US2541248A - Compositions - Google Patents
Compositions Download PDFInfo
- Publication number
- US2541248A US2541248A US2541248DA US2541248A US 2541248 A US2541248 A US 2541248A US 2541248D A US2541248D A US 2541248DA US 2541248 A US2541248 A US 2541248A
- Authority
- US
- United States
- Prior art keywords
- water
- compositions
- quaternary ammonium
- solid
- soluble
- 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
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- 239000000203 mixture Substances 0.000 title description 44
- 239000007787 solid Substances 0.000 claims description 32
- UIIMBOGNXHQVGW-UHFFFAOYSA-M NaHCO3 Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 24
- -1 ETHYL CETYL Chemical class 0.000 claims description 22
- 230000000240 adjuvant Effects 0.000 claims description 22
- 239000002671 adjuvant Substances 0.000 claims description 22
- 239000011780 sodium chloride Substances 0.000 claims description 18
- VUFOSBDICLTFMS-UHFFFAOYSA-M ethyl-hexadecyl-dimethylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)CC VUFOSBDICLTFMS-UHFFFAOYSA-M 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 16
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 12
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 10
- VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 8
- 239000001632 sodium acetate Substances 0.000 claims description 8
- 235000017281 sodium acetate Nutrition 0.000 claims description 8
- CPELXLSAUQHCOX-UHFFFAOYSA-M bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- OTMSDBZUPAUEDD-UHFFFAOYSA-N ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 description 30
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 230000002070 germicidal Effects 0.000 description 14
- 125000000962 organic group Chemical group 0.000 description 14
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 12
- 239000000853 adhesive Substances 0.000 description 10
- 230000001070 adhesive Effects 0.000 description 10
- 239000000314 lubricant Substances 0.000 description 10
- 239000000463 material Substances 0.000 description 10
- 230000001954 sterilising Effects 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 6
- 235000012970 cakes Nutrition 0.000 description 6
- 230000000249 desinfective Effects 0.000 description 6
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- CJZGTCYPCWQAJB-UHFFFAOYSA-L Calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 4
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 229940027983 antiseptics and disinfectants Quaternary ammonium compounds Drugs 0.000 description 4
- 125000003710 aryl alkyl group Chemical group 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
- 239000008116 calcium stearate Substances 0.000 description 4
- 235000013539 calcium stearate Nutrition 0.000 description 4
- 238000007906 compression Methods 0.000 description 4
- 230000001877 deodorizing Effects 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 238000011012 sanitization Methods 0.000 description 4
- 239000001488 sodium phosphate Substances 0.000 description 4
- 235000010339 sodium tetraborate Nutrition 0.000 description 4
- 239000008247 solid mixture Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 238000004659 sterilization and disinfection Methods 0.000 description 4
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical compound CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 241000220479 Acacia Species 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate dianion Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- 229920002261 Corn starch Polymers 0.000 description 2
- 235000010643 Leucaena leucocephala Nutrition 0.000 description 2
- 229940100996 SODIUM BISULFATE Drugs 0.000 description 2
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M Sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 2
- AQMNWCRSESPIJM-UHFFFAOYSA-M Sodium metaphosphate Chemical compound [Na+].[O-]P(=O)=O AQMNWCRSESPIJM-UHFFFAOYSA-M 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 2
- UYCAGRPOUWSBIQ-WOYAITHZSA-N [(1S)-1-carboxy-4-(diaminomethylideneamino)butyl]azanium;(2S)-5-oxopyrrolidine-2-carboxylate Chemical compound OC(=O)[C@@H]1CCC(=O)N1.OC(=O)[C@@H](N)CCCN=C(N)N UYCAGRPOUWSBIQ-WOYAITHZSA-N 0.000 description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 description 2
- 125000001539 acetonyl group Chemical group [H]C([H])([H])C(=O)C([H])([H])* 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000008043 acidic salts Chemical class 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 230000000844 anti-bacterial Effects 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 2
- 229940077388 benzenesulfonate Drugs 0.000 description 2
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 2
- 150000001642 boronic acid derivatives Chemical class 0.000 description 2
- 150000003842 bromide salts Chemical class 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 125000002837 carbocyclic group Chemical group 0.000 description 2
- 125000004432 carbon atoms Chemical group C* 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 150000003841 chloride salts Chemical class 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 150000001860 citric acid derivatives Chemical class 0.000 description 2
- 239000008120 corn starch Substances 0.000 description 2
- 229940099112 cornstarch Drugs 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 239000002781 deodorant agent Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 2
- 229910000397 disodium phosphate Inorganic materials 0.000 description 2
- 235000019800 disodium phosphate Nutrition 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 150000004675 formic acid derivatives Chemical class 0.000 description 2
- 125000002350 geranyl group Chemical group [H]C([*])([H])/C([H])=C(C([H])([H])[H])/C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 150000007529 inorganic bases Chemical class 0.000 description 2
- 230000000749 insecticidal Effects 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 150000003893 lactate salts Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 230000001264 neutralization Effects 0.000 description 2
- 150000002823 nitrates Chemical class 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 125000006502 nitrobenzyl group Chemical group 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- 150000007519 polyprotic acids Polymers 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000002335 preservative Effects 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 150000003873 salicylate salts Chemical class 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 2
- 235000019983 sodium metaphosphate Nutrition 0.000 description 2
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000004328 sodium tetraborate Substances 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-M stearate Chemical class CCCCCCCCCCCCCCCCCC([O-])=O QIQXTHQIDYTFRH-UHFFFAOYSA-M 0.000 description 2
- 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 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 150000003892 tartrate salts Chemical class 0.000 description 2
- 125000004014 thioethyl group Chemical group [H]SC([H])([H])C([H])([H])* 0.000 description 2
- 125000003944 tolyl group Chemical group 0.000 description 2
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 2
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 2
- 235000019801 trisodium phosphate Nutrition 0.000 description 2
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B65D81/00—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents
- B65D81/18—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents providing specific environment for contents, e.g. temperature above or below ambient
- B65D81/22—Containers, packaging elements, or packages, for contents presenting particular transport or storage problems, or adapted to be used for non-packaging purposes after removal of contents providing specific environment for contents, e.g. temperature above or below ambient in moist conditions or immersed in liquids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/14—Quaternary ammonium compounds, e.g. edrophonium, choline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
Definitions
- This invention relates to packaged germicides and compositions for general germicidal purposes which may be packaged and utilized Widely for general disinfecting, deodorizing, sanitizing, sterilizing and similar utilities.
- Quaternary ammonium salts have been suggested for use for germicidal and. insecticidal purposes.
- Exemplary of such compounds is cetyl trimethyl ammonium bromide commercially known as CTAB and the related derivative called Ethyl CTAB.
- CTAB cetyl trimethyl ammonium bromide
- Ethyl CTAB the related derivative of Ethyl CTAB.
- Such compounds while having valuable properties for germicidal purposes possess undesirable physical properties from the standpoint of merchandising in that they pack' very tightly and .become Water-insoluble due to compression. Consequently they have been marketed in the form of solutions, as for example, solutions in water. Distribution of such liquids is unsatisfactory as a commercial proposition.
- V the preparation of solid mixtures containing quaternary ammonium salts which do not pack in the sense of caking, and under ordinary com pression do not become water-insoluble. 7
- compositions of such quaternary ammonium compounds include packaged compositions of such quaternary ammonium compounds.
- the quaternary ammonium compounds are used in admixture with water-soluble, non-packing solid adjuvants which serve the purpose of preventing the quaternary ammonium compound from packing or .caking so that the resulting compositions retain their desirableproperties of being readily disseminated and dissolved in solvents such as water.
- solvents such as water.
- such compositions lend themselves-to packaging and packagesmay be made of sealed containers containing any desired amounts of such compositions which being in dry form, may be readily distributed or shipped without difficulty. During such shipment they do not pack or compress or cake and are directly available without furtherpreparation for solution in water or other solvent for use.
- the quaternary ammonium. compounds utilized for this purpose are more desirably the solid,
- quaternary ammonium salts and related compounds possessing the desired germicidal or disinfecting or sterilizing properties. While the quaternary ammonium salts and re lated compounds may vary greatly and maybe any of the organo group substituted quaternary ammonium salts and related compounds which may be generally formulated as follows.
- the organic groups may be aliphatic such as alkyl or olefinic, alicyclic and carbocyclic such as aryl or cycle aliphatic, etc., as Well as the stated organo groups containing substituents for example, the halogens such as chlorine, bromine, iodine, nitro groups, amino groups, carboxy groups, ether groups, etc.
- organic groups there maybe mentioned methyl, ethyl, propyl, butyl, lauryl, dodecyl, stearyl, allyl, .phenyl, tolyl, benzyl and other aralkyl and alkaryl groups, cyclohexyl, acetonyl, hydroxy ethyl, oxy methyl, diethylbeta hydroxy gamma butyl oxy propyl, thioethyl, glycido, geranyl, nitro-benzyl, trihydroxy ethyl, etc.
- the anionic group may be any salt forming group including the halides such as chloride, bromide and iodide, and other groups including the nitrates, sulfates, alkyl sulfates, phosphates, organic acid radicals, such as formates, acetates, lactates, tartrates, citrates, aryl sulfonic acids such as benzene sulfonate or toluene sulfonate,
- halides such as chloride, bromide and iodide
- other groups including the nitrates, sulfates, alkyl sulfates, phosphates, organic acid radicals, such as formates, acetates, lactates, tartrates, citrates, aryl sulfonic acids such as benzene sulfonate or toluene sulfonate,
- the tetra-organo substituted quaternary am monium compounds that is, those compounds which contain four organo groups attached to the nitrogen are the preferred compounds utilized in accordance with the present invention and more particularly where one of the organo groups is a long chain aliphatic radicalv having more than '7 carbon atoms, such as the lauryl group referred to above or other of the higher groups and preferably one of the organo groups in the, tetra substituted quaternary ammonium salts" will be of that character, the other groups being either alkyl, aryl, aralkyl such as benzyl, etc.
- the chlorides or bromides are employed since they are readily available and these compounds will be utilized to illustrate the invention.
- g mem r-so u l non-p king solid adiuva t which is employed desirably of non-hygroscopic character may be inorganic and includes generally the water-soluble inorganic bases, acids, and salts, the salts employed being those which are either neutral, acid or basic salts, and particularly the salts of the alkali metals including sodium, potassium, ammonium, etc.
- Exemplary salts are those of the inorganic polybasic acids specifically carbonatesphosphates, borates, sulfates, sulfites and the like, illustrated specifically by sodium bicarbonate, trisodium phosphate, borax, sodium sulfate, sodium bisulfate, etc.
- Illustrative of the inorganic water-soluble bases are the caustic alkalies such as sodium hydroxide.
- Water-soluble organic compounds may also be used to be mixed with the quaternary ammonium compound. They should be non-hygroscopic and must not pack or cake when mixed with the quaternary ammonium compound. They may be salts such as sodium acetate, etc., phenates such as sodium phenate, water-soluble amines such as *urea; etc. In water solution they may be either acid' or alkaline.
- the proportions of the quaternary ammonium salt "to water-soluble solid adjuvant may vary over wide limits depending on the nature of the quaternary ammonium salt and the solid ad- ;iuvant employed. All that is required is that there should-be a sufificient amount of the nonpacking or non-caking solid adjuvant in the mixture, to prevent the packing or caking of the quaternary ammonium salt. As a general rule the amounts employed will run from about 20% to of quaternary ammonium salt to 80% to 20% 'c f fthej'solida'djuvant and ratios of 50% of quaternary ammonium salt to 50% of solid adjuvant may be readily utilized.
- the solid quaternary amfmonium compounds are desirably employed.
- the liquid quaternary ammonium icompounds may be utilized where admixture with the organic solid adjuvant gives a resulting solid composition that retains its property of readily distributing, disseminating, or dissolving in water "or other "desired solvent.
- compositions maybe dissolved in water or organic solvents at room temperatures or higher temperatures such as from 40 to 70 F. and used for germicidal or bactericidal or similar purposes. If desired, however, they may be utilized at highertemperatures as from 70 F. to 170 F. particularly where sterilization is desired.
- compositions produced as set forth above may be re'adilypackagd by taking the solid'mixture placing it in any desired container such as a cardboard capsule which may be readily sealed. 'Such compositions may be shipped as desired and retain their desired physical properties, do not .cake in the package, and do not lose their watersolubility.
- compositions thus produced are widely useful for general disinfecting, deodoriz'ing, sanitizing and sterilizing. They may be utilized for solution in water to sterilize urgical instruments, sickro'o ,tablewear, linen,- and all-kinds of .appaints: and equipment where sterilization is desired; they may be added to, various substances such as case-inpaints, glue, and other paste, powder and liquid. products to which they give the preservative and deodorizing powers derived from the composition, only small'quantities of the.
- these compositions may be utilized together with necessary tableting adjuvants to produce tableted material which can be utilized for solution in water to make an odorless harmless germicide and deodorant for a variety of uses.
- non-cakcaking or non-packing compositions as set forth above all that is required is that some solid adhesive material of the ordinary type employed for tableting purposes be incorporated into the composition to make the powdery materials adhere sufficiently to form a tablet under the pressures employed in the usual tableting machines and there is also desirably included a small amount of a mold lubricant particularly a solid mold lubricant commonly used for producing good tablets in such operations.
- a mold lubricant particularly a solid mold lubricant commonly used for producing good tablets in such operations.
- solid adhesives that can be employed any of those normally used in tableting such as pharmaceutical compositions can be utilized and such solid adhesives are represented by the various starches including ordinary cornstarch, and the various gums and resins particularly solid water-soluble gums.
- metallic soaps such as the stearates or other metal salts particularly alkali metal salts of the higher fatty acids.
- the adhesives may be present in the composition in amounts as desired and may run to 50% or more of the composition, while only a small amount of lubricant is necessary.
- non-caking and non-packing compositions produced above may be tableted under sufiicient pressures without necessarily including any adhesive and lubricant as set forth although the latter are desirably employed as indicated;
- asealed container containing ethyl cetyl dimethyl ammoni which prevents packing of the saltso that the 5 ethyl cetyl dimethyl ammonium bromide remains readily water-soluble, and the ratio of ethyl cetyl dimethyl ammonium bromide to adjuvant being from 1:4 to 4:1.
Description
Patented Feb. 13, 1951 OFFICE PACKAGED GERMICIDES AND COMPOSITIONS Ralph M..Hibbs, Philadelphia, Pa.
No Drawing. Application January 23, 1947, Serial No. 723,897
3 Claims. (01. 16722) This invention relates to packaged germicides and compositions for general germicidal purposes which may be packaged and utilized Widely for general disinfecting, deodorizing, sanitizing, sterilizing and similar utilities.
Quaternary ammonium salts have been suggested for use for germicidal and. insecticidal purposes. Exemplary of such compounds is cetyl trimethyl ammonium bromide commercially known as CTAB and the related derivative called Ethyl CTAB. Such compounds while having valuable properties for germicidal purposes possess undesirable physical properties from the standpoint of merchandising in that they pack' very tightly and .become Water-insoluble due to compression. Consequently they have been marketed in the form of solutions, as for example, solutions in water. Distribution of such liquids is unsatisfactory as a commercial proposition.
Among the objects of the present invention is V the preparation of solid mixtures containing quaternary ammonium salts which do not pack in the sense of caking, and under ordinary com pression do not become water-insoluble. 7
Further objects include packaged compositions of such quaternary ammonium compounds.
Still further objects and advantages of the present invention will appear from the more detailed description set forth below, it being understood that such detailed description is given by way of illustration and explanation only, and not by way of limitation, since various changes therein may be made by those skilled in the art, without departing from the scope and spirit of the present invention.
In accordance with the present invention the quaternary ammonium compounds are used in admixture with water-soluble, non-packing solid adjuvants which serve the purpose of preventing the quaternary ammonium compound from packing or .caking so that the resulting compositions retain their desirableproperties of being readily disseminated and dissolved in solvents such as water. Further, such compositions lend themselves-to packaging and packagesmay be made of sealed containers containing any desired amounts of such compositions which being in dry form, may be readily distributed or shipped without difficulty. During such shipment they do not pack or compress or cake and are directly available without furtherpreparation for solution in water or other solvent for use.
. The quaternary ammonium. compounds utilized for this purpose are more desirably the solid,
water-soluble quaternary ammonium salts and related compounds possessing the desired germicidal or disinfecting or sterilizing properties. While the quaternary ammonium salts and re lated compounds may vary greatly and maybe any of the organo group substituted quaternary ammonium salts and related compounds which may be generally formulated as follows.
. R R2 R6? in which R is an .Qrgano group, R1, BzandRs are either hydr en or ream gr ups, and X is an anionic group.' The organic groups may be aliphatic such as alkyl or olefinic, alicyclic and carbocyclic such as aryl or cycle aliphatic, etc., as Well as the stated organo groups containing substituents for example, the halogens such as chlorine, bromine, iodine, nitro groups, amino groups, carboxy groups, ether groups, etc. As exemplary of such organic groups there maybe mentioned methyl, ethyl, propyl, butyl, lauryl, dodecyl, stearyl, allyl, .phenyl, tolyl, benzyl and other aralkyl and alkaryl groups, cyclohexyl, acetonyl, hydroxy ethyl, oxy methyl, diethylbeta hydroxy gamma butyl oxy propyl, thioethyl, glycido, geranyl, nitro-benzyl, trihydroxy ethyl, etc. The anionic group may be any salt forming group including the halides such as chloride, bromide and iodide, and other groups including the nitrates, sulfates, alkyl sulfates, phosphates, organic acid radicals, such as formates, acetates, lactates, tartrates, citrates, aryl sulfonic acids such as benzene sulfonate or toluene sulfonate,
benzoates, salicylates, etc.
The tetra-organo substituted quaternary am monium compounds, that is, those compounds which contain four organo groups attached to the nitrogen are the preferred compounds utilized in accordance with the present invention and more particularly where one of the organo groups is a long chain aliphatic radicalv having more than '7 carbon atoms, such as the lauryl group referred to above or other of the higher groups and preferably one of the organo groups in the, tetra substituted quaternary ammonium salts" will be of that character, the other groups being either alkyl, aryl, aralkyl such as benzyl, etc. Preferably the chlorides or bromides are employed since they are readily available and these compounds will be utilized to illustrate the invention. g mem r-so u l non-p king solid adiuva t which is employed desirably of non-hygroscopic character may be inorganic and includes generally the water-soluble inorganic bases, acids, and salts, the salts employed being those which are either neutral, acid or basic salts, and particularly the salts of the alkali metals including sodium, potassium, ammonium, etc. Exemplary salts are those of the inorganic polybasic acids specifically carbonatesphosphates, borates, sulfates, sulfites and the like, illustrated specifically by sodium bicarbonate, trisodium phosphate, borax, sodium sulfate, sodium bisulfate, etc. Illustrative of the inorganic water-soluble bases are the caustic alkalies such as sodium hydroxide.
Water-soluble organic compoundsmayalso be used to be mixed with the quaternary ammonium compound. They should be non-hygroscopic and must not pack or cake when mixed with the quaternary ammonium compound. They may be salts such as sodium acetate, etc., phenates such as sodium phenate, water-soluble amines such as *urea; etc. In water solution they may be either acid' or alkaline.
..The proportions of the quaternary ammonium salt "to water-soluble solid adjuvant may vary over wide limits depending on the nature of the quaternary ammonium salt and the solid ad- ;iuvant employed. All that is required is that there should-be a sufificient amount of the nonpacking or non-caking solid adjuvant in the mixture, to prevent the packing or caking of the quaternary ammonium salt. As a general rule the amounts employed will run from about 20% to of quaternary ammonium salt to 80% to 20% 'c f fthej'solida'djuvant and ratios of 50% of quaternary ammonium salt to 50% of solid adjuvant may be readily utilized.
As pointed out above, the solid quaternary amfmonium compounds are desirably employed. In some cases the liquid quaternary ammonium icompounds may be utilized where admixture with the organic solid adjuvant gives a resulting solid composition that retains its property of readily distributing, disseminating, or dissolving in water "or other "desired solvent.
. The resulting compositions maybe dissolved in water or organic solvents at room temperatures or higher temperatures such as from 40 to 70 F. and used for germicidal or bactericidal or similar purposes. If desired, however, they may be utilized at highertemperatures as from 70 F. to 170 F. particularly where sterilization is desired.
Compositions produced as set forth above may be re'adilypackagd by taking the solid'mixture placing it in any desired container such as a cardboard capsule which may be readily sealed. 'Such compositions may be shipped as desired and retain their desired physical properties, do not .cake in the package, and do not lose their watersolubility.
The compositions thus produced are widely useful for general disinfecting, deodoriz'ing, sanitizing and sterilizing. They may be utilized for solution in water to sterilize urgical instruments, sickro'o ,tablewear, linen,- and all-kinds of .appaints: and equipment where sterilization is desired; they may be added to, various substances such as case-inpaints, glue, and other paste, powder and liquid. products to which they give the preservative and deodorizing powers derived from the composition, only small'quantities of the.
utilized elnthe manner set forth-above.- The con-.
2,541,248 l. 'i I carbonate, by weight, or 50% Ethyl CTAB with 50% sodium bicarbonate. Or 60% of the stated quaternary ammonium compound may be used with 40% of sodium bicarbonate or of sodium acetate. Mixtures of organic and inorganic ad- ..juvants may be made with the quaternary ami monium compound or compounds and used as set forth herein. The compositions may be mixed intimately in any desired way and then packaged in the manner set forth above.
Since the inclusion of the water-soluble nonpacking adjuvant prevents the quaternary compound from packing and caking to a condition where it becomes water-insoluble, these compositions may be utilized together with necessary tableting adjuvants to produce tableted material which can be utilized for solution in water to make an odorless harmless germicide and deodorant for a variety of uses. With the non-cakcaking or non-packing compositions as set forth above all that is required is that some solid adhesive material of the ordinary type employed for tableting purposes be incorporated into the composition to make the powdery materials adhere sufficiently to form a tablet under the pressures employed in the usual tableting machines and there is also desirably included a small amount of a mold lubricant particularly a solid mold lubricant commonly used for producing good tablets in such operations. As the solid adhesives that can be employed any of those normally used in tableting such as pharmaceutical compositions can be utilized and such solid adhesives are represented by the various starches including ordinary cornstarch, and the various gums and resins particularly solid water-soluble gums. As mold lubricants there are generally employed metallic soaps such as the stearates or other metal salts particularly alkali metal salts of the higher fatty acids. The adhesives may be present in the composition in amounts as desired and may run to 50% or more of the composition, while only a small amount of lubricant is necessary.
As exemplary of such compounds that may be formulated and converted into tablets for use .in this way, the following is given. 5% ethyl cetyl dimethyl ammonium bromide, 40% bicarbonate of soda, 40% starch, and 5% calcium stearate, Another example is 15% ethyl cetyl dimethyl ammonium bromide, 60% sodium borate, 15% calcium stearate, 10% acacia pulvis. A further example is 20% ethyl cetyl dimethyl ammonium -bromide, 5% propylene glycol, 75 .sodium meta phosphate. A still further exampleis 25% ethyl cetyl dimethyl ammonium bromide, '70% disodium phosphate, 5% talc.
As a matter of fact some of the non-caking and non-packing compositions produced above may be tableted under sufiicient pressures without necessarily including any adhesive and lubricant as set forth although the latter are desirably employed as indicated;
f Having thus set forth my invention, I claim:
l- As an article-of manufacture, asealed container containing ethyl cetyl dimethyl ammoniwhich prevents packing of the saltso that the 5 ethyl cetyl dimethyl ammonium bromide remains readily water-soluble, and the ratio of ethyl cetyl dimethyl ammonium bromide to adjuvant being from 1:4 to 4:1.
2. The article of claim 1, in which the adjuvant is sodium bicarbonate, the materials being present in equal parts byweight.
3. The article of claim 1 in which the adiuvant is sodium acetate, the materials being present 15 in equal parts by weight.
RALPH M. HIBBS.
6 REFERENCES CITED The following references are of record in the f le of this patent:
UNITED STATES PATENTS Number Name Date 1,785,327 Ostromislensky Dec. 16, 1930 2,060,850 Calcott Nov. 17, 1936 1,176,896 Epstein Oct. 24, 1939 10 2,191,678 Nitardy Febj27, 1940 2,200,603 Hentrich May 14, 1940 22,281,786 Mohr May 5, 1942 "2,295,504 Shelton Sept. 8, 1942 1,479,850 Marks Aug. 23, 1949 FOREIGN PATENTS Number Country Date 505,429 Great Britain May 1, 1939
Claims (1)
1. AS AN ARTICLE OF MANUFACTURE, A SEALED CONTAINER CONTAINING ETHYL CETYL DIMETHYL AMMONIUM BROMIDE WHICH NORMALLY PACKS, IN ADMIXTURE WITH AN AMOUNT OF A WATER-SOLUBLE NON-PACKING SOLID ADJUVANT SELECTED FROM THE GROUP CONSISTING OF SODIUM BICARBONATE AND SODIUM ACETATE WHICH PREVENTS PACKING OF THE SALT SO THAT THE ETHYL CETYL DIMETHYL AMMOMIUM BROMIDE REMAINS READILY WATER-SOLUBLE, AND THE RATIO OF ETHYL CETYL DIMETHYL AMMONIUM BROMIDE TO ADJUVANT BEING FROM 1:4 TO 4:1.
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US2541248A true US2541248A (en) | 1951-02-13 |
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US2541248D Expired - Lifetime US2541248A (en) | Compositions |
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Cited By (23)
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---|---|---|---|---|
US2676955A (en) * | 1950-10-21 | 1954-04-27 | Standard Oil Co | Urea adducts of quaternary ammonium compounds |
US2702774A (en) * | 1950-06-16 | 1955-02-22 | California Research Corp | Process of preparation of free flowing composition containing quaternary ammonium compound |
US2719129A (en) * | 1951-06-30 | 1955-09-27 | Colgate Palmolive Co | Pressurized liquid room and air deodorant compositions |
US2740744A (en) * | 1956-04-03 | Method of protecting seeds using-short | ||
US2786797A (en) * | 1954-05-18 | 1957-03-26 | Hollingshead Corp | Corrosion-inhibited quaternary ammonium compositions |
US2826612A (en) * | 1955-01-14 | 1958-03-11 | Stamicarbon | Preparation of urea crystals |
US2830039A (en) * | 1953-08-31 | 1958-04-08 | Standard Oil Co | Urea adducts of quaternary heterocyclic-nitrogen halides |
US2865805A (en) * | 1954-05-04 | 1958-12-23 | Gallowhur Chemical Corp | Quaternary ammonium naphthalene and naphthol sulfonates |
US2875154A (en) * | 1952-08-01 | 1959-02-24 | California Research Corp | Non-caking solid particulate detergents |
US2932364A (en) * | 1957-08-15 | 1960-04-12 | Frederick C Binter | Method for treatment of exhaust gases from internal combustion engines |
US2970048A (en) * | 1956-07-11 | 1961-01-31 | Monsanto Chemicals | Defoliating composition and method |
US3016327A (en) * | 1955-12-12 | 1962-01-09 | Anderson | Biocidal composition and method |
US3044962A (en) * | 1957-10-31 | 1962-07-17 | British Nylon Spinners Ltd | Preparation of detergent compositions |
US3198746A (en) * | 1962-06-11 | 1965-08-03 | Monsanto Co | Quaternary ammonium arylsulfonate solutions |
US3198251A (en) * | 1960-08-26 | 1965-08-03 | Hart Lab Inc | Deodorant preparation |
US3278370A (en) * | 1962-07-16 | 1966-10-11 | Dow Chemical Co | Surface active bacteriostatic agents |
US3402242A (en) * | 1964-07-20 | 1968-09-17 | Parachlor Chemical Corp | Non-irritant quaternary ammonium compound composition |
US4202882A (en) * | 1973-12-03 | 1980-05-13 | Herbert Schwartz | Novel deodorizing method |
US4252785A (en) * | 1979-07-09 | 1981-02-24 | Hexcel Corporation | Controlled release composition |
US4370314A (en) * | 1975-12-08 | 1983-01-25 | Colgate-Palmolive Company | Oral composition containing antibacterial agent |
US4824867A (en) * | 1986-08-08 | 1989-04-25 | Smith Kim R | Quaternary ammonium compounds |
US4883917A (en) * | 1985-10-01 | 1989-11-28 | Ethyl Corporation | Quaternary ammonium compounds |
US5047577A (en) * | 1985-10-01 | 1991-09-10 | Ethyl Corporation | Quaternary ammonium compounds |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2740744A (en) * | 1956-04-03 | Method of protecting seeds using-short | ||
US2702774A (en) * | 1950-06-16 | 1955-02-22 | California Research Corp | Process of preparation of free flowing composition containing quaternary ammonium compound |
US2676955A (en) * | 1950-10-21 | 1954-04-27 | Standard Oil Co | Urea adducts of quaternary ammonium compounds |
US2719129A (en) * | 1951-06-30 | 1955-09-27 | Colgate Palmolive Co | Pressurized liquid room and air deodorant compositions |
US2875154A (en) * | 1952-08-01 | 1959-02-24 | California Research Corp | Non-caking solid particulate detergents |
US2830039A (en) * | 1953-08-31 | 1958-04-08 | Standard Oil Co | Urea adducts of quaternary heterocyclic-nitrogen halides |
US2865805A (en) * | 1954-05-04 | 1958-12-23 | Gallowhur Chemical Corp | Quaternary ammonium naphthalene and naphthol sulfonates |
US2786797A (en) * | 1954-05-18 | 1957-03-26 | Hollingshead Corp | Corrosion-inhibited quaternary ammonium compositions |
US2826612A (en) * | 1955-01-14 | 1958-03-11 | Stamicarbon | Preparation of urea crystals |
US3016327A (en) * | 1955-12-12 | 1962-01-09 | Anderson | Biocidal composition and method |
US2970048A (en) * | 1956-07-11 | 1961-01-31 | Monsanto Chemicals | Defoliating composition and method |
US2932364A (en) * | 1957-08-15 | 1960-04-12 | Frederick C Binter | Method for treatment of exhaust gases from internal combustion engines |
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US3198746A (en) * | 1962-06-11 | 1965-08-03 | Monsanto Co | Quaternary ammonium arylsulfonate solutions |
US3278370A (en) * | 1962-07-16 | 1966-10-11 | Dow Chemical Co | Surface active bacteriostatic agents |
US3402242A (en) * | 1964-07-20 | 1968-09-17 | Parachlor Chemical Corp | Non-irritant quaternary ammonium compound composition |
US4202882A (en) * | 1973-12-03 | 1980-05-13 | Herbert Schwartz | Novel deodorizing method |
US4370314A (en) * | 1975-12-08 | 1983-01-25 | Colgate-Palmolive Company | Oral composition containing antibacterial agent |
US4252785A (en) * | 1979-07-09 | 1981-02-24 | Hexcel Corporation | Controlled release composition |
US4883917A (en) * | 1985-10-01 | 1989-11-28 | Ethyl Corporation | Quaternary ammonium compounds |
US5047577A (en) * | 1985-10-01 | 1991-09-10 | Ethyl Corporation | Quaternary ammonium compounds |
US4824867A (en) * | 1986-08-08 | 1989-04-25 | Smith Kim R | Quaternary ammonium compounds |
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