US2134346A - Washing and cleansing compositions - Google Patents

Washing and cleansing compositions Download PDF

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US2134346A
US2134346A US685189A US68518933A US2134346A US 2134346 A US2134346 A US 2134346A US 685189 A US685189 A US 685189A US 68518933 A US68518933 A US 68518933A US 2134346 A US2134346 A US 2134346A
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washing
acid
sodium salt
sulphuric
meta
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US685189A
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Siefert Fritz
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IG Farbenindustrie AG
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IG Farbenindustrie AG
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/12Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
    • 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
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146Sulfuric acid esters
    • 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
    • C11D3/02Inorganic compounds ; Elemental compounds
    • C11D3/04Water-soluble compounds
    • C11D3/06Phosphates, including polyphosphates
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/03Organic sulfoxy compound containing
    • Y10S516/05Organic amine, amide, or n-base containing

Definitions

  • the quantity of alkali salts of metaphosphoric acid contained in the compositions according to the present invention generally amounts to between about 10 and about 200 per cent of the weight of the aforesaid sulphuric acid derivatives, the preferred compositions containing about equal parts by weight of either components.
  • the said components may be mixed with each other or added to the water in any sequence in suitable proportions, and in this manner washing preparations or washing liquors of high waEhing power are obtained.
  • washing textiles -especially in hard water, excellently washed goods are obtained which are distinguished by a specially soft touch.
  • the compositions according to this invention are therefore especially suitable for the treatment of fabrics from or containing cotton and artificial silk fabrics, but may also be employed with advantage for the treatment of other textile materials.
  • the said compositions may also be employed for washing articles of all other kinds, as for example furniture, floor coverings, or windows, and for washing animal hair.
  • Glaubers salt such as sodium perborate or sodium hydrosulphite
  • solvents such as cyclohexanol, cyclohexanone, monoalkyl or monoaryl esters of glycols, such as cresyl or xylenyl ethers of ethylene glycol, or
  • chlorinated hydrocarbons such as carbon tetrachloride, trichlorethylene and the like.
  • the first bath contains per litre of water 0.75 gram of the sodium salt of tetradecyl alcohol acid sulphuric ester
  • the second bath contains the same quantity of a mixture of equal parts of tertiary sodium phosphate and the said sodium salt of the acid sulphuric ester of tetradecyl alcohol
  • the third bath contains the same quantity of a mixture of equal parts of sodium metaphosphate and the said sodium salt of the acid sulphuric ester of etradecyl alcohol.
  • the first and second baths only remove 43.2 and 50.0 per cent, respectively, of the oil originalhr present on the cloth
  • the third bath removes 71.0 per cent of the oil. It is quite obvious that such a large increase of the degreasing effect is something quite unusual in the art.
  • Example 1 White body linen or household linen is boiled for an hour in a washing liquor containing in each litre of water oi 15 hardness (German scale according to which 1 hardness means the equivalent of one part by weight of CaO in 100,000 parts of water) 1 gram of the sodium salt of oleic-N-methyl taurlde' (British specification No. 341,053), 2 grams of sodium carbonate and 2 grams of sodium metaphosphate. A pure white odourless linen is obtained.
  • Example 2 Artificial silk stockings from viscose, containing strains of mineral oil from wearing are washed in a washing liquor containing in each litre of water of 15 hardness (German scale according to which 1 hardness means the equivalent of one part by weight of CaO in 100,000 parts of water) 1 gram of the reaction product of. dichlor-stearic acid and mono-ethanol amine sulphuric acid sodium salt, 0.5 gram of sodium meta-phosphate and'0.5 gram of sodium carbonate for half an hour at 60 C. while keeping the stockings in vigorous movement. The washed stockings are entirely free from stains and can be dyed without any trouble.
  • Example 3 Suint wool is washed at C. in a washing liquor containing in each litre of water 1 gram of the sodium salt of the acid sulphuric ester of octodecyl alcohol, 2 grams of sodium carbonate and 1 gram of potassium meta-phosphate.
  • An open, pure wool practically free from fat is *ob- -tained which may be spun without appreciable waste.
  • Example 4 washed fabrics are quite free from impurities and retain their original lustre and softness without injury to the shade of colour.
  • Example 6 For the cleaning of metal and glass articles, floor-coverings and lacquered articles, a mixture of the following composition is suitable:-
  • Suint wool is washed at from 45 to 50 C. in 50 times its weight of a liquor containing 2 grams of the sodium salt of octyl naphthalene sulphonic acid and 0.25 gram of sodium meta-phosphate per litre of water. A pure wool free from fat is obtained.
  • a washing and cleansing preparation essen tially consisting of an alkali metal salt of a water soluble derivative of an aliphatic compound containing at least 8 carbon atoms and having detergent and wetting properties and between about 10 and about 200 per cent of said alkali metal salt, of an alkali salt of meta-phosphoric acid.
  • a washing and cleansing preparation essentially consisting of a sodium salt of a water soluble sulphuric derivative of an aliphatic compound containing at least 8 carbon atoms and having detergent and wetting properties and the sodium salt of meta-phosphoric acid.
  • a washing and cleansing preparation essentially consisting of a sodium salt of a water soludium salt, of the sodium salt of meta-phosphoric acid.
  • a washing and cleansing preparation essentially consisting of a sodium salt of an acid sulphuric ester of an aliphatic alcohol containing at least carbon atoms and the sodium salt of meta-phosphoric acid.
  • a washing and cleansing preparation essentially consisting of a sodium salt of an acid sulphuric ester of an aliphatic alcohol containing at least 10 carbon atoms and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of meta-phosphoric acid.
  • a washing and cleansing preparation essentially consisting of a sodium salt of a sulfonated condensation product of an alkylol amine and a fatty acid containing at least 8 carbon atoms, and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of metaphosphoric acid.
  • a washing and cleansing preparation essentially consisting of a sodium saltoi a sulfonated ester of an alkylol amine and a fatty acid containing at least 8 carbon atoms, and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of meta-phosphoric acid.
  • a washing and cleansing preparation essentially consisting oi a sodium salt of a sulfonated ester of an alkylol amine and a chlorinated fatty acid containing at least 8 carbon atoms, and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of meta-phosphoric acid.
  • a washing and cleansing preparation essentially consisting of a sodium salt oi a condensation product of oleic acid and an alkyl-sulfonic acid, and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of meta-phosphoric acid.
  • a washing and cleansing preparation essentially consisting of the sodium salt of N-oleic-N- methyl tauride and between about 10 and about 200 per cent of K said sodium salt, of the sodium salt of meta-phosphoric acid.
  • Theprocess which comprises treating soiled materials with an aqueous bath of a washing and cleansing preparation essentially consisting of a water soluble sulphuric derivative of an aliphatic compound containing at least 8 carbon atoms and having detergent and wetting properties and a water soluble salt of meta-phosphoric acid.
  • a washing and cleansing preparation essentially consisting of a sodium salt of a sulphonated ester of an alkylol amine and a fatty acid containing at least 8 carbon atoms and sodium metaphosphate.
  • a washing and cleansing preparation essentially consisting of the sodium salt of N-oleic-N- methyl tauride and sodium meta-phosphate.

Description

Patented Oct. 25, 1938 UNITED STATES wasnmc arm cmansmc comosmons Fritz Siefert, Mannheim, rlnany, assignmto Ge I. G. Farbenindustrle Aktiengesellschait, Frank iort-on-the-Main, Germany No Drawing. Application August 15, 1983, Serial No. 685,189. In Germany September 8, 1932 Claims.
The present invention relates to washing and cleansing compositions.
I have found that particularly emcient and valuable washing and cleansing compositions can be obtained by incorporating known washing agents of the class of sulphuric derivatives of aliphatic compounds containing at least 8 carbon atoms with water-soluble salts of meta-phosphoric acid.
The said sulphuric acid derivatives comprise true sulphonic acids" and acid sulphuric esters of said aliphatic compounds, as well as watersoluble salts of said esters and acids. Consequently, whenever the term sulphuric acid derivatives of aliphatic, compounds" is hereinafter employed, it is intended to mean the free sulphonic acids and theacid sulphuric esters as well as the water-soluble salts thereof. The said water-soluble salts preferably are alkali salts, i. e. ammonium, alkali metal (Na, K, Li) and the salts derived from aliphatic amines, such as the alkylol amines, for example mono-, diand triethanol amines.
The water-soluble salts of metaphosphorlc acid comprise the same alkali constituents as the water-soluble salts of the aforesaid sulphonic acids and sulphuric esters.
Examples of sulphuric acid derivatives suitable for the purpose of the present invention are the alkali salts of cetyl sulphonic acid, hydroxyoctodecane sulphonic acid, sulphonic acids of lauric, palmitic and margaric acid, sulphonic acids of fatty acid mixtures obtainable by saponiiication of fatty oils and fats, such as coconut oil, palmkernel oil, soya bean oil or cotton seed oil, alkali salts of oleic hydroxyethane sulphonic acid or N-oleic-N-methyl taurine and the like. The said sulphonic acids may be prepared, inter alia, according to the process described in the British 0 specifications Nos.343,899 and 341,053. The said sulphonic acids also comprise those derived from halogenated, moreparticularly chlorinated, fatty acids of the kind described. Suitable salts of sulphuric esters are more particularly those of aliphatic alcohols contaning at least 10 carbon atoms, such as decyl, dodecyl, tetradecyl, octodecyl and oleyl alcohols, which alcohols may also contain one or more chlorine atoms in their molecule. Particularly valuable compositions are obtained by incorporating the said salts of metaphosphoric acid with the sulphonated mixtures of alcohols obtainable by the liquid phase oxidation of par afiin wax according to Patent No. 1,908,376. The said sulphonic acids of aliphatic compounds containing at least 8 carbon atoms may also be substituted by polynuclear aromatic hydrocarbon radicles, in which case the sulpuhonic acid groups may be fixed to the aromatic nucleus, such as is the case for example with monoor polyoctylnaphthalene sulphonic acids. Very valuable compositions may also be prepared from esters, amides and ester amides, obtainable by condensing a hydroxyalkyl amine with a higher aliphatic acid containing sulphuric acid groups, for example according to the British Patent No. 306,116, and from the sulphonated condensation products of hydroxylalkyl ethers with fatty acids: containing at least 8 carbon atoms, which may be prepared according to the British Patent No. 364,104. The said sulphuric acid derivatives also comprisethe sulphonated fatty acid compounds, containing chlorine, which may be obtained according to the British Patent No. 389,543, and the acid sulphuric esters of halogen derivatives of hydroxylated aliphatic hydrocarbons obtainable according to the British Patent No. 394,043.
The quantity of alkali salts of metaphosphoric acid contained in the compositions according to the present invention generally amounts to between about 10 and about 200 per cent of the weight of the aforesaid sulphuric acid derivatives, the preferred compositions containing about equal parts by weight of either components. The said components may be mixed with each other or added to the water in any sequence in suitable proportions, and in this manner washing preparations or washing liquors of high waEhing power are obtained. When washing textiles,-especially in hard water, excellently washed goods are obtained which are distinguished by a specially soft touch. The compositions according to this invention are therefore especially suitable for the treatment of fabrics from or containing cotton and artificial silk fabrics, but may also be employed with advantage for the treatment of other textile materials. The said compositions may also be employed for washing articles of all other kinds, as for example furniture, floor coverings, or windows, and for washing animal hair.
Other additional substances may be added to the said preparations of washing liquors, as for example Glaubers salt, water-glass, substances having an oxidizing or reducing action, such as sodium perborate or sodium hydrosulphite, solvents, such as cyclohexanol, cyclohexanone, monoalkyl or monoaryl esters of glycols, such as cresyl or xylenyl ethers of ethylene glycol, or
chlorinated hydrocarbons, such as carbon tetrachloride, trichlorethylene and the like.
The following unexpectedly good results obtainable by washing with the said new compositions become evident by the following comparisons: Ladies dress-cloth impregnated with 5 per cent by weight of olive oil is treated for 5 minutes at between and C. with 10 times its weight of a degreasing bath. The first bath contains per litre of water 0.75 gram of the sodium salt of tetradecyl alcohol acid sulphuric ester, the second bath contains the same quantity of a mixture of equal parts of tertiary sodium phosphate and the said sodium salt of the acid sulphuric ester of tetradecyl alcohol, and the third bath contains the same quantity of a mixture of equal parts of sodium metaphosphate and the said sodium salt of the acid sulphuric ester of etradecyl alcohol. Whereas by the said treatment the first and second baths only remove 43.2 and 50.0 per cent, respectively, of the oil originalhr present on the cloth, the third bath removes 71.0 per cent of the oil. It is quite obvious that such a large increase of the degreasing effect is something quite unusual in the art.
The following examples will further illustrate the nature of this invention but the invention is not restricted to these examples.
Example 1 White body linen or household linen is boiled for an hour in a washing liquor containing in each litre of water oi 15 hardness (German scale according to which 1 hardness means the equivalent of one part by weight of CaO in 100,000 parts of water) 1 gram of the sodium salt of oleic-N-methyl taurlde' (British specification No. 341,053), 2 grams of sodium carbonate and 2 grams of sodium metaphosphate. A pure white odourless linen is obtained.
Example 2 Artificial silk stockings from viscose, containing strains of mineral oil from wearing are washed in a washing liquor containing in each litre of water of 15 hardness (German scale according to which 1 hardness means the equivalent of one part by weight of CaO in 100,000 parts of water) 1 gram of the reaction product of. dichlor-stearic acid and mono-ethanol amine sulphuric acid sodium salt, 0.5 gram of sodium meta-phosphate and'0.5 gram of sodium carbonate for half an hour at 60 C. while keeping the stockings in vigorous movement. The washed stockings are entirely free from stains and can be dyed without any trouble.
Example 3 Suint wool is washed at C. in a washing liquor containing in each litre of water 1 gram of the sodium salt of the acid sulphuric ester of octodecyl alcohol, 2 grams of sodium carbonate and 1 gram of potassium meta-phosphate. An open, pure wool practically free from fat is *ob- -tained which may be spun without appreciable waste.
Example 4 washed fabrics are quite free from impurities and retain their original lustre and softness without injury to the shade of colour.
Example 5 hardness of the washing water plays no part in the washing process.
Example 6 For the cleaning of metal and glass articles, floor-coverings and lacquered articles, a mixture of the following composition is suitable:-
40 parts by weight of the mixture of sodium salts of the acid sulphuric esters of the alcohols corresponding to the fatty acids contained in coconut or palm kernel oils,
10 parts by weight of sodium meta-phosphate and 50 parts by weight of Glaubers salt.
By dissolving this mixture in water, an excellent cleaning agent is obtained.
Ezample 7 Suint wool is washed at from 45 to 50 C. in 50 times its weight of a liquor containing 2 grams of the sodium salt of octyl naphthalene sulphonic acid and 0.25 gram of sodium meta-phosphate per litre of water. A pure wool free from fat is obtained.
What I claim is:-
l. A washing and cleansing preparation essentially consisting of a water soluble sulphuric derivative of an aliphatic compound containing at least 8 carbon atoms and having detergent and wetting properties and a water soluble salt of meta-phosphoric acid.
2. A washing and cleansing preparation essentially consisting of a water soluble sulphuric derivative of an aliphatic compound containing at least 8 carbon atoms and having detergent and wetting properties and between about 10 and about 200 per cent of said derivative, of a water soluble salt of meta-phosphoric acid.
3. A washing and cleansing preparation essentially consisting of an alkali metal salt of a water soluble sulphuric derivative of an aliphatic compound containing at least 8 carbon atoms and having detergent and wetting properties and an alkali metal salt of meta phosphoric acid.
4. A washing and cleansing preparation essen tially consisting of an alkali metal salt of a water soluble derivative of an aliphatic compound containing at least 8 carbon atoms and having detergent and wetting properties and between about 10 and about 200 per cent of said alkali metal salt, of an alkali salt of meta-phosphoric acid.
5. A washing and cleansing preparation essentially consisting of a sodium salt of a water soluble sulphuric derivative of an aliphatic compound containing at least 8 carbon atoms and having detergent and wetting properties and the sodium salt of meta-phosphoric acid.
6. A washing and cleansing preparation essentially consisting of a sodium salt of a water soludium salt, of the sodium salt of meta-phosphoric acid.
7. A washing and cleansing preparation essentially consisting of a sodium salt of an acid sulphuric ester of an aliphatic alcohol containing at least carbon atoms and the sodium salt of meta-phosphoric acid.
8. A washing and cleansing preparation essentially consisting of a sodium salt of an acid sulphuric ester of an aliphatic alcohol containing at least 10 carbon atoms and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of meta-phosphoric acid.
9. A washing and cleansing preparation essentially consisting of a sodium salt of an acid sulphuric ester of a chlorinated aliphatic alcohol containing at least 10 carbon atoms and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of meta-phosphoric acid.
10. A washing and cleansing preparation essentially consisting of a sodium salt of a sulfonated condensation product of an alkylol amine and a fatty acid containing at least 8 carbon atoms, and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of metaphosphoric acid.
11. A washing and cleansing preparation essentially consisting of a sodium saltoi a sulfonated ester of an alkylol amine and a fatty acid containing at least 8 carbon atoms, and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of meta-phosphoric acid.
12. A washing and cleansing preparation essentially consisting oi a sodium salt of a sulfonated ester of an alkylol amine and a chlorinated fatty acid containing at least 8 carbon atoms, and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of meta-phosphoric acid.
' 13. A washing and cleansing preparation essentially consisting of a sodium salt oi a condensation product of oleic acid and an alkyl-sulfonic acid, and between about 10 and about 200 per cent of said sodium salt, of the sodium salt of meta-phosphoric acid.
14. A washing and cleansing preparation essentially consisting of the sodium salt of N-oleic-N- methyl tauride and between about 10 and about 200 per cent of K said sodium salt, of the sodium salt of meta-phosphoric acid.
15. Theprocess which comprises treating soiled materials with an aqueous bath of a washing and cleansing preparation essentially consisting of a water soluble sulphuric derivative of an aliphatic compound containing at least 8 carbon atoms and having detergent and wetting properties and a water soluble salt of meta-phosphoric acid.
16. A washing and cleansing preparation essentially consisting of a sodium salt of a sulphonated ester of an alkylol amine and a fatty acid containing at least 8 carbon atoms and sodium metaphosphate.
1'7. A washing and cleansing preparation essentially consisting of the sodium salt of N-oleic-N- methyl tauride and sodium meta-phosphate.
FRI'I'Z SIEFERT.
US685189A 1932-09-07 1933-08-15 Washing and cleansing compositions Expired - Lifetime US2134346A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEI45264D DE725820C (en) 1932-09-07 1932-09-07 Methods of washing and cleaning
GB30296/32A GB408708A (en) 1932-09-07 1932-10-28 Improvements in cleaning agents

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2471645A (en) * 1946-08-30 1949-05-31 Clorox Chemical Co Detergent composition
US2542385A (en) * 1946-10-12 1951-02-20 Gen Aniline & Film Corp Detergent composition
US2542831A (en) * 1945-10-23 1951-02-20 Socony Vacuum Oil Co Inc Mineral oil composition and improving agent therefor
US2545357A (en) * 1946-06-04 1951-03-13 American Cyanamid Co Detergent composition and method of preparing same
US2618607A (en) * 1952-11-18 Liquid
US2625515A (en) * 1953-01-13 Cleaning
US3108080A (en) * 1955-09-23 1963-10-22 Purex Corp Ltd Process for removal of radioactive contaminants
US3111218A (en) * 1958-05-26 1963-11-19 United States Steel Corp Method of drawing wire and a lubricant therefor
CN107090360A (en) * 2017-04-06 2017-08-25 安徽万宝玻璃有限公司 A kind of glass cleaner and preparation method thereof

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE750286C (en) * 1935-05-02 1945-01-03 Kalle & Co Ag Soap-free detergents
DE746448C (en) * 1940-07-27 1944-08-05 Albert Ag Chem Werke Method of washing
DE967894C (en) * 1942-11-01 1957-12-27 Benckiser Gmbh Joh A Detergents and detergents for automatic dishwashers
DE2934484A1 (en) * 1979-08-25 1981-03-26 Van Baerle & Co KG, 64579 Gernsheim LIQUID, LOW-PHOSPHATE AND ENVIRONMENTALLY FRIENDLY DETERGENT

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2618607A (en) * 1952-11-18 Liquid
US2625515A (en) * 1953-01-13 Cleaning
US2542831A (en) * 1945-10-23 1951-02-20 Socony Vacuum Oil Co Inc Mineral oil composition and improving agent therefor
US2545357A (en) * 1946-06-04 1951-03-13 American Cyanamid Co Detergent composition and method of preparing same
US2471645A (en) * 1946-08-30 1949-05-31 Clorox Chemical Co Detergent composition
US2542385A (en) * 1946-10-12 1951-02-20 Gen Aniline & Film Corp Detergent composition
US3108080A (en) * 1955-09-23 1963-10-22 Purex Corp Ltd Process for removal of radioactive contaminants
US3111218A (en) * 1958-05-26 1963-11-19 United States Steel Corp Method of drawing wire and a lubricant therefor
CN107090360A (en) * 2017-04-06 2017-08-25 安徽万宝玻璃有限公司 A kind of glass cleaner and preparation method thereof

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Publication number Publication date
GB408708A (en) 1934-04-19
DE725820C (en) 1942-09-30
FR760236A (en) 1934-02-19

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