GB625644A - Improvements in glucosidic compounds - Google Patents
Improvements in glucosidic compoundsInfo
- Publication number
- GB625644A GB625644A GB20792/39A GB2079239A GB625644A GB 625644 A GB625644 A GB 625644A GB 20792/39 A GB20792/39 A GB 20792/39A GB 2079239 A GB2079239 A GB 2079239A GB 625644 A GB625644 A GB 625644A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- chlorethylglucoside
- condensed
- reacted
- glycolchlorhydrin
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
Abstract
Synthetic glucosides prepared from sugars and halogen alcohols having chains containing from 2 to 5 carbon atoms, after the introduction of high molecular radicles are stated to be useful in the preparation of emulsions of vegetable, animal and mineral oils and fatty acids. In order to introduce the high molecular radicles, the brom- or chloralkylglucosides may be reacted with carboxylic acids, phenols, proteins such as casein or protalbinic acid, sulphonic acids or amines. In examples: (1) b -chlorethylglucoside is obtained from glucose and glycolchlorhydrin; (2) a -chlor-b -oxypropylglucoside is obtained from glucose and glycerolchlorhydrin; (3) a mixture of b -chlorethylglucoside and b - chlorethylgalactoside, obtained from lactic sugar and glycolchlorhydrin is reacted with diamylamine; (4) wood sugar is reacted with glycol chlorhydrin; (5) b -chlorethylglucoside is obtained by heating dried starch and glycolchlorhydrin in the presence of benzenesulphonic acid; (6) b -aminoethylglucoside is acylated by means of stearic acid, lauric acid and abietinic acid chloride; (7) b -chlorethylglucoside is condensed with methylamine and acylated with octylbenzenesulphochloride and oleic acid chloride; (8) b -chlorethylglucoside is condensed with anhydrous oleic acid soap; (9) chloroxypropylglucoside is condensed with chloroctylphenol; (10) b -chlorethylglucoside is condensed with alkali lignin, isobutyllignin and casein; (11) b -aminochlorethylglucoside is reacted with formaldehyde and phenol to give oxybenzylaminoethylglucoside. The properties of the products may be modified by treatment with alkylene oxides, e.g. epichlorhydrin, chlorhydrins, reactants forming quaternary ammonium salts and aromatic sulphohalides when the product contains nitrogen, inorganic acids, e.g. phosphoric acid, bromine to convert hydroxy groups to carboxylic groups, alkylating agents, aldehydes, including chloraldehydes and ketones, acylchlorides, chloracetic acid and chloroxypropanesulphonic acid.ALSO:Synthetic glucosides are prepared from sugars and halogen alcohols having chains containing from 2 to 5 carbon atoms by effecting the reaction in the presence of acid catalysts, e.g. sulphuric, phosphoric, sulphonic, perchloric and carboxylic acids and acid salts having a dissociation constant below that of hydrochloric acid. In order to introduce the high molecular radicles, the resulting brom or chloralkyglucosides may be reacted with carboxylic acids, phenols, proteins such as casein or protalbinic acid, sulphonic acids or amines. In examples: (1) b -chlorethylglucoside is obtained from glucose and glycolchlorhydrin; (2) g -chlor-b -oxypropylglucoside is obtained from glucose and glycerolchlorhydrin; (3) a mixture of b -chlorethylglucoside and b -chlorethylgalactoside, obtained from lactic sugar and glycolchlorhydrin is reacted with diamylamine; (4) wood sugar is reacted with glycol chlorhydrin; (5) b -chlorethylglucoside is obtained by heating dried starch and glycolchlorhydrin in the presence of benzenesulphonic acid; (6) b -aminoethylglucoside is acylated by means of stearic acid, lauric acid and abietinic acid chloride; (7) b -chlorethylglucoside is condensed with methylamine and acylated with octylbenzenesulphochloride and oleic acid chloride; (8) b -chlorethylglucoside is condensed with anhydrous oleic acid soap; (9) chloroxypropylglucoside is condensed with chloroctylphenol; (10) b -chlorethylglucoside is condensed with alkali lignin, isobutyllignin and casein; (11) b -aminochlorethylglucoside is reacted with formaldehyde and phenol to give oxybenzylaminoethylglucoside. The products are p wetting and dispersing agents and their properties may be modified by treatment with alkylene oxides, e.g. epichlorhydrin, chlorhydrins, reactants forming quaternary ammonium salts and aromatic sulphohalides when the product contains nitrogen, inorganic acids, e.g. phosphoric acid, bromine to convert hydroxy groups to carboxylic groups, alkylating agents, aldehydes, including chloraldehydes and ketones, acylchlorides, chloracetic acid and chloroxypropanesulphonic acid. The products are useful in dyeing with substantive, vat and naphthol dyes and in softening, mercerising and shrinking cellulose fibres.ALSO:Synthetic glucosides prepared from sugars and halogen alcohols having chains containing from 2 to 5 carbon atoms, after the introduction of high molecular radicles are stated to be useful for wetting, washing and also in dyeing with substantive, vat and naphthol dyes and in softening, mercerising and shrinking cellulose fibres. In order to introduce the high molecular radicles, the brom or chloralkylglucosides may be reacted with carboxylic acids, phenols, proteins such as casein or protalbinic acid, sulphonic acids or amines. In examples: (1) b -chlorethylglucoside is obtained from glucose and glycolchlorhydrin; (2) a -chlor-b -oxypropylglucoside is obtained from glucose and glycerolchlorhydrin; (3) a mixture of b -chlorethylglucoside and b -chlorethylgalactoside, obtained from lactic sugar and glycolchlorhydrin is reacted with diamylamine; (4) wood sugar is reacted with glycol chlorhydrin; (5) b -chlorethylglucoside is obtained by heating dried starch and glycolchlorhydrin in the presence of benzenesulphonic acid; (6) b -aminoethylglucoside is acylated by means of stearic acid, lauric acid and abietinic acid chloride; (7) b -chlorethylglucoside is condensed with methylamine and acylated with octylbenzenesulphochloride and oleic acid chloride; (8) b -chlorethylglucoside is condensed with anhydrous oleic acid soap; (9) chloroxypropylglucoside is condensed with chloroctylphenol, (10) b -chlorethylglucoside is condensed with alkali lignin, isobutyllignin and casein. Examples are also given of washing cotton and woollen material. The properties of the products may be modified by treatment with alkylene oxides, e.g. epichlorhydrin, chlorhydrins, reactants forming quaternary ammonium salts and aromatic sulphohalides when the product contains nitrogen, inorganic acids, e.g. phosphoric acid, bromine to oxidize hydroxy groups to carboxylic groups, alkylating agents, aldehydes, including chloraldehydes and ketones, acylchlorides, chloracetic acid and chloroxypropanesulphonic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE625644X | 1938-07-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB625644A true GB625644A (en) | 1949-07-01 |
Family
ID=6578144
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20792/39A Expired GB625644A (en) | 1938-07-15 | 1939-07-17 | Improvements in glucosidic compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB625644A (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2740814A (en) * | 1952-01-17 | 1956-04-03 | Gen Aniline & Film Corp | Long chain alkyl-benzenesulfonamido-alkanol ethers |
| US2886438A (en) * | 1954-06-08 | 1959-05-12 | Drew & Co Inc E F | Edible unsubstituted mono alkyl glucoside-fatty acid ester compositions |
| USRE30354E (en) * | 1978-02-17 | 1980-07-29 | Strategic Medical Research Corp. | Novel ethereally monosubstituted monosaccharides |
| USRE30379E (en) * | 1973-03-01 | 1980-08-19 | Strategic Medical Research Corp. | Ethereal monosubstitutions of monosaccharide derivatives |
| EP0153501A2 (en) * | 1984-02-06 | 1985-09-04 | National Starch and Chemical Investment Holding Corporation | Novel synthetic homo- and heteropolysaccharides and a method for the preparation thereof |
| GB2177723A (en) * | 1985-07-12 | 1987-01-28 | Cogent Ltd | Methods and products for treating and colouring materials |
| US4673707A (en) * | 1985-12-27 | 1987-06-16 | National Starch And Chemical Corporation | Synthetic polymers with glycoside side chains |
| EP0281655A1 (en) * | 1987-03-11 | 1988-09-14 | National Starch and Chemical Investment Holding Corporation | Aldehyde-containing heteropolysaccharides, a process for their preparation and the use thereof |
| US4831128A (en) * | 1986-07-03 | 1989-05-16 | National Starch And Chemical Corporation | Synthetic homo- and heteropolysaccharides and a method for the preparation thereof |
| EP0569682A1 (en) * | 1992-05-11 | 1993-11-18 | Hüls Aktiengesellschaft | Method for the preparation of alkylpolyglycosides |
| CN105418698A (en) * | 2015-12-21 | 2016-03-23 | 上海市第七人民医院 | Amide ethyoxyl-beta-D-glucoside compound and preparation method and application thereof |
-
1939
- 1939-07-17 GB GB20792/39A patent/GB625644A/en not_active Expired
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2740814A (en) * | 1952-01-17 | 1956-04-03 | Gen Aniline & Film Corp | Long chain alkyl-benzenesulfonamido-alkanol ethers |
| US2886438A (en) * | 1954-06-08 | 1959-05-12 | Drew & Co Inc E F | Edible unsubstituted mono alkyl glucoside-fatty acid ester compositions |
| USRE30379E (en) * | 1973-03-01 | 1980-08-19 | Strategic Medical Research Corp. | Ethereal monosubstitutions of monosaccharide derivatives |
| USRE30354E (en) * | 1978-02-17 | 1980-07-29 | Strategic Medical Research Corp. | Novel ethereally monosubstituted monosaccharides |
| EP0153501A2 (en) * | 1984-02-06 | 1985-09-04 | National Starch and Chemical Investment Holding Corporation | Novel synthetic homo- and heteropolysaccharides and a method for the preparation thereof |
| EP0153501A3 (en) * | 1984-02-06 | 1986-07-23 | National Starch And Chemical Corporation | Novel synthetic homo- and heteropolysaccharides and a method for the preparation thereof |
| GB2177723A (en) * | 1985-07-12 | 1987-01-28 | Cogent Ltd | Methods and products for treating and colouring materials |
| US4673707A (en) * | 1985-12-27 | 1987-06-16 | National Starch And Chemical Corporation | Synthetic polymers with glycoside side chains |
| US4831128A (en) * | 1986-07-03 | 1989-05-16 | National Starch And Chemical Corporation | Synthetic homo- and heteropolysaccharides and a method for the preparation thereof |
| EP0281655A1 (en) * | 1987-03-11 | 1988-09-14 | National Starch and Chemical Investment Holding Corporation | Aldehyde-containing heteropolysaccharides, a process for their preparation and the use thereof |
| EP0569682A1 (en) * | 1992-05-11 | 1993-11-18 | Hüls Aktiengesellschaft | Method for the preparation of alkylpolyglycosides |
| CN105418698A (en) * | 2015-12-21 | 2016-03-23 | 上海市第七人民医院 | Amide ethyoxyl-beta-D-glucoside compound and preparation method and application thereof |
| CN105418698B (en) * | 2015-12-21 | 2018-04-27 | 上海市第七人民医院 | A kind of acid amides ethyoxyl-β-D-Glucose glycosides compound and its preparation method and application |
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