CA2524481C - Procede de cationisation d'amidons issus de legumineuses, amidons cationiques ainsi obtenus et leurs applications - Google Patents
Procede de cationisation d'amidons issus de legumineuses, amidons cationiques ainsi obtenus et leurs applications Download PDFInfo
- Publication number
- CA2524481C CA2524481C CA2524481A CA2524481A CA2524481C CA 2524481 C CA2524481 C CA 2524481C CA 2524481 A CA2524481 A CA 2524481A CA 2524481 A CA2524481 A CA 2524481A CA 2524481 C CA2524481 C CA 2524481C
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- Prior art keywords
- starch
- cationic
- pea
- reaction
- starches
- Prior art date
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- 229920002472 Starch Polymers 0.000 title claims abstract description 232
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- 125000002091 cationic group Chemical group 0.000 title claims abstract description 155
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- 238000000034 method Methods 0.000 title claims abstract description 38
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- 241000219843 Pisum Species 0.000 claims description 69
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 64
- 238000006243 chemical reaction Methods 0.000 claims description 41
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 38
- 229910052757 nitrogen Inorganic materials 0.000 claims description 33
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- 150000001768 cations Chemical class 0.000 claims 3
- 125000002730 succinyl group Chemical group C(CCC(=O)*)(=O)* 0.000 claims 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 1
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- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
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- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
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- 150000002513 isocyanates Chemical class 0.000 description 2
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- 235000009973 maize Nutrition 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
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- 235000011837 pasties Nutrition 0.000 description 2
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 2
- 239000011505 plaster Substances 0.000 description 2
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- 238000011084 recovery Methods 0.000 description 2
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- 230000001105 regulatory effect Effects 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
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- RAGSWDIQBBZLLL-UHFFFAOYSA-N 2-chloroethyl(diethyl)azanium;chloride Chemical compound Cl.CCN(CC)CCCl RAGSWDIQBBZLLL-UHFFFAOYSA-N 0.000 description 1
- 102000013142 Amylases Human genes 0.000 description 1
- 108010065511 Amylases Proteins 0.000 description 1
- 229920000945 Amylopectin Polymers 0.000 description 1
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- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 108010025880 Cyclomaltodextrin glucanotransferase Proteins 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 235000014647 Lens culinaris subsp culinaris Nutrition 0.000 description 1
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- 240000004658 Medicago sativa Species 0.000 description 1
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- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 241001364096 Pachycephalidae Species 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
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- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
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- AZSFNUJOCKMOGB-UHFFFAOYSA-K cyclotriphosphate(3-) Chemical compound [O-]P1(=O)OP([O-])(=O)OP([O-])(=O)O1 AZSFNUJOCKMOGB-UHFFFAOYSA-K 0.000 description 1
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- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
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- 150000003839 salts Chemical class 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- UGTZMIPZNRIWHX-UHFFFAOYSA-K sodium trimetaphosphate Chemical compound [Na+].[Na+].[Na+].[O-]P1(=O)OP([O-])(=O)OP([O-])(=O)O1 UGTZMIPZNRIWHX-UHFFFAOYSA-K 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical class O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000000930 thermomechanical effect Effects 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 230000003313 weakening effect Effects 0.000 description 1
- 229940100445 wheat starch Drugs 0.000 description 1
- 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 description 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/21—Macromolecular organic compounds of natural origin; Derivatives thereof
- D21H17/24—Polysaccharides
- D21H17/28—Starch
- D21H17/29—Starch cationic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/08—Ethers
- C08B31/12—Ethers having alkyl or cycloalkyl radicals substituted by heteroatoms, e.g. hydroxyalkyl or carboxyalkyl starch
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
- C08B31/08—Ethers
- C08B31/12—Ethers having alkyl or cycloalkyl radicals substituted by heteroatoms, e.g. hydroxyalkyl or carboxyalkyl starch
- C08B31/125—Ethers having alkyl or cycloalkyl radicals substituted by heteroatoms, e.g. hydroxyalkyl or carboxyalkyl starch having a substituent containing at least one nitrogen atom, e.g. cationic starch
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L3/00—Compositions of starch, amylose or amylopectin or of their derivatives or degradation products
- C08L3/04—Starch derivatives, e.g. crosslinked derivatives
- C08L3/08—Ethers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J103/00—Adhesives based on starch, amylose or amylopectin or on their derivatives or degradation products
- C09J103/04—Starch derivatives
- C09J103/08—Ethers
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/06—Paper forming aids
- D21H21/10—Retention agents or drainage improvers
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/16—Sizing or water-repelling agents
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
- D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
- D21H21/18—Reinforcing agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Paper (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0305714A FR2854898B1 (fr) | 2003-05-12 | 2003-05-12 | Procede de cationisation d'amidons issus de legumineuses, amidons cationiques ainsi obtenus et leurs applications |
| FR03/05714 | 2003-05-12 | ||
| PCT/FR2004/001143 WO2004101623A2 (fr) | 2003-05-12 | 2004-05-11 | Procede de cationisation d’amidons issus de legumineuses, amidons cationiques ainsi obtenus et leurs applications |
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| CA2524481A1 CA2524481A1 (fr) | 2004-11-25 |
| CA2524481C true CA2524481C (fr) | 2013-09-17 |
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Families Citing this family (27)
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| CA2637192A1 (en) * | 2006-01-25 | 2007-08-02 | Buckman Laboratories International, Inc. | Papermaking processes using coagulants and optical brighteners |
| US8304533B2 (en) | 2006-04-24 | 2012-11-06 | BASF SE Ludwigshafen | Cationic polysaccharide, its preparation and use |
| FR2909392B1 (fr) * | 2006-12-04 | 2011-08-26 | Roquette Freres | Utilisation d'un derive d'amidon de legumineuses pour le couchage du papier ou du carton plat et composition de couchage le contenant |
| JP2010535269A (ja) * | 2007-08-02 | 2010-11-18 | ハーキュリーズ・インコーポレーテッド | 製紙における添加剤としての変性ビニルアミン含有ポリマー |
| CN101407553B (zh) * | 2008-11-20 | 2010-09-22 | 广西大学 | 一种歧化松香胺基季铵型阳离子木薯淀粉的微波合成方法 |
| EP2199462A1 (en) * | 2008-12-18 | 2010-06-23 | Coöperatie Avebe U.A. | A process for making paper |
| CN101509211B (zh) * | 2009-03-13 | 2011-05-04 | 东莞市汇美淀粉科技有限公司 | 一种阳离子涂布淀粉制备方法 |
| JP5727997B2 (ja) * | 2009-04-15 | 2015-06-03 | アクゾ ノーベル ケミカルズ インターナショナル ベスローテン フエンノートシャップＡｋｚｏ Ｎｏｂｅｌ Ｃｈｅｍｉｃａｌｓ Ｉｎｔｅｒｎａｔｉｏｎａｌ Ｂ．Ｖ． | 界面活性剤システムからの付着 |
| US8258250B2 (en) | 2009-10-07 | 2012-09-04 | Johnson & Johnson Consumer Companies, Inc. | Compositions comprising superhydrophilic amphiphilic copolymers and methods of use thereof |
| US11173106B2 (en) * | 2009-10-07 | 2021-11-16 | Johnson & Johnson Consumer Inc. | Compositions comprising a superhydrophilic amphiphilic copolymer and a micellar thickener |
| US8399590B2 (en) | 2009-10-07 | 2013-03-19 | Akzo Nobel Chemicals International B.V. | Superhydrophilic amphiphilic copolymers and processes for making the same |
| CN101967772B (zh) * | 2010-10-29 | 2013-04-24 | 天津市奥东化工有限公司 | Akd交联型乳化剂的制备方法 |
| CN101949108B (zh) * | 2010-10-29 | 2013-04-24 | 天津市奥东化工有限公司 | 聚乙烯亚胺改性akd施胶剂及其制备方法 |
| RU2585786C2 (ru) * | 2010-12-10 | 2016-06-10 | Карджилл, Инкорпорейтед | Усовершенствованная крахмальная композиция для использования при производстве бумаги |
| CN102276743B (zh) * | 2011-07-09 | 2013-06-19 | 大连理工大学 | 阴离子聚糖衍生物 |
| CN102535247B (zh) * | 2011-11-15 | 2015-10-21 | 青岛科技大学 | 高取代度阳离子淀粉改性akd的制备方法 |
| ES2836107T3 (es) * | 2011-11-18 | 2021-06-24 | Roquette Freres | Dextrinas parcialmente solubles de alto peso molecular |
| FR2998563B1 (fr) * | 2012-11-28 | 2014-12-19 | Roquette Freres | Procede d'epaississement ou de deshydratation de boues |
| CN103205230B (zh) * | 2013-05-08 | 2014-10-29 | 南京林业大学 | 一种利用苜蓿草粉制备生物质胶黏剂的制作方法 |
| US8858759B1 (en) * | 2013-07-10 | 2014-10-14 | Ecolab Usa Inc. | Enhancement of sheet dewatering using soy flour or soy protein |
| EP3166977B1 (en) * | 2014-07-07 | 2020-11-11 | Roquette Italia S.p.A. | A polymer based on a maltodextrin for encapsulating organic compounds |
| CN105131137B (zh) * | 2015-08-03 | 2017-08-25 | 海南金海浆纸业有限公司 | 阳离子淀粉及其制备方法、由阳离子淀粉制备的造纸增强剂及其制备方法 |
| KR101940925B1 (ko) * | 2017-10-27 | 2019-01-21 | 경희대학교 산학협력단 | 무정형 입자 양성화 전분의 제조방법 |
| WO2019163965A1 (ja) * | 2018-02-22 | 2019-08-29 | 三和澱粉工業株式会社 | 飲食品利用に適した食物繊維高含有澱粉 |
| CN111234041A (zh) * | 2020-02-27 | 2020-06-05 | 安徽工程大学 | 一种酸解-交联-磺化复合变性淀粉浆料及其制备方法 |
| EP4168624A4 (en) * | 2020-06-18 | 2024-07-17 | Archer Daniels Midland Company | LOW-CELLULOSE NON-WOOD FIBRE PRODUCTS AND METHODS OF MANUFACTURING THE SAME |
| CN113980446B (zh) * | 2021-12-23 | 2022-04-26 | 北京禾易和科技有限公司 | 一种复合改性淀粉基环保材料、制备方法及应用 |
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| US3017295A (en) * | 1958-07-08 | 1962-01-16 | Albemarle Paper Mfg Company | Coated paper and paperboard and process for making same |
| US3422087A (en) * | 1965-03-08 | 1969-01-14 | Philip D Caesar | Process for forming cationic polysaccharide ethers and product |
| US3996060A (en) * | 1974-06-10 | 1976-12-07 | A. E. Staley Manufacturing Company | Stilt material for pressure sensitive microencapsulated coatings |
| US3996061A (en) * | 1974-06-10 | 1976-12-07 | A. E. Staley Manufacturing Company | Stilt material for pressure sensitive microencapsulated coatings |
| US4127563A (en) * | 1977-06-29 | 1978-11-28 | The United States Of America As Represented By The Secretary Of Agriculture | Low pH preparation of cationic starches and flours |
| FR2434821A1 (fr) * | 1978-08-31 | 1980-03-28 | Roquette Freres | Procede de cationisation de l'amidon, nouveaux amidons cationises ainsi obtenus et leurs applications |
| DE2949886A1 (de) * | 1979-12-12 | 1981-06-19 | Degussa Ag, 6000 Frankfurt | Verfahren zur herstellung kationischer staerkeaether |
| US4281109A (en) | 1980-03-03 | 1981-07-28 | National Starch And Chemical Corporation | Pollution-free cationization of starch |
| FR2557166B1 (fr) * | 1983-10-27 | 1986-07-04 | Roquette Freres | Additif cationique de masse pour la fabrication du papier comprenant un melange d'au moins un amidon de cereale et d'au moins un amidon de tubercule cationique et son procede de fabrication |
| FR2612213B1 (fr) * | 1987-03-13 | 1989-06-30 | Roquette Freres | Procede de fabrication du papier |
| US5122231A (en) * | 1990-06-08 | 1992-06-16 | Cargill, Incorporated | Cationic cross-linked starch for wet-end use in papermaking |
| EP0620121A3 (en) | 1993-04-15 | 1995-11-15 | Minnesota Mining & Mfg | Vegetable starch as a spacing material for carbon-free papers used in an offset printing press and in copiers / duplicators. |
| CA2132685A1 (en) * | 1994-09-22 | 1996-03-23 | Robert T. Tyler | An aqueous alcoholic alkaline process for cationization of normal, waxy and high amylose starches from legume, cereal, tuber and root |
| NL1001218C2 (nl) | 1995-09-15 | 1997-03-20 | Roermond Papier Bv | Papier en karton omvattende eiwitmateriaal. |
| CA2334532C (en) | 1998-06-10 | 2008-03-11 | Cooeperatieve Verkoop- En Productievereniging Van Aardappelmeel En Derivaten Avebe B.A. | A process for making paper |
| FR2794479B1 (fr) * | 1999-06-04 | 2001-09-21 | Roquette Freres | Composition et procede pour la fabrication de structures planes, en particulier du papier ou du carton |
| JP2001115121A (ja) * | 1999-10-18 | 2001-04-24 | Shikishima Starch Kk | 層間接着剤およびそれを用いた抄紙方法 |
| MXPA02003881A (es) * | 1999-10-19 | 2002-10-23 | Weyerhaeuser Co | Polisacaridos modificados cationicamente. |
| EP1103655A1 (en) | 1999-11-25 | 2001-05-30 | Coöperatieve Verkoop- en Productievereniging van Aardappelmeel en Derivaten 'AVEBE' B.A. | A process for making paper |
| FR2810042B1 (fr) * | 2000-06-13 | 2004-04-16 | Roquette Freres | Nouvelle composition amylacee contenant une matiere amylacee cationique |
| CA2423386A1 (en) * | 2000-08-10 | 2002-02-21 | Cargill, Incorporated | Use of starch compositions in papermaking |
| US6843888B2 (en) * | 2001-03-13 | 2005-01-18 | National Starch And Chemical Investment Holding Corporation | Starches for use in papermaking |
| WO2002074814A1 (en) * | 2001-03-16 | 2002-09-26 | National Starch And Chemical Investment Holding Corporation | Batch cookable modified high amylose starches and their use in paper sizing applications |
-
2003
- 2003-05-12 FR FR0305714A patent/FR2854898B1/fr not_active Expired - Fee Related
-
2004
- 2004-05-11 EA EA200501782A patent/EA012064B1/ru active IP Right Revival
- 2004-05-11 CA CA2524481A patent/CA2524481C/fr not_active Expired - Fee Related
- 2004-05-11 ES ES04742699T patent/ES2433040T3/es not_active Expired - Lifetime
- 2004-05-11 WO PCT/FR2004/001143 patent/WO2004101623A2/fr not_active Ceased
- 2004-05-11 CN CNB2004800131498A patent/CN100491402C/zh not_active Expired - Fee Related
- 2004-05-11 EP EP04742699.4A patent/EP1622944B1/fr not_active Expired - Lifetime
- 2004-05-11 JP JP2006530345A patent/JP2007500274A/ja not_active Withdrawn
- 2004-05-11 KR KR1020057021502A patent/KR101099937B1/ko not_active Expired - Fee Related
- 2004-05-11 US US10/555,288 patent/US20060225855A1/en not_active Abandoned
- 2004-05-11 ZA ZA200509055A patent/ZA200509055B/en unknown
-
2010
- 2010-03-05 US US12/718,251 patent/US8911593B2/en not_active Expired - Lifetime
-
2012
- 2012-03-30 JP JP2012080931A patent/JP2012126921A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2854898B1 (fr) | 2007-07-13 |
| US8911593B2 (en) | 2014-12-16 |
| FR2854898A1 (fr) | 2004-11-19 |
| ZA200509055B (en) | 2007-03-28 |
| KR101099937B1 (ko) | 2011-12-28 |
| EP1622944B1 (fr) | 2013-07-31 |
| KR20060009925A (ko) | 2006-02-01 |
| CN100491402C (zh) | 2009-05-27 |
| US20060225855A1 (en) | 2006-10-12 |
| CN1788021A (zh) | 2006-06-14 |
| EA200501782A1 (ru) | 2006-04-28 |
| ES2433040T3 (es) | 2013-12-09 |
| US20100155338A1 (en) | 2010-06-24 |
| CA2524481A1 (fr) | 2004-11-25 |
| WO2004101623A3 (fr) | 2005-05-12 |
| JP2012126921A (ja) | 2012-07-05 |
| WO2004101623A2 (fr) | 2004-11-25 |
| EP1622944A2 (fr) | 2006-02-08 |
| JP2007500274A (ja) | 2007-01-11 |
| EA012064B1 (ru) | 2009-08-28 |
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