US2768956A - Detergent compositions - Google Patents

Detergent compositions Download PDF

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Publication number
US2768956A
US2768956A US286632A US28663252A US2768956A US 2768956 A US2768956 A US 2768956A US 286632 A US286632 A US 286632A US 28663252 A US28663252 A US 28663252A US 2768956 A US2768956 A US 2768956A
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United States
Prior art keywords
detergent
weight
lather
composition
compounds
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Expired - Lifetime
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US286632A
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English (en)
Inventor
Scott Alan Dalton
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lever Brothers Co
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Lever Brothers Co
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Publication date
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Publication of US2768956A publication Critical patent/US2768956A/en
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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2072Aldehydes-ketones

Definitions

  • This invention relates to organic ionic soapless detergent compositions and has particular reference .to improving their lathering properties.
  • the present invention provides, therefore, a detergent composition containing an organic ionic soapless detergent and a compound which will improve the persistence, during washing, of the lather given by aqueous solutions of the composition at the concentrations of detergent normally employed, said compound being selected from the group consisting of acylphenols of the general formula and monoether derivatives thereof with polyhydric alcohols, the group RCO- being an acyl group derived from a fatty acid and containing in all between 6 and 10 carbon atoms, and Ar being an aromatic nucleus.
  • the acyl group may be in the ortho, metaor paraposition to the hydroxyl or ether group. It has been found, however, that the para-isomers are generally the most efficient.
  • ether derivatives can be considered structurally as being derived from polyhydric alcohols, the invention is not limited to the use of compounds actually prepared from the alcohols. Compounds of this type may be made, for example, by direct reaction between the acylphenol and one or more mols of ethylene oxide.
  • the ether derivatives can be represented by the general formula RCO--ArOROH
  • the --ROH group should preferably contain no more than carbon atoms nor more than 5' in any one uninterrupted chain of carbon atoms, and not more than 2,768,956 Patented Oct.
  • the method of preparation of the compounds is not a feature of the invention. They may be prepared by any known method. As an example, applicable to the phenols, there may be given the reaction of the requisite carboxylic acid chloride with the required phenol by the Friedel-Crafts reaction.
  • the ethers of the acylphenols may be prepared, for instance, by treating the appropriate acylphenol with the requisite chlorhydrin under alkaline conditions. It is often convenient to use according to the invention a mixture of compounds, for instance such as will result from the treatment of mixed acylphenols. Such mixtures may contain acyl groups of varying sizes or may be isomeric mixtures. Alternatively,
  • one particular compound may besynthesized and used 6 oxygen atoms.
  • the compounds may be incorporated in the detergent composition at any suitable stage of the production of the composition. It is obvious that any processing after such incorporation should not involve conditions in which an appreciable proportion of the compounds would volatilise or decompose. Thus, if a detergent powder is to be produced by the well-known process of spray-drying a slurry, any compoundliable to volatilise or decompose under the spray-drying conditions should be added to the resultant powder and not to the slurry.
  • the improvement in the persistence of the lather during washing at the usual concentrations achieved according to the invention is generally more marked in soft water than in hard. This is to be expected, since most soapless detergents and compositions containing them give a more persistent lather in hard water than in soft. Some ionic detergents and compositions containing them now on the market give a lather in hard water which has a persistence during washing of such an order that no demonstrable improvement may result from the addition of compounds according to the invention when the composition containing these detergents is used in hard water. Noticeable improvement in soft water may, however, often be obtained even with such compositions, provided a suitable amount of the compounds is incorporated.
  • the invention makes it possible not only to improve the persistence of the lather during washing of a given composition, but also to provide a detergent composition which gives a lather of similar persistence to that given by a detergent composition containing a greater proportion of detergent.
  • the improvement achieved according to the invention is particularly marked with detergent compositions containing certain sulphonated alkylaryl hydrocarbon detergents, such as the sodium salt of a sulphonated dodecyltoluene in which the alkyl group is derived from tetrapropylene polymer, but noticeable improvements may also be obtained with compositions containing other sulphonated alky'laryl hydrocarbons, such as, for instance, the sodium salt of a sulphonated dodecylbenzene in which the alkyl groups are derived from either tetrapropylene polymer or kerosene, or other anionic soapless detergents, such as alkyl sulphates.
  • sulphonated alkylaryl hydrocarbon detergents such as the sodium salt of a sulphonated dodecyltoluene in which the alkyl group is derived from tetrapropylene polymer
  • Organic ionic soapless detergents are usually employed in the form of their salts. They may be used alone or, in many cases, admixed with one another. Commonly, they are used in admixture with inorganic or organic diluents or builders, such as sulphates, silicates, carbonates, phosphates, and salts of carboxymethylcellulose. It has been found that the improvement in the persistence of the lather during washing is more marked with compositions containing such builders, in particular phosphates such as pyrophosphates, for example, tetrasodium pyrophosphate, or tripolyphosphates, for example, pentasodium tripolyphosphate.
  • phosphates such as pyrophosphates, for example, tetrasodium pyrophosphate, or tripolyphosphates, for example, pentasodium tripolyphosphate.
  • a detergent composition according to the invention may have any of the physical forms in which detergent compositions are commonly marketed.
  • Example 1 A detergent powder was prepared which contained 21.5% by weight of the sodium salt of a commercial sulphonated dodecyltoluene (derived from tetrapropylene polymer) 22.5% by weight of tetrasodium pyrophosphate 56.0% by weight of other inorganic builders.
  • Powder A This will be referred as Powder A.
  • Powders B and C only differed from powder A in containing the amount shown of caprylylresorcinol monoalpha-g-lycerol ether and a correspondingly smaller amount of inorganic builders other than sodium pyrophosphate.
  • Powder B contained 1.5% by weight of the ether Powder C contained 2.0% by weight of the ether Powder A washed 6 plates Powder B washed 1l12 plates Powder C Washed 14-15 plates
  • Example 2 A detergent powder was made up of the following formulation 25 parts by weight of a commercial sodium secondary alky l sulphate 25 parts by weight of tetrasodium pyrophosphate 50 parts by weight of sodium sulphate.
  • a detergent composition consisting essentially of an alkyl aryl sulfonate detergent and from 1 to 30% by weight of the detergent of a non-detergent compound which improves the persistence during washing of the lather given by aqueous solutions of the composition at the concentrations of detergent normally employed, said compound being an acyl phenol monoether having the general formula:
  • RCO being an acyl radical derived from a saturated fatty acid and containing in all between six and ten carbon atoms
  • R'-OH being a radical derived from a polyhydric alcohol having from two to four carbon atoms selected from the group consisting of ethylene glycol, glycerol and diethylene glycol.
  • a detergent composition consisting essentially of an alkyl aryl sulfonate detergent and from 1 to 30% by weight of the detergent of a non-detergent compound which improves the persistence during washing of the lather given by aqueous solutions of the composition at the concentrations of detergent normally employed, said Compound being an acyl phenol monoether having the general formula:
  • RCO being an acyl radical derived from a saturated fatty acid and containing in all between six and ten carbon atoms
  • R'-OI-I being a radical derived from a polyhydric alcohol having from two to four carbon atoms selected from the group consisting of ethylene glycol, glycerol and diethylene glycol.
  • a detergent composition according to claim 2 in which the proportion of the lather-improving compound lies within the range of 4 to 20% by weight of the alkyl aryl sulfonate detergent present.

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  • 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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
US286632A 1951-05-15 1952-05-07 Detergent compositions Expired - Lifetime US2768956A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB312106X 1951-05-15

Publications (1)

Publication Number Publication Date
US2768956A true US2768956A (en) 1956-10-30

Family

ID=10319663

Family Applications (1)

Application Number Title Priority Date Filing Date
US286632A Expired - Lifetime US2768956A (en) 1951-05-15 1952-05-07 Detergent compositions

Country Status (6)

Country Link
US (1) US2768956A (fi)
BE (1) BE511341A (fi)
CH (1) CH312106A (fi)
FR (1) FR1066850A (fi)
GB (1) GB732898A (fi)
NL (1) NL83993C (fi)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2863836A (en) * 1955-09-23 1958-12-09 California Research Corp Detergent composition of improved foam performance
US2921030A (en) * 1954-06-18 1960-01-12 California Research Corp Synthetic detergent formulations containing n-acyl taurates
US2923739A (en) * 1958-03-17 1960-02-02 Universal Oil Prod Co Oxyalkylated omega-methylol-substituted alkylacetophenones
US3079348A (en) * 1958-12-01 1963-02-26 Rohm & Haas Surfactants
US3288856A (en) * 1966-11-29 Glycerol ethers
US3427248A (en) * 1965-10-22 1969-02-11 Lever Brothers Ltd Detergent
EP0044670A1 (en) * 1980-07-21 1982-01-27 Honeywell Inc. Heating systems

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2772239A (en) * 1954-02-02 1956-11-27 California Research Corp Detergent compositions
GB783318A (en) * 1954-06-18 1957-09-18 California Research Corp Detergent compositions of improved foam performance
FR1149864A (fr) * 1955-05-24 1958-01-02 Unilever Nv Perfectionnements aux compositions détergentes

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2088085A (en) * 1933-10-06 1937-07-27 Ig Farbenindustrie Ag Production of stable and efficient foam
US2213477A (en) * 1935-12-12 1940-09-03 Gen Aniline & Film Corp Glycol and polyglycol ethers of isocyclic hydroxyl compounds
US2233381A (en) * 1940-03-06 1941-02-25 Petrolite Corp Flooding process for recovering oil from subterranean oil-bearing strata
US2477383A (en) * 1946-12-26 1949-07-26 California Research Corp Sulfonated detergent and its method of preparation
US2595300A (en) * 1950-12-23 1952-05-06 Wilson & Co Inc Soap compositions and soap flakes

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2088085A (en) * 1933-10-06 1937-07-27 Ig Farbenindustrie Ag Production of stable and efficient foam
US2213477A (en) * 1935-12-12 1940-09-03 Gen Aniline & Film Corp Glycol and polyglycol ethers of isocyclic hydroxyl compounds
US2233381A (en) * 1940-03-06 1941-02-25 Petrolite Corp Flooding process for recovering oil from subterranean oil-bearing strata
US2477383A (en) * 1946-12-26 1949-07-26 California Research Corp Sulfonated detergent and its method of preparation
US2595300A (en) * 1950-12-23 1952-05-06 Wilson & Co Inc Soap compositions and soap flakes

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3288856A (en) * 1966-11-29 Glycerol ethers
US2921030A (en) * 1954-06-18 1960-01-12 California Research Corp Synthetic detergent formulations containing n-acyl taurates
US2863836A (en) * 1955-09-23 1958-12-09 California Research Corp Detergent composition of improved foam performance
US2923739A (en) * 1958-03-17 1960-02-02 Universal Oil Prod Co Oxyalkylated omega-methylol-substituted alkylacetophenones
US3079348A (en) * 1958-12-01 1963-02-26 Rohm & Haas Surfactants
US3079416A (en) * 1958-12-01 1963-02-26 Rohm & Haas Surfactant compositions
US3427248A (en) * 1965-10-22 1969-02-11 Lever Brothers Ltd Detergent
EP0044670A1 (en) * 1980-07-21 1982-01-27 Honeywell Inc. Heating systems

Also Published As

Publication number Publication date
CH312106A (de) 1955-12-31
FR1066850A (fr) 1954-06-10
NL83993C (fi)
GB732898A (en) 1955-06-29
BE511341A (fi)

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