DE10239442A1 - Verfahren zum Herstellen von temporär vernetzten Celluloseethern - Google Patents
Verfahren zum Herstellen von temporär vernetzten Celluloseethern Download PDFInfo
- Publication number
- DE10239442A1 DE10239442A1 DE10239442A DE10239442A DE10239442A1 DE 10239442 A1 DE10239442 A1 DE 10239442A1 DE 10239442 A DE10239442 A DE 10239442A DE 10239442 A DE10239442 A DE 10239442A DE 10239442 A1 DE10239442 A1 DE 10239442A1
- Authority
- DE
- Germany
- Prior art keywords
- groups
- cellulose
- acid
- group
- cellulose ether
- 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.)
- Withdrawn
Links
- 229920003086 cellulose ether Polymers 0.000 title claims abstract description 57
- 239000002253 acid Substances 0.000 title claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 230000008961 swelling Effects 0.000 title claims abstract description 5
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 230000003111 delayed effect Effects 0.000 title claims description 3
- 125000003172 aldehyde group Chemical group 0.000 claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 15
- 239000000126 substance Substances 0.000 claims description 9
- -1 alkyl radicals Chemical class 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 5
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 4
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 239000000375 suspending agent Substances 0.000 claims description 4
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 claims description 4
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 239000000725 suspension Substances 0.000 claims description 3
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 claims description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- JKTCBAGSMQIFNL-UHFFFAOYSA-N 2,3-dihydrofuran Chemical compound C1CC=CO1 JKTCBAGSMQIFNL-UHFFFAOYSA-N 0.000 claims description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- BUDQDWGNQVEFAC-UHFFFAOYSA-N Dihydropyran Chemical compound C1COC=CC1 BUDQDWGNQVEFAC-UHFFFAOYSA-N 0.000 claims description 2
- 229920000896 Ethulose Polymers 0.000 claims description 2
- 239000001856 Ethyl cellulose Substances 0.000 claims description 2
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 claims description 2
- 239000001859 Ethyl hydroxyethyl cellulose Substances 0.000 claims description 2
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 claims description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 150000001491 aromatic compounds Chemical class 0.000 claims description 2
- 125000000732 arylene group Chemical group 0.000 claims description 2
- 150000001555 benzenes Chemical class 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 2
- 150000001923 cyclic compounds Chemical class 0.000 claims description 2
- 150000004292 cyclic ethers Chemical class 0.000 claims description 2
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims description 2
- 230000008030 elimination Effects 0.000 claims description 2
- 238000003379 elimination reaction Methods 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 229920001249 ethyl cellulose Polymers 0.000 claims description 2
- 235000019325 ethyl cellulose Nutrition 0.000 claims description 2
- 235000019326 ethyl hydroxyethyl cellulose Nutrition 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 claims description 2
- 229920000609 methyl cellulose Polymers 0.000 claims description 2
- 239000001923 methylcellulose Substances 0.000 claims description 2
- 235000010981 methylcellulose Nutrition 0.000 claims description 2
- 125000002560 nitrile group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 2
- 150000003613 toluenes Chemical class 0.000 claims description 2
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 claims description 2
- 238000006073 displacement reaction Methods 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 10
- 239000000243 solution Substances 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 5
- 229940015043 glyoxal Drugs 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000003431 cross linking reagent Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 230000006855 networking Effects 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000001235 sensitizing effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002373 hemiacetals Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000003471 mutagenic agent Substances 0.000 description 1
- 231100000707 mutagenic chemical Toxicity 0.000 description 1
- 230000003505 mutagenic effect Effects 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/20—Post-etherification treatments of chemical or physical type, e.g. mixed etherification in two steps, including purification
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/005—Crosslinking of cellulose derivatives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2301/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives
- C08J2301/08—Cellulose derivatives
- C08J2301/26—Cellulose ethers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10239442A DE10239442A1 (de) | 2002-08-28 | 2002-08-28 | Verfahren zum Herstellen von temporär vernetzten Celluloseethern |
| PCT/EP2003/009150 WO2004024775A1 (de) | 2002-08-28 | 2003-08-19 | Verfahren zum herstellen von temporär vernetzten celluloseethern |
| EP03794891.6A EP1537149B1 (de) | 2002-08-28 | 2003-08-19 | Verfahren zum herstellen von reversibel vernetzten celluloseethern |
| JP2004535104A JP2006501324A (ja) | 2002-08-28 | 2003-08-19 | 一時的に架橋されたセルロースエーテルの製造法 |
| MXPA05002252A MXPA05002252A (es) | 2002-08-28 | 2003-08-19 | Metodo para producir eteres de celulosa entrelazados temporalmente. |
| KR1020057003296A KR20050042486A (ko) | 2002-08-28 | 2003-08-19 | 일시적으로 교차결합된 셀룰로스 에터의 제조방법 |
| US10/524,455 US20050261490A1 (en) | 2002-08-28 | 2003-08-19 | Method for producing temporarily cross-linked cellulose ethers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10239442A DE10239442A1 (de) | 2002-08-28 | 2002-08-28 | Verfahren zum Herstellen von temporär vernetzten Celluloseethern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE10239442A1 true DE10239442A1 (de) | 2004-03-11 |
Family
ID=31502038
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE10239442A Withdrawn DE10239442A1 (de) | 2002-08-28 | 2002-08-28 | Verfahren zum Herstellen von temporär vernetzten Celluloseethern |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20050261490A1 (https=) |
| EP (1) | EP1537149B1 (https=) |
| JP (1) | JP2006501324A (https=) |
| KR (1) | KR20050042486A (https=) |
| DE (1) | DE10239442A1 (https=) |
| MX (1) | MXPA05002252A (https=) |
| WO (1) | WO2004024775A1 (https=) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2177538A1 (en) * | 2008-10-16 | 2010-04-21 | Dow Global Technologies Inc. | Cellulose ethers having little swelling and process for their production |
| WO2014175903A1 (en) * | 2013-04-22 | 2014-10-30 | Hercules Incorporated | Methods for dispersing water soluble polymer powder |
| US9321851B2 (en) | 2011-03-07 | 2016-04-26 | Hercules Incorporated | Water soluble polymer powder formulation having improved dispersing properties |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007084680A (ja) * | 2005-09-22 | 2007-04-05 | Toho Chem Ind Co Ltd | 水易溶性高分子化合物及びその製造方法 |
| BRPI0706777A2 (pt) | 2006-01-30 | 2011-04-05 | Hercules Inc | processo para fabricar éteres de celulose dispersìveis em água fria e usos dos mesmos |
| WO2010005847A1 (en) * | 2008-07-08 | 2010-01-14 | The Regents Of The University Of California | Acid-degradable and bioerodible modified polyhydroxylated materials |
| US9644039B2 (en) | 2006-03-24 | 2017-05-09 | The Regents Of The University Of California | Acid-degradable and bioerodible modified polyhydroxylated materials |
| US9284188B2 (en) | 2010-09-03 | 2016-03-15 | The Regents Of The University Of California | Cytosolic delivery of materials with endosome-disrupting colloids |
| DE102012204265A1 (de) | 2012-03-19 | 2013-09-19 | Bayerische Motoren Werke Aktiengesellschaft | Wärmekraftmaschine |
| DE102015000795A1 (de) | 2015-01-23 | 2016-07-28 | Se Tylose Gmbh & Co. Kg | Reversibel vernetzte Celluloseether und Verfahren zu deren Herstellung durch selektive Oxidation von vicinalen OH-Gruppen |
| EA035462B1 (ru) | 2015-10-16 | 2020-06-19 | Акцо Нобель Кемикалз Интернэшнл Б.В. | Простые эфиры целлюлозы с временными поперечно сшитыми связями, способ их получения и их применение |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2720464A (en) * | 1952-10-24 | 1955-10-11 | Dow Chemical Co | Method of preparing cold-water-soluble powdered cellulose ethers |
| US2879268A (en) | 1954-02-12 | 1959-03-24 | Mo Och Domsjoe Ab | Methods of improving the dissolution of high-molecular substances |
| US3072635A (en) | 1959-11-04 | 1963-01-08 | Chemical Dev Of Canada Ltd | Readily dissolving cellulose derivatives and process therefor |
| US4366070A (en) * | 1980-04-28 | 1982-12-28 | W. R. Grace & Co. | Viscosifier & fluid loss control system |
| US4363736A (en) | 1980-06-13 | 1982-12-14 | W. R. Grace & Co. | Fluid loss control system |
| DE3103338A1 (de) * | 1981-01-31 | 1982-08-26 | Henkel KGaA, 4000 Düsseldorf | "verfahren zur herstellung von schnell loeslichem kleister auf basis von celluloseethern und deren verwendung als tapetenkleister" |
| US4473479A (en) * | 1981-02-27 | 1984-09-25 | W. R. Grace & Co. | Viscosifier and fluid loss control system |
| US4474667A (en) | 1981-02-27 | 1984-10-02 | W. R. Grace & Co. | Fluid loss control system |
| US4411800A (en) | 1981-04-24 | 1983-10-25 | W. R. Grace & Co. | High temperature stable fluid loss control system |
| US4473480A (en) * | 1981-04-24 | 1984-09-25 | W. R. Grace & Co. | High temperature stable fluid loss control system |
| CA1340434C (en) * | 1986-06-27 | 1999-03-16 | Carlisle Mitchell Herron | Process for making individualized crosslinked fibers having reduced residuals and fibers thereof |
| US4889562A (en) * | 1987-06-16 | 1989-12-26 | Ciba-Geigy Corporation | Organic pigments coated with crosslinked ethyl cellulose |
| DE10040171A1 (de) * | 2000-08-17 | 2002-03-07 | Wacker Chemie Gmbh | Verwendung von acetalisierten Vinylalkoholpolymerisaten als Verdickungsmittel |
-
2002
- 2002-08-28 DE DE10239442A patent/DE10239442A1/de not_active Withdrawn
-
2003
- 2003-08-19 JP JP2004535104A patent/JP2006501324A/ja active Pending
- 2003-08-19 EP EP03794891.6A patent/EP1537149B1/de not_active Expired - Lifetime
- 2003-08-19 WO PCT/EP2003/009150 patent/WO2004024775A1/de not_active Ceased
- 2003-08-19 KR KR1020057003296A patent/KR20050042486A/ko not_active Ceased
- 2003-08-19 MX MXPA05002252A patent/MXPA05002252A/es active IP Right Grant
- 2003-08-19 US US10/524,455 patent/US20050261490A1/en not_active Abandoned
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2177538A1 (en) * | 2008-10-16 | 2010-04-21 | Dow Global Technologies Inc. | Cellulose ethers having little swelling and process for their production |
| US9321851B2 (en) | 2011-03-07 | 2016-04-26 | Hercules Incorporated | Water soluble polymer powder formulation having improved dispersing properties |
| WO2014175903A1 (en) * | 2013-04-22 | 2014-10-30 | Hercules Incorporated | Methods for dispersing water soluble polymer powder |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2006501324A (ja) | 2006-01-12 |
| EP1537149B1 (de) | 2016-06-29 |
| KR20050042486A (ko) | 2005-05-09 |
| MXPA05002252A (es) | 2005-06-08 |
| US20050261490A1 (en) | 2005-11-24 |
| EP1537149A1 (de) | 2005-06-08 |
| WO2004024775A1 (de) | 2004-03-25 |
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