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
  • C11D3/3915—Sulfur-containing compounds

Definitions

• the compounds are therefore suited for incorporation in washing products.
• This invention relates to detergent and bleaching-aid compounds, and to detergent bleaching compositions, in particular to compositions suitable for washing textile materials and removing stains therefrom at relatively low temperatures.
• detergent compositions contain an inorganic persalt, such as sodium perborate or percarbonate to provide bleaching properties.
• persalts provide a satisfactory bleach when the composition is used at or near the boil, but at lower temperatures, e.g., 50-60 C., their action is rather slow, even too slow to be really efiective within the normal bleaching time. This is particularly disadvantageous when using washing machines which operate at this temperature range.
• the invention further provides a detergent bleaching composition containing a perhydrate or an inorganic persalt and the above-defined organic compound.
• persalt is meant a compound, more precisely termed peroxyhydrate, containing hydrogen peroxide of crystallization which is liberated when the substance is dissolved in water.
• Suitable compountk are alkali metal perborates, percarbonates, perpyrophosphates and persilicates, and also urea peroxide.
• the compounds according to the invention not only enhance the bleaching action of persalts at low temperatures, but also possess detergent and emulsifying properties comparable to alkylbenzene sulphonate and hence they are detergent actives having simultaneously peracid precursor activity.
• the compound according to our invention forms percarboxylic acid and the respective phenol sulphonate at relatively low temperature, of which products the former as distinct from sodium perborate or H O, has eflicient bleaching activity at low temperature and the latter has detergent properties, e.g.,
• washing etliciency increases with increasing chain length of the alkyl or acyl group X.
• Suitable compounds giving satisfactory performance are those in'which the alkyl or acyl group X contains 6-17 carbon atoms. Compounds in which X C H or C H CO are almost or completely insoluble in water; compounds in which X C H or C H CO have poor washingefiiciency.
• the preferred compounds are those in which 'X is a branched or straight chain alkyl or acyl radical containing 8-14 carbon atoms.
• percarboxylic acids in general are efiicient bleaching agents at lower temperatures
• R is H or an alkyl radical having 1-7 carbon atoms.
• the preferred compounds are those in which R is methyl, i.e., acetoxy alkylbenzene sulphonates or acetoxy acylbenzene sulphonates, since they are easy to prepare.
• alkylphenol may be a commercially avilable alkylphenol, e.g., nonylphenol, octylphenol, etc. or may be prepared from phenol through acylation and Fries rearrangement to acylphenol followed by reduction. Acetoxy-acylbenzene sulphonates may be obtained by leaving out the reduction step.
• an inorganic persalt such as sodium perborate
• the invention may also be applied to bleaching baths such as are used for treating textiles, to wash liquors, such as are usedin commercial or domestic laundering.
• Solid detergent hje'ac I compositions may contain, in addition to a persaltand "the compound according to the invention, inert sii ts g d alkaline agents.
• An additional amount of organic detergent which may be soap and/or an organic anionic and/or nonionic type soapless detergent, may also be incorporated, but is not necessary.
• compositions which contain mere esters as the bleach enhancer are both valuable substances, as distinct from those obtained from the perhydrolysis of known esters of which the alcoholic part is more or less an inactive byproduct.
• Detergent bleaching compositions according to the invention should preferably contain one or more alkaline substances in such amounts that similar compositions not containing esters would give a pH value within the range 9-11 when dissolved at the desired bleaching concentration.
• Suitable alkaline materials are, for instance, alkali metal carbonates, phosphates (including orthophosphates and water-soluble condensed phosphates, such as triphosphates and pyrophosphates) and silicates.
• compositions according to the invention may also contain any of the conventional adjuncts present in detergent compositions.
• supplementary builders inert salts and organic materials such as alkali metal sulphates, chlorides, carboxymethylcellulose, fluorescent agents and germicidal compounds.
• the compositions must not contain water in a state and in an amount sufficient to permit appreciable chemical reaction between the components prior to use.
• the proportion of the persalt to the new organic compound which may be present in compositions according to the invention will depend on the time and temperature of washing and bleaching, the degree of bleaching required and the concentration of the wash and bleaching solution.
• the determination is based on iodometric titration of the amount of peracetic acid which is formed in an aqueous solution at 20' C. from the precursor and hydrogen peroxide (as sodium perborate).
• the titration is carried out at C. after Larious periods of time. At this low temperature only the peracid present is titrated, and not the hydrogen peroxide of which an excess is present.
• the perhydrolysis is carried out in alkaline medium the peracid formed decomposes during its formation. Therefore, a
• the maximum peracetic acid yield was 39%, which was reached after 10 minutes.
• the compound was found to have a good solubility at 20 C.
• EXAMPLE 7 The activity of sodium Z-acetoxy-S-lauroylbenzene sulphonate was also determined and the maximum peracetic acid yield found was 65% after 10 minutes.
• the compound was found to have a good solubility at 20 C.
• Test swatches stained with immedial black were washed three times with a solution containing 5.75 g./l. of the above composition during 10 minutes at a temperature of 60 C. with a heating-up time of 20 minutes. As compared with the results obtained with the above composition without sodium Z-acetoxy-S-nonylbenzene sulphonate there was an increase of 5 in whiteness degree.
• the sodium 2-acetoxy-5-nonylbenzene sulphonate was prepared as follows:
• a detergent bleaching composition which contains 1) an inorganic persalt selected from the group consisting of alkali metal perborates, alkali metal percarbonates, alkali metal perpyrophosphates and alkali metal persilicates, and (2) a conjoint organic detergent and bleach precursor compound of the general formula in which X is a branched or straight chain alkyl or alkanoyl radical containing 6-17 carbon atoms, R is a hydrogen or alkyl radical having 1-7 carbon atoms, and M is an alkali metal or ammonium radical; said inorganic persalt being present in at least an equimolar ratio to the said conjoint organic detergent and bleach precursor compound, and said composition being substantially free of water.
• an inorganic persalt selected from the group consisting of alkali metal perborates, alkali metal percarbonates, alkali metal perpyrophosphates and alkali metal persilicates, and (2) a conjoint organic detergent and bleach precursor compound of the general formula in which X is a branche
• the detergent bleaching composition defined by claim 1 which further contains (3) an alkaline material selected from the group consisting of alkali metal car bonates, alkali metal orthophosphates, alkali metal triphosphates, alkali metal pyrophosphates and alkali metal silicates.
• the detergent bleaching composition defined by claim 1 wherein in the general formula of the conjoint organic detergent and bleach precursor compound the R radical is methyl and the X radical in the benzene nucleus is in the para position to the OCOR group.
• the detergent bleaching composition defined by claim 2 which further contains (4) an organic detergent selected from the group consisting of organic nonionie nonsoap detergents, organic anionic nonsoap detergents and soap.
• the detergent bleaching composition defined by claim 8 wherein the conjoint organic detergent and bleach precursor compound is an alkali metal or ammonium salt of 2-acetoxy-5-nonylbenzene sulphonic acid.
• the detergent bleaching composition defined by claim 9 wherein the conjoint organic detergent and bleach precursor compound is sodium 2-acetoxy-5-nonylbenzene sulphonate.

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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)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

ID=9769354

Family Applications (1)

Country Status (11)

Cited By (13)

Families Citing this family (13)

• 1966
  • 1966-01-28 GB GB4027/66A patent/GB1147871A/en not_active Expired
• 1967
  • 1967-01-26 NL NL6701219A patent/NL6701219A/xx unknown
  • 1967-01-27 ES ES336168A patent/ES336168A1/es not_active Expired
  • 1967-01-27 CH CH122867A patent/CH500278A/de not_active IP Right Cessation
  • 1967-01-27 GR GR670133179A patent/GR33179B/el unknown
  • 1967-01-27 DE DE19671618012 patent/DE1618012A1/de active Pending
  • 1967-01-27 BE BE693310D patent/BE693310A/xx unknown
  • 1967-01-27 AT AT78767A patent/AT277142B/de not_active IP Right Cessation
  • 1967-01-27 LU LU52895D patent/LU52895A1/xx unknown
  • 1967-01-27 SE SE1232/67A patent/SE323762B/xx unknown
• 1971
  • 1971-01-12 US US105954A patent/US3686127A/en not_active Expired - Lifetime

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