US3349033A - Stable microbiologically active laundry softener - Google Patents
Stable microbiologically active laundry softener Download PDFInfo
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- US3349033A US3349033A US392307A US39230764A US3349033A US 3349033 A US3349033 A US 3349033A US 392307 A US392307 A US 392307A US 39230764 A US39230764 A US 39230764A US 3349033 A US3349033 A US 3349033A
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- US
- United States
- Prior art keywords
- softener
- carbon atoms
- alkyl
- quaternary ammonium
- stable
- Prior art date
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- Expired - Lifetime
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- 239000000203 mixture Substances 0.000 claims description 31
- 150000002191 fatty alcohols Chemical class 0.000 claims description 15
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 claims description 9
- 239000002979 fabric softener Substances 0.000 claims description 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 239000000460 chlorine Substances 0.000 claims description 5
- 150000003254 radicals Chemical class 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 4
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- 239000003995 emulsifying agent Substances 0.000 claims description 3
- 150000003863 ammonium salts Chemical group 0.000 claims description 2
- 150000001450 anions Chemical group 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical class C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- -1 alkyl radicals Chemical class 0.000 description 20
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 11
- 125000004432 carbon atom Chemical group C* 0.000 description 11
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 11
- 239000003760 tallow Substances 0.000 description 11
- 230000002070 germicidal effect Effects 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 6
- 125000001453 quaternary ammonium group Chemical group 0.000 description 6
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 235000013162 Cocos nucifera Nutrition 0.000 description 4
- 244000060011 Cocos nucifera Species 0.000 description 4
- 229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 4
- 125000005501 benzalkonium group Chemical class 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 238000007710 freezing Methods 0.000 description 4
- 230000008014 freezing Effects 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 235000019270 ammonium chloride Nutrition 0.000 description 3
- 239000002752 cationic softener Substances 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 238000005191 phase separation Methods 0.000 description 3
- 238000010257 thawing Methods 0.000 description 3
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical group [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 2
- 238000004900 laundering Methods 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YGKOYVNJPRSSRX-UHFFFAOYSA-M (4-dodecylphenyl)methyl-trimethylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCC1=CC=C(C[N+](C)(C)C)C=C1 YGKOYVNJPRSSRX-UHFFFAOYSA-M 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- ZPFAVCIQZKRBGF-UHFFFAOYSA-N 1,3,2-dioxathiolane 2,2-dioxide Chemical group O=S1(=O)OCCO1 ZPFAVCIQZKRBGF-UHFFFAOYSA-N 0.000 description 1
- 206010012444 Dermatitis diaper Diseases 0.000 description 1
- 208000003105 Diaper Rash Diseases 0.000 description 1
- 208000035859 Drug effect increased Diseases 0.000 description 1
- 206010034133 Pathogen resistance Diseases 0.000 description 1
- 241000607142 Salmonella Species 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000006177 alkyl benzyl group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 1
- XKXHCNPAFAXVRZ-UHFFFAOYSA-N benzylazanium;chloride Chemical class [Cl-].[NH3+]CC1=CC=CC=C1 XKXHCNPAFAXVRZ-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000011012 sanitization Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 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
- D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- 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
-
- 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
- D06M13/372—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 containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
-
- 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
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
Definitions
- a softener formulation such as is commonly purchased and employed by housewives, about 4.5% of active cationic softener is present.
- a few ounces of such a prep- 3 aration is customarily introduced into the final rinse water in a domestic washing machine, such rinse water varying in quantity from about 10 to about 20 gallons.
- the cationic softener is absorbed or absorbed on the fabric, depending on the chemical nature of the latter.
- Example I The formulation of Example I was altered by substituting for Lorol 5, a lauryl alcohol of commerce containing 80% of n-dodecanol. This formulation was appreciably less viscous in nature than its Lorol 5 counterpart. Under the above test conditions, it was fully as stable as that of Example I.
- R and R are alkyl radicals having 10 to 20 carbon atoms
- R" is a methyl radical
- R' is a radical selected from the group of methyl, ethyl, and an ethoxylated radical having the structure (CH CH O),,H where n is an integer of at least 1
- X is an anion selected from the group consisting of chlorine, bromine, sulfate and methosulfate.
Description
United States Patent 3,349,033 TABLE MICROBIOLOGICALLY ACTIVE LAUNDRY SOFTENER Vincent Zuccarelli, Staten Island, N.Y., assignor, by mesne assignments, to Millmaster Onyx Corporation, New York, N.Y., a corporation of New York No Drawing. Filed Aug. 26, 1964, Ser. No. 392,307 Claims. (Cl. 2528.75)
It is well known to the art to apply to laundered goods aquarternary ammonium salt as a cationic softener of the type:
wherein R and R represent alkyl radicals having to carbon atoms, R" is a methyl radical, R is a methyl, ethyl, an ethoxylated radical (CH CH O),,H where n is an integer of at least one, and X is a chlorine, bromine, sulfate, methosulfate, or ethosulfate, by dissolving such a softener in the final rinse water. Similar materials have also been used by textile mills as softeners applied in the final rinse. In the preceding formula, R and R represent an alkyl radical or mixture of alkyl radicals having from 10 to 20 carbon atoms usually derived from tallow. Quaternary ammonium compounds of this type are sold in substantial volume and are used in the application set forth above, more particularly in the last rinse in household laundering operations. They impart to the treated goods a pleasant, soft hand and have found much favor with housewives.
The preferred alkyl radical, R, in these compounds is usually a mixture containing about 60 to 80% of stearyl and about 20 to of cetyl radicals and is ordinarily derived from tallow, preferably by hydrogenation or by hydrogenation of its derivatives used as intermediates in the production of the quaternary ammonium compounds.
It has been found that mixtures of known fabric softeners of the type previously mentioned and known germicidal quaternary ammonium salts will not remain homogeneous for more than a few days or at most a few weeks even at ordinary temperatures. Such mixtures are quite unstable in hot weather, or when exposed to freezing. This is surprising, since it would have been expected that two quaternary ammonium salts, each of which contains at least one long carbon chain, would be compatible in a mixture because of their close structural relationship.
Di-(hydrogenated tallow) dimethyl ammonium methosulfate which is well known to the art makes an especially desirable fabric softener. However, in combination with a quaternary ammonium salt such as is effective as a fabric sanitizing agent, the stability of the mixture is poor; that is, on aging, heating or cooling, it separates into two phases.
I have found surprisingly that the addition of a small amount of an emulsifier, such as a long chain fatty alcohol, to the mixture of a quaternary ammonium germicide with a fabric softener, such as the di-(hydrogenated tallow) dimethyl ammonium methosulfate, causes the mixture to remain homogeneously emulsified over a period of at least eight months, during which time it was stored at a temperature of 40 C. or 104 F. for a period of four months. It also causes the mixture to remain stable after several successive cycles of freezing and thawing followed by a period of storage at ordinary temperature for prolonged observation.
The fatty alcohols used in this invention suitable as the emulsifier may contain from 10 to 18 carbons in the chain. Topped coconut fatty alcohols, such as Lorol 5 which is effective has an alkyl distribution of about 3% C10, C12, C14, C16 and C18. However, any aliphatic alcohol with a chain length of C to C may be used.
I may use in my composition any high-potency quaternary ammonium microbiologi-cally active compounds having a phenol coefiicient of at least 200 as determined by the standard method given in the Official Methods of the Association of Agricultural Chemists, ninth edition, 1960. Typical examples of these quaternary ammonium compounds are alkyl dimethyl benzyl ammonium chloride in which the alkyl group may have from 8 to 22 carbon atoms, alkyl dimethyl substituted benzyl ammonium chlorides, in which the alkyl radical contains from 8 to 22 carbon atoms and in which the benzyl radical is substituted with one or more side chains containing from 1 to 4 carbon atoms such, for exai ple, as methyl, dimethyl, trimethyl, tetramethyl, ethyl, diethyl, isopropyl and tertiary butyl or with one, two, or more, halogen atoms such as chlorine and bromine, alkyl dimethyl menaphthyl ammonium chloride and alkyl dimethyl tetrahydromenaphthyl ammonium chloride in which the alkyl radical contains from 8 to 22 carbon atoms, alkyl benzyl trimethyl ammonium chloride in which the alkyl radical contains from 8 to 22 carbon atoms and in which the aromatic nucleus of the benzyl radical may, if desired, be substituted by one or more methyl or other lower alkyl groups, alkyl phenoxy ethoxy ethyl dimethyl benzyl ammonium chloride in which the alkyl radical may be isooctyl or nonyl, and mixtures of the aforesaid quaternary ammonium compounds.
The following illustrative high-potency quaternary ammonium germicides are useful in my laundry softener compositions: dodecyl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, p-diisobutyl phenoxy ethoxy ethyl dimethyl benzyl ammonium chloride, dodecyl benzyl trimethyl ammonium chloride. Also any highpotency quaternary ammonium germicide of the alkyl dimethyl benzyl ammonium chloride compounds may be used, such as those used in the following examples sold by Onyx Chemical Corporation under the designation consisting of a mixture of benzalkonium salts of equal parts of alkyl dimethyl benzyl ammonium chloride (in which the alkyl distribution is 60% C 30% C 5% C 5% C and alkyl dimethyl ethylbenzyl ammonium chloride (in which the alkyl distribution is C12, C14, C16, C13). The following are the advantages of such mixture: (a) a high phenol coefficient; namely, 915 against Staphylococcus aureus and 612 against Salmonella typlzosa; (b) exceptionally high hard water tolerance level of 850 parts per million; and (c) extensive testing under conditions simulating household laundering demonstrated that as little as 40 parts per million on the weight of the fabric was sutficient to prevent or arrest the growth of antibioticresistant strains of Staphylococcus aureus; and parts per million on the weight of the fabric sufliced to prevent or control diaper rash caused by ammonia-producing organisms.
In a softener formulation such as is commonly purchased and employed by housewives, about 4.5% of active cationic softener is present. A few ounces of such a prep- 3 aration is customarily introduced into the final rinse water in a domestic washing machine, such rinse water varying in quantity from about 10 to about 20 gallons. The cationic softener is absorbed or absorbed on the fabric, depending on the chemical nature of the latter.
Accordingly, mixtures were prepared for comparative testing which contained 6% by weight of 75% active softener, and also 2% by weight of the quaternary ammonium germicide described above. To some of these preparations, 2% by weight of a long chain fatty alcohol was added.
These mixtures were aged at ordinary room temperature until evidence of phase separation appeared, or for as long as eight months. Other samples were aged similarly at a temperature of 40 C. to simulate hot weather conditions. Formulations which appeared reasonably stable were subjected to at least one cycle of freezing and thawing after which they were set aside for observation for a period of weeks for evidence of phase separation.
Three separate commercial brands of di-(hydrogenated tallow) dimethyl ammonium chloride type softeners were used as controls in these tests. Since they all performed almost exactly alike, they will be treated as a single example, and will be referred to as D.T.C. Softener for the sake of brevity. Similarly, di-(hydrogenated tallow) dimethyl ammonium methosulfate will be abbreviated to D.T.Me. Softener.
The following examples, while not limiting the invention, will serve as illustrative embodiments:
EXAMPLE I A household laundry softener concentrate of 75 active content of the di-(hydrogenated tallow) dimethyl ammonium methosulfate type was formulated as follows in parts by weight:
D.T.Me. Softener 75% 6.0 BTC-2125 2.0 Lorol 2.0 Water 90.0
The formulation of Example I was altered by substituting for Lorol 5, a lauryl alcohol of commerce containing 80% of n-dodecanol. This formulation was appreciably less viscous in nature than its Lorol 5 counterpart. Under the above test conditions, it was fully as stable as that of Example I.
EXAMPLE III Where 2% of long chain fatty alcohol was employed in Examples I and II, reducing the fatty alcohol to 1.5% by weight yielded stable emulsions. However, 1% by weight of fatty alcohol reduced the stability, and 3% of fatty alcohol while exerting a stabilizing effect increased the viscosity of the mixture to a point which could handicap marketing such a product.
EXAMPLE 1V Formulation as follows, omitting the fatty alcohol:
D.T.Me. Softener 75 6.0 BTC-2125 2.0 Water 92.0
the emulsion broke down after two days at room temperature.
EXAMPLE. V
D.T.C. Softener 6.0 BTC-2125 2.0 Water 92.0
These mixtures were uniform emulsions when first prepared; phase separation was evident within 24 hours in every case.
EXAMPLE VI The softener concentrates of Example V were formu lated with fatty alcohol as follows:
D.T.C. Softener 75% 6.0 ETC-2125 2.0 Lorol 5 2.0 Water 90.0
These mixtures remained homogeneous at room temperature for two months, after which time some separa-.
tion occurred.
Other samples of the same maintained at 40 C. broke down after one month.
EXAMPLE VII The softener concentrates of Examples I and V were combined asfollows:
D.T.Me. Softener 75% 4.0 D.T.C. Softener 75% 2.0 BTC-2l25 2.0 Lorol 5 2.0 Water 90.0
These mixtures remained homogeneous for as long as six months at room temperature and four months at 40 C. Freezing and then thawing caused no damage.
The above examples demonstrate the. stabilization of a germicidal di-hydrogen-ated tallow softener, either of the chloride but preferably of the methosulfate type by the addition of not less than 1% nor more than 3% of a fatty alcohol such, for example, as is contained in the mixture of such alcohols as are obtained by reducing coconut fatty acids by hydrogenation or otherwise, such softener containing as a component a quaternary ammonium germicide of the benzalkouium type, and sp cifically a modified benzalkonium germicide of high potency.
They also demonstrate that a fatty alcohol which is predominantly dodecanol is equally as effective as mixed coconut alcohols.
They also demonstrate that the presence of moderate amounts of chloride ion in the presence of a preponderance of methosulfate ion does not necessarily impair the stabilizing effect of fatty alcoholor alcohols.
The. resistance of the above stabilized germicidal laundry softener to higher temperatures such as may be encountered in the summer season or to the cold of the ing of a fatty alcohol having 10 to 18 carbon atoms in the chain, said fabric softener having the structure:
wherein R and R are alkyl radicals having 10 to 20 carbon atoms, R" is a methyl radical, R' is a radical selected from the group of methyl, ethyl, and an ethoxylated radical having the structure (CH CH O),,H where n is an integer of at least 1, and X is an anion selected from the group consisting of chlorine, bromine, sulfate and methosulfate.
2. A stable microbiologically active laundry softener composition as defined in claim 1 wherein the fabric softener is di-(hydrogenated tallow) dimethyl ammonium methosulfate.
3. A stable microbiologically active laundry softener composition as defined in claim 1 wherein the fabric softener is (ii-(hydrogenated tallow) dimethyl ammonium chloride.
4. A stable microbiologically active laundry softener composition consisting essentially of a softeningly effective amount of di-(hydrogenated tallow) dimethyl ammonium salt, a microbiocidally effective amount of a benzalkonium salt having a phenol coefiicient of at least 200, and about 1 to 3% by weight of a coconut fatty alcohol having 10 to 18 carbon atoms.
5. A stable microbiologically active laundry softener composition as defined in claim 4 wherein the benzalkonium salt is selected from the group consisting of alkyl dimethyl benzyl ammonium chloride and alkyl dimethyl ethyl-benzyl ammonium chloride, said alkyl having 8 to 22 carbon atoms.
References Cited UNITED STATES PATENTS 3,093,591 6/1963 Freese 257-106 3,125,487 3/1964 Hutchinson 252-8.75 3,154,489 10/1964 DuBrow et al. 2528.8 X 3,247,119 4/1966 Herrick et a1. 252106 LEON D. ROSDO'L, Primary Examiner. J. T. FEDIGAN, Assistant Examiner.
Claims (1)
1. A STABLE MICROBIOCIDALLY ACTIVE LAUNDRY SOFTENER COMPOSITION CONSISTING ESSENTIALLY OF A SOFTENINGLY EFFECTIVE AMOUNT OF (1) A QUATERNARY AMMONIUM FABRIC SOFTENER, (2) A MICROBIOCIDALLY EFFECTIVE AMOUNT OF A QUATERNARY AMMONIUM SALT HAVING ONLY ONE ALKYL GROUP OF 8 TO 22 CARBON ATOMS ATTACHED TO THE QUATERNARY NITROGEN AND HAVING A PHENOL COEFFICIENT OF AT LEAST 200, AND (3) ABOUT 1 TO 3% BY WEIGHT OF AN EMULSIFYING AGENT CONSISTING OF A FATTY ALCOHOL HAVING 10 TO 18 CARBON ATOMS IN THE CHAIN, SAID FABRIC SOFTENER HAVING THE STRUCTURE: X-N(-R)(-R'')(-R")-R"'' WHEREIN R AND R'' ARE ALKYL RADICALS, HAVING 10 TO 20 CARBON ATOMS, R" IS A METHYL RADICAL, R"'' IS A RADICAL SELECTED FROM THE GROUP OF METHYL, ETHYL, AND AN ETHOXYLATED RDICAL HAVING THE STRUCTURE (CH2-CH2O)NH WHERE N IS AN INTEGER OF AT LEAST 1 AND X IS AN ANION SELECTED FROM THE GROUP CONSISTING OF CHLORINE, BROMINE, SULFATE AND METHOSULFATE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US392307A US3349033A (en) | 1964-08-26 | 1964-08-26 | Stable microbiologically active laundry softener |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US392307A US3349033A (en) | 1964-08-26 | 1964-08-26 | Stable microbiologically active laundry softener |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3349033A true US3349033A (en) | 1967-10-24 |
Family
ID=23550072
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US392307A Expired - Lifetime US3349033A (en) | 1964-08-26 | 1964-08-26 | Stable microbiologically active laundry softener |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3349033A (en) |
Cited By (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3472939A (en) * | 1967-12-06 | 1969-10-14 | Millmaster Onyx Corp | Synergistic blends of microbiocidal quaternary ammonium compounds |
| US3489686A (en) * | 1965-07-30 | 1970-01-13 | Procter & Gamble | Detergent compositions containing particle deposition enhancing agents |
| US3503890A (en) * | 1966-07-29 | 1970-03-31 | Staley Mfg Co A E | Drain cleaner |
| US3525793A (en) * | 1969-06-30 | 1970-08-25 | Millmaster Onyx Corp | Microbiocidal quaternary ammonium compounds containing synergistic blends of alkyl groups |
| US3625891A (en) * | 1968-04-18 | 1971-12-07 | Armour Ind Chem Co | Wash cycle fabric softeners and method of preparing and using same |
| US3637495A (en) * | 1966-08-01 | 1972-01-25 | Henkel & Cie Gmbh | Agent for the posttreatment of laundry |
| US3644204A (en) * | 1967-08-14 | 1972-02-22 | Henkel & Cie Gmbh | Agent for the post-treatment of washed laundry |
| US3793196A (en) * | 1971-03-31 | 1974-02-19 | Lion Fat Oil Co Ltd | Softening agent |
| DE2500111A1 (en) * | 1974-01-11 | 1975-07-17 | Procter & Gamble | TEXTILE SOFTENERS |
| US3896033A (en) * | 1972-07-03 | 1975-07-22 | Colgate Palmolive Co | Encapsulated fabric softener |
| US3936537A (en) * | 1974-11-01 | 1976-02-03 | The Procter & Gamble Company | Detergent-compatible fabric softening and antistatic compositions |
| FR2298600A1 (en) * | 1975-01-25 | 1976-08-20 | Hoechst Ag | SOFTENERS FOR TEXTILE MATERIALS |
| US3979307A (en) * | 1972-09-20 | 1976-09-07 | Texaco Inc. | Fabric softener composition |
| FR2359928A1 (en) * | 1976-07-26 | 1978-02-24 | Unilever Nv | LIQUID COMPOSITIONS FOR DEPOSIT OF MATERIALS ON THE SURFACES OF FABRICS |
| US4129506A (en) * | 1975-09-04 | 1978-12-12 | Hoechst Aktiengesellschaft | Fabric softeners |
| FR2406690A1 (en) * | 1977-10-22 | 1979-05-18 | Cargo Fleet Chemical Co | COMPOSITION BASED ON A QUATERNARY AMMONIUM SALT FOR THE SOFTENING OF TISSUES AND ITS PREPARATION PROCESS |
| US4213867A (en) * | 1978-12-29 | 1980-07-22 | Domtar Inc. | Fabric conditioning compositions |
| EP0013780A1 (en) * | 1979-01-11 | 1980-08-06 | THE PROCTER & GAMBLE COMPANY | Concentrated fabric softening composition |
| EP0041821A1 (en) * | 1980-06-06 | 1981-12-16 | THE PROCTER & GAMBLE COMPANY | Granular fabric softening composition |
| US4321277A (en) * | 1978-12-04 | 1982-03-23 | Research Lab Products, Inc. | Germicidal use of compositions containing certain quaternary ammonium compounds |
| FR2576614A1 (en) * | 1985-01-30 | 1986-08-01 | Colgate Palmolive Co | FABRIC SOFTENING COMPOSITION BASED ON CATIONIC SOFTENER AND FATTY ALCOHOL |
| US4661270A (en) * | 1983-05-11 | 1987-04-28 | Colgate-Palmolive Company | Concentrated fabric softening composition and methods for making same |
| US4795032A (en) * | 1987-12-04 | 1989-01-03 | S. C. Johnson & Son, Inc. | Wash-added, rinse-activated fabric conditioner and package |
| US4970008A (en) * | 1988-12-20 | 1990-11-13 | Kandathil Thomas V | Fabric conditioner comprising a mixture of quaternary ammonium compounds and select tertiary amines |
| US5703035A (en) * | 1994-02-23 | 1997-12-30 | Witco Surfactants Gmbh | Highly concentrated aqueous fabric softners having improved storage stability |
| US6180594B1 (en) | 1998-12-01 | 2001-01-30 | Witco Surfactants Gmbh | Low-concentration, high-viscosity aqueous fabric softeners |
| GB2613660A (en) * | 2021-12-06 | 2023-06-14 | Reckitt Benckiser Health Ltd | Laundry sanitizing and softening composition |
| WO2023105205A1 (en) | 2021-12-06 | 2023-06-15 | Reckitt Benckiser Health Limited | Laundry sanitizing and softening composition |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3093591A (en) * | 1957-05-03 | 1963-06-11 | Gen Mills Inc | Compositions containing nu-alkyl-betaamino propionates and germicidal quaternary ammonium compounds |
| US3125487A (en) * | 1964-03-17 | Bacteriostatic compositions and meth- | ||
| US3154489A (en) * | 1960-07-18 | 1964-10-27 | Armour & Co | Surface active compositions |
| US3247119A (en) * | 1962-02-06 | 1966-04-19 | Armour & Co | Cleansing composition and thickener therefor |
-
1964
- 1964-08-26 US US392307A patent/US3349033A/en not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3125487A (en) * | 1964-03-17 | Bacteriostatic compositions and meth- | ||
| US3093591A (en) * | 1957-05-03 | 1963-06-11 | Gen Mills Inc | Compositions containing nu-alkyl-betaamino propionates and germicidal quaternary ammonium compounds |
| US3154489A (en) * | 1960-07-18 | 1964-10-27 | Armour & Co | Surface active compositions |
| US3247119A (en) * | 1962-02-06 | 1966-04-19 | Armour & Co | Cleansing composition and thickener therefor |
Cited By (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3489686A (en) * | 1965-07-30 | 1970-01-13 | Procter & Gamble | Detergent compositions containing particle deposition enhancing agents |
| US3503890A (en) * | 1966-07-29 | 1970-03-31 | Staley Mfg Co A E | Drain cleaner |
| US3637495A (en) * | 1966-08-01 | 1972-01-25 | Henkel & Cie Gmbh | Agent for the posttreatment of laundry |
| US3764531A (en) * | 1966-08-01 | 1973-10-09 | Henkel & Cie Gmbh | Antimicrobial and laundry softening compositions |
| US3644204A (en) * | 1967-08-14 | 1972-02-22 | Henkel & Cie Gmbh | Agent for the post-treatment of washed laundry |
| US3472939A (en) * | 1967-12-06 | 1969-10-14 | Millmaster Onyx Corp | Synergistic blends of microbiocidal quaternary ammonium compounds |
| US3625891A (en) * | 1968-04-18 | 1971-12-07 | Armour Ind Chem Co | Wash cycle fabric softeners and method of preparing and using same |
| US3525793A (en) * | 1969-06-30 | 1970-08-25 | Millmaster Onyx Corp | Microbiocidal quaternary ammonium compounds containing synergistic blends of alkyl groups |
| US3793196A (en) * | 1971-03-31 | 1974-02-19 | Lion Fat Oil Co Ltd | Softening agent |
| US3896033A (en) * | 1972-07-03 | 1975-07-22 | Colgate Palmolive Co | Encapsulated fabric softener |
| US3979307A (en) * | 1972-09-20 | 1976-09-07 | Texaco Inc. | Fabric softener composition |
| DE2500111A1 (en) * | 1974-01-11 | 1975-07-17 | Procter & Gamble | TEXTILE SOFTENERS |
| US3936537A (en) * | 1974-11-01 | 1976-02-03 | The Procter & Gamble Company | Detergent-compatible fabric softening and antistatic compositions |
| FR2298600A1 (en) * | 1975-01-25 | 1976-08-20 | Hoechst Ag | SOFTENERS FOR TEXTILE MATERIALS |
| US4129506A (en) * | 1975-09-04 | 1978-12-12 | Hoechst Aktiengesellschaft | Fabric softeners |
| FR2359928A1 (en) * | 1976-07-26 | 1978-02-24 | Unilever Nv | LIQUID COMPOSITIONS FOR DEPOSIT OF MATERIALS ON THE SURFACES OF FABRICS |
| FR2406690A1 (en) * | 1977-10-22 | 1979-05-18 | Cargo Fleet Chemical Co | COMPOSITION BASED ON A QUATERNARY AMMONIUM SALT FOR THE SOFTENING OF TISSUES AND ITS PREPARATION PROCESS |
| US4321277A (en) * | 1978-12-04 | 1982-03-23 | Research Lab Products, Inc. | Germicidal use of compositions containing certain quaternary ammonium compounds |
| US4213867A (en) * | 1978-12-29 | 1980-07-22 | Domtar Inc. | Fabric conditioning compositions |
| EP0015347A1 (en) * | 1978-12-29 | 1980-09-17 | Domtar Inc. | Base mixes for fabric conditioning compositions and methods for their preparation |
| EP0013780A1 (en) * | 1979-01-11 | 1980-08-06 | THE PROCTER & GAMBLE COMPANY | Concentrated fabric softening composition |
| US4401578A (en) * | 1979-01-11 | 1983-08-30 | The Procter & Gamble Company | Concentrated fabric softening composition |
| US4426299A (en) | 1979-01-11 | 1984-01-17 | The Procter & Gamble Company | Concentrated fabric softening composition |
| EP0041821A1 (en) * | 1980-06-06 | 1981-12-16 | THE PROCTER & GAMBLE COMPANY | Granular fabric softening composition |
| US4395342A (en) * | 1980-06-06 | 1983-07-26 | The Procter & Gamble Company | Granular fabric softening composition |
| US4661270A (en) * | 1983-05-11 | 1987-04-28 | Colgate-Palmolive Company | Concentrated fabric softening composition and methods for making same |
| DE3602089A1 (en) * | 1985-01-30 | 1986-08-21 | Colgate-Palmolive Co., New York, N.Y. | PERMANENT, AQUEOUS, POURABLE AND WATER-DISPERSIBLE TEXTILE SOFTENING COMPOSITION |
| FR2576614A1 (en) * | 1985-01-30 | 1986-08-01 | Colgate Palmolive Co | FABRIC SOFTENING COMPOSITION BASED ON CATIONIC SOFTENER AND FATTY ALCOHOL |
| US4772403A (en) * | 1985-01-30 | 1988-09-20 | Colgate Palmolive Company | Fabric softener composition |
| DE3602089C3 (en) * | 1985-01-30 | 2002-03-14 | Colgate Palmolive Co | A durable, aqueous, pourable and water-dispersible fabric softening composition |
| US4795032A (en) * | 1987-12-04 | 1989-01-03 | S. C. Johnson & Son, Inc. | Wash-added, rinse-activated fabric conditioner and package |
| US4970008A (en) * | 1988-12-20 | 1990-11-13 | Kandathil Thomas V | Fabric conditioner comprising a mixture of quaternary ammonium compounds and select tertiary amines |
| US5703035A (en) * | 1994-02-23 | 1997-12-30 | Witco Surfactants Gmbh | Highly concentrated aqueous fabric softners having improved storage stability |
| US6180594B1 (en) | 1998-12-01 | 2001-01-30 | Witco Surfactants Gmbh | Low-concentration, high-viscosity aqueous fabric softeners |
| GB2613660A (en) * | 2021-12-06 | 2023-06-14 | Reckitt Benckiser Health Ltd | Laundry sanitizing and softening composition |
| WO2023105205A1 (en) | 2021-12-06 | 2023-06-15 | Reckitt Benckiser Health Limited | Laundry sanitizing and softening composition |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AS | Assignment |
Owner name: MILLMASTER ONYX GROUP, INC., A DE CORP. Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNOR:KEWANEE INDUSTRIES, INC.;REEL/FRAME:004139/0909 Effective date: 19830407 Owner name: BARCLAYS AMERICAN, 1 BUSINESS CREDIT, INC. 111 FOU Free format text: SECURITY INTEREST;ASSIGNOR:MILLMASTER ONYX GROUP, INC., A DE CORP.;REEL/FRAME:004139/0941 Effective date: 19821222 |