GB869192A - Amylose derivatives and their production - Google Patents
Amylose derivatives and their productionInfo
- Publication number
- GB869192A GB869192A GB4030/59A GB403059A GB869192A GB 869192 A GB869192 A GB 869192A GB 4030/59 A GB4030/59 A GB 4030/59A GB 403059 A GB403059 A GB 403059A GB 869192 A GB869192 A GB 869192A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amylose
- water
- ether
- salt
- exceeding
- 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.)
- Expired
Links
- 229920000856 Amylose Polymers 0.000 title abstract 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 9
- 150000003839 salts Chemical class 0.000 abstract 6
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 239000007864 aqueous solution Substances 0.000 abstract 3
- 239000011541 reaction mixture Substances 0.000 abstract 3
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 abstract 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 abstract 2
- 235000019341 magnesium sulphate Nutrition 0.000 abstract 2
- 239000002244 precipitate Substances 0.000 abstract 2
- 238000006467 substitution reaction Methods 0.000 abstract 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 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 abstract 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- -1 alkylene chlorohydrins Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 abstract 1
- 239000001166 ammonium sulphate Substances 0.000 abstract 1
- 235000011130 ammonium sulphate Nutrition 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 230000008020 evaporation Effects 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000012266 salt solution Substances 0.000 abstract 1
- 238000005185 salting out Methods 0.000 abstract 1
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 1
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 1
- PMZURENOXWZQFD-UHFFFAOYSA-L sodium sulphate Substances [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 1
- 235000011152 sodium sulphate Nutrition 0.000 abstract 1
- 239000012265 solid product Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B33/00—Preparation of derivatives of amylose
- C08B33/04—Ethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B33/00—Preparation of derivatives of amylose
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Amylose ethers with a degree of substitution not exceeding 0,20 which are completely soluble in water of a temperature below 100 DEG C. are made by etherifying amylose in an alkaline aqueous solution to a degree of substitution not exceeding 0,20, neutralizing the reaction mixture by addition of an acid, adding before, during or after neutralization of the reaction mixture a salt which salts out the amylose ether or an aqueous solution of such a salt, in such an amount that the amylose ether precipitates, separating the precipitated amylose ether from the reaction mixture and washing it with water until it is substantially salt-free. The amylose is preferably dissolved in an aqueous solution having a pH exceeding 13 and treated with an etherifying agent which contains no groups which are ionizable in water, e.g. dialkyl sulphates, alkylene oxides, alkylene chlorohydrins, styrene oxide and halogeno esters of aliphatic and araliphatic alcohols, such as chloromethane. Suitable salts for the salting out step have a multivalent anion, such as sodium or ammonium sulphate or magnesium sulphate. The amylose ether precipitate is preferably kept in an aqueous salt solution for the time required to render it completely insoluble in cold water, whereafter it is washed free of salt. The amylose ether obtained can be rendered soluble in cold water by first dissolving it in hot water and then recovering it from the hot solution, for example by evaporation of the water. Thus an aqueous dispersion of the amylose ether in cold water may be fed to heated rollers producing sheets of a solid product which is water-soluble. An example describes the preparation of an amylose hydroxyethyl ether from amylose and ethylene oxide in aqueous caustic soda, the product being neutralized with sulphuric acid, salted out with magnesium sulphate and washed with water to remove salts.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL869192X | 1958-02-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB869192A true GB869192A (en) | 1961-05-31 |
Family
ID=19849356
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4030/59A Expired GB869192A (en) | 1958-02-04 | 1959-02-04 | Amylose derivatives and their production |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB869192A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3542763A (en) * | 1964-07-20 | 1970-11-24 | Staley Mfg Co A E | Amylose solutions |
| DE4013344A1 (en) * | 1989-04-29 | 1990-10-31 | Battelle Institut E V | Special amylose for prodn. of biodegradable plastic film etc. - forms stable quasi-soln.s in hot water, which can be cast on a flat substrate with a doctor blade to produce film |
| US5374304A (en) * | 1989-04-29 | 1994-12-20 | Battelle-Institut E.V. | Special amyloses and their use for producing biodegradable plastics |
| EP0646602A1 (en) * | 1993-10-01 | 1995-04-05 | Consortium für elektrochemische Industrie GmbH | Process for the preparation of alkylated cyclodextrin derivatives, the methylated cyclodextrin derivatives obtainable from this process and the use of the products |
-
1959
- 1959-02-04 GB GB4030/59A patent/GB869192A/en not_active Expired
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3542763A (en) * | 1964-07-20 | 1970-11-24 | Staley Mfg Co A E | Amylose solutions |
| DE4013344A1 (en) * | 1989-04-29 | 1990-10-31 | Battelle Institut E V | Special amylose for prodn. of biodegradable plastic film etc. - forms stable quasi-soln.s in hot water, which can be cast on a flat substrate with a doctor blade to produce film |
| WO1990013576A1 (en) * | 1989-04-29 | 1990-11-15 | Battelle-Institut E.V. | Special amyloses and their use in the production of biologically degradable plastics |
| AU628975B2 (en) * | 1989-04-29 | 1992-09-24 | Ems-Inventa Ag | Special amyloses and their use in the production of biologically degradable plastics |
| US5374304A (en) * | 1989-04-29 | 1994-12-20 | Battelle-Institut E.V. | Special amyloses and their use for producing biodegradable plastics |
| CN1038335C (en) * | 1989-04-29 | 1998-05-13 | 埃姆斯·英分塔股份公司 | Composition and application for the production of plastics |
| EP0646602A1 (en) * | 1993-10-01 | 1995-04-05 | Consortium für elektrochemische Industrie GmbH | Process for the preparation of alkylated cyclodextrin derivatives, the methylated cyclodextrin derivatives obtainable from this process and the use of the products |
| AU678510B2 (en) * | 1993-10-01 | 1997-05-29 | Wacker Chemie Ag | Process for the preparation of alkylated cyclodextrin derivatives, methylated cyclodextrin derivatives which can be prepared by the process, and the use of the products |
| US5710268A (en) * | 1993-10-01 | 1998-01-20 | Consortium Fur Elektrochemische Industrie Gmbh | Process for the preparation of methylated cyclodextrin derivatives, and their use as solubilizers |
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