DE1164406B - Verfahren zur elektrolytischen Herstellung von Alkyl- oder Arylbleiverbindungen - Google Patents
Verfahren zur elektrolytischen Herstellung von Alkyl- oder ArylbleiverbindungenInfo
- Publication number
- DE1164406B DE1164406B DEN15419A DEN0015419A DE1164406B DE 1164406 B DE1164406 B DE 1164406B DE N15419 A DEN15419 A DE N15419A DE N0015419 A DEN0015419 A DE N0015419A DE 1164406 B DE1164406 B DE 1164406B
- Authority
- DE
- Germany
- Prior art keywords
- lead
- alkyl
- aryl
- lead compounds
- anode
- 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
- 238000000034 method Methods 0.000 title claims description 22
- -1 aryl lead compounds Chemical class 0.000 title claims description 10
- 125000000217 alkyl group Chemical group 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 150000002611 lead compounds Chemical class 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 150000002902 organometallic compounds Chemical class 0.000 claims 1
- MRMOZBOQVYRSEM-UHFFFAOYSA-N tetraethyllead Chemical compound CC[Pb](CC)(CC)CC MRMOZBOQVYRSEM-UHFFFAOYSA-N 0.000 description 24
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 18
- 239000002904 solvent Substances 0.000 description 10
- 229910052782 aluminium Inorganic materials 0.000 description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 150000004795 grignard reagents Chemical class 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 229910052749 magnesium Inorganic materials 0.000 description 4
- FRIJBUGBVQZNTB-UHFFFAOYSA-M magnesium;ethane;bromide Chemical compound [Mg+2].[Br-].[CH2-]C FRIJBUGBVQZNTB-UHFFFAOYSA-M 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- 239000007818 Grignard reagent Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000005868 electrolysis reaction Methods 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 description 3
- 229910001623 magnesium bromide Inorganic materials 0.000 description 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 125000006850 spacer group Chemical group 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- AOPDRZXCEAKHHW-UHFFFAOYSA-N 1-pentoxypentane Chemical compound CCCCCOCCCCC AOPDRZXCEAKHHW-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- RGLYUFLSCRUPTM-UHFFFAOYSA-N C(C)(C)[Pb] Chemical compound C(C)(C)[Pb] RGLYUFLSCRUPTM-UHFFFAOYSA-N 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 150000004694 iodide salts Chemical class 0.000 description 1
- WABPQHHGFIMREM-UHFFFAOYSA-N lead(0) Chemical compound [Pb] WABPQHHGFIMREM-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- LWLPYZUDBNFNAH-UHFFFAOYSA-M magnesium;butane;bromide Chemical compound [Mg+2].[Br-].CCC[CH2-] LWLPYZUDBNFNAH-UHFFFAOYSA-M 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- ANRQGKOBLBYXFM-UHFFFAOYSA-M phenylmagnesium bromide Chemical compound Br[Mg]C1=CC=CC=C1 ANRQGKOBLBYXFM-UHFFFAOYSA-M 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/01—Products
- C25B3/13—Organo-metallic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US675260A US3007857A (en) | 1957-07-31 | 1957-07-31 | Preparation of organic lead compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1164406B true DE1164406B (de) | 1964-03-05 |
Family
ID=24709710
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEN15419A Pending DE1164406B (de) | 1957-07-31 | 1958-07-30 | Verfahren zur elektrolytischen Herstellung von Alkyl- oder Arylbleiverbindungen |
Country Status (5)
Country | Link |
---|---|
US (1) | US3007857A (enrdf_load_stackoverflow) |
BE (1) | BE569921A (enrdf_load_stackoverflow) |
DE (1) | DE1164406B (enrdf_load_stackoverflow) |
FR (1) | FR1201049A (enrdf_load_stackoverflow) |
GB (1) | GB839172A (enrdf_load_stackoverflow) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3391066A (en) * | 1959-05-06 | 1968-07-02 | Nalco Chemical Co | Preparation of organic compounds of metals |
US3391067A (en) * | 1959-05-06 | 1968-07-02 | Nalco Chemical Co | Electrolytic process for the preparation of mixed organic lead compounds and electrolyte therefor |
NL262356A (enrdf_load_stackoverflow) * | 1960-03-15 | Merck & Co Inc | ||
US3234112A (en) * | 1961-03-21 | 1966-02-08 | Nalco Chemical Co | Process of producing organic lead compounds |
US3100181A (en) * | 1961-02-16 | 1963-08-06 | Nalco Chemical Co | Preparation of organoboranes |
US3079311A (en) * | 1961-02-20 | 1963-02-26 | Nalco Chemical Co | Method of preparing tertiary phosphines |
US3180810A (en) * | 1961-07-31 | 1965-04-27 | Standard Oil Co | Electrolytic cell and method of operation |
US3197392A (en) * | 1961-11-30 | 1965-07-27 | Du Pont | Process for preparing organometal compounds |
DE1216303B (de) * | 1963-09-24 | 1966-05-12 | Nalco Chemical Co | Elektrolyt fuer die Herstellung von Bleialkylverbindungen |
DE1226100B (de) * | 1963-09-24 | 1966-10-06 | Halco Chem Co | Verfahren zur Herstellung von Bleitetraalkylen |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1139719A (fr) * | 1954-11-26 | 1957-07-04 | Procédé de fabrication de métal-alcoyles et dispositif pour la réalisation de ce procédé | |
US2944948A (en) * | 1956-02-06 | 1960-07-12 | Ethyl Corp | Method of purifying organometallic complexes and their use in the preparation of organolead compounds |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE534128A (enrdf_load_stackoverflow) * | 1954-12-15 | |||
BE540052A (enrdf_load_stackoverflow) * | 1955-06-13 |
-
0
- BE BE569921D patent/BE569921A/xx unknown
-
1957
- 1957-07-31 US US675260A patent/US3007857A/en not_active Expired - Lifetime
-
1958
- 1958-07-28 GB GB24186/58A patent/GB839172A/en not_active Expired
- 1958-07-30 DE DEN15419A patent/DE1164406B/de active Pending
- 1958-07-31 FR FR1201049D patent/FR1201049A/fr not_active Expired
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1139719A (fr) * | 1954-11-26 | 1957-07-04 | Procédé de fabrication de métal-alcoyles et dispositif pour la réalisation de ce procédé | |
US2944948A (en) * | 1956-02-06 | 1960-07-12 | Ethyl Corp | Method of purifying organometallic complexes and their use in the preparation of organolead compounds |
Also Published As
Publication number | Publication date |
---|---|
GB839172A (en) | 1960-06-29 |
BE569921A (enrdf_load_stackoverflow) | |
FR1201049A (fr) | 1959-12-28 |
US3007857A (en) | 1961-11-07 |
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