DE1469244A1 - Gefrierauftaubestaendige quartaere Ammoniumchloridloesung und deren Herstellung - Google Patents
Gefrierauftaubestaendige quartaere Ammoniumchloridloesung und deren HerstellungInfo
- Publication number
- DE1469244A1 DE1469244A1 DE19641469244 DE1469244A DE1469244A1 DE 1469244 A1 DE1469244 A1 DE 1469244A1 DE 19641469244 DE19641469244 DE 19641469244 DE 1469244 A DE1469244 A DE 1469244A DE 1469244 A1 DE1469244 A1 DE 1469244A1
- Authority
- DE
- Germany
- Prior art keywords
- ammonium chloride
- fatty
- sulfate salt
- quaternary
- freeze
- 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.)
- Pending
Links
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 title claims description 53
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000010257 thawing Methods 0.000 title description 12
- 239000000203 mixture Substances 0.000 claims description 29
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical class COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 claims description 25
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 150000001412 amines Chemical class 0.000 claims description 20
- 235000019270 ammonium chloride Nutrition 0.000 claims description 19
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 14
- 239000006185 dispersion Substances 0.000 claims description 13
- -1 dialkyl sulfate salt Chemical class 0.000 claims description 10
- 239000003760 tallow Substances 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 7
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 150000008050 dialkyl sulfates Chemical class 0.000 claims description 4
- 230000000087 stabilizing effect Effects 0.000 claims description 4
- 239000003205 fragrance Substances 0.000 claims description 3
- 239000003921 oil Substances 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims 1
- 239000002304 perfume Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- 239000013589 supplement Substances 0.000 claims 1
- HWBLTYHIEYOAOL-UHFFFAOYSA-N Diisopropyl sulfate Chemical compound CC(C)OS(=O)(=O)OC(C)C HWBLTYHIEYOAOL-UHFFFAOYSA-N 0.000 description 13
- 239000000243 solution Substances 0.000 description 13
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 12
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- 238000007710 freezing Methods 0.000 description 10
- 230000008014 freezing Effects 0.000 description 10
- 125000000217 alkyl group Chemical group 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 229940008406 diethyl sulfate Drugs 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- HSUGDXPUFCVGES-UHFFFAOYSA-N n-tetradecyltetradecan-1-amine Chemical group CCCCCCCCCCCCCCNCCCCCCCCCCCCCC HSUGDXPUFCVGES-UHFFFAOYSA-N 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- 150000008051 alkyl sulfates Chemical class 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- MJCJUDJQDGGKOX-UHFFFAOYSA-N n-dodecyldodecan-1-amine Chemical group CCCCCCCCCCCCNCCCCCCCCCCCC MJCJUDJQDGGKOX-UHFFFAOYSA-N 0.000 description 3
- 150000003141 primary amines Chemical class 0.000 description 3
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 150000003335 secondary amines Chemical class 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 235000003255 Carthamus tinctorius Nutrition 0.000 description 2
- 244000020518 Carthamus tinctorius Species 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 239000004902 Softening Agent Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000013068 control sample Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- MJYQFWSXKFLTAY-OVEQLNGDSA-N (2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol;(2r,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O.C1=C(O)C(OC)=CC(C[C@@H](CO)[C@H](CO)CC=2C=C(OC)C(O)=CC=2)=C1 MJYQFWSXKFLTAY-OVEQLNGDSA-N 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- 241000273930 Brevoortia tyrannus Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 206010011878 Deafness Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 206010035148 Plague Diseases 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical group OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- XKXHCNPAFAXVRZ-UHFFFAOYSA-N benzylazanium;chloride Chemical compound [Cl-].[NH3+]CC1=CC=CC=C1 XKXHCNPAFAXVRZ-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- LMEDOLJKVASKTP-UHFFFAOYSA-N dibutyl sulfate Chemical compound CCCCOS(=O)(=O)OCCCC LMEDOLJKVASKTP-UHFFFAOYSA-N 0.000 description 1
- BZSWJGHEQUOKIP-UHFFFAOYSA-M didodecyl(diethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](CC)(CC)CCCCCCCCCCCC BZSWJGHEQUOKIP-UHFFFAOYSA-M 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- RSHHCURRBLAGFA-UHFFFAOYSA-M dimethyl-di(tetradecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCC RSHHCURRBLAGFA-UHFFFAOYSA-M 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000010297 mechanical methods and process Methods 0.000 description 1
- 230000005226 mechanical processes and functions Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 230000002393 scratching effect Effects 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000002759 woven fabric Substances 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
- C11D1/62—Quaternary ammonium compounds
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US338565A US3274106A (en) | 1964-01-20 | 1964-01-20 | Freeze-thaw stabilizers for quaternary ammonium compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1469244A1 true DE1469244A1 (de) | 1968-12-12 |
Family
ID=23325270
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19641469244 Pending DE1469244A1 (de) | 1964-01-20 | 1964-12-18 | Gefrierauftaubestaendige quartaere Ammoniumchloridloesung und deren Herstellung |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3274106A (enrdf_load_stackoverflow) |
| BE (1) | BE658555A (enrdf_load_stackoverflow) |
| DE (1) | DE1469244A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1098793A (enrdf_load_stackoverflow) |
| NL (1) | NL6500692A (enrdf_load_stackoverflow) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3505221A (en) * | 1966-07-20 | 1970-04-07 | Armour Ind Chem Co | Fabric softener |
| US3959155A (en) * | 1973-10-01 | 1976-05-25 | The Procter & Gamble Company | Detergent composition |
| US3958059A (en) * | 1973-10-01 | 1976-05-18 | The Procter & Gamble Company | Fabric treatment composition |
| LU82836A1 (fr) * | 1980-10-10 | 1982-05-10 | Lilachim Sa | Melanges de sels d'ammonium quaternaire |
| US4452732A (en) * | 1981-06-15 | 1984-06-05 | The Procter & Gamble Company | Shampoo compositions |
| US4569800A (en) * | 1983-07-21 | 1986-02-11 | Akzona Incorporated | Quaternary ammonium salts useful as fabric softeners |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3154489A (en) * | 1960-07-18 | 1964-10-27 | Armour & Co | Surface active compositions |
-
1964
- 1964-01-20 US US338565A patent/US3274106A/en not_active Expired - Lifetime
- 1964-12-18 DE DE19641469244 patent/DE1469244A1/de active Pending
-
1965
- 1965-01-19 GB GB2351/65A patent/GB1098793A/en not_active Expired
- 1965-01-20 NL NL6500692A patent/NL6500692A/xx unknown
- 1965-01-20 BE BE658555D patent/BE658555A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE658555A (enrdf_load_stackoverflow) | 1965-07-20 |
| US3274106A (en) | 1966-09-20 |
| NL6500692A (enrdf_load_stackoverflow) | 1965-07-21 |
| GB1098793A (en) | 1968-01-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69906066T2 (de) | Konzentrierte wässrige Bromlösungen und ihre Herstellung | |
| DE2355402A1 (de) | Verfahren zur herstellung einer polyfunktionellen, stabilen, fluessigen detergentien-mischung | |
| DE2336124B2 (de) | Stabile, waessrige loesungen von alkylialkyl- und/oder -phenylsiliconaten zur wasserabweisenden impraegnierung von baustoffen | |
| DE3708425A1 (de) | Pumpfaehige kationische fettalkoholdispersion | |
| EP0164058A2 (de) | Fliessfähige Perlglanzdispersion mit niedrigem Tensidanteil | |
| DE2553260A1 (de) | Impraegniermittel fuer holz | |
| DE1469244A1 (de) | Gefrierauftaubestaendige quartaere Ammoniumchloridloesung und deren Herstellung | |
| DE2911198A1 (de) | Konzentriertes waescheweichspuelmittel und verfahren zu dessen herstellung | |
| CH509402A (de) | Wasch- und Reinigungsmittel | |
| DE2524388A1 (de) | Surfaktanten-jod-praeparat | |
| DE1289603B (de) | Verfahren zur Herstellung von natriumtripolyphosphathaltigen Waschmitteln | |
| DE3908008A1 (de) | Konzentrierte und fluessige wasserhaltige tensidzusammensetzung, verfahren zu deren herstellung und deren verwendung | |
| DE3316313A1 (de) | Gewebeweichmachende zusammensetzung | |
| DE2631466C2 (de) | Verwendung von Lanthan-, Praseodym- und/oder Neodymverbindungen als Stabilisatoren für Alkalipercarbonate | |
| DE2531031C3 (de) | 1 -Benzyl-3-alkyI-imidazoliumsalze | |
| DE19853842C9 (de) | Wasserlösliche Allantoin-Verbindung und Verfahren zur Herstellung einer wasserlöslichen Allantoin-Verbindung | |
| EP0074056A1 (de) | Wäscheweichspülmittel | |
| DE19853842C2 (de) | Wasserlösliche Allantoin-Verbindung und Verfahren zur Herstellung einer wasserlöslichen Allantoin-Verbindung | |
| DE2626141C2 (de) | Haarfärbemittel | |
| DE2659696C3 (de) | Mittel zum Avivieren von Textilmaterial | |
| DE3141403A1 (de) | Stabile oel-in-wasser-emulsion und verfahren zu ihrer herstellung | |
| DE2803487C2 (enrdf_load_stackoverflow) | ||
| DE1813180C (de) | Stabile Dispersionen von in Wasser loslichen anionischen Farbstoffen, deren Herstellung und Verwendung | |
| AT200413B (de) | Verfahren zur Gewinnung von Phosphatierungssalzen für die Herstellung von Phosphatierungslösungen | |
| DE663022C (de) | Verfahren zur Verbesserung der Eigenschaften von Quellstaerke |