JP2023530130A - 低減グリコール脂肪アルコールエトキシレート及び低減グリコールサルフェートエトキシル化界面活性剤 - Google Patents
低減グリコール脂肪アルコールエトキシレート及び低減グリコールサルフェートエトキシル化界面活性剤 Download PDFInfo
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- JP2023530130A JP2023530130A JP2022577146A JP2022577146A JP2023530130A JP 2023530130 A JP2023530130 A JP 2023530130A JP 2022577146 A JP2022577146 A JP 2022577146A JP 2022577146 A JP2022577146 A JP 2022577146A JP 2023530130 A JP2023530130 A JP 2023530130A
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- glycol
- sulfate
- surfactant
- fatty alcohol
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title claims abstract description 293
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 168
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 title claims abstract description 126
- -1 Glycol Fatty Alcohol Chemical class 0.000 title claims description 85
- ZPFAVCIQZKRBGF-UHFFFAOYSA-N 1,3,2-dioxathiolane 2,2-dioxide Chemical compound O=S1(=O)OCCO1 ZPFAVCIQZKRBGF-UHFFFAOYSA-N 0.000 title description 27
- 150000002191 fatty alcohols Chemical class 0.000 claims abstract description 81
- 150000001298 alcohols Chemical class 0.000 claims abstract description 12
- XEBGWTLTGPRZOB-UHFFFAOYSA-M sodium 2-(2-hydroxyethoxy)ethyl sulfate Chemical compound [Na+].OCCOCCOS([O-])(=O)=O XEBGWTLTGPRZOB-UHFFFAOYSA-M 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 148
- 239000000463 material Substances 0.000 claims description 53
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 51
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 29
- 239000011734 sodium Substances 0.000 claims description 24
- 229910052708 sodium Inorganic materials 0.000 claims description 24
- 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 claims description 22
- SFNALCNOMXIBKG-UHFFFAOYSA-N ethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCO SFNALCNOMXIBKG-UHFFFAOYSA-N 0.000 claims description 22
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 15
- 235000011152 sodium sulphate Nutrition 0.000 claims description 15
- 229940057950 sodium laureth sulfate Drugs 0.000 claims description 13
- 229940045990 sodium laureth-2 sulfate Drugs 0.000 claims description 5
- HKOLRKVMHVYNGG-UHFFFAOYSA-N tridecan-2-ol Chemical compound CCCCCCCCCCCC(C)O HKOLRKVMHVYNGG-UHFFFAOYSA-N 0.000 claims description 5
- 229940087291 tridecyl alcohol Drugs 0.000 claims description 5
- VJKYNWPQVZHJAR-UHFFFAOYSA-H hexasodium trisulfate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O VJKYNWPQVZHJAR-UHFFFAOYSA-H 0.000 claims 1
- 238000000034 method Methods 0.000 description 113
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 68
- 239000000344 soap Substances 0.000 description 52
- 239000006227 byproduct Substances 0.000 description 40
- 239000003599 detergent Substances 0.000 description 39
- 230000008569 process Effects 0.000 description 33
- CKKQNAYCAVMZGX-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl hydrogen sulfate Chemical compound OCCOCCOS(O)(=O)=O CKKQNAYCAVMZGX-UHFFFAOYSA-N 0.000 description 25
- 230000008901 benefit Effects 0.000 description 25
- 150000008051 alkyl sulfates Chemical class 0.000 description 24
- 239000002994 raw material Substances 0.000 description 24
- 238000005670 sulfation reaction Methods 0.000 description 22
- 239000003945 anionic surfactant Substances 0.000 description 21
- 238000000605 extraction Methods 0.000 description 21
- 239000007788 liquid Substances 0.000 description 21
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 20
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 20
- 235000002639 sodium chloride Nutrition 0.000 description 20
- 239000003795 chemical substances by application Substances 0.000 description 17
- 235000014113 dietary fatty acids Nutrition 0.000 description 17
- 239000000194 fatty acid Substances 0.000 description 17
- 229930195729 fatty acid Natural products 0.000 description 17
- 239000000047 product Substances 0.000 description 17
- 230000019635 sulfation Effects 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 15
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- 150000004665 fatty acids Chemical class 0.000 description 14
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 13
- 230000015572 biosynthetic process Effects 0.000 description 12
- 125000004432 carbon atom Chemical group C* 0.000 description 12
- 238000007046 ethoxylation reaction Methods 0.000 description 12
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 12
- 125000000217 alkyl group Chemical group 0.000 description 10
- 239000002736 nonionic surfactant Substances 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 10
- 239000011780 sodium chloride Substances 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 238000004851 dishwashing Methods 0.000 description 9
- 238000009826 distribution Methods 0.000 description 9
- 239000010410 layer Substances 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- 229920002451 polyvinyl alcohol Polymers 0.000 description 9
- 238000005201 scrubbing Methods 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- KLFVDTRVIFNWIH-UHFFFAOYSA-N 2-[2-(2-tridecoxyethoxy)ethoxy]ethanol Chemical compound CCCCCCCCCCCCCOCCOCCOCCO KLFVDTRVIFNWIH-UHFFFAOYSA-N 0.000 description 8
- 230000032683 aging Effects 0.000 description 8
- 125000000129 anionic group Chemical group 0.000 description 8
- 238000004140 cleaning Methods 0.000 description 8
- 239000003240 coconut oil Substances 0.000 description 8
- 235000019864 coconut oil Nutrition 0.000 description 8
- 239000000499 gel Substances 0.000 description 8
- 150000002334 glycols Chemical class 0.000 description 8
- 239000000543 intermediate Substances 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 8
- 239000003760 tallow Substances 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 7
- 239000000872 buffer Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 7
- PDKQOCKNXAXHBH-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethanol sulfo hydrogen sulfate Chemical compound S(=O)(=O)(O)OS(=O)(=O)O.C(COCCO)O PDKQOCKNXAXHBH-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000004372 Polyvinyl alcohol Substances 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 239000003755 preservative agent Substances 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 239000002280 amphoteric surfactant Substances 0.000 description 5
- 239000004599 antimicrobial Substances 0.000 description 5
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 5
- 235000015165 citric acid Nutrition 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000010408 film Substances 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 230000001180 sulfating effect Effects 0.000 description 5
- 239000002888 zwitterionic surfactant Substances 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 235000019482 Palm oil Nutrition 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000004996 alkyl benzenes Chemical class 0.000 description 4
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 239000003925 fat Substances 0.000 description 4
- 235000019197 fats Nutrition 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- 235000012149 noodles Nutrition 0.000 description 4
- 239000002540 palm oil Substances 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- 239000011591 potassium Substances 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 229960003975 potassium Drugs 0.000 description 4
- 210000003491 skin Anatomy 0.000 description 4
- 239000008247 solid mixture Substances 0.000 description 4
- 235000015112 vegetable and seed oil Nutrition 0.000 description 4
- 239000008158 vegetable oil Substances 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- FKMHSNTVILORFA-UHFFFAOYSA-N 2-[2-(2-dodecoxyethoxy)ethoxy]ethanol Chemical compound CCCCCCCCCCCCOCCOCCOCCO FKMHSNTVILORFA-UHFFFAOYSA-N 0.000 description 3
- LIFHMKCDDVTICL-UHFFFAOYSA-N 6-(chloromethyl)phenanthridine Chemical compound C1=CC=C2C(CCl)=NC3=CC=CC=C3C2=C1 LIFHMKCDDVTICL-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 3
- 108090000790 Enzymes Proteins 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 3
- 239000008365 aqueous carrier Substances 0.000 description 3
- 230000003139 buffering effect Effects 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 229940073507 cocamidopropyl betaine Drugs 0.000 description 3
- VFNGKCDDZUSWLR-UHFFFAOYSA-N disulfuric acid Chemical class OS(=O)(=O)OS(O)(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-N 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 229940093915 gynecological organic acid Drugs 0.000 description 3
- 229940057905 laureth-3 Drugs 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
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- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- AZLWQVJVINEILY-UHFFFAOYSA-N 2-(2-dodecoxyethoxy)ethanol Chemical compound CCCCCCCCCCCCOCCOCCO AZLWQVJVINEILY-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
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- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
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- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
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- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
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- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- SSZBUIDZHHWXNJ-UHFFFAOYSA-N palmityl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCCCC SSZBUIDZHHWXNJ-UHFFFAOYSA-N 0.000 description 2
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- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical group [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 2
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- RZOVDOYFYGXAEU-NRFANRHFSA-N (2s)-6-amino-2-(hexadecylamino)hexanoic acid Chemical compound CCCCCCCCCCCCCCCCN[C@H](C(O)=O)CCCCN RZOVDOYFYGXAEU-NRFANRHFSA-N 0.000 description 1
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- 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 1
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- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
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- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 235000011083 sodium citrates Nutrition 0.000 description 1
- 229940096501 sodium cocoamphoacetate Drugs 0.000 description 1
- 229940079776 sodium cocoyl isethionate Drugs 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 229940045998 sodium isethionate Drugs 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- 229940045885 sodium lauroyl sarcosinate Drugs 0.000 description 1
- 229940079862 sodium lauryl sarcosinate Drugs 0.000 description 1
- KLYDBHUQNXKACI-UHFFFAOYSA-M sodium;2-[2-(2-tridecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O KLYDBHUQNXKACI-UHFFFAOYSA-M 0.000 description 1
- HVFAVOFILADWEZ-UHFFFAOYSA-M sodium;2-[2-(dodecanoylamino)ethyl-(2-hydroxyethyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCC(=O)NCCN(CCO)CC([O-])=O HVFAVOFILADWEZ-UHFFFAOYSA-M 0.000 description 1
- LADXKQRVAFSPTR-UHFFFAOYSA-M sodium;2-hydroxyethanesulfonate Chemical compound [Na+].OCCS([O-])(=O)=O LADXKQRVAFSPTR-UHFFFAOYSA-M 0.000 description 1
- IWMMSZLFZZPTJY-UHFFFAOYSA-M sodium;3-(dodecylamino)propane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCNCCCS([O-])(=O)=O IWMMSZLFZZPTJY-UHFFFAOYSA-M 0.000 description 1
- HWCHICTXVOMIIF-UHFFFAOYSA-M sodium;3-(dodecylamino)propanoate Chemical compound [Na+].CCCCCCCCCCCCNCCC([O-])=O HWCHICTXVOMIIF-UHFFFAOYSA-M 0.000 description 1
- DUXXGJTXFHUORE-UHFFFAOYSA-M sodium;4-tridecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCCC1=CC=C(S([O-])(=O)=O)C=C1 DUXXGJTXFHUORE-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 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
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- UZVUJVFQFNHRSY-OUTKXMMCSA-J tetrasodium;(2s)-2-[bis(carboxylatomethyl)amino]pentanedioate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CC[C@@H](C([O-])=O)N(CC([O-])=O)CC([O-])=O UZVUJVFQFNHRSY-OUTKXMMCSA-J 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229920000428 triblock copolymer Polymers 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical group 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000008170 walnut oil Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/04—Saturated ethers
- C07C43/10—Saturated ethers of polyhydroxy compounds
- C07C43/11—Polyethers containing —O—(C—C—O—)n units with ≤ 2 n≤ 10
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
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- A—HUMAN NECESSITIES
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- A61K8/00—Cosmetics or similar toiletry preparations
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
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- C11D2111/10—Objects to be cleaned
- C11D2111/12—Soft surfaces, e.g. textile
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
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Abstract
Description
1.パーソナルクレンジング組成物
リンスオフパーソナルクレンジング組成物は、多くの形態でもたらされ得る。例えば、パーソナルクレンジング組成物は、液体形態であってもよく、ボディウォッシュ、シャンプー、コンディショニングシャンプー、シャワーゲル、洗顔クレンザー、クレンジングミルク、インシャワーボディ保湿剤、液体ハンドソープ、ペットシャンプー、シェービング調製物などであり得る。リンスオフパーソナルクレンジング組成物はまた、固形石鹸若しくは半固体形態のような固体形態であってもよく、又はペースト若しくはゲルのような半固体形態であってもよい。固体クレンジング組成物はまた、多くの形状にあり得、例えば、長方形のような形態、又は粉末若しくはペレット形態であり得る。更に、固体及び半固体形態を、米国特許出願公開第2012/0246851号、同第2013/0043145号、同第2013/0043146号、及び同第2013/0043147号により詳細に記載されるように、基材と組み合わせて物品を形成してもよい。
例示的な液体リンスオフパーソナルクレンジング組成物は、水性担体を含み得、これは、約5%~約95%、約10%~約90%、約20%~約80%、約30%~約75%、及び/又は約40%~約75%のレベルで存在し得る。水性担体は、水、又は水と有機溶媒との混和性混合物を含んでもよい。非水性担体材料も用いてもよい。
本明細書に記述されるように、パーソナルクレンジング組成物は、多数の形態をとることができる。1つの好適な形態は、固体パーソナルクレンジング組成物のものである。固体組成物は、粉末、ペレット、固形などのような多くの形態をとることができる。これらの形態は、一般に、本明細書では固形石鹸として記載されるが、固体組成物は、別の形態又は形状であり得ることを理解されたい。固形石鹸パーソナルクレンジング組成物の一例は、パーソナルクレンジング組成物の約0.1重量%~約35重量%の水、パーソナルクレンジング組成物の約45重量%~約99重量%の石鹸、及びパーソナルクレンジング組成物の約0.01重量%~約5重量%の粒子状抗菌剤を含み得る。別の好適な抗菌固形石鹸は、例えば、パーソナルクレンジング組成物の約0.1重量%~約30重量%の水、パーソナルクレンジング組成物の約40重量%~約99重量%の石鹸、及びパーソナルクレンジング組成物の約0.25重量%~約3重量%の粒子状抗菌剤を含み得る。
本明細書に記載の界面活性剤又は界面活性剤中間体は、布地及び住宅ケア用途、特に洗濯及び硬質表面洗浄に使用するための洗剤組成物を配合するために使用することができる。洗濯洗剤の例としては、水溶性フィルムにカプセル化されて可溶性単位用量物品を形成する低水液体洗剤組成物を含む、粒状洗剤並びに液体洗濯洗剤が挙げられる。硬質表面洗浄洗剤組成物の例としては、床、カウンタートップ、皿などの洗浄に好適なものが挙げられ、界面活性剤及び中間体は、手洗い用食器洗浄洗剤組成物に特に適している。
アルコールエトキシレートのドラム(約171kg)を、115kgの水を含む容器に添加する。容器を70~80℃の温度で30分間撹拌してから撹拌を停止し、水性層及び有機層を1時間~4時間重力分離してから、底部の水性層を排出する。このプロセスを、毎回115kgの水で、例えば3回繰り返して、アルコールエトキシレートを完全に水洗浄することができる。水洗浄の終了時に、添加した水の除去を助けるためにアルコールエトキシレートを乾燥させ、70~90℃のバルク温度を維持し、真空を約15mmHgまでゆっくりと引き下げて、発泡を回避する。真空による乾燥の終了時にアルコールエトキシレートを介した窒素スパージを加えて、0.05重量%以下の標的として<0.1重量%まで水分を更に引き抜くことができる。洗浄及び乾燥したアルコールエトキシレートの最終収率は、例えば、出発アルコールエトキシレート重量の97.5%である。
600gのTDA-2を、底部排出バルブを備えた1Lの開放ヘッドガラス反応器に添加する。内容物を混合しながら50℃まで加熱する。300mLの水をTDA-2に添加する。この温度で水を添加すると、反応器の内容物がゲル化し得る。これが起こった場合は、温度を増加させる。ここでは、全てを流体に保持するために70℃まで加熱する。混合物を30分間混合させる。次いで、混合を停止し、内容物を層に分離させる。2層が存在するようになったら、底部層を排出する。底部層は、水層であり、水に可溶化されるポリエチレングリコールを含有する。追加の300mLの水を添加してプロセスを繰り返すことによって、上層を再度洗浄する。これは、必要に応じて繰り返すことができる。ここでは、合計3回洗浄を繰り返す。
以下は、例示的な液体洗濯洗剤配合物である。エトキシル化アルキルサルフェート界面活性剤は、本発明のプロセスに従って/本発明による界面活性剤中間体から誘導され得る。
2 BASFから市販されているPE-20
3 ヌクレアーゼ酵素は、同時係属中の欧州特許出願第19219568.3号に特許請求されているとおりである
4 酸化防止剤1は、3,5-ビス(1,1-ジメチルエチル)-4-ヒドロキシベンゼンプロパン酸、メチルエステル[6386-38-5]である
5 酸化防止剤2は、BASFから市販されているTinogard TSである
6 衛生剤は、BASFから市販されているTinosan HP 100である薬剤である
7 Dow Corningから供給された消泡剤ブレンド、80~92%のエチルメチル、メチル(2-フェニルプロピル)シロキサン、5~14%のステアリン酸オクチル中のMQ樹脂、3~7%の変性シリカ。
8 蛍光増白剤は、4,4’-ビス{[4-アニリノ-6-モルホリノ-s-トリアジン-2-イル]-アミノ}-2,2’-スチルベンジスルホナート、又は2,2′-([1,1′-ビフェニル]-4,4′-ジイルジ-2,1-エテンジイル)ビス-ベンゼンスルホン酸ジナトリウム塩である。
以下は、例示的な水溶性単位用量配合物である。エトキシル化アルキルサルフェート界面活性剤は、本発明のプロセスに従って/本発明による界面活性剤中間体から誘導され得る。組成物は、単一チャンバ水溶性単位用量物品の一部であってもよく、又は複数の区画にわたって分割されて、以下の「区画全体が平均化された」全物品組成物をもたらし得る。
以下は、例示的な液体手洗い用食器洗浄洗剤配合物である。配合物は、個々の成分の標準的な混合によって作製することができる。エトキシル化アルキルサルフェート界面活性剤は、本発明のプロセスに従って/本発明による界面活性剤中間体から誘導され得る
A.低減グリコール脂肪アルコールエトキシレート材料を生成する方法であって、脂肪アルコールエトキシレート材料の形成後に、脂肪アルコールエトキシレート材料中のグリコールの少なくとも一部分を除去することを含む、方法。
Claims (10)
- 100重量ppm以下の遊離グリコールを有するエトキシル化脂肪アルコール、又は100重量ppm以下のジエチレングリコールモノサルフェートナトリウムを有する硫酸化エトキシル化アルコールを含む、界面活性剤。
- 前記遊離グリコールが、エチレングリコールオリゴマーを含む、請求項1に記載の界面活性剤。
- 前記エチレングリコールオリゴマーが、HO(CH2CH2O)nHの化学式を含み、式中、nが、2~約30、好ましくは2~約25、より好ましくは2~約15、更により好ましくは2~約10、及び最も好ましくは2~約5である、請求項1又は2に記載の界面活性剤。
- 前記エトキシル化脂肪アルコール中の遊離グリコールの量が、約0ppm~約100ppm、好ましくは約0ppm~約90ppm、より好ましくは約0ppm~約80ppm、更により好ましくは約0ppm~約70ppm、更により好ましくは約0ppm~約60ppm、更により好ましくは約0ppm~約50ppm、更により好ましくは約0ppm~約40ppm、更により好ましくは約0ppm~約30ppm、更により好ましくは約0ppm~約20ppm、及び最も好ましくは約0ppm~約10ppmである、請求項1~3のいずれか一項に記載の界面活性剤。
- 前記エトキシル化脂肪アルコールが、2-トリデシルアルコールエトキシレート、アルコールエトキシレート-2、3-トリデシルアルコール、アルコールエトキシレート-1、アルコールエトキシレート1.8、又はそれらの組み合わせを含む、請求項1~4のいずれか一項に記載の界面活性剤。
- 前記ジエチレングリコールモノサルフェートナトリウムの量が、約0ppm~約100ppm、約0ppm~約90ppm、約0ppm~約80ppm、約0ppm~約70ppm、約0ppm~約60ppm、約0ppm~約50ppm、約0ppm~約40ppm、約0ppm~約30ppm、約0ppm~約20ppm、又は約0ppm~約10ppmである、請求項1に記載の界面活性剤。
- 前記硫酸化エトキシル化アルコールが、ラウレス-1硫酸ナトリウム、ラウレス-1.8硫酸ナトリウム、ラウレス-2硫酸ナトリウム、ラウレス-2.5硫酸ナトリウム、ラウレス-3硫酸ナトリウム、トリデセス-2硫酸ナトリウム、トリデセス-3硫酸ナトリウム、又はそれらの組み合わせを含む、請求項1又は6に記載の界面活性剤。
- 請求項1~7のいずれか一項に記載の界面活性剤及び水を含む、クレンジング組成物。
- 前記水が、10%~約90%、好ましくは約20%~約80%、より好ましくは約30%~約75%、又は更により好ましくは約40%~約75%のレベルで存在する、請求項8に記載のクレンジング組成物。
- 低減グリコールサルフェートエトキシル化サルフェート界面活性剤を生成するための、低減グリコールエトキシル化材料の使用。
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JP2022577146A Pending JP2023530130A (ja) | 2020-06-22 | 2021-06-09 | 低減グリコール脂肪アルコールエトキシレート及び低減グリコールサルフェートエトキシル化界面活性剤 |
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EP (1) | EP4167942A2 (ja) |
JP (1) | JP2023530130A (ja) |
CN (1) | CN115916145A (ja) |
CA (1) | CA3179767A1 (ja) |
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WO2023205152A1 (en) * | 2022-04-20 | 2023-10-26 | Stepan Company | Methods for mitigating 1,4-dioxane and 1,4-dioxane precursors in surfactant solutions |
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US2438091A (en) | 1943-09-06 | 1948-03-16 | American Cyanamid Co | Aspartic acid esters and their preparation |
US2528378A (en) | 1947-09-20 | 1950-10-31 | John J Mccabe Jr | Metal salts of substituted quaternary hydroxy cycloimidinic acid metal alcoholates and process for preparation of same |
US2658072A (en) | 1951-05-17 | 1953-11-03 | Monsanto Chemicals | Process of preparing amine sulfonates and products obtained thereof |
US4285881A (en) | 1980-04-07 | 1981-08-25 | Conoco, Inc. | Dioxane removal from ether sulfate |
US5106609A (en) | 1990-05-01 | 1992-04-21 | The Procter & Gamble Company | Vehicle systems for use in cosmetic compositions |
US5104646A (en) | 1989-08-07 | 1992-04-14 | The Procter & Gamble Company | Vehicle systems for use in cosmetic compositions |
US6559112B2 (en) * | 2001-01-30 | 2003-05-06 | Johnsondiversey, Inc. | Neutral cleaning composition with moderate and low foaming surfactants |
CN101460603A (zh) | 2006-06-06 | 2009-06-17 | 宝洁公司 | 包含高水含量的清洁条皂组合物 |
EP2442787A2 (en) | 2009-06-18 | 2012-04-25 | The Procter & Gamble Company | Personal care composition comprising a synthetic cationic polymer |
CN105919832A (zh) | 2010-06-11 | 2016-09-07 | 宝洁公司 | 用于处理皮肤的组合物 |
US20120219610A1 (en) | 2011-02-28 | 2012-08-30 | Smith Iii Edward Dewey | Bar Compositions Comprising Platelet Zinc Pyrithione |
AU2012240329A1 (en) | 2011-04-04 | 2013-10-10 | The Procter & Gamble Company | Personal care article |
MX355304B (es) | 2011-08-15 | 2018-04-12 | Procter & Gamble | Articulos para el cuidado personal conformables. |
US20150094251A1 (en) * | 2013-09-27 | 2015-04-02 | S. C. Johnson & Son, Inc. | Dilutable gel cleaning concentrates |
CN108822980A (zh) * | 2018-07-27 | 2018-11-16 | 唐敏峰 | 卫生清洁剂 |
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CN115916145A (zh) | 2023-04-04 |
WO2021262439A3 (en) | 2022-02-24 |
CA3179767A1 (en) | 2021-12-30 |
US20230119920A1 (en) | 2023-04-20 |
WO2021262439A2 (en) | 2021-12-30 |
EP4167942A2 (en) | 2023-04-26 |
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