GB1111945A - Production of epoxy compounds - Google Patents
Production of epoxy compoundsInfo
- Publication number
- GB1111945A GB1111945A GB2417665A GB2417665A GB1111945A GB 1111945 A GB1111945 A GB 1111945A GB 2417665 A GB2417665 A GB 2417665A GB 2417665 A GB2417665 A GB 2417665A GB 1111945 A GB1111945 A GB 1111945A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroperoxide
- benzene
- cumene
- ethyl
- alcohol
- 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
- 239000004593 Epoxy Substances 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 title abstract 3
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 abstract 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 4
- 229910052799 carbon Inorganic materials 0.000 abstract 4
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 abstract 4
- 238000006735 epoxidation reaction Methods 0.000 abstract 4
- OIGWAXDAPKFNCQ-UHFFFAOYSA-N 4-isopropylbenzyl alcohol Chemical compound CC(C)C1=CC=C(CO)C=C1 OIGWAXDAPKFNCQ-UHFFFAOYSA-N 0.000 abstract 3
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 3
- DSNHSQKRULAAEI-UHFFFAOYSA-N 1,4-Diethylbenzene Chemical compound CCC1=CC=C(CC)C=C1 DSNHSQKRULAAEI-UHFFFAOYSA-N 0.000 abstract 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- -1 alkyl carbon Chemical compound 0.000 abstract 2
- 150000001721 carbon Chemical group 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 150000002432 hydroperoxides Chemical class 0.000 abstract 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 abstract 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 abstract 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical class CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 abstract 1
- SPPWGCYEYAMHDT-UHFFFAOYSA-N 1,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C=C1 SPPWGCYEYAMHDT-UHFFFAOYSA-N 0.000 abstract 1
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 abstract 1
- ZMXIYERNXPIYFR-UHFFFAOYSA-N 1-ethylnaphthalene Chemical compound C1=CC=C2C(CC)=CC=CC2=C1 ZMXIYERNXPIYFR-UHFFFAOYSA-N 0.000 abstract 1
- GQNOPVSQPBUJKQ-UHFFFAOYSA-N 1-hydroperoxyethylbenzene Chemical compound OOC(C)C1=CC=CC=C1 GQNOPVSQPBUJKQ-UHFFFAOYSA-N 0.000 abstract 1
- PMPBFICDXLLSRM-UHFFFAOYSA-N 1-propan-2-ylnaphthalene Chemical compound C1=CC=C2C(C(C)C)=CC=CC2=C1 PMPBFICDXLLSRM-UHFFFAOYSA-N 0.000 abstract 1
- OYBFKZHDPTTWGE-UHFFFAOYSA-N 1-tert-butyl-4-ethylbenzene Chemical compound CCC1=CC=C(C(C)(C)C)C=C1 OYBFKZHDPTTWGE-UHFFFAOYSA-N 0.000 abstract 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical compound CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052770 Uranium Inorganic materials 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- RJTJVVYSTUQWNI-UHFFFAOYSA-N beta-ethyl naphthalene Natural products C1=CC=CC2=CC(CC)=CC=C21 RJTJVVYSTUQWNI-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229910052804 chromium Inorganic materials 0.000 abstract 1
- IGARGHRYKHJQSM-UHFFFAOYSA-N cyclohexylbenzene Chemical compound C1CCCCC1C1=CC=CC=C1 IGARGHRYKHJQSM-UHFFFAOYSA-N 0.000 abstract 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- 239000001282 iso-butane Substances 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052758 niobium Inorganic materials 0.000 abstract 1
- 229910052702 rhenium Inorganic materials 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 229910052711 selenium Inorganic materials 0.000 abstract 1
- 229910052715 tantalum Inorganic materials 0.000 abstract 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 229910052721 tungsten Inorganic materials 0.000 abstract 1
- 229910052720 vanadium Inorganic materials 0.000 abstract 1
- 229910052726 zirconium Inorganic materials 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
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/19—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic hydroperoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
- C07C11/08—Alkenes with four carbon atoms
- C07C11/09—Isobutene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/40—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
- C07C15/42—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic
- C07C15/44—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/40—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals
- C07C15/42—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic
- C07C15/44—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon double bond
- C07C15/46—Styrene; Ring-alkylated styrenes
-
- 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
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US37531164A | 1964-06-15 | 1964-06-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1111945A true GB1111945A (en) | 1968-05-01 |
Family
ID=23480373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2417665A Expired GB1111945A (en) | 1964-06-15 | 1965-06-08 | Production of epoxy compounds |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5120483B1 (enExample) |
| BE (1) | BE665405A (enExample) |
| DE (1) | DE1518998C2 (enExample) |
| ES (1) | ES314230A1 (enExample) |
| FR (1) | FR1459796A (enExample) |
| GB (1) | GB1111945A (enExample) |
| NL (1) | NL6507188A (enExample) |
| SE (1) | SE342448B (enExample) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100334045C (zh) * | 2003-03-26 | 2007-08-29 | 住友化学株式会社 | α－甲基苯乙烯的制备方法 |
| WO2021021366A1 (en) * | 2019-08-01 | 2021-02-04 | Exxonmobil Research And Engineering Company | Process and system to make olefin epoxides |
| CN112573980A (zh) * | 2019-09-30 | 2021-03-30 | 中国石油化工股份有限公司 | 一种制备异丙苯的方法及其异丙苯、以及环氧丙烷的制备方法 |
| CN114426509A (zh) * | 2020-09-28 | 2022-05-03 | 中国石油化工股份有限公司 | 一种同时制备多种化合物的方法及得到的化合物 |
| US11827613B2 (en) | 2019-08-01 | 2023-11-28 | ExxonMobil Technology and Engineering Company | Process and system to make olefin epoxides |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52171389U (enExample) * | 1976-06-18 | 1977-12-26 |
-
1965
- 1965-06-04 NL NL6507188A patent/NL6507188A/xx unknown
- 1965-06-08 GB GB2417665A patent/GB1111945A/en not_active Expired
- 1965-06-14 BE BE665405D patent/BE665405A/xx unknown
- 1965-06-14 FR FR20654A patent/FR1459796A/fr not_active Expired
- 1965-06-15 SE SE785865A patent/SE342448B/xx unknown
- 1965-06-15 DE DE19651518998 patent/DE1518998C2/de not_active Expired
- 1965-06-15 ES ES0314230A patent/ES314230A1/es not_active Expired
- 1965-06-15 JP JP3528265A patent/JPS5120483B1/ja active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100334045C (zh) * | 2003-03-26 | 2007-08-29 | 住友化学株式会社 | α－甲基苯乙烯的制备方法 |
| WO2021021366A1 (en) * | 2019-08-01 | 2021-02-04 | Exxonmobil Research And Engineering Company | Process and system to make olefin epoxides |
| CN114144403A (zh) * | 2019-08-01 | 2022-03-04 | 埃克森美孚研究工程公司 | 制备烯烃环氧化物的方法和系统 |
| US11827613B2 (en) | 2019-08-01 | 2023-11-28 | ExxonMobil Technology and Engineering Company | Process and system to make olefin epoxides |
| US11919876B2 (en) | 2019-08-01 | 2024-03-05 | ExxonMobil Technology and Engineering Company | Process and system to make olefin epoxides |
| CN112573980A (zh) * | 2019-09-30 | 2021-03-30 | 中国石油化工股份有限公司 | 一种制备异丙苯的方法及其异丙苯、以及环氧丙烷的制备方法 |
| CN114426509A (zh) * | 2020-09-28 | 2022-05-03 | 中国石油化工股份有限公司 | 一种同时制备多种化合物的方法及得到的化合物 |
| CN114426509B (zh) * | 2020-09-28 | 2024-05-28 | 中国石油化工股份有限公司 | 一种同时制备多种化合物的方法及得到的化合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| ES314230A1 (es) | 1965-09-01 |
| DE1518998C2 (de) | 1982-03-18 |
| FR1459796A (fr) | 1966-11-25 |
| NL6507188A (enExample) | 1965-12-16 |
| SE342448B (enExample) | 1972-02-07 |
| DE1518998A1 (de) | 1969-09-11 |
| BE665405A (enExample) | 1965-12-14 |
| JPS5120483B1 (enExample) | 1976-06-25 |
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