JP2011001504A - Detergent composition for kitchen use - Google Patents
Detergent composition for kitchen use Download PDFInfo
- Publication number
- JP2011001504A JP2011001504A JP2009147168A JP2009147168A JP2011001504A JP 2011001504 A JP2011001504 A JP 2011001504A JP 2009147168 A JP2009147168 A JP 2009147168A JP 2009147168 A JP2009147168 A JP 2009147168A JP 2011001504 A JP2011001504 A JP 2011001504A
- Authority
- JP
- Japan
- Prior art keywords
- group
- carbon atoms
- alkyl
- acid
- general formula
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 46
- 239000003599 detergent Substances 0.000 title claims abstract description 30
- 239000004094 surface-active agent Substances 0.000 claims abstract description 42
- -1 oxypropylene group Chemical group 0.000 claims description 118
- 125000004432 carbon atom Chemical group C* 0.000 claims description 113
- 125000000217 alkyl group Chemical group 0.000 claims description 71
- 150000001875 compounds Chemical class 0.000 claims description 31
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 24
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 20
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 19
- 239000000194 fatty acid Substances 0.000 claims description 19
- 229930195729 fatty acid Natural products 0.000 claims description 19
- 150000004665 fatty acids Chemical class 0.000 claims description 19
- 125000006353 oxyethylene group Chemical group 0.000 claims description 18
- 125000003342 alkenyl group Chemical group 0.000 claims description 15
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 15
- 150000007524 organic acids Chemical class 0.000 claims description 9
- 150000001450 anions Chemical class 0.000 claims description 8
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 8
- 125000002252 acyl group Chemical group 0.000 claims description 7
- 125000004945 acylaminoalkyl group Chemical group 0.000 claims description 7
- 125000005041 acyloxyalkyl group Chemical group 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 6
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- 229910006069 SO3H Inorganic materials 0.000 claims description 4
- 239000006260 foam Substances 0.000 abstract description 39
- 230000002688 persistence Effects 0.000 abstract description 31
- 238000005187 foaming Methods 0.000 abstract description 20
- 238000004519 manufacturing process Methods 0.000 description 36
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 19
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 14
- 238000004140 cleaning Methods 0.000 description 14
- 238000001816 cooling Methods 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 12
- 238000000034 method Methods 0.000 description 12
- 150000003839 salts Chemical class 0.000 description 12
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 10
- QVFOGJXHRGAFSH-UHFFFAOYSA-N acetic acid;1-dodecoxydodecane Chemical compound CC(O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC QVFOGJXHRGAFSH-UHFFFAOYSA-N 0.000 description 10
- 229910052799 carbon Inorganic materials 0.000 description 10
- 239000002736 nonionic surfactant Substances 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 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 8
- 125000002947 alkylene group Chemical group 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 229910052708 sodium Inorganic materials 0.000 description 8
- 239000011734 sodium Substances 0.000 description 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 7
- 239000003240 coconut oil Substances 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000002280 amphoteric surfactant Substances 0.000 description 6
- 239000003945 anionic surfactant Substances 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 239000007921 spray Substances 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 235000019864 coconut oil Nutrition 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000004442 acylamino group Chemical group 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 3
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 3
- 108090000790 Enzymes Proteins 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 229960003237 betaine Drugs 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 239000002738 chelating agent 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
- 239000003086 colorant Substances 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 239000000645 desinfectant Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000001033 ether group Chemical group 0.000 description 3
- 239000003925 fat Substances 0.000 description 3
- 235000019197 fats Nutrition 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000003205 fragrance Substances 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 150000002763 monocarboxylic acids Chemical class 0.000 description 3
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 150000003014 phosphoric acid esters Chemical class 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000005956 quaternization reaction Methods 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 2
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- VKPPFDPXZWFDFA-UHFFFAOYSA-N 2-chloroethanamine Chemical compound NCCCl VKPPFDPXZWFDFA-UHFFFAOYSA-N 0.000 description 2
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 108010077895 Sarcosine Proteins 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000007259 addition reaction Methods 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 239000002168 alkylating agent Substances 0.000 description 2
- 229940100198 alkylating agent Drugs 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- 229940024606 amino acid Drugs 0.000 description 2
- 235000001014 amino acid Nutrition 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- FUWUEFKEXZQKKA-UHFFFAOYSA-N beta-thujaplicin Chemical compound CC(C)C=1C=CC=C(O)C(=O)C=1 FUWUEFKEXZQKKA-UHFFFAOYSA-N 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- WLWKIJKUDWYINL-UHFFFAOYSA-N cyclohexane-1,1,2,2,3,3-hexacarboxylic acid Chemical compound OC(=O)C1(C(O)=O)CCCC(C(O)=O)(C(O)=O)C1(C(O)=O)C(O)=O WLWKIJKUDWYINL-UHFFFAOYSA-N 0.000 description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- VVTGHWARMCSPKY-UHFFFAOYSA-N dodecan-1-amine;oxirane Chemical compound C1CO1.CCCCCCCCCCCCN VVTGHWARMCSPKY-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 125000002463 lignoceryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000001103 potassium chloride Substances 0.000 description 2
- 235000011164 potassium chloride Nutrition 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 229940043230 sarcosine Drugs 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 229940035044 sorbitan monolaurate Drugs 0.000 description 2
- 239000001593 sorbitan monooleate Substances 0.000 description 2
- 235000011069 sorbitan monooleate Nutrition 0.000 description 2
- 229940035049 sorbitan monooleate Drugs 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 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
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- WMBWREPUVVBILR-WIYYLYMNSA-N (-)-Epigallocatechin-3-o-gallate Chemical compound O([C@@H]1CC2=C(O)C=C(C=C2O[C@@H]1C=1C=C(O)C(O)=C(O)C=1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 WMBWREPUVVBILR-WIYYLYMNSA-N 0.000 description 1
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- VCVKIIDXVWEWSZ-YFKPBYRVSA-N (2s)-2-[bis(carboxymethyl)amino]pentanedioic acid Chemical compound OC(=O)CC[C@@H](C(O)=O)N(CC(O)=O)CC(O)=O VCVKIIDXVWEWSZ-YFKPBYRVSA-N 0.000 description 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-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
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- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- WRKCIHRWQZQBOL-UHFFFAOYSA-N phosphoric Acid Monooctyl Ester Natural products CCCCCCCCOP(O)(O)=O WRKCIHRWQZQBOL-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 235000019419 proteases Nutrition 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
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- 229960001755 resorcinol Drugs 0.000 description 1
- BTURAGWYSMTVOW-UHFFFAOYSA-M sodium dodecanoate Chemical compound [Na+].CCCCCCCCCCCC([O-])=O BTURAGWYSMTVOW-UHFFFAOYSA-M 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 229940082004 sodium laurate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- URLJMZWTXZTZRR-UHFFFAOYSA-N sodium myristyl sulfate Chemical compound CCCCCCCCCCCCCCOS(O)(=O)=O URLJMZWTXZTZRR-UHFFFAOYSA-N 0.000 description 1
- 229960000776 sodium tetradecyl sulfate Drugs 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- 150000008054 sulfonate salts Chemical class 0.000 description 1
- CSMFSDCPJHNZRY-UHFFFAOYSA-N sulfuric acid monodecyl ester Natural products CCCCCCCCCCOS(O)(=O)=O CSMFSDCPJHNZRY-UHFFFAOYSA-N 0.000 description 1
- UZZYXUGECOQHPU-UHFFFAOYSA-N sulfuric acid monooctyl ester Natural products CCCCCCCCOS(O)(=O)=O UZZYXUGECOQHPU-UHFFFAOYSA-N 0.000 description 1
- QHKIWQPIFXRUOW-UHFFFAOYSA-N tetracosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCN QHKIWQPIFXRUOW-UHFFFAOYSA-N 0.000 description 1
- 125000005063 tetradecenyl group Chemical group C(=CCCCCCCCCCCCC)* 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229930007845 β-thujaplicin Natural products 0.000 description 1
Landscapes
- Detergent Compositions (AREA)
Abstract
【課題】洗浄性に優れ、かつ起泡性及び泡の持続性に優れた台所用洗浄剤組成物を提供する。
【解決手段】一般式（１）で表される界面活性剤（Ａ）を必須成分として含有してなる台所用洗浄剤組成物。
【選択図】なしDisclosed is a kitchen detergent composition having excellent detergency and excellent foaming properties and foam persistence.
A kitchen cleaner composition comprising a surfactant (A) represented by the general formula (1) as an essential component.
[Selection figure] None
Description
本発明は、台所用洗浄剤組成物に関する。 The present invention relates to a kitchen detergent composition.
従来より、台所に用いられる洗剤としては、アルキルエーテルサルフェート等のアニオン性界面活性剤を主成分としたものが主流となっている。しかしながらアルキルエーテルサルフェートは、泡立ちは優れるものの油脂に対する洗浄性が悪いという問題があった。そこで、油脂に対する洗浄性を改良する目的で、硫酸エステル又はスルホネート型アニオン性界面活性剤、特定のアルコキシレート型非イオン性界面活性剤及び脂肪酸塩を配合したもの（特許文献１）や、特定のアルコキシレート型非イオン性界面活性剤及びアルキルジエタノールアミドを配合したもの（特許文献２）が提案されている。
しかしながら、特許文献１及び特許文献２に記載の洗浄剤組成物は、油脂に対する洗浄性は良好であるが、起泡性及び泡の持続性が十分でないという課題がある。
Conventionally, detergents used in kitchens are mainly composed of an anionic surfactant such as alkyl ether sulfate. However, the alkyl ether sulfate has a problem that it is excellent in foaming but has poor detergency for fats and oils. Therefore, for the purpose of improving the detergency to fats and oils, a compound containing a sulfate ester or sulfonate type anionic surfactant, a specific alkoxylate type nonionic surfactant and a fatty acid salt (Patent Document 1), a specific type The thing (patent document 2) which mix | blended the alkoxylate type nonionic surfactant and alkyl diethanolamide is proposed.
However, the cleaning compositions described in Patent Document 1 and Patent Document 2 have good detergency against fats and oils, but have a problem that foamability and foam persistence are not sufficient.
本発明は、洗浄性に優れ、かつ起泡性及び泡の持続性に優れた台所用洗浄剤組成物を提供することを目的とする。 An object of this invention is to provide the cleaning composition for kitchens which was excellent in cleaning property, and was excellent in foaming property and the sustainability of foam.
本発明者らは、上記の目的を達成するべく鋭意研究を重ねた結果、本発明に到達した。
すなわち、本発明は、下記一般式（１）で表される界面活性剤（Ａ）を必須成分として含有してなる台所用洗浄剤組成物である。
The inventors of the present invention have arrived at the present invention as a result of intensive studies to achieve the above object.
That is, this invention is a detergent composition for kitchens containing surfactant (A) represented by following General formula (1) as an essential component.
式中、Ｒ1は炭素数８〜２４のアルキル基又はアルケニル基、炭素数８〜２４のアシル基と炭素数１〜６のアルキル基を有するアシロキシアルキル基又はアシルアミノアルキル基、炭素数８〜２４のアルキル基と１〜１０個の炭素数２〜４のオキシアルキレン基を有するアルキル（ポリ）オキシアルキレン基及び炭素数８〜２４のアリールアルキル基からなる群から選ばれる１種以上；Ｒ2は水素原子、炭素数１〜８のアルキル基又はヒドロキシアルキル基、フェニル基及び炭素数７〜１４のアリールアルキル基からなる群から選ばれる１種以上；ＥＯはオキシエチレン基、ＰＯはオキシプロピレン基を表す；ｎ１及びｎ３はそれぞれ独立して１〜１００の数；ｎ２及びｎ４はそれぞれ独立して０〜２０の数；［（ＥＯ）n1・（ＰＯ）n2］及び［（ＥＯ）n3・（ＰＯ）n4］は、ＥＯ及びＰＯがランダム付加及び／又はブロック付加した基；ｆは１〜６の整数であり、Ｘｆ−はｆ価の有機酸のアニオンを表す。 In the formula, R1 is an alkyl group or alkenyl group having 8 to 24 carbon atoms, an acyloxyalkyl group or acylaminoalkyl group having an acyl group having 8 to 24 carbon atoms and an alkyl group having 1 to 6 carbon atoms, or 8 to 8 carbon atoms. One or more selected from the group consisting of an alkyl (poly) oxyalkylene group having 24 alkyl groups and 1-10 oxyalkylene groups having 2 to 4 carbon atoms and an arylalkyl group having 8 to 24 carbon atoms; One or more selected from the group consisting of a hydrogen atom, an alkyl or hydroxyalkyl group having 1 to 8 carbon atoms, a phenyl group and an arylalkyl group having 7 to 14 carbon atoms; EO represents an oxyethylene group, PO represents an oxypropylene group represents; n1 and n3 the number of independently 1 to 100; the number of n2 and n4 each independently 0~20; [(EO) n1 · (PO) n2] and (EO) n3 · (PO) n4] is, EO and PO random addition and / or block addition the group; f is an integer from 1 to 6, XF-represents an anion of f-valent organic acid.
本発明の台所用洗浄剤組成物は、洗浄性、起泡性及び泡の持続性に優れる、といった効果を奏する。 The kitchen detergent composition of the present invention has the effect of being excellent in cleaning properties, foaming properties and foam sustainability.
本発明の台所用洗浄剤組成物は、一般式（１）で表される界面活性剤（Ａ）を必須成分として含有することを特徴とする。 The kitchen detergent composition of the present invention is characterized by containing the surfactant (A) represented by the general formula (1) as an essential component.
一般式（１）において、Ｒ1は炭素数８〜２４のアルキル基又はアルケニル基、炭素数８〜２４のアシル基と炭素数１〜６のアルキル基を有するアシロキシアルキル基又はアシルアミノアルキル基、炭素数８〜２４のアルキル基と１〜１０個の炭素数２〜４のオキシアルキレン基を有するアルキル（ポリ）オキシアルキレン基及び炭素数８〜２４のアリールアルキル基からなる群から選ばれる１種以上である。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、炭素数８〜２４のアルキル基又はアルケニル基である。 In the general formula (1), R1 is an alkyl group or alkenyl group having 8 to 24 carbon atoms, an acyloxyalkyl group or acylaminoalkyl group having an acyl group having 8 to 24 carbon atoms and an alkyl group having 1 to 6 carbon atoms, One kind selected from the group consisting of an alkyl group having 8 to 24 carbon atoms and an alkyl (poly) oxyalkylene group having 1 to 10 oxyalkylene groups having 2 to 4 carbon atoms and an arylalkyl group having 8 to 24 carbon atoms That's it. Of these, alkyl groups or alkenyl groups having 8 to 24 carbon atoms are preferred from the viewpoints of detergency, foamability and foam persistence.
炭素数が８〜２４のアルキル基としては、直鎖若しくは分岐のアルキル基又はシクロアルキル基が挙げられ、例えばｎ−オクチル基、イソオクチル基、２−エチルヘキシル基、ｎ−ノニル基、イソノニル基、ｎ−デシル基、イソデシル基、ｎ−ドデシル基、イソドデシル基、ｎ−トリデシル基、イソトリデシル基、ｎ−テトラデシル基、イソ−テトラデシル基、ｎ−ヘキサデシル基、イソヘキサデシル基、ｎ−ステアリル基、イソステアリル基、ｎ−ノナデシル基、ｎ−エイコシル基及びｎ−テトラコシル基等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、炭素数が１２〜２０のアルキル基であり、更に好ましいのは１２〜１８のアルキル基であり、特に好ましいのは１２〜１６のアルキル基である。 Examples of the alkyl group having 8 to 24 carbon atoms include linear or branched alkyl groups or cycloalkyl groups, such as n-octyl group, isooctyl group, 2-ethylhexyl group, n-nonyl group, isononyl group, n -Decyl group, isodecyl group, n-dodecyl group, isododecyl group, n-tridecyl group, isotridecyl group, n-tetradecyl group, iso-tetradecyl group, n-hexadecyl group, isohexadecyl group, n-stearyl group, isostearyl Group, n-nonadecyl group, n-eicosyl group, n-tetracosyl group and the like. Among these, the alkyl group having 12 to 20 carbon atoms is preferable from the viewpoint of detergency, foaming property and foam persistence, and an alkyl group having 12 to 18 carbon atoms is more preferable, and particularly preferable. Are 12 to 16 alkyl groups.
炭素数が８〜２４のアルケニル基としては、例えばオクテニル基、デセニル基、ウンデセニル基、ドデセニル基、テトラデセニル基、ヘキサデセニル基、オクタデセニル基、オレイル基及びガドレイル基等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、炭素数が１２〜２０のアルケニル基であり、更に好ましいのは１２〜１８のアルケニル基であり、特に好ましいのは１２〜１６のアルケニル基である。 Examples of the alkenyl group having 8 to 24 carbon atoms include octenyl group, decenyl group, undecenyl group, dodecenyl group, tetradecenyl group, hexadecenyl group, octadecenyl group, oleyl group, and gadryl group. Among these, the alkenyl group having 12 to 20 carbon atoms is preferable from the viewpoint of detergency, foaming property and foam persistence, and more preferable is an alkenyl group having 12 to 18 carbon atoms, and particularly preferable. Are 12 to 16 alkenyl groups.
炭素数８〜２４のアシル基を有し、かつ炭素数１〜６のアルキル基を有するアシロキシアルキル基としては、例えばラウロイロキシエチル基、ラウロイロキシプロピル基、ステアロイロキシエチル基、ステアロイロキシプロピル基、オレオイロキシエチル基及びオレオイロキシプロピル基等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、炭素数１２〜２０のアシル基を有しかつ炭素数１〜４のアルキル基を有するアシロキシアルキル基であり、更に好ましいのは、炭素数１２〜１８のアシル基を有しかつ炭素数１又は２のアルキル基を有するアシロキシアルキル基であり、特に好まいのは、１２〜１６のアシル基を有しかつ炭素数１又は２のアルキル基を有するアシロキシアルキル基である。 Examples of the acyloxyalkyl group having an acyl group having 8 to 24 carbon atoms and having an alkyl group having 1 to 6 carbon atoms include, for example, lauroyloxyethyl group, lauroyloxypropyl group, stearoyloxyethyl group, stear Examples include a leuoxypropyl group, an oleoyloxyethyl group, and an oleoyloxypropyl group. Among these, an acyloxyalkyl group having an acyl group having 12 to 20 carbon atoms and an alkyl group having 1 to 4 carbon atoms is preferable from the viewpoint of detergency, foamability and foam persistence. More preferred are acyloxyalkyl groups having an acyl group having 12 to 18 carbon atoms and having an alkyl group having 1 or 2 carbon atoms, and particularly preferred are those having an acyl group having 12 to 16 carbon atoms. And an acyloxyalkyl group having an alkyl group having 1 or 2 carbon atoms.
炭素数８〜２４のアシルアミノ基を有し、かつ炭素数１〜６のアルキル基を有するアシルアミノアルキル基としては、例えばラウラミドエチル基、ラウラミドプロピル基、ステアラミドエチル基及びステアラミドプロピル基等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、炭素数１２〜２０のアシルアミノ基を有しかつ炭素数１〜４のアルキル基を有するアシルアミノアルキル基であり、更に好ましいのは、炭素数１２〜１８のアシルアミノ基を有しかつ炭素数１又は２のアルキル基を有するアシルアミノアルキル基であり、特に好ましいのは、１２〜１６のアシルアミノ基を有しかつ炭素数１又は２のアルキル基を有するアシルアミノアルキル基である。 Examples of the acylaminoalkyl group having an acylamino group having 8 to 24 carbon atoms and an alkyl group having 1 to 6 carbon atoms include lauramidoethyl group, lauramidopropyl group, stearamidoethyl group, and stearamidopropyl group. Etc. Of these, acylaminoalkyl groups having an acylamino group having 12 to 20 carbon atoms and an alkyl group having 1 to 4 carbon atoms are preferable from the viewpoints of detergency, foaming properties and foam persistence. Further, an acylaminoalkyl group having an acylamino group having 12 to 18 carbon atoms and having an alkyl group having 1 or 2 carbon atoms, particularly preferably having an acylamino group having 12 to 16 carbon atoms, and An acylaminoalkyl group having an alkyl group having 1 or 2 carbon atoms.
炭素数８〜２４のアルキル基を有し、かつ１〜１０個の炭素数２〜４のオキシアルキレン基を有するアルキル（ポリ）オキシアルキレン基（オキシアルキレン基の重合度＝１〜１０）としては、例えばラウリルポリオキシエチレン基（オキシエチレン基の重合度＝６）及びヘキサデシルポリオキシエチレン基（オキシエチレン基の重合度＝６）等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、炭素数１２〜２０のアルキル基を有しかつ１〜１０個の炭素数２又は３のアルキル基を有するアルキル（ポリ）オキシアルキレン基であり、更に好ましいのは、炭素数１２〜１８のアルキル基を有しかつ１〜１０個の炭素数２又は３はアルキル基を有するアルキル（ポリ）オキシアルキレン基であり、特に好ましいのは、炭素数１２〜１６のアルキル基を有しかつ１〜１０個の炭素数２又は３はアルキル基を有するアルキル（ポリ）オキシアルキレン基である。 As an alkyl (poly) oxyalkylene group having an alkyl group having 8 to 24 carbon atoms and an oxyalkylene group having 1 to 10 carbon atoms and 2 to 4 carbon atoms (degree of polymerization of oxyalkylene group = 1 to 10) Examples thereof include lauryl polyoxyethylene group (degree of polymerization of oxyethylene group = 6) and hexadecyl polyoxyethylene group (degree of polymerization of oxyethylene group = 6). Among these, alkyl having 12 to 20 carbon atoms and 1 to 10 carbon atoms 2 or 3 is preferable from the viewpoints of detergency, foaming properties and foam persistence. It is a (poly) oxyalkylene group, more preferably an alkyl (poly) oxyalkylene group having an alkyl group having 12 to 18 carbon atoms and 1 to 10 carbon atoms having 2 or 3 alkyl groups. Particularly preferred is an alkyl (poly) oxyalkylene group having an alkyl group having 12 to 16 carbon atoms and having 1 to 10 carbon atoms having 2 or 3 alkyl groups.
炭素数８〜２４のアリールアルキル基としては、例えば６−フェニルヘキシル基、７−フェニルヘプチル基、８−フェニルオクチル基、１０−フェニルデシル基及び１２−フェニルドデシル基等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、アルキル基の炭素数が２〜１８の炭素数８〜２４のアリールアルキル基である。 Examples of the arylalkyl group having 8 to 24 carbon atoms include 6-phenylhexyl group, 7-phenylheptyl group, 8-phenyloctyl group, 10-phenyldecyl group, and 12-phenyldodecyl group. Among these, from the viewpoints of detergency, foamability and foam persistence, an alkyl group having 2 to 18 carbon atoms and an arylalkyl group having 8 to 24 carbon atoms is preferable.
一般式（１）におけるＲ2は、水素原子、炭素数１〜８のアルキル基又はヒドロキシアルキル基、フェニル基及び炭素数７〜１４のアリールアルキル基からなる群から選ばれる１種以上を表す。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、水素原子、炭素数１〜８のアルキル基及び炭素数１〜８のヒドロキシアルキル基である。 R2 in the general formula (1) represents one or more selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or a hydroxyalkyl group, a phenyl group and an arylalkyl group having 7 to 14 carbon atoms. Among these, a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, and a hydroxyalkyl group having 1 to 8 carbon atoms are preferable from the viewpoints of detergency, foaming property, and foam persistence.
炭素数が１〜８のアルキル基としては、直鎖若しくは分岐のアルキル基又はシクロアルキル基が挙げられ、例えばメチル基、エチル基、ｎ−プロピル基、イソプロピル基、ｎ−ブチル基、イソブチル基、ｎ−ペンチル基、イソペンチル基、ｎ−ヘキシル基、ｎ−オクチル基及び２−エチルヘキシル基等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、炭素数が１〜６のアルキル基であり、更に好ましいのは炭素数が１〜４のアルキル基であり、特に好ましいのは炭素数が１又は２のアルキル基である。 Examples of the alkyl group having 1 to 8 carbon atoms include linear or branched alkyl groups or cycloalkyl groups, such as methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, Examples include n-pentyl group, isopentyl group, n-hexyl group, n-octyl group, and 2-ethylhexyl group. Among these, the alkyl group having 1 to 6 carbon atoms is preferable from the viewpoint of detergency, foaming property and foam persistence, and more preferable is an alkyl group having 1 to 4 carbon atoms, Particularly preferred is an alkyl group having 1 or 2 carbon atoms.
炭素数が１〜８のヒドロキシアルキル基としては、例えばヒドロキシメチル基、２−ヒドロキシエチル基、３−ヒドロキシプロピル基、４−ヒドロキシブチル基、５−ヒドロキシペンチル基、６−ヒドロキシヘキシル基、７−ヒドロキシヘプチル基及び８−ヒドロキシオクチル基等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、炭素数が２〜８のヒドロキシアルキル基であり、更に好ましいのは炭素数が２〜６のヒドロキシアルキル基であり、特に好ましいのは炭素数が２〜４のヒドロキシアルキル基である。 Examples of the hydroxyalkyl group having 1 to 8 carbon atoms include hydroxymethyl group, 2-hydroxyethyl group, 3-hydroxypropyl group, 4-hydroxybutyl group, 5-hydroxypentyl group, 6-hydroxyhexyl group, 7- Examples thereof include a hydroxyheptyl group and an 8-hydroxyoctyl group. Among these, a hydroxyalkyl group having 2 to 8 carbon atoms is preferable from the viewpoint of detergency, foaming properties and foam persistence, and a hydroxyalkyl group having 2 to 6 carbon atoms is more preferable. Particularly preferred is a hydroxyalkyl group having 2 to 4 carbon atoms.
炭素数７〜１４のアリールアルキル基としては、例えばベンジル基、２−フェニルエチル基、２−フェニルプロピル基及び４−フェニルブチル基等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、アルキル基の炭素数が１〜４の炭素数７〜１４のアリールアルキル基である。 Examples of the arylalkyl group having 7 to 14 carbon atoms include a benzyl group, a 2-phenylethyl group, a 2-phenylpropyl group, and a 4-phenylbutyl group. Among these, from the viewpoints of detergency, foamability and foam persistence, an alkyl group having 1 to 4 carbon atoms and an arylalkyl group having 7 to 14 carbon atoms is preferable.
一般式（１）において、ＥＯはオキシエチレン基、ＰＯはオキシプロピレン基を表す。一般式（１）におけるｎ１及びｎ３は、それぞれ独立して１〜１００の数であり、洗浄性、起泡性及び泡の持続性の観点から好ましいのは１〜５０であり、更に好ましいのは２〜３０である。一般式（１）におけるｎ２及びｎ４はそれぞれ独立して０〜２０の数であり、洗浄性、起泡性及び泡の持続性の観点から好ましいのは０〜１０であり、更に好ましいのは０〜５である。なお、ｎ１、ｎ２、ｎ３及びｎ４はいずれもオキシアルキレン基の平均付加モル数を表しているので、整数であるとは限らず、小数の場合もある。［（ＥＯ）n1・（ＰＯ）n2］及び［（ＥＯ）n3・（ＰＯ）n4］は、ＥＯ及びＰＯがランダム付加及び／又はブロック付加した基を表す。 In the general formula (1), EO represents an oxyethylene group and PO represents an oxypropylene group. N1 and n3 in the general formula (1) are each independently a number of 1 to 100, preferably 1 to 50, and more preferably from the viewpoint of detergency, foamability and foam persistence. 2-30. N2 and n4 in the general formula (1) are each independently a number of 0 to 20, preferably 0 to 10 and more preferably 0 from the viewpoints of detergency, foaming and foam persistence. ~ 5. Note that n1, n2, n3, and n4 all represent the average number of moles added of the oxyalkylene group, and thus are not necessarily integers and may be decimals. [(EO) n1 · (PO) n2 ] and [(EO) n3 · (PO) n4 ] represent groups obtained by random addition and / or block addition of EO and PO.
一般式（１）における［（ＥＯ）n1・（ＰＯ）n2］、［（ＥＯ）n3・（ＰＯ）n4］及びＲ1がアルキル（ポリ）オキシアルキレン基の場合の（ポリ）オキシアルキレン基の全重量に基づいて、オキシエチレン基の含有量は、洗浄性、起泡性及び泡の持続性の観点から好ましいのは７５〜１００モル％であり、更に好ましいのは９０〜１００モル％である。 [(EO) n1 · (PO) n2 ], [(EO) n3 · (PO) n4 ]) in the general formula (1) and all of the (poly) oxyalkylene groups in the case where R1 is an alkyl (poly) oxyalkylene group Based on the weight, the content of the oxyethylene group is preferably 75 to 100 mol%, and more preferably 90 to 100 mol% from the viewpoints of detergency, foamability and foam persistence.
一般式（１）におけるＸf−-は、ｆ価の有機酸のアニオンを表し、ｆはアニオンの価数を表し、１〜６の整数である。ｆは、洗浄性、起泡性及び泡の持続性の観点から好ましいのは１である。 Xf-- in the general formula (1) represents an anion of an f-valent organic acid, f represents an valence of the anion, and is an integer of 1 to 6. f is preferably 1 from the viewpoints of detergency, foamability and foam persistence.
Ｘf-−を構成する有機酸（Ｂ）としては、１〜６価の脂肪酸（Ｂ１）、硫酸エステル基含有化合物（Ｂ２）、スルホン酸基含有化合物（Ｂ３）、リン酸エステル類及びフェノール類等が挙げられる。 Examples of the organic acid (B) constituting Xf-- include 1 to 6-valent fatty acids (B1), sulfate ester group-containing compounds (B2), sulfonic acid group-containing compounds (B3), phosphate esters, phenols, and the like. Is mentioned.
脂肪酸（Ｂ１）としては、モノカルボン酸、２〜６価の多価カルボン酸及びカルボキシル基含有ビニル単量体の重合体等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのはモノカルボン酸である。 Examples of the fatty acid (B1) include polymers of monocarboxylic acids, divalent to hexavalent polyvalent carboxylic acids, and carboxyl group-containing vinyl monomers. Of these, monocarboxylic acids are preferred from the viewpoints of detergency, foamability and foam persistence.
モノカルボン酸としては、炭素数１〜２２のアルキル又はアルケニルカルボン酸（例えば酢酸、プロピオン酸、酪酸、イソ酪酸、ヘキサン酸、カプリル酸、２−エチルヘキサン酸、ノナン酸、ドデカン酸、テトラデカン酸、ステアリン酸、オレイン酸、安息香酸、エチル安息香酸、桂皮酸及びｔ−ブチル安息香酸等）、分子内に少なくとも１個以上のエーテル基を含むカルボン酸（Ｂ１１）等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは（Ｂ１１）である。 Examples of monocarboxylic acids include alkyl or alkenyl carboxylic acids having 1 to 22 carbon atoms (for example, acetic acid, propionic acid, butyric acid, isobutyric acid, hexanoic acid, caprylic acid, 2-ethylhexanoic acid, nonanoic acid, dodecanoic acid, tetradecanoic acid, Stearic acid, oleic acid, benzoic acid, ethylbenzoic acid, cinnamic acid and t-butylbenzoic acid), carboxylic acid (B11) having at least one ether group in the molecule, and the like. Among these, (B11) is preferable from the viewpoints of detergency, foamability and foam persistence.
分子内に少なくとも１個以上のエーテル基を含むカルボン酸（Ｂ１１）としては、一般式（２）で示されるカルボン酸が挙げられる。
Ｒ３−Ｏ−（Ａ1Ｏ）ｐ−（ＣＨ２）ｑ−ＣＯＯＨ （２）
式中、Ｒ３は炭素数４〜１８のアルキル基又はアルケニル基；Ａ1Ｏは炭素数２〜４のオキシアルキレン基；ｐは０〜１０の数；ｑは１又は２の整数である。
Examples of the carboxylic acid (B11) having at least one ether group in the molecule include carboxylic acids represented by the general formula (2).
R3-O- (A1O) p- (CH2) q-COOH (2)
In the formula, R3 is an alkyl or alkenyl group having 4 to 18 carbon atoms; A1O is an oxyalkylene group having 2 to 4 carbon atoms; p is a number from 0 to 10; q is an integer of 1 or 2.
炭素数４〜１８のアルキル基又はアルケニル基としては、直鎖若しくは分岐のアルキル基又はシクロアルキル基が挙げられ、例えばｎ−ブチル基、イソブチル基、ｎ−ペンチル基、イソペンチル基、ｎ−ヘキシル基、イソヘキシル基、ｎオクチル基、イソオクチル基、２−エチルヘキシル基、ｎ−ノニル基、イソノニル基、ｎ−デシル基、イソデシル基、ｎ−ドデシル基、イソドデシル基、ｎ−トリデシル基、イソトリデシル基、ｎ−テトラデシル基、イソテトラデシル基、ｎ−ヘキサデシル基、イソヘキサデシル基、ステアリル基、ノナデシル基、エイコシル基及びテトラコシル基等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのは、炭素数１２〜１６アルキル基又はアルケニル基である。 Examples of the alkyl group or alkenyl group having 4 to 18 carbon atoms include linear or branched alkyl groups or cycloalkyl groups, such as n-butyl group, isobutyl group, n-pentyl group, isopentyl group, and n-hexyl group. , Isohexyl group, n octyl group, isooctyl group, 2-ethylhexyl group, n-nonyl group, isononyl group, n-decyl group, isodecyl group, n-dodecyl group, isododecyl group, n-tridecyl group, isotridecyl group, n- Examples include a tetradecyl group, an isotetradecyl group, an n-hexadecyl group, an isohexadecyl group, a stearyl group, a nonadecyl group, an eicosyl group, and a tetracosyl group. Among these, preferred is a C12-16 alkyl group or alkenyl group from the viewpoints of detergency, foamability and foam persistence.
炭素数２〜４のオキシアルキレン基としては、オキシエチレン基、オキシプロピレン基及びオキシブチレン基が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点から好ましいのはオキシエチレン基である。 Examples of the oxyalkylene group having 2 to 4 carbon atoms include an oxyethylene group, an oxypropylene group, and an oxybutylene group. Of these, oxyethylene groups are preferred from the viewpoints of detergency, foaming properties and foam persistence.
一般式（２）において、ｐは洗浄性、起泡性及び泡の持続性の観点から好ましいのは０〜１０の数であり、更に好ましいのは１〜５の数である。ｑは洗浄性、起泡性及び泡の持続性の観点から好ましいのは１又は２の整数であり、更に好ましいのは１である。 In the general formula (2), p is preferably a number from 0 to 10 and more preferably a number from 1 to 5 from the viewpoints of detergency, foaming properties and foam persistence. q is preferably an integer of 1 or 2 and more preferably 1 from the viewpoints of detergency, foamability and foam persistence.
一般式（２）で表される分子内に少なくとも１個以上のエーテル基を含むカルボン酸（Ｂ１１）としては、ポリオキシエチレン（オキシエチレン基の重合度＝３）ラウリルエーテル酢酸、ポリオキシエチレン（オキシエチレン基の重合度＝５）ヘキサデシルエーテル酢酸、ポリオキシエチレン（オキシエチレン基の重合度＝５）オレイルエーテル酢酸及びポリオキシエチレン（オキシエチレン基の重合度＝２）ラウリルエーテルプロピオン酸等が挙げられる。 Examples of the carboxylic acid (B11) containing at least one ether group in the molecule represented by the general formula (2) include polyoxyethylene (degree of polymerization of oxyethylene group = 3) lauryl ether acetic acid, polyoxyethylene ( Polymerization degree of oxyethylene group = 5) Hexadecyl ether acetic acid, polyoxyethylene (oxyethylene group polymerization degree = 5) oleyl ether acetic acid and polyoxyethylene (oxyethylene group polymerization degree = 2) lauryl ether propionic acid, etc. Can be mentioned.
２〜６価の多価カルボン酸としては、例えばシュウ酸、マロン酸、コハク酸、アジピン酸、クエン酸、アスパラギン酸、ヒドロキシエチルイミノ二酢酸、Ｌ−グルタミン酸二酢酸、ｓ−アスパラギン酸二酢酸、エチレンジアミン四酢酸、トリエチレンテトラミン六酢酸、シクロペンタンテトラカルボン酸、シクロヘキサンヘキサカルボン酸、フタル酸、イソフタル酸、テレフタル酸、トリメリット酸、ピロメリット酸、リンゴ酸及びグルタル酸等が挙げられる。 Examples of the divalent to hexavalent polyvalent carboxylic acid include oxalic acid, malonic acid, succinic acid, adipic acid, citric acid, aspartic acid, hydroxyethyliminodiacetic acid, L-glutamic acid diacetic acid, s-aspartic acid diacetic acid, Examples include ethylenediaminetetraacetic acid, triethylenetetraminehexaacetic acid, cyclopentanetetracarboxylic acid, cyclohexanehexacarboxylic acid, phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, pyromellitic acid, malic acid, and glutaric acid.
カルボキシル基含有ビニル単量体の重合体としては、例えばアクリル酸重合体、マレイン酸重合体及びアクリル酸／マレイン酸共重合体等が挙げられる。 Examples of the polymer of the carboxyl group-containing vinyl monomer include acrylic acid polymers, maleic acid polymers, and acrylic acid / maleic acid copolymers.
硫酸エステル基含有化合物（Ｂ２）としては、一般式（３）で示される化合物が挙げられる。 Examples of the sulfate ester group-containing compound (B2) include compounds represented by the general formula (3).
Ｒ４−Ｏ−（Ａ2Ｏ）ｒ−ＳＯ３Ｈ （３）
式中、Ｒ４は炭素数４〜１８のアルキル基又はアルケニル基、フェニル基及び炭素数７〜２４のアリールアルキル基からなる群から選ばれる１種以上；Ａ２Ｏは炭素数２〜４のオキシアルキレン基；ｒは０〜１０の数である。
R4-O- (A2O) r-SO3H (3)
In the formula, R4 is one or more selected from the group consisting of an alkyl or alkenyl group having 4 to 18 carbon atoms, a phenyl group, and an arylalkyl group having 7 to 24 carbon atoms; A2O is an oxyalkylene group having 2 to 4 carbon atoms R is a number from 0 to 10.
炭素数４〜１８のアルキル基又はアルケニル基としては、一般式（２）におけるＲ２と同様の基が挙げられる。炭素数７〜２４のアリールアルキル基としては、例えば６−フェニルヘキシル基、７−フェニルヘプチル基、８−フェニルオクチル基、１０−フェニルデシル基、１２−フェニルドデシル基、１４−フェニルテトラデシル基、１６−フェニルヘキサデシル基及び１８−フェニルオクタデシル基等が挙げられる。これらのうち、洗浄性、起泡性及び泡の持続性の観点からの観点から好ましいのは、アルキル基の炭素数が２〜１８の炭素数７〜２４のアリールアルキル基である。 Examples of the alkyl group or alkenyl group having 4 to 18 carbon atoms include the same groups as R2 in the general formula (2). Examples of the arylalkyl group having 7 to 24 carbon atoms include 6-phenylhexyl group, 7-phenylheptyl group, 8-phenyloctyl group, 10-phenyldecyl group, 12-phenyldodecyl group, 14-phenyltetradecyl group, Examples thereof include 16-phenylhexadecyl group and 18-phenyloctadecyl group. Among these, an arylalkyl group having 7 to 24 carbon atoms in which the alkyl group has 2 to 18 carbon atoms is preferable from the viewpoint of detergency, foaming properties and foam persistence.
Ａ２Ｏの炭素数２〜４のオキシアルキレン基としては、一般式（２）におけるＡ1Ｏと同様の基が挙げられる。
ｒは、洗浄性、起泡性及び泡の持続性の観点から好ましいのは０〜２０の数であり、更に好ましいのは０〜５の数である。
Examples of the oxyalkylene group having 2 to 4 carbon atoms of A2O include the same groups as A1O in the general formula (2).
r is preferably a number of 0 to 20 and more preferably a number of 0 to 5 from the viewpoints of detergency, foamability and foam persistence.
一般式（３）で表される硫酸エステル基含有化合物（Ｂ２１）としては、オクチル硫酸エステル、２−エチルヘキシル硫酸エステル、デシル硫酸エステル、ドデシル硫酸エステル、テトラデシル硫酸エステル、ステアリル硫酸エステル及びオレイル硫酸エステル等；ポリオキシエチレンオクチルエーテル硫酸エステル、ポリオキシエチレンラウリルエーテル硫酸エステル及びポリオキシエチレンオレイルエーテル硫酸エステル等が挙げられる。 Examples of the sulfate group-containing compound (B21) represented by the general formula (3) include octyl sulfate, 2-ethylhexyl sulfate, decyl sulfate, dodecyl sulfate, tetradecyl sulfate, stearyl sulfate, and oleyl sulfate. Polyoxyethylene octyl ether sulfate, polyoxyethylene lauryl ether sulfate, and polyoxyethylene oleyl ether sulfate.
スルホン酸基含有化合物（Ｂ３）としては、一般式（４）で示される化合物が挙げられる。 Examples of the sulfonic acid group-containing compound (B3) include compounds represented by the general formula (4).
Ｒ５−ＳＯ３Ｈ （４）
式中、Ｒ５は一般式（３）におけるＲ4と同様の基が挙げられる。
R5-SO3H (4)
In the formula, R5 includes the same groups as R 4 in the general formula (3).
一般式（４）で表されるスルホン酸基含有化合物（Ｂ３）としては、エチルベンゼンスルホン酸、ブチルベンゼンスルホン酸、オクチルベンゼンスルホン酸及びドデシルベンゼンスルホン酸等が挙げられる。 Examples of the sulfonic acid group-containing compound (B3) represented by the general formula (4) include ethylbenzenesulfonic acid, butylbenzenesulfonic acid, octylbenzenesulfonic acid, and dodecylbenzenesulfonic acid.
有機酸（Ｂ）としてのリン酸エステル類としては、炭素数８〜１８のアルキル又はアルケニル燐酸エステル（例えばオクチル燐酸エステル、２−エチルヘキシル燐酸エステル、デシル燐酸エステル、ドデシル燐酸エステル、ステアリル燐酸エステル及びオレイル燐酸エステル等）及び（ポリ）オキシアルキレン（炭素数２〜４）アルキル又はアルケニル（炭素数８〜１８）エーテル燐酸エステル（例えばポリオキシエチレンオクチルエーテル燐酸エステル等）が挙げられる。
有機酸（Ｂ）としてのフェノール類としては、例えばフェノール、ｐ−クロロフェノール、β−ナフトール、ｏ−又はｐ−ニトロフェノール、ｐ−アミノフェノール、カテコール及びレゾルシン等が挙げられる。
Examples of the phosphate esters as the organic acid (B) include alkyl or alkenyl phosphate esters having 8 to 18 carbon atoms (for example, octyl phosphate ester, 2-ethylhexyl phosphate ester, decyl phosphate ester, dodecyl phosphate ester, stearyl phosphate ester and oleyl). And (poly) oxyalkylene (2 to 4 carbon atoms) alkyl or alkenyl (8 to 18 carbon atoms) ether phosphate esters (for example, polyoxyethylene octyl ether phosphate esters).
Examples of the phenols as the organic acid (B) include phenol, p-chlorophenol, β-naphthol, o- or p-nitrophenol, p-aminophenol, catechol, and resorcin.
本発明における界面活性剤(Ａ）において、一般式（１）で表されるｆ個のカチオンとｆ価の有機酸アニオンの組み合わせからなる界面活性剤以外に、ｆ個のカチオンとそれ以外のカチオン（例えばアルカリ金属、アルカリ土類金属カチオン）が（ｆ＋１）以上の価数の有機酸のアニオンと対になったカチオン型界面活性剤を含有してもよい。 In the surfactant (A) in the present invention, in addition to the surfactant composed of a combination of f cations represented by the general formula (1) and an f-valent organic acid anion, f cations and other cations (For example, an alkali metal or alkaline earth metal cation) may contain a cationic surfactant paired with an anion of an organic acid having a valence of (f + 1) or higher.
本発明における界面活性剤（Ａ）は、公知の方法で製造することができるが、例えば以下の方法が挙げられる。
（１）：一般式（１）におけるＲ2が水素原子である（Ａ）の製造
Ｒ1−ＮＨ2で表されるアミン類を加圧反応容器に仕込み、無触媒又は触媒の存在下にエチレンオキシド及び／又はプロピレンオキシドを吹き込み、常圧又は加圧下に１段階又は多段階で反応を行なう。触媒としては、アルカリ触媒［例えばアルカリ金属（リチウム、ナトリウム、カリウム及びセシウム等）］の水酸化物、酸［過ハロゲン酸（過塩素酸、過臭素酸及び過ヨウ素酸等）、硫酸、燐酸及び硝酸等（好ましいのは過塩素酸）］及びこれらの塩［好ましいのは２価又は３価の金属（Ｍｇ、Ｃａ、Ｓｒ、Ｂａ、Ｚｎ、Ｃｏ、Ｎｉ、Ｃｕ及びＡｌ等）の塩］が挙げられる。反応温度は通常５０〜１５０℃であり、反応時間は通常２〜２０時間である。アルキレンオキサイドの付加反応終了後、室温まで冷却し、Ｒ1−ＮＨ2と当量の有機酸で中和して界面活性剤（Ａ）が得られる。
（２）：一般式（１）におけるＲ2が水素原子以外の基である（Ａ）の製造
Ｒ1−ＮＨ2で表されるアミン類を加圧反応容器に仕込み、無触媒又は触媒の存在下にエチレンオキシド及び／又はプロピレンオキシドを吹き込み、常圧又は加圧下に１段階又は多段階で反応を行なう。反応は前記（１）と同様の反応条件で行うことができる。アルキレンオキサイドの付加反応終了後、Ｒ1−ＮＨ2に対して１〜２モル当量のアルキル化剤（例えば、炭素数１〜８のアルキルハライド又はヒドロキシアルキルハライド、ハロゲン化フェニル、炭素数７〜１４のアリールアルキルハライド及び炭酸ジメチル等）を仕込んで４級化反応を行う。反応温度は通常５０〜２００℃であり、反応時間は通常２〜３０時間である。４級化反応は低級アルコール溶媒（例えばメタノール、エタノール及びイソプロピルアルコール等）の存在下行ってもよい。４級化反応終了後、未反応のアルキル化剤及び必要により低級アルコール溶媒を５０〜１５０℃で減圧除去する。室温まで冷却後、Ｒ1−ＮＨ2と当量のアルカリ金属水酸化物（水酸化ナトリウム及び水酸化カリウム等）を投入して塩交換し、０〜１０℃に冷却して塩交換により副生した塩を析出させ、ろ過により副生した塩を除去する。次いでＲ1−ＮＨ2と当量の有機酸を投入して塩交換し、必要により塩交換で生じた水を減圧除去して界面活性剤（Ａ）が得られる。
The surfactant (A) in the present invention can be produced by a known method, and examples thereof include the following methods.
(1): Production of (A) in which R 2 in formula (1) is a hydrogen atom. An amine represented by R 1 —NH 2 is charged into a pressurized reaction vessel and ethylene oxide and / or in the presence of no catalyst or catalyst. Alternatively, propylene oxide is blown in, and the reaction is carried out in one step or in multiple steps at normal pressure or under pressure. Catalysts include alkali catalysts [eg alkali metals (lithium, sodium, potassium, cesium etc.)], acids [perhalogen acids (perchloric acid, perbromic acid, periodic acid etc.), sulfuric acid, phosphoric acid and Nitric acid etc. (preferably perchloric acid)] and salts thereof [preferably salts of divalent or trivalent metals (Mg, Ca, Sr, Ba, Zn, Co, Ni, Cu, Al, etc.)]. Can be mentioned. The reaction temperature is usually 50 to 150 ° C., and the reaction time is usually 2 to 20 hours. After completion of the addition reaction of alkylene oxide, it is cooled to room temperature, and neutralized with an organic acid equivalent to R1-NH2, to obtain the surfactant (A).
(2): Production of (A) in which R 2 in general formula (1) is a group other than a hydrogen atom. An amine represented by R 1 —NH 2 is charged into a pressurized reaction vessel, and in the presence of no catalyst or catalyst. Ethylene oxide and / or propylene oxide is blown in, and the reaction is carried out in one step or in multiple steps under normal pressure or under pressure. The reaction can be carried out under the same reaction conditions as in the above (1). After completion of the addition reaction of alkylene oxide, 1 to 2 molar equivalents of an alkylating agent (for example, an alkyl halide having 1 to 8 carbon atoms or a hydroxyalkyl halide, phenyl halide, aryl having 7 to 14 carbon atoms) relative to R 1 —NH 2 Alkyl halide, dimethyl carbonate, etc.) are charged to carry out the quaternization reaction. The reaction temperature is usually 50 to 200 ° C., and the reaction time is usually 2 to 30 hours. The quaternization reaction may be performed in the presence of a lower alcohol solvent (for example, methanol, ethanol, isopropyl alcohol, etc.). After completion of the quaternization reaction, the unreacted alkylating agent and, if necessary, the lower alcohol solvent are removed under reduced pressure at 50 to 150 ° C. After cooling to room temperature, an alkali metal hydroxide (sodium hydroxide, potassium hydroxide, etc.) equivalent to R1-NH2 is added to exchange the salt, and the salt produced as a by-product by salt exchange is cooled to 0-10 ° C. The salt formed as a by-product is removed by filtration. Subsequently, an organic acid equivalent to R 1 —NH 2 is added to perform salt exchange, and water generated by salt exchange is removed under reduced pressure as necessary to obtain the surfactant (A).
本発明の台所用洗浄剤組成物は、必須成分の界面活性剤（Ａ）の他に、非イオン性界面活性剤、アニオン性界面活性剤、両性界面活性剤、カチオン性界面活性剤（特開２００４−２７１８１号公報に記載のもの）又は３級アミンオキシド型界面活性剤等の公知の界面活性剤を含有してもよい。公知の界面活性剤のうち好ましいのは、非イオン性界面活性剤（Ｃ）、アニオン性界面活性剤（Ｄ）、両性界面活性剤（Ｅ）及び３級アミンオキシド型界面活性剤（Ｆ）である。 In addition to the essential component surfactant (A), the kitchen detergent composition of the present invention comprises a nonionic surfactant, an anionic surfactant, an amphoteric surfactant, and a cationic surfactant As described in JP-A-2004-27181) or a known surfactant such as a tertiary amine oxide surfactant. Of the known surfactants, nonionic surfactant (C), anionic surfactant (D), amphoteric surfactant (E) and tertiary amine oxide surfactant (F) are preferred. is there.
非イオン性界面活性剤（Ｃ）としては、アルキレンオキシド付加型非イオン性界面活性剤（Ｃ１）及び多価アルコール型非イオン性界面活性剤（Ｃ２）等が挙げられる。 Examples of the nonionic surfactant (C) include alkylene oxide addition type nonionic surfactant (C1) and polyhydric alcohol type nonionic surfactant (C2).
アルキレンオキシド付加型非イオン性界面活性剤（Ｃ１）としては、高級アルコール（炭素数８〜１８）アルキレン（炭素数２〜４、好ましいのは２）オキシド付加物（活性水素１個当たりの付加モル数１〜３０）、アルキル（炭素数１〜１２）フェノールエチレンオキシド付加物（付加モル数１〜３０）、高級アミン（炭素数８〜２２）アルキレン（炭素数２〜４、好ましいのは２）オキシド付加物（活性水素１個当たりの付加モル数１〜４０）、脂肪酸（炭素数８〜１８）エチレンオキシド付加物（活性水素１個当たりの付加モル数１〜６０）、ポリプロピレングリコール（数平均分子量２００〜４，０００）エチレンオキシド付加物（活性水素１個当たりの付加モル数１〜５０）、ポリオキシエチレン（繰り返し単位数３〜３０）アルキル（炭素数６〜２０）アリルエーテル並びにソルビタンモノラウレートエチレンオキシド付加物（活性水素１個あたりの付加モル数１〜３０）及びソルビタンモノオレートエチレンオキシド付加物（活性水素１個あたりの付加モル数１〜３０）等の多価（２〜８価又はそれ以上）アルコール（炭素数２〜３０）の脂肪酸（炭素数８〜２４）エステルエチレンオキシド付加物（活性水素１個あたりの付加モル数１〜３０）等が挙げられる。 The alkylene oxide addition type nonionic surfactant (C1) includes higher alcohols (8 to 18 carbon atoms) alkylene (2 to 4 carbon atoms, preferably 2) oxide adducts (addition moles per active hydrogen). 1-30), alkyl (carbon number 1-12) phenol ethylene oxide adduct (addition mole number 1-30), higher amine (carbon number 8-22) alkylene (carbon number 2-4, preferably 2) oxide Adduct (number of moles added per active hydrogen 1-40), fatty acid (carbon number 8-18) ethylene oxide adduct (number 1 mole added per active hydrogen 1-60), polypropylene glycol (number average molecular weight 200) ˜4,000) ethylene oxide adduct (addition mole number per active hydrogen 1-50), polyoxyethylene (repeat unit number 3-30) al (C6-C20) allyl ether and sorbitan monolaurate ethylene oxide adduct (1-30 addition moles per active hydrogen) and sorbitan monooleate ethylene oxide adduct (addition moles 1 per active hydrogen) To 30) polyhydric (2 to 8 or more) alcohol (2 to 30 carbon atoms) fatty acid (8 to 24 carbon atoms) ester ethylene oxide adduct (addition moles per active hydrogen 1 to 30) ) And the like.
多価アルコール型非イオン性界面活性剤（Ｃ２）としては、グリセリンモノステアレート、グリセリンモノオレート、ソルビタンモノラウレート及びソルビタンモノオレート等の多価（２〜８価又はそれ以上）アルコール（炭素数２〜３０）の脂肪酸（炭素数８〜２４）エステル並びにラウリン酸モノエタノールアミド及びラウリン酸ジエタノールアミド等の脂肪酸（炭素数１０〜１８）アルカノールアミド等が挙げられる。 Examples of the polyhydric alcohol type nonionic surfactant (C2) include polyvalent (2 to 8 or more) alcohols (carbon number) such as glycerol monostearate, glycerol monooleate, sorbitan monolaurate and sorbitan monooleate. 2-30) fatty acid (carbon number 8-24) ester and fatty acid (carbon number 10-18) alkanolamide such as lauric acid monoethanolamide and lauric acid diethanolamide.
非イオン性界面活性剤（Ｃ）のうちで好ましいのは、高級アルコール（炭素数８〜１８）アルキレン（炭素数２〜４、好ましいのは２）オキシド付加物（活性水素１個当たりの付加モル数１〜３０）、高級アミン（炭素数８〜２２）アルキレン（炭素数２〜４、好ましいのは２）オキシド付加物（活性水素１個当たりの付加モル数１〜４０）及び脂肪酸（炭素数１０〜１８、好ましいのは１０〜１４）アルカノールアミドである。 Among the nonionic surfactants (C), preferred are higher alcohols (8 to 18 carbon atoms) alkylene (2 to 4 carbon atoms, preferably 2) oxide adducts (addition moles per active hydrogen). 1-30), higher amine (8-22 carbon atoms) alkylene (2-4 carbon atoms, preferably 2) oxide adduct (1-40 added moles per active hydrogen) and fatty acid (carbon number) 10-18, preferably 10-14) alkanolamides.
アニオン性界面活性剤（Ｄ）としては、炭素数８〜２４のアルキル基を有するエーテルカルボン酸（塩）［（ポリ）オキシエチレン（繰り返し単位数１〜１００）ラウリルエーテル酢酸ナトリウム等］、炭素数８〜２４のアルキル基を有するエーテル硫酸エステル塩［（ポリ）オキシエチレン（繰り返し単位数１〜１００）ラウリル硫酸ナトリウム等］、炭素数８〜２４のアルキル基を有するスルホコハク酸エステル塩［モノ又はジアルキルスルホコハク酸エステルジ又はモノナトリウム、（ポリ）オキシエチレン（繰り返し単位数１〜１００）モノ又はジアルキルスルホコハク酸エステルジ又はモノナトリウム等］、（ポリ）オキシエチレン（繰り返し単位数１〜１００）ヤシ油脂肪酸モノエタノールアミド硫酸ナトリウム、炭素数８〜２４のアルキル基を有するスルホン酸塩（ドデシルベンゼンスルホン酸ナトリウム等）、炭素数８〜２４のアルキル基を有するリン酸エステル塩［ラウリルリン酸ナトリウム及び（ポリ）オキシエチレン（繰り返し単位数１〜１００）ラウリルエーテルリン酸ナトリウム等］、脂肪酸塩［ラウリン酸ナトリウム及びラウリン酸トリエタノールアミン等］、アシル化アミノ酸塩［ヤシ油脂肪酸メチルタウリンナトリウム、ヤシ油脂肪酸サルコシンナトリウム、ヤシ油脂肪酸サルコシントリエタノールアミン、Ｎ−ヤシ油脂肪酸アシル−Ｌ−グルタミン酸トリエタノールアミン、Ｎ−ヤシ油脂肪酸アシル−Ｌ−グルタミン酸ナトリウム及びラウロイルメチル−β−アラニンナトリウム等］等が挙げられる。 Examples of the anionic surfactant (D) include ether carboxylic acids (salts) having an alkyl group having 8 to 24 carbon atoms [(poly) oxyethylene (1 to 100 repeating units) sodium lauryl ether acetate, etc.], carbon number Ether sulfate ester salts having 8 to 24 alkyl groups [(poly) oxyethylene (repeating units 1 to 100) sodium lauryl sulfate, etc.], sulfosuccinic acid ester salts having alkyl groups having 8 to 24 carbon atoms [mono or dialkyl Sulfosuccinic acid ester di or monosodium, (poly) oxyethylene (repeating unit number 1 to 100) mono or dialkyl sulfosuccinic acid ester di or monosodium], (poly) oxyethylene (repeating unit number 1 to 100) coconut oil fatty acid monoethanol Sodium amidosulfate, carbon number 8-2 Sulfonate having an alkyl group (sodium dodecylbenzenesulfonate, etc.), phosphate ester salt having an alkyl group having 8 to 24 carbon atoms [sodium lauryl phosphate and (poly) oxyethylene (number of repeating units 1 to 100) Sodium lauryl ether phosphate, etc.], fatty acid salts [sodium laurate and triethanolamine laurate, etc.], acylated amino acid salts [sodium coconut oil fatty acid methyl taurine, coconut oil fatty acid sarcosine sodium, coconut oil fatty acid sarcosine triethanolamine, N -Coconut oil fatty acid acyl-L-glutamic acid triethanolamine, N-coconut oil fatty acid acyl-sodium L-glutamate, sodium lauroylmethyl-β-alanine, etc.] and the like.
アニオン性界面活性剤（Ｄ）のうちで好ましいのは、炭素数８〜２４のアルキル基を有するエーテル硫酸エステル塩及び炭素数８〜２４の炭化水素基を有するスルホン酸塩である。 Among the anionic surfactants (D), ether sulfate ester salts having an alkyl group having 8 to 24 carbon atoms and sulfonate salts having a hydrocarbon group having 8 to 24 carbon atoms are preferable.
両性界面活性剤（Ｅ）としては、ベタイン型両性界面活性剤（ヤシ油脂肪酸アミドプロピルジメチルアミノ酢酸ベタイン、ラウリルジメチルアミノ酢酸ベタイン、２−アルキル−Ｎ−カルボキシメチル−Ｎ−ヒドロキシエチルイミダゾリニウムベタイン、ラウリルヒドロキシスルホベタイン及びラウロイルアミドエチルヒドロキシエチルカルボキシメチルベタインヒドロキシプロピルリン酸ナトリウム等）、アミノ酸型両性界面活性剤（β−ラウリルアミノプロピオン酸ナトリウム等）等が挙げられ、これらのうちで好ましいのは、ベタイン型両性界面活性剤である。 Amphoteric surfactants (E) include betaine-type amphoteric surfactants (coconut oil fatty acid amidopropyldimethylaminoacetic acid betaine, lauryldimethylaminoacetic acid betaine, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine. , Laurylhydroxysulfobetaine and lauroylamidoethylhydroxyethylcarboxymethylbetaine hydroxypropyl sodium phosphate), amino acid type amphoteric surfactants (sodium β-laurylaminopropionate, etc.) and the like. Among these, preferred are , A betaine-type amphoteric surfactant.
３級アミンオキシド型界面活性剤（Ｆ）としては、炭素数８〜２４のアルキル基を含有するアルキル（又はアルケニル）ジメチルアミンオキシドが挙げられ、好ましいのは、炭素数１０〜１４のアルキルジメチルアミンオキシドである。 Examples of the tertiary amine oxide surfactant (F) include alkyl (or alkenyl) dimethylamine oxide containing an alkyl group having 8 to 24 carbon atoms, and preferably an alkyldimethylamine having 10 to 14 carbon atoms. Oxide.
本発明の台所用洗浄剤組成物は、取扱い性の観点から、必要により水を含有させてもよい。 The kitchen detergent composition of the present invention may contain water as required from the viewpoint of handleability.
本発明の台所用洗浄剤組成物は、必要により、界面活性剤以外の公知のその他の成分、例えば特開２００４−２７１８１号公報に記載のキレート剤、酵素、親水性溶媒、除菌剤、香料、着色剤及びアルカリ剤を含有してもよい。 If necessary, the kitchen detergent composition of the present invention is a known other component other than a surfactant, for example, a chelating agent, an enzyme, a hydrophilic solvent, a disinfectant, and a fragrance described in JP-A-2004-27181. Further, a colorant and an alkali agent may be contained.
キレート剤としてはクエン酸塩、リンゴ酸塩、ＥＤＴＡ及びＮＴＡ等の多価カルボン酸塩が挙げられる。酵素としてはプロテアーゼ、リパーゼ及びアミラーゼ等が挙げられる。除菌剤としては、キトサン、ヒノキチオール及び茶カテキン等が挙げられる。香料としては、メチルイオノン、ヘキシルシンナミックアルデヒド及びリナロール等が挙げられる。着色剤としては、フタロシアニン系顔料、アゾ系顔料及びウルトラマリンブルー等が挙げられる。アルカリ剤としては、苛性ソーダ、アンモニア、トリエタノールアミン、ジエタノールアミン、モノエタノールアミン及びトリポリリン酸ソーダ等が挙げられる。親水性溶媒としてはメタノール、エタノール、イソプロピルアルコール、エチレングリコール、ジエチレングリコール及びプロピレングリコール等が挙げられる。 Examples of chelating agents include polyvalent carboxylates such as citrate, malate, EDTA and NTA. Examples of the enzyme include protease, lipase and amylase. Examples of the disinfectant include chitosan, hinokitiol, and tea catechin. Examples of the fragrances include methyl ionone, hexyl cinnamic aldehyde, and linalool. Examples of the colorant include phthalocyanine pigments, azo pigments, and ultramarine blue. Examples of the alkaline agent include caustic soda, ammonia, triethanolamine, diethanolamine, monoethanolamine, and sodium tripolyphosphate. Examples of the hydrophilic solvent include methanol, ethanol, isopropyl alcohol, ethylene glycol, diethylene glycol, and propylene glycol.
本発明の台所洗浄剤組成物における界面活性剤（Ａ）、公知の界面活性剤、水及びその他の成分の含有量は以下の通りである。
界面活性剤（Ａ）の含有量は、台所用洗浄剤組成物の全重量に基づいて、洗浄性、起泡性及び泡の持続性の観点から好ましいのは５〜１００重量％であり、更に好ましいのは１０〜１００重量％であり、特に好ましいのは２０〜１００重量％であり、最も好ましいのは５０〜１００重量％である。
公知の界面活性剤の含有量は、台所用洗浄剤組成物の全重量に基づいて、洗浄性、起泡性及び泡の持続性の観点から好ましいのは０〜９５重量％であり、更に好ましいのは０〜９０重量％であり、特に好ましいのは０〜８０重量％であり、最も好ましいのは０〜５０重量％である。
水の含有量は、台所用洗浄剤組成物の全重量に基づいて、好ましいのは１，０００重量％以下であり、更に好ましいのは５００重量％以下であり、特に好ましいのは１００重量％以下である。
その他の成分のうち、キレート剤及びアルカリ剤の含有量は、台所用洗浄剤組成物の全重量に基づいて、好ましいのは１０重量％以下である。酵素、除菌剤、香料及び着色剤の含有量は、台所用洗浄剤組成物の全重量に基づいて、好ましいのは５重量％以下である。親水性溶媒の含有量は、台所用洗浄剤組成物の全重量に基づいて、好ましいのは２０重量％以下である。
The contents of the surfactant (A), the known surfactant, water and other components in the kitchen detergent composition of the present invention are as follows.
The content of the surfactant (A) is preferably 5 to 100% by weight based on the total weight of the cleaning composition for kitchens, from the viewpoint of cleaning properties, foaming properties and foam persistence, Preferred is 10 to 100% by weight, particularly preferred is 20 to 100% by weight, and most preferred is 50 to 100% by weight.
The content of the known surfactant is preferably from 0 to 95% by weight, more preferably from the viewpoint of detergency, foaming properties and foam persistence, based on the total weight of the kitchen detergent composition. Is 0 to 90% by weight, particularly preferred is 0 to 80% by weight, and most preferred is 0 to 50% by weight.
The water content is preferably 1,000% by weight or less, more preferably 500% by weight or less, and particularly preferably 100% by weight or less, based on the total weight of the kitchen cleaner composition. It is.
Among the other components, the content of the chelating agent and the alkali agent is preferably 10% by weight or less based on the total weight of the kitchen detergent composition. The content of enzyme, disinfectant, fragrance and colorant is preferably 5% by weight or less based on the total weight of the kitchen detergent composition. The content of the hydrophilic solvent is preferably 20% by weight or less based on the total weight of the kitchen detergent composition.
本発明の台所用洗浄剤組成物の性状は特に限定されないが、液状、ペースト状、粉末状、フレーク状及びブロック状等が挙げられる。これらのうち、取扱い性の観点から好ましいのは液状である。 The property of the kitchen cleaner composition of the present invention is not particularly limited, and examples thereof include liquid, paste, powder, flake and block. Among these, liquid is preferable from the viewpoint of handleability.
本発明の台所用洗浄剤組成物は、性状の違いにより、以下の方法を選択して製造することができる。
（１）台所用洗浄剤組成物の性状が液状又はペースト状の場合
撹拌器及び温度調節機能を備えた混合槽に、界面活性剤（Ａ）、更に必要により、公知の界面活性剤、水及び／又はその他の成分を投入順序に特に制限なく仕込み、１０〜５０℃で均一になるまで攪拌して製造する方法。
（２）台所用洗浄剤組成物の性状が粉末状の場合
撹拌器及び温度調節機能を備えた混合槽に、界面活性剤（Ａ）、更に必要により、公知の界面活性剤、水及び／又はその他の成分を投入順序に特に制限なく仕込み、１０〜５０℃で均一になるまで攪拌した後、噴霧乾燥器（例えば圧力噴霧ノズル型噴霧乾燥機、２流体噴霧ノズル型噴霧乾燥機及び回転円盤式噴霧乾燥機等）で噴霧乾燥する方法。
（３）台所用洗浄剤組成物の性状が粉末状、フレーク状及びブロック状の場合
撹拌器及び温度調節機能を備えた混合槽に、界面活性剤（Ａ）、更に必要により、公知の界面活性剤及び／又はその他の成分を投入順序に特に制限なく仕込み、３０〜１００℃で均一に溶融するまで攪拌した後、離型紙上に溶融物を取り出して室温まで冷却し、得られた固化物を粉砕機（例えば、ミルミキサー、ボールミル、ジェット粉砕機、コロイドミル及びホモジナイザー等）で適度な大きさ（粉状、フレーク状又はブロック状）に粉砕する方法。
The kitchen detergent composition of the present invention can be produced by selecting the following method depending on the difference in properties.
(1) When the property of the detergent composition for kitchen is liquid or pasty In a mixing tank equipped with a stirrer and a temperature control function, a surfactant (A), and if necessary, a known surfactant, water and A method in which other components are charged in the order of addition without particular limitation and stirred at 10 to 50 ° C. until uniform.
(2) When the property of the cleaning composition for kitchen is in a powder state In a mixing tank equipped with a stirrer and a temperature control function, a surfactant (A), and if necessary, a known surfactant, water and / or The other components are charged without any particular restriction in the order of addition and stirred until uniform at 10 to 50 ° C., and then a spray dryer (for example, a pressure spray nozzle type spray dryer, a two-fluid spray nozzle type spray dryer and a rotating disk type) Spray drying with a spray dryer or the like).
(3) When the detergent composition for kitchen is in the form of powder, flakes or blocks In a mixing tank equipped with a stirrer and a temperature control function, a surfactant (A), and if necessary, a known surfactant The agent and / or other components were added to the charging order without any particular limitation, and stirred at 30 to 100 ° C. until it was uniformly melted. Then, the melt was taken out on the release paper and cooled to room temperature. A method of pulverizing to an appropriate size (powder, flake or block) with a pulverizer (for example, a mill mixer, a ball mill, a jet pulverizer, a colloid mill and a homogenizer).
本発明の台所用洗浄剤組成物は、スポンジ等（好ましくは水を含む）に染み込ませ、直接食品調理用器具、キッチンシンク、ガスレンジ及び換気扇等に接触させて洗浄を行う方法やスプレー等で吹き付けて洗浄を行う方法に適用できる。 The kitchen detergent composition of the present invention is soaked in a sponge or the like (preferably containing water) and directly brought into contact with food cooking utensils, kitchen sinks, gas ranges, ventilating fans, etc. It can be applied to the method of spraying and cleaning.
本発明の台所洗浄剤組成物は、油汚れと水垢汚れ等に対する洗浄性が優れているため、油汚れと水垢汚れを含む洗浄対象用の洗浄剤として適用できる。具体的には、食器洗い用洗浄剤、台所廻り用洗浄剤として好適である。 Since the kitchen cleaning composition of the present invention has excellent cleaning properties against oil stains and scale stains, it can be applied as a cleaning agent for cleaning objects including oil stains and scale stains. Specifically, it is suitable as a dishwashing detergent or a kitchen detergent.
以下、実施例により本発明を更に説明するが、本発明はこれらに限定されるものではない。以下 特に定めない限り、％は重量％、部は重量部を示す。 EXAMPLES Hereinafter, although an Example demonstrates this invention further, this invention is not limited to these. Unless otherwise specified, “%” means “% by weight” and “parts” means “parts by weight”.
＜製造例１＞
温度計、加熱冷却装置、撹拌機、滴下ロート及びストリッピング装置を備えたステンレス製耐圧容器にラウリルアミン１８５部を仕込み、窒素置換後密閉し、１６０℃に昇温した。撹拌下、エチレンオキシド８８部を圧力が０．３ＭＰａを超えないように調整しながら、１６０℃で３時間かけて滴下し、更に同温で１時間熟成し、６０℃まで冷却してラウリルアミンのエチレンオキシド２モル付加を得た。次いで水酸化カリウム０．１部を仕込み、窒素置換後密閉し、１６０℃に昇温した。撹拌下、エチレンオキシド３５２部を圧力が０．３ＭＰａを超えないように調整しながら、１６０℃で４時間かけて滴下し、更に同温で１時間熟成してラウリルアミンのエチレンオキシド１０モル付加物（Ｘ−２）を得た。室温まで冷却後、ポリオキシエチレン（３モル）ラウリルエーテル酢酸「ビューライトＬＣＡ−２５ＮＨ」［三洋化成工業（株）製］３７６部を撹拌下、１時間かけて滴下し界面活性剤（Ａ−１）を得た。（Ａ−１）は、一般式（１）においてＲ1がラウリル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 1>
Into a stainless steel pressure vessel equipped with a thermometer, heating / cooling device, stirrer, dropping funnel and stripping device, 185 parts of laurylamine was charged, sealed with nitrogen, and heated to 160 ° C. Under stirring, 88 parts of ethylene oxide are adjusted so that the pressure does not exceed 0.3 MPa, and the mixture is added dropwise at 160 ° C. over 3 hours, further aged at the same temperature for 1 hour, cooled to 60 ° C. and cooled to ethylene oxide of laurylamine. A 2 molar addition was obtained. Next, 0.1 part of potassium hydroxide was charged, sealed with nitrogen, and heated to 160 ° C. Under stirring, 352 parts of ethylene oxide was added dropwise at 160 ° C. over 4 hours while adjusting the pressure so as not to exceed 0.3 MPa, and further aged for 1 hour at the same temperature to give a 10 mol adduct of ethylene oxide of laurylamine (X -2) was obtained. After cooling to room temperature, 376 parts of polyoxyethylene (3 mol) lauryl ether acetic acid “Burelite LCA-25NH” (manufactured by Sanyo Chemical Industries Co., Ltd.) was added dropwise with stirring over 1 hour to obtain a surfactant (A-1 ) (A-1) is represented by the general formula (1), wherein R 1 is a lauryl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12 H 25 O. a compound represented by - (EO) 3 CH 2 COO .
＜製造例２＞
エチレンオキシドの部数３５２部を４３１２部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−２）を得た。（Ａ−２）は、一般式（１）においてＲ1がラウリル基、Ｒ2が水素原子、ｎ１及びｎ３＝５０、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 2>
Surfactant (A-2) was obtained in the same manner as in Production Example 1 except that 352 parts of ethylene oxide were changed to 4312 parts. (A-2) is represented by the formula (1), wherein R 1 is a lauryl group, R 2 is a hydrogen atom, n1 and n3 = 50, n2 and n4 = 0, f = 1, and X f− is C 12 H 25 O. a compound represented by - (EO) 3 CH 2 COO .
＜製造例３＞
エチレンオキシドの部数３５２部を８７１２部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−３）を得た。（Ａ−３）は、一般式（１）においてＲ1がラウリル基、Ｒ2が水素原子、ｎ１及びｎ３＝１００、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 3>
Surfactant (A-3) was obtained in the same manner as in Production Example 1 except that 352 parts of ethylene oxide were changed to 8712 parts. (A-3) is represented by the formula (1), wherein R 1 is a lauryl group, R 2 is a hydrogen atom, n1 and n3 = 100, n2 and n4 = 0, f = 1, and X f− is C 12 H 25 O. a compound represented by - (EO) 3 CH 2 COO .
＜製造例４＞
エチレンオキシド３５２部をエチレンオキシド３５２部とプロピレンオキシド１１６部の混合物に変更した以外は製造例１と同様にして、界面活性剤（Ａ−４）を得た。（Ａ−４）は、一般式（１）においてＲ1がラウリル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝１、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 4>
Surfactant (A-4) was obtained in the same manner as in Production Example 1 except that 352 parts of ethylene oxide was changed to a mixture of 352 parts of ethylene oxide and 116 parts of propylene oxide. (A-4) is represented by the formula (1), wherein R 1 is a lauryl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 1, f = 1, and X f− is C 12 H 25 O. a compound represented by - (EO) 3 CH 2 COO .
＜製造例５＞
ラウリルアミン１８５部をオレイルアミン２６７部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−５）を得た。（Ａ−５）は、一般式（１）においてＲ1がオレイル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 5>
A surfactant (A-5) was obtained in the same manner as in Production Example 1 except that 185 parts of laurylamine was changed to 267 parts of oleylamine. (A-5) is represented by the formula (1), wherein R 1 is an oleyl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12 H 25 O a compound represented by - (EO) 3 CH 2 COO .
＜製造例６＞
ラウリルアミン１８５部をテトラコシルアミン３５３部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−６）を得た。（Ａ−６）は、一般式（１）においてＲ1がテトラコシル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 6>
Surfactant (A-6) was obtained in the same manner as in Production Example 1 except that 185 parts of laurylamine was changed to 353 parts of tetracosylamine. (A-6) is represented by the formula (1), wherein R 1 is a tetracosyl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12 H 25 O. a compound represented by - (EO) 3 CH 2 COO .
＜製造例７＞
ラウリルアミン１８５部をラウロイロキシエチルアミン２２９部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−７）を得た。（Ａ−７）は、一般式（１）においてＲ1がステアロイロキシエチル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 7>
A surfactant (A-7) was obtained in the same manner as in Production Example 1 except that 185 parts of laurylamine was changed to 229 parts of lauryloxyethylamine. (A-7) is represented by the formula (1), wherein R 1 is a stearyloxyethyl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12. H 25 O (EO) 3 CH 2 COO - is a compound represented by.
＜製造例８＞
ラウリルアミン１８５部をラウラミドエチルアミン２５４部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−８）を得た。（Ａ−８）は、一般式（１）においてＲ1がラウラミドエチル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 8>
A surfactant (A-8) was obtained in the same manner as in Production Example 1 except that 185 parts of laurylamine was changed to 254 parts of lauramidoethylamine. (A-8) is represented by the formula (1), wherein R 1 is a lauramidoethyl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12 H 25 O (EO) 3 CH 2 COO - is a compound represented by.
＜製造例９＞
温度計、加熱冷却装置、撹拌機、滴下ロート及びストリッピング装置を備えたステンレス製耐圧容器にオレイルアルコールエチレンオキシド５モル付加物「エマルミンＣＯ−５０」［三洋化成工業（株）製］７３２部を仕込み、窒素置換後密閉し、６５℃に昇温した。撹拌下、三フッ化ホウ素（４７重量％テトラヒドロフラン溶液）２２．５部、クロロエチルアミン２３８．５部をそれぞれ１時間かけて滴下し、６５℃で４時間反応させた。次いで未反応のクロロエチルアミンを６５℃で１時間かけて減圧（２０ｍｍＨｇ）除去し、室温まで冷却後、水酸化カリウム８４．２部を１時間かけて投入した。０℃まで冷却し、析出した塩化カリウムをろ過により除去し、Ｃ18Ｈ35Ｏ（ＥＯ）5Ｃ2Ｈ4ＮＨ2（Ａ’−９）７９０部を得た。温度計、加熱冷却装置、撹拌機、滴下ロート及びストリッピング装置を備えたステンレス製耐圧容器に得られた（Ａ’−９）５１９部を仕込み、窒素置換後密閉し、１６０℃に昇温し減圧下１時間かけて脱水した。エチレンオキシド８８部を圧力が０．３ＭＰａを超えないように調整しながら、１６０℃で３時間かけて滴下し、更に同温で１時間熟成し、６０℃まで冷却した。次いで水酸化カリウム０．１部を仕込み、窒素置換後密閉し、１６０℃に昇温した。撹拌下、エチレンオキシド３５２部を圧力が０．３ＭＰａを超えないように調整しながら、１６０℃で４時間かけて滴下し、更に同温で１時間熟成した。室温まで冷却後、ポリオキシエチレン（３モル）ラウリルエーテル酢酸「ビューライトＬＣＡ−２５ＮＨ」［三洋化成工業（株）製］３７６部を撹拌下、１時間かけて滴下し界面活性剤（Ａ−９）を得た。（Ａ−９）は、一般式（１）においてＲ1がＣ18Ｈ35Ｏ（ＥＯ）5Ｃ2Ｈ4で表される基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 9>
A stainless steel pressure vessel equipped with a thermometer, heating / cooling device, stirrer, dropping funnel and stripping device is charged with 732 parts of an oleyl alcohol ethylene oxide 5 mol adduct “Emalmin CO-50” [manufactured by Sanyo Chemical Industries, Ltd.]. After replacing with nitrogen, it was sealed and heated to 65 ° C. Under stirring, 22.5 parts of boron trifluoride (47 wt% tetrahydrofuran solution) and 238.5 parts of chloroethylamine were added dropwise over 1 hour, and the mixture was reacted at 65 ° C. for 4 hours. Next, unreacted chloroethylamine was removed under reduced pressure (20 mmHg) at 65 ° C. over 1 hour, and after cooling to room temperature, 84.2 parts of potassium hydroxide was added over 1 hour. After cooling to 0 ° C., the precipitated potassium chloride was removed by filtration to obtain 790 parts of C 18 H 35 O (EO) 5 C 2 H 4 NH 2 (A′-9). 519 parts of (A'-9) obtained in a stainless steel pressure vessel equipped with a thermometer, heating / cooling device, stirrer, dropping funnel and stripping device were charged, sealed with nitrogen, and heated to 160 ° C. It dehydrated under reduced pressure for 1 hour. While adjusting 88 parts of ethylene oxide so that the pressure does not exceed 0.3 MPa, it was added dropwise at 160 ° C. over 3 hours, aged at the same temperature for 1 hour, and cooled to 60 ° C. Next, 0.1 part of potassium hydroxide was charged, sealed with nitrogen, and heated to 160 ° C. Under stirring, 352 parts of ethylene oxide was added dropwise at 160 ° C. over 4 hours while adjusting the pressure so as not to exceed 0.3 MPa, and further aged at the same temperature for 1 hour. After cooling to room temperature, 376 parts of polyoxyethylene (3 mol) lauryl ether acetic acid “Burelite LCA-25NH” (manufactured by Sanyo Chemical Industries Co., Ltd.) was added dropwise over 1 hour with stirring to add a surfactant (A-9 ) (A-9) is a group in which R 1 is represented by C 18 H 35 O (EO) 5 C 2 H 4 in the general formula (1), R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is a compound represented by C 12 H 25 O (EO) 3 CH 2 COO − .
＜製造例１０＞
ラウリルアミン１８５部を１０−フェニルデシルアミン２３３部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−１０）を得た。（Ａ−１０）は、一般式（１）においてＲ1が１０−フェニルデシル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 10>
A surfactant (A-10) was obtained in the same manner as in Production Example 1 except that 185 parts of laurylamine was changed to 233 parts of 10-phenyldecylamine. (A-10) is represented by the following formula (1): R 1 is a 10-phenyldecyl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12. H 25 O (EO) 3 CH 2 COO - is a compound represented by.
＜製造例１１＞
温度計、加熱冷却装置、撹拌機、滴下ロート及びストリッピング装置を備えたステンレス製耐圧容器に製造例１の方法で得られたラウリルアミンのエチレンオキシド１０モル付加物（Ｘ−２）６２５部、炭酸ジメチル１３５部及びメタノール１００部を仕込み、窒素置換後密閉し、１３０℃で２０時間反応させた。５０℃まで冷却後、未反応の炭酸ジメチル及びメタノールを１時間かけて減圧（２０ｍｍＨｇ）除去した。室温まで冷却後、ポリオキシエチレン（３モル）ラウリルエーテル酢酸ナトリウム３７６部を撹拌下、１時間かけて滴下し、副生するメタノールと炭酸ガスを減圧（２０ｍｍＨｇ）除去しながら塩交換し（Ａ−１１）を得た。（Ａ−１１）は、一般式（１）においてＲ1がラウリル基、Ｒ2がメチル基、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 11>
625 parts of ethylene oxide 10-mole adduct (X-2) of laurylamine obtained by the method of Production Example 1 in a stainless steel pressure vessel equipped with a thermometer, heating / cooling device, stirrer, dropping funnel and stripping device, carbonic acid 135 parts of dimethyl and 100 parts of methanol were charged, sealed with nitrogen, and allowed to react at 130 ° C. for 20 hours. After cooling to 50 ° C., unreacted dimethyl carbonate and methanol were removed under reduced pressure (20 mmHg) over 1 hour. After cooling to room temperature, 376 parts of polyoxyethylene (3 mol) sodium lauryl ether acetate was added dropwise over 1 hour with stirring, and the salt exchange was carried out while removing by-produced methanol and carbon dioxide under reduced pressure (20 mmHg) (A- 11) was obtained. (A-11) is represented by the formula (1), wherein R 1 is a lauryl group, R 2 is a methyl group, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12 H 25 O. a compound represented by - (EO) 3 CH 2 COO .
＜製造例１２＞
温度計、加熱冷却装置、撹拌機、滴下ロート及びストリッピング装置を備えたステンレス製耐圧容器に製造例１の方法で得られたラウリルアミンのエチレンオキシド１０モル付加物（Ｘ−２）６２５部を仕込み、窒素置換後密閉し、１３０℃に昇温した。次いでエチレンクロロヒドリン１０４．７部を２時間かけて滴下し、更に１時間熟成した。室温まで冷却後、未反応のエチレンクロロヒドリンを１時間かけて減圧（２０ｍｍＨｇ）除去した。次いで水酸化カリウム５６．１部を１時間かけて投入後０℃まで冷却し、析出した塩化カリウムをろ過により除去した。ポリオキシエチレン（３モル）ラウリルエーテル酢酸ナトリウム３７６部を撹拌下、１時間かけて滴下し塩交換した。塩交換で副生した水を１時間かけて減圧（２０ｍｍＨｇ）除去し（Ａ−１２）を得た。（Ａ−１２）は、一般式（１）においてＲ1がラウリル基、Ｒ2がヒドロキシエチル基、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 12>
A stainless pressure vessel equipped with a thermometer, heating / cooling device, stirrer, dropping funnel and stripping device is charged with 625 parts of ethylene oxide 10 mol adduct (X-2) of laurylamine obtained by the method of Production Example 1. After replacing with nitrogen, it was sealed and heated to 130 ° C. Next, 104.7 parts of ethylene chlorohydrin was added dropwise over 2 hours, and the mixture was further aged for 1 hour. After cooling to room temperature, unreacted ethylene chlorohydrin was removed under reduced pressure (20 mmHg) over 1 hour. Subsequently, 56.1 parts of potassium hydroxide was added over 1 hour and then cooled to 0 ° C., and the precipitated potassium chloride was removed by filtration. 376 parts of polyoxyethylene (3 mol) sodium lauryl ether acetate was added dropwise over 1 hour with stirring to salt exchange. Water by-produced by salt exchange was removed under reduced pressure (20 mmHg) over 1 hour to obtain (A-12). (A-12) is represented by the formula (1), wherein R 1 is a lauryl group, R 2 is a hydroxyethyl group, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12 H 25. O (EO) 3 CH 2 COO - is a compound represented by.
＜製造例１３＞
エチレンクロロヒドリン１０４．７部を２−フェニルエチルクロライド１８２．７部に変更した以外は製造例１２と同様にして、界面活性剤（Ａ−１３）を得た。（Ａ−１３）は、一般式（１）においてＲ1がラウリル基、Ｒ2が２−フェニルエチル基、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｏ（ＥＯ）3ＣＨ2ＣＯＯ-で表される化合物である。
<Production Example 13>
A surfactant (A-13) was obtained in the same manner as in Production Example 12 except that 104.7 parts of ethylene chlorohydrin was changed to 182.7 parts of 2-phenylethyl chloride. (A-13) is represented by the formula (1), wherein R 1 is a lauryl group, R 2 is a 2-phenylethyl group, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12. H 25 O (EO) 3 CH 2 COO - is a compound represented by.
＜製造例１４＞
ポリオキシエチレン（３モル）ラウリルエーテル酢酸３７６部をラウリルアルコール硫酸エステル２６６部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−１４）を得た。（Ａ−１４）は、一般式（１）においてＲ1がラウリル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25ＯＳＯ3 -で表される化合物である。
<Production Example 14>
Surfactant (A-14) was obtained in the same manner as in Production Example 1 except that 376 parts of polyoxyethylene (3 mol) lauryl ether acetic acid was changed to 266 parts of lauryl alcohol sulfate. (A-14) is represented by the formula (1), wherein R 1 is a lauryl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12 H 25 OSO 3 - it is a compound represented by.
＜製造例１５＞
ポリオキシエチレン（３モル）ラウリルエーテル酢酸３７６部をドデシルベンゼンスルホン酸３２６部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−１５）を得た。（Ａ−１５）は、一般式（１）においてＲ1がラウリル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝１、Ｘf-がＣ12Ｈ25Ｃ6Ｈ4ＳＯ3 -で表される化合物である。
<Production Example 15>
Surfactant (A-15) was obtained in the same manner as in Production Example 1 except that 376 parts of polyoxyethylene (3 mol) lauryl ether acetic acid was changed to 326 parts of dodecylbenzenesulfonic acid. (A-15) is represented by the formula (1), wherein R 1 is a lauryl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 1, and X f− is C 12 H 25 C 6 H 4 SO 3 - is a compound represented by.
＜製造例１６＞
ポリオキシエチレン（３モル）ラウリルエーテル酢酸３７６部をアジピン酸７３部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−１６）を得た。（Ａ−１３）は、一般式（１）においてＲ1がラウリル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝２、Ｘf-が-ＯＯＣＣ4Ｈ8ＣＯＯ-で表される化合物である。
<Production Example 16>
Surfactant (A-16) was obtained in the same manner as in Production Example 1 except that 376 parts of polyoxyethylene (3 mol) lauryl ether acetic acid was changed to 73 parts of adipic acid. (A-13) has the general formula (1) in which R 1 is a lauryl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 2, X f- is - OOCC 4 H 8 It is a compound represented by COO − .
＜製造例１７＞
ポリオキシエチレン（３モル）ラウリルエーテル酢酸３７６部をシクロヘキサンヘキサカルボン酸５８部に変更した以外は製造例１と同様にして、界面活性剤（Ａ−１７）を得た。（Ａ−１７）は、一般式（１）においてＲ1がラウリル基、Ｒ2が水素原子、ｎ１及びｎ３＝５、ｎ２及びｎ４＝０、ｆ＝６、Ｘf-がＣ6Ｈ6（ＣＯＯ-）6で表される化合物である。
<Production Example 17>
Surfactant (A-17) was obtained in the same manner as in Production Example 1 except that 376 parts of polyoxyethylene (3 mol) lauryl ether acetic acid was changed to 58 parts of cyclohexanehexacarboxylic acid. In (A-17), R 1 is a lauryl group, R 2 is a hydrogen atom, n1 and n3 = 5, n2 and n4 = 0, f = 6, and X f− is C 6 H 6 ( COO − ) 6
＜比較製造例１＞
温度計、加熱冷却装置、撹拌機、滴下ロート及びストリッピング装置を備えたステンレス製耐圧容器に製造例１の方法で得られたラウリルアミンのエチレンオキシド１０モル付加物（Ｘ−２）６２５部を仕込み、撹拌下、塩酸（３５重量％）１０４．３部を１時間かけて滴下した。次いで１１０℃に昇温し、１時間かけて減圧（２０ｍｍＨｇ）脱水し界面活性剤（Ｘ−１）を得た。
<Comparative Production Example 1>
A stainless pressure vessel equipped with a thermometer, heating / cooling device, stirrer, dropping funnel and stripping device is charged with 625 parts of ethylene oxide 10 mol adduct (X-2) of laurylamine obtained by the method of Production Example 1. Under stirring, 104.3 parts of hydrochloric acid (35% by weight) was added dropwise over 1 hour. Next, the temperature was raised to 110 ° C., dehydration under reduced pressure (20 mmHg) over 1 hour, and a surfactant (X-1) was obtained.
表２及び３に記載した部数の台所洗浄剤組成物の各原料を、撹拌器及び温度調節機能を備えた混合槽に仕込み、２０〜３０℃で１時間攪拌して台所洗浄剤組成物（実施例１〜２０及び比較例１〜４を作製した。得られた台所洗浄剤組成物について、下記方法により洗浄性、起泡性及び泡の持続性を評価し、結果を表２及び３に示した。 Each raw material of the kitchen cleaner composition in the number of parts described in Tables 2 and 3 was charged into a mixing tank equipped with a stirrer and a temperature control function, and stirred at 20 to 30 ° C. for 1 hour to carry out the kitchen cleaner composition (implemented) Examples 1 to 20 and Comparative Examples 1 to 4 were prepared, and the obtained kitchen detergent compositions were evaluated for cleanability, foamability and foam persistence by the following methods, and the results are shown in Tables 2 and 3 It was.
表２及び３の（Ｘ−１）〜（Ｘ−４）の組成は、以下の通りである。
（Ｘ−１）：ラウリルアミンエチレンオキシド１０モル付加物の塩酸塩
（Ｘ−２）：ラウリルアミンエチレンオキシド１０モル付加物
（Ｘ−３）：ラウリルアルコールエチレンオキシド１０モル付加物「エマルミンＮＬ−１００」［三洋化成工業（株）製］
（Ｘ−４）：ラウリルアルコール硫酸エステルナトリウム
The compositions of (X-1) to (X-4) in Tables 2 and 3 are as follows.
(X-1): Hydrochloride of laurylamine ethylene oxide 10 mol adduct (X-2): Laurylamine ethylene oxide 10 mol adduct (X-3): Lauryl alcohol ethylene oxide 10 mol adduct "Emalmine NL-100" [Sanyo Made by Kasei Kogyo Co., Ltd.]
(X-4): Sodium lauryl alcohol sulfate ester
＜洗浄性の評価方法＞
リ−ナッツ法（ＪＩＳ Ｋ３３６２）に準じて洗浄性の評価を行った。
汚垢支持体としてスライドガラス６枚を一組として用い、汚垢成分は表１に示した組成の人工汚垢のクロロホルム溶液を塗布して用いた。実施例１〜２０及び比較例１〜４のいずれかの台所洗浄剤組成物６部を水９９９.４部に溶解させた水溶液（固形分濃度：０．１５重量％）を洗浄液として人工汚垢を塗布したスライドガラスを洗浄し、汚垢塗布前後のスライドガラスの重量及び洗浄後のスライドガラスの重量から次式に従って洗浄性を求めた。
洗浄性（％）＝１００×［汚垢塗布後のスライドガラスの重量（ｇ）−洗浄後のスライドガラスの重量（ｇ）］／汚垢塗布前のスライドガラスの重量（ｇ）
<Evaluation method for detergency>
Detergency was evaluated according to the ree nut method (JIS K3362).
A set of 6 slide glasses was used as a soil support, and the soil component was used by applying a chloroform solution of artificial soil having the composition shown in Table 1. Artificial dirt using as a cleaning solution an aqueous solution (solid content concentration: 0.15% by weight) obtained by dissolving 6 parts of the kitchen cleaner composition of any of Examples 1 to 20 and Comparative Examples 1 to 4 in 999.4 parts of water. The slide glass coated with was washed, and the washability was determined from the weight of the slide glass before and after applying the dirt and the weight of the slide glass after washing according to the following formula.
Detergency (%) = 100 × [weight of slide glass after application of dirt (g) −weight of slide glass after cleaning (g)] / weight of slide glass before application of dirt (g)
＜起泡性及び泡の持続性の評価方法＞
ＪＩＳ Ｋ３３６２の起泡性の試験（ロスマイルス法）に基づき、起泡性及び泡の持続性を評価した。所定の起泡性測定装置に３０℃に温調した水２００ｍｌを測定装置に投入し、実施例１〜２０及び比較例１〜４のいずれかの台所洗浄剤組成物０．８部を水1９９．２部に溶解させた水溶液（固形分濃度：０．１重量％）２００ｍｌを３０℃に温調し、先に投入した水の水面から９００ｍｍの高さから、前記水溶液を３０秒間で水面上に落下させた直後に生じる泡の高さ（ｍｍ）及び５分後の泡の高さ（ｍｍ）を測定した。滴下直後に生じた泡の高さを起泡性とし、５分後の泡の高さを泡の持続性として評価した。
<Evaluation method of foamability and foam persistence>
Based on the foaming property test (Rosmiles method) of JIS K3362, the foaming property and the persistence of the foam were evaluated. 200 ml of water adjusted to 30 ° C. was put into a predetermined foamability measuring device, and 0.8 part of the kitchen detergent composition of any of Examples 1 to 20 and Comparative Examples 1 to 4 was added to water 199. 200 ml of an aqueous solution (solid content concentration: 0.1% by weight) dissolved in 2 parts was temperature-controlled at 30 ° C., and the aqueous solution was placed on the water surface for 30 seconds from a height of 900 mm from the water surface charged previously. The height (mm) of the foam generated immediately after being dropped on the foam and the height (mm) of the foam after 5 minutes were measured. The height of the foam generated immediately after the dropping was defined as foamability, and the height of the foam after 5 minutes was evaluated as the persistence of the foam.
表２及び３の結果から明らかなように、実施例１〜２０の台所用洗浄剤組成物は、比較例１〜４と比較して、洗浄性、起泡性及び泡の持続性に優れている。 As is clear from the results of Tables 2 and 3, the kitchen detergent compositions of Examples 1 to 20 are superior in cleaning properties, foaming properties and foam sustainability compared to Comparative Examples 1 to 4. Yes.
本発明の台所用洗浄剤組成物は、一般家庭用の食器用や台所廻り用などの洗剤、厨房で使用する業務用洗剤、食品工場で使用される洗浄剤として有用である。 The kitchen detergent composition of the present invention is useful as a detergent for general household tableware and kitchen use, a commercial detergent used in kitchens, and a detergent used in food factories.
Claims (6)
Ｒ３−Ｏ−（Ａ1Ｏ）ｐ−（ＣＨ２）ｑ−ＣＯＯＨ （２）
［式中、Ｒ３は炭素数４〜１８のアルキル基；Ａ1Ｏは炭素数２〜４のオキシアルキレン基；ｐは０〜１０の数；ｑは１又は２の整数である。］ The kitchen cleaner composition according to claim 3, wherein the fatty acid (B1) is a fatty acid (B11) represented by the general formula (2).
R3-O- (A1O) p- (CH2) q-COOH (2)
[Wherein R 3 is an alkyl group having 4 to 18 carbon atoms; A 1 O is an oxyalkylene group having 2 to 4 carbon atoms; p is a number from 0 to 10; q is an integer of 1 or 2. ]
Ｒ４−Ｏ−（Ａ2Ｏ）ｒ−ＳＯ３Ｈ （３）
［式中、Ｒ４は炭素数４〜１８のアルキル基、フェニル基及び炭素数７〜１４のアリールアルキル基からなる群から選ばれる１種以上；Ａ２Ｏは炭素数２〜４のオキシアルキレン基；ｒは０〜１０の数である。］ The kitchen cleaner composition according to claim 3, wherein the sulfate group-containing compound (B2) is a compound (B21) represented by the following general formula (3).
R4-O- (A2O) r-SO3H (3)
[Wherein, R4 is one or more selected from the group consisting of an alkyl group having 4 to 18 carbon atoms, a phenyl group, and an arylalkyl group having 7 to 14 carbon atoms; A2O is an oxyalkylene group having 2 to 4 carbon atoms; Is a number from 0 to 10. ]
Ｒ５−ＳＯ３Ｈ （４）
［式中、Ｒ５は炭素数４〜１８のアルキル基、フェニル基及び炭素数７〜１４のアリールアルキル基からなる群から選ばれる１種以上である。］ The kitchen detergent composition according to claim 3, wherein the sulfonic acid group-containing compound (B3) is a compound (B31) represented by the following general formula (4).
R5-SO3H (4)
[Wherein, R5 is at least one selected from the group consisting of an alkyl group having 4 to 18 carbon atoms, a phenyl group, and an arylalkyl group having 7 to 14 carbon atoms. ]
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| US10676696B2 (en) | 2014-09-25 | 2020-06-09 | The Procter & Gamble Company | Liquid laundry detergent composition |
| US9388368B2 (en) | 2014-09-26 | 2016-07-12 | The Procter & Gamble Company | Cleaning compositions containing a polyetheramine |
| US11268047B2 (en) | 2016-03-24 | 2022-03-08 | The Procter & Gamble Company | Compositions containing an etheramine |
| US11274267B2 (en) | 2016-03-24 | 2022-03-15 | The Procter & Gamble Company | Compositions containing an etheramine |
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