US3044962A - Preparation of detergent compositions - Google Patents
Preparation of detergent compositions Download PDFInfo
- Publication number
- US3044962A US3044962A US768549A US76854958A US3044962A US 3044962 A US3044962 A US 3044962A US 768549 A US768549 A US 768549A US 76854958 A US76854958 A US 76854958A US 3044962 A US3044962 A US 3044962A
- Authority
- US
- United States
- Prior art keywords
- sodium
- surface active
- active agent
- weight
- cationic surface
- 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
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- 239000003599 detergent Substances 0.000 title claims description 19
- 239000000203 mixture Substances 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title description 2
- 239000004094 surface-active agent Substances 0.000 claims description 25
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 5
- 235000011152 sodium sulphate Nutrition 0.000 claims description 5
- 229910021538 borax Inorganic materials 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- 235000010339 sodium tetraborate Nutrition 0.000 claims description 4
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 4
- 230000001476 alcoholic effect Effects 0.000 claims description 3
- 229940018038 sodium carbonate decahydrate Drugs 0.000 claims description 3
- 235000019983 sodium metaphosphate Nutrition 0.000 claims description 3
- 229960001922 sodium perborate Drugs 0.000 claims description 3
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 claims description 3
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 claims description 3
- MOMKYJPSVWEWPM-UHFFFAOYSA-N 4-(chloromethyl)-2-(4-methylphenyl)-1,3-thiazole Chemical compound C1=CC(C)=CC=C1C1=NC(CCl)=CS1 MOMKYJPSVWEWPM-UHFFFAOYSA-N 0.000 claims description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 2
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 2
- XYQRXRFVKUPBQN-UHFFFAOYSA-L Sodium carbonate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]C([O-])=O XYQRXRFVKUPBQN-UHFFFAOYSA-L 0.000 claims description 2
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical group [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 claims description 2
- 229960004599 sodium borate Drugs 0.000 claims description 2
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 claims description 2
- 229940048086 sodium pyrophosphate Drugs 0.000 claims description 2
- 235000019818 tetrasodium diphosphate Nutrition 0.000 claims description 2
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 claims description 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 claims description 2
- 150000003863 ammonium salts Chemical group 0.000 claims 1
- NOJNFULGOQGBKB-UHFFFAOYSA-M sodium;3-[3-tert-butylsulfanyl-1-[[4-(6-ethoxypyridin-3-yl)phenyl]methyl]-5-[(5-methylpyridin-2-yl)methoxy]indol-2-yl]-2,2-dimethylpropanoate Chemical compound [Na+].C1=NC(OCC)=CC=C1C(C=C1)=CC=C1CN1C2=CC=C(OCC=3N=CC(C)=CC=3)C=C2C(SC(C)(C)C)=C1CC(C)(C)C([O-])=O NOJNFULGOQGBKB-UHFFFAOYSA-M 0.000 claims 1
- 125000002091 cationic group Chemical group 0.000 description 20
- 239000004744 fabric Substances 0.000 description 14
- 125000000129 anionic group Chemical group 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 10
- 239000000243 solution Substances 0.000 description 9
- -1 alkali metal fatty alcohol sulphates Chemical class 0.000 description 8
- 239000004677 Nylon Substances 0.000 description 7
- 229920001778 nylon Polymers 0.000 description 7
- 230000000694 effects Effects 0.000 description 6
- 229910017053 inorganic salt Inorganic materials 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- 239000004753 textile Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 1
- CUOSYYRDANYHTL-UHFFFAOYSA-N 1,4-dioctoxy-1,4-dioxobutane-2-sulfonic acid;sodium Chemical compound [Na].CCCCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCCCC CUOSYYRDANYHTL-UHFFFAOYSA-N 0.000 description 1
- HWOJEXWDBPUIKG-UHFFFAOYSA-L 1-dodecylpyridin-1-ium;1-hexadecylpyridin-1-ium;dichloride Chemical compound [Cl-].[Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1.CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 HWOJEXWDBPUIKG-UHFFFAOYSA-L 0.000 description 1
- GXJQMKFJQFGQKV-KHPPLWFESA-N 2-[methyl-[(z)-octadec-9-enoyl]amino]ethanesulfonic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CCS(O)(=O)=O GXJQMKFJQFGQKV-KHPPLWFESA-N 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 1
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- XRWMGCFJVKDVMD-UHFFFAOYSA-M didodecyl(dimethyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC XRWMGCFJVKDVMD-UHFFFAOYSA-M 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- ADYFNDCREUTJRV-UHFFFAOYSA-L disodium;hexadecyl sulfate Chemical compound [Na+].[Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O.CCCCCCCCCCCCCCCCOS([O-])(=O)=O ADYFNDCREUTJRV-UHFFFAOYSA-L 0.000 description 1
- SQEDZTDNVYVPQL-UHFFFAOYSA-N dodecylbenzene;sodium Chemical compound [Na].CCCCCCCCCCCCC1=CC=CC=C1 SQEDZTDNVYVPQL-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M sodium bicarbonate Substances [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229940001593 sodium carbonate Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- JHJUUEHSAZXEEO-UHFFFAOYSA-M sodium;4-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=C(S([O-])(=O)=O)C=C1 JHJUUEHSAZXEEO-UHFFFAOYSA-M 0.000 description 1
- GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- YAOYNQJVEQEZPE-UHFFFAOYSA-J tetrasodium phosphonato phosphate phosphoric acid Chemical compound [Na+].[Na+].[Na+].[Na+].OP(O)(O)=O.[O-]P([O-])(=O)OP([O-])([O-])=O YAOYNQJVEQEZPE-UHFFFAOYSA-J 0.000 description 1
- CDVLCTOFEIEUDH-UHFFFAOYSA-K tetrasodium;phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])([O-])=O CDVLCTOFEIEUDH-UHFFFAOYSA-K 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/65—Mixtures of anionic with cationic compounds
-
- 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0036—Soil deposition preventing compositions; Antiredeposition agents
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/60—Sulfonium or phosphonium compounds
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
Definitions
- This invention relates to detergents for textiles, notably those consisting of synthetic linear polymers, and in particular to such detergents which also exercise an antistatic effect.
- the ingredient of the present detergents responsible (or mainly responsible) for their detergency is an anionic surface active agent, i.e. a water-soluble compound, having lipophilic and hydrophilic groups in the anion (of. pages 108 and 109 of Surface Active Agents," by C. B. F. Young and K. W. Carns, 1945, Chemical Publishing Co. Inc.), a genus which includes, inter alia, the alkali soaps, e.g. sodium stearate (a constituent of common soap), alkali metal fatty alcohol sulphates, e.g. sodium cetyl sulphate, alkylarly sulphonates, e.g. sodium p-dodecylbenzene sulphonate and alkyl monoglyceryl phosphates or sulphates, e.g. dodecyl octyl monoglyceryl phosphate.
- an anionic surface active agent i.e. a water-soluble compound,
- the present detergents also contain a convertional water-soluble inorganic salt of neutral or alkaline reaction, e.g. sodium carbonate, sodium sulphate, sodium borate.
- a convertional water-soluble inorganic salt of neutral or alkaline reaction e.g. sodium carbonate, sodium sulphate, sodium borate.
- the cationic agent is first mixed with sufficient of an inorganic salt powder, before the incorporation of the anionic agent, the aforesaid precipitation can be avoided. It is preferred that the cationic agent be applied in the form of a solution, to a sufficiency of the solid inorganic salt, so as to coat the individual crystals or granules thereof without making the powder, as a whole, wet. Mixtures so obtained can be safely mixed with the desired anionic surface active agent without fear of precipitation occurring when the resulting detergent mixture is dissolved in water for use in washing.
- the anti-static effect produced ICC by the employment of the present detergents withstands rinsing and tends even to increase during the course of successive washings.
- the present detergents also appear to have the advantage of hindering re-deposition of the dirt on the fabric whilst it is in the wash liquor.
- the present invention relates to a process for making detergents comprising mixing an alcoholic, aqueous or aqueous-alcoholic solution of a cationic surface active agent, 7111011 15 a quaternary ammonium, phosphromum or l'l'lOlPhOlll'llllIl'l salt, with a sufficient quantity of a powdered water-sofible alkaline-reagting or neutral-reacting inorganic salt, so that the weight of fiid salt remaimng undrssolved 1s not less than themeight of tlia cationic surface active agent, d yfiggll fii fiifl to remove any visible liquid, and then intimatelv mixing face active agefirearpid eaf Whendrying'is'elfectedin order to remove any visible liquid, the dried product is advantageously powdered so as to facilitate the subsequent mixing with the anionic surface active agent.
- the qnantity of the solution of the cationic surface active agent employed should only suffice to coat the individual crystals or granules of the inorganic salt powder, without making the latter visibly wet. In this case there is thus no visible liquid present and therefore no drying is required.
- the anionic surface active agent may be introduced either as the pure compound or, for example, in the form of an aqueous solution or paste, or otherwise conveniently diluted.
- an anti-static effect is produced even when the proportion of cationic surface active agent to anionic surface active agent is as low as 1-500 or even 1-1000. However, it is preferred that the weight of the anionic agent be from 10 to 200 times the weight of the cationic agent.
- the cationic surface active agent may be for example:
- Octadecyl-trimethylammonium chloride Octadecenyl-trimethylammonium chloride Octadecadienyl-trimethylammonium chloride
- Dodecyl-trimethylammonium chloride Hexadecyl-trimethylammonium chloride Didodecyl-dimethylammonium bromide Dioctadecyl-dimethylarnmonium chloride
- Benzyl tri-(dimethylamino) phosphonium chloride Benzyl-stearyl-dimethylammonium chloride Hexadecyl methyl morpholinium methosulphate Hexadecyl pyridinium chloride
- Dodecyl pyridinium chloride Those cationic surface active agents are preferred which are capable of imparting a strong antistatic effect when applied to the textile material by themselves.
- anionic surface active agent may be, for example:
- Example 1 9.85 parts of a 75% solution of dioctadecyl-dimethylammonium chloride in iso-propanol are diluted with 6 of methanol and thoroughly mixed with 12 parts of anhydrous sodium carbonate powder. The resulting powder is then mixed with 50 parts of common soap powder.
- a plain weave fabric of 30 denier nylon yarn (10 filaments) is washed repeatedly and examined as to its tendency to become electrostatically charged in the following manner:
- the fabric divided into 11 strips, is immersed and agitated for 3 minutes, in 100 times its own weight of a 0.1% aqueous solution of the above detergent at 60 C.
- the fabric strips are then removed, rinsed once with warm water and twice with cold water, and dried.
- One strip is set aside and the remaining ten washed again, rinsed and dried as before.
- Another strip is set aside and the process repeated until the final strip has received 11 washes.
- Example 2 detergent and tested in the way described in Example 1. The following results being obtained:
- Example 3 20 parts of sodium p-dodecyl benzene sulphonate 40 parts of sodium tripolyphosphate 40 parts of sodium sulphate The resultant mixture constitutes the detergent; the ratio by weight of anionic to cationic agent contained therein is 2:1.
- Strips of nylon fabric are washed with times their weight of a 0.1% aqueous solution of the above detergent at 60 C. and the electrostatic charge produced measured as described in Example 1. It is found that the charge is only about 15 of that generated on the unwashed fabric.
- Example 4 Example 3 is repeated except that only 2 parts of the 50% solution of cationic agent are taken. The electrostatic charge is 30% of that found on the unwashed fabric.
- a process for the manufacture of a detergent composition comprising mixing an alcoholic solution of a cationic surface active agent, selected from the group consisting of quaternary ammonium, phosphonium and morpholinium salt, with a sufiicient quantity of a powdered sodium salt selected from the group consisting of anhydrous sodium carbonate, sodium carbonate decahydrate, sodium bicarbonate, sodium borate, sodium sulphate, trisodium orthophosphate, sodium metaphosphate, sodium pyrophosphate, disodium hydrogen phosphate, sodium tripolyphosphate and sodium perborate, so that the weight of said salt remaining undissolved is not less than the weight of the cationic surface active agent, drying if necessary to remove any visible liquid, and then intimately mixing with a quantity of a synthetic organic anionic surface active agent weighing from 2 to 1000 times the weight of the cationic surface active agent employed.
- a cationic surface active agent selected from the group consisting of quaternary ammonium, phosphonium and morpholinium salt
- the process of claim surface active agent is from of the cationic agent.
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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)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB33960/57A GB839407A (en) | 1957-10-31 | 1957-10-31 | Detergent compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3044962A true US3044962A (en) | 1962-07-17 |
Family
ID=10359600
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US768549A Expired - Lifetime US3044962A (en) | 1957-10-31 | 1958-10-21 | Preparation of detergent compositions |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3044962A (en, 2012) |
| BE (1) | BE572404A (en, 2012) |
| DE (1) | DE1105548B (en, 2012) |
| FR (1) | FR1206519A (en, 2012) |
| GB (1) | GB839407A (en, 2012) |
| NL (1) | NL232749A (en, 2012) |
Cited By (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3174905A (en) * | 1962-03-12 | 1965-03-23 | American Cyanamid Co | Methods and compositions for rendering textile materials soft, germ resistant and antistatic |
| US3177083A (en) * | 1962-02-13 | 1965-04-06 | Prismo Safety Corp | Anti-static treatment of glass beads |
| US3265624A (en) * | 1963-10-01 | 1966-08-09 | Colgate Palmolive Co | Detergent composition |
| US3282849A (en) * | 1961-04-05 | 1966-11-01 | Armour & Co | Germicidal cleansing composition |
| US3325414A (en) * | 1963-10-01 | 1967-06-13 | Colgate Palmolive Co | Heavy duty detergent composition containing a quaternary ammonium salt |
| US3325404A (en) * | 1963-09-19 | 1967-06-13 | Millmaster Onyx Corp | Composition for simultaneously laundering and softening fabrics |
| US3329609A (en) * | 1965-03-22 | 1967-07-04 | Wyandotte Chemicals Corp | Compositions containing quaternary ammonium salts |
| US3355392A (en) * | 1963-10-18 | 1967-11-28 | West Laboratories Inc | Alkaline germicidal cleaner with color indicator |
| US3356526A (en) * | 1964-05-13 | 1967-12-05 | Armour & Co | Method of preparing water-dispersible softener compositions and products produced thereby |
| US3360470A (en) * | 1963-05-28 | 1967-12-26 | Colgate Palmolive Co | Laundering compositions |
| US3377181A (en) * | 1963-07-19 | 1968-04-09 | Toray Industries | Method for producing webs including polypropylene fibers |
| US3420703A (en) * | 1964-05-30 | 1969-01-07 | Bayer Ag | Process for treating a textile material with an aqueous antistatic and handle-improving composition and the aqueous treating composition |
| US3454494A (en) * | 1965-08-03 | 1969-07-08 | Standard Chem Products Inc | Textile softener compositions |
| US3468697A (en) * | 1966-03-02 | 1969-09-23 | Colgate Palmolive Co | Method of treating textile articles which are usually laundered |
| US3546115A (en) * | 1967-02-28 | 1970-12-08 | Cargill Inc | Fabric softener |
| US3632421A (en) * | 1968-12-09 | 1972-01-04 | Deering Milliken Res Corp | Textile material with soil release characteristics |
| US3644203A (en) * | 1968-12-09 | 1972-02-22 | Lever Brothers Ltd | Fabric softener |
| US3867187A (en) * | 1973-03-26 | 1975-02-18 | Phillips Petroleum Co | Polypropylene filaments having improved soiling and crocking characteristics |
| US3904533A (en) * | 1963-07-16 | 1975-09-09 | Lever Brothers Ltd | Fabric conditioners |
| US3997453A (en) * | 1974-02-11 | 1976-12-14 | Colgate-Palmolive Company | Softener dispersion |
| US4069159A (en) * | 1976-02-02 | 1978-01-17 | E. I. Du Pont De Nemours And Company | Antistat and softener for textiles |
| US4244834A (en) * | 1979-06-05 | 1981-01-13 | United States Borax & Chemical Corporation | Carpet cleaning and deodorizing compositions |
| US4265772A (en) * | 1978-11-16 | 1981-05-05 | The Procter & Gamble Company | Antistatic, fabric-softening detergent additive |
| US4321165A (en) * | 1977-06-29 | 1982-03-23 | The Procter & Gamble Company | Detergent compositions comprising cationic, anionic and nonionic surfactants |
| US4347168A (en) * | 1977-11-17 | 1982-08-31 | The Procter & Gamble Company | Spray-dried granular detergent compositions for improved greasy soil removal |
| US4851214A (en) * | 1988-09-07 | 1989-07-25 | Ici Americas Inc. | Deodorants containing N-soya-N-ethyl morpholinium ethosulfate |
| US4919839A (en) * | 1989-02-21 | 1990-04-24 | Colgate Palmolive Co. | Light duty microemulsion liquid detergent composition containing an aniocic/cationic complex |
| US5525261A (en) * | 1994-10-18 | 1996-06-11 | Henkel Corporation | Anti-static composition and method of making the same |
| WO2003018676A1 (de) * | 2001-08-25 | 2003-03-06 | Chemetall Gmbh | Verfahren zur antistatischen beschichtung von kunststoff-formteil-oberflächen, kunststoff- bzw. lackbeschichtungen |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL239359A (en, 2012) * | 1958-05-21 | |||
| DE19752163A1 (de) | 1997-11-26 | 1999-05-27 | Henkel Kgaa | Niedrigkonzentrierte höherviskose Flüssigwaschmittel |
| DE19752165A1 (de) | 1997-11-26 | 1999-05-27 | Henkel Kgaa | Stabile höherviskose Flüssigwaschmittel |
| DE19857543A1 (de) | 1998-12-14 | 2000-06-15 | Henkel Kgaa | Verwendung von Protease in flüssigen bis gelförmigen Wasch- und Reinigungsmitteln |
| DE10010760A1 (de) | 2000-03-04 | 2001-09-20 | Henkel Kgaa | Mehrphasige Wasch- und Reinigungsmittelformkörper mit nicht-gepreßten Anteilen |
| DE10065933C1 (de) * | 2000-12-21 | 2002-07-11 | Ecolab Gmbh & Co Ohg | Verfahren zur Entfernung elektrostatisch gebundener Rückstände von Kunststoffoberflächen |
| DE102015204206A1 (de) | 2014-12-17 | 2016-06-23 | Henkel Ag & Co. Kgaa | Transparente Textilpflegemittel |
| DE102004040849A1 (de) | 2004-08-23 | 2006-03-02 | Henkel Kgaa | Klares Wasch- und Reinigungsmittel mit Fließgrenze |
| DE102005018243A1 (de) | 2005-04-19 | 2006-10-26 | Henkel Kgaa | Verfahren zur Erzeugung flüssiger Zubereitungen mit Festkörpergehalt |
| ES2449747T3 (es) | 2007-08-03 | 2014-03-21 | Basf Se | Dispersión de espesante asociativo |
| CN101861340A (zh) | 2007-11-14 | 2010-10-13 | 巴斯夫欧洲公司 | 制备增稠剂分散体的方法 |
| EP2083067A1 (de) | 2008-01-25 | 2009-07-29 | Basf Aktiengesellschaft | Verwendung von organischen Komplexbildnern und/oder polymeren carbonsäuregruppenhaltigen Verbindungen in einer flüssigen Wasch- oder Reinigungsmittelzusammensetzung |
| ES2534766T3 (es) | 2010-02-12 | 2015-04-28 | Basf Se | Uso de un copolímero como espesante en agentes de lavado líquidos con menor tendencia al agrisado |
| EP2582733B1 (de) | 2010-06-17 | 2014-06-04 | Basf Se | Polymere mit saccharid-seitengruppen und ihre verwendung |
| US8846599B2 (en) | 2011-06-15 | 2014-09-30 | Basf Se | Branched polyesters with sulfonate groups |
| RU2604730C2 (ru) | 2011-06-15 | 2016-12-10 | Басф Се | Разветвленные сложные полиэфиры с сульфонатными группами |
| DE102014010875A1 (de) | 2014-07-25 | 2016-01-28 | Basf Se | Transparente Textilpflegemittel |
| DE102015225975A1 (de) | 2015-12-18 | 2017-06-22 | Henkel Ag & Co. Kgaa | Kombinationsprodukt zur Konditionierung von Wäsche |
| EP3263680B1 (de) | 2016-06-30 | 2018-08-15 | Henkel AG & Co. KGaA | Klare textilpflegemittel |
| DE102018210169A1 (de) | 2018-06-22 | 2019-12-24 | Henkel Ag & Co. Kgaa | Verfahren zur Herstellung von flüssigen Weichspülern |
| DE102018211856A1 (de) | 2018-07-17 | 2020-01-23 | Henkel Ag & Co. Kgaa | Verfahren zur Herstellung eines Weichspülers |
| DE102020204506A1 (de) | 2020-04-07 | 2021-10-07 | Henkel Ag & Co. Kgaa | Weichspüler mit Pheromonen |
| DE102020204507A1 (de) | 2020-04-07 | 2021-10-07 | Henkel Ag & Co. Kgaa | Weichspüler mit aphrodisierend wirkenden Duftstoffen |
| DE102020126698A1 (de) | 2020-10-12 | 2022-04-14 | Henkel Ag & Co. Kgaa | Verwendung von kationisch modifizierten Polyurethan-Dispersionen als Textilweichmacher |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2491992A (en) * | 1945-12-29 | 1949-12-20 | Colgate Palmolive Peet Co | Detergent composition |
| US2541248A (en) * | 1951-02-13 | Compositions | ||
| CA520432A (en) * | 1956-01-03 | G. Marshall Charles | Detergent and disinfecting composition of matter | |
| US2928772A (en) * | 1954-10-04 | 1960-03-15 | Colgate Palmolive Co | Hair conditioning composition containing n (higher acyl colamino formylmethyl)pyridinium chloride and a fatty acids monoglyceride sulfate anionic detergent |
-
0
- NL NL232749D patent/NL232749A/xx unknown
- BE BE572404D patent/BE572404A/xx unknown
-
1957
- 1957-10-31 GB GB33960/57A patent/GB839407A/en not_active Expired
-
1958
- 1958-10-21 US US768549A patent/US3044962A/en not_active Expired - Lifetime
- 1958-10-30 DE DEB50921A patent/DE1105548B/de active Pending
- 1958-10-31 FR FR1206519D patent/FR1206519A/fr not_active Expired
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2541248A (en) * | 1951-02-13 | Compositions | ||
| CA520432A (en) * | 1956-01-03 | G. Marshall Charles | Detergent and disinfecting composition of matter | |
| US2491992A (en) * | 1945-12-29 | 1949-12-20 | Colgate Palmolive Peet Co | Detergent composition |
| US2928772A (en) * | 1954-10-04 | 1960-03-15 | Colgate Palmolive Co | Hair conditioning composition containing n (higher acyl colamino formylmethyl)pyridinium chloride and a fatty acids monoglyceride sulfate anionic detergent |
Cited By (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3282849A (en) * | 1961-04-05 | 1966-11-01 | Armour & Co | Germicidal cleansing composition |
| US3177083A (en) * | 1962-02-13 | 1965-04-06 | Prismo Safety Corp | Anti-static treatment of glass beads |
| US3174905A (en) * | 1962-03-12 | 1965-03-23 | American Cyanamid Co | Methods and compositions for rendering textile materials soft, germ resistant and antistatic |
| US3360470A (en) * | 1963-05-28 | 1967-12-26 | Colgate Palmolive Co | Laundering compositions |
| US3904533A (en) * | 1963-07-16 | 1975-09-09 | Lever Brothers Ltd | Fabric conditioners |
| US3377181A (en) * | 1963-07-19 | 1968-04-09 | Toray Industries | Method for producing webs including polypropylene fibers |
| US3325404A (en) * | 1963-09-19 | 1967-06-13 | Millmaster Onyx Corp | Composition for simultaneously laundering and softening fabrics |
| US3325414A (en) * | 1963-10-01 | 1967-06-13 | Colgate Palmolive Co | Heavy duty detergent composition containing a quaternary ammonium salt |
| US3265624A (en) * | 1963-10-01 | 1966-08-09 | Colgate Palmolive Co | Detergent composition |
| US3355392A (en) * | 1963-10-18 | 1967-11-28 | West Laboratories Inc | Alkaline germicidal cleaner with color indicator |
| US3356526A (en) * | 1964-05-13 | 1967-12-05 | Armour & Co | Method of preparing water-dispersible softener compositions and products produced thereby |
| US3420703A (en) * | 1964-05-30 | 1969-01-07 | Bayer Ag | Process for treating a textile material with an aqueous antistatic and handle-improving composition and the aqueous treating composition |
| US3329609A (en) * | 1965-03-22 | 1967-07-04 | Wyandotte Chemicals Corp | Compositions containing quaternary ammonium salts |
| US3454494A (en) * | 1965-08-03 | 1969-07-08 | Standard Chem Products Inc | Textile softener compositions |
| US3468697A (en) * | 1966-03-02 | 1969-09-23 | Colgate Palmolive Co | Method of treating textile articles which are usually laundered |
| US3546115A (en) * | 1967-02-28 | 1970-12-08 | Cargill Inc | Fabric softener |
| US3632421A (en) * | 1968-12-09 | 1972-01-04 | Deering Milliken Res Corp | Textile material with soil release characteristics |
| US3644203A (en) * | 1968-12-09 | 1972-02-22 | Lever Brothers Ltd | Fabric softener |
| US3867187A (en) * | 1973-03-26 | 1975-02-18 | Phillips Petroleum Co | Polypropylene filaments having improved soiling and crocking characteristics |
| US3997453A (en) * | 1974-02-11 | 1976-12-14 | Colgate-Palmolive Company | Softener dispersion |
| US4069159A (en) * | 1976-02-02 | 1978-01-17 | E. I. Du Pont De Nemours And Company | Antistat and softener for textiles |
| US4321165A (en) * | 1977-06-29 | 1982-03-23 | The Procter & Gamble Company | Detergent compositions comprising cationic, anionic and nonionic surfactants |
| US4347168A (en) * | 1977-11-17 | 1982-08-31 | The Procter & Gamble Company | Spray-dried granular detergent compositions for improved greasy soil removal |
| US4265772A (en) * | 1978-11-16 | 1981-05-05 | The Procter & Gamble Company | Antistatic, fabric-softening detergent additive |
| US4244834A (en) * | 1979-06-05 | 1981-01-13 | United States Borax & Chemical Corporation | Carpet cleaning and deodorizing compositions |
| US4851214A (en) * | 1988-09-07 | 1989-07-25 | Ici Americas Inc. | Deodorants containing N-soya-N-ethyl morpholinium ethosulfate |
| US4919839A (en) * | 1989-02-21 | 1990-04-24 | Colgate Palmolive Co. | Light duty microemulsion liquid detergent composition containing an aniocic/cationic complex |
| US5525261A (en) * | 1994-10-18 | 1996-06-11 | Henkel Corporation | Anti-static composition and method of making the same |
| WO2003018676A1 (de) * | 2001-08-25 | 2003-03-06 | Chemetall Gmbh | Verfahren zur antistatischen beschichtung von kunststoff-formteil-oberflächen, kunststoff- bzw. lackbeschichtungen |
| US20040209101A1 (en) * | 2001-08-25 | 2004-10-21 | Franz Dressler | Method for anti-statically coating the surfacesof plastic moulded parts or plastic or paint coatings |
| US7754277B2 (en) | 2001-08-25 | 2010-07-13 | Chemetall Gmbh | Method for anti-statically coating the surfaces of plastic moulded parts or plastic or paint coatings |
Also Published As
| Publication number | Publication date |
|---|---|
| BE572404A (en, 2012) | |
| FR1206519A (fr) | 1960-02-10 |
| GB839407A (en) | 1960-06-29 |
| DE1105548B (de) | 1961-04-27 |
| NL232749A (en, 2012) |
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