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
• • 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
  • C11D9/00—Compositions of detergents based essentially on soap
  • C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
  • C11D9/06—Inorganic compounds
  • C11D9/18—Water-insoluble compounds

Definitions

• the present invention relates to soap bars with antimicrobial activity and a method for reducing the discoloration of the soap caused by the antimicrobial active ingredient or for improving the aspect of the soap bars mentioned.
• Halogenated phenols are known as antimicrobial agents, which can also be incorporated into soaps, e.g. to give a disinfectant effect.
• Many such phenolic compounds, e.g. Halogenated o-hydroxydiphenyl ethers, which are excellent antimicrobial agents and therefore also achieve excellent effects in soaps see, for example, British patent specification 1,024,022), have the disadvantage that they yellow the soap bars when they are exposed to the light. In this way there is an undesirable unsightly aspect of the soap bars.
• British Patent 1,175,408 proposes incorporating free straight chain fatty acids into soaps containing halogenated o-hydroxydiphenyl ethers. A certain improvement in the quality of the soap bars can be achieved without completely solving the problem. Many of the fatty acids mentioned are in So-called "over-greased soaps" are often an integral part of the finished soap bars.
• N-acylsarcosine derivatives reduces the photosensitivity of soaps containing halogenated o-hydroxydiphenyl ether and thus limits the deterioration of the aspect upon exposure.
• the aim of the present invention is to solve the problem mentioned at the outset. It was surprisingly found that the addition of practically water-insoluble, non-colored silicates to the soap composition is particularly effective in reducing the discoloration of the soap under the action of light, to a much greater extent than the known methods described above can achieve.
• the soap bar according to the invention with an antimicrobial effect which is a halogenated o-hydroxydiphenyl ether of the formula where X is halogen, methyl, methoxy or hydroxy, Y is hydrogen, methyl or trifluoromethyl, Hal is a halogen atom and m is the number 0, 1 or 2, as an antimicrobial active ingredient, is characterized in that it additionally contains a practically water-insoluble, non-colored silica 'contains.
• Preferred antimicrobial active ingredients in soap bars according to the invention correspond to the formula wherein Hal and Hall each independently represent a halogen atom and Y 1 is hydrogen or halogen.
• Halogens in formulas (1) and (2) are fluorine, chlorine, bromine and iodine, in particular chlorine and bromine, preferably chlorine.
• antibacterial compounds of the formula (1) or (2) which may be mentioned are: 3 ', 4,4'-trichloro-2-hydroxydiphenyl ether, 4,4'-dichloro-2-hydroxydiphenyl ether, 4-chloro-4'-bromo -2-hydroxydiphenyl ether, 4-chloro-4'-iodo-2-hydroxydiphenyl ether, 4-chloro-4'-fluoro-2-hydroxydiphenyl ether, 4-bromo-4'-chloro-2-hydroxydiphenyl ether, 4-bromo-2 ' , 4'-dichloro-2-hydroxydiphenyl ether, 4,4'-dibromo-2-hydroxydiphenyl ether, 4,2'-4'-trichloro-2-hydroxydiphenyl ether and 4,4 ', 5'-trichloro-2-hydroxy-di - phenyl ether.
• the antimicrobial compounds of the formula (1) can also be used together with other antimicrobial compounds, such as halogenated hydroxydiphenylmethanes, halogenated salicylanilides, halogenated diphenylureas, such as trichlorocarbanilide, tribramsalicylanilide, dibromosalicylanilide and the zinc salt of 1-hydroxy-2-ene-pyridene in the pyrid be included.
• other antimicrobial compounds such as halogenated hydroxydiphenylmethanes, halogenated salicylanilides, halogenated diphenylureas, such as trichlorocarbanilide, tribramsalicylanilide, dibromosalicylanilide and the zinc salt of 1-hydroxy-2-ene-pyridene in the pyrid be included.
• Particularly preferred soap bars according to the invention contain 4,2 ', 4'-trichloro-2-hydroxydiphenyl ether as the antimicrobial compound.
• the soap bars according to the invention generally contain the antimicrobial active substance (or mixtures of several antimicrobially active substances) in a concentration of 0.05 to 3, preferably 0.2 to 2% by weight, based on the total weight of the soap bar.
• Suitable cations for the above-mentioned silicate structures are all those which do not color the silicates formed with them and do not make them water-soluble.
• divalent ions come into consideration, in particular alkaline earth metal ions such as Ca, Mg, Ba. Magnesium silicates are particularly preferred.
• mixed silicates with several cations can also be used, e.g. with Na, K, Al etc., as well as mixed salts with other anions (e.g. OH-, C1 , F etc.). Silicon atoms in polymeric silicate anions can also be partially replaced by aluminum or other atoms which can usually replace silicon in such compounds.
• Silicates in question can also be characterized by a certain ratio between the corresponding metal oxide and SiO 2 , for example according to the hypothetical formula where Kat is a cation as defined above, n, x and y are specific numbers, for example n and x numbers between 0.5 and 1.5 and y numbers between 0.6 and 6.
• These silicates can also contain further metal atoms, for example in the form of oxides Me0 or Me 2 0 3 , where Me means, for example, boron, beryllium, aluminum and similar metal atoms.
• magnesium silicates for example those of the formula, are preferably used as silicates in the soap bars according to the invention wherein y 'is any number between 1 and 3.5, preferably between 1 and 1.5.
• y ' is any number between 1 and 3.5, preferably between 1 and 1.5.
• the ratio MgO: SiO 2 is 1: 3.5 to 1: 1, in particular 1: 1.5 to 1: 1.
• the magnesium silicate has the formula MgSi0 3 .
• an inventive cleansing bar contains from 0.1 to 1 0, more preferably 0.5 to 5 wt .-% of silicate, based on the total weight of the soap bar.
• soap bar according to the invention does not consist anyway of a so-called “over-greased soap", that is to say from a soap which still contains free, in particular straight-chain, preferably largely saturated fatty acids having 8-22 carbon atoms, such acids can also be added to the soap base be incorporated.
• the soap bars according to the invention can then additionally preferably contain about 0.1 to 15, in particular 1 to 10% by weight of free fatty acids, based on the total weight of the soap bar.
• the additional presence of the free fatty acids can further improve the improvement of the aspect of the soap bar achieved by the silicate (by reducing the discoloration in the light). An effect is then achieved which is better than that which is caused by the silicate alone, and which is of course significantly better than that which would have resulted from the free fatty acids alone (see example part).
• fatty acids with 8-22 carbon atoms which may be present in soap bars according to the invention (also mixtures thereof), include: caprin, lauric, myristic, palmitic, stearic, arachine, sebacic, dodecanedi -, Thapsis, Hexadecandi- and Octadecandicarbonklare and mixtures of acids obtained from coconut oil, tallow fat or palm kernel oil.
• caprin lauric
• myristic, palmitic, stearic, arachine sebacic
• dodecanedi -, Thapsis Hexadecandi- and Octadecandicarbonklare
• Stearic acid, palmitic acid, myristic acid, lauric acid and the acid mixtures obtained from coconut oil, tallow fat and palm kernel oils are preferred.
• N-acylsarcosine derivatives can bring about a further improvement in the aspect or a reduction in discoloration.
• compounds of the formula wherein R is alkyl or alkenyl having 8 to 17 carbon atoms are N-lauryl sarcosine and N-oleoyl sarcosine.
• the sarcosine derivatives mentioned are preferably present in the soap bars according to the invention in an amount of 1 to 15% by weight, preferably 1 to 5% by weight, based on the total weight of the soap bar. They can be contained in the soap bars either alone (together with a silicate, of course) or together with the fatty acids mentioned above.
• the soap bars according to the invention are produced as usual.
• the basic soap becomes an antibacterial active ingredient of formula (1) (or mixtures of active ingredients) with the silicate and optionally with a fatty acid or a mixture of fatty acids with 8-22 C atoms each (provided the basic soap does not already contain free fatty acids) or / and additionally incorporated with the aforementioned N-acyl sarcosines.
• soap base other constituents customary in soaps can be incorporated into the soap base, such as matting agents, for example TiO 2 , and complexing agents and water softeners, for example complexones such as NTA, EDTA, DTPA, perfumes and others
• the basic soap used can be, for example, soaps which are obtained by saponification of certain mixtures of different fats (triglycerides).
• fats triglycerides
• examples of such fats are: tallow fat, sperm oil, coconut oil, palm kernel oil, ricinus oil, lard, olive oil etc.
• the soaps can also be made from the corresponding acids can be prepared by neutralization, for example from a mixture of tallow fatty acid, coconut palm kernel oil fatty acid and olein.
• the present invention also relates to a process for improving the aspect of soaps which contain one or more halogenated o-hydroxydiphenyl ethers of the formula (1) as antimicrobial active ingredient, or a process for reducing the discoloration of soaps in light, especially in sunlight, which discoloration is caused by the halogenated o-hydroxydiphenyl ether of the formula (1) added to the soap as antimicrobial active substances.
• This method according to the invention is characterized in that a practically water-insoluble, non-colored silicate is added to the soap base and mixed intimately therein. The more detailed specification of the silicates added in the process according to the invention can be found in the above description of the soap bars which can be produced therewith.
• silicate based on the total weight of the finished soap, is preferably added to the soap base.
• alkaline earth metal preferably calcium or magnesium silicates, i nsbe - sondere magnesium silicates.
• free, in particular straight-chain, preferably largely saturated fatty acids having 8-22 carbon atoms or mixtures of such fatty acids can also be added to the soap composition, preferably in an amount of 0 , 1 to 15, in particular 1 to 10 parts by weight, based on the total weight of the finished soap.
• fatty acids examples include capric, lauric, myristic, palmitic, stearic, arachine, sebacic, dodecanedio, thapsis, hexadecanedio and octadecanedicarboxylic acids and mixtures of acids obtained from coconut oil, tallow fat or palm kernel oil.
• Stearic acid, palmitic acid, myristic acid, lauric acid, and the acid mixtures obtained from coconut oil, tallow fat and palm kernel oils are preferred.
• N-acylsarcosine derivatives in particular those of the formula, can also be used to further improve the aspect of the soap bars according to the invention of the basic soap composition where R is alkyl or alkenyl having 8 to 17 carbon atoms, add.
• These sarcosine derivatives can be incorporated into the basic soap composition in an amount of 1 to 15% by weight, preferably 1 to 5% by weight, based on the total weight of the bar of soap.
• a variant of the method according to the invention is that the base soap is not directly incorporated with a practically water-insoluble silicate, but rather a mixture of a water-soluble silicate, such as e.g. an alkali metal silicate, such as water glass, and a metal salt that reacts with the water-soluble silicate to form a practically water-insoluble silicate.
• the metal salt can of course only be one which, together with the water-soluble silicate, forms a practically insoluble, non-coloring silicate in water. Uncolored salts of divalent or trivalent cations, especially alkaline earth metal salts, e.g. Salts of calcium and especially magnesium.
• the nature of the anion of these salts is of little importance. For example, it can be a hydroxyl, halide, sulfate, nitrate or acetate ion or another anion of an inorganic or organic acid, which forms a preferably readily water-soluble salt with the metal.
• Example 1 The additives shown in Table 1 below are added to a base soap composition obtained by saponification of a composition consisting of 75% tallow fat, 20% coconut fat and 5% lard. In this way, soap patterns A, B and C are formed, the composition of which can also be found in Table 1.
• the 3 soap samples are now exposed to daylight to check the light stability or to determine the degree of discoloration, namely up to 112, 505, 1471 and 1750 Langley.
• the degree of whiteness (brightness value) of the samples was then measured using an ® Elrepho photometer from ZEISS (standard illuminant D65, 2 degrees normal observer, filter FL 40), expressed in%, based on the absolute white in accordance with the CIE recommendation of January 1, 1969 .
• the whiteness values (brightness values) obtained are given in Table 2 below (in%) (WG).
• the table also shows the differences (reduction) in the whiteness values (brightness values) compared to the respective unexposed pattern ( ⁇ Y).
• Table 2 clearly shows that the whiteness (brightness) reduction ( ⁇ Y) caused by the addition of 4,2 ', 4'-trichloro-2-hydroxydiphenyl ether is significantly reduced or the whiteness is significantly increased by the addition of 1% MgSi0 3 becomes.
• Example 2 The additives shown in Table 3 below are added to a base soap composition obtained by saponification of a composition consisting of 75% tallow fat, 20% coconut fat and 5% lard. In this way, the soap patterns B 1 to B 10 are formed, the composition of which can also be found in Table 3.
• the soap samples are now exposed to daylight to check the light stability or to determine the degree of discoloration, namely up to 150, 500 and 1000 Langley.
• the degree of whiteness (brightness value) of the samples is then measured using an ® Elrepho photometer from ZEISS (standard illuminant D65, 2 degrees standard observer, filter FL 40), expressed in%, based on the absolute white according to the CIE recommendation of January 1, 1969 .
• the whiteness values (brightness values) obtained are given in Table 4 below (in%) (WG).
• the table also shows the differences (reduction) in the whiteness values (brightness values) compared to the respective unexposed pattern ( ⁇ Y).
• Table 4 clearly shows that the whiteness (brightness) reduction ( ⁇ Y) caused by the addition of 4,2 ', 4'-Tr, ichlor-2-hydroxydiphenyl ether by the addition of 1% or 2% MgSiO 3 (sample B 3, B 4) significantly reduced or the degree of whiteness is significantly increased.
• a further increase in whiteness (reduction in the loss of brightness) is achieved by the additional use of stearic acid (samples B 5, B 6) and / or lauroylsarcosine (samples B 7 - B 10).
• each MgSiO 3 is replaced by appropriate amounts of a magnesium silicate with an Mg0: Si0 2 ratio of 1: 1.5 or one with an MgO: SiO 2 ratio of 1: 3.3 , you get similarly favorable ⁇ Y values for the corresponding soap samples, as they are given in Table 4.

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• 1980
  • 1980-11-10 US US06/205,823 patent/US4326978A/en not_active Expired - Lifetime
  • 1980-11-10 DE DE8080810343T patent/DE3060975D1/de not_active Expired
  • 1980-11-10 EP EP80810343A patent/EP0029805B1/fr not_active Expired
  • 1980-11-14 BR BR8007455A patent/BR8007455A/pt unknown
  • 1980-11-14 AU AU64413/80A patent/AU6441380A/en not_active Abandoned
  • 1980-11-14 ZA ZA00807081A patent/ZA807081B/xx unknown
  • 1980-11-15 ES ES496894A patent/ES8308355A1/es not_active Expired
  • 1980-11-15 JP JP16012580A patent/JPS5684799A/ja active Pending

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