US3833721A - Astringent compositions - Google Patents
Astringent compositions Download PDFInfo
- Publication number
- US3833721A US3833721A US00272044A US27204472A US3833721A US 3833721 A US3833721 A US 3833721A US 00272044 A US00272044 A US 00272044A US 27204472 A US27204472 A US 27204472A US 3833721 A US3833721 A US 3833721A
- Authority
- US
- United States
- Prior art keywords
- compositions
- astringent
- stain
- composition
- propellant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title abstract description 52
- 239000000463 material Substances 0.000 abstract description 13
- 239000003380 propellant Substances 0.000 abstract description 13
- 150000002148 esters Chemical class 0.000 abstract description 9
- 230000001166 anti-perspirative effect Effects 0.000 abstract description 7
- 239000003213 antiperspirant Substances 0.000 abstract description 7
- 239000007788 liquid Substances 0.000 abstract description 7
- 239000000443 aerosol Substances 0.000 abstract description 5
- 239000007787 solid Substances 0.000 abstract description 3
- 239000007921 spray Substances 0.000 abstract description 3
- 239000004135 Bone phosphate Substances 0.000 abstract description 2
- 239000002253 acid Substances 0.000 abstract description 2
- 150000007513 acids Chemical class 0.000 abstract description 2
- 150000001298 alcohols Chemical class 0.000 abstract 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 19
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 13
- 239000001069 triethyl citrate Substances 0.000 description 13
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 13
- 235000013769 triethyl citrate Nutrition 0.000 description 13
- -1 aliphatic alcohols Chemical class 0.000 description 10
- 238000009472 formulation Methods 0.000 description 7
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- WWHZEXDIQCJXSV-UHFFFAOYSA-N aluminum;trihypochlorite Chemical compound [Al+3].Cl[O-].Cl[O-].Cl[O-] WWHZEXDIQCJXSV-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
- 238000010186 staining Methods 0.000 description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
- 210000001099 axilla Anatomy 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000002304 perfume Substances 0.000 description 3
- WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 2
- GCVCIVDNHNBFMS-UHFFFAOYSA-K aluminum;benzenesulfonic acid;trihydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3].OS(=O)(=O)C1=CC=CC=C1.OS(=O)(=O)C1=CC=CC=C1.OS(=O)(=O)C1=CC=CC=C1 GCVCIVDNHNBFMS-UHFFFAOYSA-K 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
- 239000001282 iso-butane Substances 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- CMOAHYOGLLEOGO-UHFFFAOYSA-N oxozirconium;dihydrochloride Chemical compound Cl.Cl.[Zr]=O CMOAHYOGLLEOGO-UHFFFAOYSA-N 0.000 description 2
- ADGFKRMKSIAMAI-UHFFFAOYSA-L oxygen(2-);zirconium(4+);chloride;hydroxide Chemical compound [OH-].[O-2].[Cl-].[Zr+4] ADGFKRMKSIAMAI-UHFFFAOYSA-L 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- UAHANUROJQIQAS-UHFFFAOYSA-I sodium 2-hydroxyacetate zirconium(4+) Chemical compound [Na+].[Zr+4].OCC([O-])=O.OCC([O-])=O.OCC([O-])=O.OCC([O-])=O.OCC([O-])=O UAHANUROJQIQAS-UHFFFAOYSA-I 0.000 description 2
- 239000000375 suspending agent Substances 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- WHYLHKYYLCEERH-UHFFFAOYSA-J tetrasodium;2-oxidopropanoate;zirconium(4+) Chemical compound [Na+].[Na+].[Na+].[Na+].[Zr+4].CC([O-])C([O-])=O.CC([O-])C([O-])=O.CC([O-])C([O-])=O.CC([O-])C([O-])=O WHYLHKYYLCEERH-UHFFFAOYSA-J 0.000 description 2
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 2
- 229940029284 trichlorofluoromethane Drugs 0.000 description 2
- 239000011592 zinc chloride Substances 0.000 description 2
- 235000005074 zinc chloride Nutrition 0.000 description 2
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 2
- 229960001763 zinc sulfate Drugs 0.000 description 2
- 229910000368 zinc sulfate Inorganic materials 0.000 description 2
- ZNVKGUVDRSSWHV-UHFFFAOYSA-L zinc;4-hydroxybenzenesulfonate Chemical compound [Zn+2].OC1=CC=C(S([O-])(=O)=O)C=C1.OC1=CC=C(S([O-])(=O)=O)C=C1 ZNVKGUVDRSSWHV-UHFFFAOYSA-L 0.000 description 2
- ZXAUZSQITFJWPS-UHFFFAOYSA-J zirconium(4+);disulfate Chemical compound [Zr+4].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O ZXAUZSQITFJWPS-UHFFFAOYSA-J 0.000 description 2
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- 229910018626 Al(OH) Inorganic materials 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- QZXSMBBFBXPQHI-UHFFFAOYSA-N N-(dodecanoyl)ethanolamine Chemical compound CCCCCCCCCCCC(=O)NCCO QZXSMBBFBXPQHI-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000003212 astringent agent Substances 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229940075614 colloidal silicon dioxide Drugs 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical group C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- 230000009972 noncorrosive effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000006069 physical mixture Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003839 salts Chemical group 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/26—Aluminium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
Definitions
- Aerosol anti-perspirant compositions in which the astringent material, e.g. aluminum chlorhydroxide, is dispensed as a solid suspended in an anhydrous hydrophobic liquid vehicle such as mineral oil, isopropyl myristate or isopropyl palmitate have been widely marketed. Although such compositions are effective in reducing perspiration they have a tendency to impart stains to clothing which (stains) remain subsequent to laundering.
- the present invention is concerned with providing anti-perspirant compositions of this type which have substantially reduced tendency to stain clothing.
- R is a hydrogen atom or a 2 to 3 carbon acyl group, i.e. an acetyl or a propionyl group and each R is the same or different than the other R s and is an alkyl radical comprising less than 4 carbon atoms.
- each R is an ethyl radical.
- triethylcitrate and acetyl triethylcitrate are examples of compounds within the above formula, mention may be made of triethylcitrate and acetyl triethylcitrate. Especially good results have been obtained with triethylcitrate which has been found to be particularly non-toxic, non-irritating and non-corrosive, has good stability in the compositions and in certain instances actually enhances the fragrance of the perfumes used therein.
- R is a hydrogen
- the hydroxy group may be alkoxylated by a 1 to 3 carbon alkyl group or the alkyl radicals (R may be further substituted by hydroxy or 1 to 2 carbon alkoxy groups provided that the esters remain miscible with the propellant and the number of carbon atoms is commensurate with that set forth above.
- the astringent may be selected from any of the materials of this nature which are available, e.g. aluminum sulfate, aluminum chloride, aluminum chlorhydroxides such as Al(OH) Cl and Al OH Cl aluminum sulfocarbolate, zinc chloride, zinc sulfocarbolate, zinc sulfate, zirconium oxychloride, sodium zirconium lactate, sodium zirconium glycolate, zirconyl hydroxy chloride, zirconium sulfate, physical mixtures of the above, and mixed compounds and complexes comprising 2 or more of the 3,833,721 Patented Sept. 3, 1974 above cations such as a mixed aluminum zirconium chlorhydroxide complex.
- aluminum sulfate aluminum chloride
- aluminum chlorhydroxides such as Al(OH) Cl and Al OH Cl
- aluminum sulfocarbolate zinc chloride, zinc sulfocarbolate, zinc sulfate, zirconium oxych
- the preferred astringents for use in the composition of this invention are the aluminum chlorhydroxides.
- the amount of astringent employed may be varied but in most compositions it will be present in amounts ranging between about 0.5% to about 10% by weight of the total composition including the propellant. In preferred compositions, it will be present in amounts ranging between about 1 to about 7.5%.
- the astringent should be finely ground in order to prevent the valve from clogging. Usually if the particle size is less than 100 microns and preferably less than 60 microns, clogging will be held to a minimum.
- the ester is present in amounts such that in combination with the propellant it will be the continuous phase of the dispersion or suspension. As can be appreciated, this amount will vary depending upon the amount of astringent employed. In most instances, the ester will comprise from about 0.5 to about 50% by weight of the total composition including the propellant. In preferred compositions, the ester is present in amounts ranging between about 0.5 to about 15%.
- any of the materials which have been employed as propellants in aerosol compositions may be used in the compositions of the present invention; provided of course that they are miscible with the liquid vehicle.
- the propellant will generally be present in amounts which will be sufiicient to dispense all of the composition at a moderate velocity. In most instances the compositions will have vapor pressures ranging between 15 and 85 p.s.i.g. and preferably between 20 and 40-. Generally the propellant will be present in amounts varying between 50 to 98% by weight of the total composition and preferably between to 98%.
- compositions of the present invention will further include a suspending, dispersing or flocculating agent to prevent the astringent from agglomerating or settling.
- a suspending, dispersing or flocculating agent to prevent the astringent from agglomerating or settling.
- a suspending, dispersing or flocculating agent to prevent the astringent from agglomerating or settling.
- such agents mention may be made of clays, such as bentonite, modified clays, e.g. the reaction product of bentonite and a surface active quaternary salt, silicas such as colloidal silicon dioxide, silicates, polymeric suspending agents such as cellulose and derivates thereof and surfactants such as high molecular weight amides, e.g. lauryl monoethanolamide.
- the compositions may further include other ingredients such as perfumes, emollients, talc, starches, anti-bacterials, etc.
- compositions of the present invention in reducing stain was demonstrated by using the esters disclosed herein on a weight basis in place of isopropyl palmitate in a standard formula and measuring the extent of staining it caused as compared with the composition containing isopropyl palmitate.
- the standard formula was as follows:
- the triethyl citrate has substantially lower stain indiccs than the isopropyl palmitate.
- Table II summarizes the results of a test in which acetyl triethylcitrate was run against isopropyl palmitate.
- the triethyl citrate formulation was tested along with an isopropyl palmitate control composition on twenty different synthetic and natural fibers for 1 cycle of the above mentioned stain test. On only one type material (diacetate) was the citrate formulation found to cause more stain than the control.
- An aerosol astringent composition having improved antistain properties, said composition comprising 0.5% to 10% by weight of an astringent material selected from the group consisting of aluminum sulfate, aluminum chloride, aluminum chlorohydroxide, aluminum sulfocarbolate, zinc chloride, zinc sulfocarbolate, zinc sulfate, zirconium oxychloride, sodium zirconium lactate, sodium zirconium glycolate, zirconyl hydroxy chloride, zirconium sulfate and aluminum zirconium chlorohydroxide complex, 50 to 98% by weight of a propellant selected from the group consisting of dichlorodifluoromethane, trichloromonofluoromethane, trichlorotrifiuorethane, tetraflurodichloroethane, butane, propane, isobutane and mixtures and blends thereof and 0.5 to 50% by weight of a vehicle, said astringent material being insoluble
- R is a hydrogen atom or a 2 to 3 carbon acyl group and each R may be the same or different than the other Rfs and is an alkyl radical comprising less than 4 carbon atoms, said percentages are based on weight of the total composition.
- composition as defined in claim 1 wherein said astringent material is aluminum chlorhydroxide.
- composition as defined in claim 1 wherein said 5 OTHER REFERENCES vehicle is acety1triethy1citrate de Navarre International Encyclopedia of Cosmetic 9.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00272044A US3833721A (en) | 1972-07-14 | 1972-07-14 | Astringent compositions |
FR7325890A FR2192799B3 (enrdf_load_stackoverflow) | 1972-07-14 | 1973-07-13 | |
CA176,384A CA1012464A (en) | 1972-07-14 | 1973-07-13 | Astringent compositions |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00272044A US3833721A (en) | 1972-07-14 | 1972-07-14 | Astringent compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
US3833721A true US3833721A (en) | 1974-09-03 |
Family
ID=23038170
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00272044A Expired - Lifetime US3833721A (en) | 1972-07-14 | 1972-07-14 | Astringent compositions |
Country Status (3)
Country | Link |
---|---|
US (1) | US3833721A (enrdf_load_stackoverflow) |
CA (1) | CA1012464A (enrdf_load_stackoverflow) |
FR (1) | FR2192799B3 (enrdf_load_stackoverflow) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4292192A (en) * | 1976-08-20 | 1981-09-29 | Lever Brothers Company | Personal washing detergent bars with an effective amount of a citric acid ester |
JPH0253718A (ja) * | 1988-06-25 | 1990-02-22 | Beecham Group Plc | 組成物 |
US5194250A (en) * | 1988-06-25 | 1993-03-16 | Beecham Group P.L.C. | Compositions |
WO1994029509A1 (en) * | 1993-06-09 | 1994-12-22 | The Procter & Gamble Company | Process for the bleaching of fabrics |
US5713962A (en) * | 1993-06-09 | 1998-02-03 | The Procter & Gamble Company | Process for the bleaching of fabrics |
US20040040947A1 (en) * | 2001-08-31 | 2004-03-04 | Cho Ki Chul | Insulator for electric heater and heat assembly with the same in washing machine |
WO2010112460A3 (de) * | 2009-04-01 | 2011-11-24 | Henkel Ag & Co. Kgaa | Wasserfreie antitranspirant-sprays mit verbesserter wirkstofffreisetzung |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2826758A1 (de) * | 1978-06-19 | 1979-12-20 | Henkel Kgaa | Verwendung einer kombination von estern der citronensaeure und/oder acetylcitronensaeure mit antioxidantien als deodorantien |
DE2826757A1 (de) * | 1978-06-19 | 1979-12-20 | Henkel Kgaa | Verwendung einer kombination von adstringierenden sauren aluminiumsalzen mit estern der citronensaeure, acetylcitronensaeure, ein- und zweibasischer aliphatischer hydroxycarbonsaeuren und antioxidantien als deodorantien |
-
1972
- 1972-07-14 US US00272044A patent/US3833721A/en not_active Expired - Lifetime
-
1973
- 1973-07-13 CA CA176,384A patent/CA1012464A/en not_active Expired
- 1973-07-13 FR FR7325890A patent/FR2192799B3/fr not_active Expired
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4292192A (en) * | 1976-08-20 | 1981-09-29 | Lever Brothers Company | Personal washing detergent bars with an effective amount of a citric acid ester |
JPH0253718A (ja) * | 1988-06-25 | 1990-02-22 | Beecham Group Plc | 組成物 |
US5194250A (en) * | 1988-06-25 | 1993-03-16 | Beecham Group P.L.C. | Compositions |
JP2936267B2 (ja) | 1988-06-25 | 1999-08-23 | ビーチャム・グループ・ピーエルシー | 組成物 |
WO1994029509A1 (en) * | 1993-06-09 | 1994-12-22 | The Procter & Gamble Company | Process for the bleaching of fabrics |
US5713962A (en) * | 1993-06-09 | 1998-02-03 | The Procter & Gamble Company | Process for the bleaching of fabrics |
AU694735B2 (en) * | 1993-06-09 | 1998-07-30 | Procter & Gamble Company, The | Process for the bleaching of fabrics |
US20040040947A1 (en) * | 2001-08-31 | 2004-03-04 | Cho Ki Chul | Insulator for electric heater and heat assembly with the same in washing machine |
WO2010112460A3 (de) * | 2009-04-01 | 2011-11-24 | Henkel Ag & Co. Kgaa | Wasserfreie antitranspirant-sprays mit verbesserter wirkstofffreisetzung |
US8354096B2 (en) | 2009-04-01 | 2013-01-15 | Henkel Ag & Co. Kgaa | Water-free antiperspirant sprays with improved substance |
Also Published As
Publication number | Publication date |
---|---|
FR2192799B3 (enrdf_load_stackoverflow) | 1976-07-02 |
FR2192799A1 (enrdf_load_stackoverflow) | 1974-02-15 |
CA1012464A (en) | 1977-06-21 |
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