US2335194A - Cleansing process and product - Google Patents
Cleansing process and product Download PDFInfo
- Publication number
- US2335194A US2335194A US357118A US35711840A US2335194A US 2335194 A US2335194 A US 2335194A US 357118 A US357118 A US 357118A US 35711840 A US35711840 A US 35711840A US 2335194 A US2335194 A US 2335194A
- Authority
- US
- United States
- Prior art keywords
- washing
- sodium
- water
- products
- cellulose
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title description 3
- 238000005406 washing Methods 0.000 description 31
- 239000003795 chemical substances by application Substances 0.000 description 22
- 239000000203 mixture Substances 0.000 description 14
- 229930195733 hydrocarbon Natural products 0.000 description 10
- MLQBTMWHIOYKKC-KTKRTIGZSA-N (z)-octadec-9-enoyl chloride Chemical compound CCCCCCCC\C=C/CCCCCCCC(Cl)=O MLQBTMWHIOYKKC-KTKRTIGZSA-N 0.000 description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- -1 hydrocarbon radicals Chemical class 0.000 description 6
- 229920002678 cellulose Polymers 0.000 description 5
- 239000001913 cellulose Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 229920002472 Starch Polymers 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 230000003301 hydrolyzing effect Effects 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 229940032147 starch Drugs 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 229920002097 Lichenin Polymers 0.000 description 3
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 3
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- WUWHFEHKUQVYLF-UHFFFAOYSA-M sodium;2-aminoacetate Chemical compound [Na+].NCC([O-])=O WUWHFEHKUQVYLF-UHFFFAOYSA-M 0.000 description 3
- 229920001221 xylan Polymers 0.000 description 3
- 150000004823 xylans Chemical class 0.000 description 3
- 235000019737 Animal fat Nutrition 0.000 description 2
- 229920002955 Art silk Polymers 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 2
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- CZDZQGXAHZVGPL-UHFFFAOYSA-M sodium;1-hydroxyethanesulfonate Chemical compound [Na+].CC(O)S([O-])(=O)=O CZDZQGXAHZVGPL-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000006277 sulfonation reaction Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- CRHBJXURLSAKLU-UHFFFAOYSA-N 2,3-bis(5-methylhexyl)phenol Chemical class C(CCCC(C)C)C=1C(=C(C=CC1)O)CCCCC(C)C CRHBJXURLSAKLU-UHFFFAOYSA-N 0.000 description 1
- VBVBOBPMJHLHFQ-UHFFFAOYSA-N 2-(12-methyltridecyl)phenol Chemical compound C(CCCCCCCCCCC(C)C)C1=C(C=CC=C1)O VBVBOBPMJHLHFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- 108010088751 Albumins Proteins 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- AEMRFAOFKBGASW-UHFFFAOYSA-M Glycolate Chemical compound OCC([O-])=O AEMRFAOFKBGASW-UHFFFAOYSA-M 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- 229920001612 Hydroxyethyl starch Polymers 0.000 description 1
- SPAGIJMPHSUYSE-UHFFFAOYSA-N Magnesium peroxide Chemical compound [Mg+2].[O-][O-] SPAGIJMPHSUYSE-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 108010077895 Sarcosine Proteins 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- VJHCJDRQFCCTHL-UHFFFAOYSA-N acetic acid 2,3,4,5,6-pentahydroxyhexanal Chemical group CC(O)=O.OCC(O)C(O)C(O)C(O)C=O VJHCJDRQFCCTHL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- OSVXSBDYLRYLIG-UHFFFAOYSA-N chlorine dioxide Inorganic materials O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 description 1
- 235000019398 chlorine dioxide Nutrition 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- ZJQPLBFKBQYYIO-UHFFFAOYSA-N dodecasodium;trisilicate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] ZJQPLBFKBQYYIO-UHFFFAOYSA-N 0.000 description 1
- SSVFMICWXDVRQN-UHFFFAOYSA-N ethanol;sodium Chemical compound [Na].CCO SSVFMICWXDVRQN-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229940050526 hydroxyethylstarch Drugs 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229960004995 magnesium peroxide Drugs 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 125000001477 organic nitrogen group Chemical group 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000005342 perphosphate group Chemical group 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 229940043230 sarcosine Drugs 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 229940023144 sodium glycolate Drugs 0.000 description 1
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 229940079832 sodium starch glycolate Drugs 0.000 description 1
- 229920003109 sodium starch glycolate Polymers 0.000 description 1
- 239000008109 sodium starch glycolate Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical compound [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- JEJAMASKDTUEBZ-UHFFFAOYSA-N tris(1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(=O)(OC(Br)(Br)C(C)(C)CBr)OC(Br)(Br)C(C)(C)CBr JEJAMASKDTUEBZ-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
- D06L1/12—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
-
- 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
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
- C11D3/225—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin etherified, e.g. CMC
Definitions
- the present invention relates to a cleansing process and product.
- Water-soluble derivatives of high polyoses which contain hydrocarbon radicals bound in an ether-like manner and substituted by hydrophilic groups have no or only a very small washing action. If they are, however, used as addition to soap or synthetic, surface-active organic compounds advantages are obtained. With mixtures from water-soluble derivatives of high polyoses and equal or larger quantities of washing agents a cleansing effect may be obtained which is otherwise only arrived at by the use of higher concentrations of washing agents.
- soap that is to say, a washing agent hydrolizing in aqueous solution
- synthetic organic washing agents that is to say, washing agents which do not hydrolyize behave about equally
- the behaviour of the said washing agents shows considerable differences when they are used in concentrations which are insufllcient for washing and cleansing.
- the washing effect of small quantities of soap is improved only to an immaterial extent by the simultaneous use of water-soluble derivatives of high polyoses containing ether-like bound hydrocarbon radicals substituted by hydrophilic groups
- the washing power of synthetic organic nonhydrolyzing washing agents is considerably enhanced by the use of the said products.
- washing agent which contains only small quantities of synthetic organic non-hydrolizing washing agents in admixture with water-soluble derivatives of high polyoses containing ether-like bound hydrocarbon radicals substituted by hydrophilic groups.
- the mixture need contain only -30% of the washing agent. With such a mixture very good washing results are obtained even if only such a small quantity thereof is present in the washing liquor that the concentration of pure, non-hydrolizing washing agent per se would not be suificient for washing.
- the water-soluble derivatives of high polyoses which are suitable for the present process are derived, for instance, from cellulose, starch, lichenin, xylan and other carbohydrates.
- These ether acids may be used in the form of their water-soluble salts, for instance, their alkali metal salts, the ammonium salts and the salts with organic nitrogen bases.
- washing agents there enter into question synthetic, organic compounds of surface activity which behave in water in a manner different from that of the alkali salts of higher fatty acids that is to say, which do not hydrolize.
- anion-active washing agents i. e., compounds in which the anion contains the surface-active group and electro-neutral compounds which are water-soluble by their contents of polyalkyleneoxy groups.
- washing agents which do not hydrolise there are suitable, for instance,: fatty acid condensation products, for instance from oleic acid chloride and methtyltaurine, oleic acid chloride and sodium hydroxyethane sulfonate, oleic acid chloride and sodium amino acetate or sarcosine or products of albumin cleavage, sulfuric acid esters of high molecular alcohols, sulfonation products of high-molecular hydrocarbons, reaction products of fatty alcohols and alkylphenols with alkylene oxydes, as well as the sulfuric esters of these oxalylation products, or the like.
- fatty acid condensation products for instance from oleic acid chloride and methtyltaurine, oleic acid chloride and sodium hydroxyethane sulfonate, oleic acid chloride and sodium amino acetate or sarcosine or products of albumin cleavage, sulfuric acid esters of high mole
- sodium carbonate alkali silicates and other substances having an alkaline reaction
- water-soluble phosphates and salts of phosphoric acids which are poorer in water than the ortho-phosphoric acid and of amino carboxylic acids whic carry at the nitrogen atom more than one carboxyl group.
- substances yielding oxygen such as hydrogen peroxide, sodium perborate, percarbonate, sodium and magnesium peroxide, alkali persulfates, alkali persilicates and the alkali perphosphates may be added.
- Cotton fabric dirtied by means of street dust, animal fat and mineral oil is washed in permutite water near boiling temperature, with addition of 1 gram of anhydrous sodium carbonate per liter, with 0.5 gram of'a mixture of parts of cellulose sodium glycolate and 10 parts of the sulfuric acid ester of the condensation product of isotetradecylphenol and 5 mols of ethylene oxide.
- a clean-washed material is 55 obtained, whereas parts of sodium cellulose glycolate without addition have no cleansing effect.
- a mixture of 75 parts of hydroxethyl cellulose and parts of the sodium salt of oleic acid methyl taurine yields an excellent cleansing agent for household purposes, for instance, for cleansing floors, vessels and window panes.
- a mixed fabric of cotton and artificial silk staple fiber dirtied by means of street dust, animal fat and mineral oil is well cleansed in diehardened water of 95 C. containing 0.75 gram of sodium benzylcellulose glycolate and 0.25 gram of sulfuric ester of hydroxethylated diisoheptylphenol without simultaneous use of sodium carbonate.
- a washing powder of valuable properties is obtained from 8% of benzylcellulose sodium glycolate, 2% of the sodium salt of sulfonic acids obtained by the action of chlorine and sulfur dioxide on high molecular parafline hydrocarbons, 10% of calcined sodium carbonate, 20% of sodium be insufficient to elect washing, said agent being selected from the group consisting of condensation products of oleic acid chloride and methyl taurine, oleic acid chloride and sodium hydroxyethane 'sulionate, oleic acid chloride and sodium amino acetate, sulfuric acid esters of high molecular alcohols, suli'onation products of high molecular hydrocarbons, reaction products of fatty alcohols and alkylphenols with alkylene oxides and the sulfuric acid esters of these oxalkylation products, said bath further containing a watersoluble derivative of high polyoses selected from the class consisting of cellulose, starch, lichenin and xylan having ether-likebound hydrocarbon radicals substituted by hydrophil
- a detergent composition comprising a mixture of a non-hydrolyzlng synthetic organic washing agent, said agent being selected from the group consisting of condensation products of oleic acid chloride and methyl taurine, oleic acid chloride and sodium hydroxyethane sulfonate,
- sulfuric acid esters of high molecular alcohols sulfuric acid esters of high molecular alcohols, sulfonation products of high-molecular hydrocarbons, reaction products of fatty alcohols and alkylphenols with alkylene oxides and the sulfuric acid esters of these oxalkylation products, and a water-soluble derivative of high polyoses selected from the class consisting of cellulose, starch, lichenin and xylan having ether-like bound hydrocarbon radicals substituted by hydrophilic groups, the proportions in the mixture being about l0-30 parts of the said synthetic organic washing agent to -70 parts of the said water-soluble derivative of high polyoses, said mixture being eifective as a detergent even if only such a small quantity thereof is present in the washing bath that the concentration of the non-hydrolyzing washing agent per se would be insufficient for washing.
Landscapes
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Molecular Biology (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2335194X | 1939-09-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2335194A true US2335194A (en) | 1943-11-23 |
Family
ID=7994921
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US357118A Expired - Lifetime US2335194A (en) | 1939-09-26 | 1940-09-17 | Cleansing process and product |
Country Status (3)
Country | Link |
---|---|
US (1) | US2335194A (enrdf_load_stackoverflow) |
FR (1) | FR879106A (enrdf_load_stackoverflow) |
NL (1) | NL54324C (enrdf_load_stackoverflow) |
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2522447A (en) * | 1948-11-23 | 1950-09-12 | Monsanto Chemicals | Detergent compositions |
US2522446A (en) * | 1948-11-23 | 1950-09-12 | Monsanto Chemicals | Detergent compositions |
US2550691A (en) * | 1951-05-01 | Nongorrosive detergent | ||
US2560839A (en) * | 1947-07-24 | 1951-07-17 | Gen Aniline & Film Corp | Detergent composition |
US2566501A (en) * | 1948-01-30 | 1951-09-04 | Wyandotte Chemicals Corp | Alkyl aryl sulfonate-carboxy-methylcellulose-alkaline salt detergent composition |
US2568334A (en) * | 1946-06-15 | 1951-09-18 | Wyandotte Chemicals Corp | Method of making a synthetic detergent composition |
US2572805A (en) * | 1951-10-23 | Detergent composition | ||
US2594258A (en) * | 1949-05-12 | 1952-04-22 | Monsanto Chemicals | Detergent composition |
US2594431A (en) * | 1950-04-01 | 1952-04-29 | Monsanto Chemicals | Detergent compositions |
US2594453A (en) * | 1950-04-01 | 1952-04-29 | Monsanto Chemicals | Detergent compositions |
US2594421A (en) * | 1948-02-26 | 1952-04-29 | Monsanto Chemicals | Detergent composition |
US2602781A (en) * | 1949-01-05 | 1952-07-08 | Wyandotte Chemicals Corp | Alkylaryl sulfonate-hydroxyethyl-cellulose detergent composition |
US2603605A (en) * | 1948-03-15 | 1952-07-15 | Ici Ltd | Process for production of washing powder from a normally oily liquid synthetic soapless detergent |
US2623856A (en) * | 1952-12-30 | Tetraborate detergent compositionx | ||
US2742434A (en) * | 1952-01-19 | 1956-04-17 | Gen Aniline & Film Corp | Cleaner-sanitizer |
US2820767A (en) * | 1955-02-21 | 1958-01-21 | Olin Mathieson | Hypochlorite bleaching composition and method of making |
US2847385A (en) * | 1954-10-07 | 1958-08-12 | Ohio Commw Eng Co | Detergent-soil suspending composition containing carboxymethyl dextran |
US2886533A (en) * | 1956-07-17 | 1959-05-12 | Wyandotte Chemicals Corp | Promoted detergent compositions |
US2914482A (en) * | 1956-06-11 | 1959-11-24 | Gen Aniline & Film Corp | Heavy duty liquid detergent |
US2934568A (en) * | 1950-02-06 | 1960-04-26 | Atlas Powder Co | Detergent reaction products of branched chain aliphatic alcohols and ethylene oxide |
US3024191A (en) * | 1959-10-28 | 1962-03-06 | Pan American Petroleum Corp | Fracturing earth formations |
US3061551A (en) * | 1955-07-22 | 1962-10-30 | Nat Starch Chem Corp | Detergent composition containing soilredeposition inhibitor |
-
0
- NL NL54324D patent/NL54324C/xx active
-
1940
- 1940-09-17 US US357118A patent/US2335194A/en not_active Expired - Lifetime
-
1942
- 1942-02-06 FR FR879106D patent/FR879106A/fr not_active Expired
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2572805A (en) * | 1951-10-23 | Detergent composition | ||
US2623856A (en) * | 1952-12-30 | Tetraborate detergent compositionx | ||
US2550691A (en) * | 1951-05-01 | Nongorrosive detergent | ||
US2568334A (en) * | 1946-06-15 | 1951-09-18 | Wyandotte Chemicals Corp | Method of making a synthetic detergent composition |
US2560839A (en) * | 1947-07-24 | 1951-07-17 | Gen Aniline & Film Corp | Detergent composition |
US2566501A (en) * | 1948-01-30 | 1951-09-04 | Wyandotte Chemicals Corp | Alkyl aryl sulfonate-carboxy-methylcellulose-alkaline salt detergent composition |
US2594421A (en) * | 1948-02-26 | 1952-04-29 | Monsanto Chemicals | Detergent composition |
US2603605A (en) * | 1948-03-15 | 1952-07-15 | Ici Ltd | Process for production of washing powder from a normally oily liquid synthetic soapless detergent |
US2522446A (en) * | 1948-11-23 | 1950-09-12 | Monsanto Chemicals | Detergent compositions |
US2522447A (en) * | 1948-11-23 | 1950-09-12 | Monsanto Chemicals | Detergent compositions |
US2602781A (en) * | 1949-01-05 | 1952-07-08 | Wyandotte Chemicals Corp | Alkylaryl sulfonate-hydroxyethyl-cellulose detergent composition |
US2594258A (en) * | 1949-05-12 | 1952-04-22 | Monsanto Chemicals | Detergent composition |
US2934568A (en) * | 1950-02-06 | 1960-04-26 | Atlas Powder Co | Detergent reaction products of branched chain aliphatic alcohols and ethylene oxide |
US2594431A (en) * | 1950-04-01 | 1952-04-29 | Monsanto Chemicals | Detergent compositions |
US2594453A (en) * | 1950-04-01 | 1952-04-29 | Monsanto Chemicals | Detergent compositions |
US2742434A (en) * | 1952-01-19 | 1956-04-17 | Gen Aniline & Film Corp | Cleaner-sanitizer |
US2847385A (en) * | 1954-10-07 | 1958-08-12 | Ohio Commw Eng Co | Detergent-soil suspending composition containing carboxymethyl dextran |
US2820767A (en) * | 1955-02-21 | 1958-01-21 | Olin Mathieson | Hypochlorite bleaching composition and method of making |
US3061551A (en) * | 1955-07-22 | 1962-10-30 | Nat Starch Chem Corp | Detergent composition containing soilredeposition inhibitor |
US2914482A (en) * | 1956-06-11 | 1959-11-24 | Gen Aniline & Film Corp | Heavy duty liquid detergent |
US2886533A (en) * | 1956-07-17 | 1959-05-12 | Wyandotte Chemicals Corp | Promoted detergent compositions |
US3024191A (en) * | 1959-10-28 | 1962-03-06 | Pan American Petroleum Corp | Fracturing earth formations |
Also Published As
Publication number | Publication date |
---|---|
NL54324C (enrdf_load_stackoverflow) | |
FR879106A (fr) | 1943-02-15 |
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