US2396278A - Detergent composition - Google Patents
Detergent composition Download PDFInfo
- Publication number
- US2396278A US2396278A US752462A US75246234A US2396278A US 2396278 A US2396278 A US 2396278A US 752462 A US752462 A US 752462A US 75246234 A US75246234 A US 75246234A US 2396278 A US2396278 A US 2396278A
- Authority
- US
- United States
- Prior art keywords
- salts
- acid
- compositions
- compounds
- water
- 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
- 239000000203 mixture Substances 0.000 title description 56
- 239000003599 detergent Substances 0.000 title description 9
- -1 aliphatic radical Chemical class 0.000 description 54
- 150000003839 salts Chemical class 0.000 description 34
- 150000001875 compounds Chemical class 0.000 description 27
- 239000002253 acid Substances 0.000 description 21
- 150000003254 radicals Chemical group 0.000 description 20
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical class S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 20
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 18
- 125000004432 carbon atom Chemical group C* 0.000 description 16
- 235000011007 phosphoric acid Nutrition 0.000 description 16
- 229910052783 alkali metal Inorganic materials 0.000 description 12
- 159000000000 sodium salts Chemical class 0.000 description 12
- 239000000243 solution Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 125000000217 alkyl group Chemical group 0.000 description 9
- 150000002148 esters Chemical class 0.000 description 9
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 9
- 150000001298 alcohols Chemical class 0.000 description 8
- 150000001340 alkali metals Chemical class 0.000 description 8
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 8
- 150000002170 ethers Chemical class 0.000 description 8
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 7
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 7
- 235000011941 Tilia x europaea Nutrition 0.000 description 7
- 150000007513 acids Chemical class 0.000 description 7
- 125000001931 aliphatic group Chemical group 0.000 description 7
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 150000002191 fatty alcohols Chemical class 0.000 description 7
- 239000004571 lime Substances 0.000 description 7
- 150000003016 phosphoric acids Chemical class 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 125000001421 myristyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 229910019142 PO4 Inorganic materials 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 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 5
- 239000000126 substance Substances 0.000 description 5
- 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 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 4
- 235000011180 diphosphates Nutrition 0.000 description 4
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 125000000913 palmityl 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])C([H])([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 4
- 235000021317 phosphate Nutrition 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- DHCDFWKWKRSZHF-UHFFFAOYSA-N sulfurothioic S-acid Chemical compound OS(O)(=O)=S DHCDFWKWKRSZHF-UHFFFAOYSA-N 0.000 description 4
- 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 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical class CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000001033 ether group Chemical group 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 150000003014 phosphoric acid esters Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 3
- 235000019983 sodium metaphosphate Nutrition 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 150000002314 glycerols Chemical class 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 125000005608 naphthenic acid group Chemical class 0.000 description 2
- 239000001205 polyphosphate Substances 0.000 description 2
- 235000011176 polyphosphates Nutrition 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 229940048084 pyrophosphate Drugs 0.000 description 2
- 229940005657 pyrophosphoric acid Drugs 0.000 description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 2
- 239000001488 sodium phosphate Substances 0.000 description 2
- AGGIJOLULBJGTQ-UHFFFAOYSA-N sulfoacetic acid Chemical compound OC(=O)CS(O)(=O)=O AGGIJOLULBJGTQ-UHFFFAOYSA-N 0.000 description 2
- 150000003457 sulfones Chemical class 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- JSSKAZULTFHXBH-UHFFFAOYSA-N 1-O-Tetradecylglycerol Chemical compound CCCCCCCCCCCCCCOCC(O)CO JSSKAZULTFHXBH-UHFFFAOYSA-N 0.000 description 1
- GBXRUYNQDDTQQS-UHFFFAOYSA-N 1-O-dodecylglycerol Chemical compound CCCCCCCCCCCCOCC(O)CO GBXRUYNQDDTQQS-UHFFFAOYSA-N 0.000 description 1
- OOWQBDFWEXAXPB-UHFFFAOYSA-N 1-O-palmitylglycerol Chemical compound CCCCCCCCCCCCCCCCOCC(O)CO OOWQBDFWEXAXPB-UHFFFAOYSA-N 0.000 description 1
- LTSWUFKUZPPYEG-UHFFFAOYSA-N 1-decoxydecane Chemical compound CCCCCCCCCCOCCCCCCCCCC LTSWUFKUZPPYEG-UHFFFAOYSA-N 0.000 description 1
- LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 description 1
- QNSCIVVDODTPIX-UHFFFAOYSA-N 2-decoxyethanesulfonic acid Chemical compound C(CCCCCCCCC)OCCS(=O)(=O)O QNSCIVVDODTPIX-UHFFFAOYSA-N 0.000 description 1
- SDRIHJRTQCKZOJ-UHFFFAOYSA-N 2-dodecoxyethanesulfonic acid Chemical compound CCCCCCCCCCCCOCCS(O)(=O)=O SDRIHJRTQCKZOJ-UHFFFAOYSA-N 0.000 description 1
- OGAGHTZJLSMCHU-UHFFFAOYSA-N 2-ethoxy-2-hydroxyacetic acid Chemical compound CCOC(O)C(O)=O OGAGHTZJLSMCHU-UHFFFAOYSA-N 0.000 description 1
- PZAMLCOBSSVPAO-UHFFFAOYSA-N 2-octadecoxyethanesulfonic acid Chemical compound CCCCCCCCCCCCCCCCCCOCCS(O)(=O)=O PZAMLCOBSSVPAO-UHFFFAOYSA-N 0.000 description 1
- QWFCFTJFXBTSRB-UHFFFAOYSA-N 2-octoxyethanesulfonic acid Chemical class CCCCCCCCOCCS(O)(=O)=O QWFCFTJFXBTSRB-UHFFFAOYSA-N 0.000 description 1
- WBGKAOURNYRYBT-UHFFFAOYSA-N 2-sulfopropanoic acid Chemical compound OC(=O)C(C)S(O)(=O)=O WBGKAOURNYRYBT-UHFFFAOYSA-N 0.000 description 1
- MHGXMWYFJWQXGP-UHFFFAOYSA-N 2-tetradecoxyethanesulfonic acid Chemical compound CCCCCCCCCCCCCCOCCS(O)(=O)=O MHGXMWYFJWQXGP-UHFFFAOYSA-N 0.000 description 1
- GUPXYSSGJWIURR-UHFFFAOYSA-N 3-octoxypropane-1,2-diol Chemical compound CCCCCCCCOCC(O)CO GUPXYSSGJWIURR-UHFFFAOYSA-N 0.000 description 1
- RALRVIPTUXSBPO-UHFFFAOYSA-N 4-[4-chloro-3-(trifluoromethyl)phenyl]piperidin-4-ol Chemical compound C=1C=C(Cl)C(C(F)(F)F)=CC=1C1(O)CCNCC1 RALRVIPTUXSBPO-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241001459693 Dipterocarpus zeylanicus Species 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- ARIWANIATODDMH-UHFFFAOYSA-N Lauric acid monoglyceride Natural products CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-N Metaphosphoric acid Chemical class OP(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-N 0.000 description 1
- QHZLMUACJMDIAE-UHFFFAOYSA-N Palmitic acid monoglyceride Natural products CCCCCCCCCCCCCCCC(=O)OCC(O)CO QHZLMUACJMDIAE-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 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
- 235000021355 Stearic acid Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- YDHWWBZFRZWVHO-UHFFFAOYSA-N [hydroxy(phosphonooxy)phosphoryl] phosphono hydrogen phosphate Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(O)=O YDHWWBZFRZWVHO-UHFFFAOYSA-N 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical compound CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N beta-monoglyceryl stearate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 150000004651 carbonic acid esters Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000010960 commercial process Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N ethyl butylhexanol Natural products CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 159000000011 group IA salts Chemical class 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 125000005341 metaphosphate group Chemical group 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- MDLWEBWGXACWGE-UHFFFAOYSA-N octadecane Chemical compound [CH2]CCCCCCCCCCCCCCCCC MDLWEBWGXACWGE-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 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
- 239000010452 phosphate Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229940098424 potassium pyrophosphate Drugs 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical class OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 239000011347 resin Chemical class 0.000 description 1
- 229920005989 resin Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- 235000019830 sodium polyphosphate Nutrition 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- BUUPQKDIAURBJP-UHFFFAOYSA-N sulfinic acid Chemical compound OS=O BUUPQKDIAURBJP-UHFFFAOYSA-N 0.000 description 1
- DIORMHZUUKOISG-UHFFFAOYSA-N sulfoformic acid Chemical class OC(=O)S(O)(=O)=O DIORMHZUUKOISG-UHFFFAOYSA-N 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- RYCLIXPGLDDLTM-UHFFFAOYSA-J tetrapotassium;phosphonato phosphate Chemical compound [K+].[K+].[K+].[K+].[O-]P([O-])(=O)OP([O-])([O-])=O RYCLIXPGLDDLTM-UHFFFAOYSA-J 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 150000007968 uric acids Chemical class 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/06—Phosphates, including polyphosphates
-
- 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
- C11D1/143—Sulfonic acid esters
Definitions
- compositions having exceedingly high cleansing powers and other valuable properties rendering them suitable for many purposes in the arts are composed of or contain principally as one component any one or number of diverse classes oi! lime-resistant, capillarily-active compounds which in common contain in their molecules at least one higher aliphatic radical having at least 8 carbon atoms and at least one substantially terminal radical, i. e., terminal or almost terminal radical, adapted to efl'ect or increase the water-solubility of the compound, and as a second component any one or more of a number of water-soluble salts of those phosphoric acids which are, or which may be considered to be produced from ortho-phosphoric acid by the removal of water.
- additional agents may be incorporated in the compositions, as hereinafter explained in more detail.
- Anobject of the present invention is to produce cleansing compositions having superior properties to compounds or compositions now available on the market.
- Another object is to improve the stability and other properties of so-called lime-resistant oranic detergent and wetting agents.
- One specific object is to provide compositions of matter having exceedingly rapid and high cleansing properties composed of water-soluble salts of inorganic polybasic oxygen acid esters of higher molecular alcohols together with water-soluble salts of phosphoric acids poorer in water than ortho-phosphoric acid.
- Another specific object is to provide compositions composed of water-soluble salts of the abovementioned phosphoric acids in admixture with those alkali metal or other salts of such inorganic polybasic acid esters of others which contain one or more alkyl radicals having 8 or more carbon atoms in the molecule.
- Another specific object is to provide compositions composed of water-soluble salts of the above phosphoric acids an admixture with water-soluble salts of sulfuric and other acid esters of carboxylic acid esters containing in the molecule one or more alkyl and/or acyl radicals having at least 8 carbon atoms.
- Another specific object is to produce from allphatic hydrocarbons having at least 8 carbon atoms in the molecule a series 01' highly effective cleansing agents, such agents being composed of water-soluble salts of certain inorganic polybasic oxygen acid esters of such hydrocarbons together In Germany November 15,
- efilcient cleansing agents from compounds containing at least one higher aliphatic radical having 8 or more carbon atoms in the molecule, which have been esterified with any one or more of certain acids or acid substances or instead have been reacted with any one or more of certain non-acid substances adapted to effect or increase the solubility of the higher aliphatic compounds, such acids or substances including:
- Another specific object is the production oi cleansing and wetting compositions by the use oi alkali metal or other water-soluble salts oi pyrophosphoric acid, especially neutral alkali metal pyro-phosphates together with lime-resistant, capillarily-active compounds containing at least one higher aliphatic radical having at least 8 carbon atoms and also a substantially terminal radical adapted to effect or increase the solubility of the compound.
- Another specific object is to produce compositions of valuable properties composed of watersoluble salts of certain polyphosphates in admixture with such lime-resistant compounds as broadly described above.
- Another specific object is to provide compositions having excellent cleansing properties by admixing alkali metal or other soluble salts of metaphosphoric acid or of a polymer of such acid with a lime-resistant compound as described above.
- higher aliphatic radicals is used herein to describe radicals of higher fatty alcohols having at least 8 carbon atoms in the molecule and also radicals of higher fatty acids having at least 8 carbon atoms in the molecule.
- the radicals may be those having a straight chain as well as the equivalent cyclo-aliphatic radicals having similar properties, for example, the radicals of the naphthenic acids and resin acids, and
- the higher aliphatic radical may be combined directly to the radical which effects or increases watersolubility of the compound or' indirectly through oxygen, sulfur or nitrogen atoms, or through alkyl or acyl radicals or through various combinations of such atoms and radicals.
- the various classes of compounds in accordance with the present invention-which may contain the higher aliphatic radical or radicals comprise alcohols, hydrocarbons, ethers, esters, mixed ethers and estersf sulfones and other classes, all heresalt. Additional radicals which are satisfactoryfor this purpose are the polyoxy and/or polyether groups.
- alkalies such as sodium and potassium are preferably employed.
- ammonia and also organic amines such as the pyridines and their homologues and triethanolamine may also be used to advantage to produce products of special properties.
- the quaternary ammonium compounds are employed to affect the water-solubility, use is made ,of their salts formed by reaction with acids such as hydrochloric acid, sulfuric acid, phosphoric acid and the like.
- One group of compounds which, when mixed with a water-soluble salt of a phosphoric acid poorer in water than ortho-phosphoric acid, form compositions possessing excellent cleansing and wetting properties comprise higher ali hatic a1- cohols rendered water-soluble by the various acids or other a ents herein disc osed.
- Exam les of such alcohol derivatives include the alkali metal salts of the sulfuric acid esters of higher fatty alcohols having at least 8 carbon atoms in the molecule, such as the sodium salts of the sulfuric acid esters of octylic alcohol of decylic alcohol, of dodecyl c alcohol. of tetradecylic alcohol, of hexadecylic alcohol.
- compositions of valuable properties may be made from the paraffin hydrocarbons as well as from the alcohols.
- hydrocarbon derivatives there may be mentioned the watersoluble salts of octaine alpha sulfonic acid, decane aseaa'ze however, that the sulfonic or other acid radical be joined at the terminal carbon atom for satisfactory compounds may be made by a reaction in which the sulfonic or other group joins at a carbon atom near the terminal carbon atom.
- the sulfonic or other acid derivatives may be derived from certain unsaturated hydrocarbons.
- Other hydrocarbon derivatives include the salts of the alpha sulfonic acids of fatty acids, such as the disodium salt of palmitic-acid-alpha-sulfonic acid.
- compositions having very excellent cleansing and other properties may also be made from certain ethers and from certain esters which contain in their molecules higher aliphatic residues containing at least 8 carbon atoms.
- examples of such compounds are the hydroxy alkyl sulfonic acids, such as beta-hydroxyethane-sulfonic acid, which are etherlfied at the hydroxy group by higher alkyl radicals or esterified by higher acyl radicals of the nature hereinbefore described.
- ether compounds are the sodium salts of beta-oct-yl oxyethane-sulfonic acid, of beta-decyl-oxyethane sulfonic acid, of beta-dodecyl oxyethane-sulfonic acid, of betatetradecyl-oxyethane-sulfonic acid, of beta-hexadecyl oxyethane-sulfonic acid, of beta-octadecyl oxyethane-sulfonic acid, as Well as mixtures of the same and their homologues.
- Suitable ether derivatives from which valuable cleansing compositions may be made by compounding with salts of those phosphoric acids which are poorer in water than ortho-phosphoric acid are the salts of the sulfuric acid esters, phosphoric acid esters and thiosulfuric acid esters of those mono or poly glycols and glycerols which are partially etherified by higher alkyl radicals.
- Such compounds are, for example, the salts of the sulfuric acid esters of glycerol mono-octyl ether, g ycerol monodecyl ether, glycerol monododecyl ether, glycerol monotetradecyl ether, glycerol monohexadecyl ether, glycerol mono-octadecyl ether and mixtures of the same in any desired proportions. Very satisfactory results may be obtained also by the use of salts of the sulfuric acid esters of glycols, poly-g ycols and poly-glvcerol ethers which correspond to the above mentioned glycerol ethers.
- esters may be employed, in which case the acid esters of the various glycols and glycerols are esterified by reaction with higher fatty acids or res n acids or naphthenic acids, for example, salts of the glycerol mono fatty acid esters such as lauric acid monoglyceride, palmitic acid monoglyceride and stearic acid monoglyceride.
- ester compounds suitable for the production of the compounds of the present invention are the salts of the higher alkyl esters of the sulfocarboxylic acids such as sulfoacetic acid, sulfopropionic acid and their homologues.
- Such salts are, for examplathe sodium salts of sulfoacetic acid which have been esterified with an octyl. decyl, dodecyl, tetradecyl, hexadecyl or an octadecyl radical.
- alkali salts of the sulfonation products of the hydroxy-ethoxy-acetic acid which have been esterified with any one ofthe higher alkyl radicals, namely, the octyl, decyl, dodecyl, tetradecyl, hexadecyl and octadecyl radicals.
- the ester-like union of the higher aliphatic or cyclo-aliphatic radical with the alkyl radical containing. the ground adapted to increase the water-solubility maybe replaced by the amido union such as the carboxylic amide union or the sulfone-amide union.
- the etheric union of the higher aliphatic or cyclo-aliphatic radical with the alkyl radical carrying the group affecting the water-solubility maybe replaced by the sulfide union or the amine union.
- Salts of such carboxylic acids are, for example, the water soluble salts of acetic acid into which there has been substituted a higher alkoxy or an alkyl-mercapto radical such as any of the following: octyl oxy, decyl oxy, dodecyl oxy, tetradecyl oxy, hexadecyl oxy and octadecyl oxy radicals or octy1-mercapto-, decylmercapto, dodecyl-mercapto; tetradecyl-mercapto, hexadecyl-mercapto, and octadecyl-mercapto radicals.
- a suitable compound is the sodium salt of the semi-lateral thiodiglycolic acid-n-octyl ester.
- compositions may also be made with various sulfone compounds as bases for the higher alkyl radicals.
- the salts oi. the sulfuric acid esters, phosphoric acid esters and thiosulfuric acid esters of those sulfones which on the one hand contain a higher alkyl radical such as an octyl, decyl, dodecyl, tetradecyl and hexadecyl radicals and on the other hand a low aliphatic radical containing at least one hydroxyl group, such as the hydroxy ethyl radical and the betagamma dihydroxy propyl radical, are examples.
- compositions having special properties may be made from the carbonic acid esters and urethanes which on the one hand are substituted by a higher the water-solubility oi. the compound.
- sugar alcohols in the form of their reaction products with the above mentioned alkalene oxides which have been partially etherified by higher alkyls or partially esterifled by higher fatty acids are also suitable forthe production of the compounds of the present invention.
- the water-soluble salts of the phosphoric acids poorer in water than ortho-phosphoric acid which are used in compounding the compositions or the present invention include the alkali metal salts of pyro-phosphoric acid, particularly neutral alkali metal pyro-phosphates, suitable salts being sodium acid Pym-phosphate, neutral sodium pyro-phosphate and potassium pyro-phosphate.
- Compositions suitable for the same or for diil'erent purposes may be made with other phosphates such as the alkali metal meta-phosphates as sodium and potassium meta-phosphates or Jpolymeric forms of such phosphates.
- compositions derived by the use of poly-phosphates for example, those having the formula, NatPaomand NasPiom.
- the ammonium salts may be employed.
- mixtures of these phosphate salts it is often advantageous to use mixtures of these phosphate salts.
- compositions of the present invention contain many valuable properties not had by the higher aliphatic radical containing compounds when used alone or in the absence of the above mentioned pyro and other phosphates.
- Thepresence of such phosphate salts produces uniformity in the rate of the higher alkyl compound in going into solution in water.
- the higher alkyl compounds have increased solubility and also an increased velocity of solution.
- the compositions of the invention have a greater foaming capacity in aqueous solution than the higher alkyl compounds alone and furthermore, are more stable toward alkaline earth and heavy metal salts which are present in hard water.
- compositions hereinbefore described may be supplemented by other substances which impart valuable properties and produce compositions suitable for special purposes.
- Known agents for wetting, washing, purifying, emulsitying and dispersing, or mixtures thereof when added to the compositions produce compositions of considerable value.
- Compositions of somewhat different properties maybe formed by incorporating alkali compounds such as soda ash, water glass, borax and/or such compounds as the perborates, persulfates and percarbonates, and the like, or neutral agents such as sodium sulfate, or acid agents such, for example, as sodium disulfate, or mixtures of these agents.
- compositions may be manufactured and sold in solid form as a powder or in granular form, or in the form of thin strips. They also may be sold in the form of a solution, dissolved in aqueous or non-aqueous liquids. When the compositions are utilized in the dissolved form for cleansing or other purpose, solutions may be utilized in a warm condition or in a cold condition as the circumstances may require.
- compositions constituting the present invention may be illustrated by the following comparative experiments: With the use of water of 12 degrees hardness, two solutions are prepared, one of them containing only the sodium salts of the sulfuric acid esters of a mixture of higher fatty alcohols composed of decyl, dodecyl, tetradecyl, hexadecthe solution not containing the same in removing considerably more of the coloring matter from the fabric samples treated. This superior cleansing power is of considerable commercial value.
- Example 3 which when used in accordance with commercial ter of 12 degrees hardness. The results are shown in the following table:
- Example 1 One hundred parts by weight of a fatty alcohol sulfonate in the form of a paste, containing the sodium salts of the sulfuric acid esters of decyl, dodecyl and tetradecyl alcohol which contained about 65% of the pure sulfonate and about 10% of. inorganic salts were kneaded together with 18 parts of calcined tetrasodium pyrophosphate. The mixture obtained was dried by any suitable apparatus, for example, in a vacuum belt dryer and thereafter was ground to-produce a mass having grades of uniform size. The granular powder obtained constitutes a detergent having a cleansing power much in excess of the fatty alcohol sulfonates in the absence of pyrophosphate.
- Example 2 Eighty parts by weight of a commercial fatty alcohol sulfonate mixture in dry form containing the sodium salts of the sulfuric acid esters of octyl, decyl, dodecyl, tetradecyl, hexadecyl and octadecyl alcohols containing 85 to 95% of pure sulfonate is intimately mixed by means of a roller mixer with 20 parts by weight of a finely powdered sodium metaphosphate and thereafter ground into particles of uniform size. In all concentrations in hard waters the compositions thus prepared produce solutions having considerably improved cleansing power and solubility. If in this example a portion of the metaphosphate such as about 10 parts are replaced by calcined tetrasodium'pyrophosphate, then a high-grade washing composition is likewise obtained.
- Example 4 Eighty .parts by weight of a mixture of substantially pure sodium salts of higher aliphatic sulfonic acids containing predominately the sodium salt of dodecane-sulfonic acid are ground to a homogeneous mass in a ball mill with 10 parts by weight of calcined tetrasodium pyrophosphate or of sodium meta-phosphate.
- the compositions thus obtained have a considerably greater solubility in hard waters and a superior washing power to the sodium salts of the higher aliphatic sulfonic acids in the absence of such phosphate salts.
- One hundred and twenty-five parts by weight of a dry commercial fatty alcohol sulfonate product containing to pure sulfonate are intimately mixed by means of any suitable mixing device with 25 parts by weight of a finely powdered sodium polyphosphate, for example, of the composition of NacP4O1s and thereafter the mixture powdered to produce a granular mass with grains of suitable size.
- a finely powdered sodium polyphosphate for example, of the composition of NacP4O1s
- fatty alcohol sulfonates there may be substituted for the fatty alcohol sulfonates other lime-resistant soap substitutes,. for example, aliphatic amino-sulfonic or oxy-sulfonic acids reacted with compounds containing higher fatty acid radicals.
- a detergent composition comprising essentially a sodium salt of a sulphonated alkyl of the formula aaoaan 5 where R is a radical 01' from 10 to 18 carbon atoms 4.
- a detergent composition consisting essenand x is an alkali metal and a water soluble salt tlally oi a aultonated alkyl oi the formula of tetraphosphoric acid.
- a detergent composition compriaingeasentially a sodium salt of a sulfonated alkyl or the 5 formula: v a
- R is a radical 01' from 10 to 18 carbon atoms 0 o and X stands for an alkali metal or an ammonium radical and a water soluble salt of a polyphoshate, th cu consist of the alkali metal where R is a radical of from 10 to 18 carbon atoms 2 ai i g or gs and mm. and a sodium polyphoaphate, oi the group consistlng of ammo and Name. o-rro, mm
Description
Patented Mar. 12, 1946 DETERGENT COMPOSITION Otto Lind, Dusseldorf, Germany, assignor, by mesne assignments, to The Procter & Gamble gilillinpany, Cincinnati, Ohio, a corporation of No Drawing. Application November 10, 1934, Se-
rial No. 752,462. 1933 4 Claims.
This invention relates to compositions having exceedingly high cleansing powers and other valuable properties rendering them suitable for many purposes in the arts. Such compositions broadly considered are composed of or contain principally as one component any one or number of diverse classes oi! lime-resistant, capillarily-active compounds which in common contain in their molecules at least one higher aliphatic radical having at least 8 carbon atoms and at least one substantially terminal radical, i. e., terminal or almost terminal radical, adapted to efl'ect or increase the water-solubility of the compound, and as a second component any one or more of a number of water-soluble salts of those phosphoric acids which are, or which may be considered to be produced from ortho-phosphoric acid by the removal of water. To impart special properties, additional agents may be incorporated in the compositions, as hereinafter explained in more detail.
Anobject of the present invention is to produce cleansing compositions having superior properties to compounds or compositions now available on the market.
Another object is to improve the stability and other properties of so-called lime-resistant oranic detergent and wetting agents.
One specific object is to provide compositions of matter having exceedingly rapid and high cleansing properties composed of water-soluble salts of inorganic polybasic oxygen acid esters of higher molecular alcohols together with water-soluble salts of phosphoric acids poorer in water than ortho-phosphoric acid.
Another specific object is to provide compositions composed of water-soluble salts of the abovementioned phosphoric acids in admixture with those alkali metal or other salts of such inorganic polybasic acid esters of others which contain one or more alkyl radicals having 8 or more carbon atoms in the molecule.
Another specific object is to provide compositions composed of water-soluble salts of the above phosphoric acids an admixture with water-soluble salts of sulfuric and other acid esters of carboxylic acid esters containing in the molecule one or more alkyl and/or acyl radicals having at least 8 carbon atoms.
Another specific object is to produce from allphatic hydrocarbons having at least 8 carbon atoms in the molecule a series 01' highly effective cleansing agents, such agents being composed of water-soluble salts of certain inorganic polybasic oxygen acid esters of such hydrocarbons together In Germany November 15,
with any one or more or the hereinbeiore mentioned phosphate salts.
Other specific objects are toprovide efilcient cleansing agents from compounds containing at least one higher aliphatic radical having 8 or more carbon atoms in the molecule, which have been esterified with any one or more of certain acids or acid substances or instead have been reacted with any one or more of certain non-acid substances adapted to effect or increase the solubility of the higher aliphatic compounds, such acids or substances including:
1. Thiosulfuric acid. 2. The phosphoric acids.
3. Sulfuric acids (forming sulfuric acid esters or sulionic acid derivatives).
. Sulfinic acid.
. Phosphoric acid.
. Quaternary ammonium compounds.
. Radicals containing a plurality oi hydroxy groups.
. Radicals containing a plurality of ether groups.
Another specific object is the production oi cleansing and wetting compositions by the use oi alkali metal or other water-soluble salts oi pyrophosphoric acid, especially neutral alkali metal pyro-phosphates together with lime-resistant, capillarily-active compounds containing at least one higher aliphatic radical having at least 8 carbon atoms and also a substantially terminal radical adapted to effect or increase the solubility of the compound.
Another specific object is to produce compositions of valuable properties composed of watersoluble salts of certain polyphosphates in admixture with such lime-resistant compounds as broadly described above.
Another specific object is to provide compositions having excellent cleansing properties by admixing alkali metal or other soluble salts of metaphosphoric acid or of a polymer of such acid with a lime-resistant compound as described above.
Other objects and advantages will ap ear from the detailed description hereinafter set out.
The term higher aliphatic radicals" is used herein to describe radicals of higher fatty alcohols having at least 8 carbon atoms in the molecule and also radicals of higher fatty acids having at least 8 carbon atoms in the molecule. The radicals may be those having a straight chain as well as the equivalent cyclo-aliphatic radicals having similar properties, for example, the radicals of the naphthenic acids and resin acids, and
also those of the corresponding alcohols. The higher aliphatic radical may be combined directly to the radical which effects or increases watersolubility of the compound or' indirectly through oxygen, sulfur or nitrogen atoms, or through alkyl or acyl radicals or through various combinations of such atoms and radicals.
The various classes of compounds in accordance with the present invention-which may contain the higher aliphatic radical or radicals comprise alcohols, hydrocarbons, ethers, esters, mixed ethers and estersf sulfones and other classes, all heresalt. Additional radicals which are satisfactoryfor this purpose are the polyoxy and/or polyether groups.
In forming the salts of the above mentioned radicals adapted to improve the water-solubility, alkalies such as sodium and potassium are preferably employed. However, ammonia and also organic amines such as the pyridines and their homologues and triethanolamine may also be used to advantage to produce products of special properties. When the quaternary ammonium compounds are employed to affect the water-solubility, use is made ,of their salts formed by reaction with acids such as hydrochloric acid, sulfuric acid, phosphoric acid and the like.
One group of compounds which, when mixed with a water-soluble salt of a phosphoric acid poorer in water than ortho-phosphoric acid, form compositions possessing excellent cleansing and wetting properties comprise higher ali hatic a1- cohols rendered water-soluble by the various acids or other a ents herein disc osed. Exam les of such alcohol derivatives include the alkali metal salts of the sulfuric acid esters of higher fatty alcohols having at least 8 carbon atoms in the molecule, such as the sodium salts of the sulfuric acid esters of octylic alcohol of decylic alcohol, of dodecyl c alcohol. of tetradecylic alcohol, of hexadecylic alcohol. of octadecylic a cohol, of oleyl alcohol. of rincinoleyl alcohol. and of mixtures of the same in any desired propo tions. Since t ese alcohols are at present most easily obtained from natural oils, fats and liquid waxes, the hydroxy radical occurs at t e end of the alkyl chain. Hence the sulfuric acid or other radical adapted to affect t e water-solubility joins in a terminal position. However, in the treatment of unsaturated or hydroxy alcohols an additional sulfuric acid or other acid group may be joined on the side of the chain and compositions produced therefrom constitute another phase of the present invention; Insteadof the sulfuric acid esters or the enumerated alcohols, there ma be used the phosphoric acid esters and the thiosulfuric acid esters in the form of their watersoluble salts. 5'
Compositions of valuable properties may be made from the paraffin hydrocarbons as well as from the alcohols. As examples of hydrocarbon derivatives there may be mentioned the watersoluble salts of octaine alpha sulfonic acid, decane aseaa'ze however, that the sulfonic or other acid radical be joined at the terminal carbon atom for satisfactory compounds may be made by a reaction in which the sulfonic or other group joins at a carbon atom near the terminal carbon atom. The sulfonic or other acid derivatives may be derived from certain unsaturated hydrocarbons. Other hydrocarbon derivatives include the salts of the alpha sulfonic acids of fatty acids, such as the disodium salt of palmitic-acid-alpha-sulfonic acid.
Compositions having very excellent cleansing and other properties may also be made from certain ethers and from certain esters which contain in their molecules higher aliphatic residues containing at least 8 carbon atoms. Examples of such compounds are the hydroxy alkyl sulfonic acids, such as beta-hydroxyethane-sulfonic acid, which are etherlfied at the hydroxy group by higher alkyl radicals or esterified by higher acyl radicals of the nature hereinbefore described.
Other examples of such ether compounds are the sodium salts of beta-oct-yl oxyethane-sulfonic acid, of beta-decyl-oxyethane sulfonic acid, of beta-dodecyl oxyethane-sulfonic acid, of betatetradecyl-oxyethane-sulfonic acid, of beta-hexadecyl oxyethane-sulfonic acid, of beta-octadecyl oxyethane-sulfonic acid, as Well as mixtures of the same and their homologues.
Other suitable ether derivatives from which valuable cleansing compositions may be made by compounding with salts of those phosphoric acids which are poorer in water than ortho-phosphoric acid are the salts of the sulfuric acid esters, phosphoric acid esters and thiosulfuric acid esters of those mono or poly glycols and glycerols which are partially etherified by higher alkyl radicals. Such compounds are, for example, the salts of the sulfuric acid esters of glycerol mono-octyl ether, g ycerol monodecyl ether, glycerol monododecyl ether, glycerol monotetradecyl ether, glycerol monohexadecyl ether, glycerol mono-octadecyl ether and mixtures of the same in any desired proportions. Very satisfactory results may be obtained also by the use of salts of the sulfuric acid esters of glycols, poly-g ycols and poly-glvcerol ethers which correspond to the above mentioned glycerol ethers. Instead of using the ethers, similar esters may be employed, in which case the acid esters of the various glycols and glycerols are esterified by reaction with higher fatty acids or res n acids or naphthenic acids, for example, salts of the glycerol mono fatty acid esters such as lauric acid monoglyceride, palmitic acid monoglyceride and stearic acid monoglyceride.
Other ester compounds suitable for the production of the compounds of the present invention are the salts of the higher alkyl esters of the sulfocarboxylic acids such as sulfoacetic acid, sulfopropionic acid and their homologues. Such salts are, for examplathe sodium salts of sulfoacetic acid which have been esterified with an octyl. decyl, dodecyl, tetradecyl, hexadecyl or an octadecyl radical.
Mixed ethers and esters serve very satisfactorily as bases for the production of suitable compounds. The sulfuric acid, phosphoric acid and thiosuli'uric acid esters of low aliphatic oxycarboxylic acids which are esterified by higher aliphatic or cyclo-aliphatic alcohols produce excellent compositions. As example of such comassume pounds, mentionmay be made of the alkali salts of the sulfonation products of the hydroxy-ethoxy-acetic acid which have been esterified with any one ofthe higher alkyl radicals, namely, the octyl, decyl, dodecyl, tetradecyl, hexadecyl and octadecyl radicals. The ester-like union of the higher aliphatic or cyclo-aliphatic radical with the alkyl radical containing. the ground adapted to increase the water-solubility maybe replaced by the amido union such as the carboxylic amide union or the sulfone-amide union. The etheric union of the higher aliphatic or cyclo-aliphatic radical with the alkyl radical carrying the group affecting the water-solubilitymaybe replaced by the sulfide union or the amine union.
The salts of those carboxylic acids which are resistant to lime and which contain in the molecule an aliphatic or cyclo-aliphatic radical will form valuable compositions in accordance with the present invention when mixed with any one of the phosphate compounds hereinafter described in more detail. Salts of such carboxylic acids are, for example, the water soluble salts of acetic acid into which there has been substituted a higher alkoxy or an alkyl-mercapto radical such as any of the following: octyl oxy, decyl oxy, dodecyl oxy, tetradecyl oxy, hexadecyl oxy and octadecyl oxy radicals or octy1-mercapto-, decylmercapto, dodecyl-mercapto; tetradecyl-mercapto, hexadecyl-mercapto, and octadecyl-mercapto radicals. Another specific example of a suitable compound is the sodium salt of the semi-lateral thiodiglycolic acid-n-octyl ester.
Suitable compositions may also be made with various sulfone compounds as bases for the higher alkyl radicals. The salts oi. the sulfuric acid esters, phosphoric acid esters and thiosulfuric acid esters of those sulfones which on the one hand contain a higher alkyl radical such as an octyl, decyl, dodecyl, tetradecyl and hexadecyl radicals and on the other hand a low aliphatic radical containing at least one hydroxyl group, such as the hydroxy ethyl radical and the betagamma dihydroxy propyl radical, are examples.
Compositions having special properties may be made from the carbonic acid esters and urethanes which on the one hand are substituted by a higher the water-solubility oi. the compound.
When use is made of a quaternary ammonium radical or an amine group neutralized by reaction with an acid for efiecting or increasing the water-solubility of the higher aliphatic radical containing compound, the addition of alkaline salts is avoided. Water-solubility may be imparted to such compounds b other radicals such as those which contain a plurality of hydroxy groups and/ or ether groups. When such hydroxy or ether groups are employed suitable compounds are produced by the reaction of a considerable amount of an alkalene oxide such as ethylene oxide, glycide. epichlorohydrin, and the like. upon higher alcohols, such as octyl, decyl, dodecyl, tetradecyl, hexadecyl and octadecyl alcohols and their mixtures, as well as upon fatty acids such as lauric acid and stearic acid. The sugar alcohols in the form of their reaction products with the above mentioned alkalene oxides which have been partially etherified by higher alkyls or partially esterifled by higher fatty acids are also suitable forthe production of the compounds of the present invention.
The water-soluble salts of the phosphoric acids poorer in water than ortho-phosphoric acid which are used in compounding the compositions or the present invention include the alkali metal salts of pyro-phosphoric acid, particularly neutral alkali metal pyro-phosphates, suitable salts being sodium acid Pym-phosphate, neutral sodium pyro-phosphate and potassium pyro-phosphate. Compositions suitable for the same or for diil'erent purposes may be made with other phosphates such as the alkali metal meta-phosphates as sodium and potassium meta-phosphates or Jpolymeric forms of such phosphates. Particularly valuable are the" compositions derived by the use of poly-phosphates, for example, those having the formula, NatPaomand NasPiom. Instead of using the alkali metal salts of the above mentioned phosphates, the ammonium salts may be employed. For specific purposes it is often advantageous to use mixtures of these phosphate salts.
The compositions of the present invention contain many valuable properties not had by the higher aliphatic radical containing compounds when used alone or in the absence of the above mentioned pyro and other phosphates. Thepresence of such phosphate salts produces uniformity in the rate of the higher alkyl compound in going into solution in water. The higher alkyl compounds have increased solubility and also an increased velocity of solution. The compositions of the invention have a greater foaming capacity in aqueous solution than the higher alkyl compounds alone and furthermore, are more stable toward alkaline earth and heavy metal salts which are present in hard water.
The compositions hereinbefore described may be supplemented by other substances which impart valuable properties and produce compositions suitable for special purposes. Known agents for wetting, washing, purifying, emulsitying and dispersing, or mixtures thereof when added to the compositions produce compositions of considerable value. Compositions of somewhat different properties maybe formed by incorporating alkali compounds such as soda ash, water glass, borax and/or such compounds as the perborates, persulfates and percarbonates, and the like, or neutral agents such as sodium sulfate, or acid agents such, for example, as sodium disulfate, or mixtures of these agents.
The compositions may be manufactured and sold in solid form as a powder or in granular form, or in the form of thin strips. They also may be sold in the form of a solution, dissolved in aqueous or non-aqueous liquids. When the compositions are utilized in the dissolved form for cleansing or other purpose, solutions may be utilized in a warm condition or in a cold condition as the circumstances may require.
The extremely valuable properties of the compositions constituting the present invention may be illustrated by the following comparative experiments: With the use of water of 12 degrees hardness, two solutions are prepared, one of them containing only the sodium salts of the sulfuric acid esters of a mixture of higher fatty alcohols composed of decyl, dodecyl, tetradecyl, hexadecthe solution not containing the same in removing considerably more of the coloring matter from the fabric samples treated. This superior cleansing power is of considerable commercial value.
Samples of the above solutions were permitted Example 3 which when used in accordance with commercial ter of 12 degrees hardness. The results are shown in the following table:
'lenl'old treatment with a solution containing- 3 5? Per cent 1 5 g. cmmuorcin] fatty-alcohol sulionalo per liter 0.9l 2 5 1. commercial fatty-alcohol sulionate 2 2. hora):v l. 08 3 5 1:. commercial fatty-alcohol sulfonate 2 g. di-
sodium phosphate 2. 52% 4 5 g. commercial fatty-alcohol suli'onate 2 g. trisodium phosphate 2. 39 5 5 5:. commercial fatty-alcohol sulionatc 2 g. sodium metaphosphate 0. 54
From this table it may be observed that the ash content of the treated cotton cloth remained very low after treatment with the solution of the compounds of the present invention, whereas, with the other solutions the ash content was almost double or evenmore. The advantages of the compositions of the present invention are clearly apparent and their suitability for numerous commercial processes is obvious.
Similar favorable properties may also be obtained with the other enumerated capillarily active compositions disclosed herein.
Example 1 One hundred parts by weight of a fatty alcohol sulfonate in the form of a paste, containing the sodium salts of the sulfuric acid esters of decyl, dodecyl and tetradecyl alcohol which contained about 65% of the pure sulfonate and about 10% of. inorganic salts were kneaded together with 18 parts of calcined tetrasodium pyrophosphate. The mixture obtained was dried by any suitable apparatus, for example, in a vacuum belt dryer and thereafter was ground to-produce a mass having grades of uniform size. The granular powder obtained constitutes a detergent having a cleansing power much in excess of the fatty alcohol sulfonates in the absence of pyrophosphate.
Example 2 Eighty parts by weight of a commercial fatty alcohol sulfonate mixture in dry form containing the sodium salts of the sulfuric acid esters of octyl, decyl, dodecyl, tetradecyl, hexadecyl and octadecyl alcohols containing 85 to 95% of pure sulfonate is intimately mixed by means of a roller mixer with 20 parts by weight of a finely powdered sodium metaphosphate and thereafter ground into particles of uniform size. In all concentrations in hard waters the compositions thus prepared produce solutions having considerably improved cleansing power and solubility. If in this example a portion of the metaphosphate such as about 10 parts are replaced by calcined tetrasodium'pyrophosphate, then a high-grade washing composition is likewise obtained.
practice results in an excellent cleansing action. Example 4 Eighty .parts by weight of a mixture of substantially pure sodium salts of higher aliphatic sulfonic acids containing predominately the sodium salt of dodecane-sulfonic acid are ground to a homogeneous mass in a ball mill with 10 parts by weight of calcined tetrasodium pyrophosphate or of sodium meta-phosphate. The compositions thus obtained have a considerably greater solubility in hard waters and a superior washing power to the sodium salts of the higher aliphatic sulfonic acids in the absence of such phosphate salts.
Example 5.
One hundred and twenty-five parts by weight of a dry commercial fatty alcohol sulfonate product containing to pure sulfonate are intimately mixed by means of any suitable mixing device with 25 parts by weight of a finely powdered sodium polyphosphate, for example, of the composition of NacP4O1s and thereafter the mixture powdered to produce a granular mass with grains of suitable size. The mass produced possesses a considerably improved cleansing power and solubility.
In the foregoing examples there may be substituted for the fatty alcohol sulfonates other lime-resistant soap substitutes,. for example, aliphatic amino-sulfonic or oxy-sulfonic acids reacted with compounds containing higher fatty acid radicals.
It should be understood that the present invention is not limited to the specific disclosure of the foregoing examples, but that it includes all substances coming within the scope of the broad description of the invention and of the terms of the appended claims.
I claim:
1. A detergent composition comprising essentially a sodium salt of a sulphonated alkyl of the formula aaoaan 5 where R is a radical 01' from 10 to 18 carbon atoms 4. A detergent composition consisting essenand x is an alkali metal and a water soluble salt tlally oi a aultonated alkyl oi the formula of tetraphosphoric acid.
3. A detergent composition compriaingeasentially a sodium salt of a sulfonated alkyl or the 5 formula: v a
o o x m where R is a radical 01' from 10 to 18 carbon atoms 0 o and X stands for an alkali metal or an ammonium radical and a water soluble salt of a polyphoshate, th cu consist of the alkali metal where R is a radical of from 10 to 18 carbon atoms 2 ai i g or gs and mm. and a sodium polyphoaphate, oi the group consistlng of ammo and Name. o-rro, mm
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DE2396278X | 1933-11-15 |
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Application Number | Title | Priority Date | Filing Date |
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US752462A Expired - Lifetime US2396278A (en) | 1933-11-15 | 1934-11-10 | Detergent composition |
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-
0
- BE BE406221D patent/BE406221A/xx unknown
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1934
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