US3625903A - Soap bar - Google Patents
Soap bar Download PDFInfo
- Publication number
- US3625903A US3625903A US721610A US3625903DA US3625903A US 3625903 A US3625903 A US 3625903A US 721610 A US721610 A US 721610A US 3625903D A US3625903D A US 3625903DA US 3625903 A US3625903 A US 3625903A
- Authority
- US
- United States
- Prior art keywords
- percent
- soap
- bar
- acid
- bars
- 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
- 239000000344 soap Substances 0.000 title claims description 34
- 230000000844 anti-bacterial effect Effects 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 16
- 235000014113 dietary fatty acids Nutrition 0.000 abstract description 7
- 239000000194 fatty acid Substances 0.000 abstract description 7
- 229930195729 fatty acid Natural products 0.000 abstract description 7
- 150000004665 fatty acids Chemical class 0.000 abstract description 7
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 16
- 229940097407 palm kernel acid Drugs 0.000 description 9
- 239000005711 Benzoic acid Substances 0.000 description 8
- 235000010233 benzoic acid Nutrition 0.000 description 8
- 238000002845 discoloration Methods 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 5
- 235000021588 free fatty acids Nutrition 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- CTFFKFYWSOSIAA-UHFFFAOYSA-N 5-bromo-n-(4-bromophenyl)-2-hydroxybenzamide Chemical compound OC1=CC=C(Br)C=C1C(=O)NC1=CC=C(Br)C=C1 CTFFKFYWSOSIAA-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- -1 halogenated o-hydroxydiphenyl ethers Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical group 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000005480 straight-chain fatty acid group Chemical group 0.000 description 1
- KVSKGMLNBAPGKH-UHFFFAOYSA-N tribromosalicylanilide Chemical compound OC1=C(Br)C=C(Br)C=C1C(=O)NC1=CC=C(Br)C=C1 KVSKGMLNBAPGKH-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
Definitions
- ABSTRACT The discoloration of certain antibacterial comr r r pounds, halogenated o hydroxvdiphenyl ethers of the general formula V V" V (1)11 SOAP BAR T 3 Claims, No Drawings u.s. Cl 252/107, I 1 r 252/106 424/340 lh l li ,@lQEEQShPEiFE; X @1 5 ar H or s alo n and Int. Cl Clld 3/48 p jg a whole number from 1 to 5, in a soap bar is reduced by Field of Search including in the soap bar from 1 to 15% of free CH2 straight- 107; 424/172, 340 chain fatty acid.
- SOAP BAR This invention relates to antibacterial soap bars.
- X and X: are halogen
- X and X are hydrogen or halogen
- p is a whole number from I to 5.
- Preferred halogens are bromine and chlorine, in particular chlorine.
- a mixture of antibacterial compounds can be used, e.g., a mixture of compounds within the general formula or a mixture with other antibacterial compounds.
- the amount of antibacterial compound of the above general formula can be between 0.1 and 5 percent by weight of the bar, preferably between 0.1 and 2 percent.
- the total amount of antibacterial compound or compounds in the bar will normally be between 0.5 and 5 percent, preferably 0.5 to 2 percent, by weight of the bar.
- the invention therefore provides an antibacterial soap bar containing an antibacterial compound of the class herein defined and from I to 15 percent by weight of free fatty acid.
- the bar should preferably contain between 2 and I percent by weight of free fatty acid.
- the free fatty acid should be a C -C substantially straightchain fatty acid and can advantageously be such an acid as stearic acid or myristic acid or mixtures of acids derived from coconut oil, tallow fat or palm kernel oil. Such fatty acid is a usual superfatting agent.
- the antibacterial compound or compounds and the free fatty acid may be incorporated in any convenient manner either independently or together.
- the fatty acid can be released in the bar or soap from which the bar is made, for instance by the use of phosphoric acid as described in Netherlands application No. 6,709,575.
- the invention is particularly applicable to 4,2',4-trichloro- 2-hydroxydiphenylether where, in the general formula, X,, X and X, are chlorine, X is hydrogen, p is 2 and X is ortho.
- EXPERIMENT l Soap mushes containing I percent, by weight of soap base, of 4,2',4'-trichloro-2-hydroxydiphenyl ether were prepared in beakers.
- the soap mush was formed from 10 g. of a soap base and 50 g. of water.
- the soap base was prepared from an 80/15/5 tallow/coconut/sperm oil distillate fat charge.
- EXPERIMENT 5 Five sets of soap bars were prepared. All contained 1 percent of 4,2',4'-trichloro-2-hydroxydiphenylether. The five sets contained, respectively, 0.1 percent benzoic acid, 1 percent benzoic acid, 2.8 percent benzoic acid, 5 percent benzoic acid and 5 percent palm kernel acid, 2.8 percent benzoic acid is, on a molar basis, equivalent to 5 percent palm kernel acid.
- An antibacterial toilet soap bar consisting essentially of, by weight, between 0.1 and 5 percent of an antibacterial compound of the general fo rmula *arirntu
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB09548/67A GB1175408A (en) | 1967-04-27 | 1967-04-27 | Soap Bar |
Publications (1)
Publication Number | Publication Date |
---|---|
US3625903A true US3625903A (en) | 1971-12-07 |
Family
ID=10131224
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US721610A Expired - Lifetime US3625903A (en) | 1967-04-27 | 1968-04-16 | Soap bar |
Country Status (14)
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3970576A (en) * | 1972-12-06 | 1976-07-20 | American Home Products Corporation | Bacteriostatic toilet bowl cleaner compositions |
US4098877A (en) * | 1975-09-15 | 1978-07-04 | American Cyanamid Company | Antimicrobial composition (enhanced activity from combination of phenol and a quaternary compound) |
US4115294A (en) * | 1976-01-10 | 1978-09-19 | Ciba-Geigy Corporation | Bactericidal soap bar |
US4235733A (en) * | 1978-07-13 | 1980-11-25 | Kao Soap Co., Ltd. | Antibacterial soap containing trichlorohydroxy diphenyl ether bactericide and an organic phosphoric ester as a stabilizer therefor |
US4282110A (en) * | 1978-12-22 | 1981-08-04 | Kao Soap Co., Ltd. | Antibacterial soap |
US4832861A (en) * | 1988-05-27 | 1989-05-23 | Lever Brothers Company | Soap compositions of enhanced antimicrobial effectiveness |
US4954281A (en) * | 1988-05-27 | 1990-09-04 | Lever Brothers Company | Soap compositions of enhanced antimicrobial effectiveness |
US5006529A (en) * | 1988-05-27 | 1991-04-09 | Lever Brothers Company | Soap compositions of enhanced antimicrobial effectiveness |
US5139706A (en) * | 1990-05-14 | 1992-08-18 | Texaco Chemical Company | Fatty amides prepared by reacting dicarboxylic acids, polyoxyalkylene amine bottoms products and fatty acids or esters thereof |
WO2004071537A3 (en) * | 2003-02-15 | 2004-10-14 | Eradibac Ltd | Additive for imparting bactericidal and antimicrobial properties to a material |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0029805B1 (de) * | 1979-11-16 | 1982-10-20 | Ciba-Geigy Ag | Seifenstück mit antimikrobieller Wirkung und Verfahren zur Verminderung seiner Verfärbung |
US4490280A (en) * | 1982-09-02 | 1984-12-25 | Colgate-Palmolive Company | Process for manufacturing translucent antibacterial soap |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3043778A (en) * | 1958-02-20 | 1962-07-10 | Lever Brothers Ltd | Soap bar compositions |
US3085066A (en) * | 1958-11-24 | 1963-04-09 | Monsanto Chemicals | Color stabilizers for detergents containing bacteriostats |
US3284362A (en) * | 1964-07-15 | 1966-11-08 | Geigy Chem Corp | Stabilization of soap compositions |
-
0
- DK DK123107D patent/DK123107A/da unknown
- NL NL123541D patent/NL123541C/xx active
-
1967
- 1967-04-27 GB GB09548/67A patent/GB1175408A/en not_active Expired
-
1968
- 1968-04-16 US US721610A patent/US3625903A/en not_active Expired - Lifetime
- 1968-04-22 IE IE463/68A patent/IE32030B1/xx unknown
- 1968-04-23 BR BR198522/68A patent/BR6898522D0/pt unknown
- 1968-04-23 CH CH597868A patent/CH498927A/de not_active IP Right Cessation
- 1968-04-23 SE SE05433/68A patent/SE347994B/xx unknown
- 1968-04-25 FI FI681155A patent/FI48751C/fi active
- 1968-04-25 DK DK189968AA patent/DK123107B/da not_active IP Right Cessation
- 1968-04-25 NL NL6805839.A patent/NL158222B/xx not_active IP Right Cessation
- 1968-04-25 FR FR1580916D patent/FR1580916A/fr not_active Expired
- 1968-04-26 BE BE714337D patent/BE714337A/xx not_active IP Right Cessation
- 1968-04-26 NO NO1627/68A patent/NO123541B/no unknown
- 1968-04-26 DE DE1767321A patent/DE1767321B2/de not_active Ceased
- 1968-04-26 LU LU55981D patent/LU55981A1/xx unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3043778A (en) * | 1958-02-20 | 1962-07-10 | Lever Brothers Ltd | Soap bar compositions |
US3085066A (en) * | 1958-11-24 | 1963-04-09 | Monsanto Chemicals | Color stabilizers for detergents containing bacteriostats |
US3284362A (en) * | 1964-07-15 | 1966-11-08 | Geigy Chem Corp | Stabilization of soap compositions |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3970576A (en) * | 1972-12-06 | 1976-07-20 | American Home Products Corporation | Bacteriostatic toilet bowl cleaner compositions |
US4098877A (en) * | 1975-09-15 | 1978-07-04 | American Cyanamid Company | Antimicrobial composition (enhanced activity from combination of phenol and a quaternary compound) |
US4115294A (en) * | 1976-01-10 | 1978-09-19 | Ciba-Geigy Corporation | Bactericidal soap bar |
US4235733A (en) * | 1978-07-13 | 1980-11-25 | Kao Soap Co., Ltd. | Antibacterial soap containing trichlorohydroxy diphenyl ether bactericide and an organic phosphoric ester as a stabilizer therefor |
US4282110A (en) * | 1978-12-22 | 1981-08-04 | Kao Soap Co., Ltd. | Antibacterial soap |
US4832861A (en) * | 1988-05-27 | 1989-05-23 | Lever Brothers Company | Soap compositions of enhanced antimicrobial effectiveness |
US4954281A (en) * | 1988-05-27 | 1990-09-04 | Lever Brothers Company | Soap compositions of enhanced antimicrobial effectiveness |
US5006529A (en) * | 1988-05-27 | 1991-04-09 | Lever Brothers Company | Soap compositions of enhanced antimicrobial effectiveness |
US5139706A (en) * | 1990-05-14 | 1992-08-18 | Texaco Chemical Company | Fatty amides prepared by reacting dicarboxylic acids, polyoxyalkylene amine bottoms products and fatty acids or esters thereof |
WO2004071537A3 (en) * | 2003-02-15 | 2004-10-14 | Eradibac Ltd | Additive for imparting bactericidal and antimicrobial properties to a material |
Also Published As
Publication number | Publication date |
---|---|
GB1175408A (en) | 1969-12-23 |
BE714337A (enrdf_load_stackoverflow) | 1968-10-28 |
NL6805839A (enrdf_load_stackoverflow) | 1968-10-28 |
BR6898522D0 (pt) | 1973-01-11 |
FI48751B (enrdf_load_stackoverflow) | 1974-09-02 |
FI48751C (fi) | 1974-12-10 |
CH498927A (de) | 1970-11-15 |
DK123107B (da) | 1972-05-15 |
NL123541C (enrdf_load_stackoverflow) | |
NL158222B (nl) | 1978-10-16 |
SE347994B (enrdf_load_stackoverflow) | 1972-08-21 |
DE1767321B2 (de) | 1974-11-07 |
DK123107A (enrdf_load_stackoverflow) | |
DE1767321A1 (de) | 1971-09-09 |
FR1580916A (enrdf_load_stackoverflow) | 1969-09-12 |
NO123541B (enrdf_load_stackoverflow) | 1971-12-06 |
IE32030L (en) | 1968-10-22 |
LU55981A1 (enrdf_load_stackoverflow) | 1969-02-05 |
IE32030B1 (en) | 1973-03-21 |
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