% propylene glycol; tb~ 31Z hexylene glycol and 69% pro-pylene glycol; (c) 31Z i~opropallol and 69% hexylene glycol;
(.d2 lOOX hexylene glycol.
The total amount by weight of the cationic fabric softener and the non-aqueou~ liquid carrier ln the co~position will Be at least about 80 and up to 100~, preferably from about 85% to 9~% by weight, the balance including the nonionic Rur-factan~ electrolyte andlor optional co~entio~al additives.
The optional no~-ionic compcnent of the present compo-sition comprises from about 0 to about 15Z, preferably from about 1 to 12%, by weight of the compo~itiou and generally may vary wieh t~e cationic softener in a ~eight ratio of cationic to nonionic of from about 25-1 ~o about 3:1, prePerably from about 12:1 to 6:1 and e~p@cially preferably abou~ 10:1. Suitable ~2~3~
1, non-ionic compounds include ethylene oxide and propylene (and mixtures thereof) condensates of C8 to C20 aliphatic alcohols and mono, dl- and tri-alkyl (each C4 to Cl2) phenols- Generally, t~e non-ionics preferred herein are moderately hydrophilic in nature with a moderate hydrophilic group. In the present in-vention, ehi~ group is preferably an oxyethyl chain generally of at leas~ about 2 terminal oxyethyl groups ti.e. the oxyethyl groups are conti~ous and terminate in an hydroxyl group) with no more than about 20 such groupg, although there may be as many as 2ao moles o~yethylene per mole of the hydrophobic group.
Particularly suitsble n~n-ionic surfactants include a C9 ll aliphatic a1cohoL containing 8 moles of condensed ethylene oxide; an etho~ylated nonyl phenol with 6 moles of ethylene oxide, an e~hoxylated octyl phenol wlth 4.5 mole~ of ethylene oxide and a C9 aliphatic alcohol with 7.5 moles ethylene oxide.
In addition to the foregoing components of the soften-ing compositions of this invention, there may also be included numerous conventional, suppleme~tal9 and optional ingredients which do not adversely affect the s~ability and/or funct~onal characteristics of ~he instant composi~ions. Thus, for example, there may Be presen~ ~he ubiq~itou~ perfumes, dyes, pigments, opacifiers, germicides, optical brighteners, anti corrosion agents ~e.g. sodium slllcate) 7 polymers, ant~-s~atic agents and the like. ~here used, each may comprise, for example, from O.Ol to about 5X by weight of the composition.
5~6 ;
It is, of course, recognized and understood that most available chemical materials and part~cularly those containing an hydrocarbyl moiety are generally mix~ures of closely related ., , moietles. Thus, the long chain alkyl substituents (R) 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 par- ¦
ticularly useful quaternary salt, wherein the alkyl groups are derived f~om tallow, may contain about 35~ C16 and 60% C18 and minor amounts of C14 and even others. Slmilarly, the aliphatic alcohol perc~irsors for the non-ionic~ used herein may be of a single carbon chain length but more likely, again, it will and can be a ~lxture in any proportion of the operable chain length compounds.
The fabric softenlng compositions of this invention should have vi~cosi~ies in the range of about 10 to 250 centipoi- es and preferably 25 to 150 centipoises in addition to their essent- .
ial wate.r-disperYibility in the rinse cycle (or any other form of dilution prior to use).
The manner of comblning the hexylene glycol, other optional carriers, cationic softener snd optional nonionic sur-factant, electrolyte, and other optional conventional additives ~s not particularly critical9 nor i8 the order of addition.
However, some degree of care ghauld be taken to avoid excessive heating in crder to limit solvent evaporation and, more importan _ ly, to stay below the flash point tempera~ure of the carrier and any other low boiling liquids that may be present or brought in as components of the softe~er and the like. For example, tha flash point for hexyl~ne glycol is 93C. Generally; ho~ever, lX83510 it is preferred to combine all of th~ ingredients at room temperature, e.g. form about 15C to 25C, or lower.
A suitable procedure for preparing the compositions of this invention involves dissolvlng any nonionic and other additives (e.g. brlgh~ener, ~olor, perfume, etc.) in the carrler and then adding this mixture to the cationic which preferably i5 in liquid orm9 e.g. as a dispersion in the carrier of any component thereof tfor example, as a dispersion in lsopropanol).
Theq~following examples will serve to illustratc the present invention without being deemed llmitative thereof.
Parts are by weight unless otherwise indicated.
_ _ Following the procedure described above, 2 part~ of an ethoxylated nonyl phenol (contsining 6 moles of ethylene oxide~ are dis~olved ln about 75 parts of hexylene glycol at a temperature of about 20C. To this solutio~ are slowly added 20 parts of dlstearyl dimethyl ammonium chloride (75~ active in isopropanol) with stirring. A stable product results with a viscoqity of about 100 cps.
EXAMPLE_2 The procedure of Example 1 is repeated utilizing the followlng parts of (A) ca~ionlc (active), (B~ surfactant, ~aCl) ;
and (C) hexylene glycol (a) A = 22; B - 2.0; C - 76.0 (b) A = 34; B = 315; S = 62.5 (c) A ~ 46; B s 4.8, C s 49.2 (d) A = 58; B - S~5; C 5 36.5 hexylen~ glycol/ethylene glycol a~ 3:1 welght ratio O g _ ~Z~3~
.
Exa~ples 1 and 2 are repeated utilizing in place of distearyl d$methyl ammonium chloride the ~ollowing:
I (a3 ditallow dlmethyl ammonium chloride I (b~ di~tearyl dlmethyl ammonium methosulfate (c3 di(hydrogena~ed tallow) dimethyl ammonium bromide (d~ di hexadecyl dimethyl ammonium chloride (e~ dlstearyl diethyl ammonium chloride.
(f) l-methyl-l-((tallowylamido)ethyl)-2-tallowyl-4,5-dihydroimidazolinium methyl sulfa~e.
In order to demon~trate ~he improved dispensibllity of the hexylene glycol Ba~ed liquid carrier for the concentrated softening compocition~ ~he following formulation~ A-E are pre-pared:
Weight %
Solvent (A-E) 3109 i Cationic fabric ~oftener ~ 60.0 Nonionic ~ 5.0 Perfume, dye, minors 3.1 _ _ __ _ 75% A.I. in isopropanol . ~ nonyl phenol ethoxyla~ed ~ith an a~erage of 6 moles athylene oxide (C-9 phenol ~06:13 ~LZ~33~
The following are used a~ the ~olvent:
A lOX i~opropyl alcohol and 21.9X diethylese glyc~l (comparlRo ) B - lOX hexylane glycol and 21.9Z propylene glycol C - 10~ l~opropyl alcohol ~nd 21.9~ he~yle~ glycol D - 31.9~ hexylene glycol E - 31.9% propylene glyco~ (comp~ri~on) ~ ach of ~he sbove ~ofte~er formulatlon~ are added to the dl~penser of a typic~l European wa~hi~ machi~e,anAEG-802, and after 3 cu~ulative up-to-boll cycl~9 (~ho di~pe~r being refilled for cach cycl~), th~ a~ount o~ th~ ~o~ulation rem~in-in~ in the di~pe~ mea~u~d. The r~ult~ are ~hown in the followin~ table a~ a percant of th~ tot~l amouat u~ed (i.e. A
~r~ple dos~):
For~ulation Solvent Quantit~ Remalnln~ (%) A lOZ i~opropanol 15 21.9X ~letbylene glycol B lOX he~ylene ~lycol 6.7 21.9X propylen~ ~lycol C lOX i~opropa~ol 3.6 21.9X hexylen~ ~lycol D 31.9Z hexyle~e glycol 208 31.9X propyle~e ~lycol 19 Fro~ the abov~ ~sults~ lt e~ be ~aslly ~pprQclatcd that the use of heYyl~e glycol i~ repl~c~ o~ ~11 or part of the conventlo~al ~on-a4ueou~ liquid c~rlers ~or ri~4e cycle added ~abric ~ote~er for~ulstion gre~tly l~proves the cold water disper~ibility ~d flow Sdisp~n~lbllity~, even of con-centrated or~ulatlon~ contalnlu~ nonlo~c ~uract~t~.
*Trade-mark B~
~35~
Moreover, the concentrated liquid fabric softener composltions of this invention are ~table for long periods of time at both low, e.g. 4C and high, e.g. 35C storage temper-atures, includlng freeze-thaw cycles, over period~ of 6 week~
and longer.
The compo~ition~ of thia lnven~ion have the further advantage that he2ylene glycol i~ non-toxic and, ~herefore, the formulations are safe to u~e.
~ While the instant compoaitions are intended primsrily ,j :
I for direct useb,.~n the rinse cycle of automatic washing machines ;I they can also be used in diluted form and for manual treatment, jl both in and out of the ~ashlng machine.
`I i ~I St~ll Purther, it ~hould be understood thst as used I herein, the term "non-aqueouB" menn~ ~hat no water i9 illtentiOilay-ly added to the sy~tem, although minor amounta of water, e.g.
, up to a~out 5X, can be pre~ent, based on additlon of specific I ingredients, e.g. dyes, a~ aqueoua ~olution~, the water contain-¦ ed in the softener, etc.
; I I
~ , ' ~
ll - 12 -.
Claims (21)
1. A stable substantially non-aqueous concentrated fabric softening composition comprising about 20 to 80% of a water dispersible quaternary ammonium compound cationic softener (A), about 80 to 20% by weight of a non-aqueous carrier liquid (B), said carrier liquid comprising at least 25% by weight of hexylene glycol, and about 1 to 15% by weight of non-ionic surfactant (C), wherein the cationic softener (A) is selected from the group consisting of compounds of the formula (IIa) or (IIb):
(IIa) (IIb) wherein R2 is C6 to C30 alkyl or alkenyl, R3 and R4 are, independently, hydrogen or C1 to C4 alkyl; R5 is C1 to C4 alkyl; R6 is hydrogen or C1 to C4 alkyl; R7 is C6 to C30 alkyl;
m is 2 or 3; and Y is a water-solubilizing anion.
(IIa) (IIb) wherein R2 is C6 to C30 alkyl or alkenyl, R3 and R4 are, independently, hydrogen or C1 to C4 alkyl; R5 is C1 to C4 alkyl; R6 is hydrogen or C1 to C4 alkyl; R7 is C6 to C30 alkyl;
m is 2 or 3; and Y is a water-solubilizing anion.
2. A stable substantially non-aqueous, concentrated fabric softening composition consisting essentially of about 20 to 80% of a water dispersible quaternary ammonium compound cationic softener (A), about 80 to 20% by weight of a non-aqueous carrier liquid (B), said carrier liquid comprising at least 25% by weight of hexylene glycol, and about 1 to 15% by weight of non-ionic surfactant (C), wherein the cationic softener (A) is selected from the group consisting of compounds of the formula (I) (I) wherein two of the R's are selected from the group consisting of ditallow, distearyl, dihexydecyl and dihydrogenated tallow;
and the other two R's are selected from the group consisting of methyl, hydroxypropyl, isopropyl, ethyl and where x is 1 to 5 and R1 is hydrogen or C1 to C4 alkyl, and Y
is a water-soluble anion.
and the other two R's are selected from the group consisting of methyl, hydroxypropyl, isopropyl, ethyl and where x is 1 to 5 and R1 is hydrogen or C1 to C4 alkyl, and Y
is a water-soluble anion.
3. The composition of claim 1 or 2, wherein the weight ratio of cationic fabric softener to non-ionic surfactant is from about 25:1 to about 3:1.
4. The composition of claim 1 or 2 wherein the non-aqueous carrier (B) comprises at least 35% by weight of hexylene glycol.
5. The composition of claim 1 or 2 wherein the non-aqueous carrier consists of hexylene glycol.
6. The composition of claim 1 or 2 wherein the non-aqueous carrier comprises a mixture containing at least 25% by weight of hexylene glycol and the balance being a C1 to C3 alkanol, a C2 to C6 glycol, a C1 to C6 mono- or di-alkyl ether of said glycol, or mixtures thereof,
7. The composition of claim 1 or 2 wherein said non-aqueous carrier is comprised of (a) 25% hexylene glycol and 75%
propylene glycol; (b) 31% hexylene glycol and 69% propylene glycol; (c) 31% isopropanol and 69% hexylene glycol; or (d) 100% hexylene glycol.
propylene glycol; (b) 31% hexylene glycol and 69% propylene glycol; (c) 31% isopropanol and 69% hexylene glycol; or (d) 100% hexylene glycol.
8. The composition of claim 1 or 2 wherein the non-ionic surfactant is an ethylene or propylene or mixtures thereof, oxide condensate of C8-C20 aliphatic alcohol or a mono-, di-, tri-alkyl phenol, each of said alkyl groups containing from 4 to 12 carbon atoms.
9. The composition of claim 8 wherein said condensate comprises from about 2 to about 20 moles ethylene oxide per mole of alcohol or phenol.
10. The composition of claim 1 or 2 wherein the non-ionic surfactant is selected from the group consisting of C9-C11 aliphatic alcohol containing 8 moles of condensed ethylene oxide, an ethoxylated nonyl phenol with 6 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 C9 aliphatic alcohol with 7.5 moles of ethylene oxide.
11. A method for imparting softness to fabrics which comprises adding the composition of claim 1 to an aqueous medium containing the fabrics in an amount to provide a concentration of the cationic of from about 0.005% to 0.5%
based on the weight of the fabrics.
based on the weight of the fabrics.
12. The method of claim 11 wherein the composition is added to the aqueous medium during the rinse cycle of an automatic washing machine 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 medium.
13. A method for imparting softeners to clothes which comprises diluting the composition of claim 1 or 2 with from about 4 to 15 times as much water by volume as the composition of claim 1 or 2 and then adding the diluted composition to the clothes.
14. A method for imparting softness to fabrics which comprises adding the composition of claim 2 to an aqueous medium containing the fabrics in an amount to provide a concentration of the cationic of from about 0.005% to 0.5%
based on the weight of the fabrics.
based on the weight of the fabrics.
15. The method of claim 14 wherein the composition is added to the aqueous medium during the rinse cycle of an automatic washing machine 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 medium.
16. A stable substantially non-aqueous, concentrated fabric softening composition consisting essentially of about 20 to 80% of a water dispersible quaternary ammonium compound cationic softener (A), about 80 to 20% by weight of a non-aqueous carrier liquid (B), said carrier liquid comprising at least 25% by weight of hexylene glycol, and about 1 to 15% by weight of non-ionic surfactant (C), wherein the cationic softener (A) is selected from the group consisting of 1-methyl 1-((tallowylamido) ethyl)-2-talloyl-4,5-dihydro imidazolinium methyl sulphate; and 1-methyl-1(palmitoylamido)ethyl)-2-octadecyl-4,5-dihydroimidazolinium chloride.
17. A stable substantially non-aqueous concentrated fabric softening composition consisting essentially of about 20 to 80% of a water dispersible quaternary ammonium compound cationic softener (A), about 80 to 20% by weight of a non-aqueous carrier liquid (B), said carrier liquid comprising at least 25% by weight of hexylene glycol, and about 1 to 15% by weight of non-ionic surfactant (C), wherein the cationic softener (A) is selected from the group consisting of ditallow monomethyl monohydroxypropyl ammonium chloride, distearyl dimethylammonium chloride, ditallow dimethylammonium chloride and ditallow isopropyl methyl ammonium chloride.
18. A stable substantially non-aqueous, concentrated fabric softening composition consisting essentially of about 20 to 80% of a water dispersible quaternary ammonium compound cationic softener (A), about 80 to 20% by weight of a non-aqueous carrier liquid (B), said carrier liquid comprising at least 25% by weight of hexylene glycol, and about l to 15% by weight of non-ionic surfactant (C), wherein the cationic softener (A) is selected from the group consisting of dihexadecyl dimethyl ammonium chloride, distearyl dimethyl ammonium bromide, di(hydrogenated tallow) dimethyl ammonium bromide, distearyl di(isopropyl) ammonium chloride, distearyl dimethyl ammonium methosulfate and distearyl diethyl ammonium chloride.
19. A method for imparting softening to fabrics which comprises adding a stable substantially non-aqueous, concentrated fabric softening composition consisting essentially of about 20 to 80% of a water dispersible quaternary ammonium compound cationic softener (A), about 80 to
20% by weight of a non-aqueous carrier liquid (B), said carrier liquid comprising at least 25% by weight of hexylene glycol, and about l to 15% by weight of non-ionic surfactant (C), wherein the cationic softener (A) is selected from the group consisting of 1-methyl-1-(tallowylamido-) ethyl) -2-talloyl-4,5-dihydro imidazolinium methyl sulphate, and 1-methyl-1-(palmitoylamido)ethyl)-2-octadecyl-4,5-dihydroimidazolinium chloride to an aqueous medium containing the fabrics in an amount to provide a concentration of the cationic of from about 0.005% to 0.5% based on the weight of the fabrics.
20. A method for imparting softness to fabrics which comprises adding a stable substantially non-aqueous concentrated fabric softening composition consisting essentially of about 20 to 80% of a water dispersible quaternary ammonium compound cationic softener (A), about 80 to 20% by weight of a non-aqueous carrier liquid (B), said carrier liquid comprising at least 25% by weight of hexylene glycol, and about 1 to 15% by weight non-ionic sufactant (C), wherein the cationic softener (A) is selected from the group consisting of ditallow monomethyl monohydroxypropyl ammonium chloride, distearyl dimethylammonium chloride, ditallow dimethyl ammonium chloride and ditallow isopropyl methyl ammonium chloride to an aqueous medium containing the fabrics in an amount to provide a concentration of the cationic of from about 0.005% to 0.5 based on the weight of the fabrics.
20. A method for imparting softness to fabrics which comprises adding a stable substantially non-aqueous concentrated fabric softening composition consisting essentially of about 20 to 80% of a water dispersible quaternary ammonium compound cationic softener (A), about 80 to 20% by weight of a non-aqueous carrier liquid (B), said carrier liquid comprising at least 25% by weight of hexylene glycol, and about 1 to 15% by weight non-ionic sufactant (C), wherein the cationic softener (A) is selected from the group consisting of ditallow monomethyl monohydroxypropyl ammonium chloride, distearyl dimethylammonium chloride, ditallow dimethyl ammonium chloride and ditallow isopropyl methyl ammonium chloride to an aqueous medium containing the fabrics in an amount to provide a concentration of the cationic of from about 0.005% to 0.5 based on the weight of the fabrics.
21. A method for imparting softness to fabrics which comprises adding a stable substantially non-aqueous, concentrated fabric softening composition consisting essentially of about 20 to 80% of a water dispersible quaternary ammonium compound cationic softener (A), about 80 to 20% by weight of a non-aqueous carrier liquid (B), said carrier liquid comprising at least 25% by weight of hexylene glycol, and about 1 to 15% by weight non-ionic surfactant (C), wherein the cationic softener (A) is selected from the group consisting of dihexadecyl dimethyl ammonium chloride, distearyl dimethyl ammonium bromide, di(hydrogenated tallow) dimethyl ammonium bromide, distearyl di(isopropyl) ammonium chloride, distearyl dimethyl ammonium methosulfate and distearyl diethyl ammonium chloride to an aqueous medium containing the fabrics in an amount to provide a concentration of the cationic of from about 0.005% to 0.5% based on the weight of the fabrics.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US68063084A | 1984-12-12 | 1984-12-12 | |
| US680,630 | 1984-12-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1283510C true CA1283510C (en) | 1991-04-30 |
Family
ID=24731869
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000497349A Expired - Lifetime CA1283510C (en) | 1984-12-12 | 1985-12-11 | 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 |
Family Cites Families (6)
| 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 |
| US4454049A (en) * | 1981-11-14 | 1984-06-12 | The Procter & Gamble Company | Textile treatment compositions |
| US4497716A (en) * | 1982-12-23 | 1985-02-05 | Lever Brothers Company | Fabric softening composition |
| FR2540901B1 (en) * | 1983-02-14 | 1986-08-29 | Elf Aquitaine | CONCENTRATED COMPOSITIONS OF TEXTILE SOFTENERS |
| GB8312619D0 (en) * | 1983-05-07 | 1983-06-08 | Procter & Gamble | Surfactant compositions |
-
1985
- 1985-11-22 ZA ZA858974A patent/ZA858974B/en unknown
- 1985-11-25 NZ NZ214322A patent/NZ214322A/en unknown
- 1985-11-25 SE SE8505549A patent/SE8505549L/en not_active Application Discontinuation
- 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 BE BE0/215982A patent/BE903815A/en not_active IP Right Cessation
- 1985-12-09 CH CH5271/85A patent/CH667118A5/en not_active IP Right Cessation
- 1985-12-10 BR BR8506174A patent/BR8506174A/en not_active IP Right Cessation
- 1985-12-11 KR KR1019850009309A patent/KR930002873B1/en not_active Expired - Lifetime
- 1985-12-11 GB GB8530494A patent/GB2168392B/en not_active Expired
- 1985-12-11 LU LU86204A patent/LU86204A1/en unknown
- 1985-12-11 NO NO854977A patent/NO171420C/en unknown
- 1985-12-11 FI FI854898A patent/FI84837C/en not_active IP Right Cessation
- 1985-12-11 CA CA000497349A patent/CA1283510C/en not_active Expired - Lifetime
- 1985-12-11 ZM ZM94/85A patent/ZM9485A1/en unknown
- 1985-12-11 IE IE3124/85A patent/IE57654B1/en not_active IP Right Cessation
- 1985-12-11 ES ES549810A patent/ES8704222A1/en not_active Expired
- 1985-12-12 DK DK576485A patent/DK576485A/en not_active Application Discontinuation
- 1985-12-12 GR GR853009A patent/GR853009B/el unknown
- 1985-12-12 JP JP60280158A patent/JPS61146873A/en active Pending
- 1985-12-12 EG EG789/85A patent/EG17154A/en active
- 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
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