JP2020531665A - 新規アニオン性界面活性剤、ならびにそれを含有する洗剤および洗浄剤 - Google Patents
新規アニオン性界面活性剤、ならびにそれを含有する洗剤および洗浄剤 Download PDFInfo
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- JP2020531665A JP2020531665A JP2020512040A JP2020512040A JP2020531665A JP 2020531665 A JP2020531665 A JP 2020531665A JP 2020512040 A JP2020512040 A JP 2020512040A JP 2020512040 A JP2020512040 A JP 2020512040A JP 2020531665 A JP2020531665 A JP 2020531665A
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- NQUPKCJGWCPODR-UHFFFAOYSA-N hexaneperoxoic acid Chemical compound CCCCCC(=O)OO NQUPKCJGWCPODR-UHFFFAOYSA-N 0.000 description 1
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- 229910052742 iron Inorganic materials 0.000 description 1
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- 239000008101 lactose Substances 0.000 description 1
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- USSBDBZGEDUBHE-UHFFFAOYSA-L magnesium;2-oxidooxycarbonylbenzoate Chemical compound [Mg+2].[O-]OC(=O)C1=CC=CC=C1C([O-])=O USSBDBZGEDUBHE-UHFFFAOYSA-L 0.000 description 1
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- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
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- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
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- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical class COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
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- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
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- 150000005673 monoalkenes Chemical class 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- KVMCMJZPRBHUNJ-UHFFFAOYSA-N n'-[bis(1-methylimidazol-2-yl)methyl]ethane-1,2-diamine Chemical compound CN1C=CN=C1C(NCCN)C1=NC=CN1C KVMCMJZPRBHUNJ-UHFFFAOYSA-N 0.000 description 1
- BFZMCLBFNMIXPE-UHFFFAOYSA-N n,n-bis[(1-methylimidazol-2-yl)methyl]-1-pyridin-2-ylmethanamine Chemical compound CN1C=CN=C1CN(CC=1N=CC=CC=1)CC1=NC=CN1C BFZMCLBFNMIXPE-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000001402 nonanoyl group Chemical group O=C([*])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
- 239000012038 nucleophile Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
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- XCRBXWCUXJNEFX-UHFFFAOYSA-N peroxybenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1 XCRBXWCUXJNEFX-UHFFFAOYSA-N 0.000 description 1
- 239000003348 petrochemical agent Substances 0.000 description 1
- 229940044652 phenolsulfonate Drugs 0.000 description 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000747 poly(lactic acid) Polymers 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 108010064470 polyaspartate Proteins 0.000 description 1
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- 229920000570 polyether Polymers 0.000 description 1
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- 239000004814 polyurethane Substances 0.000 description 1
- RKCAIXNGYQCCAL-UHFFFAOYSA-N porphin Chemical compound N1C(C=C2N=C(C=C3NC(=C4)C=C3)C=C2)=CC=C1C=C1C=CC4=N1 RKCAIXNGYQCCAL-UHFFFAOYSA-N 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003138 primary alcohols Chemical group 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- YLQLIQIAXYRMDL-UHFFFAOYSA-N propylheptyl alcohol Chemical compound CCCCCC(CO)CCC YLQLIQIAXYRMDL-UHFFFAOYSA-N 0.000 description 1
- 230000002797 proteolythic effect Effects 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical group O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- HEBKCHPVOIAQTA-ZXFHETKHSA-N ribitol Chemical compound OC[C@H](O)[C@H](O)[C@H](O)CO HEBKCHPVOIAQTA-ZXFHETKHSA-N 0.000 description 1
- 150000003303 ruthenium Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229940045872 sodium percarbonate Drugs 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- SZHIIIPPJJXYRY-UHFFFAOYSA-M sodium;2-methylprop-2-ene-1-sulfonate Chemical compound [Na+].CC(=C)CS([O-])(=O)=O SZHIIIPPJJXYRY-UHFFFAOYSA-M 0.000 description 1
- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000019635 sulfation Effects 0.000 description 1
- 238000005670 sulfation reaction Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 125000004192 tetrahydrofuran-2-yl group Chemical group [H]C1([H])OC([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- UDBAOKKMUMKEGZ-UHFFFAOYSA-K trichloromanganese Chemical compound [Cl-].[Cl-].[Cl-].[Mn+3] UDBAOKKMUMKEGZ-UHFFFAOYSA-K 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
-
- 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
- C11D1/26—Sulfonic acids or sulfuric acid esters; Salts thereof derived from heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/12—Radicals substituted by oxygen atoms
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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
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
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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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- 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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/04—Detergent materials or soaps characterised by their shape or physical properties combined with or containing other objects
- C11D17/041—Compositions releasably affixed on a substrate or incorporated into a dispensing means
- C11D17/042—Water soluble or water disintegrable containers or substrates containing cleaning compositions or additives for cleaning compositions
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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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/06—Powder; Flakes; Free-flowing mixtures; Sheets
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- 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
- 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
- C11D2111/10—Objects to be cleaned
- C11D2111/14—Hard surfaces
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- Chemical & Material Sciences (AREA)
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- Engineering & Computer Science (AREA)
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- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
Abstract
Description
の化合物を、硫酸化剤、例えばクロロスルホン酸または三酸化硫黄ピリジンを使用して硫酸化すること、および場合により、その後にX+OH−、X+HCO− 3、またはX+ 2CO2− 3(式中、X+は上記で特定された意味を有する)と反応させて中和することにより調製できる。一般式(II)の化合物は、テトラヒドロフルフラールまたは代替としてフルフラールから、グリニャール反応およびその後の水素化により得ることができる。グリニャール反応では、求核試薬としての有機マグネシウムハライドと、フルフラールまたはテトラヒドロフルフラールの求電子性カルボニル基とが反応して、新しい炭素−炭素単結合を形成する。フルフラールはセルロースから生産でき、例えばパルプ生産の副産物である。
A:1−(フラン−2−イル)ペンタデカン−1−オールの調製
46.8gの1−ブロモテトラデカン(169mmol、1eq)を、169mlの乾燥ジエチルエーテル中の6.2gの乾燥マグネシウムチップ(253mmol、1.5eq)にゆっくりと滴下した。前記混合物を加熱し、還流下で3時間撹拌した。続いて、このように調製したグリニャール試薬を、氷冷しながら、50mlの乾燥ジエチルエーテルに溶解した12.5gのフルフラール(130mmol、1eq)の溶液にゆっくりと滴下した。室温に加熱し、還流下で3時間撹拌した後、飽和塩化アンモニウム水溶液を加えた。生成物を単離するために、水およびジエチルエーテルを使用して数回抽出した。高真空下で乾燥した後、37.9gの1−(フラン−2−イル)ペンタデカン−1−オールを、わずかに黄色の固体として得た。収率:99%
1H−NMR(400MHz,CDCl3):δ(ppm)=0.88 (t,3H,H19)、1.27(m,22H,H8−18),1.41(m,2H,H7),1.88(m,2H,H6),4.65(t,1H,H5),6.28(m,2H,H2−3),7.36(m,1H,H1)
13C−NMR(100MHz,CDCl3):δ(ppm)=14.25(s,1C,C19),22.84(s,1C,C18),25.68(s,1C,C7),29.85(m,9C,C8−16),32.07(s,1C,C17),35.70(s,1C,C6),67.94(s,1C,C5),105.83(s,1C,C3),110.19(s,1C,C2),141.91(s,1C,C1),157.09(s,1C,C4)
2gのNi/SiO2を、100mlのエタノールに溶解した20gの1−(フラン−2−イル)ペンタデカン−1−オール(68mmol)の溶液に加えた。前記混合物をオートクレーブに移し、水素圧150バールおよび温度100℃で3時間撹拌した。その後、触媒を遠心分離により分離し、溶媒を除去することにより、1−(テトラヒドロフラン−2−イル)ペンタデカン−1−オールを、無色の液体として単離した。収率:100%
13C−NMR(100MHz,CDCl3):δ(ppm)=14.21(s,1C,C19),22.80(s,1C,C18),24.58(s,1C,C7),26.11(s,1C,C2),26.38(s,1C,C3),28.07(s,1C,C8),29.73(m,8C,C9−16),32.04(s,1C,C17),33.84(s,1C,C6),68.38(d,1C,C1),73.01(d,1C,C5),82.49(d,1C,C4)
11.52gのSO3Py(72mmol、1.5eq)を400mlのアセトニトリルに溶解した14.40gの1−(フラン−2−イル)ペンタデカン−1−オール(48mmol)の溶液に加え、前記混合物を70℃で6時間攪拌した。続いて、0.7mlの水を加え、前記混合物をさらに30分間撹拌した。溶媒を除去し、残渣をエタノールに溶解させた。10gの細かく粉砕したNa2CO3(96mmol、2eq)を加え、前記混合物を50℃で2時間撹拌した。前記固体をシリカゲルにより濾過し、濾液を濃縮した。石油エーテルの添加後、1−(テトラヒドロフラン−2−イル)ペンタデシル硫酸ナトリウム(P1)が白色固体として沈殿し、これを遠心分離により分離し、高真空下で乾燥させた。収率:100%
13C−NMR(100MHz,MeOD):δ(ppm)=14.45(s,1C,C19),23.73(s,1C,C18),25.81(s,1C,C7),26.51(s,1C,C2),26.89(s,1C,C3),28.87(s,1C,C8),28.45(s,1C,C9),30.69(m,7C,C10−16),32.13(s,1C,C6),33.08(s,1C,C17),69.49(d,1C,C1),80.65(d,1C,C4),81.65(d,1C,C5)
実施例1を繰り返したが、工程Aでは1−ブロモテトラデカンの代わりに1−ブロモドデカンを使用した。
界面活性剤P2の臨界ミセル濃度(CMC)を、25℃およびpH8.5で、0.24g/lまでの濃度の関数としてその水溶液の表面張力を測定することにより決定した。pH8.5および25℃での、ミリスチン酸イソプロピルに対するP1水溶液(濃度1g/l)の界面張力を、スピニングドロップ法を使用して測定した。20分後、4mN/mの値が生成された。
Claims (10)
- 一般式(I):
のアニオン性界面活性剤。 - 一般式(I):
のアニオン性界面活性剤の製造方法であり、
a)フルフラールとグリニャール化合物R−Mg−Hal[式中、Rは上記で特定された意味を有し、HalはBrおよびIから選択される]とを反応させること、
b)フラン環を水素化して、テトラヒドロフラン環を形成すること、および
c)硫酸化剤を使用して硫酸化すること、および場合により、次いで、X+OH−、X+HCO− 3、またはX+ 2CO2− 3[式中、X+はアルカリ金属カチオンまたはグループN+R1R2R3を表し、R1、R2、およびR3は、互いに独立して、水素、1〜6個のC原子を有するアルキル基、または2〜6個のC原子を有するヒドロキシアルキル基を表す]と反応させて中和すること
による、方法。 - 一般式(I):
のアニオン性界面活性剤の製造方法であり、
a)テトラヒドロフルフラールとグリニャール化合物R−Mg−Hal[式中、Rは上記で特定された意味を有し、HalはBrおよびIから選択される]とを反応させること、および
b)硫酸化剤を使用して硫酸化すること、および場合により、次いで、X+OH−、X+HCO− 3、またはX+ 2CO2− 3[式中、X+はアルカリ金属カチオンまたはグループN+R1R2R3を表し、式中、R1、R2、およびR3は、互いに独立して、水素、1〜6個のC原子を有するアルキル基、または2〜6個のC原子を有するヒドロキシアルキル基を表す]と反応させて中和すること
による、方法。 - 一般式(I):
のアニオン性界面活性剤を含有する洗剤または洗浄剤。 - 1重量%〜99重量%、特に3重量%〜65重量%の一般式(I)の界面活性剤を含有することを特徴とする、請求項4に記載の洗剤または洗浄剤。
- 最大で99重量%、特に3重量%〜65重量%の追加の界面活性剤をさらに含有することを特徴とする、請求項4または5に記載の洗剤または洗浄剤。
- 微粒子であり、特に1重量%〜60重量%の範囲の量の、ビルダーを含有することを特徴とする、または、液体であり、1重量%〜90重量%、特に10重量%〜85重量%の、水、水混和性溶媒、または水と水混和性溶媒との混合物を含有することを特徴とする、請求項4〜6のいずれか一項に記載の洗剤または洗浄剤。
- 個別に投与可能なように、水溶性材料で作られたチャンバー内に分割され、15重量%未満の、特に1重量%〜12重量%の範囲の水を含有することを特徴とする、請求項4〜6のいずれか一項に記載の洗剤または洗浄剤。
- 一般式(I):
のアニオン性界面活性剤の、洗濯物を洗濯する、または硬質表面を洗浄するときの洗剤または洗浄剤の性能を向上させるための使用。 - 一般式(I)の化合物において、Rは直鎖状または分枝状の、特に直鎖状の、7〜21個のC原子を有するアルキル基を表す、請求項1に記載の界面活性剤、請求項2または3に記載の方法、請求項4〜8のいずれか一項に記載の洗剤または洗浄剤、または請求項9に記載の使用。
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