BE810181A - Glycidyl ethers of mono/polyvalent phenols prepn - by reacting phenol with epichlorohydrin and treating prod. with alkali metal hydroxide in two stages - Google Patents
Glycidyl ethers of mono/polyvalent phenols prepn - by reacting phenol with epichlorohydrin and treating prod. with alkali metal hydroxide in two stagesInfo
- Publication number
- BE810181A BE810181A BE140197A BE140197A BE810181A BE 810181 A BE810181 A BE 810181A BE 140197 A BE140197 A BE 140197A BE 140197 A BE140197 A BE 140197A BE 810181 A BE810181 A BE 810181A
- Authority
- BE
- Belgium
- Prior art keywords
- alkali metal
- metal hydroxide
- esp
- reaction
- solid alkali
- Prior art date
Links
- 150000008044 alkali metal hydroxides Chemical class 0.000 title abstract 7
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 title abstract 4
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 title abstract 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title abstract 3
- 150000002989 phenols Chemical class 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 abstract 5
- 239000007787 solid Substances 0.000 abstract 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 230000008030 elimination Effects 0.000 abstract 2
- 238000003379 elimination reaction Methods 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 1
- -1 chlorohydrin ethers Chemical class 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 238000007033 dehydrochlorination reaction Methods 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 230000035484 reaction time Effects 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/24—Synthesis of the oxirane ring by splitting off HAL—Y from compounds containing the radical HAL—C—C—OY
- C07D301/26—Y being hydrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
Abstract
Glycidyl ethers are prepd. by reacting corresp. phenol with excess epichlorohydrin in the presence of 0.001-5 esp. 0.01-1 wt. %, w.r.t. phenol, of a divalent Sn cpd. this mixt. being reacted with 0.9-1.15 equivs. of a solid alkali metal hydroxide per phenolic hydroxyl gp. Reaction is effected by (a) forming >=10 esp. 50-90% chlorohydrin ethers w.r.t. phenolic hydroxyl gps. in a medium without alkali, (b) adding 10-90 esp. 15-50 wt. % solid alkali metal hydroxide in 8-90 esp. 15-50% of the total addn. time of solid alkali metal hydroxide, this being 30-300 esp. 90-180 mins., with elimination of the heat of reaction by cooling or distn. under reflux at reduced press. in presence of water of reaction, and opt. of added water, (c) adding 90-10 esp. 85-50 wt. % solid alkali metal hydroxide in 92-10 esp. 85-50% of total addn. time of solid alkali metal hydroxide with elimination of the heat of reaction, the water of reaction, and opt. of the added water by azeotropic distn. and (d) eliminating excess epichlorohydrin from the glycidyl ether by distn. and if the glycidyl ether contains >0.1 wt. % saponifiable Cl, dissolving the ether in an inert solvent and subjecting to dehydrochlorination with the air of excess aq. alkali metal hydroxide soln. w.r.t. hydrolysable Cl. High yields of high quality prods are obtd. economically in short reaction time.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH121973 | 1973-01-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE810181A true BE810181A (en) | 1974-05-16 |
Family
ID=4205273
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE140197A BE810181A (en) | 1973-01-29 | 1974-01-25 | Glycidyl ethers of mono/polyvalent phenols prepn - by reacting phenol with epichlorohydrin and treating prod. with alkali metal hydroxide in two stages |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE810181A (en) |
-
1974
- 1974-01-25 BE BE140197A patent/BE810181A/en unknown
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