DE1767682A1 - Detergent and cleaning agent mixtures - Google Patents
Detergent and cleaning agent mixturesInfo
- Publication number
- DE1767682A1 DE1767682A1 DE19681767682 DE1767682A DE1767682A1 DE 1767682 A1 DE1767682 A1 DE 1767682A1 DE 19681767682 DE19681767682 DE 19681767682 DE 1767682 A DE1767682 A DE 1767682A DE 1767682 A1 DE1767682 A1 DE 1767682A1
- Authority
- DE
- Germany
- Prior art keywords
- oxide
- carbon atoms
- compounds
- radical
- sulfonate
- 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
- 239000000203 mixture Substances 0.000 title claims description 42
- 239000003599 detergent Substances 0.000 title claims description 26
- 239000012459 cleaning agent Substances 0.000 title claims description 10
- -1 2-hydroxypropyl Chemical group 0.000 claims description 81
- 150000001875 compounds Chemical class 0.000 claims description 52
- 125000004432 carbon atom Chemical group C* 0.000 claims description 46
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 17
- 239000004753 textile Substances 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 150000001298 alcohols Chemical class 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 150000003254 radicals Chemical class 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 9
- 125000000129 anionic group Chemical group 0.000 claims description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical group [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 claims description 8
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 7
- 230000002209 hydrophobic effect Effects 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 6
- 150000003863 ammonium salts Chemical class 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 150000001340 alkali metals Chemical class 0.000 claims description 5
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 239000002979 fabric softener Substances 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 150000003512 tertiary amines Chemical class 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 229910014033 C-OH Inorganic materials 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 229910014570 C—OH Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000001302 tertiary amino group Chemical group 0.000 claims 1
- 239000004014 plasticizer Substances 0.000 description 40
- 239000011734 sodium Substances 0.000 description 40
- 229910052708 sodium Inorganic materials 0.000 description 38
- 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 34
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 27
- 239000000271 synthetic detergent Substances 0.000 description 21
- 238000000034 method Methods 0.000 description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 239000007795 chemical reaction product Substances 0.000 description 14
- 239000004744 fabric Substances 0.000 description 14
- 238000005406 washing Methods 0.000 description 14
- 125000002091 cationic group Chemical group 0.000 description 13
- BTFJIXJJCSYFAL-UHFFFAOYSA-N icosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 12
- 150000001412 amines Chemical class 0.000 description 11
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 10
- 239000007859 condensation product Substances 0.000 description 10
- 239000011591 potassium Substances 0.000 description 10
- 229910052700 potassium Inorganic materials 0.000 description 10
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- 239000003760 tallow Substances 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 235000019864 coconut oil Nutrition 0.000 description 6
- 239000003240 coconut oil Substances 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 5
- AYNZRGVSQNDHIX-UHFFFAOYSA-N n,n-dimethylicosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCN(C)C AYNZRGVSQNDHIX-UHFFFAOYSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- FIPPFBHCBUDBRR-UHFFFAOYSA-N henicosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCO FIPPFBHCBUDBRR-UHFFFAOYSA-N 0.000 description 4
- IRHTZOCLLONTOC-UHFFFAOYSA-N hexacosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCO IRHTZOCLLONTOC-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- CNNRPFQICPFDPO-UHFFFAOYSA-N octacosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCO CNNRPFQICPFDPO-UHFFFAOYSA-N 0.000 description 4
- IACKKVBKKNJZGN-UHFFFAOYSA-N pentacosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCO IACKKVBKKNJZGN-UHFFFAOYSA-N 0.000 description 4
- KCXFHTAICRTXLI-UHFFFAOYSA-M propane-1-sulfonate Chemical compound CCCS([O-])(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-M 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- 235000019832 sodium triphosphate Nutrition 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 239000004566 building material Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 229940096386 coconut alcohol Drugs 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- MBKDYNNUVRNNRF-UHFFFAOYSA-N medronic acid Chemical compound OP(O)(=O)CP(O)(O)=O MBKDYNNUVRNNRF-UHFFFAOYSA-N 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- REZQBEBOWJAQKS-UHFFFAOYSA-N triacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO REZQBEBOWJAQKS-UHFFFAOYSA-N 0.000 description 3
- SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical compound [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 229960002666 1-octacosanol Drugs 0.000 description 2
- NAPRLJQDXWWOFP-UHFFFAOYSA-N 2-[2-hydroxyethyl(tetracosyl)phosphoryl]ethanol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCP(=O)(CCO)CCO NAPRLJQDXWWOFP-UHFFFAOYSA-N 0.000 description 2
- BJHDCMHUJWHQEC-UHFFFAOYSA-N 2-hydroxy-3-[icosyl(dimethyl)azaniumyl]propane-1-sulfonate Chemical compound CCCCCCCCCCCCCCCCCCCC[N+](C)(C)CC(O)CS([O-])(=O)=O BJHDCMHUJWHQEC-UHFFFAOYSA-N 0.000 description 2
- ZTGKHKPZSMMHNM-UHFFFAOYSA-N 3-(2-phenylethenyl)benzene-1,2-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC(C=CC=2C=CC=CC=2)=C1S(O)(=O)=O ZTGKHKPZSMMHNM-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-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
- 239000004115 Sodium Silicate Substances 0.000 description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 150000008051 alkyl sulfates Chemical class 0.000 description 2
- 229940077388 benzenesulfonate Drugs 0.000 description 2
- 229910021538 borax Inorganic materials 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- YVXVNGVYXSQARS-UHFFFAOYSA-N diethyl(oxo)phosphanium Chemical compound CC[P+](=O)CC YVXVNGVYXSQARS-UHFFFAOYSA-N 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- ULCZGKYHRYJXAU-UHFFFAOYSA-N heptacosyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCO ULCZGKYHRYJXAU-UHFFFAOYSA-N 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 description 2
- 229920005646 polycarboxylate Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 159000000001 potassium salts Chemical class 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 2
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 2
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 description 2
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 2
- 229910052911 sodium silicate Inorganic materials 0.000 description 2
- 235000010339 sodium tetraborate Nutrition 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- TYWMIZZBOVGFOV-UHFFFAOYSA-N tetracosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCO TYWMIZZBOVGFOV-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- FPLNRAYTBIFSFW-UHFFFAOYSA-N tricosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCO FPLNRAYTBIFSFW-UHFFFAOYSA-N 0.000 description 2
- 230000002087 whitening effect Effects 0.000 description 2
- 239000001124 (E)-prop-1-ene-1,2,3-tricarboxylic acid Substances 0.000 description 1
- MNLXVEGUYZHTJQ-UHFFFAOYSA-N 1-[ethyl(methyl)phosphoryl]tetradecane Chemical compound CCCCCCCCCCCCCCP(C)(=O)CC MNLXVEGUYZHTJQ-UHFFFAOYSA-N 0.000 description 1
- JTZHVECVJFPRQY-UHFFFAOYSA-N 1-[methyl(tetradecyl)phosphoryl]propan-2-ol Chemical compound CCCCCCCCCCCCCCP(C)(=O)CC(C)O JTZHVECVJFPRQY-UHFFFAOYSA-N 0.000 description 1
- HVKDCENXABZQMG-UHFFFAOYSA-N 1-diethylphosphoryldocosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCP(=O)(CC)CC HVKDCENXABZQMG-UHFFFAOYSA-N 0.000 description 1
- CXRUQTPIHDKFTG-UHFFFAOYSA-N 1-diethylphosphoryldodecane Chemical compound CCCCCCCCCCCCP(=O)(CC)CC CXRUQTPIHDKFTG-UHFFFAOYSA-N 0.000 description 1
- BQLLFEURQGITEW-UHFFFAOYSA-N 1-diethylphosphoryltetradecane Chemical compound CCCCCCCCCCCCCCP(=O)(CC)CC BQLLFEURQGITEW-UHFFFAOYSA-N 0.000 description 1
- SIDULKZCBGMXJL-UHFFFAOYSA-N 1-dimethylphosphoryldodecane Chemical compound CCCCCCCCCCCCP(C)(C)=O SIDULKZCBGMXJL-UHFFFAOYSA-N 0.000 description 1
- UODMOVBFMBRNPQ-UHFFFAOYSA-N 1-dimethylphosphorylheptacosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCP(C)(C)=O UODMOVBFMBRNPQ-UHFFFAOYSA-N 0.000 description 1
- WXWSBQIVPWNFKG-UHFFFAOYSA-N 1-dimethylphosphorylhexacosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCP(C)(C)=O WXWSBQIVPWNFKG-UHFFFAOYSA-N 0.000 description 1
- IBOHUKQVIDMTPR-UHFFFAOYSA-N 1-dimethylphosphorylicosan-2-ol Chemical compound CCCCCCCCCCCCCCCCCCC(O)CP(C)(C)=O IBOHUKQVIDMTPR-UHFFFAOYSA-N 0.000 description 1
- ZFZIAYPKDVEXDG-UHFFFAOYSA-N 1-dimethylphosphoryloctadecane Chemical compound CCCCCCCCCCCCCCCCCCP(C)(C)=O ZFZIAYPKDVEXDG-UHFFFAOYSA-N 0.000 description 1
- PRJWCIASCQCTAG-UHFFFAOYSA-N 1-dimethylphosphoryltetracosane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCP(C)(C)=O PRJWCIASCQCTAG-UHFFFAOYSA-N 0.000 description 1
- ZSGCBBCGHYYEGU-UHFFFAOYSA-N 1-dimethylphosphoryltetradecane Chemical compound CCCCCCCCCCCCCCP(C)(C)=O ZSGCBBCGHYYEGU-UHFFFAOYSA-N 0.000 description 1
- MRXVVGMYMYOILB-UHFFFAOYSA-N 1-dipropylphosphoryldodecane Chemical compound CCCCCCCCCCCCP(=O)(CCC)CCC MRXVVGMYMYOILB-UHFFFAOYSA-N 0.000 description 1
- XHIVLKPYKUNDTA-UHFFFAOYSA-N 1-docosyl-1-oxidopyrrolidin-1-ium Chemical compound C(CCCCCCCCCCCCCCCCCCCCC)[N+]1(CCCC1)[O-] XHIVLKPYKUNDTA-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- GJFNNZBYCMUAHY-ZHACJKMWSA-N 2-[(e)-2-phenylethenyl]-1,3-benzoxazole Chemical compound N=1C2=CC=CC=C2OC=1/C=C/C1=CC=CC=C1 GJFNNZBYCMUAHY-ZHACJKMWSA-N 0.000 description 1
- NSMMFSKPGXCMOE-UHFFFAOYSA-N 2-[2-(2-sulfophenyl)ethenyl]benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1C=CC1=CC=CC=C1S(O)(=O)=O NSMMFSKPGXCMOE-UHFFFAOYSA-N 0.000 description 1
- CGEGSCDKJJXMSB-UHFFFAOYSA-N 2-[dodecyl(2-hydroxyethyl)phosphoryl]ethanol Chemical compound CCCCCCCCCCCCP(=O)(CCO)CCO CGEGSCDKJJXMSB-UHFFFAOYSA-N 0.000 description 1
- AGKJAKFIAXJEQA-UHFFFAOYSA-N 2-acetyloxydotriacontane-1-sulfonic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(CS(O)(=O)=O)OC(C)=O AGKJAKFIAXJEQA-UHFFFAOYSA-N 0.000 description 1
- OGRIKLNRVFURQX-UHFFFAOYSA-N 2-ethenyl-5-methyl-1,3-benzoxazole Chemical group CC1=CC=C2OC(C=C)=NC2=C1 OGRIKLNRVFURQX-UHFFFAOYSA-N 0.000 description 1
- PSZAEHPBBUYICS-UHFFFAOYSA-N 2-methylidenepropanedioic acid Chemical compound OC(=O)C(=C)C(O)=O PSZAEHPBBUYICS-UHFFFAOYSA-N 0.000 description 1
- DMLOFRFDHVYCGS-UHFFFAOYSA-N 22-acetyloxydocosane-1-sulfonic acid Chemical compound CC(=O)OCCCCCCCCCCCCCCCCCCCCCCS(=O)(=O)O DMLOFRFDHVYCGS-UHFFFAOYSA-N 0.000 description 1
- XMHQDHYDHAKCQO-UHFFFAOYSA-N 3-[dimethyl(pentacosyl)azaniumyl]-2-hydroxypropane-1-sulfonate Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)CC(O)CS([O-])(=O)=O XMHQDHYDHAKCQO-UHFFFAOYSA-N 0.000 description 1
- OSPOJLWAJPWJTO-UHFFFAOYSA-N 3-[hexadecyl(dimethyl)azaniumyl]-2-hydroxypropane-1-sulfonate Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)CC(O)CS([O-])(=O)=O OSPOJLWAJPWJTO-UHFFFAOYSA-N 0.000 description 1
- TUBRCQBRKJXJEA-UHFFFAOYSA-N 3-[hexadecyl(dimethyl)azaniumyl]propane-1-sulfonate Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)CCCS([O-])(=O)=O TUBRCQBRKJXJEA-UHFFFAOYSA-N 0.000 description 1
- GZEYLLPOQRZUDF-UHFFFAOYSA-N 7-(dimethylamino)-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(N(C)C)=CC=C21 GZEYLLPOQRZUDF-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical class [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- KSARYOIYLNZAQP-UHFFFAOYSA-M C(C)(=O)OC(CS(=O)(=O)[O-])CCCCCCCCCCCCCCCCCCCCCCCCCCCC.[K+] Chemical compound C(C)(=O)OC(CS(=O)(=O)[O-])CCCCCCCCCCCCCCCCCCCCCCCCCCCC.[K+] KSARYOIYLNZAQP-UHFFFAOYSA-M 0.000 description 1
- ZQGWTVYAFQABCT-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCCCC)[N+]1(CCCCC1)[O-] Chemical compound C(CCCCCCCCCCCCCCCCCCC)[N+]1(CCCCC1)[O-] ZQGWTVYAFQABCT-UHFFFAOYSA-N 0.000 description 1
- QGHWZDNTJVWJMQ-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCCCCCCCC)C1=[N+](C=CC=C1)[O-] Chemical compound C(CCCCCCCCCCCCCCCCCCCCCCC)C1=[N+](C=CC=C1)[O-] QGHWZDNTJVWJMQ-UHFFFAOYSA-N 0.000 description 1
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- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- GKYQYVQDCHBZJM-UHFFFAOYSA-N stilbene 2H-triazole Chemical compound N1N=NC=C1.C1(=CC=CC=C1)C=CC1=CC=CC=C1 GKYQYVQDCHBZJM-UHFFFAOYSA-N 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical compound OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- SSEKFEYOIGLOIZ-UHFFFAOYSA-K tripotassium 2-(2-aminoethylamino)ethanol triacetate Chemical compound [K+].[K+].[K+].CC([O-])=O.CC([O-])=O.CC([O-])=O.NCCNCCO SSEKFEYOIGLOIZ-UHFFFAOYSA-K 0.000 description 1
- JEVFKQIDHQGBFB-UHFFFAOYSA-K tripotassium;2-[bis(carboxylatomethyl)amino]acetate Chemical compound [K+].[K+].[K+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O JEVFKQIDHQGBFB-UHFFFAOYSA-K 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- WCTAGTRAWPDFQO-UHFFFAOYSA-K trisodium;hydrogen carbonate;carbonate Chemical compound [Na+].[Na+].[Na+].OC([O-])=O.[O-]C([O-])=O WCTAGTRAWPDFQO-UHFFFAOYSA-K 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- 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
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/53—Polyethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
- C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C309/07—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton
- C07C309/12—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing oxygen atoms bound to the carbon skeleton containing esterified hydroxy groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
- C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C309/13—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
- C07F9/5304—Acyclic saturated phosphine oxides or thioxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
- C08G65/2609—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
- C08G65/326—Polymers modified by chemical after-treatment with inorganic compounds containing sulfur
-
- 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
-
- 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
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- 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
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/34—Organic compounds containing sulfur
- C11D3/3472—Organic compounds containing sulfur additionally containing -COOH groups or derivatives thereof
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/657—Optical bleaching or brightening combined with other treatments, e.g. finishing, bleaching, softening, dyeing or pigment printing
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/664—Preparations of optical brighteners; Optical brighteners in aerosol form; Physical treatment of optical brighteners
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- 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
- D06M13/10—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 oxygen
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
-
- 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
- D06M13/244—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 sulfur or phosphorus
- D06M13/248—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 sulfur or phosphorus with compounds containing sulfur
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- 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
- D06M13/244—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 sulfur or phosphorus
- D06M13/248—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 sulfur or phosphorus with compounds containing sulfur
- D06M13/256—Sulfonated compounds esters thereof, e.g. sultones
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- 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
- D06M13/244—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 sulfur or phosphorus
- D06M13/248—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 sulfur or phosphorus with compounds containing sulfur
- D06M13/262—Sulfated compounds thiosulfates
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- 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
- D06M13/244—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 sulfur or phosphorus
- D06M13/282—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 sulfur or phosphorus with compounds containing phosphorus
- D06M13/285—Phosphines; Phosphine oxides; Phosphine sulfides; Phosphinic or phosphinous acids or derivatives thereof
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- 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
- D06M13/325—Amines
- D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
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- 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
- D06M13/388—Amine oxides
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- 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
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Detergent Compositions (AREA)
- Powder Metallurgy (AREA)
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- Moulds For Moulding Plastics Or The Like (AREA)
Description
Die vorliegende Erfindung bezieht sich auf Wasch- und Reinigungsmittelmischungen, die den Textilien Weichheit verleihen.The present invention relates to detergent and cleaning agent mixtures, which give the textiles softness.
Die Verwendung von Weichmachern zur Verbesserung der Weichheit oder des Griffes von Textilien ist bekannt. Abgesehen davon, daß Weichmacher den Textilien einen weichen Griff verleihen, machen sie im allgemeinen das Bügeln von Textilien leichter und verhindern auch die Anhäufung von stabilen elektrischen Ladungen auf 'den Textilien.The use of plasticizers to improve the softness or the feel of textiles is known. Apart from this, that softeners give the textiles a soft hand, they generally make it easier to iron textiles and also prevent the accumulation of stable electrical charges on the textiles.
In den letzten 10 Jahren sind Weichmacher für die Verwendung im Haushalt allgemein bekannt geworden. Vor der Anwendung i . . ,For the past 10 years, plasticizers have been in use became well known in the household. Before use i. . ,
von synthetischen Detergentien für das Waschen im Haushalt haben Seifenrückstände, die in den gewaschenen Gegenständen zurückgeblieben sind, diesen-Weichheit verliehen; mit der Anwendungof synthetic detergents for household washing Soap residue left in the washed items imparted softness to them; with the application
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synthetischer Detergentien, die fette Rückstände aus den Textilmaterialien wirksam entfernen, ist dieser Effekt verlorengegangen. Falls fette Materialien bei den unter Anwendung synthetischer Detergentien durchgeführten Waschverfahren zugesetzt v/erden, wird es notwendig, diese während des Spüla"bschnittes zuzusetzen, wo kein synthetisches Detergens vorliegt. Ein solcher Zusatz von fetten Materialien war Jedoch untunlich, da eine vergleichsweise große Menge (etwa 1 Gew.-% des Gewebes) erforderlich , ist, um einen nennenswerten Weichmachereffekt zu ergeben.synthetic detergents, the fatty residues from the textile materials remove effectively, this effect has been lost. If bold materials are used when using synthetic If detergents are added to the washing process carried out, it becomes necessary to add them during the rinsing section, where no synthetic detergent is present. However, such an addition of fatty materials was impractical as it was comparatively large amount (about 1% by weight of the fabric) required, is to give an appreciable plasticizer effect.
Kationische oberflächenaktive Mittel, die wenigstens ein kettenförmiges Alkylradikal, üblicherweise mit einem Gehalt von 18 Kohlenstoffatomen, aufweisen, haben sich als wirksame Weichmacher erwiesen und können in niedriger Konzentration im Spülwasser, üblicherweise etwa 0,05 %, bezogen auf das Gewicht des Textilmaterial, verwendet werden. Die meisten der Weichmachermischungen, wie sie derzeit bei im Haushalt durchgeführten Waschverfahren Anwendung finden, enthalten solche kationischen oberflächenaktiven Mittel.Cationic surfactants containing at least one chain alkyl radical, usually containing 18 carbon atoms, have been found to be effective plasticizers and can be used in low concentrations in the rinse water, usually about 0.05 % based on the weight of the fabric . Most of the fabric softener compositions currently used in household laundry processes contain such cationic surfactants.
Die kationischen Weichmacher haben jedoch einen erheblichen Nachteil, weil sie mit den anionischen synthetischen Detergentien, die in den meisten Hochleistungs-Wasch- und Reinigungsmittelmischungen verwendet werden, nicht verträglich sind. Werden kationische Weichmacher in Gegenwart von anionischen Detergentien verwendet, so bildet sich infolge der Reaktion zwischen dem kationischen Weichmacher und dem anionischen Detergens eine Art "Schaum". Selbst wenn kationische Weichmacher in Gegenwart von nicht-ionischeη Detergentien verwendet werden, so haften die kationischen Mittel im allgemeinen nicht in genügender Menge an denThe cationic plasticizers, however, have a significant disadvantage because they are compatible with the anionic synthetic detergents, those found in most high-performance laundry detergent and cleaning agent mixtures are not compatible. Become cationic plasticizers in the presence of anionic detergents is used, a species is formed as a result of the reaction between the cationic plasticizer and the anionic detergent "Foam". Even when cationic plasticizers are used in the presence of non-ionic detergents, the cationic ones adhere Means generally not in sufficient amount to the
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Textilmaterialien, um diesen einen merklichen Weichheitsgrad zu verleihen. Somit müssen kationische Weichmacher,.um wirksam zu sein, gesondert beim Spülabschnitt zugesetzt werden. Fast alle für Haushaltszwecke angewendeten Weichmacher werden so zugesetzt, wodurch eine besondere Stufe beim Waschverfahren erforderlich wird.Textile materials to give them a noticeable degree of softness to rent. Thus, cationic plasticizers must be effective to be added separately at the rinsing section. Almost all plasticizers used for household purposes become like this added, which requires a special step in the washing process.
Ein weiteres Problem, das mit der Verwendung kationischer ♦ Weichmacher im Zusammenhang steht, ist ihre Wirkung auf den Aufhellungseffekt von Aufhellerverbindungen, die zusammen mit diesen verwendet werden. Wegen der Vergilbung, die im Zusammenhang mit der Verwendung kationischer Weichmacher auftritt, und der gelben Verfärbung, die sich im Zusammenhang damit an Baumwollgeweben beim Lagern ausbildet, ist es erwünscht, einen Aufheller den Weichmacheransätzen zuzusetzen. Solche Aufheller wirken dem Gelbstich des Gewebes entgegen, indem sie eine blauweiße Fluoreszenz ergeben. Der Zusatz von Aufhellern zu Weichmacheransätzen, die für die Verwendung im Haushalt vorgesehen sind, ist üblich, und solche Ansätze werden im Durchschnitt von den Hausfrauen besonders bevorzugt. Die besten und meistverwendeten Aufheller sind jedoch bei der Anwendung in kationischen Ansätzen sehr unwirksam. Die Gründe hiefür sind nicht völlig geklärt, aber die Helligkeit, die den Stoffen verliehen wird, wenn sie aus einer kationischen Weichmacherlösung oder Dispersion aufgebracht werden, ist im allgemeinen nur 1/4 bis 1/3 so groß wie die Helligkeit, die den Stoffen durch dieselbe Menge an Aufheller verliehen wird, v:enn dieser nit Hilfe von destilliertem V/asser aufgebracht v;ird. Da die Aufiiellerverbindungen außerordentlich teuer sind, ist eine V/eichnachermischung, dieAnother problem associated with the use of cationic plasticizers is their effect on the Whitening effect of whitening compounds used together with them. Because of the yellowing that is related occurs with the use of cationic softeners and the associated yellow discoloration of cotton fabrics forms during storage, it is desirable to add a brightener to the plasticizer batches. Such brighteners counteract the yellow tint of the tissue by producing a blue-white fluorescence. The addition of brighteners to plasticizer approaches, intended for household use is common, and such approaches are averaged from especially preferred to housewives. However, the best and most widely used brighteners are when used in cationic ones Approaches very ineffective. The reasons for this are not completely clear, but the brightness that is given to the fabrics, when made from a cationic plasticizer solution or dispersion is generally only 1/4 to 1/3 as great as the lightness that the fabrics are exposed to by the same amount is bestowed on brighteners, if this is done with the help of distilled V / ater applied v; ird. Since the hoist connections are extraordinarily expensive is a calibration mixture that
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eine wirksamere Anwendung des Aufhellers erlaubt, in hohem Maße erstrebenswert.allows a more effective use of the brightener is highly desirable.
Die vorliegende Erfindung beruht auf der Entdeckung, daß gewisse oberflächenaktive Mittel, die langkettige hydrophobe Radikale mit 20 bis JO Kohlenstoffatomen enthalten, wirksame Textilweichmacher sind, die auf den Stoff in Gegenwart synthetischer Detergentien aufgebracht werden können und die die Wirksamkeit von Aufhellern, welche mit dem Weichmacher und dem synthetischen Detergens zusammen verwendet werden, nicht störend beeinflussen.The present invention is based on the discovery that certain surfactants, the long chain hydrophobic Free radicals containing 20 to JO carbon atoms are effective fabric softeners that act on the fabric in the presence of synthetic Detergents can be applied and the effectiveness of brighteners, which with the plasticizer and the synthetic Detergents are used together, do not interfere.
Gemäß der Erfindung enthält eine Wasch- und Reinigungsmittelmischung mit Weichmachereigenschaften für. Textilien in Gew.-% der GesamtmischungAccording to the invention contains a detergent and cleaning agent mixture with plasticizer properties for. Textiles in% by weight of the total mixture
(a) 1 bis 20 % eines v/asserlös liehen, anionischen, nichtionischen, ampholyteschen oder zwitterionischen synthetischen Detergens, das in seiner Molekularstruktur einen hydrophoben Rest mit 8 bis 18 Kohlenstoffatomen aufweist;(a) 1 to 20 % of a water-soluble, anionic, nonionic, ampholytic or zwitterionic synthetic detergent which has a hydrophobic radical with 8 to 18 carbon atoms in its molecular structure;
(b) 0 bis 90 % eines wasserlöslichen alkalischen Aufbaustoffsalzes; (b) 0 to 90 % of a water-soluble alkaline builder salt;
(c) 1 bis 25 % eines Textilweichmachers aus der(c) 1 to 25 % of a fabric softener from the
1) zwitterionische Verbindungen der allgemeinen Formel 1) zwitterionic compounds of the general formula
R'R '
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— 4. _- 4th _
wori'.r ' " v.nd.R^, die. gleich oder verschieden sein
können, Jeweils Methyl, Äthyl, n-Propylt Isopropyl, 2-Hydroxyäthyl oder 2-Hydroxypropyl, R^ eine gerade
oder verzweigte Alkyl- oder Alkenylkette mit ■ 20 bis 30 Kohlenstoffatomen, die durch 0 bis 2
.Hydroxylgruppen substituiert,, durch 0 bis 5 Ätherbindungen
sowie durch 0 bis. Λ Amidbindungen unterbrochen
sein kann, und R ein Alkylenradikal oder ein Monohydroxyalkylenradikal mit 1 bis 4· Kohlenstoffatomen
bedeuten;
2) tertiäre Aminoxide der aligemeinen Formelwori'.r '"v.nd.R ^, which can be the same or different, each methyl, ethyl, n-propyl t isopropyl, 2-hydroxyethyl or 2-hydroxypropyl, R ^ a straight or branched alkyl or alkenyl chain with 20 to 30 carbon atoms which can be substituted by 0 to 2 hydroxyl groups, interrupted by 0 to 5 ether bonds and by 0 to Λ amide bonds, and R is an alkylene radical or a monohydroxyalkylene radical having 1 to 4 carbon atoms;
2) tertiary amine oxides of the general formula
;T' . ■' "■; T '. ■ '"■
R — N —> 0-R - N -> 0-
worin R eine gerade oder verzweigte Alkyl- oder Alkenylkette mit 20 bis 30 Kohlenstoffatomen, die durch 0 bis 5 Ätherbindungen und 0 bis Λ Amidbindungen unterbrochen sein kann, und die 0 bis 2 Hydroxylsubstituenten und 0 bis 2 Chlorsubstituenten tragen.kann, R^ ein Alkylradikal mit 1 bis 20 Kohlenstoffatomen, das durch 0 bis 5 Ätherbindungen und 0 bis 1 Amidbindungen unterbrochen sein und 0 bis 2 Hydroxylsubstituenten und 0 bis 2 Chlorsub;stituenten tragen kann, R Methyl, Äthyl, n-Itop« yl, Isopropyl, 2-Kydroxyäthyl oder 2-Hydroxypropyl bedeuten, oder worin R7 und R zusammen mit dem Stickstoffatom ein heterocyclisches Radikal mitwhere R is a straight or branched alkyl or alkenyl chain with 20 to 30 carbon atoms, which can be interrupted by 0 to 5 ether bonds and 0 to Λ amide bonds, and which can carry 0 to 2 hydroxyl substituents and 0 to 2 chlorine substituents, R ^ is an alkyl radical with 1 to 20 carbon atoms, which can be interrupted by 0 to 5 ether bonds and 0 to 1 amide bonds and can carry 0 to 2 hydroxyl substituents and 0 to 2 chlorine substituents, R is methyl, ethyl, n-itop «yl, isopropyl, 2-hydroxyethyl or 2-hydroxypropyl, or in which R 7 and R together with the nitrogen atom represent a heterocyclic radical with
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4· bis S ^c'ilonstoffc.tomen bedeuten können\ tertiäro Phosphinoxide der allgemeinen Formel4 to S ^ c'ilonstoffc.tomen can mean \ tertiary phosphine oxides of the general formula
E8 E 8
■R'—P —=»· 0 ■ R'-P - = »· 0
worin R' ein Alkyl-, Alkenyl- oder Monohydroxyalkylradikal mit 20 "bis 30 Kohlenstoffatomen undwherein R 'is an alkyl, alkenyl or monohydroxyalkyl radical with 20 "to 30 carbon atoms and
8 98 9
E und R , die gleich oder verschieden sein können,E and R, which can be the same or different,
jeweils Methyl , Äthyl oder Hydroxyäthyl bedeuten;
4·) äthoxylierte Alkoholverbindungen der allgemeinen Formeleach represent methyl, ethyl or hydroxyethyl;
4 ·) Ethoxylated alcohol compounds of the general formula
R10-0R 10 -0
worin R10 ein Alkylradikal mit 20 bis 30 Kohlenstoffatomen und χ eine ganze Zahl von 3 bis 4-5 bedeuten;wherein R 10 is an alkyl radical having 20 to 30 carbon atoms and χ is an integer from 3 to 4-5;
5) sulfatierte äthoxylierte Alkoholverbindungen der5) sulfated ethoxylated alcohol compounds of
allgemeinen Formelgeneral formula
R10-0R 10 -0
worin R die gleiche Bedeutung wie oben unter 4) angegeben hat, Li ein Alkalimetall, Ammonium oder substituiertes Ammonium symbolisiert und y eine ganze Zahl von Λ bis 20 ist;where R has the same meaning as given above under 4), Li symbolizes an alkali metal, ammonium or substituted ammonium and y is an integer from Λ to 20;
6) aniordsche SuIfonatverbindungen der allgemeinen Formel6) Aniordian sulfonate compounds of the general formula
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6 ~6 ~
BAD ORIGINALBATH ORIGINAL
ό -ό -
■· ο■ · ο
worin R und M die o"ben unter 5) angegebene Bedeutung haben; undwherein R and M have the meaning given above under 5) to have; and
7) Mischungen "von 2 oder mehreren-der unter 1) bis 6) angegebenen Verbindungen unfassenden Gruppe;7) Mixtures "of 2 or more of the under 1) to 6) specified compounds including group;
(d) Wasser.(d) water.
Bevorzugte zwitterionische Verbindungen gemäß (c) 1) sind solche, worin Έ? eine Alkylgruppe mit 20 bis 26 Kohlenstoffatomen ist, die 0 bis 2 Eydroxysübstituenten aufweisen kann.Preferred zwitterionic compounds according to (c) 1) are those in which Έ? is an alkyl group of 20 to 26 carbon atoms which may have 0 to 2 hydroxy substituents.
Spezielle Beispiele besonders bevorzugter Verbindungen sind:Specific examples of particularly preferred compounds are:
-IT ,lS"-dimethylasimonio)-2-hydroxypropan-1-sulxonat, yI-]N',IT-di3iethylammonio)-propan-1-sulfonati -IT, IS "-dimethylasimonio) -2-hydroxypropane-1-sulxonate, yI-] N ', IT-di3iethylammonio) -propane-1-sulfonate i
-N ,N-di-(2-hydroxyäthyl)-aimonio_7-2-hydroxypropan-1-sulfonat, -N, N-di- (2-hydroxyethyl) -aimonio_7-2-hydroxypropane-1-sulfonate,
5-(N-Docosyl-N,N-dixethylanmonio)-2-hydroxypropan-1-sulfonat, 5-(N-Docosyl-N,N-disiethyla3raonio)-propan-1-sulfonat, ■ 5-/~N-Docosyl-]!vT,N-bis-(2-hydroxyäthyl)-ammonio_7-2-hydroxypropan-1-sulfonat, 5- (N-docosyl-N, N-dixethylanmonio) -2-hydroxypropane-1-sulfonate, 5- (N-docosyl-N, N-disiethyla3raonio) -propane-1-sulfonate, 5- / ~ N-docosyl -]! v T , N-bis- (2-hydroxyethyl) -ammonio_7-2-hydroxypropane-1-sulfonate,
5-(N-Tetracosyl-N,X-dinethylamnonio)-2-hydroxypropan-1-sulfonat, 5- (N-Tetracosyl-N, X-dinethylamnonio) -2-hydroxypropane-1-sulfonate,
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- 7 —- 7 -
BAD ORIGINALBATH ORIGINAL
-(N-Te tracosyl-ΙΓ ,!"-dimethylammonio)-propan-1-sulfonat,- (N-Te tracosyl-ΙΓ,! "- dimethylammonio) -propane-1-sulfonate,
oxypropan-1-sulfonat,oxypropane-1-sulfonate,
3-(N-Hexacosyl-N,lT-dimethylammonio)-2-lxydrox3rpropan-'l-sulfonat,. 3-CN-Hexacosyl-IT ,N-dime thylammordo )-propan-1-sulf onat.3- (N-hexacosyl-N, IT-dimethylammonio) -2-hydroxydrox3rpropane-'l-sulfonate ,. 3-CN-hexacosyl-IT, N-dimethylammordo) propane-1-sulfonate.
Beispiele anderer "bevorzugter Verbindungen dieser Klasse sind folgende:Examples of other "preferred compounds of this class" are the following:
3-(F-Eicosyl -ΒΓ-äthyl -N-methylaimoniο)-2-hydroxypropan-1-3- (F-eicosyl -ΒΓ-ethyl -N-methylaimoniο) -2-hydroxypropane-1-
sulfonat, 3-(N-Docosyl-N-äthyl-N-me thylammonio)-2-hydroxypropan-isulfonat, sulfonate, 3- (N-docosyl-N-ethyl-N-methylammonio) -2-hydroxypropane-isulfonate,
3-(IT-Docosyl-N,N-diäthylammonio)-propan-1-sulfonat, 3-(N-Tetracosyl-N-äthyl-lT-methylammonio)-2-hydroxypropan-'1-3- (IT-Docosyl-N, N-diethylammonio) -propane-1-sulfonate, 3- (N-Tetracosyl-N-ethyl-IT-methylammonio) -2-hydroxypropane-'1-
sulfonat.sulfonate.
Beispiele weiterer Verbindungen, die dieser Klasse angehören und die als Weichmacher von Wert sind, sind folgende: 3-(N-Heneicosyi-N,N-dimethylammonio)-2-hydroxypropan-1-Examples of other compounds that belong to this class and which are of value as plasticizers are the following: 3- (N-Heneicosyi-N, N-dimethylammonio) -2-hydroxypropane-1-
sulfonat,sulfonate,
3-(N-Eeneicosyl-lT,K'-dimethylammonio)-propan-1-sulfonat, 3-(F-Tricosyl-N,IvT-dimethylammonio)-2-hydroxypropan-1-sulf onat, 3-(N-Tricosyl-3!T-äthyl-N-methylammonio)-2-hydroxypropan-1-3- (N-Eeneicosyl-IT, K'-dimethylammonio) -propane-1-sulfonate, 3- (F-Tricosyl-N, Iv T -dimethylammonio) -2-hydroxypropane-1-sulfonate, 3- (N- Tricosyl-3! T-ethyl-N-methylammonio) -2-hydroxypropane-1-
sulfonat,sulfonate,
3-(N-Tricosyl-lT,N-dimethylammonio)-propan-1-sulf onat,' 3-(N-Pentacosyl-N,N-dimethylammonio)-2-hydroxypropan-1-sulfonat, 3- (N-Tricosyl-IT, N-dimethylammonio) -propane-1-sulfonate, ' 3- (N-pentacosyl-N, N-dimethylammonio) -2-hydroxypropane-1- sulfonate,
3-(N-Pentacosyl-N,N-dimethylammonio)-propan-1-sulfonat, 3-Z~^~(2~^e-tko:xydocosyl)-^N-dimethylai!^^ propan-1-sulfonat,3- (N-Pentacosyl-N, N-dimethylammonio) -propane-1-sulfonate, 3-Z ~ ^ ~ ( 2 ~ ^ et ko: xydocosyl) - ^ N-dimethylai! ^^ propane-1-sulfonate,
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- 7a-- 7a-
3-(K-He ptac osyl-N, N-dime thylammonio ) -propan-1 -sulfonat,
3-(N-0ctacosyl-N,N~dimethylammonio)-2-hydroxypropan-/l-.
sulfonat,
3-(N-NOrLaCOSyI-IT, N-dime thylammonio) -2-hydroxypropan-i -3- (K-He ptacosyl-N, N-dimethylammonio) -propane-1-sulfonate, 3- (N-octacosyl-N, N-dimethylammonio) -2-hydroxypropane / 1-. sulfonate,
3- (N-NOrLaCOSyI-IT, N-dimethylammonio) -2-hydroxypropane-i -
sulfonat,sulfonate,
3-(N-TrIcontyl-N,N-dimetiiylammonio)-propan-1-suifonat, 3-Z"N-(2-Steramidoäthyl)-lir-propy 1-N-IsOPrOPyI-J-^UtBn-3- (N-TrIcontyl-N, N-dimetiiylammonio) -propane-1-suifonat, 3-Z "N- (2-Steramidoäthyl) -lir-propy 1-N-IsOPrOPyI - J- ^ UtBn-
sulfonat, ] sulfonate, ]
" 3-Z"N-(3»5-Dioxatetracosyl)-N,N-dlme-fchylammonio_i<7-2-}iydr-"3-Z" N- (3 »5-dioxatetracosyl) -N, N-dlme-fchylammonio_ i < 7-2-} iydr-
oxypropan-1-sulfonat,
5-Z"^~C5-Docosenyl)-N-(2-hydroxypropyl)-N-methylainmonio<iiii7-oxypropane-1-sulfonate,
5-Z "^ ~ C5-Docosenyl) -N- (2-hydroxypropyl) -N-methylainmonio <iiii 7-
pentan-1-sulf onat,
6-2f"N-( 2-Hydr oxydoc os-4-enyl)-N, N-dime thylammoni o—7-liexan-pentane-1-sulfonate,
6-2f "N- (2-Hydr oxydoc os-4-enyl) -N, N-dimethylammoni o - 7-liexan-
A-sulfonat, ■ , A sulfonate, ■,
5-jTN-( 4-Stearamidobut-2-enyl) -N, N-diäthylammonio_7-2-. ' hydroxypentan-1-sulfonat, 5-jT N- (4-stearamidobut-2-enyl) -N, N-diethylammonio_7-2-. 'hydroxypentane-1-sulfonate,
4-^Ν-( 3,5-Moxanexacos-10-enyl)-N,N-dimethylamonio_7-3-hydroxybutan-i-sulf onat.4- ^ Ν- (3,5-Moxanexacos-10-enyl) -N, N-dimethylamonio_7-3-hydroxybutane-i-sulf onat.
Zwitterionische Verbindungen dieser Klasse können nach "bekannten Methoden hergestellt werden. So kann 3-(N-Eicosyl-N,N-dimethylammonio)-2-hydroxypropan-1-sulfonat hergestellt werden, indem man Epichlorhydrin mit Natriumbisulfat umsetzt und das Reaktionsprodukt dann mit Eicosyldimethylamin zur Reaktion bringt. Dieser.Typ von Quaternisierungsreaktion ist von A.W. Ralston in "Fatty Acids and their Derivatives", 194θ, Seiten 684-696 beschrieben worden. 3-(N-Eicosyl-N,N-dimethylammonio)-propan-1-sulfonat kann durch Umsetzung von Eicosyldimethylamin Bit Propatnsulton "gewonnen werden.Zwitterionic compounds of this class can be "known" Methods are made. For example, 3- (N-eicosyl-N, N-dimethylammonio) -2-hydroxypropane-1-sulfonate be prepared by reacting epichlorohydrin with sodium bisulfate and that Reaction product then reacts with eicosyldimethylamine brings. This type of quaternization reaction is described by A.W. Ralston in "Fatty Acids and their Derivatives", 194θ, pp 684-696. 3- (N-eicosyl-N, N-dimethylammonio) propane-1-sulfonate can be obtained by converting Eicosyldimethylamine Bit Propatnsulton ".
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- 8 - BAD - 8 - BATH
Bevorzug1:: . ,~3näß (c) 2) sind solche, worin R eine Alkyl-, Alkenyl- oder Monohydroxyalkylgruppe mit 20 bis 26. Kohlenstoffatomen ist und R^ und R Jeweils Methyl, Äthyl oder Hydroxyäthyl "bedeuten. Beispiele besonders bevorzugter Aminoxide sind: ,Preferred 1 ::. , ~ 3näß (c) 2) are those in which R is an alkyl, alkenyl or monohydroxyalkyl group with 20 to 26 carbon atoms and R ^ and R each denote methyl, ethyl or hydroxyethyl ". Examples of particularly preferred amine oxides are:,
Eicosyl-bis-(ß-hydroxyäthyl)-aminoxid, Eicosyldimethylaminoxid,Eicosyl bis (ß-hydroxyethyl) amine oxide, eicosyl dimethyl amine oxide,
Docosyldimethylaminoxid, · ■Docosyldimethylamine oxide, · ■
Docosyl-bis-(ß-hydroxyäthyl)-aminoxid,Docosyl bis (ß-hydroxyethyl) amine oxide,
Te tr ac osyldime thylaminoxid, ·.Te tr ac osyldimethylamine oxide, ·.
Tetracosyl-bis-(ß-hydroxyäthyl)-aminoxid,Tetracosyl bis (ß-hydroxyethyl) amine oxide ,
Hexacosyldimethylaminoxid, " . ;Hexacosyldimethylamine oxide, ".;
Hexacosyl-bis-(ß-hydroxyäthyl)-aminoxid.Hexacosyl bis (ß-hydroxyethyl) amine oxide .
Beispiele anderer bevorzugter Weichmacherverbindungen die ser Klasse sind die folgenden:Examples of other preferred plasticizer compounds of this class are as follows:
2-Hydroxyeicosyldimethylaminoxid, Eicosylme thyläthylaminoxid, Eicosyldiäthylaminoxid, 2-Eicosyldiäthylaminoxid, Heneicosyldimethylaminoxid, Heneicosyldiäthylaminoxid, Docosylmethyläthylaminoxid, Docosyldiäthylaminoxid, Tricosyldimethylaminoxid, Trieosyldiäthylaminoxid, Tetracοsylmethyläthylaminoxid, Λ1-Tetracosyldimethylaminoxid,2-Hydroxyeicosyldimethylaminoxid, Eicosylme thyläthylaminoxid, Eicosyldiäthylaminoxid, 2-Eicosyldiäthylaminoxid, Heneicosyldimethylaminoxid, Heneicosyldiäthylaminoxid, Docosylmethyläthylaminoxid, Docosyldiäthylaminoxid, Tricosyldimethylaminoxid, Trieosyldiäthylaminoxid, Tetracοsylmethyläthylaminoxid, Λ 1-tetracosyl,
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BAD ORIGINALBATH ORIGINAL
Tetracosyldiäthylaminoxid, ß-Hydroxyte trac ο s yldime thylaminoxid,Tetracosyl diethylamine oxide, ß-Hydroxyte trac ο s yldime thylamine oxide,
Pentacosyldimethylaminoxid, 'Pentacosyldimethylamine oxide, '
Fentacosyldimethylaminoxid, Hexacosyldiäthylaminoxid.Fentacosyldimethylamine oxide, Hexacosyl diethylamine oxide.
Beispiele anderer Aminoxid-Weichmache verbindungen, die in den Mischungen gemäß der Erfindung, allein oder in Kombination, von Wert sind, sind die folgenden:Examples of other amine oxide plasticizing compounds used in The mixtures according to the invention, alone or in combination, are of value are the following:
Eicosylmethyl-(2-hydroxypropyl)-aminoxid, Eicosylmethylpropylaminoxid, Docosylbutylme thylaminoxid, 2-DocosenyldimettLylaminoxid, 2-Me thoxydoc osyldime thylaminoxid, He pt ac osyldime thylaminoxid, Heptacosyldiäthylaminoxid, Octacosyldimethylaminoxid, Octacosylmethyläthylaminoxid, Octacosyl-bis-(ß-hydroxyäthyl)-aminoxid, Octacosyldiäthylaminoxid, Nonacosyldiäthylaminoxid, Nonac osyldime thylaminoxid, Tri ac ontyldime thylaminoxid, Triacontyldiäthylaminoxid, 5,6-Dioxaoctacosyldimethylaminoxid, 2-Hydroxy-4-oxate tracosyldimethylaminoxid, 4-HydΓOxytetΓacos-2-enyldimethylaminoxid, 4,8-Triacont-2-enyldimethylaminoxid, 4-Stearamido-2-butenyldimethylaminoxid,Eicosylmethyl- (2-hydroxypropyl) -amine oxide, eicosylmethylpropylamine oxide, Docosylbutyl methylamine oxide, 2-docosenyldimettylamine oxide, 2-methoxydoc osyldimethylamine oxide, He pt ac osyldimethylamine oxide, Heptacosyl diethylamine oxide, octacosyldimethylamine oxide, Octacosylmethylethylamine oxide, octacosyl bis (ß-hydroxyethyl) amine oxide, Octacosyl diethylamine oxide, Nonacosyl diethylamine oxide, Nonacosyldimethylamine oxide, Triacontyldimethylamine oxide, triacontyl diethylamine oxide, 5,6-dioxaoctacosyldimethylamine oxide, 2-hydroxy-4-oxate tracosyldimethylamine oxide, 4-HydΓOxytetΓacos-2-enyldimethylamine oxide, 4,8-triacont-2-enyldimethylamine oxide, 4-stearamido-2-butenyldimethylamine oxide,
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. N-Eicosylnorpholin-N-oxid, ' ' ' ■ N-Docosylmorpholin-IT-oxid, . · . N-eicosylnorpholine-N-oxide, '''■ N-docosylmorpholine-IT-oxide,. ·
6-Stearamidohexyldimethylaminoxid, .'·'". ß-Behenamidoäthyldimethylaminoxid, Behenylglyceryl-(ß-hydroxyäthyl )-methylaminoxid, . N-Docosylpyrrolidin-N-oxid, · '6-stearamidohexyldimethylamine oxide,. '·' ". ß-behenamidoethyldimethylamine oxide, behenylglyceryl- (ß-hydroxyethyl) -methylamine oxide, . N-docosylpyrrolidine-N-oxide, '
N-Eicosylpiperidin-N-oxid, • . Tetracosylpyridin-N-oxid. ·N-eicosylpiperidine-N-oxide, •. Tetracosyl pyridine N-oxide. ·
Die Aminoxide können durch Oxydation der entsprechenden tertiären Amine, beispielsweise mit Wasserstoffperoxid, erhal-• ten werden. ·The amine oxides can be obtained by oxidation of the corresponding tertiary amines, for example with hydrogen peroxide. will be. ·
Bevorzugte !Phosphinoxide gemäß (c) 3) sind solche, worinPreferred! Phosphine oxides according to (c) 3) are those in which
R' eine Alkyl-,· Alkenyl- oder Monohydroxyalkylgruppe mit 20 bis 26 Kohlenstoffatomen ist und R und R~ jeweils.Methyl, ÄthylR 'is an alkyl, · alkenyl or monohydroxyalkyl group with 20 to 26 carbon atoms and R and R ~ each. Methyl, ethyl
oder Hydroxyäthyl bedeuten.or hydroxyethyl.
Spezielle Beispiele von besonders-.bevorzugten Verbindungen
dieser Klasse sind folgende:
Eicosyldimethylphosphinoxid,
Eicosyldi-(2-hydroxyäthyl)-phosphinoxid, Docosyldimethylphosphinoxid,
Docosyldi-(2-hydroxyäthyl)-phosphinoxid,Specific examples of particularly preferred compounds of this class are as follows:
Eicosyldimethylphosphine oxide,
Eicosyldi- (2-hydroxyethyl) phosphine oxide, docosyldimethylphosphine oxide,
Docosyldi (2-hydroxyethyl) phosphine oxide,
• Tetracosyldimethylphosphinoxid, " .• tetracosyldimethylphosphine oxide, ".
Hexacosyldimethylphosphinoxid, Eicosyldiäthylphosphinoxid, Docosyldiäthylphosphinoxid, Tetracosyldi-(2-hydroxyäthyl)-phosphinoxid.Hexacosyldimethylphosphine oxide, Eicosyl diethylphosphine oxide, docosyl diethylphosphine oxide, Tetracosyldi (2-hydroxyethyl) phosphine oxide.
Andere Beispiele der bevorzugten Verbindungen dieser Klasse sind:Other examples of the preferred compounds of this class are:
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. Eicosylmethylathylphosphinoxid, ■·. · Een-^cosyldinstliylphospliinoxid, , ß-Hydroxyeicosyldimethylphosphinoxid, ';. Eicosylmethylethylphosphine oxide, ■ ·. Een- ^ cosyldinstliylphospliinoxid, , β-hydroxyeicosyldimethylphosphine oxide, ';
ß-Hydroxydocosyldimetliylpliosphinoxid, . Heileicosylmethylathylpliosphinoxid, • Heneicosyldi-(2-hydroxyäthyl)-phosphinoxi&, Docosylmetliyläthylpliospliinoxid, Tricosyldimethylphosphinoxid, ' · Trlcosylmetliyläthylphosphinoxid, Tetracosylmethyläthylpliospliinoxid, Tetracosyldi-( 2-iLydroxyäthyl)-phosphinoxld, I^ntacosyldimethylphosphinoxid, Hexacosyldi-( 2-iiydr oxyäthyl)-phospliinoxid.ß-Hydroxydocosyldimetliylpliosphinoxid, . Heileicosylmethylethylpliosphinoxid, • Heneicosyldi- (2-hydroxyethyl) -phosphinoxi &, Docosylmetliyläthylpliospliinoxid, Tricosyldimethylphosphine oxide, 'Tricosylmetliylethylphosphine oxide, Tetracosylmethyläthylpliospliinoxid, Tetracosyldi- (2-hydroxyethyl) -phosphine oxide, I ^ ntacosyldimethylphosphineoxid, Hexacosyldi (2-hydroxyethyl) phosphine oxide.
Andere Verbindungen dieser Klasse sind folgende: Eicosylmethyl-2-üydroxybutylphosphinoxid, Eicosyldibutylphosphinoxid, Eicosylmethyl-2-hydroxypropylphosphinoxid, Docosylmethyl-2-hydroxypropylphosphiinoxid, Docosylmetliyl-5-liydroxybutylphosphinoxid, 2-Tetracosenylmetliyläthylphospliinoxid, Heptacosyldimethylphosphinoxid ,· .' Heptacosyldiäthylphosphinoxid, Octacosyldimethy!phosphinoxide Octacoeyldiäthylphosphinoxid , Nonacosyldimethylphosphinoxid, Bf onacoftyldiäthylphosphinoxid, !Priacontyldimethylphosphinoxid, Triacontyldiäthylphosphinoxid.Other compounds in this class are as follows: eicosylmethyl-2-hydroxybutylphosphine oxide, Eicosyldibutylphosphine oxide, Eicosylmethyl-2-hydroxypropylphosphine oxide, Docosylmethyl-2-hydroxypropylphosphine oxide, Docosylmetliyl-5-hydroxybutylphosphine oxide, 2-Tetracosenylmetliyläthylphospliinoxid, Heptacosyldimethylphosphine oxide, . ' Heptacosyl diethylphosphine oxide, Octacosyldimethy! Phosphine oxide Octacoeyl diethylphosphine oxide, nonacosyldimethylphosphine oxide, Bf onacoftyl diethylphosphine oxide, ! Priacontyldimethylphosphine oxide, Triacontyl diethyl phosphine oxide.
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~·12 *" BAD ORIGINAL~ · 12 * "BAD ORIGINAL
Die Nieder-hcEolos-tert.-phosphinoxide dieser Klasse werden nach Methoden hergestellt, wie sie von K. Darreil Berlin und G.B. Butler in "Chemical Reviews", Bd. 60, Seiten 243-259, Juni 1960 beschrieben sind. Unter Anwendung ähnlicher Synthesen können die erfindungsgemäß verwendeten tertiären Phosphinoxide durch Oxydation des entsprechenden Phosphine mit beispielsweise Wasserstoffperoxid hergestellt werden.The Nieder-hcEolos-tert. Phosphine oxides of this class are prepared by methods as described by K. Darreil Berlin and GB Butler in "Chemical Reviews", vol. 60, pages 243-259, June 1960. Using similar syntheses , the tertiary phosphine oxides used according to the invention can be prepared by oxidation of the corresponding phosphine with, for example, hydrogen peroxide.
Bevorzugte äthoxylierte Alkoholverbindungen gemäß (c) 4) sind die Kondensationsprodukte aus 3 bis 45 Molen Äthylenoxid (z.B. 3, 9, 12, 15, 20 und.30 Mole) mit 1 Mol Alkohol aus der Eicosylalkohol, Heneicosylalkohol, Tricoeylalkohol, Tetracosylalkohol, Pentacosylalkohol und Hexacosylalkohol umfassenden Gruppe.Preferred ethoxylated alcohol compounds according to (c) 4) are the condensation products of 3 to 45 moles of ethylene oxide (for example 3, 9, 12, 15, 20 and 30 moles) with 1 mole of alcohol from the eicosyl alcohol, heneicosyl alcohol, tricoeyl alcohol, tetracosyl alcohol, pentacosyl alcohol and hexacosyl alcohol .
Andere geeignete äthoxylierte Alkohole dieser Klasse sind die Kondensationsprodukte aus 3 bis 45 Molen Äthylenoxid (z.B. 5, 6, 9, 20, 30 und 40 Mole) mit 1 Mol Alkohol aus der Heptacosylalkohol, Octacosylalkohol, Nonacοsylalkohol und Triacontylalkohol umfassenden Gruppe.Other suitable ethoxylated alcohols of this class are the condensation products of 3 to 45 moles of ethylene oxide (e.g. 5, 6, 9, 20, 30 and 40 moles) with 1 mole of alcohol from the group comprising heptacosyl alcohol, octacosyl alcohol, nonac οsyl alcohol and triacontyl alcohol.
Die äthoxylierten Alkohol-Weichmacherverbindungen dieser Klasse können im allgemeinen wie folgt Hergestellt werden: .. Ein Alkohol, der 20 bis 30 Kohlenstoffatome enthält, wird mit NaOH gemischt, und Äthylenoxid wird in die Mischung bei erhöhter Temperatur einperlen gelassen ([siehe Weiner und Cooper "Component Distribution of Alcohol, Ethylene Oxide Adducts11, 43 J.A.O.C.S., Selten 440-445; Juli.1966).The ethoxylated alcohol softening compounds of this class can generally be prepared as follows: An alcohol containing 20 to 30 carbon atoms is mixed with NaOH and ethylene oxide is bubbled into the mixture at an elevated temperature ([see Weiner and Cooper "Component Distribution of Alcohol, Ethylene Oxide Adducts 11 , 43 JAOCS, Selten 440-445; July 1966).
Beispiele bevorzugter sulfatierter äthoxylierter Alkohole gemäß (c) 5) sind folgende: Die Alkalimetall- (b.B. Natrium und Examples of preferred sulfated ethoxylated alcohols according to (c) 5) are as follows: The alkali metal (eg sodium and
. Kalium), Ammonium-und substituierte Ammoniumkationen-(z.B. Mono- . Potassium), ammonium and substituted ammonium cations (e.g. mono-
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" -15 - BAD ORIGINAL"- 15 - ORIGINAL BATHROOM
äthanol-und DiäthanolamoniicO .-Salze der sulf atierten Kondensationsprodukte aus 1 bis 20 Molen Äthylenoxid (z.B. 1, 3» 9» 12, 16 und 20 Mole) mit 1 Mol Alkohol aus der Eicosylalkohol, Heneicosylalkohol, Tricosylalkohol, Tetracosylalkohol, Pentacosylalkohol und Hexacosylalkohol umfassenden Gruppe.Ethanol and diethanolamoniicO. salts of the sulfated condensation products from 1 to 20 moles of ethylene oxide (e.g. 1, 3 »9» 12, 16 and 20 moles) with 1 mole of alcohol from the eicosyl alcohol, Heneicosyl alcohol, tricosyl alcohol, tetracosyl alcohol, pentacosyl alcohol and hexacosyl alcohol.
Andere geeignete äthoxylierte Alkoholsulfate dieser Klasse umfassen die Alkalimetall--(z.B. Natrium und Kalium), Ammonium- und substituierte Ammoniumkationen-(z.B. Monoäthanol- und Diäthanoi ammonium) -Salze des sulfatierten Kondensationsprodukts aus 1 bis 20 Molen Äthylenoxid mit 1 Mol Alkohol aus der Heptacosylalkohol, ■ ■ . Octacosylalkohol, Nonacosylalkohol undTriacontyl alkohol umfassenden Gruppe.Other suitable ethoxylated alcohol sulfates of this class include the alkali metal (e.g. sodium and potassium), ammonium and substituted ammonium cations (e.g., monoethanol and diethanols ammonium) salts of the sulfated condensation product of 1 to 20 moles of ethylene oxide with 1 mole of alcohol from the heptacosyl alcohol, ■ ■. Octacosyl alcohol, nonacosyl alcohol and triacontyl alcohol group.
Die äthoxylierten Alkoholsulfate dieser Klasse können allgemein hergestellt werden, indem man entsprechende äthoxylierte Alkoholverbindungen gemäß (c) 4-) oben mit Schwefelsäure umsetzt und dann das Produkt mit einer Alkalimetall- oder substituierten Ammoniumbase (z.B. Natrium-, Kalium- und Ammoniumhydroxide oder -carbonate)' neutralisiert.The ethoxylated alcohol sulfates of this class can generally be prepared by reacting corresponding ethoxylated alcohol compounds according to (c) 4-) above with sulfuric acid and then the product with an alkali metal or substituted ammonium base (e.g. sodium, potassium and ammonium hydroxides or carbonate) 'neutralized.
Beispiele bevorzugter anionischer Sulfonatverbindungen gemäß (c) 6) sind solche, in denen R eine Alkylgruppe mit 20 bis 26 Kohlenstoffatomen bedeutet, wie Natrium- und Kalium-2-acetoxydocosylsulfonat, Ammonium-2-acetoxydocosylsulfonat, Diäthanolammonium-2-acetoxydocosylsulfonat, Natrium- und Kalium-2-acetoxytricosylsulfonat, Natrium- und Kalium-2-acetoxytetracosylsulfonat, Natrium- und Kalium-2-acetoxypentacosylsulfonat, Natrium- und Kalium-2-acetoxyhexacosylsulfonat, Natrium- und Kalium-2-acetoxyheptacosylsulfonat und Natrium- und Kalium-2-acetoxyoctacosylsulfonat. Examples of preferred anionic sulfonate compounds according to (c) 6) are those in which R is an alkyl group with 20 means up to 26 carbon atoms, such as sodium and potassium 2-acetoxydocosylsulfonate, Ammonium-2-acetoxydocosylsulfonat, diethanolammonium-2-acetoxydocosylsulfonat, Sodium and potassium 2-acetoxytricosyl sulfonate, Sodium and potassium 2-acetoxytetracosyl sulfonate, Sodium and potassium 2-acetoxypentacosyl sulfonate, Sodium and potassium 2-acetoxyhexacosyl sulfonate, sodium and Potassium 2-acetoxyheptacosyl sulfonate and sodium and potassium 2-acetoxyoctacosyl sulfonate.
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Andere geeignete anionische SuIfonatverbindungen dieser ■ Klasse umfassen Natrium- und Kalium^-acetoxynonacosylsulfonat, , Natrium- und Kalium-2-acetoxytriacontylsulfonat, Natrium- und Kalium-2-acetoxyheneitriacontylsulfonat und Natrium- und Kalium-' 2-acetoxydotriacontylsulfonat.Other suitable anionic sulfonate compounds of these Class include sodium and potassium ^ acetoxynonacosyl sulfonate,, Sodium and potassium 2-acetoxytriacontylsulfonate, sodium and Potassium 2-acetoxyheneitriacontylsulfonate and sodium and potassium ' 2-acetoxydotriacontyl sulfonate.
Die folgende Synthese der einfachsten Verbindung dieser Klasse, nämlich Natrium^-acetoxydocosylsulfonat, veranschaulicht die Methode, durch die die Weichmacherverbindungen dieser Klasse hergestellt werden können: Natrium-2-hydroxydocosyl- ' sulfonat (0,354 Mole) wird in einen 1 1-Dreihals-Standard-Erlenmeyer-Kolben, der mit Rührer und Kühler ausgestattet ist. Eine Vorgemischlösung aus 1,36 Molen Pyridin und 7»35 Molen Essigsäureanhydrid wird diesem Kolben zugesetzt.-Die Mischung wird dann am Wasserbad 1 Woche erhitzt. Anschließend wird die Mischung zur Trockne eingedampft und die Feststoffe werden in 1500 ml schwach siedendem Dioxan gelöst, mit Aktivkohle behandelt und heiß filtriert. Das Produkt wird dann aus 1 1 Dioxan umkristallisiert, wobei ?A»9 % Natrium^-acetoxydocosylsulfonat erhalten werden.The following synthesis of the simplest compound of this class, namely sodium ^ -acetoxydocosylsulfonate, illustrates the method by which the plasticizer compounds of this class can be prepared: Sodium 2-hydroxydocosyl- 'sulfonate (0.354 moles) is converted into a 11 three neck standard -Erlenmeyer flask equipped with stirrer and condenser. A premix solution of 1.36 moles of pyridine and 7.35 moles of acetic anhydride is added to this flask. The mixture is then heated on a water bath for 1 week. The mixture is then evaporated to dryness and the solids are dissolved in 1500 ml of low-boiling dioxane, treated with activated charcoal and filtered hot. The product is then recrystallized from 1 l of dioxane, "A" 9% sodium ^ acetoxydocosylsulfonate being obtained.
Die Grenzen, die oben bei der Beschreibung der Zahl der Kohlenstoffatome in den langkettigen Gruppen der Weichmacherverbindungen (c) 1) bis (c) 6) angegeben sind, wurden auf Basis Wirtschaftlichkeit, Löslichkeit und Weichmacherwirkung bestimmt. Verbindungen, die langkettige Gruppen von mehr als 30 Kohlenstoffatomen enthalten, sind üblicherweise zu teuer und in Wasser zu wenig löslich, während Verbindungen, die langkettige Gruppen von weniger als 20 Kohlenstoffatomen enthalten, als Weichmacher nicht wirksam sind.The limits given above in the description of the number of carbon atoms in the long-chain groups of the plasticizer compounds (c) 1) to (c) 6) were determined on the basis of economy, solubility and plasticizer effect. Compounds containing long chain groups of more than 30 carbon atoms are usually too expensive and poorly soluble in water, while compounds containing long chain groups of less than 20 carbon atoms are ineffective as plasticizers.
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WS " . · WS ". ·
Die niedrigen Homologen der Verbindungen (c) 1) bis (c) 6), d.s. solche, in welchen die langkettige Gruppe 10 bis 18 Kohlen-. stoffatome aufweist, sind als oberflächenaktive" Mittel mit Detergenseigenschaften wertvoll und als aktive Bestandteile von Detergensmischungen bekannt. Es wurde nun gefunden, daß ^ede der Klassen von Weichmachern (c) 1) bis (c) 6) überraschenderweise beim Weichmachen von Textilien wirksamer ist als deren niedrige Homologen. Dies war nicht vorauszusehen und der Grund hiefür ist nicht bekannt. Die Wasch- und Reinigungsmittelmischungen gemäß der Erfindung enthalten 1 bis 25 Gew.-% der Gesamtmischung an Weichmacher.The lower homologues of the compounds (c) 1) to (c) 6), d.s. those in which the long chain group is 10 to 18 carbon. having substance atoms are considered surfactants with detergent properties valuable and known as the active ingredient in detergent mixes. It has now been found that ^ ede of the classes of softeners (c) 1) to (c) 6) is surprisingly more effective than theirs in softening textiles low homologues. This could not be foreseen and the reason for this is not known. The detergent and cleaning agent mixtures according to the invention contain 1 to 25% by weight of the total mixture of plasticizer.
Die Weichmacher enthaltenden Wasch- und Reinigungsmittelmischungen gemäß der Erfindung enthalten 1 Gew.-# bis 20 Gew.-% der Gesamtmischung an anionischem, nicht-ionischem, ampholytischem oder zwitterionischem synthetischen Detergens, das in seiner Molekularstruktur einen hydrophoben Rest mit 8 bis 18 Kohlenstoffatomen enthält. Zu den synthetischen Detergentien, die anwendbar sind, gehören:The detergent and cleaning agent mixtures containing softeners according to the invention contain 1 wt .-% to 20 wt .-% the total mixture of anionic, non-ionic, ampholytic or zwitterionic synthetic detergent used in its molecular structure contains a hydrophobic residue with 8 to 18 carbon atoms. To the synthetic detergents, which are applicable include:
(a) Anionische synthetische Detergentien: Diese Klasse synthetischer Detergentien kann allgemein als, die wasserlöslichen Salze, insbesondere Alkalisalze von organischen Schwefelsäurereaktionsprodukten angesprochen werden, die in ihrer Molekularstruktur ein Alkylradikal mit 8 bis 18 Kohlenstoffatomen und einen aus der Gruppe der Sulfonsäure- und Schwefelsäure esterradikale ausgewählten Rest enthalten (vom Ausdruck "Alkyl" wird auch der Alkylrest höherer Acylradikale umfaßt). Wichtige Beispiele synthetischer Detergentien, die einen Teil der bevorzugten Mischungen gemäß der Erfindung ausmachen, sind(a) Anionic synthetic detergents: This class of synthetic detergents can generally be referred to as the water-soluble salts, in particular alkali salts, of organic sulfuric acid reaction products, the molecular structure of which is an alkyl radical with 8 to 18 carbon atoms and one selected from the group of sulfonic acid and sulfuric acid ester radicals Contain radical (the term "alkyl" also includes the alkyl radical of higher acyl radicals). Important examples of synthetic detergents which make up part of the preferred blends according to the invention are
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ORIGINALORIGINAL
die Natriumalkylsulfate, insbesondere solche, die durch SuI-fatieren der höheren Alkohole (mit Cq-C,.« Kohlenstoffatomen), welche durch Reduktion der Glyzeride von Talg oder Kokosnußöl gebildet sind, erhalten werden; Natrium- und Kaliumalkylbenzolsulfonate, in welchen die Alkylgruppe etwa 9 "bis etwa 15 Kohlenstoff atome enthält, insbesondere solche vom, in den USA-Patentschriften Nr. 2,220,099 und Nr. 2,477,583 beschriebenen Typ; Natriumalkylglyceryläthersulfonate, insbesondere solche Äther der höheren Alkohole, die sich von Talg und Kokosnußöl ableiten; Natriumkokosnußölfettsäuremonoglyceridsulfate und -sulfonate; Natrium- und Kaliumsalze von Schwefelsäureestern des Reaktionsproduktes aus einem Mol eines höheren Fettalkohols (z.B. Talg oder Kokosnußölalkohol) und etwa 1 bis 6 Mole Äthylenoxid; Natrium- oder Kaliumsalze von Alkylphenoläthylenoxidäthersulfaten mit etwa 1 bis etwa 10 Einheiten Äthylenoxid Je Molekül, worin die Alkylradikale etwa 9 "bis etwa 12 Kohlenstoff atome enthalten; das Reaktionsprodukt von Fettsäuren, die mit Isäthionsäure verestert und mit Natriumhydroxid neutralisiert sind, wobei die Fettsäuren.beispielsweise von Kokosnußöl abgeleitet sind; Natrium- und Kaliumsalze von Fettsäureaminen eines Methyltaurids, worin die Fettsäuren z.B. von Kokosnußöl abgeleitet sind; und andere an sich bekannte Produkte, von denen eine Anzahl besonders in den USA-Patentschriften Nr. 2,486,921; Nr. 2,486,922 und Nr. 2,396,278 beschrieben ist.the sodium alkyl sulfates, especially those that fatigue by SuI the higher alcohols (with Cq-C,. «carbon atoms), which are formed by reducing the glycerides of tallow or coconut oil; Sodium and potassium alkylbenzenesulfonates, in which the alkyl group contains from about 9 "to about 15 carbon atoms, particularly those dated, in the United States patents No. 2,220,099 and No. 2,477,583 Type; Sodium alkyl glyceryl ether sulfonates, especially those ethers of the higher alcohols that differ from tallow and coconut oil derive; Sodium coconut oil fatty acid monoglyceride sulfates and sulfonates; Sodium and potassium salts of sulfuric acid esters the reaction product of one mole of a higher fatty alcohol (e.g., tallow or coconut oil alcohol) and about 1 to 6 moles of ethylene oxide; Sodium or potassium salts of Alkylphenoläthylenoxidäthersulfaten with about 1 to about 10 units of ethylene oxide each Molecule wherein the alkyl radicals contain from about 9 "to about 12 carbon atoms; the reaction product of fatty acids which esterified with isethionic acid and neutralized with sodium hydroxide, the fatty acids, for example, from coconut oil are derived; Sodium and potassium salts of fatty acid amines of a methyl tauride, in which the fatty acids are e.g. from coconut oil are derived; and other well known products, a number of which are particularly disclosed in U.S. Patent Nos. 2,486,921; No. 2,486,922 and No. 2,396,278.
(b) Nichtionische synthetische Detergentien: Zu dieser Klasse von synthetischen detergentien gehören allgemein Verbindungen aliphatischer oder alkylaromatischer Art, die in wässeriger Lösung nicht ionisieren.(b) Nonionic synthetic detergents: This class of synthetic detergents generally includes compounds aliphatic or alkyl aromatic type that do not ionize in aqueous solution.
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Beispielsweise ist eine bekannte Klasse nichtionischer synthetischer Detergentien am Markt unter dem Handelsnamen "Pluronic" erhältlich. Diese Verbindungen werden durch Kondensation von Äthylenoxid mit einer hydrophoben Base erhalten, die durch Kondensation von Propylenoxid mit Propylenglykol gebildet wird. Der hydrophobe Teil des Moleküls hat ein Molekulargewicht von etwa 1200 bis 2500. Die Addition von Polyoxyäthylenresten an diesem hydrophoben Teil führt zur Steigerung der Wasserlöslichkeit des Moleküls als Ganzem und der Flüssigkeitscharakter des Produktes bleibt bis.zu dem Punkt erhalten, an welchem der PoIyoxyäthylengehalt etwa 50 % des Gesamtgewichtes des Kondensationsr Produktes ausmacht.For example, a known class of nonionic synthetic detergents are commercially available under the tradename "Pluronic". These compounds are obtained by the condensation of ethylene oxide with a hydrophobic base formed by the condensation of propylene oxide with propylene glycol. The hydrophobic part of the molecule has a molecular weight of about 1200 to 2500. The addition of polyoxyethylene residues to this hydrophobic part leads to an increase in the water solubility of the molecule as a whole and the liquid character of the product remains up to the point at which the polyoxyethylene content is about 50 % of the total weight of the condensation product.
Andere geeignete nichtionische synthetische Detergentien umfassen:Other suitable nonionic synthetic detergents include:
(1) Die Polyäthylenoxidkondensate von Alkylphenolen, z.B. die Kondensationsprodukte von Alkylphenolen oder Dialkylphenolen, worin die Alkylgruppen etwa 6 bis 12 Kohlenstoffatome in entweder einer gerad- oder verzweigtkettigen Konfiguration ent-, halten,mit Äthylenoxid, wobei das Äthylenoxid in Mengen entsprechend 10 bis 25 Mol Äthylenoxid pro Mol Alky!phenol anwesend ist. Der Alkylsubstituent in diesen Verbindungen kann z.B. aus polymerisiertem Propylen, Diisobutylen, n-Octen oder n-Nonen stammen.(1) The polyethylene oxide condensates of alkyl phenols, e.g. the condensation products of alkyl phenols or dialkyl phenols in which the alkyl groups have about 6 to 12 carbon atoms in either a straight or branched chain configuration containing, with ethylene oxide, the ethylene oxide in amounts accordingly 10 to 25 moles of ethylene oxide per mole of alky! Phenol is present. For example, the alkyl substituent in these compounds can be polymerized Propylene, diisobutylene, n-octene or n-nonene originate.
sich/themselves/
(2) Mchtionische Verbindungen, welche/aus der Kondensation von Äthylenoxid mit dem aus der Reaktion von Propylenoxid(2) Mchtionic compounds resulting from / from condensation of ethylene oxide with that from the reaction of propylene oxide
sind/ und Äthylendiamin stammenden Produkt ableiten. Z.B./Verbindungen, welche etwa 40 bis etwa 80 Gew.-JÖ Polyoxyäthylen enthalten, ein Molekulargewicht von etwa-5000 bis etwa 11.000 haben und aus der Reaktion von Äthylenoxidgruppen mit einer hydrophoben Base stam-are / and derived from ethylenediamine product. E.g./connections, which contain about 40 to about 80 weight percent polyoxyethylene Molecular weight from about -5000 to about 11,000 and from the reaction of ethylene oxide groups with a hydrophobic base stam-
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men, welche aus dem Reaktionsprodukt von Äthylendiemin und einem Propylenoxidüberschuß "bestand, wobei die genannte Base ein Molekulargewicht in der Größenordnung von etwa 2500 bis 3000 hat,men, which from the reaction product of Äthylendiemin and a Excess propylene oxide "consisted of said base having a molecular weight on the order of about 2500 to 3000,
zufriedenstellend.satisfactory.
(3) Das Kondensationsprodukt von aliphatischen Alkoholen mit 8 bis 18 Kohlenstoffatomen in entweder gerad- oder verzweigtkettiger Konfiguration, mit Äthylenoxid, z.B. ein Kokosnußalkoholäthylenoxid-Kondensat mit 10 bis 30 Mol Äthylenoxid pro Mol Kokosnußalkohol, wobei die Kokosnußalkoholfraktion 10 bis 14 Kohlenstoff atome hat.(3) The condensation product of aliphatic alcohols having 8 to 18 carbon atoms in either straight or branched chain Configuration, with ethylene oxide, e.g. a coconut alcohol ethylene oxide condensate with 10 to 30 moles of ethylene oxide per mole of coconut alcohol, the coconut alcohol fraction being 10 to 14 carbon has atoms.
(4·) Langkettige tertiäre Aminoxide mit der folgenden allgemeinen Formel RR'R"N —> 0, worin R ein Alkylrest mit etwa 8 bis 18 Kohlenstoffatomen ist und R1 und R" je ein Methyl- oder Äthylrest sind. Der Pfeil in der Formel ist eine übliche Darstellung einer semipolaren Bindung. Beispiele für die nach der vorliegenden Erfindung verwendbaren Aminoxide sind Dirnethyldodecylamin- · oxid, Dimethyloctylaminoxid, Dimethyldecylaminoxid, Dimethyltetradecylaminoxid, Dirnethylhexadecylaminoxid.(4 ·) Long-chain tertiary amine oxides with the following general formula RR'R "N -> 0, where R is an alkyl radical having about 8 to 18 carbon atoms and R 1 and R" are each a methyl or ethyl radical. The arrow in the formula is a common representation of a semi-polar bond. Examples of the amine oxides which can be used according to the present invention are dimethyldodecylamine oxide, dimethyloctylamine oxide, dimethyldecylamine oxide, dimethyltetradecylamine oxide, dimethylhexadecylamine oxide.
(5) Langkettige tertiäre Phosphinoxide, welche der folgenden allgemeinen Formel RR1R11P —^- 0 entsprechen, worin R ein Alkyl-, Alkenyl- oder Monohydroxyalkylrest mit einer Kettenlänge von 10 bis 18 Kohlenstoffatomen ist und R1 und R" Jeweils eine Alkyl- oder Monohydroxyalkylgruppe mit 1 bis 3 Kohlenstoffatomen sind. Der Pfeil in der Formel ist eine übliche Darstellung einer semipolaren Bindung. Beispiele für geeignete Phosphinoxide sind:(5) Long-chain tertiary phosphine oxides, which correspond to the following general formula RR 1 R 11 P - ^ - 0, wherein R is an alkyl, alkenyl or monohydroxyalkyl radical with a chain length of 10 to 18 carbon atoms and R 1 and R "are each one Are alkyl or monohydroxyalkyl groups with 1 to 3 carbon atoms. The arrow in the formula is a common representation of a semipolar bond. Examples of suitable phosphine oxides are:
Dimethyldodecylphosphinoxid; Dimethyltetradecylphosphinoxid;Dimethyldodecylphosphine oxide; Dimethyl tetradecyl phosphine oxide;
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A^hylmethyltetradecylphosphinoxid;Ethylmethyl tetradecylphosphine oxide;
Ce tyldimethylphosphinoxid;Cetyldimethylphosphine oxide;
Dimethylstearylphosphinoxid;Dimethylstearylphosphine oxide;
Cetyläthylpropylphosphinoxid;Cetylethylpropylphosphine oxide;
Diäthyldodecylphosphinoxid;Diethyldodecylphosphine oxide;
Diäthyltetradecylphosphinoxid;Diethyl tetradecylphosphine oxide;
Dipropyldodecylphosphinoxid;Dipropyldodecylphosphine oxide;
bis-(Hydroxymethyl)-dodecylphosphinoxid; bis-(2-Hydroxyäthyl)-dodecylphosphinoxid; (2-Hydroxypropyl)-methyltetradecylphosphinoxid:bis (hydroxymethyl) dodecylphosphine oxide; bis (2-hydroxyethyl) dodecylphosphine oxide; (2-Hydroxypropyl) -methyltetradecylphosphine oxide:
Dimethyloleylphosphinoxid; undDimethyloleylphosphine oxide; and
Dimethyl-C 2-hydroxydode cyl)-phosphinoxid. .(c) Ampholytische synthetische Detergentien: Diese Gruppe von synthetischen Detergentien läßt sich allgemein als Derivate von aliphatischen Aminen beschreiben, welche eine lange Kette von etwa 8 bis 18 Kohlenstoffatomen enthalten, sowie eine anionische, wasserlöslichmachende Gruppe, z.B. eine Carboxy-, SuIfο- oder SuIfatgruppe. Beispiele für . Verbindungen, welche in diesen Bereich fallen, sind Natrium-3-dodecylaminopropionat und Natrium-3-dodecylaminopropansulfonat.Dimethyl-C 2-hydroxydodecyl) phosphine oxide. (c) Ampholytic synthetic detergents: This group of synthetic detergents can be broadly defined describe as derivatives of aliphatic amines which contain a long chain of about 8 to 18 carbon atoms, as well as an anionic, water-solubilizing group, e.g. a carboxy, sulfo or sulfate group. Examples for . Compounds that fall within this range are sodium 3-dodecylaminopropionate and sodium 3-dodecylaminopropanesulfonate.
(d) Zwitterionische synthetische Detergentien: Diese Klasse synthetischer Detergentien lässt sich allgemein als Derivate von aliphatischen quaternären Ammoniumverbindungen beßchreiben, in welchen der aliphatische Rest gerad- oder verzweigtkettig sein kann und worin einer der aliphatischen Subetituenten etwa 8 bis 18 Kohlenstoffatome sowie eine anionische wasserlöslichmachende Gruppe, z.B. eine Carboxy-, SuIfο- oder ; ßulfatgruppe, enthält. Beispiele für die in diesen Bereich fal-(d) Zwitterionic synthetic detergents: This class of synthetic detergents can generally be described as derivatives of aliphatic quaternary ammonium compounds in which the aliphatic radical can be straight or branched chain and in which one of the aliphatic substituents has about 8 to 18 carbon atoms and an anionic water-solubilizing group, for example a carboxy, suIfο or; ßulfatgruppe , contains. Examples of the
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BAD ORIGINALBATH ORIGINAL
lenden Verbindungen sind 3-(N,N-Dimethyl-N-hexadecylammonio)-propan-1-sulfonat und 3-(N,N-Dimethyl-N-hexadecyl-ammonio)-2-hydroxypropan-1-sulfonat. Lenden compounds are 3- (N, N-dimethyl-N-hexadecylammonio) -propane-1-sulfonate and 3- (N, N-dimethyl-N-hexadecyl-ammonio) -2-hydroxypropane-1-sulfonate.
Die hier erwähnten anionischen, nichtionischen, ampholytischen und zwitterionischen organischen ' synthetischen Detergentien können einzeln oder gemischt in den Wasch- und Reinigungsmitteln gemäß der vorliegenden Erfindung verwendet werden.The anionic, nonionic, ampholytic ones mentioned here and zwitterionic organic synthetic detergents can be used individually or mixed in the laundry and laundry detergents Cleaning agents according to the present invention can be used.
Die obigen Beispiele stellen lediglich spezielle Veranschaulichungen der zahlreichen Detergentien dar, die im Rahmen der Erfindung Anwendung finden können.The above examples are only specific illustrations the numerous detergents that can be used in the context of the invention.
Wasserlösliche anorganische, alkalische Aufbaustoffsalze, die allein mit der Detergensyerbindung oder im Gemisch mit anderen Aufbaustoffen verwendet werden können, sind Alkalicarbonate , -borate, -phosphate, -polyphosphate, -bicarbonate und -silicate. (Ammonium- oder substituierte Ammoniums alze können ebenfalls verwendet werden.) Besondere Beispiele solcher Salze sind Natriumtripolyphosphat, Natriumcarbonat, Natriumtetraborat, Natriumpyrophosphat, Kaliumpyrophosphat, Natriumbicarbonat, Kaliumtripolyphosphat, Natriumhexametaphosphat, Natriumsesquicarbonat, Natriummono- und -di-ortho-phosphat und Kaliumbicarbonat. Kaliumpyrophosphat findet insbesondere in flüssigen Wasch- und Reinigungsmittelmischungen verbreitet Anwendung.Water-soluble inorganic, alkaline builder salts, which can be used alone with the detergent compound or mixed with other builders are alkali carbonates , borates, phosphates, polyphosphates, bicarbonates and -silicates. (Ammonium or substituted ammonium salts can can also be used.) Specific examples of such salts are sodium tripolyphosphate, sodium carbonate, sodium tetraborate, Sodium pyrophosphate, potassium pyrophosphate, sodium bicarbonate, potassium tripolyphosphate, Sodium hexametaphosphate, sodium sesquicarbonate, Sodium mono- and di-ortho-phosphate and potassium bicarbonate. Potassium pyrophosphate is found particularly in liquid Detergent and cleaning agent mixtures are widely used.
Beispiele organischer alkalischer komplexbildender Aufbaustoff salze, die allein mit dem Detergens oder im Gemisch mit anderen organischen oder anorganischen Aufbaustoffen verwendet werden können, sind Alkali-, Ammonium- oder substituierte Ammonium-Aminopolycarboxylate, z.B. Natrium- und Kaliuaäthylen-Examples of organic alkaline complex-forming building material salts, which alone with the detergent or in a mixture with other organic or inorganic builders can be used are alkali, ammonium or substituted ammonium aminopolycarboxylates, e.g. sodium and potassium ethylene
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~ 21 " BAD ORIGINAL~ 21 "BAD ORIGINAL
diamintetraacetat, Natrium- und Kalium-N-(2-hydroxyäthyl)-äthylendiamintriacetate, Natrium- und Kaliumnitrilotriacetate und Natrium-, Kalium- und Triäthanolammonium-N-(2-hydroxyäthyl)-nitrilodiacetate. Gemischte Salze dieser Polycarboxylate sind ebenfalls geeignet. Die Alkalisalze der Phytinsäure, z.B. Natriumphytat, sind gleichfalls als organische alkalische Salze komplexbildender Aufbaustoffe geeignet (siehe USA-Patentschrift Nr. 2,739,942).diamine tetraacetate, sodium and potassium N- (2-hydroxyethyl) ethylenediamine triacetate, Sodium and potassium nitrilotriacetate and sodium, potassium and triethanolammonium N- (2-hydroxyethyl) nitrilodiacetate. Mixed salts of these polycarboxylates are also suitable. The alkali salts of phytic acid, e.g. sodium phytate, are also suitable as organic alkaline salts of complex-forming building materials (see USA patent No. 2,739,942).
Beispiele anderer geeigneter organischer alkalischer komplexbildender Aufbaustoffsalze umfassen: Wasserlösliche Salze von Äthan-1-hydroxy-1,1-diphosphonat (z.B. die Trinatrium- und Trikaliumsalze; siehe USA-Patentschrift Nr. 3,159,581); wasserlösliche Salze von Methylendiphosphonsäure (z.B. Trinatrium- und Trikaliummethylendiphosphonat und die anderen Salze, die in der USA-Patentschrift Nr. 3,213,030 beschrieben sind); wasserlösliche Salze substituierter Methylendiphosphonsäuren (z.B. Trinatrium- und Trikaliumäthyliden-, -isopropyliden-, -benzylmethyliden- und -halogenmethyliden-diphosphonate und die anderen substituierten Methylendiphosphonate, die in der britischen Patentschrift Nr. 1,026,366 beschrieben sind); wasserlösliche Salze von Polycarboxylatpolymeren und -copolymeren (wie sie in der USA-Patentschrift Nr. 3,308,067 beschrieben sind; z.B. Polymere von Itaconsäure, Aconitsäure, Maleinsäure, Mesaconsäure, Fumarsäure, Methylenmalonsäure und Citronensäure sowie Copolymere dieser Verbindungen untereinander und Copolymere mit anderen verträglichen Monomeren, wie Äthylen); und Mischungen davon.Examples of other suitable organic alkaline complexing builder salts include: Water soluble Salts of ethane-1-hydroxy-1,1-diphosphonate (e.g. the trisodium and tripotassium salts; see U.S. Patent No. 3,159,581); water soluble Salts of methylenediphosphonic acid (e.g. trisodium and tripotassium methylene diphosphonate and the other salts described in U.S. Patent No. 3,213,030); water soluble Salts of substituted methylenediphosphonic acids (e.g. trisodium and tripotassium ethylidene, isopropylidene, -benzylmethylidene- and halomethylidene diphosphonates and the other substituted methylenediphosphonates used in the British U.S. Patent No. 1,026,366); water-soluble salts of polycarboxylate polymers and copolymers (as described in U.S. Patent No. 3,308,067; e.g. polymers of itaconic acid, aconitic acid, maleic acid, mesaconic acid, Fumaric acid, methylenemalonic acid and citric acid and copolymers of these compounds with one another and copolymers with other compatible monomers, such as ethylene); and mixtures thereof.
Gegebenenfalls und vorzugsweise enthalten die erfindungs-Optionally and preferably contain the invention
109839/1661109839/1661
- 22 - BAD ORfG|NAL - 22 - BAD ORfG | NAL
gemäßen Mischungen auch 0,01 bis 1,0 Gew.-% der Gesamtmischung ' einer Aufhellerverbindung.according to mixtures also 0.01 to 1.0 wt .-% of the total mixture 'a brightener compound.
Beispiele von Aufhellerverbindungen, die in den Mischun-Examples of brightener compounds used in the mix
. gen gemäß der Erfindung verwendet . gene used according to the invention
. werden können, umfassen ^ene, die in Stensby "Optical Brightener • in Fabric. Softeners", 'Soap Chem. Specialities, 41, Nr. 5» -Seiten 85-88 (Mai 1965) ,in der niederländischen Patentschrift Nr. · ■ 6V08162, in der USA-Patentschrift Nr. 2,950,253 und von Kirk ., und Mitarb, in "Optical. Brighteners", Encyclopedia Chem. Tech.,... May be include ^ ene found in Stensby's "Optical Brightener • in fabric. Softeners "," Soap Chem. Specialties, 41, No. 5 "pages 85-88 (May 1965), in Dutch patent specification no. 6V08162, in United States Patent No. 2,950,253 and by Kirk ., et al., in "Optical. Brighteners", Encyclopedia Chem. Tech., ..
J5, Seiten 737-750 (1964) beschrieben worden sind. Besondere /Beispiele von Aufhellerverbindungen und Baumwollaufheller ; sind solche vom bis-Triazinylstilben-Typ, wie 4,4-bis-/~4-Ani-'" , lino-6-di-(hydroxyäthyl)-amino-sym-triazin-2-ylamino—7-2,2'- : .stilbendisulfonsäure, Dinatrium-4,4'-bis-(4-anilino-6-morphb- · '.; lino-sym-triazin-2-ylamino)-2,2'-stilbendisulfonat, Dinatrium-" 4,4l-bis-(4,6-dianilino-sym-triazin-2-ylamino)-2,2'-stilben- .· disulfonat, Dinatrium-4,41-bis-(4-anilino-6-äthylamino-symtriazin-2-ylamino)-2,2'-stilbendisulfonat und Dinatrium-4,41-bis-(4-anilino-6-N-methyläthanolamino-sym-triazin-2-ylamino)- # .·. ■:'·: 2,2'-stilbendisulfonat; solche vom bis-N-Acylstilben-Typ, wie bis-Benzoyl-, bis-p-Aminobenzoyl- und bis-Dimethoxybenzoylderivate von 4,4'-Diaminostilben-2,21 -disulfonsäuren; solche vom ;*... Stilbentriazol-Typ, wie Natrium-4-(2H-naphtho-/"i, 2-dJ7-tri- : azol-2-yl)-2-stilbensulfonat; und vom Dibenzothiopheneoxid-Typ," . wie 3»7-bis-(p-Methoxybenzoylamido)-dibenzothiophea-2,8-di-J5, pp. 737-750 (1964). Specific / examples of brightener compounds and cotton brighteners; are those of the bis-triazinylstilbene type, such as 4,4-bis- / ~ 4-ani- '", lino-6-di- (hydroxyethyl) -amino-sym-triazin-2-ylamino - 7-2.2 '- : .stilbene disulfonic acid, disodium-4,4'-bis- (4-anilino-6-morphb- ·'.; lino-sym-triazin-2-ylamino) -2,2'-stilbene disulfonate, disodium- "4 , 4 l -bis- (4,6-dianilino-sym-triazin-2-ylamino) -2,2'-stilbene-. · Disulfonate, disodium-4,4 1 -bis- (4-anilino-6-ethylamino -symtriazin-2-ylamino) -2,2'-stilbene disulfonate and disodium-4,4 1 -bis- (4-anilino-6-N-methylethanolamino-sym-triazin-2-ylamino) - # . ·. ■: '·: 2,2'-stilbene disulfonate; those of the bis-N-acylstilbene type, such as bis-benzoyl, bis-p-aminobenzoyl and bis-dimethoxybenzoyl derivatives of 4,4'-diaminostilbene-2,2 1 -disulfonic acids; those of the ; * ... stilbene triazole type, such as sodium 4- (2H-naphtho - / "i, 2-dJ7-tri-: azol-2-yl) -2-stilbene sulfonate; and of the dibenzothiophene oxide type," . like 3 »7-bis- (p-Methoxybenzoylamido) -dibenzothiophea-2,8-di-
sulfonsäure-5,5-dioxid. ' ·sulfonic acid-5,5-dioxide. '·
'■'.' Andere verwendbare Aufhellerverbindungen sind solche, die '■'. ' Other brightener compounds which can be used are those which
':. besonders zum Aufhellen synthetischer Fasern geeignet sind. Beispiele solcher Aufheller umfassen die bis-Azole, wie 1,2-bis- ':. are particularly suitable for lightening synthetic fibers. In games of such brighteners include the bis-azoles, such as 1,2-bis-
109839/1661109839/1661
:(5-Methyl-2-benzoxazolyl)-äthylen, bis-(5-Methyl-2-benzoxa-.zolyl)-thiophen und N-Hydroxyäthyl-I ^-bis-Cbenzlmidazolyl)- ..-; ' äthylen; Monoazol-Typen, wie 2-(m-Chlorstyryl)-naplitlio-ji/~1,2-d_7-oxazol und 2-Styry!benzoxazol; den Pyrazolin-Typ, wie v i-p-Sulfonamidophenyl^-p-chlorphenyl^-pyrazolin und den : Cumarin-Typ, wie 4-Methyl-7-dimethylaminocumarin und 3-Phenyl— " 7-(diamino-sym-triazinylamino)-cumarin.: (5-methyl-2-benzoxazolyl) -ethylene, bis- (5-methyl-2-benzoxa-.zolyl) -thiophene and N-hydroxyethyl-I ^ -bis-Cbenzlmidazolyl) - ..- ; 'ethylene; Monoazole types, such as 2- (m-chlorostyryl) naplitlio- ji / 1,2-d-7-oxazole and 2-styryl benzoxazole; the pyrazoline type, such as v ip-sulfonamidophenyl ^ -p-chlorophenyl ^ -pyrazoline and the: coumarin type, such as 4-methyl-7-dimethylaminocoumarin and 3-phenyl- "7- (diamino-sym-triazinylamino) -coumarin .
Werden die vorstehenden Aufhellerverbindungen in den (Dex-%tilaufhellungsmisch.ungen gemäß der Erfindung verwendet, so wurde .gefunden, daß günstige Ergebnisse erhalten werden, wenn der ' "' ,.Aufheller in der Mischung in Mengen von 0,01 Gevi,-% bis etwa * 1 Gew.-56 und vorzugsweise von etwa 0,1 Gew.-# bis etwa 0,8 Gew.-# der Gesamtmischung vorhanden ist. Im allgemeinen werden diese ,If the above brightener compounds are used in the (Dex- % tilaufhellungsmisch.ungen according to the invention, it has been found that favorable results are obtained if the '"', .brightener in the mixture in amounts of 0.01 % to about * 1% by weight and preferably from about 0.1% by weight to about 0.8% by weight of the total mixture.
■·■· · ι■ · ■ · · ι
Aufhellerverbindungen in Kombination verwendet, um die besten \ Brightener compounds used in combination to get the best \
'■ Aufhellungsergebnisse zu erzielen. :'■ to achieve lightening results. :
Den Weichmacher enthaltendenWasch- und Reinigungsmittelmischungen gemäß der Erfindung können auch andere verträgliche Weich- ' macher sowie Zusätze, wie Verdünnungsmittel, z.B. Natriumsulfat, Vergrauungshemmstoffe, Bakterizide, Antiredepositionsmittel,Detergent and cleaning agent mixtures containing the plasticizer According to the invention, other compatible plasticizers and additives such as diluents, e.g. sodium sulfate, Graying inhibitors, bactericides, anti-redeposition agents,
z.B. Natriumcarboxymethylcellulose, Schaumverstärker, Farbstoffe und Parfüms, einverleibt werden. Beispiele für andere verträgliche Weichmacher, die angewendet werden können, sind bei Ohwala " .."Textilhilfsmittel", Wien 1939, insbesondere auf den Seiten "'•61-64, angegeben\ ferner bei March "An Introduction to Textile > '._ yiniehing", London 1948» insbesondere Kapitel X, und beie.g., sodium carboxymethyl cellulose, suds boosters, dyes, and perfumes. Examples of other acceptable plasticizer that can be applied are '\ • 61-64 stated further in March "An Introduction to Textile>' at Ohwala" .. "textile assistants", Vienna 1939, particularly on pages "._ yiniehing ", London 1948» in particular Chapter X, and at
Schwarte, P^rry in "Surface Active Agents", New York 194-9, ins- besondere Seiten 4-25-437. Andere Weichmacher, die angewendet können, e'ind wit folgt charakterisiert: Esteih Xther- Schwarte, P ^ rry in "Surface Active Agents", New York 194-9, especially pages 4-25-437. Other plasticizers that can be applied are characterized as follows: Esteih Xther-
..s ';■■■· '·" .' '■" · . ''■ iod'e4i/.vsei - ' ' .' Ί.. s '; ■■■ · '· ".''■"·.'' ■ iod'e4i / .vsei - ''. ' Ί
· BADORf1GlNALBADORf 1 GlNAL
J.J.
oder amidähnliehe Kondensationsprodukte, die Polyalkohol-,or amide-like condensation products, the polyalcohol,
geeignete/ ' . Polyglykol-, Polyglycerinradikale und andere/hbTxermolekulare, vorzugsweise 'langkettige aliphatische Radikale mit 12 bis 18 ".Kohlenstoffatomen enthalten, wie z.B. Fettsäure- oder Fettalkoholkondensationsprodukte der allgemeinen Formel R(CpH^O) H, worin R ein einwertiges Acyl-, Acylamino- oder Alkoxyradikal mit 12 bis 18 Kohlenstoffatomen ist und η 5 bis 10 bedeutet, sulfatierte oder sulfonierte langkettige aliphatische Alkohole, Kondensationsprodukte langkettiger Fettsäuren mit Hydroxy- oder Aminosulfonsäuren, wie z.B. Verbindungen der Formelnsuitable / '. Polyglycol, polyglycerin radicals and other / hbTxermolecular, preferably long-chain aliphatic radicals with 12 to 18 ". Contain carbon atoms, such as fatty acid or fatty alcohol condensation products of the general formula R (CpH ^ O) H, where R is a monovalent acyl, acylamino or alkoxy radical with 12 to 18 carbon atoms and η denotes 5 to 10, sulfated or sulfonated long-chain aliphatic alcohols, Condensation products of long-chain fatty acids with hydroxy or aminosulfonic acids, such as compounds of the formulas
CO. NH. CH2CH2SOxNa , oderCO. NH. CH 2 CH 2 SOxNa, or
2CH2SOx 2 CH 2 SOx
In den nachstehenden Versuchen sind die Eigenschaften der Weichmacher, die in den erfindungsgemäßen Mischungen verwendet werden, veranschaulicht, und gewisse Maßnahmen sind allen Versuchen gemeinsam. Vorbereitung der Prüfwäsche - Vorgang A. Als Testwäsche wurden handelsübliche Frottee-Handtücher ; (vom Typ 600 der Firma Cannon) verwendet, die eine Größe von .etwa 36 χ 36 cm (14" χ 14") aufwiesen. Diese Handtücher wurden "dreimal mit einem typischen Hochleistungsaufbaustoff-Waschmittel-' gemisch auf Basis anionischer Detergentien (wie es nachstehend beschrieben ist) in einer automatischen Waschmaschine vom Staa-" ' dardtyp gewaschen. Nach dem Waschen wurden sie viermal in Was- j ser gespült, wobei ein Verhältnis 20 Teile Wasser w1 Teil ' Wäsche eingehalten wurde. Anschließend wurde die Wasch· in einem automatischen Trockner der Standardtype gewaschen. Nunmehr In the experiments below, the properties of the plasticizers used in the mixtures according to the invention are illustrated, and certain measures are common to all experiments. Preparation of the test laundry - procedure A. Commercially available terry towels were used as test laundry; (of the type 600 from Cannon), which had a size of about 36 χ 36 cm (14 "χ 14"). These towels were "washed three times with a typical high performance builder detergent mixture based on anionic detergents (as described below) in a standard type automatic washing machine. After washing, they were rinsed four times in water, a ratio of 20 parts of water to 1 part of laundry being maintained. The wash was then washed in a standard type automatic dryer. Now
109839/1661109839/1661
· BAD ORIGINAL ·BATH ORIGINAL
.war die Wäsche für die Verwendung beim. Versuch vorbereitet. Die Hochleistungsaufbaustoffmischung auf Basis von anionischem Detergens hatte die folgende Zusammensetzung (in Gew.-Teilen): .was the laundry for use when. Prepared to try. The high-performance builder mixture based on anionic detergent had the following composition (in parts by weight):
17»5 # eines Gemisches 50 : 50 aus Natriumtalgalkylsulfat und Natrium-linear-alkylbenzolsulfonat, in dem die linearen Alkylgruppen im Durchschnitt 13,5 Kohlenstoffatome aufweisen;17 »5 # of a 50:50 mixture of sodium tallow alkyl sulfate and sodium linear alkylbenzenesulfonate in which the linear alkyl groups are on average Have 13.5 carbon atoms;
50 % Natriumtripolyphosphat; '■";.'■ 6 % Natriumsilicat; ;'■·■■ : . " 14 % Natriumsulfat; .50 % sodium tripolyphosphate; '■ ";.' ■ 6 % sodium silicate;; '■ · ■■ :. " 14 % sodium sulfate; .
Rest Wasser. · - . .Rest water. · -. .
. Waschverfahren - Vorgang B'. ' " - . ·. Washing Procedure - Operation B '. '"-. ·
.'·.;. Bei Versuchen, die das Waschen und/oder Spülen der Testwäsche erforderlich machen, werden die folgenden Verfahrens weisen und Einrichtungen angewendet. Bei allen Wasch- und Spül-■ vorgängen wird eine Dexter-Waschmaschine mit einem Fassungs-. vermögen von 3»79 1 (USA-Gallone) verwendet. Der Waschvorgang dauert in allen Fällen 10 Minuten und wird bei einer Temperatur von etwa 54-0O (1300P) ausgeführt. Das Spülen erfolgt in zwei Abschnitten. Zuerst erfolgt ein Vorspülen, das 1 Minute dauert und dann ein UTecbspülen mit einer Dauer von 2 Minuten. Beide Spülvorgänge werden bei einer Temperatur von etwa 380C (1000P) durchgeführt. Die Trocknungsstufe wird in einer automatischen Trockenvorrichtung vorgenommen; falls keine anderen Angaben vorliegen, beträgt die Wasserhärte 0,54- g ^e 4-,54· 1 (8,4- grains ^e Imperial-Gallon).. '·.;. In experiments that require washing and / or rinsing the test laundry, the following procedures and facilities are used. A Dexter washing machine with a capacity is used for all washing and rinsing ■ processes. capacity of 3 »79 1 (USA gallon) used. The washing process takes in all cases 10 minutes and is carried out at a temperature of about 54- 0 O (130 0 P). Rinsing is done in two stages. First there is a pre-rinse, which lasts 1 minute, and then a UTecb rinse, which lasts 2 minutes. Both rinsing processes are carried out at a temperature of approximately 38 ° C. (100 ° P). The drying step is carried out in an automatic drying device; Unless otherwise stated, the water hardness is 0.54- g ^ e 4-.54 · 1 (8.4-grains ^ e imperial gallon).
■ 109839/1661■ 109839/1661
- 26 - BAD ORIGINAL- 26 - ORIGINAL BATHROOM
Bestimmung der Wirksamkeit des Weichmachers - Vorgang C.Determination of Plasticizer Effectiveness - Procedure C.
Zur Bestimmung der Wirksamkeit der Weichmacherverbindungen bei der Verwendung mit einem anionischen Detergens wurde die Prüfwäsche (wie beschrieben) gemäß Vorgang A mit der Weichmacherve rbindung in Gegenwart eines synthetischen Hochleistungswaschmittels behandelt und dann mit einem ähnlichen Satz von Wäsche verglichen, die mit einem gebräuchlichen kationischen Weichmacher, wie nachstehend beschrieben, behandelt worden war, der während des Spülabschnittes zugesetzt wurde.To determine the effectiveness of the softening compounds when used with an anionic detergent, was the test wash (as described) according to procedure A with the plasticizer binding in the presence of a synthetic high-performance detergent treated and then compared to a similar set of laundry that used a common cationic Plasticizer, as described below, which was added during the rinse section.
Vergleiche der Wirksamkeit hinsichtlich Weichheitsgrad wurden durch ein Komitee von drei Experten durchgeführt. Jedem Experten wurden drei Paare der behandelten Frottee-Stoffe vorgelegt, wobei ein Stoff jedes Paares mit einer Weichmacherverbindung gemäß der Erfindung, und der andere mit dem kationischen Weichmacher behandelt worden war. Den Experten wurde aufgetragen, jedes Paar der Stoffe zu befühlen und den weicheren der Stoffe auszuwählen, falls ein Unterschied feststellbar ist, oder den Weichheitsgrad mit "gut", "mittel" oder "mäßig" einzustufen. Comparisons of effectiveness in terms of degree of softness were made by a committee of three experts. Each Experts were presented with three pairs of the treated terrycloth fabrics, one fabric of each pair with a softening compound according to the invention, and the other with the cationic one Plasticizer had been treated. The experts were asked to feel each pair of fabrics and the softer one Select fabrics if a difference is noticeable, or classify the degree of softness as "good", "medium" or "moderate".
Der zu Vergleichszwecken verwendete kationische Weichmacher ist ein quaternäres Ammoniumchlorid, das 2 Alkylgruppen mit 16 bis 18 Kohlenstoffatomen und zwei Methylgruppen im Molekül aufweist. Dieses Produkt ist im Handel unter der Bezeichnung "Arquad 2HT-75" und "Aliquat H-226" erhältlich. Dieser Weichmacher wurde im Spülabschnitt gemäß Vorgang B in einer Menge von 0,15 g zugesetzt, wobei es sich um den üblichen Anwendungswert handelt.The cationic plasticizer used for comparison is a quaternary ammonium chloride that has 2 alkyl groups with 16 to 18 carbon atoms and two methyl groups in the molecule having. This product is commercially available under the names "Arquad 2HT-75" and "Aliquat H-226". This plasticizer was in the rinse section according to procedure B in an amount of 0.15 g added, which is the usual application value.
109839/1661 - 27 -109839/1661 - 27 -
Versuch Hr. 1:Try Mr. 1:
Dieser Versuch veranschaulicht die überraschende Zunahme der Weichheitsgradwirksamkeit zwischen den Weichmacherverbindungen, die erfindungsgemäß verwendet werden, und ihren niedrigeren Homologen. Die Versuche wurden wie folgt ausgeführt:This experiment illustrates the surprising increase in softness effectiveness between the softener compounds, which are used according to the invention, and their lower homologues. The experiments were carried out as follows:
Versuchstücher, die gemäß Vorgang A behandelt waren, wurden mit Lösungen bekannter Konzentration der Weichmacherverbindungen und Lösungen ihrer entsprechenden Homologen mit 16 oder 18 Kohlenstoffatomen im langkettigen Radikal behandelt. Diese Behandlungen wurden während eines normalen Spülabschnittes unter Anwendung des Vorgangs B ausgeführt. Nach dem Trocknen wurden die Testtücher unter Anwendung des Vorgangs 0 verglichen. Die Ergebnisse sind in Tabelle I angeführt.Test wipes treated according to procedure A were made with solutions of known concentrations of the softening compounds and solutions of their corresponding homologues with 16 or 18 carbon atoms in the long chain radical. These treatments were carried out using procedure B during a normal rinse section. After drying the test wipes were compared using Procedure 0. The results are given in Table I.
./. Tab. Ii 109130/1661 ./. Tab.II 109130/1661
- 28 - BAD ORIGINAL- 28 - ORIGINAL BATHROOM
ab ell · I Vab ell I V
10β·$«/1Ι*110β $ «/ 1Ι * 1
KohlenCoals
stoff atomesubstance atoms
bindung inbinding in
der Lösung;the solution;
heits-
grad:-I soft
neatly
Degree:
gen Alkyl-gene alkyl
kette: ^\chain: ^ \
me thylammoni ο)-2-hydr-me thylammoni ο) -2-hydr-
oxypropan-1-sulfonatoxypropane-1-sulfonate
0,1 ■. »■
0.1
me thylammonio)-2-hydr-methylammonio) -2-hydr-
oxypropan-1-sulfonatoxypropane-1-sulfonate
phinoxid .phine oxide.
der Umsetzung von 1 Molthe implementation of 1 mol
Hexadecylalkohol mitHexadecyl alcohol with
3 Molen Xthylenoxid3 moles of ethylene oxide
produkt aus der Umsetproduct from the implementation
zung von 1 Mol Hexade-of 1 mole of hexadec
cylalkohol mit 1 MolCyl alcohol with 1 mol
Athylenoxid (Natrium-Ethylene oxide (sodium
. salz). salt)
decyl-1-sulfonatdecyl-1-sulfonate
methylammonio)-2-liydr- ·methylammonio) -2-liydr-
oxypropan-1-sulfonatoxypropane-1-sulfonate
methylammoniο)-propan-methylammoniο) propane
1-sulfonat1-sulfonate
;'-. 18 «
; '-. 18th
phinoxidphine oxide
- setzung von 1 Mol Octa-- setting of 1 mole of octa-
decylalkohol mit 3 Molen3 mole decyl alcohol
XthylenoxidEthylene oxide
.18 ■, ·
.18
mittel I.
middle
- 29-- 29-
produkt von 1 Mol Octa-
decylalkohol mit 1 Mol
Äthylenoxid (Natrium
salz)Sulfated reaction
product of 1 mole octa-
decyl alcohol with 1 mole
Ethylene oxide (sodium
salt)
1-sulfonat• Sodium 2-acetoxyeicosyl-.
1-sulfonate
aj setzte Verbindungen:
3-(N-Eicosyl-N,N-dimeth- .
ylammonio)-2-hydroxyprop-'
an-1-sulfonat_v new., according to the invention
aj set connections:
3- (N-eicosyl-N, N-dimeth-.
ylammonio) -2-hydroxyprop- '
an-1-sulfonate
ylammonio)-propan-1-sulf-
onat3- (N-eicosyl-N, N-dimeth-
ylammonio) -propane-1-sulf-
onat
gut *
Well
Eicosylalkohol mit 3 Molen
■ ÄthylenoxidReaction product of 1 mole
3 moles of eicosyl alcohol
■ ethylene oxide
*20th
*
.produkt der Umsetzung von
1 Mol Eicosylalkohol mit
1 Mol Äthylenoxid (Na
triumsalz)Sulfated reaction
.product of the implementation of
1 mole of eicosyl alcohol with
1 mole of ethylene oxide (Na
trium salt)
1-sulfonatSodium-2-acetoxydocosyl-
1-sulfonate
Es ergibt sich, daß doppelt so viel von der Verbindung mitIt turns out that twice as much of the connection with
einem Alkylradikal mit 16 Kohlenetoffatomen (0,1 %) erforderlich an alkyl radical with 16 carbon atoms (0.1 %) is required
heits/ unity /
ist, um denselben Weichferad zu erzielen wie mittels der Verbindung (höheres Homologe) mit einem Alkylradikal von 18 Kohlenetoffatomen (0,05 %)' Noch überraschender ist Jedoch die Beobachtung, daß bei Anwendung von mehr als dreimal soviel der Verbindung mit einem Alkylradikal von 18 Kohlenstoffatomen (0,05 %) is to achieve the same softness as using the compound (higher homologue) with an alkyl radical of 18 carbon atoms (0.05 %) Carbon atoms (0.05 %)
1098 39/ 166 1 - 30 -1098 39/166 1 - 30 -
040040
nicht mehr Weichheitsgrad der Tücher erreicht, wird als mit den Weichmacherverbindungen gemäß der Erfindung, die ein Alkyl radikal mit 20 Kohlenstoffatomen aufweisen· (0,015 #)· Es ist kein Grund für diese unerwartete Zunahme der Wirksamkeit hinsichtlich des Weichheitsgrades zwischen den C^q- und den OpQ-Homologen bekannt. Diese Beobachtung ist insbesondere im Hinblick darauf überraschend, daß ein Unterschied in der Molekularetruktur von nur 2 Methylengruppen zwischen den Ground den C2Q-Verbindungen besteht. no more softness of the wipes is achieved than with the softener compounds according to the invention, which have an alkyl radical with 20 carbon atoms · (0.015 #) · It is not a reason for this unexpected increase in the effectiveness in terms of softness between the C ^ q and known to the OpQ homologues. This observation is particularly surprising in view of the fact that there is a difference in the molecular structure of only 2 methylene groups between the ground C 2 Q compounds.
Versuch Nr. 2:Experiment No. 2:
Die folgenden Tests wurden durchgeführt, um die überraschende Weichmacherwirksamkeit der erfindungsgemäßen Weichmacherverbindungen zu veranschaulichen, wenn diese während des Waschabschnittes zugesetzt werden. 4- gesonderte Waschabschnitte Je Weichmacherverbindung wurden nach Vorgang B durchgeführt, wobei bei Jedem Waschabschnitt 6 g des anionischen Hochleistungs-Auf baust off deter ge ns (oben beschrieben) sowie 0,075 "bzw. 0,15 bzw. 0,3 bzw. 0,6 g Jeder der folgenden Weichmacherverbindungen zugesetzt wurden:The following tests were performed to illustrate the surprising softening effectiveness of the softening compounds of the present invention when added during the wash section. 4- separate washing sections for each softener compound were carried out according to process B, with 6 g of the anionic high-performance build-up detergent (described above) and 0.075 "or 0.15 or 0.3 or 0.6 in each washing section g Each of the following plasticizer compounds have been added:
3-(N-Eic osyl-N,N-dime thylammoni ο)-2-hydroxypropan-3- (N-Eic osyl-N, N-dimethylammoni ο) -2-hydr oxypr opan-
1-sulfonat;1-sulfonate;
3-(N-Eicosyl-N,N-dimethylammoniο)-propan-1-sulfonat; Eicosyldimethylphosphinoxid; Reaktionsprodukt von 1 Mol Eicosylalkohol mit 3 Molen Äthylenoxid;3- (N-eicosyl-N, N-dimethylammoni ο) propane-1-sulfonate ; Eicosyldimethylphosphine oxide; Reaction product of 1 mole of eicosyl alcohol with 3 moles of ethylene oxide;
Sulfatiertes Reaktionsprodukt von 1 Mol Eicoeylalkohol mit 1 Mol Ethylenoxid (Natriumsei«)| Natrium-2-acetoxydocosyl-i-sulfonat; Eicosyldimethylaminoxid.Sulphated reaction product of 1 mole of eicoeyl alcohol with 1 mole of ethylene oxide (sodium egg) | Sodium 2-acetoxydocosyl-i- sulfonate; Eicosyl dimethyl amine oxide.
109839/1661109839/1661
- 51 - BAD ORIGINAL- 51 - BAD ORIGINAL
Bei jedem Abschnitt wurde das Waschen mit einer Wäschebeladung durchgeführt, die 5 Gew.-# der gemäß Vorgang A behandelten Tücher betrug. Nach Waschen der Testtüchei wurde jeder Satz unter Anwendung üblicher Methoden gespült und getrocknet. Es wurde festgestellt, daß alle getrockneten Testtücher in einem gleichen Ausmaß weichgemacht waren. Zu einem gesonderten Satz von Testtüchern, die gemäß Vorgang A behandelt worden warenFor each section, washing was performed with a laundry load equal to 5% by weight of the fabrics treated according to Procedure A. After washing the test cloth, everyone became Set rinsed and dried using conventional methods. It was found that all of the dried test towels were softened to an equal extent. At a separate rate of test wipes treated according to procedure A.
und bei welchen eine 5 gew.-#ige Tuchbelastung im Spülabschnitt vorlag, wurden 0,15 g des kationischen, bei Vorgang C beschriebenen Weichmachers zugesetzt. Biese Tücher wurden anschließend getrocknet und mit jenen Tüchern verglichen, die mit den vorstehend genannten Weichmacherverbindungen behandelt worden waren. Ea wurde gefunden, daß die Weichheit oder der Griff all' der verglichenen Tücher im wesentlichen gleich ist und daß keine Unterschiedlichkeit hinsichtlich der Weichheit feststellbar let.and at which a 5 wt. # cloth load in the flushing section was present, 0.15 g of the cationic plasticizer described in procedure C was added. These tucks were then dried and compared to those wipes which had been treated with the aforementioned softening compounds. Ea has been found that the softness or the handle all ' of the compared cloths is essentially the same and that no difference in softness can be determined let.
Ähnliche Ergebnisse werden erhalten, wenn Tücher, die in gleicher Weise behandelt sind, weichgemacht werden, wenn die oben beschriebenen Weichmacher durch irgendeine der speziellen Weichmacherverbindungen ersetzt werden, die oben als "bevorzugte zwitterionische Verbindungen", "bevorzugte tertiäre Aminoxidverbindungen", "bevorzugte tertiäre Phosphinoxidverbindungen", "bevorzugte äthoxylierte Alkoholverbindungen", "bevorzugte; äthoxylierte Alkoholeulfatverbindungen" und "bevorzugte anJLoniache Sulfonatverbindungen" bezeichnet wordenSimilar results are obtained when wipes made in treated in the same way, are plasticized if the plasticizers described above are replaced by any of the specific plasticizer compounds identified above as "preferred zwitterionic compounds", "preferred tertiary compounds" Amine oxide compounds "," preferred tertiary phosphine oxide compounds "," preferred ethoxylated alcohol compounds ", "preferred ethoxylated alcohol sulfate compounds" and "preferred anJLononache sulfonate compounds"
sind. iare. i
Die mischungen gemäß der Erfindung können in irgendeiner im Handel erwünschten Form zubereitet werden, beispielsweiseThe mixtures according to the invention can be prepared in any commercially desired form, for example
10013·/1661 ' **;■■ Λ - 32 -10013/1661 '**; ■■ Λ - 32 -
In Form von Körnern, Flocken» Flüssigkeiten oder Tabletten. Sie Devorzugten Formen sind Granulate und Flüssigkeiten.In the form of grains, flakes »liquids or tablets. Their preferred forms are granules and liquids.
Sie folgenden Tabellen enthalten Beispiele für solche Mischungen, die ausgezeichnete Beiniguhgs- und Weichnachereigenschaften aufweisen.The following tables contain examples of these Mixtures that have excellent leg shoe and softness properties exhibit.
./. Tabellen*./. Tables *
TOIIII/1161TOIIII / 1161
Tabelle II:Table II:
α co cc ccα co cc cc
a)Component:
a)
t>)! games (wt .- #
t>)
alkyKjriitfeelC,., ,-J-benzol-
sulfonat s°^ ^ a 'Sodium branched-chain-
alkyKjriitfeelC,.,, -J-benzene-
sulfonate s ° ^
NJNJ
alkylammoni ο)-2-hydroxy-
propan-1-sulfonat3- (N, N-dimethyl-Nt alg-
alkylammoni ο) -2-hydroxy-
propane-1-sulfonate
und C^Q-a-Olefin, neu- ^Reaction product of SOx
and C 1-4 olefin, new- ^
(5 Mole Reaktionsprodukt).Tallow alcohol ethylene oxide
(5 moles of reaction product).
oxid
Tal g-alkyl-di-( 2-hydr oxy-
äthyl)-aminoxidTallow alkyldimethylphosphine
oxide
Tal g-alkyl-di- (2-hydr oxy-
ethyl) amine oxide
Ports.: ./.Ports .: ./.
Forts. Tab. II:Continued Tab. II:
O CD OO CJ COO CD OO CJ CO
OO
rs) 10σ>
OO
rs)
1,1,2-triphosphonatPotassium ethane-1-hydroxy-
1,1,2-triphosphonate
1,1 ~dipb.osphon.atSodium-ethane-1-hydroxy-
1.1 ~ dipb.osphon.at
OoOo
ammoni o) -2-hydroxypropan-
1-sulfonat3- (N-eicosyl-N, N-dimethyl-
ammoni o) -2-hydroxypropane
1-sulfonate
ammoni ο)-2-hydroxypropan-
1-sulfonat 3- (N-Docosyl-N, N-dimethyl
ammoni ο ) -2-hydroxypropane
1-sulfonate
ammoniο)-propan-1-sulfonatammonio) propane-1-sulfonate
DocosyldimethylphosphinoxidDocosyldimethylphosphine oxide
sulfonatsulfonate
forts. Tab. IX: continued Tab. IX:
aihydroxyäthylamino-sym-
triazin-2-ylamino)-2,2'-
stilbendisulfonsäure_7/ "4,4 · -bis- (4-anilino-6-
aihydroxyäthylamino-sym-
triazin-2-ylamino) -2,2'-
stilbene disulfonic acid_7
morpholin-sym-triazin-2-
ylamino)-2,2'-stilben-
disulfonat4,4 bis (4-anilino-6-
morpholine-sym-triazine-2-
ylamino) -2,2'-stilbene-
disulfonate
U,
-fir \
U,
-for
di ani lino-sym-tr ia zin-2-
ylamino)-2,2·-stilben-
disulfonatDisodium-4,4'-bis- (4, 6-
di ani lino-sym-tr ia zin-2-
ylamino) -2,2 -stilbene-
disulfonate
1,6) 2 2 Sodium silicate (SiO 0 : Na 0 O »
1.6) 2 2
Forts. Tab. II:Continued Tab. II:
Ports. Tab. II;Ports. Tab. II;
cellulose Sodium carboxymethyl
cellulose
decyl-phosphoaatffatrium-willkurl. -octa-
decyl phosphoaate
Tabelle III:Table III:
3> Q Z3> Q Z
CD CO OO OJ COCD CO OO OJ CO
CD CDCD CD
tel- CL, t-)-benzolsulfonatAmmonium-branched-chain-alkyl- (with
tel- CL, t-) - benzenesulfonate
(20 Mole) -ReaktionsproduktEicosyl alcohol ethylene oxide
(20 moles) reaction product
2,2 ·-stilbendisulf onsäure_7ethylamino-sym-triazin-2-ylamino) -
2.2 · stilbene disulfonic acid_7
Forts.:Cont .:
-J cn -j cn oo-J cn -j cn oo K)K)
Ports. Tab. Ill:Ports. Tab. Ill:
\Lussigkei1•
\ Lussigkei1
sym-triazin-2-ylamino)-2,2·-stilb-
endisulfonat4,4'-bis (4-anilino-6-morpholino-
sym-triazin-2-ylamino) -2,2 -stilb-
endisulfonate
sym-triazin-2-ylamino;-2,2l-stilb-
endisulfonatDisodium-4,4'-bis- (4,6-dianilino-
sym-triazin-2-ylamino; -2.2 l -stilb-
endisulfonate
Form water
shape
OD C*> COOD C *> CO
Claims (1)
4·) äthoxylierte Alkoholverbindungen der allgemeinen'. '' : alkyl radical with 20 "to 30 carbon atoms and .: R and R 7 , which can be the same or different,. each denote methyl, ethyl or hydroxyethyl;
4 ·) Ethoxylated alcohol compounds of the general
• . worin R10 ein Alkylradikal mit 20 "bis 30 Kohlen-R 10 -0
•. wherein R 10 is an alkyl radical with 20 "to 30 carbon
enthält.(d) water
contains.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US64852767A | 1967-06-05 | 1967-06-05 | |
US64334367A | 1967-06-05 | 1967-06-05 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1767682A1 true DE1767682A1 (en) | 1971-09-23 |
Family
ID=27094241
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19681769504 Pending DE1769504A1 (en) | 1967-06-05 | 1968-06-04 | Softener mixture for textiles |
DE19681767682 Pending DE1767682A1 (en) | 1967-06-05 | 1968-06-04 | Detergent and cleaning agent mixtures |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19681769504 Pending DE1769504A1 (en) | 1967-06-05 | 1968-06-04 | Softener mixture for textiles |
Country Status (12)
Country | Link |
---|---|
US (1) | US3554784A (en) |
AT (2) | AT305196B (en) |
AU (1) | AU429843B2 (en) |
BE (1) | BE716077A (en) |
CH (2) | CH502473A (en) |
DE (2) | DE1769504A1 (en) |
FI (2) | FI46530C (en) |
FR (1) | FR1568522A (en) |
GB (2) | GB1222687A (en) |
NL (1) | NL6807890A (en) |
NO (2) | NO126803B (en) |
SE (2) | SE350066B (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4053992A (en) * | 1970-10-20 | 1977-10-18 | Colgate-Palmolive Company | Apparatus and method for conditioning fibrous materials, utilizing and abradable conditioning agent fastened to the interior of an automatic laundry dryer door |
US4000077A (en) * | 1972-05-04 | 1976-12-28 | Colgate-Palmolive Company | Enhancement of cationic softener |
ES426477A1 (en) * | 1973-05-26 | 1976-07-01 | Hoechst Ag | Fiber-lubricating compositions |
US3956302A (en) | 1974-05-24 | 1976-05-11 | The Upjohn Company | Substituted pyrimidines |
US4057673A (en) * | 1974-10-09 | 1977-11-08 | Colgate Palmolive Company | Fabric conditioning with improved composition containing a plasticizer |
DE3028016A1 (en) | 1980-07-24 | 1982-02-25 | Hoechst Ag, 6000 Frankfurt | PREPARATION AGENTS FOR SYNTHESIS FIBERS AND THE USE THEREOF |
NZ201857A (en) * | 1982-09-09 | 1985-09-13 | Wool Res Organisation | An antistatic composition containing a water insoluble quaternary ammonium salt and a nonionic surfactant |
US4795032A (en) * | 1987-12-04 | 1989-01-03 | S. C. Johnson & Son, Inc. | Wash-added, rinse-activated fabric conditioner and package |
DE68919236T2 (en) * | 1988-01-28 | 1995-04-06 | Unilever Nv | Textile treatment preparation and its manufacture. |
US4970008A (en) * | 1988-12-20 | 1990-11-13 | Kandathil Thomas V | Fabric conditioner comprising a mixture of quaternary ammonium compounds and select tertiary amines |
DE19829787A1 (en) * | 1998-07-03 | 2000-01-05 | Henkel Kgaa | Finishing agent |
US20080229513A1 (en) * | 2007-03-23 | 2008-09-25 | John Michael Ogden | Method of obtaining effective transfer of liquid fabric treatment compositions containing limited amounts of cationic compounds to clothing in washing machines |
-
1967
- 1967-06-05 US US643343A patent/US3554784A/en not_active Expired - Lifetime
-
1968
- 1968-06-04 DE DE19681769504 patent/DE1769504A1/en active Pending
- 1968-06-04 SE SE07455/68A patent/SE350066B/xx unknown
- 1968-06-04 FR FR153767A patent/FR1568522A/fr not_active Expired
- 1968-06-04 DE DE19681767682 patent/DE1767682A1/en active Pending
- 1968-06-04 NO NO002170/68A patent/NO126803B/no unknown
- 1968-06-04 SE SE07454/68A patent/SE359129B/xx unknown
- 1968-06-04 AT AT531968A patent/AT305196B/en not_active IP Right Cessation
- 1968-06-04 NO NO02171/68A patent/NO126804B/no unknown
- 1968-06-04 AT AT531868A patent/AT317392B/en not_active IP Right Cessation
- 1968-06-04 BE BE716077D patent/BE716077A/xx unknown
- 1968-06-04 CH CH822768A patent/CH502473A/en not_active IP Right Cessation
- 1968-06-05 FI FI681574A patent/FI46530C/en active
- 1968-06-05 FI FI681575A patent/FI49059C/en active
- 1968-06-05 GB GB26713/68A patent/GB1222687A/en not_active Expired
- 1968-06-05 NL NL6807890A patent/NL6807890A/xx unknown
- 1968-06-05 CH CH825568A patent/CH509400A/en not_active IP Right Cessation
- 1968-06-05 GB GB26712/68A patent/GB1222686A/en not_active Expired
- 1968-10-15 AU AU44803/68A patent/AU429843B2/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
GB1222686A (en) | 1971-02-17 |
NL6807890A (en) | 1968-12-06 |
FI46530C (en) | 1973-04-10 |
FI49059C (en) | 1975-03-10 |
SE350066B (en) | 1972-10-16 |
FI46530B (en) | 1973-01-02 |
BE716077A (en) | 1968-12-04 |
DE1769504A1 (en) | 1971-07-22 |
AT305196B (en) | 1973-02-12 |
CH502473A (en) | 1971-03-15 |
AU4480368A (en) | 1970-04-23 |
FI49059B (en) | 1974-12-02 |
CH822768A4 (en) | 1971-03-15 |
AT317392B (en) | 1974-08-26 |
US3554784A (en) | 1971-01-12 |
FR1568522A (en) | 1969-05-23 |
GB1222687A (en) | 1971-02-17 |
NO126804B (en) | 1973-03-26 |
CH509400A (en) | 1971-08-13 |
SE359129B (en) | 1973-08-20 |
NO126803B (en) | 1973-03-26 |
CH825568A4 (en) | 1971-08-13 |
AU429843B2 (en) | 1972-11-07 |
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