GB935339A - Hydroxyalkyl amylose - Google Patents
Hydroxyalkyl amyloseInfo
- Publication number
- GB935339A GB935339A GB3734261A GB3734261A GB935339A GB 935339 A GB935339 A GB 935339A GB 3734261 A GB3734261 A GB 3734261A GB 3734261 A GB3734261 A GB 3734261A GB 935339 A GB935339 A GB 935339A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amylose
- hydroxyalkyl
- water
- suspending liquid
- vic
- 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 15
- 125000002768 hydroxyalkyl group Chemical group 0.000 title abstract 9
- 239000007788 liquid Substances 0.000 abstract 6
- 239000004593 Epoxy Substances 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- 125000002947 alkylene group Chemical group 0.000 abstract 3
- 239000000243 solution Substances 0.000 abstract 3
- 239000000725 suspension Substances 0.000 abstract 3
- IMYZYCNQZDBZBQ-UHFFFAOYSA-N 9,10-epoxyoctadecanoic acid Chemical compound CCCCCCCCC1OC1CCCCCCCC(O)=O IMYZYCNQZDBZBQ-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 238000001816 cooling Methods 0.000 abstract 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 238000006467 substitution reaction Methods 0.000 abstract 2
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical class CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 abstract 1
- 229920002472 Starch Polymers 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 230000015556 catabolic process Effects 0.000 abstract 1
- 238000005119 centrifugation Methods 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- -1 ethylene, propylene Chemical group 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 230000008020 evaporation Effects 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 239000000499 gel Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000004679 hydroxides Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- SBIDUCNDVPSWQT-UHFFFAOYSA-N n-ethyl-n-(oxiran-2-ylmethyl)ethanamine Chemical compound CCN(CC)CC1CO1 SBIDUCNDVPSWQT-UHFFFAOYSA-N 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 239000011368 organic material Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 235000012424 soybean oil Nutrition 0.000 abstract 1
- 239000003549 soybean oil Substances 0.000 abstract 1
- 238000001694 spray drying Methods 0.000 abstract 1
- 235000019698 starch Nutrition 0.000 abstract 1
- 239000008107 starch Substances 0.000 abstract 1
- 150000005622 tetraalkylammonium hydroxides Chemical class 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
Abstract
Hydroxyalkyl amylose, defined as a reaction product between amylose or chemically modified amylose and a vic-epoxy compound, is obtained in a form which is substantially water-insoluble at temperatures up to 100 DEG C., and forms at temperatures above 100 DEG C., an aqueous solution which neither gels nor retrogrades on subsequent cooling to room temperature. The hydroxyalkyl amylose has a molar substitution of at least 0,15 and is prepared by treating a suspension of amylose at 30 DEG to 90 DEG C. with at least 0,2 moles of a vic-epoxy compound and at least 0,04 moles of an alkaline catalyst per mole of amylose and neutralizing the suspension. The suspending liquid is a polar solvent for the vic-epoxy compound and may be, e.g. water, alcohols or ethers. The resulting coldwater insoluble hydroxyalkyl amylose may bee solubilized by heating the neutralized suspension to above 100 DEG C., and subsequently cooling. Alternatively the cold water-insoluble product may be separated from the suspending liquid, dispersed in water, heated to above 100 DEG C. until the hydroxyalkyl amylose is dissolved, and cold water-soluble product isolated from the cooled solution. The solution may be dispersed on a surface to form, on evaporation of the liquid, a self-supporting flexible film of hydroxyalkyl amylose assaying at least 0,15 moles of alkylene oxide per mole of amylose. Alternatively, cold water-soluble hydroxyalkyl amylose may be isolated from solution by precipitation with an organic material, or by spray-drying. The hydroxyalkyl amylose of the invention ,ay be separated from that having a molar substitution of at least 0,40 and which is immediately cold water-soluble, by filtration or centrifugation, when water is the suspending liquid. If an organic suspending liquid is used, the solid hydroxyalkyl amylose is separated therefrom, re-suspended in water and again separated. The amylose used may be a crystalline, amorphous or spray-dried form, prepared from any native starch modified by, e.g. hypochlorite oxidation, acid hydrolysis, or enzymic degradation. The vic-epoxy compounds may be alkylene oxides such as ethylene, propylene, and 1,2-butylene oxides, or substituted alkylene oxides such as 9,10-epoxystearic acid, 3-diethylamino-1,2-epoxy-propane and epoxidized soybean oil acids. The alkaline catalysts may be any alkaline material soluble in the suspending liquid, e.g. alkali and alkaline earth metal hydroxides, tetra-alkylammonium hydroxide, tetra-alkylphosphnium hydroxides, pyridine or alkali metal alcoholates. Specifications 895,215 and 895,429 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6529560A | 1960-10-27 | 1960-10-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB935339A true GB935339A (en) | 1963-08-28 |
Family
ID=22061705
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3734261A Expired GB935339A (en) | 1960-10-27 | 1961-10-18 | Hydroxyalkyl amylose |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE609702A (en) |
| DE (1) | DE1300670B (en) |
| GB (1) | GB935339A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2435482A1 (en) * | 1978-07-05 | 1980-04-04 | Nat Starch Chem Corp | Granular hydroxypropylated starch deriv prepn. - from propylene oxide and starch in presence of alkali(ne earth) metal carboxylate salt as catalyst |
| WO1991000313A1 (en) * | 1989-06-23 | 1991-01-10 | Battelle-Institut E.V. | Moulding compound based on starchy ethers for producing biologically degradable mouldings |
| EP0459560A3 (en) * | 1990-05-28 | 1992-04-01 | Cargill B.V. | Composition containing a polymer of unsaturated hydrocarbon and a starch derivative |
| US5218108A (en) * | 1989-06-16 | 1993-06-08 | Fresenius Ag | Hydroxylethylstarch (hes) as plasma expander and process for preparing hes |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1990013576A1 (en) * | 1989-04-29 | 1990-11-15 | Battelle-Institut E.V. | Special amyloses and their use in the production of biologically degradable plastics |
-
1961
- 1961-10-18 GB GB3734261A patent/GB935339A/en not_active Expired
- 1961-10-26 DE DE1961ST018479 patent/DE1300670B/en active Pending
- 1961-10-27 BE BE609702A patent/BE609702A/en unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2435482A1 (en) * | 1978-07-05 | 1980-04-04 | Nat Starch Chem Corp | Granular hydroxypropylated starch deriv prepn. - from propylene oxide and starch in presence of alkali(ne earth) metal carboxylate salt as catalyst |
| US5218108A (en) * | 1989-06-16 | 1993-06-08 | Fresenius Ag | Hydroxylethylstarch (hes) as plasma expander and process for preparing hes |
| WO1991000313A1 (en) * | 1989-06-23 | 1991-01-10 | Battelle-Institut E.V. | Moulding compound based on starchy ethers for producing biologically degradable mouldings |
| US5128461A (en) * | 1989-06-23 | 1992-07-07 | Battelle-Institut E.V. | Molding compound based on starch ether for shaping biodegradable molded parts |
| EP0459560A3 (en) * | 1990-05-28 | 1992-04-01 | Cargill B.V. | Composition containing a polymer of unsaturated hydrocarbon and a starch derivative |
Also Published As
| Publication number | Publication date |
|---|---|
| BE609702A (en) | 1962-04-27 |
| DE1300670B (en) | 1969-10-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4920214A (en) | Process for producing modified cyclodextrins | |
| GB935339A (en) | Hydroxyalkyl amylose | |
| DE3462041D1 (en) | Cyclodextrin polymers which swell quickly and strongly in water; process of preparing them and their use as a disintegration agent for the preparation of tablets | |
| GB1022944A (en) | Colloidal alumina monohydrate | |
| ATE55360T1 (en) | PROCESS FOR OBTAINING HIGH-PURITY GRAPHITE FROM NATURAL GRAPHITE. | |
| US2509245A (en) | Preparation of 2, 4, 5-trichlorophenol | |
| GB1105819A (en) | Novel oxadicarboxylic acids and processes for the preparation thereof | |
| US3347847A (en) | Process for the purification of watersoluble hydroxyethyl cellulose | |
| US3527751A (en) | Process for the purification of water-soluble hydroxyalkyl cellulose | |
| US2700047A (en) | Aqueous hydrolysis of flavanone glycosides | |
| US1875312A (en) | Merrill a | |
| CN115093352B (en) | Preparation method of dithiothreitol | |
| Hamilton et al. | Reduction of the products of periodate oxidation of carbohydrates. III. The constitution of amylopectin1 | |
| US3970691A (en) | Etherification of bark extracts | |
| US2007092A (en) | Manufacture of antimony compounds | |
| US2542965A (en) | Preparation of dihydrocoumarins | |
| GB992213A (en) | Cold water soluble adhesives | |
| US3355449A (en) | Water soluble cellulose ethers and their production | |
| GB934292A (en) | Process for the preparation of heterocyclic compounds | |
| GB935340A (en) | Cyanoethyl amylose | |
| GB679676A (en) | Improved method for the production of salts of aromatic-oxy-aliphatic carboxylic acids | |
| JPS5657728A (en) | Preparation of 4,4'-dihydroxybiphenyl | |
| GB588751A (en) | Improvements in and relating to the production of cellulose ethers | |
| GB1095268A (en) | An improved method for the oxidation of starches and other polysaccharides | |
| GB982532A (en) | Improved process for preparing and for purifying octachlorodihydroxydiphenyl |