IT1190606B - Epoxidation of olefinic cpds. - Google Patents
Epoxidation of olefinic cpds.Info
- Publication number
- IT1190606B IT1190606B IT19209/86A IT1920986A IT1190606B IT 1190606 B IT1190606 B IT 1190606B IT 19209/86 A IT19209/86 A IT 19209/86A IT 1920986 A IT1920986 A IT 1920986A IT 1190606 B IT1190606 B IT 1190606B
- Authority
- IT
- Italy
- Prior art keywords
- catalyst
- cpd
- pyridine
- reacting
- cpds
- Prior art date
Links
- 238000006735 epoxidation reaction Methods 0.000 title abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 238000006386 neutralization reaction Methods 0.000 abstract 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 229910008338 Si—(CH3) Inorganic materials 0.000 abstract 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 230000003472 neutralizing effect Effects 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 1
- -1 Na2O3 Chemical compound 0.000 abstract 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 1
- 229910021536 Zeolite Inorganic materials 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 235000011114 ammonium hydroxide Nutrition 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 229910052681 coesite Inorganic materials 0.000 abstract 1
- 229910052906 cristobalite Inorganic materials 0.000 abstract 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 abstract 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 abstract 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 abstract 1
- 235000019797 dipotassium phosphate Nutrition 0.000 abstract 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 abstract 1
- 229910000397 disodium phosphate Inorganic materials 0.000 abstract 1
- 235000019800 disodium phosphate Nutrition 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 229910052808 lithium carbonate Inorganic materials 0.000 abstract 1
- XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 abstract 1
- 229910000032 lithium hydrogen carbonate Inorganic materials 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- 239000011736 potassium bicarbonate Substances 0.000 abstract 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 abstract 1
- 235000015497 potassium bicarbonate Nutrition 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- 235000015320 potassium carbonate Nutrition 0.000 abstract 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010703 silicon Substances 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 235000012239 silicon dioxide Nutrition 0.000 abstract 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 abstract 1
- 235000017557 sodium bicarbonate Nutrition 0.000 abstract 1
- 229910052682 stishovite Inorganic materials 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 239000010936 titanium Substances 0.000 abstract 1
- 229910052905 tridymite Inorganic materials 0.000 abstract 1
- 239000010457 zeolite Substances 0.000 abstract 1
Abstract
Olefinic cpds. are epoxidised by reacting with hydrogen peroxide or a hydrogen peroxide-producing subst. in the presence of a synthetic zeolite of formula xTiO2.(1-x)SiO2, where x = 0.0001-0.04 and titanium vicariates silicon, as catalyst, in which the catalyst is neutralised. A catalyst for the epoxidation of olefins is also claimed. Neutralisation occurs before and/or during the reaction with a basic hydrosoluble neutralising agent, which is NaOH, KOH, NH4OH, Na2O3, NaHCO3, Na2HPO4, K2CO3, Li2CO3, KHCO3, LiHCO3, K2HPO4, alkaline and/or alkaline earth salts of 1-10C carboxylic acids or of 1-10C alcoholates. When neutralisation occurs before the reaction the neutralising agent is a cpd. of the type X-Si-(R)3 where X = Cl, Br, I, CH3CON-Si-(CH3)3, CF3COON-Si-(CH3)3, R3SiNH, imidazolyl, and R = 1-4C alkyl, aryl or aralkyl. Neutralisation occurs by reacting the cpd. with the catalyst in an inert solvent such as acetonitrile, chloroform, pyridine or dioxan in the presence of an organic base, such as pyridine or a tertiary amine.
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT19209/86A IT1190606B (en) | 1986-01-28 | 1986-01-28 | Epoxidation of olefinic cpds. |
| DE8787100625T DE3780476T2 (en) | 1986-01-28 | 1987-01-19 | METHOD FOR EPOXYDING OLEFINIC COMPOUNDS. |
| ES198787100625T ES2033693T3 (en) | 1986-01-28 | 1987-01-19 | A PROCEDURE FOR THE EXPOSURE OF OLEPHINE COMPOUNDS. |
| AT87100625T ATE78475T1 (en) | 1986-01-28 | 1987-01-19 | PROCESS FOR EPOXYDATION OF OLEFINIC COMPOUNDS. |
| EP87100625A EP0230949B1 (en) | 1986-01-28 | 1987-01-19 | A process for the epoxydation of olefinic compounds |
| US07/004,680 US4824976A (en) | 1986-01-28 | 1987-01-20 | Process for the epoxidation of olefinic compounds and catalysts used therein |
| JP62015335A JPH0816105B2 (en) | 1986-01-28 | 1987-01-27 | Epoxidation method for olefin compounds |
| US07/305,799 US4937216A (en) | 1986-01-28 | 1989-02-02 | Process for the epoxidation of olefinic compounds and catalysts used therein |
| GR920401396T GR3005253T3 (en) | 1986-01-28 | 1992-07-23 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT19209/86A IT1190606B (en) | 1986-01-28 | 1986-01-28 | Epoxidation of olefinic cpds. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IT8619209A0 IT8619209A0 (en) | 1986-01-28 |
| IT1190606B true IT1190606B (en) | 1988-02-16 |
Family
ID=11155814
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IT19209/86A IT1190606B (en) | 1986-01-28 | 1986-01-28 | Epoxidation of olefinic cpds. |
Country Status (1)
| Country | Link |
|---|---|
| IT (1) | IT1190606B (en) |
-
1986
- 1986-01-28 IT IT19209/86A patent/IT1190606B/en active
Also Published As
| Publication number | Publication date |
|---|---|
| IT8619209A0 (en) | 1986-01-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| TA | Fee payment date (situation as of event date), data collected since 19931001 |
Effective date: 19960115 |