RU2012134675A - METHOD FOR CHLORINATING POLYSACCHARIDES OR OLIGOSACCHARIDES - Google Patents
METHOD FOR CHLORINATING POLYSACCHARIDES OR OLIGOSACCHARIDES Download PDFInfo
- Publication number
- RU2012134675A RU2012134675A RU2012134675/05A RU2012134675A RU2012134675A RU 2012134675 A RU2012134675 A RU 2012134675A RU 2012134675/05 A RU2012134675/05 A RU 2012134675/05A RU 2012134675 A RU2012134675 A RU 2012134675A RU 2012134675 A RU2012134675 A RU 2012134675A
- Authority
- RU
- Russia
- Prior art keywords
- oligosaccharides
- polysaccharides
- ionic liquid
- chlorinated
- solvent
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 23
- 150000004676 glycans Chemical class 0.000 title claims abstract 20
- 229920001542 oligosaccharide Polymers 0.000 title claims abstract 20
- 150000002482 oligosaccharides Chemical class 0.000 title claims abstract 20
- 229920001282 polysaccharide Polymers 0.000 title claims abstract 20
- 239000005017 polysaccharide Substances 0.000 title claims abstract 20
- 239000002608 ionic liquid Substances 0.000 claims abstract 12
- 239000002904 solvent Substances 0.000 claims abstract 9
- 229920002678 cellulose Polymers 0.000 claims abstract 5
- 239000001913 cellulose Substances 0.000 claims abstract 5
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 4
- 239000012320 chlorinating reagent Substances 0.000 claims abstract 4
- 238000005660 chlorination reaction Methods 0.000 claims abstract 4
- 125000000962 organic group Chemical group 0.000 claims abstract 4
- -1 pyridinium cations Chemical class 0.000 claims abstract 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical group ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims abstract 4
- 239000000203 mixture Substances 0.000 claims abstract 3
- 229920002488 Hemicellulose Polymers 0.000 claims abstract 2
- RAXXELZNTBOGNW-UHFFFAOYSA-O Imidazolium Chemical compound C1=C[NH+]=CN1 RAXXELZNTBOGNW-UHFFFAOYSA-O 0.000 claims abstract 2
- 150000001768 cations Chemical class 0.000 claims abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 2
- 125000002887 hydroxy group Chemical class [H]O* 0.000 claims abstract 2
- 150000004693 imidazolium salts Chemical class 0.000 claims abstract 2
- 239000011877 solvent mixture Substances 0.000 claims abstract 2
- 238000006467 substitution reaction Methods 0.000 claims abstract 2
- 238000006243 chemical reaction Methods 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 239000000701 coagulant Substances 0.000 claims 1
- 230000001112 coagulating effect Effects 0.000 claims 1
- 239000013256 coordination polymer Substances 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 0 CC1=C(*)N(*)N(*)C1* Chemical compound CC1=C(*)N(*)N(*)C1* 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
- C08B1/00—Preparatory treatment of cellulose for making derivatives thereof, e.g. pre-treatment, pre-soaking, activation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B1/00—Preparatory treatment of cellulose for making derivatives thereof, e.g. pre-treatment, pre-soaking, activation
- C08B1/003—Preparation of cellulose solutions, i.e. dopes, with different possible solvents, e.g. ionic liquids
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- General Health & Medical Sciences (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Paper (AREA)
Abstract
1. Способ хлорирования полисахаридов или олигосахаридов, который включаетA) растворение полисахарида или олигосахарида в системе растворителей, которая содержит по меньшей мере одну ионную жидкость, иB) реакцию полисахаридов или олигосахаридов с хлорирующим агентом.2. Способ по п.1, в котором полисахаридом или олигосахаридом является целлюлоза, гемицеллюлоза или химически модифицированная целлюлоза.3. Способ по п.1, в котором ионная жидкость содержит катион, выбранный из группы, включающей имидазолиевый катион формулы Iпиридиниевым катионам формулы IIи пиразолиевым катионам формулы III,где радикалы имеют следующие значения:R означает органическую группу с 1-20 атомами углерода иR1-R5 независимо друг от друга означают атом водорода или органическую группу с 1-20 атомами углерода.4. Способ по п.1, в котором ионная жидкость представляет собой соль имидазолия.5. Способ по п.1, в котором система растворителей представляет собой смесь растворителей, содержащую по меньшей мере одну ионную жидкость и по меньшей мере один неионный растворитель.6. Способ по п.5, в котором содержание ионных жидкостей в смеси растворителей составляет по меньшей мере 20 мас.%.7. Способ по п.1, в котором хлорирующим агентом является тионилхлорид.8. Способ по п.1, в котором во время хлорирования температура равна от 30 до 150°C.9. Способ по п.1, в котором полученные хлорированные полисахариды или олигосахариды имеют степень замещения (СЗ), равную по меньшей мере 0,5; причем СЗ определяется как среднее количество замещенных хлором гидроксигрупп в пересчете на 6-членное кольцевое звено полисахаридов или олигосахаридов.10. Способ по п.1, в котором полученные хлорирован1. A method for chlorination of polysaccharides or oligosaccharides, which comprises A) dissolving the polysaccharide or oligosaccharide in a solvent system that contains at least one ionic liquid, and B) reacting the polysaccharides or oligosaccharides with a chlorinating agent. The method of claim 1, wherein the polysaccharide or oligosaccharide is cellulose, hemicellulose, or chemically modified cellulose. The method according to claim 1, in which the ionic liquid contains a cation selected from the group consisting of an imidazolium cation of the formula I, pyridinium cations of the formula II and pyrazolium cations of the formula III, where the radicals have the following meanings: R is an organic group with 1-20 carbon atoms and R1-R5 independently from each other mean a hydrogen atom or an organic group with 1-20 carbon atoms. 4. The method of claim 1, wherein the ionic liquid is an imidazolium salt. The method of claim 1, wherein the solvent system is a mixture of solvents comprising at least one ionic liquid and at least one non-ionic solvent. The method of claim 5, wherein the content of ionic liquids in the solvent mixture is at least 20 wt%. The method of claim 1, wherein the chlorinating agent is thionyl chloride. The process according to claim 1, wherein during the chlorination the temperature is between 30 ° C and 150 ° C. The method according to claim 1, in which the resulting chlorinated polysaccharides or oligosaccharides have a degree of substitution (DS) equal to at least 0.5; moreover, SZ is defined as the average number of chlorine-substituted hydroxy groups in terms of the 6-membered ring unit of polysaccharides or oligosaccharides. 10. The method according to claim 1, in which the obtained chlorinated
Claims (13)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10150853 | 2010-01-15 | ||
| EP10150853.9 | 2010-01-15 | ||
| PCT/EP2011/050305 WO2011086082A1 (en) | 2010-01-15 | 2011-01-12 | Method of chlorinating polysaccharides or oligosaccharides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2012134675A true RU2012134675A (en) | 2014-02-20 |
Family
ID=43928428
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2012134675/05A RU2012134675A (en) | 2010-01-15 | 2011-01-12 | METHOD FOR CHLORINATING POLYSACCHARIDES OR OLIGOSACCHARIDES |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP2523977A1 (en) |
| JP (1) | JP5808756B2 (en) |
| KR (1) | KR20120118010A (en) |
| CN (1) | CN102712698A (en) |
| CA (1) | CA2786948A1 (en) |
| RU (1) | RU2012134675A (en) |
| WO (1) | WO2011086082A1 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8884003B2 (en) | 2010-01-15 | 2014-11-11 | Basf Se | Method of chlorinating polysaccharides or oligosaccharides |
| JP2014532106A (en) * | 2011-10-14 | 2014-12-04 | ビーエイエスエフ・ソシエタス・エウロパエアＢａｓｆ Ｓｅ | Method for producing amine group-containing oligosaccharide |
| EP2899213A1 (en) * | 2014-01-27 | 2015-07-29 | Basf Se | Modified polysaccharides, method for their production and their use |
| EP2899214A1 (en) * | 2014-01-27 | 2015-07-29 | Basf Se | Ethylenically unsaturated polysaccharides, method for their production and their use |
| CN120058973A (en) * | 2025-03-27 | 2025-05-30 | 四川农业大学 | Preparation method of amorphous pomegranate-shaped nanocellulose |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL43573A (en) * | 1972-11-15 | 1977-08-31 | Petroles D Aquitain Soc Nat De | Enzymes fixed on a solid cellulose support |
| JP3497887B2 (en) * | 1994-05-11 | 2004-02-16 | 花王株式会社 | Polysaccharide derivative, method for producing the same, and cosmetic and detergent compositions containing the same |
| US6824599B2 (en) | 2001-10-03 | 2004-11-30 | The University Of Alabama | Dissolution and processing of cellulose using ionic liquids |
| DE102004024967A1 (en) | 2004-05-21 | 2005-12-08 | Basf Ag | New absorption media for absorption heat pumps, absorption chillers and heat transformers |
| DE102004031025B3 (en) | 2004-06-26 | 2005-12-29 | Thüringisches Institut für Textil- und Kunststoff-Forschung e.V. | Method and device for the production of shaped articles from cellulose |
| BRPI0620365A2 (en) | 2005-12-23 | 2011-11-08 | Basf Se | process for preparing carbohydrate regenerated biopolymers, carbohydrate regenerated biopolymer, spun fibers, solution system for carbohydrate biopolymers, and process for preparing a solution system |
| DE102006011077A1 (en) * | 2006-03-08 | 2007-09-13 | Basf Ag | Process for the degradation of cellulose with nucleophiles |
| DE102006011075A1 (en) | 2006-03-08 | 2007-09-13 | Basf Ag | Process for breaking down cellulose in solution |
| CA2642866A1 (en) | 2006-03-08 | 2007-09-13 | Basf Se | Method for breaking down cellulose |
| DE102006022009B3 (en) | 2006-05-10 | 2007-12-06 | Thüringisches Institut für Textil- und Kunststoff-Forschung e.V. | Process for producing cellulosic multicomponent fibers |
| DE102006028165A1 (en) * | 2006-06-16 | 2007-12-20 | Basf Ag | Process for the acylation of cellulose |
| WO2008000666A1 (en) | 2006-06-30 | 2008-01-03 | Basf Se | Method for acylating cellulose with a specific average degree of polymerization |
| EP2074255B1 (en) | 2006-10-13 | 2016-12-14 | Basf Se | Ionic liquids for solubilizing polymers |
| JP2010132558A (en) * | 2007-03-16 | 2010-06-17 | Nisshinbo Holdings Inc | Treating agent for polysaccharides |
-
2011
- 2011-01-12 KR KR1020127018326A patent/KR20120118010A/en not_active Withdrawn
- 2011-01-12 JP JP2012548413A patent/JP5808756B2/en not_active Expired - Fee Related
- 2011-01-12 EP EP11700099A patent/EP2523977A1/en not_active Withdrawn
- 2011-01-12 CN CN2011800060346A patent/CN102712698A/en active Pending
- 2011-01-12 WO PCT/EP2011/050305 patent/WO2011086082A1/en not_active Ceased
- 2011-01-12 CA CA2786948A patent/CA2786948A1/en not_active Abandoned
- 2011-01-12 RU RU2012134675/05A patent/RU2012134675A/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CN102712698A (en) | 2012-10-03 |
| WO2011086082A1 (en) | 2011-07-21 |
| CA2786948A1 (en) | 2011-07-21 |
| JP2013517342A (en) | 2013-05-16 |
| JP5808756B2 (en) | 2015-11-10 |
| EP2523977A1 (en) | 2012-11-21 |
| KR20120118010A (en) | 2012-10-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA94 | Acknowledgement of application withdrawn (non-payment of fees) |
Effective date: 20160321 |