DE1153755B - Verfahren zur Herstellung von Alkalialuminiumalkylhydriden und gegebenenfalls Alkalialuminiumalkylen - Google Patents
Verfahren zur Herstellung von Alkalialuminiumalkylhydriden und gegebenenfalls AlkalialuminiumalkylenInfo
- Publication number
- DE1153755B DE1153755B DEZ7460A DEZ0007460A DE1153755B DE 1153755 B DE1153755 B DE 1153755B DE Z7460 A DEZ7460 A DE Z7460A DE Z0007460 A DEZ0007460 A DE Z0007460A DE 1153755 B DE1153755 B DE 1153755B
- Authority
- DE
- Germany
- Prior art keywords
- aluminum
- alkali
- compounds
- complex
- sodium
- 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.)
- Pending
Links
- 229910052782 aluminium Inorganic materials 0.000 title claims description 85
- 239000003513 alkali Substances 0.000 title claims description 55
- 238000000034 method Methods 0.000 title claims description 21
- -1 aluminum alkyl hydrides Chemical class 0.000 title claims description 10
- 238000002360 preparation method Methods 0.000 title claims description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 63
- 150000001875 compounds Chemical class 0.000 claims description 37
- 229910000104 sodium hydride Inorganic materials 0.000 claims description 30
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 24
- 239000012312 sodium hydride Substances 0.000 claims description 23
- 238000006243 chemical reaction Methods 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 20
- 150000004678 hydrides Chemical class 0.000 claims description 19
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 238000004519 manufacturing process Methods 0.000 claims description 12
- 239000003792 electrolyte Substances 0.000 claims description 11
- 229910052751 metal Inorganic materials 0.000 claims description 11
- 239000002184 metal Substances 0.000 claims description 11
- 239000007787 solid Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 9
- 150000003512 tertiary amines Chemical class 0.000 claims description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims description 7
- 150000001336 alkenes Chemical class 0.000 claims description 6
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims description 6
- 239000008139 complexing agent Substances 0.000 claims description 6
- 150000004820 halides Chemical class 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- 125000005270 trialkylamine group Chemical group 0.000 claims description 3
- 238000010626 work up procedure Methods 0.000 claims description 3
- 239000002689 soil Substances 0.000 claims description 2
- 150000002739 metals Chemical class 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 31
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 18
- MRMOZBOQVYRSEM-UHFFFAOYSA-N tetraethyllead Chemical compound CC[Pb](CC)(CC)CC MRMOZBOQVYRSEM-UHFFFAOYSA-N 0.000 description 18
- DNEHKUCSURWDGO-UHFFFAOYSA-N aluminum sodium Chemical compound [Na].[Al] DNEHKUCSURWDGO-UHFFFAOYSA-N 0.000 description 15
- 235000013024 sodium fluoride Nutrition 0.000 description 15
- 239000011775 sodium fluoride Substances 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 11
- 239000005977 Ethylene Substances 0.000 description 11
- 238000003776 cleavage reaction Methods 0.000 description 10
- 150000004673 fluoride salts Chemical class 0.000 description 10
- 239000011541 reaction mixture Substances 0.000 description 10
- 230000007017 scission Effects 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 description 8
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 239000000725 suspension Substances 0.000 description 8
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 7
- 238000005868 electrolysis reaction Methods 0.000 description 7
- 150000002825 nitriles Chemical class 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 6
- ZXRRHFSTAFVGOC-UHFFFAOYSA-N [AlH3].[K] Chemical compound [AlH3].[K] ZXRRHFSTAFVGOC-UHFFFAOYSA-N 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 239000011698 potassium fluoride Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 239000005662 Paraffin oil Substances 0.000 description 4
- NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 4
- 229910000105 potassium hydride Inorganic materials 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 3
- 229910001515 alkali metal fluoride Inorganic materials 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 235000003270 potassium fluoride Nutrition 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000006228 supernatant Substances 0.000 description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000010908 decantation Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- SIAPCJWMELPYOE-UHFFFAOYSA-N lithium hydride Chemical compound [LiH] SIAPCJWMELPYOE-UHFFFAOYSA-N 0.000 description 2
- 229910000103 lithium hydride Inorganic materials 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 description 2
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- HHBZZTKMMLDNDN-UHFFFAOYSA-N 2-butan-2-yloxybutane Chemical compound CCC(C)OC(C)CC HHBZZTKMMLDNDN-UHFFFAOYSA-N 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- 235000014686 Trigonella arabica Nutrition 0.000 description 1
- 240000004372 Trigonella arabica Species 0.000 description 1
- JFBZPFYRPYOZCQ-UHFFFAOYSA-N [Li].[Al] Chemical compound [Li].[Al] JFBZPFYRPYOZCQ-UHFFFAOYSA-N 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 230000009918 complex formation Effects 0.000 description 1
- 238000001944 continuous distillation Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000004227 thermal cracking Methods 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 230000007704 transition Effects 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
- C07F5/065—Aluminium compounds with C-aluminium linkage compounds with an Al-H linkage
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE593386D BE593386A (enrdf_load_stackoverflow) | 1959-07-31 | ||
| NL254207D NL254207A (enrdf_load_stackoverflow) | 1959-07-31 | ||
| DEZ7460A DE1153755B (de) | 1959-07-31 | 1959-07-31 | Verfahren zur Herstellung von Alkalialuminiumalkylhydriden und gegebenenfalls Alkalialuminiumalkylen |
| FR833494A FR1287337A (fr) | 1959-07-31 | 1960-07-20 | Procédé de préparation d'alcali aluminium alcoyles complexes ou d'hydrures de tels complexes |
| GB25339/60A GB955253A (en) | 1959-07-31 | 1960-07-20 | Process for the production of complex alkali metal alkyl aluminium compounds or alkali metal alkyl aluminium hydrides |
| US45526A US3255224A (en) | 1959-07-31 | 1960-07-27 | Process for the production of complex alkali aluminum alkyls or alkali aluminum alkyl hydrides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEZ7460A DE1153755B (de) | 1959-07-31 | 1959-07-31 | Verfahren zur Herstellung von Alkalialuminiumalkylhydriden und gegebenenfalls Alkalialuminiumalkylen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1153755B true DE1153755B (de) | 1963-09-05 |
Family
ID=7620139
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEZ7460A Pending DE1153755B (de) | 1959-07-31 | 1959-07-31 | Verfahren zur Herstellung von Alkalialuminiumalkylhydriden und gegebenenfalls Alkalialuminiumalkylen |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3255224A (enrdf_load_stackoverflow) |
| BE (1) | BE593386A (enrdf_load_stackoverflow) |
| DE (1) | DE1153755B (enrdf_load_stackoverflow) |
| GB (1) | GB955253A (enrdf_load_stackoverflow) |
| NL (1) | NL254207A (enrdf_load_stackoverflow) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3538135A (en) * | 1964-06-15 | 1970-11-03 | Thiokol Chemical Corp | Process for preparing stabilized forms of trialkynyl aluminums |
| US3655536A (en) * | 1969-11-06 | 1972-04-11 | Continental Oil Co | Anodic process for the preparation of tetraalkyl lead compounds |
| US3696136A (en) * | 1970-10-09 | 1972-10-03 | Ethyl Corp | Method of stabilizing sodium aluminum diethyl hydride |
| DE10226360A1 (de) * | 2002-06-13 | 2003-12-24 | Crompton Gmbh | Verfahren zur Herstellung von Alkalitetraalkylaluminaten und deren Verwendung |
| US6960677B1 (en) * | 2003-10-28 | 2005-11-01 | Albemarle Corporation | Preparation of aluminates |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE25179E (en) * | 1952-04-21 | 1962-05-29 | Production of ai kyi alumnium hydrides | |
| US2786860A (en) * | 1952-05-13 | 1957-03-26 | Ziegler | Preparation of organic aluminum compounds |
-
0
- BE BE593386D patent/BE593386A/xx unknown
- NL NL254207D patent/NL254207A/xx unknown
-
1959
- 1959-07-31 DE DEZ7460A patent/DE1153755B/de active Pending
-
1960
- 1960-07-20 GB GB25339/60A patent/GB955253A/en not_active Expired
- 1960-07-27 US US45526A patent/US3255224A/en not_active Expired - Lifetime
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| BE593386A (enrdf_load_stackoverflow) | |
| GB955253A (en) | 1964-04-15 |
| NL254207A (enrdf_load_stackoverflow) | |
| US3255224A (en) | 1966-06-07 |
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