JPS5922715B2 - 有機アルミニウム化合物の製造法 - Google Patents
有機アルミニウム化合物の製造法Info
- Publication number
- JPS5922715B2 JPS5922715B2 JP50097421A JP9742175A JPS5922715B2 JP S5922715 B2 JPS5922715 B2 JP S5922715B2 JP 50097421 A JP50097421 A JP 50097421A JP 9742175 A JP9742175 A JP 9742175A JP S5922715 B2 JPS5922715 B2 JP S5922715B2
- Authority
- JP
- Japan
- Prior art keywords
- aluminum
- ethylene
- product
- reaction
- producing
- 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
- 150000001875 compounds Chemical class 0.000 title claims description 13
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 21
- 229910052782 aluminium Inorganic materials 0.000 claims description 19
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 18
- 239000005977 Ethylene Substances 0.000 claims description 18
- 239000000460 chlorine Substances 0.000 claims description 11
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 14
- 239000000047 product Substances 0.000 description 12
- 239000007787 solid Substances 0.000 description 11
- 229930195733 hydrocarbon Natural products 0.000 description 8
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 5
- 150000001336 alkenes Chemical class 0.000 description 5
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
- 239000012265 solid product Substances 0.000 description 5
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- PQLAYKMGZDUDLQ-UHFFFAOYSA-K aluminium bromide Chemical compound Br[Al](Br)Br PQLAYKMGZDUDLQ-UHFFFAOYSA-K 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 3
- -1 alkylcycloalkyl hydrocarbons Chemical class 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229910003074 TiCl4 Inorganic materials 0.000 description 1
- RZQIADHNAWHUIG-UHFFFAOYSA-N [AlH]=C Chemical compound [AlH]=C RZQIADHNAWHUIG-UHFFFAOYSA-N 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical compound C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229940059864 chlorine containing product ectoparasiticides Drugs 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- JCSSHVYHUFCHJP-UHFFFAOYSA-L dibromoaluminum Chemical compound Br[Al]Br JCSSHVYHUFCHJP-UHFFFAOYSA-L 0.000 description 1
- WADSLQQIOJIXTB-UHFFFAOYSA-L dichloroalumane Chemical compound Cl[AlH]Cl WADSLQQIOJIXTB-UHFFFAOYSA-L 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 235000020004 porter Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
- C07F5/061—Aluminium compounds with C-aluminium linkage
- C07F5/064—Aluminium compounds with C-aluminium linkage compounds with an Al-Halogen linkage
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerization Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49667874A | 1974-08-12 | 1974-08-12 | |
| US496678 | 1974-08-12 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5141329A JPS5141329A (enExample) | 1976-04-07 |
| JPS5922715B2 true JPS5922715B2 (ja) | 1984-05-28 |
Family
ID=23973669
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50097421A Expired JPS5922715B2 (ja) | 1974-08-12 | 1975-08-11 | 有機アルミニウム化合物の製造法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4155926A (enExample) |
| JP (1) | JPS5922715B2 (enExample) |
| BE (1) | BE832288A (enExample) |
| CA (1) | CA1056844A (enExample) |
| DE (1) | DE2535591C2 (enExample) |
| FR (1) | FR2281935A1 (enExample) |
| GB (1) | GB1455406A (enExample) |
| IT (1) | IT1041179B (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6391419U (enExample) * | 1986-12-02 | 1988-06-13 | ||
| JPS6447613U (enExample) * | 1987-04-30 | 1989-03-23 | ||
| JPH0266416U (enExample) * | 1988-11-05 | 1990-05-18 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4263217A (en) * | 1979-09-24 | 1981-04-21 | Texas Alkyls, Inc. | Hydrocarbon-soluble magnesium-aluminum compositions |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3700710A (en) * | 1966-04-04 | 1972-10-24 | Monsanto Co | Methylene bis(aluminum dihalides) useful as polymerization catalyst components |
| DE1264443B (de) | 1966-04-29 | 1968-03-28 | Studiengesellschaft Kohle Mbh | Verfahren zur Herstellung von Aluminiummethylen-Verbindungen |
| US3509189A (en) * | 1967-09-20 | 1970-04-28 | Monsanto Co | Process for making methylene bis(group iiialpha metal halide) |
| US3509190A (en) * | 1967-09-25 | 1970-04-28 | Monsanto Co | Process for preparing organoaluminum dihalides |
| US3577450A (en) * | 1968-12-23 | 1971-05-04 | Monsanto Co | Process for preparing methylene bis-(aluminum dihalides) |
| US3910979A (en) * | 1971-07-28 | 1975-10-07 | Stauffer Chemical Co | Organo haloaluminum compounds |
-
1975
- 1975-05-12 US US05/576,481 patent/US4155926A/en not_active Expired - Lifetime
- 1975-07-30 FR FR7523764A patent/FR2281935A1/fr active Granted
- 1975-08-08 BE BE7000689A patent/BE832288A/xx not_active IP Right Cessation
- 1975-08-08 DE DE2535591A patent/DE2535591C2/de not_active Expired
- 1975-08-08 IT IT50873/75A patent/IT1041179B/it active
- 1975-08-11 JP JP50097421A patent/JPS5922715B2/ja not_active Expired
- 1975-08-11 CA CA233,207A patent/CA1056844A/en not_active Expired
- 1975-08-12 GB GB3352675A patent/GB1455406A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6391419U (enExample) * | 1986-12-02 | 1988-06-13 | ||
| JPS6447613U (enExample) * | 1987-04-30 | 1989-03-23 | ||
| JPH0266416U (enExample) * | 1988-11-05 | 1990-05-18 |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1056844A (en) | 1979-06-19 |
| BE832288A (nl) | 1976-02-09 |
| DE2535591C2 (de) | 1982-09-02 |
| US4155926A (en) | 1979-05-22 |
| IT1041179B (it) | 1980-01-10 |
| FR2281935A1 (fr) | 1976-03-12 |
| DE2535591A1 (de) | 1976-03-04 |
| FR2281935B1 (enExample) | 1978-09-22 |
| JPS5141329A (enExample) | 1976-04-07 |
| GB1455406A (en) | 1976-11-10 |
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