GB1256026A - Water-soluble glycidyl ethers of glycerine and process for their preparation - Google Patents
Water-soluble glycidyl ethers of glycerine and process for their preparationInfo
- Publication number
- GB1256026A GB1256026A GB6032169A GB6032169A GB1256026A GB 1256026 A GB1256026 A GB 1256026A GB 6032169 A GB6032169 A GB 6032169A GB 6032169 A GB6032169 A GB 6032169A GB 1256026 A GB1256026 A GB 1256026A
- Authority
- GB
- United Kingdom
- Prior art keywords
- water
- glycerol
- solvent
- organic solvent
- soluble
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/24—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Epoxy Resins (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1,256,026. Glycidyl ethers of glycerol. DOW CHEMICAL CO. 10 Dec., 1969 [10 Dec., 1968; 21 Aug., 1969], No. 60321/69. Heading C3B. A water-soluble mixture of glycidyl ethers is prepared by: (A) reacting 1 mole of glycerol with 2-2.6 moles of an epoxyalkyl halide (esp. epichlorohydrin) in the presence of a Lewis Acid catalyst. Reaction takes place in at least 20% by wt. of an organic solvent, based on the combined weight of glycerol and solvent, in which glycerol is at least partially soluble and in which the chlorohydrin ether reaction product will form a single phase or in the absence of solvent when the catalyst is SnCl 4 . (B) The product from step (A) is dehydrohalogenated with an alkali, e.g. NaOH, in the presence of at least 50% by wt. of an organic solvent for the glycidyl ether. (C) Salt is separated. (D) Water and organic solvent are removed by distillation to produce a glycidyl ether of glycerol containing < 2% by volume of water-insoluble constituents. Ethylene dichloride is a suitable solvent for steps (A) and (B). Step (A) may be carried out at a temp. from 0‹ C. to the b.p. of the solvent and step (B) at < 110‹ C. The salt formed during (B) may be continuously removed by passing the slurry of salt containing reaction mixture through a filter and returning the filtrate to the reaction vessel. In order to obtain a higher M.W. water-soluble resin a portion of the epoxyalkyl halide used in step (A) may be replaced by a glycidyl ether of glycerol containing > 7.5% by volume of water-insoluble constituents.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US78261168A | 1968-12-10 | 1968-12-10 | |
| US85206169A | 1969-08-21 | 1969-08-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1256026A true GB1256026A (en) | 1971-12-08 |
Family
ID=27120018
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6032169A Expired GB1256026A (en) | 1968-12-10 | 1969-12-10 | Water-soluble glycidyl ethers of glycerine and process for their preparation |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5220447B1 (en) |
| BE (1) | BE742853A (en) |
| DE (1) | DE1961388A1 (en) |
| FR (1) | FR2027588A1 (en) |
| GB (1) | GB1256026A (en) |
| LU (1) | LU59983A1 (en) |
| NL (1) | NL6918521A (en) |
| SE (2) | SE373579B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63118965U (en) * | 1987-01-27 | 1988-08-01 | ||
| JPS63197890U (en) * | 1987-06-08 | 1988-12-20 | ||
| JPH0270747U (en) * | 1988-11-14 | 1990-05-29 | ||
| JPH0347057U (en) * | 1989-05-09 | 1991-04-30 |
-
1969
- 1969-12-05 SE SE1677869A patent/SE373579B/en unknown
- 1969-12-05 SE SE63173A patent/SE385009B/en unknown
- 1969-12-06 DE DE19691961388 patent/DE1961388A1/en active Pending
- 1969-12-08 FR FR6942300A patent/FR2027588A1/fr not_active Withdrawn
- 1969-12-09 BE BE742853D patent/BE742853A/xx unknown
- 1969-12-10 JP JP9930269A patent/JPS5220447B1/ja active Pending
- 1969-12-10 LU LU59983D patent/LU59983A1/xx unknown
- 1969-12-10 GB GB6032169A patent/GB1256026A/en not_active Expired
- 1969-12-10 NL NL6918521A patent/NL6918521A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| NL6918521A (en) | 1970-06-12 |
| SE385009B (en) | 1976-05-31 |
| DE1961388A1 (en) | 1970-06-18 |
| BE742853A (en) | 1970-06-09 |
| SE373579B (en) | 1975-02-10 |
| FR2027588A1 (en) | 1970-10-02 |
| JPS5220447B1 (en) | 1977-06-03 |
| LU59983A1 (en) | 1971-08-13 |
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