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
  • C11D3/39—Organic or inorganic per-compounds
  • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
  • C11D3/3905—Bleach activators or bleach catalysts
  • C11D3/3907—Organic compounds
  • C11D3/3917—Nitrogen-containing compounds
  • C11D3/3927—Quarternary ammonium compounds

Definitions

• the present invention relates to a method for washing using certain sulfonated compounds as bleach activators and to a product including these compounds and a hydrogen peroxide source.
• Bleaching agents are used in washing in order to enhance the whiteness of the laundry. Perborates are among the most common bleaching agents and in the wash liquor these are decomposed to hydrogen peroxide which gives the actual bleaching effect. The bleaching effect of hydrogen peroxide starts at about 60°C and the full effect is reached at about 90°C. Washing at this temperature involves both a high energy consumption and an unnecessary wear of the laundry. As a consequence of this, so-called bleach activators have been developed in later years. Bleach activators are compounds which react further with the hydrogen peroxide during the wash-process and form peroxi­carbonic acids which give the bleaching at lower tempera­tures. One example of such a bleach activator is the commercial product TAED, tetraacetylethylene diamine, which gives good bleaching effect at about 60°C.
• certain sulfonated compounds which are characteristic in that they contain a sulfonic group, -S(O)2-O-, nitrogen and a long-chain hydrocarbon group can be used as bleach activators and enhance the bleaching effect at washing.
• These compounds are advantageous in that they in the reaction with hydrogen peroxide give decomposition products which are amphoteric compounds which have surface activity.
• the bleaching effect of the sulfonated compounds begins to appear at about 40°C and is very good at temperatures of about 60°C.
• the present invention thus relates to a method for increasing the bleaching effect at washing according to which method the washing is carried out in a wash liquor containing a hydrogen peroxide source and a compound which can be characterized by the general formula R-(A) n -[ -(CHR1) x ] y - -Q (I) or wherein R is a hydrocarbon group having from 7 to 22 carbon atoms, A is the group (C(O) or the group (OCH2CH2) and n is 0 or 1, R1 is hydrogen or a lower alkyl group, whereby at least one group R1 is a lower alkyl group for compounds of formula II, x is 2 or 3, y is an integer of 0 to 4, and Q is the group -R2-S(O)2-O-M where R2 is an alkylene group having 1 to 6 carbon atoms, which can contain a hydroxy group, and M is hydrogen, an ion from the groups alkali metals, alkaline earth metals, ammonium or
• hydrogen peroxide source any known such compound can be used, for example perborates or percarbonates. It is preferred that the hydrogen peroxide releasing compound is sodium perborate, in the form of its monohydrate or tetra­hydrate.
• the latter compounds will react with HO2 ⁇ ion from the hydrogen peroxide source and persulfonic acid derivatives with bleaching performance are formed in situ in the wash liquor.
• the corresponding amphoteric compounds are obtained and these compounds are surface active and thus contribute actively to an improved detergency performance.
• R is a hydrocarbon group having 7 to 22 carbon atoms, and suitably from 12 to 20 carbon atoms.
• the hydrocarbon group R can be straight or branched, saturated or unsaturated and can also be a cycloalkyl-alkyl group, an arylalkyl or arylalkenyl group where the alkyl or alkenyl group contains at least 6 carbon atoms. It is preferred that R is an alkyl or alkenyl group.
• Compounds wherein A is a carbonyl group and com­pounds wherein n is 0 are preferred to those wherein A is the group (OCH2CH2).
• R1 is hydrogen or a lower alkyl group, suitably having from 1 to 6 carbon atoms and preferably hydrogen or a methyl group, x is 2 or 3 and y is suitably 1, 2 or 3.
• the group R2 is suitably an ethylene, propylene, 2-hydroxypropylene or a butylene group.
• M is hydrogen, an ion as defined above and hereby substituted ammonium should be understood as for example mono-, di- or trihydroxyalkyl­ammonium, such as mono-, di or trihydroxyethylammonium, or the group -C(O)R3.
• M is preferably hydrogen, sodium or magnesium or the group -C(O)R3 wherein R3 can have from 1 to 18 carbon atoms, suitably from 1 to 10.
• R3 preferably has from 1 to 5 carbon atoms and is most preferably a methyl group.
• the most preferred compounds are those of formula I wherein n is 0, R1 is hydrogen, x is 3, y is 1 or 2, preferably 1, and all groups B are groups Q.
• R2 in the groups Q are then preferably butylene groups and M is preferably a sodium ion or the group -C(O)R3 wherein R3 is a lower alkyl group, preferably a methyl group.
• the hydro­carbon group R in these compounds is most preferably a C12 to C18 alkyl or alkenyl group, or mixtures of these.
• the compounds according to the formula II are, when being acids or salts, per se known and for surface activity used sulfobetaines.
• Derivatives of sulfobetaines wherein M is the group -C(O)R3 are new compounds and can be prepared by reaction of sulfobetain with the acid anhydride which gives the group -C(O)R3, eg acetic acid anhydride.
• Most of the compounds of formula I are also new compounds and these are suitably prepared starting from a mono-, di- or poly­amine with the general formula R-(A) n -[NH-(CHR1) x ] y -NH2, wherein R, A, R1, n, x and y have the previously given meanings.
• the reaction is here suitably carried out in water and at a temperature of from about 60 to about 90°C during times up to about 24 hours. It is suitable to use a molar excess of the sultone with regard to the amine, up to about 10 per cent.
• the compounds can subsequently be converted to salts or to compounds containing the group -C(O)R3 by reaction with the desired acid anhydride.
• washing with the present bleaching enhancing and wash effect enhancing combination is carried out in a conven­tional manner with selection of temperature with regard to the textile material which is laundered and a good bleach­ing effect is obtained already at temperatures of about 40°C.
• the pH of the wash liquor should suitably be above 8.
• the weight ratio of the compounds which according to the present invention are used as bleach activators to the hydrogen peroxide source should suitably be within the range of from 1:2 to 4:1, preferably within the range of from 1:1 to 3:1 and most preferably within the range of from 2:1 to 3:1.
• washing is herein used primarily for washing of textiles, ie laundering, but other indust­rial or household applications where the bleaching effect at washing according to the invention can be useful are of course also conceivable.
• the present invention also relates to a bleaching product which comprises at least one hydrogen peroxide source and at least one bleach activator characterized by the given formulae I and II and having the for these formulae given definitions.
• the bleaching system of the invention contains as a hydrogen peroxide source any known such agent.
• the hydrogen peroxide source is suitably a perborate or a percarbonate and preferably sodium perborate in the form of its monohydrate or tetrahydrate.
• the weight ratio of bleach activator to hydrogen peroxide source in the combination should suitably be within the range of from 1:2 to 4:1, preferably within the range of from 1:1 to 3:1 and most preferably within the range of from 2:1 to 3:1.
• the bleaching composition of the invention can be used in per se known detergent compositions in powder form.
• surface active compounds such as nonionic, anionic, amphoteric and cat­ionic tensides, builders such as polyphosphates, zeolites and NTA, optical brighteners, foam regulators, perfumes and colouring agents etc.
• Other bleach activators and/or bleaching agents can of course also be included.
• the bleaching system of the invention is suitably present in an amount of from 10 to 40 per cent by weight, based on dry detergent composition, and preferably in an amount of from 20 to 35 per cent by weight.
• the products are also surface active agents and this is shown by their surface tension.
• the surface tension for the products was measured according to Du Noüi's ring at 25°C in 0.1% solution.
• the surface tension of compound 1 was measured to 40 mNm ⁇ 1 and that of compound 2 to 48mNm ⁇ 1 These values can be compared with that of water which is 72 mNm ⁇ 1 and that of the well known surface active agent laurylalkylsulfonate which is 37 mNm ⁇ 1.
• the bleaching effect of the compounds 1 and 2 in combination with a hydrogen peroxide source was in­vestigated according to the following: A solution was prepared containing 0.5 g of tannin, 5 g of sodium hydro­gencarbonate and 1.68 g of sodium metaborate (NABO2.4H2O) per liter. The pH of the solution was adjusted to about 10.5 with sodium hydroxide. For each test 100 ml of this solution was used and to this 50 mg of sodium perborat­monohydrate were added and 63 mg of compound 1, for solu­tion 1, and, respectively, 113 mg of compound 2 for solu­tion 2. The bleaching preformance was evaluated by follow­ing the decolouring of the solution by means of UV-spectro­photometry.

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• Chemical & Material Sciences (AREA)
• Inorganic Chemistry (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)
• Detergent Compositions (AREA)

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Citations (3)

• 1988
  • 1988-07-05 SE SE8802507A patent/SE461594B/sv not_active IP Right Cessation
• 1989
  • 1989-06-19 EP EP89850206A patent/EP0350470A3/fr not_active Withdrawn
  • 1989-07-03 FI FI893229A patent/FI893229A/fi not_active Application Discontinuation
  • 1989-07-04 JP JP1171319A patent/JPH0253962A/ja active Pending
  • 1989-07-04 NO NO89892766A patent/NO892766L/no unknown
  • 1989-07-05 DK DK334289A patent/DK334289A/da not_active Application Discontinuation

Patent Citations (3)

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