NZ222291A - Aqueous detergent composition containing quaternary ammonium salt and nonionic surfactant - Google Patents
Aqueous detergent composition containing quaternary ammonium salt and nonionic surfactantInfo
- Publication number
- NZ222291A NZ222291A NZ22229187A NZ22229187A NZ222291A NZ 222291 A NZ222291 A NZ 222291A NZ 22229187 A NZ22229187 A NZ 22229187A NZ 22229187 A NZ22229187 A NZ 22229187A NZ 222291 A NZ222291 A NZ 222291A
- Authority
- NZ
- New Zealand
- Prior art keywords
- weight percent
- formula
- alkyl
- composition according
- quaternary ammonium
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 46
- 239000002736 nonionic surfactant Substances 0.000 title claims description 20
- 239000003599 detergent Substances 0.000 title claims description 16
- 150000003242 quaternary ammonium salts Chemical class 0.000 title claims description 16
- 238000009472 formulation Methods 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- -1 dimethyliminio Chemical class 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 12
- 238000012360 testing method Methods 0.000 claims description 12
- 239000005977 Ethylene Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 7
- 230000000845 anti-microbial effect Effects 0.000 claims description 5
- 230000000052 comparative effect Effects 0.000 claims description 5
- 238000004453 electron probe microanalysis Methods 0.000 claims description 5
- 125000006353 oxyethylene group Chemical group 0.000 claims description 5
- 238000004140 cleaning Methods 0.000 claims description 4
- 150000004820 halides Chemical class 0.000 claims description 4
- 238000011012 sanitization Methods 0.000 claims description 4
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 3
- 239000012141 concentrate Substances 0.000 claims 2
- 238000010790 dilution Methods 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- UFZOPKFMKMAWLU-UHFFFAOYSA-N ethoxy(methyl)phosphinic acid Chemical compound CCOP(C)(O)=O UFZOPKFMKMAWLU-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 description 7
- 239000002689 soil Substances 0.000 description 7
- 239000004094 surface-active agent Substances 0.000 description 7
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 239000000975 dye Substances 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
- KJPHTXTWFHVJIG-UHFFFAOYSA-N n-ethyl-2-[(6-methoxypyridin-3-yl)-(2-methylphenyl)sulfonylamino]-n-(pyridin-3-ylmethyl)acetamide Chemical compound C=1C=C(OC)N=CC=1N(S(=O)(=O)C=1C(=CC=CC=1)C)CC(=O)N(CC)CC1=CC=CN=C1 KJPHTXTWFHVJIG-UHFFFAOYSA-N 0.000 description 4
- 230000036556 skin irritation Effects 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 206010015946 Eye irritation Diseases 0.000 description 3
- RODZIAKMFCIGPL-UHFFFAOYSA-N P.I.I Chemical compound P.I.I RODZIAKMFCIGPL-UHFFFAOYSA-N 0.000 description 3
- 206010040880 Skin irritation Diseases 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000005215 alkyl ethers Chemical class 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 231100000013 eye irritation Toxicity 0.000 description 3
- 231100000344 non-irritating Toxicity 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 231100000475 skin irritation Toxicity 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- HNLXNOZHXNSSPN-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCOCCOCCOCCOCCO)C=C1 HNLXNOZHXNSSPN-UHFFFAOYSA-N 0.000 description 2
- 101150065749 Churc1 gene Proteins 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 2
- 241000283973 Oryctolagus cuniculus Species 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 229960004756 ethanol Drugs 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 230000002070 germicidal effect Effects 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229920004918 nonoxynol-9 Polymers 0.000 description 2
- 229940087419 nonoxynol-9 Drugs 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- FVEFRICMTUKAML-UHFFFAOYSA-M sodium tetradecyl sulfate Chemical compound [Na+].CCCCC(CC)CCC(CC(C)C)OS([O-])(=O)=O FVEFRICMTUKAML-UHFFFAOYSA-M 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- FBWNMEQMRUMQSO-UHFFFAOYSA-N tergitol NP-9 Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCOCCOCCO)C=C1 FBWNMEQMRUMQSO-UHFFFAOYSA-N 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 2
- KUXGUCNZFCVULO-UHFFFAOYSA-N 2-(4-nonylphenoxy)ethanol Chemical class CCCCCCCCCC1=CC=C(OCCO)C=C1 KUXGUCNZFCVULO-UHFFFAOYSA-N 0.000 description 1
- PITRRWWILGYENJ-UHFFFAOYSA-N 2-[2-[2-[2-[2-(4-nonylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCO)C=C1 PITRRWWILGYENJ-UHFFFAOYSA-N 0.000 description 1
- ATBQNLZREVOGBO-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-(4-nonylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCO)C=C1 ATBQNLZREVOGBO-UHFFFAOYSA-N 0.000 description 1
- XXPRRHYTDCWGRP-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-(4-nonylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCOCCO)C=C1 XXPRRHYTDCWGRP-UHFFFAOYSA-N 0.000 description 1
- BPZYKPINOMFZGY-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CC(C)(C)CC(C)(C)c1ccc(OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO)cc1 BPZYKPINOMFZGY-UHFFFAOYSA-N 0.000 description 1
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241000233866 Fungi Species 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
- 239000004166 Lanolin Substances 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003619 algicide Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000007970 homogeneous dispersion Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- WTFXARWRTYJXII-UHFFFAOYSA-N iron(2+);iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+2].[Fe+3].[Fe+3] WTFXARWRTYJXII-UHFFFAOYSA-N 0.000 description 1
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940048866 lauramine oxide Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- KUEDAAUECWBMLW-UHFFFAOYSA-N n,n,n',n'-tetramethylbut-2-ene-1,4-diamine Chemical compound CN(C)CC=CCN(C)C KUEDAAUECWBMLW-UHFFFAOYSA-N 0.000 description 1
- IBOBFGGLRNWLIL-UHFFFAOYSA-N n,n-dimethylhexadecan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)[O-] IBOBFGGLRNWLIL-UHFFFAOYSA-N 0.000 description 1
- UTTVXKGNTWZECK-UHFFFAOYSA-N n,n-dimethyloctadecan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)[O-] UTTVXKGNTWZECK-UHFFFAOYSA-N 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- 229940078482 nonoxynol-8 Drugs 0.000 description 1
- 229920002113 octoxynol Polymers 0.000 description 1
- 229920004905 octoxynol-10 Polymers 0.000 description 1
- 229920004908 octoxynol-13 Polymers 0.000 description 1
- 229920004903 octoxynol-7 Polymers 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229940057950 sodium laureth sulfate Drugs 0.000 description 1
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 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
- 229960004418 trolamine Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Description
New Zealand Paient Spedficaiion for Paient Number £22291
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222291
No.: Date:
NEW ZEALAND
PATENTS ACT, 1953
OCT 1937 <
^ /
COMPLETE SPECIFICATION
■ V
ISOTROPIC LAUNDRY DETERGENTS CONTAINING POLYMERIC QUATERNARY AMMONIUM SALTS
I /We, STERLING DRUG INC., a Delaware corporation, of 90 Park Avenue, New York, State of New York, United States of America hereby declare the invention for which I / we pray that a patent may be granted to me/us, and the method by which it is to be performed, to be particularly described in and by the following statement: -
- Followed by - la -
222291
This invention relates to isotropic liquid laundry /-~A detergents containing polymeric quaternary ammonium salts in combination with one or more nonionic surfactants. INFORMATION DISCLOSURE STATEMENT 5 U.S. Patent 3,771,989 discloses poly-
*""" meric polyelectrolytes, useful as algicides, having the formula:
H
ch^ ci l 3
och2ch2
-n+-I
ch.
ch2ch2
ch- ci u
N CH2CH2*
ch.
OH n
*3 3
where n is an integer from 4 to 40, with molecular weights 10 ranging from 1,000 to 10,000, which are chemically designated poly[oxyethylene(dimethyliminio)ethylene(dimethyl-iminio)ethylene dichloride]. As far as is presently known, compounds of this class are not known to have useful bactericidal properties nor are they known to be useful
for incorporation in laundry detergents.
U.S. Patents 3,931,319; 4,001,432
and 4,012,446 disclose so-called "capped" polymers useful as "microbiocidal" agents, which have linear polymeric quaternary chains terminated by quaternary ammonium moieties, 20 having the formula:
III IV v nra a a rx v rvch 2ch=chch 2
r+
—t-nr,r"zn znr1r"-ch2ch=chch2
CASE: D.N. 7-5302/3A
2nx
222 2 9 1
where X~ is halide and "n is an integer from about 2 to about 30; where R* and R" may be either (1) a primary or secondary alkyl radical having from 1 to 20 carbon atoms, (2) hydroxy or dihydroxy derivatives of R' and 5 R", (3) benzyl, or (4) benzyl containing at least one alkyl group . . where Z consists of from one to three aliphatic divalent radicals, each of which has 2 to 10 carbon atoms, each aliphatic radical containing 0 to 2 double bonds and 0 to 2 hydroxy substituents" and where 10 "r111, riv and rv may be either (1) primary or secondary alkyl containing from 1 to 20 carbon atoms, or (2) hydroxy-ethyl ...." ,
U.S. Patent 4,027,020 discloses so-called "randomly terminated" capped linear quaternary 15 ammonium polymers generally similar to those described in U.S. Patents 3,931,319; 4,001,432 and 4,012,446 above prepared by reaction of a l,4-dihalo-2-butene, XCHgCH® CHCH2X, where X is halogen, with a mixture of a difunc-"tional tertiary amine:
R" R11
\ ^
and a monofunctional tertiary amine:
RI1L_N_RIV 'v
R
The compounds are said to be effective against bacteria and algae and to a lesser extent against fungi. They
222291
are also stated to be non-foaming, a property which is said to be important in anti-microbial agents used in products and processes where the generation of foam is undesirable.
u.s. Patent 4,091,113 discloses "ran domly terminated" capped linear quaternary ammonium polymers prepared in the same manner as described in U.S. Patent 4,027,020 supra. The quaternaries are said to be "uniquely excellent hair conditioning agents" which 10 are "compatible in binary or tertiary systems with most of the lathering and cleansing surfactants used in hair conditioning consumer products". The patentee states that 40% aqueous solutions are non-irritating to the skin and that 4% aqueous solutions are non-irritating 15 to the eyes. More specifically, the quaternaries are described as being compatible with surfactants and emulsi-fiers of the cationic, nonionic, amine oxide, alkylol-amide, amphoteric, aminoacetic or 8-aminopropionic acid and betaine or betaine salt classes. The compositions 20 are exemplified in Examples 28, 29 and 30 by formulations containing the polymeric quaternary which is produced by reaction of 1,4-bis-dimethylamino-2-butene, triethan-olamine and l,4-dichloro-2-butene in water in combination with surfactants of the cationic (AMMONYX 4, i.e. stearal-25 konium chloride -Example 30), nonionic (TERGITOL* 15-S-12, i.e. pareth-15-12 - Example 29), alkylolamide (ONYXOL* 42, i.e. stearyl diethanolamide - Example 30 and SUPER AMIDE* GR, i.e. cocoyldiethanolamide - Example 28), amphoteric (MIRANOL* C-2M-SF, i.e. cocoamphocarboxypropionate 30 and SANDOPAN* TFL, i.e. oleoamphopropylsulfonate -
dm
22 2 2 91
both Example 28) and anionic (MAPROFIX* 60S, i.e. sodium laureth sulfate - Example 28) classes. As far as is presently known the compounds of the structural type disclosed in U.S. Patents 3,931,319; 4,001,432; 4,012,446; 4,027,020 and 4,091,113 above are not known to have been previously incorporated in laundry detergents.
U.S. Patent 4,333,862 discloses, as one possible cationic surfactant in liquid detergent compositions containing an anionic, a cationic and a nonionic surfactant, polyammonium salts of the formula:
I
V2
r. ... m where R^ is Cq~C2o alkyl, alkenyl or aralkyl; each R^ is alkyl or hydroxyalkyl; n is from 1 to 6;
and m is from 1 to 3.
As noted above, polymeric linear quaternary ammonium salts of the structural types represented by those disclosed in U.S. Patents 3,771,989; 3,931,319; 4,001,432; 4,012,446; 4,027,020 and 4,091,113 are not known to have been incorporated in laundry detergents. We have dis-20 covered that polymeric quaternary ammonium salts of those classes, when formulated in an aqueous medium with one or more nonionic surfactants, provide stable, isotropic liquid laundry detergents and sanitizer compositions having good detergency and bactericidal properties, which, 25 in addition, are moderately irritating to the eyes and practically non-irritating to the skin.
22 2 2 9 1
Accordingly, the invention resides in stable,
isotropic liquid laundry detergent and sanitizer compositions comprising: (A) a polymeric linear quaternary ammonium salt selected from the group consisting of a poly[oxy-ethylene(di-lower-alkyliminio)ethylene(di-lower-alkyliminio)-ethylene dihalide] and a polymeric quaternary ammonium halide corresponding to formula IB hereinbelow; (B) one or more nonionic surfactants selected from the group consisting of the polyethylene glycol long chain alkyl ether, polyethylene glycol alkylphenyl ether, N-alkyl-N,N-di-lower-alkylamine-N-oxide and alkyl polyglycoside classes; and (C) water.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS More specifically the isotropic liquid laundry detergent and sanitizer compositions of the invention comprise: (A) a polymeric linear quaternary ammonium salt selected from the group consisting of a polyfoxy-ethylene(di-lower-alkyliminio)ethylene(di-lower-alkyl-;minio)ethylene dihalide] having the formula:
•och2ch2
•n-
I
r,
u1
ch2ch2 n ch2ch2-
■0H 2aX"
ia where R^ is lower-alkyl having from one to four carbon atoms, a is an integer from 4 to 40, with an average value of 19, and X~ is halide, and a polymeric quaternary ammonium halide having the formula:
(r2) 3n-ch2ch=chch2-
i1 '+
-n—ch0ch=chch, t 2 3
_R1
+
— N-
(r2) 3
(b+2) X
IB
where R2 is hydroxy-lower-alkyl having from two to four carbon atoms, b is an integer from 27 to 57 and R^ and X" have the meanings given above; (B) one or more jionionic surfactants said nonionic surfactant being a polyethylene glycol long chain alkyl ether having the formula:
r4-foch2ch2)coh IIA
where R^ is c-q-ci5 alkyl and c is an integer from 5 to 15, a polyethylene glycol alkylphenyl ether having the formula:
I
222291
( A
t—^
O
\ //
^OCH2CH2)dOH
I IB
where is Cg-Cg alkyl and d is an integer from 7 to 13; an N-alkyl-N,N-di-lower-alkylamine-N-oxide having the formula:
C12~C18
K
nc where R^ has' the meaning given above or an alkyl poly-glycoside; and (C) water.
The polymeric quaternary ammonium salts of formulas IA and IB used to prepare the compositions of the 10 invention are well known classes of compounds. The poly-[oxyethylene(di-lower-alkyliminio)ethylene(di-lower-alkyl-iminio)ethylene dihalide] quaternaries of formula IA include, for example, poly[oxyethylene(dimethyliminio)-ethylene(dimethyliminio)ethylene dichloride] sold under 15 the trade name BUSAN® 77 by Buckman Laboratories, Memphis, Tennessee as a 60% actives solution in water and which is identified as WSCP (water soluble cationic polymer).
The polymeric quaternary ammonium halides of formula IB include, for example, poly (dimethylbutenyl anuno-20 nium chloride)-a, tfJ-bis tr iethanolammonium
""
named by the manufacturer) sold under th<
ONYXSPERSE® 12S and ONAMER® M by the Onyx C
22 2 2
Company, Jersey City, New Jersey, now owned by The Stepan Company, Northfield, Illinois. ONYXSPERSE* and ONAMER* are aqueous solutions of the salt each containing, respectively, 28.5% and 29.5% actives and 12% and 1% sodium 5 chloride respectively.
The nonionic surfactants of formulas IIA, IIB and IIC and the nonionic alkyl polyglycdside surfactants used in the practice of the present invention are well known in commerce. Examples of the polyethylene glycol 10 long chain alkyl ethers of formula IIA are sold under the Union Carbide (Danbury, Connecticut) trade name TERGITOL* or the Shel^l Chemical Company (Houston, Texas) trade name NEODOL* and are identified by the CTFA adopted name, pareth. Suitable members of the group for the practice 15 of the present invention are pareth-15-5, pareth-15-7, pareth-15-9, pareth-15-12, pareth-23-7, pareth-25-5, pareth-25-7, pareth-25-9, pareth-25-12, pareth-45-7, pareth-45-11 and pareth-45-13, where the first given * numbers 15, 23, 25 and 45 indicate R4 alkyl chain lengths 20 from 11 to 15, 12 to 13, .1.2 to 15 and 14 to 15 carbon atoms, respectively, and the second given numbers 5, 7, 9, 11, 12 and 13 indicate the average number (c) of ethyleneoxy groups.
The polyethylene glycol alkyl phenyl ethers of 25 formula IIB are available, for example, under the Rohm and Haas (Philadelphia, Pennsylvania) trade names TRITON* X and TRITON* N or the GAF Corporation (Wayne, New Jersey) trade names IGEPAL* CA and IGEPAL* CO and are identified by the CTFA adopted names of octoxynols and nonoxynols.
222 2 9 1
These include, for example, octoxynol-7, octoxynol-10 and octoxynol-13, where Rg in formula IIB is Cg alkyl and d has an average value of 7, 10 and 13, respectively, and nonoxynol-7, nonoxynol-8, nonoxynol-9 and nonoxynol-5 13, etc. where R^ in formula IIB is Cg alkyl, and d has an average value of 7, 8, 9 and 13, respectively.
The alkylamine oxides of formula IIC are sold under the trade name AMMONYX* by the Onyx Chemical Company (Jersey City, New Jersey) and include, for example, 10 lauramine oxide, myristylamine oxide, palmitamine oxide and stearamine oxide which are the CTFA adopted names for the compounds of formula IIC where R^ in each in-
0
stance is methyl and the alkyl group has 12, 14, 16 and 18 carbon atoms respectively.
The nonionic alkyl polyglycoside surfactants are sold by Staley Industrial Products of the A. E. Staley Manufacturing Company (Decatur, Illinois) and include, for example, APG-23-3 which is a surfactant of the alkyl polyglycoside class having an alkyl chain derived from 20 a Ci2-C13 stral9ht chain alcohol and an average of 3 glucose units in the polyglycoside moiety.
Although it is preferred in the practice of the present invention to include either one or the other of the polymeric quaternary ammonium salts represented 25 by formulas IA and IB, it is also contemplated that mixtures of salts of those two structural types can, if desired, be used in the liquid laundry detergent formulations of the invention.
The compositions of the invention contain from about 5.5 to about 20 weight percent of the polymeric quaternary ammonium salt of formulas IA or IB and from about
L L
291
to about 50 weight percent of the nonionic surfactant, all amounts being based on total weight of the composition. Preferred ranges are from about 5 to about 10 weight percent of the polymeric quaternary salt and from about 5 to about 17 weight percent of the nonionic surfactant, and particularly preferred amounts are about 5.5 to about 6.5 weight percent of the polymeric quaternary salt and from about 7 to about 12 weight percent of the nonionic surfactant.
The compositions may, in order to provide additional benefits, optionally contain nonessential ingredients such a a fragrances, dyes, pH adjusters such as triethylamine,, brighteners, solvents such as eth-anol, and thickeners. Generally fragrances may be used in amounts up to about 0.7 weight percentf dyes in amounts up to about 0.02 weight percent, pH adjusters in amounts up to about 4 weight percent, brighteners in Amounts up to about 0.5 weight percent, ethanol in amounts up to about 7 weight percent, and thickeners in amounts "up to about 2.0 weight percent. 20 The compositions are prepared by addition to water,
with stirring and heating as necessary, of the nonionic surfactant(s), followed by alcohol if desired, followed by the polymeric quaternary ammonium salt, followed by the dyes, fragrances, brighteners, pH adjusters or thickeners, 25 stirring being.continued at each stage to effect complete solution or homogeneous dispersion.
The compositions of the invention possess very good detergency and bactericidal properties and furthermore have very low eye and skin irritancy. They are therefore particularly valuable in household sanitizing
222291
-li-
and cleaning operations where such properties are desirable, such as in laundry detergents and hard surface cleaners.
The manner and process of making and using the invention, and the best mode contemplated by the inventors for carrying out the invention, will now be described so as to enable any person skilled in the art to which it pertains to make and to use the same.
EXAMPLES
A number of formulations, composed as indicated in Table 1, each containing a quaternary ammonium salt and at least one nonionic surfactant were prepared using the procedure described above.
Formulations A-K, each containing a polymeric quaternary of formulas IA or IB and one or more nonionic surfactants of formulas IIA, IIB or IIC or an alkyl polyglycoside, are formulated in accordance with the invention as described above and are within the ambit of the invention, whereas formulations L-0, each containing a monomeric quaternary halide, i.e. CYNCAL* 80, and a nonionic surfactant, were prepared for comparative purposes and are outside the scope of the invention.
Ingredient
ONAMER* M (2 9.5)
ONYXSPERSE* 12S (28.5%)
BUSAN* 77 (60%)
CYNCAL* 80 (80%)
pareth-23-7
pareth-45-7
TERGITOL-24-L-98 NMW
pareth-15-12
pareth-15-9
nonoxynol-9
AMMONYX* LO
APG 23-3 (46%)
EtOH
Dye, fragrance, water
I >
i
H1 to
Table 1
Formulation (Amts. in weight % of actives)
A B C D E F G H I J K L M N . 0
.5 - 6 - 6 6 6 5.5 5.5
- - 6.4 6.4 ---------- -
- 6.4 6.4 6.4 5.5
- 12-5 17 12 - -
12 - -12 -12 - -- -- -- 12 -
-10 - -- -- 9 - -- -- -10
-------__5 8.3 - - - -
------7 2.6-----
r>o q.s. q.s. q.s. q.s. q.8. q.s. q.s. q.s. q.s. q.6. q.e. q.s. q.s. q.B. q.s. ■
ro po ro
222 2 91
The formulations of the invention and the comparative formulations were tested for cleaning efficacy using the standard EHPA and Krefeld detergency tests; for germicidal activity against K. pneumoniae ATCC 4352 5 and S. aureus ATCC 6538 using the EPA-approved Petrocci-Clark test procedure [Proposed Test Method for Antimicrobial Laundry Additives, Petrocci and Clark, J. Ass.
Offic. Anal. Chera. 52(4), 836-842 (1969)] which is a simulated in-use test method (see EPA Publication DIS/TSS-10 13, May 2, 1979); for eye irritation in rabbits using the standard FIFRA method (described at 40 C.F.R. 163.81-4); and for Skin irritation using the standard FIFRA dermal irritation test in rabbits (NAS 1138 modification described at 40 C.F.R. 163.81-5).
The BMPA and Krefeld detergency tests used in the present study are described in U.S. Patent 4,576,729 except that the temperature of the wash and rinse water was 105°F instead of 120°-130°F. In the EMPA test (a test by the Swiss Federal Testing Station in Switzerland), 20 the standard soil is an India ink and olive oil emollient (an oily type soil), and in the Krefeld test (a test by the Wascherei Forschungs Institute of Krefeld, West Germany), the soil is 84% clay, 8% lamp black, 41 black iron oxide and 2% yellow iron oxide oversprayed with 25 a solution of 3.4% lanolin dissolved in carbon tetrachloride and salt solution (the salt to resemble human perspiration). The cleaning efficacy, expressed as %
Soil Removal, was calculated in each test procedure for the test swatches as follows, the values obtained for 30 any given detergent formulation being the average of the individual values so determined:
222291
Rw " R«*
% Soil Removal = x 100
Ro - Rs where:
Rw = Average reflectance of washed soiled cloths
RB = Average reflectance of unwashed soiled cloths
Rq = Average reflectance of unsoiled cloths before washing
Thus the higher the value for % Soil Removal, the greater the detergency.
In the germicidal activity test, EPA protocols require a germ reduction of at least 99.96% for laundry sanitizers against the two test organisms* K. pneumoniae 10 and S. aureue.
Eye irritation results are expressed in terms of Draize scores in accordance with the standard FIFRA method.
Skin irritation scores are expressed in terms 15 of Primary Irritation Index (P.I.I.) also in accordance with the standard FIFRA method. The lower the score thus obtained, the less irritating is the formulation.
The results obtained are set forth in Tables 2, 3 and 4 where EMPA and Krefeld detergency results are 20 expressed in terms of soil removal values; the antimicrobial activity is expressed in terms of percent germ reduction and antimicrobial effectiveness based on the above-noted EPA protocols; eye irritation is expressed in terms of Oraize scores; and skin irritation is expressed as 25 P.I.I, values.
222 2
Table 2 (EMPA/Krefeld Detergency)
Formulation EMPA Krefeld
A 35 43
C 36.4 40.6
D 36 40
L 27.0 9.2
M 22.8 7.9
N 26 10
Table 3
(Antimicrobial Activity vs. K. pneumoniae and S. aureus)
Formulation , % Germ Reduction Sanitizatlon Result
A 99.9 Effective
B 99.9 Effective
C 99.9 Effective
L 99.9 Effective
M 99.9 Effective
N 99.9 Effective
O 99.7 Not Effective
Table 4 (Irritancy Scores)
Eye Irritancy
(Highest mean Skin Irritancy
Formulation Draize Score) (P.I.I.)
A 16.3 (unwashed) 0.71
7.7 (washed)
N 73 (unwashed) 2.78
58 ~(washed)
Claims (11)
1. A liquid laundry detergent and sanitizing composition comprising: (A) a polymeric linear quaternary ammonium salt which is a compound having the formula: R1 I + 'ch2ch2- H )ch2ch2—- n ch2ch2 n- Rl OH 2aX ia where is lower-alkyl having from one to four carbon atoms, a is an integer from 4 to 40 and X" is halide, or a compound having the formula: + (r2)3n-ch2ch=chch2 — y—ch2 ch=chch2 • *i;H1 +;■N-;"(R2) 3 (b+2) x";IB -1;where R2 is hydroxy-lower-alkyl having from two to four carbon atoms, b is an integer from 27 to 57 and R;l and X" have the meanings given above; (B) one or more nonionic surfactants, said nonionic surfactant being a compound having the formula:;R4(OCH2ch2)coh;IIA;where R4 is alkyl and c is an integer from 5 to 15, a compound having the formula:;%•;\ /;. (och2 ch2)doh;IIB;where R5 is c3-C9 alkyl and d is an integer from 7 to 13, a compound having the formula:;C12-Cl8 Alkyl - N—^ 0;^1;iic where Rj has the meaning given above, or an alkyl polyglycoside; and (C) water.;
2. A composition according to claim 1, wherein the;CASE: 7-5302-3A;222291;* - 18 - quaternary ammonium salt is a compound of formula IA.
3. A composition according to claim 1, wherein the quaternary ammonium salt is a compound of formula IB.
4. A composition according to any one of the preceding claims, containing from 5.5 to 20 weight percent of the quaternary ammonium salt and from 5 to 50 weight percent of the nonionic surfactant.
5. A composition according to claim 4, which contains from 5.5 to 10 weight percent of the quaternary ammonium salt and from 5 to 7 weight percent of the nonionic surfactant.
6. A composition according to any one of the preceding claims, which contains a nonionic surfactant of formula IIA.
7. A composition according to any one of the preceding claims, which contains a mixture of nonionic surfactants of formulas IIA and IIC.
8. A composition according to claim 1, containing about 6 weight percent of poly[oxyethylene(dimethyliminio)ethylene (dimethyliminio)ethylene dichloride] and about 12 weight percent of pareth-45-7.
9. A composition according to claim 1, containing about 6 weight percent of poly(dimethyl butenyl ammonium chloride)- o<,uJ -bis-triethanolammonium chloride and about 12 weight percent of pareth-45-7.
10. A composition according to claim 6 or 9, which includes up to 7 weight percent of ethanol.
11. A liquid laundry detergent and sanitizing composition substantially as herein described with reference to the any one of the Examples. ty His/thefr authorised Afenti., A. J. PARK A SON.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/935,658 US4755327A (en) | 1986-11-26 | 1986-11-26 | Isotropic laundry detergents containing polymeric quaternary ammonium salts |
Publications (1)
Publication Number | Publication Date |
---|---|
NZ222291A true NZ222291A (en) | 1990-04-26 |
Family
ID=25467479
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NZ22229187A NZ222291A (en) | 1986-11-26 | 1987-10-23 | Aqueous detergent composition containing quaternary ammonium salt and nonionic surfactant |
Country Status (4)
Country | Link |
---|---|
JP (1) | JPS63150388A (en) |
AU (1) | AU604275B2 (en) |
CA (1) | CA1301584C (en) |
NZ (1) | NZ222291A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL90554A0 (en) * | 1988-06-29 | 1990-01-18 | Sterling Drug Inc | Compositions containing preservative systems and nonwoven wipes impregnated therewith |
JP4512246B2 (en) * | 2000-09-11 | 2010-07-28 | 株式会社日立製作所 | Operation instruction method for inspection equipment |
-
1987
- 1987-10-20 CA CA000549702A patent/CA1301584C/en not_active Expired - Lifetime
- 1987-10-23 NZ NZ22229187A patent/NZ222291A/en unknown
- 1987-11-19 AU AU81396/87A patent/AU604275B2/en not_active Ceased
- 1987-11-20 JP JP29386387A patent/JPS63150388A/en active Pending
Also Published As
Publication number | Publication date |
---|---|
JPS63150388A (en) | 1988-06-23 |
AU604275B2 (en) | 1990-12-13 |
CA1301584C (en) | 1992-05-26 |
AU8139687A (en) | 1988-06-02 |
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