GB673997A - Improvements in or relating to process for making tetraalkyllead compounds - Google Patents
Improvements in or relating to process for making tetraalkyllead compoundsInfo
- Publication number
- GB673997A GB673997A GB26064/49A GB2606449A GB673997A GB 673997 A GB673997 A GB 673997A GB 26064/49 A GB26064/49 A GB 26064/49A GB 2606449 A GB2606449 A GB 2606449A GB 673997 A GB673997 A GB 673997A
- Authority
- GB
- United Kingdom
- Prior art keywords
- magnesium
- alloy
- catalyst
- iodide
- weight
- 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 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 5
- 239000003054 catalyst Substances 0.000 abstract 5
- 239000011777 magnesium Substances 0.000 abstract 5
- 229910052749 magnesium Inorganic materials 0.000 abstract 5
- 229910045601 alloy Inorganic materials 0.000 abstract 4
- 239000000956 alloy Substances 0.000 abstract 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- 229940100198 alkylating agent Drugs 0.000 abstract 3
- 239000002168 alkylating agent Substances 0.000 abstract 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 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 abstract 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 abstract 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000004429 atom Chemical group 0.000 abstract 2
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 abstract 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- MRMOZBOQVYRSEM-UHFFFAOYSA-N tetraethyllead Chemical compound CC[Pb](CC)(CC)CC MRMOZBOQVYRSEM-UHFFFAOYSA-N 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 abstract 1
- SQCZQTSHSZLZIQ-UHFFFAOYSA-N 1-chloropentane Chemical compound CCCCCCl SQCZQTSHSZLZIQ-UHFFFAOYSA-N 0.000 abstract 1
- BPIUIOXAFBGMNB-UHFFFAOYSA-N 1-hexoxyhexane Chemical class CCCCCCOCCCCCC BPIUIOXAFBGMNB-UHFFFAOYSA-N 0.000 abstract 1
- ZSUSGBQRHRZDAP-UHFFFAOYSA-N 2,2-diethylbutan-1-amine Chemical group CCC(CC)(CC)CN ZSUSGBQRHRZDAP-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 abstract 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 abstract 1
- 229910000978 Pb alloy Inorganic materials 0.000 abstract 1
- VOTWJWQREIPEDN-UHFFFAOYSA-N [Pb].[Mg].[Na] Chemical compound [Pb].[Mg].[Na] VOTWJWQREIPEDN-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 239000001273 butane Substances 0.000 abstract 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 abstract 1
- 150000004292 cyclic ethers Chemical class 0.000 abstract 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 229960003750 ethyl chloride Drugs 0.000 abstract 1
- ZPEBBUBSCOELHI-UHFFFAOYSA-M ethyltrimethylammonium iodide Chemical compound [I-].CC[N+](C)(C)C ZPEBBUBSCOELHI-UHFFFAOYSA-M 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 abstract 1
- 229940102396 methyl bromide Drugs 0.000 abstract 1
- -1 methylethyl Chemical group 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 abstract 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- 239000012188 paraffin wax Substances 0.000 abstract 1
- 239000001294 propane Substances 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- UQFSVBXCNGCBBW-UHFFFAOYSA-M tetraethylammonium iodide Chemical group [I-].CC[N+](CC)(CC)CC UQFSVBXCNGCBBW-UHFFFAOYSA-M 0.000 abstract 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01K—ELECTRIC INCANDESCENT LAMPS
- H01K1/00—Details
- H01K1/50—Selection of substances for gas fillings; Specified pressure thereof
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/24—Lead compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Tetra-alkyl lead compounds are prepared by reacting an alkylating agent with a sodium-magnesium-lead alloy, preferably in the presence of a catalyst, said alloy containing more than 0.2 atom of magnesium for each atom of lead, said alkylating agent comprising one or more esters of inorganic acids having the desired alkyl group attached to the negative radical, and said catalyst being one or more organic compounds selected from the group comprising ethers, cyclic ethers, tertiary amines and substituted ammonium salts. The alloy may have a composition corresponding to NaaMgbPb, in which the sum of a and b is within the limits of approximately 0.5 and 3, and b is more than 0.2 and less than 3. When a catalyst is employed, the alloy may contain from 5 to 25 per cent by weight of sodium plus magnesium and at least 2.5 per cent by weight of magnesium. When a catalyst is not employed, the alloy may contain from 5 to 20 per cent by weight of sodium plus magnesium and more than 3 per cent by weight of magnesium. The reaction may be conducted at a temperature between 50 DEG and 100 DEG C. for a time between 1\2 and 8 hours or at a temperature between 60 DEG and 85 DEG C. for a time between about 1 to 5 hours. Suitable catalysts mentioned are diethyl, methylethyl, dipropyl, dibutyl and dihexyl ethers, dimethyl ether of ethylene glycol, 1,4-dioxane, anisole, tetraethyl- and trimethylethyl-ammonium iodide, triethyl- and trimethyl-amine and dimethylaniline. Suitable alkylating agents mentioned are the monochloro, -bromo and -iodo derivatives of the paraffin hydrocarbons such as methane, ethane, propane, butane and pentane, and the corresponding trialkylphosphates, e.g. methyl bromide and iodide, ethyl chloride, bromide and iodide, n-propyl chloride, n-butyl bromide, n-amyl chloride and iodide and triethyl phosphate. In the examples, tetraethyl lead is prepared.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US107385A US2535191A (en) | 1949-07-28 | 1949-07-28 | Manufacture of alkyllead compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB673997A true GB673997A (en) | 1952-06-18 |
Family
ID=22316375
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26064/49A Expired GB673997A (en) | 1949-07-28 | 1949-10-11 | Improvements in or relating to process for making tetraalkyllead compounds |
Country Status (5)
Country | Link |
---|---|
US (1) | US2535191A (en) |
DE (1) | DE875355C (en) |
FR (1) | FR997608A (en) |
GB (1) | GB673997A (en) |
NL (1) | NL71969C (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2960515A (en) * | 1952-11-01 | 1960-11-15 | Sol B Wiczer | Method and composition of preparing lead alkyl compounds |
US3401188A (en) * | 1965-08-05 | 1968-09-10 | Du Pont | Process for making tetramethyl lead |
US3457288A (en) * | 1966-04-13 | 1969-07-22 | Ppg Industries Inc | Process for manufacturing tetraorganolead compounds |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1658544A (en) * | 1923-09-07 | 1928-02-07 | Gen Motors Corp | Process of making lead alkyls |
US1661809A (en) * | 1924-03-25 | 1928-03-06 | Du Pont | Process of making tetra-alkyl lead |
US2000069A (en) * | 1932-05-24 | 1935-05-07 | Du Pont | Preparation of lead alkyls |
-
0
- NL NL71969D patent/NL71969C/xx active
-
1949
- 1949-07-28 US US107385A patent/US2535191A/en not_active Expired - Lifetime
- 1949-10-11 GB GB26064/49A patent/GB673997A/en not_active Expired
- 1949-10-14 FR FR997608D patent/FR997608A/en not_active Expired
- 1949-11-03 DE DEE213A patent/DE875355C/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR997608A (en) | 1952-01-08 |
US2535191A (en) | 1950-12-26 |
NL71969C (en) | |
DE875355C (en) | 1953-04-30 |
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