JP5260538B2 - 精製カチオン性グアーの調製手順 - Google Patents
精製カチオン性グアーの調製手順 Download PDFInfo
- Publication number
- JP5260538B2 JP5260538B2 JP2009536678A JP2009536678A JP5260538B2 JP 5260538 B2 JP5260538 B2 JP 5260538B2 JP 2009536678 A JP2009536678 A JP 2009536678A JP 2009536678 A JP2009536678 A JP 2009536678A JP 5260538 B2 JP5260538 B2 JP 5260538B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- water
- guar
- cationic guar
- reaction
- 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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- 244000007835 Cyamopsis tetragonoloba Species 0.000 title claims description 57
- 125000002091 cationic group Chemical group 0.000 title claims description 48
- 238000000034 method Methods 0.000 title claims description 18
- 238000002360 preparation method Methods 0.000 title claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 41
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 27
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 239000006185 dispersion Substances 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 12
- LTVDFSLWFKLJDQ-UHFFFAOYSA-N α-tocopherolquinone Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LTVDFSLWFKLJDQ-UHFFFAOYSA-N 0.000 claims description 11
- 239000000843 powder Substances 0.000 claims description 7
- 238000001914 filtration Methods 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 4
- 239000008186 active pharmaceutical agent Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 20
- 239000002537 cosmetic Substances 0.000 description 15
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000004744 fabric Substances 0.000 description 9
- 238000009472 formulation Methods 0.000 description 8
- 230000003750 conditioning effect Effects 0.000 description 7
- 230000002378 acidificating effect Effects 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- 239000012530 fluid Substances 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000012535 impurity Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 229910052796 boron Inorganic materials 0.000 description 4
- 101150016253 cmr2 gene Proteins 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- PUVAFTRIIUSGLK-UHFFFAOYSA-M trimethyl(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1CO1 PUVAFTRIIUSGLK-UHFFFAOYSA-M 0.000 description 4
- -1 Cationic polysaccharides Chemical class 0.000 description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 101150100788 cmr3 gene Proteins 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000002453 shampoo Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- FBPHYBUFTJVHCG-UHFFFAOYSA-N 1-propoxypropane;hydrochloride Chemical compound Cl.CCCOCCC FBPHYBUFTJVHCG-UHFFFAOYSA-N 0.000 description 2
- 101100350964 Arabidopsis thaliana PANS1 gene Proteins 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 101150076566 CMR1 gene Proteins 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 101100047461 Rattus norvegicus Trpm8 gene Proteins 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 230000000711 cancerogenic effect Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 150000004676 glycans Chemical class 0.000 description 2
- 239000000118 hair dye Substances 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000000518 rheometry Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- YSRQRFIVCMIJJE-UHFFFAOYSA-M 2,3-dihydroxypropyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC(O)CO YSRQRFIVCMIJJE-UHFFFAOYSA-M 0.000 description 1
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 description 1
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 1
- OYINQIKIQCNQOX-UHFFFAOYSA-M 2-hydroxybutyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCC(O)C[N+](C)(C)C OYINQIKIQCNQOX-UHFFFAOYSA-M 0.000 description 1
- VLRGXXKFHVJQOL-UHFFFAOYSA-N 3-chloropentane-2,4-dione Chemical compound CC(=O)C(Cl)C(C)=O VLRGXXKFHVJQOL-UHFFFAOYSA-N 0.000 description 1
- 206010007269 Carcinogenicity Diseases 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 206010019049 Hair texture abnormal Diseases 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- 206010074268 Reproductive toxicity Diseases 0.000 description 1
- 206010040844 Skin exfoliation Diseases 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 231100000260 carcinogenicity Toxicity 0.000 description 1
- 230000007670 carcinogenicity Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- XIVLWOXCLOIZSW-UHFFFAOYSA-M chloromethyl-(2-hydroxypropyl)-dimethylazanium;chloride Chemical compound [Cl-].CC(O)C[N+](C)(C)CCl XIVLWOXCLOIZSW-UHFFFAOYSA-M 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 230000003766 combability Effects 0.000 description 1
- 239000008406 cosmetic ingredient Substances 0.000 description 1
- 230000035618 desquamation Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 238000004255 ion exchange chromatography Methods 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 231100000219 mutagenic Toxicity 0.000 description 1
- 230000003505 mutagenic effect Effects 0.000 description 1
- 231100000299 mutagenicity Toxicity 0.000 description 1
- 230000007886 mutagenicity Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 150000004804 polysaccharides Polymers 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 231100000091 reproductive toxicant Toxicity 0.000 description 1
- 231100000372 reproductive toxicity Toxicity 0.000 description 1
- 230000007696 reproductive toxicity Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000723 toxicological property Toxicity 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0087—Glucomannans or galactomannans; Tara or tara gum, i.e. D-mannose and D-galactose units, e.g. from Cesalpinia spinosa; Tamarind gum, i.e. D-galactose, D-glucose and D-xylose units, e.g. from Tamarindus indica; Gum Arabic, i.e. L-arabinose, L-rhamnose, D-galactose and D-glucuronic acid units, e.g. from Acacia Senegal or Acacia Seyal; Derivatives thereof
- C08B37/0096—Guar, guar gum, guar flour, guaran, i.e. (beta-1,4) linked D-mannose units in the main chain branched with D-galactose units in (alpha-1,6), e.g. from Cyamopsis Tetragonolobus; Derivatives thereof
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/22—Carbohydrates or derivatives thereof
- C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
- C11D3/227—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with nitrogen-containing groups
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Biochemistry (AREA)
- Polymers & Plastics (AREA)
- General Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Cosmetics (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITVA2006A000069 | 2006-11-17 | ||
| IT000069A ITVA20060069A1 (it) | 2006-11-17 | 2006-11-17 | Procedimento per la preparazione di guar cationico purificato |
| PCT/EP2007/053710 WO2008058769A1 (en) | 2006-11-17 | 2007-04-17 | Procedure for the preparation of purified cationic guar |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010510336A JP2010510336A (ja) | 2010-04-02 |
| JP2010510336A5 JP2010510336A5 (enExample) | 2011-06-30 |
| JP5260538B2 true JP5260538B2 (ja) | 2013-08-14 |
Family
ID=38197741
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009536678A Active JP5260538B2 (ja) | 2006-11-17 | 2007-04-17 | 精製カチオン性グアーの調製手順 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8501932B2 (enExample) |
| EP (1) | EP2089435B1 (enExample) |
| JP (1) | JP5260538B2 (enExample) |
| CN (1) | CN101563367B (enExample) |
| IT (1) | ITVA20060069A1 (enExample) |
| WO (1) | WO2008058769A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UA109772C2 (uk) | 2009-07-02 | 2015-10-12 | Агент для підвищення гідрофільності ґрунту і способи його застосування | |
| IT1397303B1 (it) | 2010-01-07 | 2013-01-04 | Lamberti Spa | Poligalattomannano cationico purificato esente da gliossale. |
| CN101735332B (zh) * | 2010-01-14 | 2012-12-26 | 淮南华俊新材料科技有限公司 | 阳离子瓜尔胶及其生产方法 |
| CN101974100B (zh) * | 2010-11-22 | 2012-05-30 | 沈阳工业大学 | 一种复合改性瓜尔胶及其制备方法 |
| BR112013012713A2 (pt) * | 2010-11-23 | 2019-09-24 | Rhodia Operations | métodos de monitoramento do processo de guar |
| CN102887959A (zh) * | 2011-07-19 | 2013-01-23 | 黎川县川盛实业有限公司 | 用混合溶剂法合成阳离子瓜尔胶的方法 |
| FR2980795B1 (fr) * | 2011-10-03 | 2014-02-28 | Rhodia Operations | Procede de preparation de galactomannanes cationiques |
| ITVA20130041A1 (it) * | 2013-07-24 | 2015-01-25 | Lamberti Spa | Galattomannani cationic |
| ITVA20130048A1 (it) | 2013-09-04 | 2015-03-05 | Lamberti Spa | Composizioni cosmetiche e per la cura della casa |
| CN103524634A (zh) * | 2013-09-28 | 2014-01-22 | 昆山市周市溴化锂溶液厂 | 织物护理用瓜尔胶的制备方法 |
| CA2990509C (en) * | 2015-07-23 | 2022-07-12 | Uniquem Inc. | Modified natural polymers as bitumen encapsulants |
| WO2018053128A1 (en) * | 2016-09-16 | 2018-03-22 | Achelios Therapeutics, Inc. | Topical anti-inflammatory compositions |
| US11466932B2 (en) | 2017-09-28 | 2022-10-11 | Rhodia Operations | Process for drying polysaccharides |
| CN114149513B (zh) * | 2021-12-27 | 2022-10-11 | 昆山京昆油田化学科技有限公司 | 一种羧甲基二羟丙基改性瓜尔胶及其制备方法和应用 |
| CN114213554A (zh) * | 2021-12-31 | 2022-03-22 | 昆山京昆油田化学科技有限公司 | 一种阳离子瓜尔胶的纯化方法 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1136842A (en) | 1965-03-24 | 1968-12-18 | Gen Mills Inc | Gum derivatives |
| US3589978A (en) * | 1967-09-29 | 1971-06-29 | Gen Mills Inc | Process of making water repellent paper using a fatty polyisocyanate and a cationic gum ether and product therefrom |
| US3912713A (en) * | 1973-08-29 | 1975-10-14 | Scholten Honig Research Nv | Guar gum derivatives and process for preparation |
| US4031307A (en) | 1976-05-03 | 1977-06-21 | Celanese Corporation | Cationic polygalactomannan compositions |
| US4061602A (en) | 1976-08-03 | 1977-12-06 | American Cyanamid Company | Conditioning shampoo composition containing a cationic derivative of a natural gum (such as guar) as the active conditioning ingredient |
| US4959464A (en) | 1988-11-07 | 1990-09-25 | Hi-Tek Polymers, Inc. | Process for derivatizing polygalactomannan using water soluble aluminum salts in the process |
| JPH061801A (ja) * | 1992-06-19 | 1994-01-11 | Shikishima Boseki Kk | 非グラニュール状多糖類のカチオン化方法 |
| US5489674A (en) * | 1994-06-09 | 1996-02-06 | Rhone-Poulenc Inc. | Guar gum composition and process for making it |
| EP0686643B1 (en) * | 1994-06-09 | 2001-06-06 | Rhodia Inc. | Guar gum composition and process for making it |
| JPH09176203A (ja) * | 1995-12-26 | 1997-07-08 | Kao Corp | カチオン化グアガムの製造方法 |
| EP0884330A1 (de) * | 1997-06-12 | 1998-12-16 | Meyhall AG | Verfahren zur Herstellung von reinem Guarkernmehl |
| EP0943627A1 (en) | 1998-03-18 | 1999-09-22 | National Starch and Chemical Investment Holding Corporation | Method for preparation of amphoteric guar gum derivatives |
| JP4150453B2 (ja) * | 1998-12-17 | 2008-09-17 | 花王株式会社 | 多糖誘導体 |
| US20010051143A1 (en) | 1999-04-26 | 2001-12-13 | Ian W. Cottrell | Keratin treating cosmetic compositions containing high ds cationic guar gum derivatives |
| CA2482038A1 (en) * | 2002-04-22 | 2003-10-30 | The Procter & Gamble Company | Shampoo containing a cationic guar derivative |
| US7067499B2 (en) * | 2002-05-06 | 2006-06-27 | Hercules Incorporated | Cationic polymer composition and its use in conditioning applications |
| JP2006169410A (ja) * | 2004-12-16 | 2006-06-29 | Toho Chem Ind Co Ltd | カチオン変性精製グアーガム及び該物質を含む化粧料組成物 |
| CN1318694C (zh) * | 2005-09-23 | 2007-05-30 | 华南理工大学 | 羟烷基阳离子瓜尔胶一步泥浆制备方法 |
-
2006
- 2006-11-17 IT IT000069A patent/ITVA20060069A1/it unknown
-
2007
- 2007-04-17 US US12/515,528 patent/US8501932B2/en active Active
- 2007-04-17 WO PCT/EP2007/053710 patent/WO2008058769A1/en not_active Ceased
- 2007-04-17 CN CN200780042684XA patent/CN101563367B/zh active Active
- 2007-04-17 JP JP2009536678A patent/JP5260538B2/ja active Active
- 2007-04-17 EP EP07728175.6A patent/EP2089435B1/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP2010510336A (ja) | 2010-04-02 |
| CN101563367A (zh) | 2009-10-21 |
| US20100036114A1 (en) | 2010-02-11 |
| CN101563367B (zh) | 2012-05-23 |
| EP2089435A1 (en) | 2009-08-19 |
| US8501932B2 (en) | 2013-08-06 |
| WO2008058769A1 (en) | 2008-05-22 |
| ITVA20060069A1 (it) | 2008-05-18 |
| EP2089435B1 (en) | 2016-11-23 |
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