JP2012523465A - イソソルビドモノエステルおよび家庭用途におけるその使用 - Google Patents
イソソルビドモノエステルおよび家庭用途におけるその使用 Download PDFInfo
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- JP2012523465A JP2012523465A JP2012503901A JP2012503901A JP2012523465A JP 2012523465 A JP2012523465 A JP 2012523465A JP 2012503901 A JP2012503901 A JP 2012503901A JP 2012503901 A JP2012503901 A JP 2012503901A JP 2012523465 A JP2012523465 A JP 2012523465A
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- Prior art keywords
- isosorbide
- monoester
- group
- weight
- isosorbide monoester
- 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.)
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- KLDXJTOLSGUMSJ-JGWLITMVSA-N Isosorbide Chemical compound O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-JGWLITMVSA-N 0.000 title claims abstract description 54
- 229960002479 isosorbide Drugs 0.000 title claims abstract description 50
- 239000003599 detergent Substances 0.000 claims abstract description 30
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 29
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 238000004851 dishwashing Methods 0.000 claims abstract description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 13
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 7
- 238000004519 manufacturing process Methods 0.000 claims abstract description 5
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 4
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims abstract description 3
- -1 sorbitan ester Chemical class 0.000 claims description 29
- 239000004094 surface-active agent Substances 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 239000002736 nonionic surfactant Substances 0.000 claims description 12
- 239000012459 cleaning agent Substances 0.000 claims description 6
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 4
- 239000002562 thickening agent Substances 0.000 claims 1
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 21
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- 229930195729 fatty acid Natural products 0.000 description 12
- 229920001223 polyethylene glycol Polymers 0.000 description 12
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- KLDXJTOLSGUMSJ-UNTFVMJOSA-N (3s,3ar,6s,6ar)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3,6-diol Chemical compound O[C@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-UNTFVMJOSA-N 0.000 description 2
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 2
- JBVOQKNLGSOPNZ-UHFFFAOYSA-N 2-propan-2-ylbenzenesulfonic acid Chemical compound CC(C)C1=CC=CC=C1S(O)(=O)=O JBVOQKNLGSOPNZ-UHFFFAOYSA-N 0.000 description 2
- 0 C*(C1C2OCC(*)C2OC1)=C Chemical compound C*(C1C2OCC(*)C2OC1)=C 0.000 description 2
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- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
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- 239000004698 Polyethylene Substances 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
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- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
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- 230000001427 coherent effect Effects 0.000 description 2
- 229940071118 cumenesulfonate Drugs 0.000 description 2
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 2
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- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 2
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- RRBZUCWNYQUCTR-UHFFFAOYSA-N 2-(aminoazaniumyl)acetate Chemical class NNCC(O)=O RRBZUCWNYQUCTR-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- XSVSPKKXQGNHMD-UHFFFAOYSA-N 5-bromo-3-methyl-1,2-thiazole Chemical compound CC=1C=C(Br)SN=1 XSVSPKKXQGNHMD-UHFFFAOYSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-UHFFFAOYSA-N Alanine Chemical class CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
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- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 208000007976 Ketosis Diseases 0.000 description 1
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- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- BGRWYDHXPHLNKA-UHFFFAOYSA-N Tetraacetylethylenediamine Chemical compound CC(=O)N(C(C)=O)CCN(C(C)=O)C(C)=O BGRWYDHXPHLNKA-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
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- 239000012190 activator Substances 0.000 description 1
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- 150000001413 amino acids Chemical class 0.000 description 1
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- IBDSNZLUHYKHQP-UHFFFAOYSA-N sodium;3-oxidodioxaborirane;tetrahydrate Chemical compound O.O.O.O.[Na+].[O-]B1OO1 IBDSNZLUHYKHQP-UHFFFAOYSA-N 0.000 description 1
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- 235000013311 vegetables Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
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Images
Classifications
-
- 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
- C11D1/662—Carbohydrates or derivatives
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
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Abstract
Description
4モル(584.6g)のイソソルビド、0.8g(205.1g)のヘキサデカノールおよび触媒Fascat2001(1.58g)を反応器内に投入し、混合物を220℃まで加熱した。反応が終了した時点で、反応混合物中の2相を80℃で分離し、上相を温水で3回洗浄し、真空下で乾燥し、室温(21℃)で茶色がかった固体を得た。
増粘試験:
12重量%のPlantapon(登録商標)SF(100g)および1重量%のイソソルビドモノエステルをビーカー内に投入し、モノエステルが溶解するまで水浴中で攪拌した。ビーカーに、100gになるまで蒸留水を加えた。クエン酸を添加して、pH値を5.8に調整した。その後溶液から気泡を除去し、溶液を21℃に調節し、粘度を「ブルックフィールドLVT」粘度計を用いて測定した。短鎖(C12、C14)のため、イソソルビドモノエステル(界面活性剤混合物)は、最大6100mPasの粘度を示した。
1重量%のイソソルビドモノエステルを、下記の処方中に組み込み、一般的な真珠光沢剤(Cutina(登録商標)AGS)を含有する一般的な処方と視覚的に比較した。
真珠光沢処方:
化合物 量(重量%)
ラウレス硫酸ナトリウム 32.0
ココ−グルコシド 3.0
コカミドプロピルベタイン 3.5
染料(1%水溶液) 0.1
防腐剤 0.1
NaCl 2.5
水 57.8
真珠光沢剤 1.0
自動食器洗浄機において、4つのイソソルビドエステルの濯ぎ性能を評価するため試験を行った。特に、以下の化合物を試験した:(I)イソソルビド モノC12−エステル、(II)イソソルビド モノC14−エステル、(III)イソソルビド モノC16−エステル、(IV)イソソルビド モノC18−エステル。比較(V)として、ヒドロキシエーテル混合物(EP1897933A1の段落[0017]〜[0019]に詳細に記載されている化合物)を使用した。さらに、イソソルビドのC22ジエステル(VI)を比較目的で試験した。
界面活性剤 2.0
ポリカルボン酸塩 1.0
ケイ酸ナトリウム 7.0
三リン酸ナトリウム 52.0
TAED 2.5
炭酸ナトリウム 27.5
過炭酸ナトリウム 8.0
Claims (8)
- R'''が8〜22個の、好ましくは12〜20個の、最も好ましくは14〜18個の炭素原子を有する直鎖、飽和アルキルである、式(I)で示される化合物が選択されることを特徴とする請求項1に記載のイソソルビドモノエステルの使用。
- イソソルビドモノエステルが、洗浄剤または洗剤の総重量に基づいて0.1〜25重量%の量、好ましくは2〜10重量%の量、最も好ましくは4〜6重量%の量で存在することを特徴とする請求項1または2に記載のイソソルビドモノエステルの使用。
- 請求項1に記載の一般式(I)で示されるイソソルビドモノエステルの、食器洗浄剤における、好ましくは自動食器洗浄用洗浄剤における使用。
- 前記モノエステルを非イオン性界面活性剤と併用することを特徴とする請求項1〜4のいずれかに記載のイソソルビドモノエステルの使用。
- イソソルビドモノエステルがソルビタンまたはソルビタンエステルを含まないことを特徴とする請求項1〜5のいずれかに記載のイソソルビドモノエステルの使用。
- 請求項1に記載の一般式(I)で示されるイソソルビドモノエステルの、水性洗剤または水性洗浄剤における増粘剤としての使用。
- 請求項1に記載の一般式(I)で示されるイソソルビドモノエステルの、界面活性剤水溶液における真珠光沢剤としての使用。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP09005187.1 | 2009-04-09 | ||
EP09005187A EP2239315A1 (en) | 2009-04-09 | 2009-04-09 | Isosorbide monoesters and their use in household applications |
PCT/EP2010/002045 WO2010115565A1 (en) | 2009-04-09 | 2010-03-31 | Isosorbide monoesters and their use in household applications |
Publications (1)
Publication Number | Publication Date |
---|---|
JP2012523465A true JP2012523465A (ja) | 2012-10-04 |
Family
ID=40640394
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2012503901A Pending JP2012523465A (ja) | 2009-04-09 | 2010-03-31 | イソソルビドモノエステルおよび家庭用途におけるその使用 |
Country Status (6)
Country | Link |
---|---|
US (1) | US8389465B2 (ja) |
EP (2) | EP2239315A1 (ja) |
JP (1) | JP2012523465A (ja) |
AU (1) | AU2010234007B2 (ja) |
CA (1) | CA2758080A1 (ja) |
WO (1) | WO2010115565A1 (ja) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102009022445A1 (de) | 2009-05-23 | 2009-12-24 | Clariant International Limited | Zusammensetzung enthaltend Sorbitanmonocaprylat und Alkohol |
CN103747679B (zh) | 2011-08-04 | 2017-07-11 | 克拉里安特国际有限公司 | 异山梨醇单酯作为抗微生物有效成分的用途 |
CN103747680B (zh) * | 2011-08-04 | 2016-01-06 | 克拉里安特国际有限公司 | 包含异山梨醇单酯和异山梨醇二酯的组合物 |
WO2013017259A1 (de) | 2011-08-04 | 2013-02-07 | Clariant International Ltd | Zusammensetzungen enthaltend isosorbidmonoester und n- hydroxypyridone |
BR112014002600B1 (pt) | 2011-08-04 | 2020-04-22 | Clariant Int Ltd | composições compreendendo monoésteres e álcoois de isosorbida compreendendo pelo menos um grupo aromático e uso das mesmas |
WO2013017262A1 (de) * | 2011-08-04 | 2013-02-07 | Clariant International Ltd | Zusammensetzungen enthaltend isosorbidmonoester und halogenierte antimikrobielle wirkstoffe |
US20160000080A1 (en) * | 2011-08-04 | 2016-01-07 | Clariant International Ltd. | Compositions containing isosorbide monoester and aliphatic vicinal diols |
JP6205355B2 (ja) * | 2011-08-04 | 2017-09-27 | クラリアント・インターナシヨナル・リミテツド | イソソルビドジエステルの増粘剤としての使用 |
EP2739137B1 (de) * | 2011-08-04 | 2017-06-07 | Clariant International Ltd | Verwendung von isosorbidmonoestern als verdicker |
BR112014002672B1 (pt) * | 2011-08-04 | 2020-09-08 | Clariant International Ltd. | Composições compreendendo monoésteres de isossorbida e dióis vicinais alifáticos e seus usos |
ES2719262T3 (es) * | 2011-09-19 | 2019-07-09 | Basf Se | Uso de monoésteres alquílicos de isosorbida como mejoradores de espuma en preparaciones cosméticas acuosas |
CA2932265C (en) * | 2013-12-18 | 2020-12-01 | Archer Daniels Midland Company | Control of color-body formation in isohexide esterification |
JP6653694B2 (ja) | 2014-07-11 | 2020-02-26 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | イソソルビドモノオレアートを含む組成物 |
WO2016008747A1 (en) * | 2014-07-16 | 2016-01-21 | Basf Se | A use of isosorbide monooleate |
US20170157012A1 (en) | 2014-07-16 | 2017-06-08 | Basf Se | A Use of Isosorbide Monooleate |
US10597402B2 (en) | 2015-03-27 | 2020-03-24 | Sytheon Limited | Compositions and methods for restoring epidermal integrity and function and treating dermatological diseases |
WO2016160635A1 (en) | 2015-03-27 | 2016-10-06 | Sytheon Limited | Compositions and methods for treating psoriasis |
WO2016169833A1 (de) * | 2015-04-24 | 2016-10-27 | Basf Se | Isosorbiddiester als perlglanzmittel und trübungsmittel |
EP3302714B1 (de) | 2015-05-27 | 2019-01-30 | Basf Se | Kombination von isosorbiddiestern mit nichtionischen tensiden als perlglanzmittel |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08173787A (ja) * | 1994-08-12 | 1996-07-09 | Lion Corp | 界面活性剤組成物 |
JP2003105394A (ja) * | 2001-09-28 | 2003-04-09 | T Hasegawa Co Ltd | ジェルクリーナー |
JP2005213209A (ja) * | 2004-01-30 | 2005-08-11 | Kawaken Fine Chem Co Ltd | 染色毛髪用シャンプー組成物 |
JP2007531693A (ja) * | 2003-07-14 | 2007-11-08 | クロダ ユニケマ インコーポレイティド | 溶媒和した非イオン界面活性剤および脂肪酸 |
JP2007533712A (ja) * | 2004-04-23 | 2007-11-22 | クローダ インターナショナル パブリック リミティド カンパニー | 界面活性剤組成物 |
JP2009067903A (ja) * | 2007-09-13 | 2009-04-02 | Diversey Ip Internatl Bv | 濃縮中性洗浄剤組成物 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3988255A (en) * | 1975-03-05 | 1976-10-26 | The Procter & Gamble Company | Toilet bars |
JPS59175408A (ja) | 1983-03-23 | 1984-10-04 | Nippon Saafuakutanto Kogyo Kk | 化粧料 |
US5576281A (en) | 1993-04-05 | 1996-11-19 | Olin Corporation | Biogradable low foaming surfactants as a rinse aid for autodish applications |
FR2802207B1 (fr) | 1999-12-08 | 2002-01-18 | Inst Francais Du Petrole | Derives de l'isosorbide utilisables dans des compositions detergentes pour carburants de type essence |
NL1015119C2 (nl) | 2000-05-04 | 2001-11-06 | Inst Agrotechnologisch Onderzoek Ato Dlo | Verbeterde synthese van anhydroglycitol-esters met verbeterde kleur. |
US20050107275A1 (en) * | 2003-11-14 | 2005-05-19 | Hecht Stacie E. | Liquid detergent composition comprising a solubilizing nonionic surfactant |
DE502004005365D1 (de) | 2004-09-10 | 2007-12-13 | Cognis Ip Man Gmbh | Verfahren zur quantitativen Messung von Ablagerung auf festen Oberflächen |
CN1880423A (zh) * | 2006-05-17 | 2006-12-20 | 山东新华医疗器械股份有限公司 | 清洗用低泡表面活性剂及其制备方法 |
EP1897933A1 (de) | 2006-09-05 | 2008-03-12 | Cognis IP Management GmbH | Verwendung langkettiger Fettalkoholalkoxylate als Additiv in Reinigungsmitteln für das Reinigen harter Oberflächen |
EP2295030B1 (en) * | 2009-09-10 | 2019-11-20 | Cognis IP Management GmbH | Use of isosorbide ethers in detergents and cleaners |
-
2009
- 2009-04-09 EP EP09005187A patent/EP2239315A1/en not_active Withdrawn
-
2010
- 2010-03-31 US US13/263,421 patent/US8389465B2/en active Active
- 2010-03-31 JP JP2012503901A patent/JP2012523465A/ja active Pending
- 2010-03-31 WO PCT/EP2010/002045 patent/WO2010115565A1/en active Application Filing
- 2010-03-31 EP EP10715103A patent/EP2417235A1/en not_active Withdrawn
- 2010-03-31 CA CA2758080A patent/CA2758080A1/en not_active Abandoned
- 2010-03-31 AU AU2010234007A patent/AU2010234007B2/en not_active Ceased
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH08173787A (ja) * | 1994-08-12 | 1996-07-09 | Lion Corp | 界面活性剤組成物 |
JP2003105394A (ja) * | 2001-09-28 | 2003-04-09 | T Hasegawa Co Ltd | ジェルクリーナー |
JP2007531693A (ja) * | 2003-07-14 | 2007-11-08 | クロダ ユニケマ インコーポレイティド | 溶媒和した非イオン界面活性剤および脂肪酸 |
JP2005213209A (ja) * | 2004-01-30 | 2005-08-11 | Kawaken Fine Chem Co Ltd | 染色毛髪用シャンプー組成物 |
JP2007533712A (ja) * | 2004-04-23 | 2007-11-22 | クローダ インターナショナル パブリック リミティド カンパニー | 界面活性剤組成物 |
JP2009067903A (ja) * | 2007-09-13 | 2009-04-02 | Diversey Ip Internatl Bv | 濃縮中性洗浄剤組成物 |
Also Published As
Publication number | Publication date |
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AU2010234007B2 (en) | 2015-05-07 |
US8389465B2 (en) | 2013-03-05 |
AU2010234007A1 (en) | 2011-11-03 |
EP2417235A1 (en) | 2012-02-15 |
WO2010115565A1 (en) | 2010-10-14 |
CA2758080A1 (en) | 2010-10-14 |
EP2239315A1 (en) | 2010-10-13 |
US20120035090A1 (en) | 2012-02-09 |
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