JP2006516125A - アルキルオリゴグリコシド−及び／又はアルケニルオリゴグリコシドカルボン酸塩の製造方法 - Google Patents
アルキルオリゴグリコシド−及び／又はアルケニルオリゴグリコシドカルボン酸塩の製造方法 Download PDFInfo
- Publication number
- JP2006516125A JP2006516125A JP2004561246A JP2004561246A JP2006516125A JP 2006516125 A JP2006516125 A JP 2006516125A JP 2004561246 A JP2004561246 A JP 2004561246A JP 2004561246 A JP2004561246 A JP 2004561246A JP 2006516125 A JP2006516125 A JP 2006516125A
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- alkenyl
- oligoglycoside
- water
- ppm
- 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.)
- Pending
Links
- 125000000217 alkyl group Chemical group 0.000 title claims abstract description 31
- 125000003342 alkenyl group Chemical group 0.000 title claims abstract description 26
- 238000000034 method Methods 0.000 title claims abstract description 17
- 150000007942 carboxylates Chemical class 0.000 title claims abstract description 10
- 150000004045 organic chlorine compounds Chemical class 0.000 claims abstract description 9
- 150000003977 halocarboxylic acids Chemical class 0.000 claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- 150000003839 salts Chemical class 0.000 claims abstract description 6
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- -1 alkyl glucoside Chemical class 0.000 claims description 5
- 229910052783 alkali metal Chemical group 0.000 claims description 2
- 150000001339 alkali metal compounds Chemical class 0.000 claims description 2
- 150000001340 alkali metals Chemical group 0.000 claims description 2
- 229940100198 alkylating agent Drugs 0.000 claims description 2
- 239000002168 alkylating agent Substances 0.000 claims description 2
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims description 2
- 229940106681 chloroacetic acid Drugs 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 125000000837 carbohydrate group Chemical group 0.000 claims 1
- 229930182478 glucoside Natural products 0.000 claims 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims 1
- 239000003513 alkali Substances 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 description 6
- 229940120124 dichloroacetate Drugs 0.000 description 5
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 229930182470 glycoside Natural products 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 150000002338 glycosides Chemical class 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 238000006384 oligomerization reaction Methods 0.000 description 2
- 150000003138 primary alcohols Chemical class 0.000 description 2
- 239000012264 purified product Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 2
- CFOQKXQWGLAKSK-KTKRTIGZSA-N (13Z)-docosen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCO CFOQKXQWGLAKSK-KTKRTIGZSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- CFOQKXQWGLAKSK-UHFFFAOYSA-N 13-docosen-1-ol Natural products CCCCCCCCC=CCCCCCCCCCCCCO CFOQKXQWGLAKSK-UHFFFAOYSA-N 0.000 description 1
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 1
- 229920006051 Capron® Polymers 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical class ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical class [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 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
- 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 1
- 208000007976 Ketosis Diseases 0.000 description 1
- 239000004435 Oxo alcohol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001323 aldoses Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001720 carbohydrates Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000021523 carboxylation Effects 0.000 description 1
- 238000006473 carboxylation reaction Methods 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229960000735 docosanol Drugs 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 150000002584 ketoses Chemical class 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- ALSTYHKOOCGGFT-MDZDMXLPSA-N oleyl alcohol Chemical compound CCCCCCCC\C=C\CCCCCCCCO ALSTYHKOOCGGFT-MDZDMXLPSA-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
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- LBIYNOAMNIKVKF-FPLPWBNLSA-N palmitoleyl alcohol Chemical compound CCCCCC\C=C/CCCCCCCCO LBIYNOAMNIKVKF-FPLPWBNLSA-N 0.000 description 1
- LBIYNOAMNIKVKF-UHFFFAOYSA-N palmitoleyl alcohol Natural products CCCCCCC=CCCCCCCCCO LBIYNOAMNIKVKF-UHFFFAOYSA-N 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229940057402 undecyl alcohol Drugs 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biotechnology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Crystallography & Structural Chemistry (AREA)
- Saccharide Compounds (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10259403A DE10259403A1 (de) | 2002-12-19 | 2002-12-19 | Verfahren zur Herstellung von Alkyl- und/oder Alkenyloliglykosidcarbonsäure-Salzen |
| PCT/EP2003/013920 WO2004056842A1 (de) | 2002-12-19 | 2003-12-09 | Verfahren zur herstellung von alkyl- und/oder alkenyloliglykosidcarbonsäure-salzen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006516125A true JP2006516125A (ja) | 2006-06-22 |
| JP2006516125A5 JP2006516125A5 (enExample) | 2007-01-11 |
Family
ID=32403930
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004561246A Pending JP2006516125A (ja) | 2002-12-19 | 2003-12-09 | アルキルオリゴグリコシド−及び／又はアルケニルオリゴグリコシドカルボン酸塩の製造方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7384904B2 (enExample) |
| EP (1) | EP1572706B1 (enExample) |
| JP (1) | JP2006516125A (enExample) |
| DE (2) | DE10259403A1 (enExample) |
| ES (1) | ES2258739T3 (enExample) |
| WO (1) | WO2004056842A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20110176872A1 (en) | 2010-01-15 | 2011-07-21 | Lamberti Usa, Inc. | Process for wetting a water repellent soil |
| EP4438031A1 (en) * | 2023-03-27 | 2024-10-02 | KAO CHEMICALS GmbH | A process for preparing a composition comprising a carboxyalkylated alkyl- and/or alkenylglycoside, and the composition obtainable by this process |
| EP4438032A1 (en) * | 2023-03-27 | 2024-10-02 | Kao Corporation, S.A. | Composition comprising an alkyl- and/or alkenylglycoside |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6354390A (ja) * | 1986-08-22 | 1988-03-08 | Kawaken Fine Chem Co Ltd | 新規なメチルα−Ｄ−グルコピラノシド化合物、該化合物の製造方法および該化合物を含む金属イオン封鎖剤 |
| JPH03287595A (ja) * | 1990-04-04 | 1991-12-18 | Kao Corp | カルボキシアルキル化グリコシド及びその製造方法 |
| JPH04244094A (ja) * | 1990-05-16 | 1992-09-01 | Basf Ag | アルキルモノグルコシドエーテルカルボキシレート及びアルキルポリグルコシドエーテルカルボキシレート |
| JPH06345690A (ja) * | 1993-06-04 | 1994-12-20 | Daicel Chem Ind Ltd | α−アシルオキシ脂肪酸の製造法 |
| JPH0912521A (ja) * | 1995-06-26 | 1997-01-14 | Kao Corp | 淡色化アミドアミノ酸又はベタインの製造法 |
| JPH09216848A (ja) * | 1996-01-10 | 1997-08-19 | Hoechst Ag | 特に純度の高いグリコール酸を製造する方法 |
| JPH10167953A (ja) * | 1996-12-06 | 1998-06-23 | Daicel Chem Ind Ltd | 化粧品組成物 |
| JP2000509713A (ja) * | 1996-05-08 | 2000-08-02 | ヘンケル コーポレーション | アルキルポリグリコシドエーテルカルボン酸 |
| WO2002090369A2 (de) * | 2001-05-08 | 2002-11-14 | Cognis Deutschland Gmbh & Co. Kg | Verfahren zur herstellung von tensidgemischen |
-
2002
- 2002-12-19 DE DE10259403A patent/DE10259403A1/de not_active Withdrawn
-
2003
- 2003-12-09 ES ES03785775T patent/ES2258739T3/es not_active Expired - Lifetime
- 2003-12-09 DE DE50302682T patent/DE50302682D1/de not_active Expired - Lifetime
- 2003-12-09 EP EP03785775A patent/EP1572706B1/de not_active Expired - Lifetime
- 2003-12-09 JP JP2004561246A patent/JP2006516125A/ja active Pending
- 2003-12-09 US US10/539,668 patent/US7384904B2/en not_active Expired - Lifetime
- 2003-12-09 WO PCT/EP2003/013920 patent/WO2004056842A1/de not_active Ceased
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6354390A (ja) * | 1986-08-22 | 1988-03-08 | Kawaken Fine Chem Co Ltd | 新規なメチルα−Ｄ−グルコピラノシド化合物、該化合物の製造方法および該化合物を含む金属イオン封鎖剤 |
| JPH03287595A (ja) * | 1990-04-04 | 1991-12-18 | Kao Corp | カルボキシアルキル化グリコシド及びその製造方法 |
| JPH04244094A (ja) * | 1990-05-16 | 1992-09-01 | Basf Ag | アルキルモノグルコシドエーテルカルボキシレート及びアルキルポリグルコシドエーテルカルボキシレート |
| JPH06345690A (ja) * | 1993-06-04 | 1994-12-20 | Daicel Chem Ind Ltd | α−アシルオキシ脂肪酸の製造法 |
| JPH0912521A (ja) * | 1995-06-26 | 1997-01-14 | Kao Corp | 淡色化アミドアミノ酸又はベタインの製造法 |
| JPH09216848A (ja) * | 1996-01-10 | 1997-08-19 | Hoechst Ag | 特に純度の高いグリコール酸を製造する方法 |
| JP2000509713A (ja) * | 1996-05-08 | 2000-08-02 | ヘンケル コーポレーション | アルキルポリグリコシドエーテルカルボン酸 |
| JPH10167953A (ja) * | 1996-12-06 | 1998-06-23 | Daicel Chem Ind Ltd | 化粧品組成物 |
| WO2002090369A2 (de) * | 2001-05-08 | 2002-11-14 | Cognis Deutschland Gmbh & Co. Kg | Verfahren zur herstellung von tensidgemischen |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1572706B1 (de) | 2006-03-15 |
| US7384904B2 (en) | 2008-06-10 |
| US20060172915A1 (en) | 2006-08-03 |
| DE10259403A1 (de) | 2004-07-01 |
| DE50302682D1 (de) | 2006-05-11 |
| ES2258739T3 (es) | 2006-09-01 |
| EP1572706A1 (de) | 2005-09-14 |
| WO2004056842A1 (de) | 2004-07-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5633358A (en) | Process for bleaching aqueous surfactant solutions | |
| JPH0713078B2 (ja) | グリコシドの色の安定化 | |
| CA2059433A1 (en) | Process for the preparation of alkyl glycosides and alkyl polyglycosides | |
| JP3388739B2 (ja) | 薄色アルキルオリゴグリコシドペーストの製法 | |
| JP2006516125A (ja) | アルキルオリゴグリコシド−及び／又はアルケニルオリゴグリコシドカルボン酸塩の製造方法 | |
| JPH02247193A (ja) | アルキルグリコシドの製造方法 | |
| JPH04327597A (ja) | 淡い色のアルキルポリグリコシドの製造方法 | |
| JPH0699463B2 (ja) | アルキルグリコシドの製造方法 | |
| JP3142049B2 (ja) | アルキルグリコシドの製造方法 | |
| WO2019162469A1 (en) | Surface active compound | |
| KR101488862B1 (ko) | 고급 알킬폴리글리코시드의 제조방법 | |
| JP2014125474A (ja) | アルキルグリコシドの製造方法 | |
| KR100579717B1 (ko) | 양이온성 당류계 계면활성제 및 그의 제조 방법 | |
| CA2007514A1 (en) | Process for the production of alkyl glucosides | |
| JP5467838B2 (ja) | グリコシドの製造方法 | |
| JPH06100505A (ja) | Ｎ，ｎ−ジアルキルグルカミン化合物およびその誘導体の製造法 | |
| JP2001151789A (ja) | アルキルグリコシドの製造方法 | |
| JP7557850B2 (ja) | 脂肪族グリコシド化合物又は糖脂肪酸エステル化合物の製造方法 | |
| JP2024538600A (ja) | 糖を除去した後の反応媒体の中和を伴う低色アルキルポリグリコシドの調製方法 | |
| JP2869127B2 (ja) | 色相及び匂いの安定なアルキルグリコシドの製造方法 | |
| JP5118353B2 (ja) | アルキルグリコシドの製造方法 | |
| JPH08500350A (ja) | アルキルグリコシドの製法 | |
| JPH04295491A (ja) | アルキルグリコシドの製造方法 | |
| JP2024537223A (ja) | 反応媒体の事前中和を伴う低色アルキルポリグリコシドの調製方法 | |
| JP2024537224A (ja) | 糖の除去の前の反応媒体の中和を伴う低色アルキルポリグリコシドの調製方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20061109 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20061109 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20100330 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20100630 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20100707 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20100730 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20100806 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20100830 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20100906 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20100928 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20110719 |