JPS6339993A - Liquid detergent composition - Google Patents
Liquid detergent compositionInfo
- Publication number
- JPS6339993A JPS6339993A JP18187386A JP18187386A JPS6339993A JP S6339993 A JPS6339993 A JP S6339993A JP 18187386 A JP18187386 A JP 18187386A JP 18187386 A JP18187386 A JP 18187386A JP S6339993 A JPS6339993 A JP S6339993A
- Authority
- JP
- Japan
- Prior art keywords
- secondary alcohol
- lactate
- carbon atoms
- ethylene oxide
- aliphatic secondary
- 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.)
- Granted
Links
- 239000003599 detergent Substances 0.000 title claims description 44
- 239000000203 mixture Substances 0.000 title claims description 44
- 239000007788 liquid Substances 0.000 title claims description 42
- 150000003333 secondary alcohols Chemical class 0.000 claims description 72
- -1 aliphatic secondary alcohol Chemical class 0.000 claims description 61
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 54
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 46
- 125000004432 carbon atom Chemical group C* 0.000 claims description 36
- 238000004140 cleaning Methods 0.000 claims description 31
- 239000003054 catalyst Substances 0.000 claims description 30
- 239000004310 lactic acid Substances 0.000 claims description 27
- 235000014655 lactic acid Nutrition 0.000 claims description 27
- GSPKZYJPUDYKPI-UHFFFAOYSA-N diethoxy sulfate Chemical compound CCOOS(=O)(=O)OOCC GSPKZYJPUDYKPI-UHFFFAOYSA-N 0.000 claims description 23
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 19
- 125000001931 aliphatic group Chemical group 0.000 claims description 19
- 229940001447 lactate Drugs 0.000 claims description 19
- 239000004480 active ingredient Substances 0.000 claims description 18
- 229910052799 carbon Inorganic materials 0.000 claims description 14
- 239000003513 alkali Substances 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 230000001180 sulfating effect Effects 0.000 claims description 10
- 230000003472 neutralizing effect Effects 0.000 claims description 6
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical group C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000012188 paraffin wax Substances 0.000 claims description 4
- PHZLMBHDXVLRIX-UHFFFAOYSA-M potassium lactate Chemical group [K+].CC(O)C([O-])=O PHZLMBHDXVLRIX-UHFFFAOYSA-M 0.000 claims description 4
- 239000001521 potassium lactate Substances 0.000 claims description 4
- 235000011085 potassium lactate Nutrition 0.000 claims description 4
- 229960001304 potassium lactate Drugs 0.000 claims description 4
- 239000001540 sodium lactate Substances 0.000 claims description 4
- 235000011088 sodium lactate Nutrition 0.000 claims description 4
- 229940005581 sodium lactate Drugs 0.000 claims description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 3
- 150000001639 boron compounds Chemical class 0.000 claims description 3
- 229910001882 dioxygen Inorganic materials 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 239000007791 liquid phase Substances 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 63
- 238000003756 stirring Methods 0.000 description 38
- 238000006243 chemical reaction Methods 0.000 description 32
- 239000000243 solution Substances 0.000 description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 22
- 239000007864 aqueous solution Substances 0.000 description 20
- 239000000047 product Substances 0.000 description 17
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 15
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 15
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 12
- 238000000034 method Methods 0.000 description 11
- 235000002639 sodium chloride Nutrition 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 10
- 239000012459 cleaning agent Substances 0.000 description 10
- 229910001873 dinitrogen Inorganic materials 0.000 description 10
- 239000007789 gas Substances 0.000 description 10
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 10
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 239000006227 byproduct Substances 0.000 description 9
- 229910001220 stainless steel Inorganic materials 0.000 description 9
- 239000010935 stainless steel Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 239000003205 fragrance Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 230000019635 sulfation Effects 0.000 description 4
- 238000005670 sulfation reaction Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-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
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000003752 hydrotrope Substances 0.000 description 2
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical class C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229930000044 secondary metabolite Natural products 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 2
- 239000000052 vinegar Substances 0.000 description 2
- 235000021419 vinegar Nutrition 0.000 description 2
- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- KSNGEYQWLMRSIR-UHFFFAOYSA-L 2-hydroxypropanoate;manganese(2+) Chemical compound [Mn+2].CC(O)C([O-])=O.CC(O)C([O-])=O KSNGEYQWLMRSIR-UHFFFAOYSA-L 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- IZVFFXVYBHFIHY-SKCNUYALSA-N 5alpha-cholest-7-en-3beta-ol Chemical compound C1[C@@H](O)CC[C@]2(C)[C@@H](CC[C@@]3([C@@H]([C@H](C)CCCC(C)C)CC[C@H]33)C)C3=CC[C@H]21 IZVFFXVYBHFIHY-SKCNUYALSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 239000004251 Ammonium lactate Substances 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 101100114968 Mus musculus Csf3 gene Proteins 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- IGGHSANJNRYSQB-UHFFFAOYSA-N OS([SiH3])(=O)=O Chemical compound OS([SiH3])(=O)=O IGGHSANJNRYSQB-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 239000008156 Ringer's lactate solution Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- BHEOSNUKNHRBNM-UHFFFAOYSA-N Tetramethylsqualene Natural products CC(=C)C(C)CCC(=C)C(C)CCC(C)=CCCC=C(C)CCC(C)C(=C)CCC(C)C(C)=C BHEOSNUKNHRBNM-UHFFFAOYSA-N 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- BAECOWNUKCLBPZ-HIUWNOOHSA-N Triolein Natural products O([C@H](OCC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC)C(=O)CCCCCCC/C=C\CCCCCCCC BAECOWNUKCLBPZ-HIUWNOOHSA-N 0.000 description 1
- PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229940059265 ammonium lactate Drugs 0.000 description 1
- 235000019286 ammonium lactate Nutrition 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000003254 anti-foaming effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- VMPVEPPRYRXYNP-UHFFFAOYSA-I antimony(5+);pentachloride Chemical compound Cl[Sb](Cl)(Cl)(Cl)Cl VMPVEPPRYRXYNP-UHFFFAOYSA-I 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- RZOBLYBZQXQGFY-HSHFZTNMSA-N azanium;(2r)-2-hydroxypropanoate Chemical compound [NH4+].C[C@@H](O)C([O-])=O RZOBLYBZQXQGFY-HSHFZTNMSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- HLKMEIITONDPGG-UHFFFAOYSA-L barium(2+);2-hydroxypropanoate Chemical compound [Ba+2].CC(O)C([O-])=O.CC(O)C([O-])=O HLKMEIITONDPGG-UHFFFAOYSA-L 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 125000005501 benzalkonium group Chemical class 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- MKJXYGKVIBWPFZ-UHFFFAOYSA-L calcium lactate Chemical compound [Ca+2].CC(O)C([O-])=O.CC(O)C([O-])=O MKJXYGKVIBWPFZ-UHFFFAOYSA-L 0.000 description 1
- 239000001527 calcium lactate Substances 0.000 description 1
- 235000011086 calcium lactate Nutrition 0.000 description 1
- 229960002401 calcium lactate Drugs 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- XHRPOTDGOASDJS-UHFFFAOYSA-N cholesterol n-octadecanoate Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCCCCCCCCCCC)C2 XHRPOTDGOASDJS-UHFFFAOYSA-N 0.000 description 1
- XHRPOTDGOASDJS-XNTGVSEISA-N cholesteryl stearate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCCCC)C1 XHRPOTDGOASDJS-XNTGVSEISA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- ALKZAGKDWUSJED-UHFFFAOYSA-N dinuclear copper ion Chemical compound [Cu].[Cu] ALKZAGKDWUSJED-UHFFFAOYSA-N 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000004872 foam stabilizing agent Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000007803 itching Effects 0.000 description 1
- 150000003893 lactate salts Chemical class 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 235000011147 magnesium chloride Nutrition 0.000 description 1
- OVGXLJDWSLQDRT-UHFFFAOYSA-L magnesium lactate Chemical compound [Mg+2].CC(O)C([O-])=O.CC(O)C([O-])=O OVGXLJDWSLQDRT-UHFFFAOYSA-L 0.000 description 1
- 239000000626 magnesium lactate Substances 0.000 description 1
- 235000015229 magnesium lactate Nutrition 0.000 description 1
- 229960004658 magnesium lactate Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000004482 other powder Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- LMEWRZSPCQHBOB-UHFFFAOYSA-M silver;2-hydroxypropanoate Chemical compound [Ag+].CC(O)C([O-])=O LMEWRZSPCQHBOB-UHFFFAOYSA-M 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- SFKTYEXKZXBQRQ-UHFFFAOYSA-J thorium(4+);tetrahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[Th+4] SFKTYEXKZXBQRQ-UHFFFAOYSA-J 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-M toluenesulfonate group Chemical class C=1(C(=CC=CC1)S(=O)(=O)[O-])C LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 229940117972 triolein Drugs 0.000 description 1
- VXYADVIJALMOEQ-UHFFFAOYSA-K tris(lactato)aluminium Chemical compound CC(O)C(=O)O[Al](OC(=O)C(C)O)OC(=O)C(C)O VXYADVIJALMOEQ-UHFFFAOYSA-K 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- GDJZZWYLFXAGFH-UHFFFAOYSA-M xylenesulfonate group Chemical group C1(C(C=CC=C1)C)(C)S(=O)(=O)[O-] GDJZZWYLFXAGFH-UHFFFAOYSA-M 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Landscapes
- Detergent Compositions (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Abstract] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明は低臭気性でしかも経時変化による着臭が極めて
少ない液体洗浄剤組成物に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a liquid detergent composition that is low in odor and exhibits extremely little odor due to changes over time.
さらに詳しくは改良された炭素数8〜20の脂肪族第2
級アルコールとエチレンオキシドとを反応させて得られ
る炭素数8〜20の脂肪族第211アルコールエトキシ
レートに特定の中和剤を添加し、さらに硫酸化して得ら
れる経時変化が極めて少ない安定化した炭素数8〜20
の脂肪族第2級アルコールエトキシサルフェートを液体
洗浄剤組成物の基材として使用することに関するもので
ある。More specifically, improved aliphatic secondary compounds having 8 to 20 carbon atoms
An aliphatic 211 alcohol ethoxylate with a carbon number of 8 to 20 obtained by reacting an alcohol with ethylene oxide is added with a specific neutralizing agent, and then sulfated to obtain a stabilized carbon number with extremely little change over time. 8-20
The invention relates to the use of aliphatic secondary alcohol ethoxy sulfate as a base material for liquid cleaning compositions.
炭素数8〜20の脂肪族第2級アルコールエトキシサル
フェートは液体洗浄剤組成物の主要洗浄活性成分として
広い分野で使用される。たとえば、台所用皿洗い洗剤、
シャンプー、毛糸洗い用洗剤、重質衣料用洗剤、その他
粉末家庭用洗剤、住居用洗剤、クリーニング用洗剤、自
動車用洗剤等に使用される。Aliphatic secondary alcohol ethoxy sulfates having 8 to 20 carbon atoms are used in a wide range of fields as the main cleaning active ingredient in liquid cleaning compositions. For example, dishwashing detergent,
Used in shampoos, wool washing detergents, heavy duty laundry detergents, other powder household detergents, household detergents, cleaning detergents, automobile detergents, etc.
これらの液体洗浄剤にはその用途に応じて梯々の香料が
添加されるのが一般的である。しかし主要洗浄活性成分
である炭素数8〜20の脂肪族第2級アルコールエトキ
シサルフェートの臭気に問題がある場合、香料の本来の
作用効果が発揮できないことがある。本発明は乳酸およ
び/または乳酸塩を含有する2級アルコールエトキシサ
ルフェートを液体洗浄剤原料として使用することにより
低臭気性でしかも経時変化による着臭が極めて少ない高
品質の液体洗浄剤を提供するものである。Generally, a variety of fragrances are added to these liquid detergents depending on their use. However, if there is a problem with the odor of aliphatic secondary alcohol ethoxy sulfate having 8 to 20 carbon atoms, which is the main cleaning active ingredient, the fragrance may not be able to exhibit its original effects. The present invention uses secondary alcohol ethoxy sulfate containing lactic acid and/or lactate as a liquid detergent raw material to provide a high-quality liquid detergent that is low in odor and exhibits extremely little odor due to changes over time. It is.
(従来の技術)
液体洗浄剤原料として、洗浄力、易無隣化性、耐硬水性
、相溶性、易溶解性、低温安定性(耐寒性)泡切れ、す
すぎ性という面で特に炭素数8〜20の脂肪族第2級ア
ルコールエトキシサルフェートが使用されている。一般
に炭素数8〜20の脂肪族第2級アルコールのエトキシ
化物は、水酸化ナトリウム、水酸化カリウム、ナトリウ
ムアルコキシド等のアルカリ触媒または三フフ化ホウ素
、三フフ化ホウ素−諸体、五塩化アンチモン、四塩化ス
ズ等の酸性触媒の存在下、第211アルコールまたは第
2吸紙モルエトキシレートにエチレンオキシドを付加し
て製造される。(Prior art) As a raw material for liquid detergent, carbon number 8 is particularly important in terms of detergency, easy non-adhesive property, hard water resistance, compatibility, easy solubility, low temperature stability (cold resistance), foam removal, and rinsability. ~20 aliphatic secondary alcohol ethoxy sulfates have been used. In general, ethoxylated aliphatic secondary alcohols having 8 to 20 carbon atoms include alkali catalysts such as sodium hydroxide, potassium hydroxide, and sodium alkoxide, boron trifluoride, boron trifluoride-forms, antimony pentachloride, It is produced by adding ethylene oxide to a 211th alcohol or a second paper mole ethoxylate in the presence of an acidic catalyst such as tin tetrachloride.
このような方法で得られた炭素数8〜20の脂肪族第2
級アルコールエトキシレートは未反応の炭素数8〜20
の脂肪族第2級アルコールを含む外に、触媒、アルデヒ
ド類、遊離酸類、エステル類、過酸化物□類およびその
他の悪臭あるいは着色の・原因となるような不純物を微
量含有している。The aliphatic secondary compound having 8 to 20 carbon atoms obtained by such a method
Alcohol ethoxylate has 8 to 20 unreacted carbon atoms.
In addition to containing aliphatic secondary alcohol, it also contains trace amounts of catalysts, aldehydes, free acids, esters, peroxides, and other impurities that may cause odor or coloration.
このアルデヒド類、遊離酸類、エステル類、過酸化物等
の不純物□はアルカリ水溶液による洗浄、ケン化、蒸留
により、又アルカリ触媒は通常、硫酸、リン酸等の鉱酸
あるいは酢酸等を添加して中和処理して精製される。こ
のようして得られた第2級アルコールエトキシレートを
さらに硫酸化して得られた第2@アルコールエトキシサ
ルフエートはこの他にも悪臭および着色の原因となる不
純物があって、経時変化と共に悪臭を発生する問題があ
る。また、経時変化した炭素数8〜20の脂肪族第2級
アルコールエトキシレートに二酸化硫黄、り0ルスルホ
ン酸等の硫酸化剤で硫酸化した場合には生成した硫酸化
物の色相が著しく悪化するという問題がある。以上のよ
うに従来技術で得られた炭素数8〜20の脂肪族第2級
アルコールエトキシサルフェートを用いて液体洗浄剤の
製品にした場合、製品の臭気や色相といった品質の劣化
の原因となる問題があり好ましくない。These impurities such as aldehydes, free acids, esters, and peroxides are removed by washing with an aqueous alkali solution, saponification, and distillation, and alkaline catalysts are usually removed by adding mineral acids such as sulfuric acid, phosphoric acid, or acetic acid. It is purified by neutralization. The secondary @alcohol ethoxy sulfate obtained by further sulfating the secondary alcohol ethoxylate obtained in this way contains impurities that cause bad odor and coloration, and the bad odor will change over time. There are problems that occur. In addition, when aliphatic secondary alcohol ethoxylate with a carbon number of 8 to 20 that has changed over time is sulfated with a sulfating agent such as sulfur dioxide or silyl sulfonic acid, the hue of the sulfate produced becomes significantly worse. There's a problem. As mentioned above, when aliphatic secondary alcohol ethoxy sulfate having 8 to 20 carbon atoms obtained by the conventional technology is used to make a liquid cleaning product, there are problems that cause quality deterioration such as the odor and color of the product. This is not desirable.
特に炭素数8〜20の脂肪族第2級アルコール低モルエ
トキシレートとエチレンオキシドとを反応させて炭素数
8〜20の脂肪族第2級アルコールエトキシレートを製
造する際に使用される水酸化ナトリウム、水酸化カリウ
ム、ナトリウムアルコキシド等のアルカリ触媒は通常、
硫酸、リン酸等の鉱酸あるいは酢酸のごとき中和剤を添
加して中和処理して精製されるが、この従来の中和剤を
使用した炭素数8〜20の脂肪族第2級アルコールエト
キシサルフェートを液体洗浄剤原料として使用した場合
には配合時点ですでに臭気があると共に、経時変化によ
り臭気が売主ずるため臭気の少ない液体洗浄剤を製造す
る上で大きな問題であった。In particular, sodium hydroxide used when producing an aliphatic secondary alcohol ethoxylate having 8 to 20 carbon atoms by reacting a low mole ethoxylate of an aliphatic secondary alcohol having 8 to 20 carbon atoms with ethylene oxide, Alkaline catalysts such as potassium hydroxide and sodium alkoxide are usually
It is purified by neutralization treatment by adding a neutralizing agent such as mineral acids such as sulfuric acid or phosphoric acid or acetic acid, but aliphatic secondary alcohols having 8 to 20 carbon atoms can be purified using these conventional neutralizing agents. When ethoxysulfate is used as a raw material for a liquid cleaning agent, it already has an odor at the time of formulation, and the odor is lost to the seller due to changes over time, which is a major problem in producing a liquid cleaning agent with little odor.
(発明が解決しようとする問題点)
本発明の目的は、炭素数8〜20の脂肪族第2級アルコ
ールまたは第2級アルコール低モルエトキシレートとエ
チレンオキシドとを反応させた侵、硫酸化して得られた
炭乗数8〜20の脂肪族第2級アルコールエトキシサル
フェートを用いて液体洗浄剤の洗浄活性成分としたどき
に、液体洗浄剤配合時点での臭気が少なく、なおかつ経
時変化による着臭も極めて少ない液体洗浄剤を提供する
ことにある。(Problems to be Solved by the Invention) The object of the present invention is to obtain a product obtained by reacting an aliphatic secondary alcohol having 8 to 20 carbon atoms or a secondary alcohol low mole ethoxylate with ethylene oxide and sulfating it. When aliphatic secondary alcohol ethoxy sulfate with a carbon number of 8 to 20 is used as a cleaning active ingredient in a liquid cleaning agent, there is little odor at the time of compounding the liquid cleaning agent, and it is also extremely resistant to odor over time. The purpose is to provide less liquid cleaning agents.
(v!1題点を解決するための手段)
本発明は、炭素数8〜20の脂肪族第2級アルコールエ
トキシサルフェートを洗浄活性成分として含有する液体
洗浄剤組成物において、乳酸および/または乳酸塩を含
有する炭素数8〜20の脂肪族第2級アルコールエトキ
シサルフェートが炭素数8〜20の脂肪族第2級アルコ
ール低モルエトキシレートと一エチレンオキシドとをア
ルカリ触媒の存在下に反応させて得られる未中和の炭素
数8〜20′の脂肪族第2級アルコールエトキシレート
に乳酸および/または乳酸塩を添加した後硫酸化して得
られたものであるか、炭素数8〜20の脂肪族第2級ア
ルコール低モルエトキシレートとエチレンオキシドとを
アルカリ触媒の存在下に反応させて得られる未中和の炭
素数8〜20の脂肪族第2級アルコールエトキシレート
の触媒を中和した状態または口過によって触媒を除去し
た炭素数8〜20の脂肪族第2級アルコールエトキシレ
ートに乳酸および/または乳酸塩を添加した後硫酸化し
て得られた第2級アルコールエトキシレートを含有する
液体洗浄剤組成物に関するものである。(Means for solving problem v!1) The present invention provides a liquid detergent composition containing an aliphatic secondary alcohol ethoxy sulfate having 8 to 20 carbon atoms as a detergent active ingredient. C8-20 aliphatic secondary alcohol ethoxy sulfate containing salt is obtained by reacting a C8-20 aliphatic secondary alcohol low mole ethoxylate with monoethylene oxide in the presence of an alkali catalyst. is obtained by adding lactic acid and/or lactate to an unneutralized aliphatic secondary alcohol ethoxylate having 8 to 20 carbon atoms, followed by sulfation, or An unneutralized aliphatic secondary alcohol ethoxylate having 8 to 20 carbon atoms obtained by reacting a secondary alcohol low mole ethoxylate with ethylene oxide in the presence of an alkali catalyst is in a neutralized state or A liquid detergent composition containing a secondary alcohol ethoxylate obtained by adding lactic acid and/or lactate to an aliphatic secondary alcohol ethoxylate having 8 to 20 carbon atoms from which the catalyst has been removed by filtration, and then sulfating the mixture. It is about things.
本発明で使用する乳酸はWavI法および合成法いずれ
の方法で製造されたものでもよく、また乳1のIIIf
l!′は特に根室するものでないが通□常市販されてい
る工業用、醸造用、漉品添加用のいずれにも使用できる
。The lactic acid used in the present invention may be produced by either the WavI method or the synthetic method.
l! ′ is not particularly suitable for cellulose, but it can be used for any of the commercially available industrial purposes, brewing purposes, and for adding to strained products.
本発明で使用する乳酸塩は乳酸ナトリウム、乳酸カリウ
ム、乳酸カリウム等の乳酸のアルカリ金R塩、□乳酸カ
ルシ□ウム、乳酸マグネシウム、乳酸バリウム等の乳酸
のアルカリ土類金属塩、乳酸アルミニウム、乳酸亜鉛、
′乳酸銀、乳l銅、乳!l鉄、乳酸マンガン、乳酸アン
モニウム等があり、特に乳酸ナトリウム′、乳酸カリウ
ムが好ましい。The lactate salts used in the present invention include alkali gold R salts of lactic acid such as sodium lactate, potassium lactate, and potassium lactate, alkaline earth metal salts of lactic acid such as calcium lactate, magnesium lactate, and barium lactate, aluminum lactate, and lactic acid. zinc,
'Silver lactate, copper copper, milk! Examples include iron, manganese lactate, and ammonium lactate, with sodium lactate and potassium lactate being particularly preferred.
本発明で使用する乳酸および/または乳酸塩の添加lは
炭素数8〜20の脂訪族第゛企級゛アルコールエトキシ
レート100f4ffi部に対して5〜0゜0011′
量部、好ましくは1〜0.05重量部である。添加に−
し、水溶液のpHは4〜9好ましくは、5〜7の範囲に
することが好ましい。The addition l of lactic acid and/or lactate used in the present invention is 5 to 0°0011' per 100f4ffi parts of C8 to C20 abacus group "design grade" alcohol ethoxylate.
parts by weight, preferably 1 to 0.05 parts by weight. Addition-
However, the pH of the aqueous solution is preferably in the range of 4 to 9, preferably 5 to 7.
本発明の乳酸および/または乳酸塩の添加方法は炭素数
8〜20の脂肪族第2級アルコール低モルエトキシレー
トとエチレンオキシドとを水酸化ナトリウム、水酸化カ
リウムおよびナトリウムアルコキシド等のアルカリ触媒
の存在下に反応させて得られる未中和の炭素数8〜20
の脂肪族第2級アルコールエトキシレートに乳酸を添加
する方法、あるいは触媒を中和した状態または口過等の
公知の方法によって触媒を除去した炭素数8〜20の脂
肪族第2級アルコールエトキシレートに乳酸および/ま
たは乳酸塩を添加する方法がある。The method of adding lactic acid and/or lactate of the present invention is to add a low mole ethoxylate of an aliphatic secondary alcohol having 8 to 20 carbon atoms and ethylene oxide in the presence of an alkali catalyst such as sodium hydroxide, potassium hydroxide, and sodium alkoxide. Unneutralized carbon number 8-20 obtained by reacting with
An aliphatic secondary alcohol ethoxylate having 8 to 20 carbon atoms from which the catalyst has been removed by adding lactic acid to the aliphatic secondary alcohol ethoxylate, or by a known method such as neutralizing the catalyst or passing through the mouth. There is a method of adding lactic acid and/or lactate to.
乳酸および/または乳酸塩の添加は炭素数8〜20の脂
肪族第2級アルコールエトキシレートに乳酸および/ま
たは乳酸塩をそのまま、または溶液にして添加し30分
程度撹拌し、完全に溶解させるのが好ましい。To add lactic acid and/or lactate, add lactic acid and/or lactate as is or as a solution to aliphatic secondary alcohol ethoxylate having 8 to 20 carbon atoms, stir for about 30 minutes, and dissolve completely. is preferred.
本発明で用いられる第2@アルコールは炭素数8〜20
のn−パラフィンをホウ素化合物の存在下、分子状酸素
による液相酸化によって得られたランダム第2級アルコ
ールである。The second alcohol used in the present invention has 8 to 20 carbon atoms.
This is a random secondary alcohol obtained by liquid-phase oxidation of n-paraffin with molecular oxygen in the presence of a boron compound.
本発明で用いられる第2級アルコールエトキシサルフェ
ートは炭素数8〜20のn−パラフィンをホウ素化合物
の存在下、分子状酸素による液相酸化によって得られた
ランダム第2級アルコールに、酸触媒を用いてエチレン
オキシドを平均で0゜1〜6モル、好ましくは平均1〜
4モル反応させ、触媒を中和もしくは除去した後に未反
応のフリーのアルコールを蒸留、抽出、その他の方法で
十分除去して実質上フリーのアルコールを含有しない低
モルエトキシレートまたは該低モルエトキシレートに、
水酸化ナトリウム、水酸化カリウムおよびナトリウムア
ルコキシド等アルカリ触媒の存在下でさらにエチレンオ
キシドを特に限定するもので・はないが通常平均付加モ
ル数で0.1〜100モルの範囲、特に、1〜50モル
の範囲で付加される方法□によって得られる種々の第2
級アルコールエトキシレートである。The secondary alcohol ethoxy sulfate used in the present invention is made by adding an acid catalyst to a random secondary alcohol obtained by liquid phase oxidation of n-paraffin having 8 to 20 carbon atoms with molecular oxygen in the presence of a boron compound. 0.1 to 6 mol of ethylene oxide on average, preferably 1 to 6 mol on average.
A low mole ethoxylate containing substantially no free alcohol by reacting 4 moles, neutralizing or removing the catalyst, and sufficiently removing unreacted free alcohol by distillation, extraction, or other methods, or the low mole ethoxylate containing substantially no free alcohol. To,
In the presence of an alkali catalyst such as sodium hydroxide, potassium hydroxide, and sodium alkoxide, ethylene oxide is added, although not particularly limited, usually in the range of 0.1 to 100 moles on average, particularly 1 to 50 moles. Various second methods obtained by the method □
alcohol ethoxylate.
市販されている第2級アルコールエトキシレートとして
は、日本触媒化学工業■製、商品名、ソフタノール・炭
素数12〜14の第2級アルコールのアルコール類エト
キシレート、炭素数10〜12の第2級アルコールのア
ルコール類エトキシレートならびにユニオンカーバイド
社製、商品名、タージトールの炭素数11〜15の第2
級アルコールエトキシレートがある。これらのものはい
ずれも3モルエチレンオキシド付加物の時点でフリーア
ルコールは除去されて実質上台まれておらず、高モルエ
チレンオキシド付加物の原料として塩基触媒でさらにエ
チレンオキシドを付加させたものである。Commercially available secondary alcohol ethoxylates include Nippon Shokubai Kagaku Kogyo ■, trade name: Softanol, alcohol ethoxylate of secondary alcohols with 12 to 14 carbon atoms, and secondary alcohols with 10 to 12 carbon atoms. Alcohol ethoxylates and secondary alcohols with a carbon number of 11 to 15 of Tergitol, manufactured by Union Carbide Co., Ltd., trade name
alcohol ethoxylates. In all of these products, the free alcohol has been removed at the time of the 3-mole ethylene oxide adduct, and there is no substantial residue, and ethylene oxide is further added with a base catalyst as a raw material for the high-mole ethylene oxide adduct.
具体的にはたとえば次の第2級アルコールエトキシレー
トを挙げることができる。ソフタノール・50
炭素数12〜14の第2級アルコールの平均エチレンオ
キシド5モルの付加物
ソフタノール・70
炭1i1[12〜14の第2級アルコールの平均エチレ
ンオキシド7モルの付加物
ソフタノール・90
炭素数12〜14の第2級アルコールの平均エチレンオ
キシド9モルの付加物
本月明の第2級アルコールとエチレンオキシドと、を酸
触媒の存在下、反応させて得られる第2級アルコール低
モル、エトキシレートの反応温度は、150℃以下、特
に100℃以下の温度範囲が好ましい。Specifically, the following secondary alcohol ethoxylates can be mentioned. Softanol・50 Adduct of secondary alcohol having 12 to 14 carbon atoms with an average of 5 moles of ethylene oxide Softanol・70 Adduct of secondary alcohol having 12 to 14 carbon atoms with an average of 7 moles of ethylene oxide Softanol・90 Carbon number 12 to Adduct of 14 secondary alcohols with an average of 9 moles of ethylene oxide Reaction temperature for low moles of secondary alcohols, ethoxylates obtained by reacting secondary alcohols with ethylene oxide in the presence of an acid catalyst The temperature range is preferably 150°C or lower, particularly 100°C or lower.
第2級アルコール低モルエトキシレートにエチレンオキ
シドをアルカリ触媒の存在下で反応させる反応温度は、
50〜200℃、特に120〜180℃の温度範囲が好
ましい。The reaction temperature for reacting secondary alcohol low mole ethoxylate with ethylene oxide in the presence of an alkali catalyst is:
A temperature range of 50-200°C, especially 120-180°C is preferred.
反応圧力は、O〜30都/aIG、特に0.5〜20K
y/dGの圧力範囲が好ましい。The reaction pressure is O~30K/aIG, especially 0.5~20K
A pressure range of y/dG is preferred.
本発明の第2級アルコールエトキシレートの硫酸化は、
三酸化硫黄、クロルスルホン酸、スルファミン酸または
発煙硫酸等の硫酸化剤を使用することができる。The sulfation of the secondary alcohol ethoxylate of the present invention is
Sulfating agents such as sulfur trioxide, chlorosulfonic acid, sulfamic acid or fuming sulfuric acid can be used.
本発明の第2級アルコールエトキシレートの硫酸化は、
第2級アルコールエトキシレートに対し硫酸化剤の量を
特に限定するものでないが0.5〜2モル、好ましくは
0.8〜1.5モルの範囲である。The sulfation of the secondary alcohol ethoxylate of the present invention is
The amount of the sulfating agent relative to the secondary alcohol ethoxylate is not particularly limited, but is in the range of 0.5 to 2 mol, preferably 0.8 to 1.5 mol.
本発明の第2級アルコールエトキシレートの硫酸化の反
応温度は、40℃以下、特に20℃以下の温度範囲が好
ましい。The reaction temperature for sulfation of the secondary alcohol ethoxylate of the present invention is preferably in the temperature range of 40°C or lower, particularly 20°C or lower.
本発明の炭素数8〜20の脂肪族第2級アルコールエト
キシサルフェートを洗浄、活性成分として含有する液体
洗浄剤組成物において、乳酸および/または乳酸塩を含
有する炭素数8〜20の脂肪族第2級アルコールエトキ
シサルフェートの他に種々の用途に応じて配合される種
々の添加剤たとえば活性剤、ハイドロトロープ剤、起泡
剤、泡安定剤、制泡剤、増粘剤、低粘剤、ビルダー、再
汚染防止剤、漂白剤、香料、蛍光増白剤、香料、蛍光増
白剤、染料増白剤等を配合し組み合せることにより極め
て良好なるパーホーマンスを有する液体洗浄剤組成物が
得られることがわかり本発明を完成したものである。In the liquid detergent composition containing the C8-C20 aliphatic secondary alcohol ethoxy sulfate of the present invention as a cleaning and active ingredient, the C8-C20 aliphatic secondary alcohol ethoxysulfate containing lactic acid and/or lactate is In addition to secondary alcohol ethoxy sulfate, various additives are added depending on various uses, such as activators, hydrotropes, foaming agents, foam stabilizers, antifoaming agents, thickeners, low viscosity agents, and builders. A liquid cleaning composition having extremely good performance can be obtained by blending and combining anti-refouling agents, bleaching agents, fragrances, optical brighteners, fragrances, optical brighteners, dye brighteners, etc. The present invention has been completed.
本発明の炭素数8〜20の脂肪族第2級アルコールエト
キシサルフェートを洗浄活性成分として含有する液体洗
浄剤組成物において、乳酸および/または乳酸塩を含有
する炭素数8〜20の脂肪族第2級アルコールエトキシ
サルフェートの液体洗浄剤組成物の含有割合は1〜90
重量%が好ましい。In the liquid detergent composition containing the C8-C20 aliphatic secondary alcohol ethoxy sulfate of the present invention as a detersive active ingredient, the C8-C20 aliphatic secondary alcohol ethoxysulfate containing lactic acid and/or lactate is The content ratio of the liquid detergent composition of alcohol ethoxy sulfate is 1 to 90
Weight percent is preferred.
本発明の液体洗剤組成物の用途による特徴たとえば起泡
、制泡、洗浄の相乗効果、仕上り効果、手荒れ防止を出
すための効果的な活性剤としてアルキルベンゼンスルホ
ン酸塩類、アルキルエーテルカルボン酸塩、脂肪酸石鹸
類、α−オレフィンスルホン酸塩類、高級アルコール硫
酸エステル塩類、アルキルエーテル硫酸塩類、脂肪酸ア
ルキロールアマイドの硫酸エステル塩類、アルキルエー
テルリン酸エステル塩、アルキルリン酸エステル塩類、
Nニアシルメチルタウリン、N−アシルアミノ酸塩類、
□アシル化ペプチド類、アルキルアルカノールアマイド
類、脂肪族アミン、塩類、脂肪族4級アンモニウム塩類
、ベンザルコニウム塩類、イミダゾリニウム塩類、カル
ボキシベタイン型、アミノ気ルボン酸塩類、イミダゾリ
ニウムベタイン類、アルキルナミノオキサイド類、ポリ
オキシエチレンアルキルアミン類、脂肪酸アルカノール
アミド類等の1種または二種以上の混合物を0〜30重
量%添加がするのが好ましい。Characteristics of the liquid detergent composition of the present invention depending on its use, such as alkylbenzene sulfonates, alkyl ether carboxylates, and fatty acids as effective active agents for producing foaming, antifoaming, cleaning synergistic effects, finishing effects, and prevention of rough hands. Soaps, α-olefin sulfonates, higher alcohol sulfate ester salts, alkyl ether sulfates, fatty acid alkylolamide sulfate ester salts, alkyl ether phosphate ester salts, alkyl phosphate ester salts,
N-nialylmethyltaurine, N-acyl amino acid salts,
□Acylated peptides, alkylalkanolamides, aliphatic amines, salts, aliphatic quaternary ammonium salts, benzalkonium salts, imidazolinium salts, carboxybetaine types, amino carboxylates, imidazolinium betaines, It is preferable to add 0 to 30% by weight of one or a mixture of two or more of alkyl naminooxides, polyoxyethylene alkylamines, fatty acid alkanolamides, and the like.
また、液体洗剤には不可欠とされている可溶化剤(ハイ
ドロトロープ)としては、低級アルコール類、エチレン
グリコール類、プロピレングリコール類、グリセリン、
セルソルブ類、エタノールアミン類、トルエンスルホン
酸塩、キシレンスルホン酸塩、尿素から選ばれた一種ま
たは二種以上の混合物をO〜10重母%用いることがで
きる。In addition, solubilizers (hydrotropes) that are considered essential for liquid detergents include lower alcohols, ethylene glycols, propylene glycols, glycerin,
One or a mixture of two or more selected from cellosolves, ethanolamines, toluene sulfonates, xylene sulfonates, and urea can be used in an amount of O to 10%.
粘度調整剤としては、無機塩類たとえば塩化ナトリウム
、塩化カリウム、塩化マグネシウム、硫酸ナトリウム、
炭酸ナトリウム、ビロリン酸カリウムから選ばれた一種
または二種以上の混合物を0〜5重M%用いることがで
きる。As the viscosity modifier, inorganic salts such as sodium chloride, potassium chloride, magnesium chloride, sodium sulfate,
One or a mixture of two or more selected from sodium carbonate and potassium birophosphate can be used in an amount of 0 to 5% by weight.
そして残部は水であるが特に脱イオン水または蒸留水が
好ましい。The remainder is water, with deionized water or distilled water being particularly preferred.
なお、腐敗を防止するために防腐剤、殺菌剤等を添加し
てもよい。さらにビルダー、再汚染防止剤、漂白剤、蛍
光剤、着色料、香料、酸化防止剤等の添加剤も使用でき
る。Note that preservatives, bactericides, etc. may be added to prevent spoilage. Furthermore, additives such as builders, anti-restaining agents, bleaching agents, fluorescent agents, colorants, fragrances, and antioxidants can also be used.
(作 用)
第2級アルコールまたは第2級アルコール低モルエトキ
シレートとエチレンオキシドとを反応させて得られた第
2級アルコールエトキシレートに乳酸および/または乳
酸塩を含有させて後、硫酸化して得られた第2級アルコ
ールエトキシサルフェートを洗浄剤にしたとき、DHl
および臭気の経時変化が極めて少なくなる作□用を発揮
することがわかった。(Function) A secondary alcohol ethoxylate obtained by reacting a secondary alcohol or a secondary alcohol low mole ethoxylate with ethylene oxide is made to contain lactic acid and/or a lactate, and then sulfated. When the secondary alcohol ethoxy sulfate was used as a cleaning agent, DHL
It was also found that the odor changes over time are extremely reduced.
(実 施 例)
以下、実施例をあげて、本発明の実施のamを具体的に
例示して説明する。本発明はこれからの実施例に限定さ
れるものではない。(Example) Hereinafter, the implementation of the present invention will be specifically illustrated and explained by giving examples. The invention is not limited to the following embodiments.
実施例で行なった各試験方法は以下の通りである。The test methods used in the examples are as follows.
(1) 臭気
試料o、Iatに活性炭処理を行なった無臭蒸留水10
0dを加え温度50′Gにて標準品との一対比較法で判
定した。臭気の判定は次の通りとした。(1) Odorless distilled water 10 treated with activated carbon for odor samples o and Iat
Judgment was made by a paired comparison method with a standard product at a temperature of 50'G with addition of 0d. The odor was judged as follows.
5 : 標準品と同様
4 : 標準品よりかす□かに臭気あり3 : 標
準品よりやや臭気あり
2 : 標準品より明らかに臭気あり1 : 標準
品より非常に臭気が強い標準品
(A) 実施例1〜3および比較例1〜3に対して、
経時変化していない実施例1の洗浄剤を標準品とした。5: Same as the standard product 4: Lighter than the standard product □ Crab odor 3: Slightly more odor than the standard product 2: Noticeably more odor than the standard product 1: Standard product with a much stronger odor than the standard product (A) Implementation For Examples 1 to 3 and Comparative Examples 1 to 3,
The cleaning agent of Example 1, which had not changed over time, was used as a standard product.
(B) 実施例4〜5および比較例4〜5に対しては
、それぞれ経時変化していない実施例4〜5の洗浄剤を
標準品とした。(B) For Examples 4 to 5 and Comparative Examples 4 to 5, the cleaning agents of Examples 4 to 5, which had not changed over time, were used as standard products.
■洗浄力試験
(A 法)
規定の濃度にした液体洗浄剤水溶液11に10XI Q
Cmの人工汚染布65%ポリエステル35%綿ブロード
布3枚を入れ、ターボトメ−ター(回転数:100rE
lll)にて洗浄した。■Cleaning power test (Method A) Add 10XI Q to liquid detergent aqueous solution 11 at specified concentration.
Put 3 pieces of Cm artificially contaminated cloth 65% polyester 35% cotton broadcloth into a turbotometer (rotation speed: 100rE).
llll).
(1) 洗浄条件
洗浄剤’11 !I : 0.067wt%使用
水 : 水通水
水温 = 25℃
洗浄時間 : 5分間
すすぎ : 水道水にて5分間
人工汚染布の汚垢組成
AI機質 (重量%)
ミリスチン酸 16.7オレイン
酸 16.7トリステアリン
16.7トリオレイン
16.7コレステロール
8.8ステアリン酸コレステロール
2.2パラフインロウ(m、p、 50〜52℃)11
.1スクワレン 11.1B
無機質
粘土 (関東ローム 250メツシュ通過)Cカーボン
カーボンブラック (250メツシュ通過)有りl質4
9.75重量%、無81質49.75重量%、カーボン
0.5重置%を混合して汚垢とし、反射率が45%±2
%になるように精製白布を汚染した。(1) Cleaning conditions Cleaning agent '11! I: 0.067wt% Water used: Water flow Water temperature = 25℃ Washing time: 5 minutes Rinse: 5 minutes in tap water Soil composition of artificially contaminated cloth AI texture (wt%) Myristic acid 16.7 Oleic acid 16.7 tristearin 16.7 triolein
16.7 cholesterol
8.8 Cholesterol stearate
2.2 Paraffin wax (m, p, 50-52℃) 11
.. 1 Squalene 11.1B
Inorganic clay (Kanto loam passed through 250 mesh) C carbon carbon black (passed through 250 mesh) L quality 4
9.75% by weight, 49.75% by weight of free 81, and 0.5% of carbon were mixed to make dirt, and the reflectance was 45% ± 2.
The purified white cloth was contaminated to the extent of %.
■ 人工汚染布の洗浄率の算出
洗浄前の原布および洗浄前後人工汚染布の530mμに
おける反射率を反射率計
(平沼産業l5PR−3型)にて測定し、次式によって
洗浄率(%)を算出した。■ Calculation of cleaning rate of artificially contaminated cloth Measure the reflectance at 530 mμ of the original cloth before cleaning and the artificially contaminated cloth before and after cleaning using a reflectance meter (Hiranuma Sangyo Model 15PR-3), and calculate the cleaning rate (%) using the following formula. was calculated.
洗浄率(%’) −100X
(B 法)
J Is−に3370−4.9に準処して、モデル汚れ
ガラス片6枚をリーナッツ改良洗浄力試験器にて洗浄し
洗浄力を測定した。Cleaning rate (%') -100X (Method B) Six model dirty glass pieces were washed using a Leanutt improved detergency tester in accordance with J Is-3370-4.9, and the detergency was measured.
(イ)洗浄条件
洗浄剤濃度 0.15重量%
汚垢m 0.163or/6枚〃ラスプレ
ート JIS R3703のNo2使用水
3°OH水
洗浄温度 30℃
回転数 250rDm
洗浄時a 3分間
すすぎ時間 、 1分間
液 恐 700m1/ポツト(ロ)モデル
汚れの作成
牛脂と大豆油の混合油(1:1)20a、モノオレフィ
ン0.25Q、オイルレッド0.1gをクロロホルム6
0m1に溶かして汚こう浴を調製する。(a) Cleaning conditions Cleaning agent concentration 0.15% by weight Dirt m 0.163or/6 pieces Rust plate JIS R3703 No. 2 used water
3°OH water washing temperature 30°C Rotation speed 250rDm Washing time a 3 minutes rinsing time, 1 minute liquid Danger 700ml/pot (ro) Model stain creation Mixed oil of beef tallow and soybean oil (1:1) 20a, monoolefin 0 .25Q, oil red 0.1g chloroform 6
Prepare a sludge bath by dissolving it in 0ml.
25±1℃にした汚染浴にガラスプレートを1枚ずつ約
55mmのところまで1〜2秒間浸し、汚垢を付着させ
た後、取りだす。Glass plates are immersed one by one in a contamination bath heated to 25±1°C for 1 to 2 seconds to a depth of about 55 mm to adhere dirt, and then taken out.
温度25±1℃、湿度60±5%の恒温恒湿槽にて、2
4時間風乾し重量を測定し、ただちに洗浄力試験に使用
した。2 in a constant temperature and humidity chamber at a temperature of 25 ± 1°C and a humidity of 60 ± 5%.
It was air-dried for 4 hours, weighed, and immediately used for the detergency test.
(ハ)洗浄力の算出
汚染前後の6枚のガラスプレートのt[1ftiおよび
洗浄後、恒温、恒湿槽にて、6時間風乾して重量を測定
し、次式によって洗浄率(%)を算出した。(c) Calculation of cleaning power Measure the weight of 6 glass plates before and after contamination and after cleaning, air dry in a constant temperature and humidity tank for 6 hours, and calculate the cleaning rate (%) using the following formula. Calculated.
洗浄率(%) −100X
洗 の唄吊−汚染1の重量
汚染後の重量−汚染前の重噛
実施例 1
容ff1l OOOmJステンレス製反応器に炭素数1
2〜14の平均分子礒333の第2級アルコールの平均
3モルエトキシレート(日本触媒化学工業■製 商品名
ソフタノール・−30)3939、触媒として水酸化
ナトリウム0.6g、エチレンオキシド2079を仕込
み、温度150℃、圧力6.0Ky/dGで反応させた
。得られた第2級アルコールのエチレンオキシド平均7
モル付加物に50重量%乳酸水溶液2.8gを添加し、
よく撹拌した。得られた第2級アルコールエトキシレー
ト1モルを11の撹拌槽に取り温度10〜15℃に維持
し1.激しく撹拌しながらクロルスルホン酸1モルを約
1時間で撹拌槽内へ滴下し反応せしめた。クロル子ルホ
ン酸の供給終了後撹拌槽内へ窒素ガスを供給し、副生塩
化水素ガスを除去し、ついで40℃以下の温度に維持し
ながら反応液を水酸化ナトリウム水溶液中に入些中和せ
しめ、第2級アルコールエトキシサルフェート水溶液を
得た。得られた第2級アルコールのエチレンオキシド平
均7.0モルサルフェート水溶液(試料−1)を主要洗
浄活性成分として第1表の液体洗浄剤組成物を調製し、
臭気、洗浄力の試験を行なった。Cleaning rate (%) -100
An average of 3 mole ethoxylate of a secondary alcohol with an average molecular weight of 333 from 2 to 14 (manufactured by Nippon Shokubai Chemical Co., Ltd., trade name: Softanol-30) 3939, 0.6 g of sodium hydroxide as a catalyst, and ethylene oxide 2079 were charged, and the temperature The reaction was carried out at 150° C. and a pressure of 6.0 Ky/dG. The ethylene oxide average of the obtained secondary alcohol was 7
Adding 2.8 g of a 50% by weight aqueous lactic acid solution to the molar adduct;
Stir well. 1 mol of the obtained secondary alcohol ethoxylate was placed in a stirring tank No. 11 and maintained at a temperature of 10 to 15°C. While vigorously stirring, 1 mole of chlorosulfonic acid was dropped into the stirring tank over about 1 hour to cause a reaction. After the supply of chlorosulfonic acid was completed, nitrogen gas was supplied into the stirring tank to remove by-product hydrogen chloride gas, and then the reaction solution was neutralized by adding it to an aqueous sodium hydroxide solution while maintaining the temperature at 40°C or less. As a result, an aqueous solution of secondary alcohol ethoxysulfate was obtained. A liquid detergent composition shown in Table 1 was prepared using the obtained secondary alcohol ethylene oxide 7.0 mol average sulfate aqueous solution (sample-1) as the main detergent active ingredient,
Odor and cleaning power tests were conducted.
結果は第1表に示すとおりであった。The results were as shown in Table 1.
比較例 1
容ff11000m!ステンレス製反応器に炭素数12
〜14の平均分子分333の第2級アルコールの平均3
モルエトキシレート(日本触媒化学工業■製 商品名
ソフタノール・−30)393q1触媒として水酸化ナ
トリウム0.6Q、エチレンオキシド207Qを仕込み
、温度150℃、圧力6.OK!g/dGで反応させた
。得られた第2級アルコールのエチレンオキシド平均7
モル付加物に酢vi0.9aを添加し、よく撹拌した。Comparative example 1 Capacity ff11000m! 12 carbon atoms in stainless steel reactor
An average of 3 to 14 secondary alcohols with an average molecular weight of 333
Mol ethoxylate (manufactured by Nippon Shokubai Chemical Co., Ltd. Product name)
Softanol -30) 393q1 0.6Q of sodium hydroxide and 207Q of ethylene oxide were charged as catalysts, and the temperature was 150°C and the pressure was 6. OK! The reaction was carried out at g/dG. The ethylene oxide average of the obtained secondary alcohol was 7
Vinegar vi0.9a was added to the molar adduct and stirred well.
得られた第2級アルコールエトキシレート1モルを11
の撹拌槽に取り温度10〜15℃に維持し、激しく撹拌
しながらクロルスルホン酸1モルを約1時間で撹拌槽内
へ滴下し反応せしめた。クロルスルホン酸の供給終了後
撹拌槽内へ窒素ガスを供給し、副生塩化水素ガスを除去
し、ついで40℃以下の温度に維持しながら反応液を水
酸化ナトリウム水溶液中に入れ中和せしめ、第2級アル
コールエトキシサルフェート水溶液を得た。得られた第
2級アルコールのエチレンオキシド平均7.0モルサル
フェート水溶液(比較試!4−1)を主要洗浄活性成分
として第2表の液体洗浄剤組成物を調製し、臭気1、洗
浄力の試験を行なった。結果は第2表に示すとおりであ
った。1 mol of the obtained secondary alcohol ethoxylate
The mixture was placed in a stirred tank, and the temperature was maintained at 10 to 15° C., and 1 mole of chlorosulfonic acid was dropped into the stirred tank over about 1 hour to cause a reaction while stirring vigorously. After the supply of chlorosulfonic acid was completed, nitrogen gas was supplied into the stirring tank to remove by-product hydrogen chloride gas, and then the reaction solution was neutralized by placing it in an aqueous sodium hydroxide solution while maintaining the temperature at 40°C or less, A secondary alcohol ethoxysulfate aqueous solution was obtained. The liquid detergent compositions shown in Table 2 were prepared using the obtained secondary alcohol ethylene oxide 7.0 mol sulfate aqueous solution (comparative test! 4-1) as the main detergent active ingredient, and were tested for odor 1 and detergency. I did it. The results were as shown in Table 2.
実施例 2
容量10100Oステンレス製反応器に炭素数12〜1
4の平均分子m333の第2級アルコールの平均3モル
エトキシレート(日本触媒化学工業$I製 商品名 ソ
フタノール・−30)334゜5g、触媒として水酸化
ナトリウム0.6a1エチレンオキシド265.50を
仕込み、温度150℃、圧力6.0都/aliGで反応
させた。得られた第2級アルコールのエチレンオキシド
平均9モル付加物に50重量%乳酸水溶液2.89を添
加し、よく撹拌した。得られた第2級アルコールエトキ
シレート1モルを11の撹拌槽に取り温度10〜15℃
に維持し、激しく撹拌しながらクロルスルホン酸1モル
を約1時間で撹拌槽内へ滴下し反応せしめた。クロルス
ルホン酸の供給終了後撹拌槽内へ窒素ガスを供給し、副
生塩化水素ガスを除去し、ついで40℃以下の温度に維
持しながら反応液を水酸化ナトリウム水溶液中に入れ中
和せしめ、第2級アルコールエトキシサルフェート水溶
液を得た。得られた第2級アルコールのエチレンオキシ
ド平均9.0モルサルフェート水溶液(試料−2)を主
要洗浄活性成分として第1表の液体洗浄剤組成物を調製
し、臭気、洗浄力の試験を行なった。結果は第1表に示
すとおりであった。Example 2 A stainless steel reactor with a capacity of 10,100 O and a carbon number of 12 to 1
334.5 g of secondary alcohol with an average molecular weight of m333 (manufactured by Nippon Shokubai Kagaku Kogyo $I, trade name: Softanol -30), 334.5 g of sodium hydroxide, 0.6 a1 ethylene oxide, 265.50 g as a catalyst, The reaction was carried out at a temperature of 150° C. and a pressure of 6.0 m/aliG. 2.89% of a 50% by weight aqueous lactic acid solution was added to the obtained adduct of secondary alcohol with ethylene oxide on average of 9 moles, and the mixture was thoroughly stirred. 1 mole of the obtained secondary alcohol ethoxylate was placed in a stirring tank No. 11 at a temperature of 10 to 15°C.
While stirring vigorously, 1 mole of chlorosulfonic acid was dropped into the stirring tank over about 1 hour to cause a reaction. After the supply of chlorosulfonic acid was completed, nitrogen gas was supplied into the stirring tank to remove by-product hydrogen chloride gas, and then the reaction solution was neutralized by placing it in an aqueous sodium hydroxide solution while maintaining the temperature at 40°C or less, A secondary alcohol ethoxysulfate aqueous solution was obtained. Liquid detergent compositions shown in Table 1 were prepared using the obtained aqueous solution of secondary alcohol ethylene oxide with an average of 9.0 mol sulfate (Sample-2) as the main detergent active ingredient, and tests were conducted on odor and detergency. The results were as shown in Table 1.
比較例 2
容ffi1000mjステンレス製反応器に炭素数12
〜.14の平均分子量333の第2級アルコールの平均
3モルエトキシレート(日本触媒化学工業■製 商品名
ソフタノールの−30)334゜50、触媒として水
酸化ナトリウム0.6a、工≠レンオキシド265.5
0を仕込み、温度150℃、圧力6.OK!l/mGで
反応させた。得られた第2級アルコールのエチレンオキ
シド平均9モル付加物に85重量%のリン酸水溶液0.
9Qを添加し、よく撹拌した。得られた第2級アルコー
ルエトキシレート1モルを11の撹拌槽に取り温度10
〜15℃に維持し、激しく撹拌しながらクロルスルホン
M1モルを約1時間で撹拌槽内へ滴下し反応せしめた。Comparative example 2 12 carbon atoms in a stainless steel reactor with a capacity of 1000 mj
~. An average of 3 mole ethoxylate of secondary alcohol with an average molecular weight of 333 in 14 (manufactured by Nippon Shokubai Chemical Co., Ltd., trade name: Softanol-30) 334°50, sodium hydroxide 0.6a as a catalyst, and ethylene oxide 265.5
0, temperature 150℃, pressure 6. OK! The reaction was carried out at l/mG. To the resulting secondary alcohol adduct with an average of 9 moles of ethylene oxide was added 0.0% of an 85% by weight aqueous phosphoric acid solution.
9Q was added and stirred well. 1 mol of the obtained secondary alcohol ethoxylate was placed in a stirring tank of 11 and the temperature was 10.
While maintaining the temperature at ~15°C and stirring vigorously, 1 mol of chlorsulfone M was dropped into the stirring tank over about 1 hour to cause a reaction.
クロルスルホン酸の供給終了後撹拌槽内へ窒素ガスを供
給し、副生塩化水素ガスを除去し、ついで40℃以下の
温度に維持しながら反応液を水酸化ナトリウム水溶液中
に入れ中□和せしめ、第2級アルコールエトキシサルフ
ェート水溶液を得た。得られた第2級アルコールのエチ
レンオキシド平均9.0モルサルフデート水溶液(比較
試料−2)を主要洗浄活性成分として第2表の液体洗浄
剤組成物をIi製し、臭気、洗浄力の試験を行なった。After the supply of chlorosulfonic acid was completed, nitrogen gas was supplied into the stirring tank to remove the by-product hydrogen chloride gas, and then the reaction solution was poured into an aqueous sodium hydroxide solution while maintaining the temperature at 40°C or less, and the mixture was allowed to settle. , an aqueous solution of secondary alcohol ethoxysulfate was obtained. Liquid detergent compositions shown in Table 2 were prepared using the obtained secondary alcohol ethylene oxide aqueous sulfate solution (comparative sample-2) with an average of 9.0 mol as the main detergent active ingredient, and the odor and detergency tests were conducted. I did it.
結果は第2表に示すとおりであった。The results were as shown in Table 2.
実施例 3
容ff11000mJ!ステンレス製反応器に炭素数1
2〜14の平均分子a333の第2級アルコールの平均
3モルエトキシレート(日本触媒化学工業側製 商品名
ソフタノール・−30)393q、触媒として水酸化
カリウム1.0G、エチレンオキシド207Qを仕込み
、温度150℃、圧力6.0kg/csfGで反応させ
た。得られた第2級アルコールのエチレンオキシド平均
7モル付加物に50重量%乳酸水溶液3.IGを添加し
、よく撹拌した。得られた第2@アルコールエトキシレ
ート1モルを11の撹拌槽に取り温度10〜15℃に維
持し、激しく撹拌しながらりOルスルホン11モルを約
1時局で撹拌槽内へ滴下し反応せしめた。りOルスルホ
ンーの供給終了tilj!痒槽内へ窒素ガスを供給し、
副生塩化水素ガスを除去し、ついで40℃以下の一度に
維持しながら反応液を水酸化ナトリウム水溶−中に入れ
中和せしめ、第2級アルコールエトキシサルフェート水
溶液を得た。得られた第2級アルコールのエチレンオキ
シド平均7.0モルサルフェート水溶液(試料−3)を
主要洗浄活性成分として第1表の液体洗浄剤組成物を調
製し、臭気、洗浄力の試験を行なり゛た。Example 3 Capacity ff11000mJ! 1 carbon in stainless steel reactor
2 to 14 average 3 mole ethoxylate of secondary alcohol with average molecule a333 (manufactured by Nippon Shokubai Chemical Co., Ltd., trade name Softanol -30) 393q, potassium hydroxide 1.0G and ethylene oxide 207Q as catalysts were charged, and the temperature was 150. The reaction was carried out at a temperature of 6.0 kg/csfG. A 50% by weight aqueous lactic acid solution was added to the obtained secondary alcohol adduct with an average of 7 moles of ethylene oxide.3. Added IG and stirred well. 1 mol of the obtained 2nd alcohol ethoxylate was placed in a stirring tank 11, and the temperature was maintained at 10 to 15°C, and while stirring vigorously, 11 mol of alcohol ethoxylate was dropped into the stirring tank at about 1 hour to react. Ta. The supply of riOrusulfone has ended! Supply nitrogen gas into the itching tank,
By-product hydrogen chloride gas was removed, and then the reaction solution was neutralized in an aqueous sodium hydroxide solution while maintaining the temperature at 40° C. or less to obtain an aqueous solution of secondary alcohol ethoxysulfate. Liquid detergent compositions shown in Table 1 were prepared using the obtained secondary alcohol ethylene oxide 7.0 mol sulfate aqueous solution (Sample-3) as the main detergent active ingredient, and tests were conducted on odor and detergency. Ta.
結果は第1表に□示すとおりであった。The results were as shown in Table 1.
比較例′ 3
容ff11000m1ステンレス製反応器に炭素数−1
2〜14の平均分子t33sの第2級アルコールの平均
3モルエトキシレート(日本触媒化学工業■製 商品名
ソフタノール・−30)393Q゛、゛触媒として水
酸化カリウム1.00.エチレンオキシド207 Q’
を仕込み、温度150℃、圧力6.0kg/dGで反応
させた。得られた第2級アルコールのエチレンオキシド
平均7モル付加物に酢1111.IGを添加し、よく撹
拌した。得られた第2@アルコールエトキシレート1モ
ルを11の撹拌槽に取り温度10〜15℃に維持し゛、
激しく撹′拌しながらクロルスルホン酸1モルを約1時
間で撹□伴槽内へ滴下し反応せしめた。り0ルスルホン
酸の供給終了後撹拌槽内へ窒素ガスを供給し、副生塩化
水素ガスを除去し、ついで40℃以下の温度に維持しな
がら反応液を水酸化ナトリウム水溶液中に入れ中和せし
め、第2級アルコールエトキシサルフェート水溶液を得
た。得られた第2級アルコールのエチレンオキシド平均
7.0モルサルフェート水溶液(比較試料−3)を主要
洗浄活性成分として第2表の液体洗浄剤組成物を調製し
、臭気、洗浄力の試験を行なった。結果は第2表に示す
とおりであった。Comparative example' 3 Carbon number -1 in a stainless steel reactor with a capacity of 11,000 m1
Average 3 mole ethoxylate of secondary alcohol with average molecular weight t33s of 2 to 14 (manufactured by Nippon Shokubai Chemical Co., Ltd., trade name Softanol-30) 393Q゛,゛Potassium hydroxide 1.00. Ethylene oxide 207 Q'
were charged and reacted at a temperature of 150° C. and a pressure of 6.0 kg/dG. To the obtained secondary alcohol adduct with ethylene oxide on average of 7 moles was added vinegar 1111. Added IG and stirred well. 1 mol of the obtained second alcohol ethoxylate was placed in a stirring tank 11 and the temperature was maintained at 10 to 15°C.
While vigorously stirring, 1 mole of chlorosulfonic acid was dropped into the stirring tank over about 1 hour to cause a reaction. After the supply of 0-ru sulfonic acid was completed, nitrogen gas was supplied into the stirring tank to remove by-product hydrogen chloride gas, and then the reaction solution was placed in an aqueous sodium hydroxide solution for neutralization while maintaining the temperature at 40°C or less. , an aqueous solution of secondary alcohol ethoxysulfate was obtained. Liquid detergent compositions shown in Table 2 were prepared using the obtained secondary alcohol ethylene oxide 7.0 mol sulfate aqueous solution (comparative sample-3) as the main detergent active ingredient, and tests were conducted on odor and detergency. . The results were as shown in Table 2.
実施例 4
容量iooomオステンレス製反応器に炭素数10〜1
2の平均分子m306の第2級アルコールの平均3モル
エトキシレー゛ト(日本触媒化学工業■製 商品名 ソ
フタノール・L−30)381g、触媒として水酸化子
トリウム0ン6Q、エチレンオキシド2190を仕込み
、温度150℃、圧力6.0#/dGで反応させた。得
られた第2級アルコールのエチレンオキシド平均7モル
付加物に50重量%乳酸水溶液2.8qを添加し、よく
撹伴した。得られた第2級アルコールエトキシレート1
モルを11の撹拌槽に取り温度10〜15℃に維持し、
激しく撹拌しながらクロルスルホン酸1モルを約1時間
で撹拌槽内へ滴下し反応せしめた。クロルスルホン酸の
供給終了後撹拌槽内へ窒素ガスを供給し、nl生塩化水
素ガスを除去し、ついで40℃以下の温度に維持しなが
ら反応液を水酸化ナトリウム水溶液中に入れ中和せしめ
、第2級アルコールエトキシサルフェート水溶液を得た
。得られた第2級アルコールのエチレンオキシド平均7
.0モルサルフェート水溶液(試料−4)を主要洗浄活
性成分として第1表の液体洗浄剤組成物をm製し、臭気
、洗浄力の試験を行なった。Example 4 A stainless steel reactor with a capacity of 10 to 1 carbon atoms
381 g of an average 3 mole ethoxylate of a secondary alcohol with an average molecule of m306 (manufactured by Nippon Shokubai Chemical Co., Ltd., trade name: Softanol L-30), thorium hydroxide 0-6Q, and ethylene oxide 2190 as catalysts, The reaction was carried out at a temperature of 150° C. and a pressure of 6.0 #/dG. 2.8 q of a 50% by weight aqueous lactic acid solution was added to the obtained secondary alcohol adduct with ethylene oxide on average of 7 moles, and the mixture was thoroughly stirred. Obtained secondary alcohol ethoxylate 1
Take the mole into a stirring tank of 11 and maintain the temperature at 10-15°C,
While vigorously stirring, 1 mole of chlorosulfonic acid was dropped into the stirring tank over about 1 hour to cause a reaction. After the supply of chlorosulfonic acid was completed, nitrogen gas was supplied into the stirring tank to remove the nl raw hydrogen chloride gas, and then the reaction solution was neutralized by placing it in an aqueous sodium hydroxide solution while maintaining the temperature at 40°C or less, A secondary alcohol ethoxysulfate aqueous solution was obtained. The ethylene oxide average of the obtained secondary alcohol was 7
.. Liquid detergent compositions shown in Table 1 were prepared using a 0 mol sulfate aqueous solution (Sample-4) as the main detergent active ingredient, and tested for odor and detergency.
結果は第1表に示すとおりであった。The results were as shown in Table 1.
比較例 4
容fft1000mJステンレス製反応器に炭素数10
〜12の平均分子1306の第2級アルコールの平均3
モルエトキシレート(日本触媒化学工業■製 商品名
ソフタノール・L−30)3810、触媒として水酸化
ナトリウム0.6Q、エチレンオキシド2199を仕込
み、温度150℃、圧力6.0に9/1siGで反応さ
せた。得られた第2級アルコールのエチレンオキシド平
均7モル付加物に酢酸0.9gを添加し、よく撹伴した
。得られた第2級アルコールエトキシレート1モルを1
1の撹拌槽に取り8度10〜15℃に維持し、激しく撹
拌しながらクロルスルホン酸1モルを約1時間で撹拌楢
内へ滴下し反応せしめた。クロルスルホン酸の供給終了
後撹拌槽内へ窒素ガスを供給し、副生塩化水素ガスを除
去し、ついで40℃以下のr!Aaに維持しながら反応
液を水酸化ナトリウム水溶液中に入れ中和せしめ、第2
ti&アルコールエトキシサルフエート水溶液を得た。Comparative example 4 10 carbon atoms in a stainless steel reactor with a capacity of 1000 mJ
An average of 3 to 12 secondary alcohols with an average molecule of 1306
Mol ethoxylate (manufactured by Nippon Shokubai Chemical Co., Ltd. Product name)
Softanol L-30) 3810, sodium hydroxide 0.6Q and ethylene oxide 2199 as catalysts were charged, and the reaction was carried out at a temperature of 150° C. and a pressure of 6.0 at 9/1 siG. 0.9 g of acetic acid was added to the obtained secondary alcohol adduct with ethylene oxide on average of 7 moles, and the mixture was thoroughly stirred. 1 mol of the obtained secondary alcohol ethoxylate
The mixture was placed in a stirring tank of No. 1, maintained at 8° C. and 10 to 15° C., and 1 mole of chlorosulfonic acid was dropped into the stirring tank over about 1 hour while stirring vigorously to cause a reaction. After the supply of chlorosulfonic acid was completed, nitrogen gas was supplied into the stirring tank to remove by-product hydrogen chloride gas, and then r! The reaction solution was neutralized by placing it in an aqueous sodium hydroxide solution while maintaining the temperature at Aa, and the second
An aqueous solution of ti&alcohol ethoxysulfate was obtained.
得られた第2級アルコールのエチレンオキシド平均7.
0モルサルフェート水溶液(比較試料−4)を主要洗浄
活性成分として第2表の液体洗浄剤組成物を調製し、臭
気、洗浄力の試験を行なった。結果は第2表に示すとお
りであった。The average ethylene oxide of the obtained secondary alcohol was 7.
Liquid detergent compositions shown in Table 2 were prepared using a 0 mol sulfate aqueous solution (Comparative Sample-4) as the main detergent active ingredient, and tested for odor and detergency. The results were as shown in Table 2.
実施例 5
容量100.0rrlステンレス製反応器に炭素数12
〜14の平均分子11333の第2級アルコールの平均
3モルエトキシレート(日本触媒化学工業■製 商品名
ソフタノール・−30)393q、触媒として水酸化
ナトリウム0.6g、エチレンオキシド207qを仕込
み、温度150℃、圧力6.0幻/cjGで反応させた
。得られた第2級アルコールのエチレンオキシド平均7
モル付加物にキヨワード−600BuPS12Q添加し
80℃で30分間処理した後ケイソウ土でプレコートし
た口過器に移し触媒を吸着したキヨワード−600BU
PSを除去した。つぎに口過したエチレンオキシド平均
7モル付加物へ50重量%乳酸ナトリウム水溶液3.5
9を添加し、よく撹伴した。得られた乳酸ナトリウムを
含有する第2級アルコールエトキシレート1モルを11
の撹拌槽に取り温度10〜15℃に維持し、激しく撹拌
しながらりOルスルホン!i!21モルを約1時間で撹
拌槽内へ滴下し反応せしめた。クロルスルホン酸の供給
終了後撹拌槽内へ窒素ガスを供給し、副生塩化水素ガス
を除去し、ついで40℃以下の温度に維持しながら反応
液を“水酸化ナトリウム水溶液中に入れ中和せしめ、第
2級アルコールエトキシサルフェート水溶液を得た。得
られた第2級アルコールのエチレンオキシド平均7.0
モルサルフェート水溶液(試料−5)を主要洗浄活性成
分として第1表の液体洗浄剤組成物を調製し、臭気、洗
浄力の試験を行なった。結果は第1表に示すとおりであ
った。Example 5 Capacity 100.0rrl stainless steel reactor with 12 carbon atoms
An average of 3 mole ethoxylate of a secondary alcohol with an average molecular weight of 11,333 (manufactured by Nippon Shokubai Chemical Industry ■) 393q, 0.6g of sodium hydroxide as a catalyst, and 207q of ethylene oxide were charged, and the temperature was 150°C. , the reaction was carried out at a pressure of 6.0 phantom/cjG. The ethylene oxide average of the obtained secondary alcohol was 7
Kyoward-600BuPS12Q was added to the molar adduct, treated at 80°C for 30 minutes, and then transferred to a mouth filter pre-coated with diatomaceous earth to adsorb the catalyst.
PS was removed. Next, 3.5% of a 50% by weight aqueous sodium lactate solution was added to the average 7 mol adduct of ethylene oxide.
9 was added and stirred well. 1 mole of the obtained secondary alcohol ethoxylate containing sodium lactate was added to 11
Add the sulfone to a stirring tank, maintain the temperature at 10-15℃, and stir vigorously. i! 21 mol of the solution was added dropwise into the stirring tank over about 1 hour to cause a reaction. After the supply of chlorosulfonic acid was completed, nitrogen gas was supplied into the stirring tank to remove by-product hydrogen chloride gas, and then the reaction solution was neutralized by placing it in an aqueous sodium hydroxide solution while maintaining the temperature at 40°C or less. , an aqueous solution of secondary alcohol ethoxysulfate was obtained.The average ethylene oxide content of the obtained secondary alcohol was 7.0.
Liquid detergent compositions shown in Table 1 were prepared using an aqueous molsulfate solution (Sample-5) as the main detergent active ingredient, and tested for odor and detergency. The results were as shown in Table 1.
比較例 5
容ff11000m!ステンレス製反応器に炭素数12
〜14の平均分子量333の第2級アルコールの平均3
モルエトキシレート(日本触媒化学工業a製 商品名
ソフタノール・−30)393Q1触媒として水酸化ナ
トリウム0.6g、エチレンオキシド207Qを仕込み
、温度150℃、圧力6.06/ajGで反応させた。Comparative example 5 Capacity ff11000m! 12 carbon atoms in stainless steel reactor
An average of 3 to 14 secondary alcohols with an average molecular weight of 333
Mole ethoxylate (manufactured by Nippon Shokubai Kagaku Kogyo A, product name)
Softanol-30) 393Q1 0.6 g of sodium hydroxide and 207Q of ethylene oxide were charged as catalysts, and the reaction was carried out at a temperature of 150° C. and a pressure of 6.06/ajG.
得られた第2級アルコールのエチレンオキシド平均7モ
ル付加物にキヨワード−600BLIPS12a添加し
80℃で30分間処理した後ケイソウ土でプ、レコード
した口過器に移し触媒を吸着したキヨワード−600S
LIPSを除去した。つぎに口過して得られた第2級ア
ルコールエトキシレート1モルを11の撹拌槽に取り温
[10〜15℃に維持し、激しく撹拌しながらり0ルス
ルホン!i11モルを約1時間で撹拌槽内へ滴下し反応
せしめた。クロルスルホン酸の供給終了後撹拌槽内へ窒
素ガスを供給し、副生塩化水素ガスを除去し、ついで4
0℃以下の温痕に維持しながら反応液を水酸化ナトリウ
ム水溶液中に入れ中和せしめ、第2級アルコールエトキ
シサルフェート水溶液を得た。得られた第2級アルコー
ルのエチレンオキシド平均7.0モルサルフェート水溶
液(比較試料−5)を主要洗浄活性成分として第2表の
液体洗浄剤組成物を調製し、臭気、洗浄力の試験を行な
った。結果は第2表に示すとおりであった。Kyoward-600BLIPS12a was added to the resulting adduct of secondary alcohol with ethylene oxide on average of 7 mols, and the mixture was treated at 80°C for 30 minutes, then transferred to a filter made of diatomaceous earth and recorded, and Kyoward-600S adsorbed with the catalyst.
LIPS was removed. Next, 1 mole of the secondary alcohol ethoxylate obtained by mouth-filtering was placed in a stirring tank of 11, maintained at a temperature of 10 to 15°C, and stirred vigorously until 0 lsulfone was added. 11 mol of i was dropped into the stirring tank over about 1 hour to cause a reaction. After the supply of chlorosulfonic acid was completed, nitrogen gas was supplied into the stirring tank to remove by-product hydrogen chloride gas, and then
The reaction solution was neutralized in an aqueous sodium hydroxide solution while maintaining the temperature at 0° C. or lower to obtain an aqueous solution of secondary alcohol ethoxysulfate. Liquid detergent compositions shown in Table 2 were prepared using the obtained secondary alcohol ethylene oxide 7.0 mol sulfate aqueous solution (comparative sample-5) as the main detergent active ingredient, and tests were conducted on odor and detergency. . The results were as shown in Table 2.
(発明の効果)
アルコール類とエチレンオキシドとを反応させて得られ
たアルコール類エトキシレートに乳酸および/または乳
酸塩を含有させて後、硫酸化して得られたアルコール類
エトキシサルフェートは、臭気の経時変化が極めて少な
くなる効果を発揮することがわかった。さらに得られた
アルコール類エトキシサルフェートは界面活性剤として
広い分野で使用できる効果を有する。(Effect of the invention) Alcohol ethoxysulfate obtained by reacting alcohol and ethylene oxide with lactic acid and/or lactate and then sulfating the alcohol ethoxysulfate has a change in odor over time. It was found that the effect of reducing the amount of Furthermore, the obtained alcohol ethoxysulfate has the effect of being usable in a wide range of fields as a surfactant.
Claims (7)
シサルフェートを洗浄活性成分として含有する液体洗浄
剤組成物において、該洗浄活性成分が乳酸および/また
は乳酸塩を含有する炭素数8〜20の脂肪族第2級アル
コールエトキシサルフェートであることを特徴とする液
体洗浄剤組成物。(1) In a liquid detergent composition containing an aliphatic secondary alcohol ethoxy sulfate having 8 to 20 carbon atoms as a cleaning active ingredient, the cleaning active ingredient has 8 to 20 carbon atoms and contains lactic acid and/or lactate. A liquid cleaning composition characterized in that it is an aliphatic secondary alcohol ethoxy sulfate.
20の脂肪族第2級アルコールエトキシサルフエートが
炭素数8〜20の脂肪族第2級アルコール低モルエトキ
シレートとエチレンオキシドとをアルカリ触媒の存在下
に反応させて得られる未中和の炭素数8〜20の脂肪族
第2級アルコールエトキシレートに乳酸を中和剤として
添加し、さらに硫酸化して得られたものである特許請求
の範囲第1項記載の液体洗浄剤組成物。(2) Containing lactic acid and/or lactate with 8 or more carbon atoms
20 aliphatic secondary alcohol ethoxy sulfate is an unneutralized 8-carbon aliphatic secondary alcohol ethoxy sulfate obtained by reacting a C8-20 aliphatic secondary alcohol low mole ethoxylate with ethylene oxide in the presence of an alkali catalyst. 2. The liquid detergent composition according to claim 1, which is obtained by adding lactic acid as a neutralizing agent to the aliphatic secondary alcohol ethoxylate of 1 to 20 and further sulfating it.
20の脂肪族第2級アルコールエトキシサルフエートが
炭素数8〜20の脂肪族第2級アルコール低モルエトキ
シレートとエチレンオキシドとをアルカリ触媒の存在下
に反応させて得られる未中和の炭素数8〜20の脂肪族
第2級アルコールエトキシレートの触媒を中和した状態
または口過によって触媒を除去した炭素数8〜20の脂
肪族第2級アルコールエトキシレートに乳酸および/ま
たは乳酸塩を添加し、さらに硫酸化して得られたもので
ある特許請求の範囲第1項記載の液体洗浄剤組成物。(3) Contains lactic acid and/or lactate and has 8 or more carbon atoms
20 aliphatic secondary alcohol ethoxy sulfate is an unneutralized 8-carbon aliphatic secondary alcohol ethoxy sulfate obtained by reacting a C8-20 aliphatic secondary alcohol low mole ethoxylate with ethylene oxide in the presence of an alkali catalyst. Adding lactic acid and/or lactate to an aliphatic secondary alcohol ethoxylate having 8 to 20 carbon atoms from which the catalyst has been neutralized or from which the catalyst has been removed by filtration. The liquid cleaning composition according to claim 1, which is obtained by further sulfating the composition.
8〜20のn−パラフィンをホウ素化合物の存在下、分
子状酸素で液相酸化して得られたランダム第2級アルコ
ールにエチレンオキシドを付加した付加物を、さらに硫
酸化して得られたものである特許請求の範囲第1項記載
の液体洗浄剤組成物。(4) Secondary alcohol ethoxy sulfate is added by adding ethylene oxide to a random secondary alcohol obtained by liquid phase oxidation of n-paraffin having 8 to 20 carbon atoms with molecular oxygen in the presence of a boron compound. The liquid cleaning composition according to claim 1, which is obtained by further sulfating the composition.
範囲第1項記載の液体洗浄剤組成物。(5) The liquid cleaning composition according to claim 1, wherein the lactate is an alkali metal salt of lactic acid.
1項記載の液体洗浄剤組成物。(6) The liquid cleaning composition according to claim 1, wherein the lactate is sodium lactate.
項記載の液体洗浄剤組成物。(7) Claim 1 in which the lactate is potassium lactate
The liquid cleaning composition described in Section 1.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61181873A JPH0726113B2 (en) | 1986-08-04 | 1986-08-04 | Liquid detergent composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61181873A JPH0726113B2 (en) | 1986-08-04 | 1986-08-04 | Liquid detergent composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6339993A true JPS6339993A (en) | 1988-02-20 |
JPH0726113B2 JPH0726113B2 (en) | 1995-03-22 |
Family
ID=16108345
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61181873A Expired - Lifetime JPH0726113B2 (en) | 1986-08-04 | 1986-08-04 | Liquid detergent composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0726113B2 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5565598A (en) * | 1992-06-01 | 1996-10-15 | Henkel Kommanditgesellschaft Auf Aktien | Process for the production of substantially odorless fatty alcohol ethersulfate salts |
WO2021049492A1 (en) * | 2019-09-09 | 2021-03-18 | 株式会社日本触媒 | Higher secondary alcohol alkoxylate precursor, higher secondary alcohol alkoxylate adduct, and higher secondary alkyl ether sulfuric acid ester salt, and production methods therefor |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5262316A (en) * | 1975-11-19 | 1977-05-23 | Nitto Chem Ind Co Ltd | Production of odorless detergent |
JPS5271510A (en) * | 1975-12-12 | 1977-06-15 | Shiseido Co Ltd | Method for preventing deterioration of perfumes in soap |
JPS56133256A (en) * | 1980-03-24 | 1981-10-19 | Nippon Shokubai Kagaku Kogyo Co Ltd | Production of high-purity higher secondary alcohol ethoxy sulfate |
JPS5728199A (en) * | 1980-07-28 | 1982-02-15 | Jiyonson Kk | Liquid detergent composition |
JPS6112798A (en) * | 1984-06-27 | 1986-01-21 | ライオン株式会社 | Bath liquid detergent composition |
-
1986
- 1986-08-04 JP JP61181873A patent/JPH0726113B2/en not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5262316A (en) * | 1975-11-19 | 1977-05-23 | Nitto Chem Ind Co Ltd | Production of odorless detergent |
JPS5271510A (en) * | 1975-12-12 | 1977-06-15 | Shiseido Co Ltd | Method for preventing deterioration of perfumes in soap |
JPS56133256A (en) * | 1980-03-24 | 1981-10-19 | Nippon Shokubai Kagaku Kogyo Co Ltd | Production of high-purity higher secondary alcohol ethoxy sulfate |
JPS5728199A (en) * | 1980-07-28 | 1982-02-15 | Jiyonson Kk | Liquid detergent composition |
JPS6112798A (en) * | 1984-06-27 | 1986-01-21 | ライオン株式会社 | Bath liquid detergent composition |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5565598A (en) * | 1992-06-01 | 1996-10-15 | Henkel Kommanditgesellschaft Auf Aktien | Process for the production of substantially odorless fatty alcohol ethersulfate salts |
WO2021049492A1 (en) * | 2019-09-09 | 2021-03-18 | 株式会社日本触媒 | Higher secondary alcohol alkoxylate precursor, higher secondary alcohol alkoxylate adduct, and higher secondary alkyl ether sulfuric acid ester salt, and production methods therefor |
JPWO2021049492A1 (en) * | 2019-09-09 | 2021-03-18 | ||
CN114269807A (en) * | 2019-09-09 | 2022-04-01 | 株式会社日本触媒 | Higher secondary alcohol alkoxylate precursor, higher secondary alcohol alkoxylate adduct, and higher secondary alkyl ether sulfate, and processes for producing these |
Also Published As
Publication number | Publication date |
---|---|
JPH0726113B2 (en) | 1995-03-22 |
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