GB822699A - Inhibition of carburettor icing - Google Patents
Inhibition of carburettor icingInfo
- Publication number
- GB822699A GB822699A GB14998/58A GB1499858A GB822699A GB 822699 A GB822699 A GB 822699A GB 14998/58 A GB14998/58 A GB 14998/58A GB 1499858 A GB1499858 A GB 1499858A GB 822699 A GB822699 A GB 822699A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amines
- mixture
- chloride
- tertiary
- oils
- 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
- 230000005764 inhibitory process Effects 0.000 title 1
- 150000001412 amines Chemical class 0.000 abstract 8
- 239000000203 mixture Substances 0.000 abstract 8
- -1 polypropylene Polymers 0.000 abstract 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 239000003921 oil Substances 0.000 abstract 4
- 239000004743 Polypropylene Substances 0.000 abstract 3
- 229920001748 polybutylene Polymers 0.000 abstract 3
- 229920001155 polypropylene Polymers 0.000 abstract 3
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical compound O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 239000000654 additive Substances 0.000 abstract 2
- 150000001348 alkyl chlorides Chemical class 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 229920000098 polyolefin Polymers 0.000 abstract 2
- 239000001117 sulphuric acid Substances 0.000 abstract 2
- 235000011149 sulphuric acid Nutrition 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 238000007792 addition Methods 0.000 abstract 1
- 230000000996 additive effect Effects 0.000 abstract 1
- 239000006079 antiknock agent Substances 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 239000013556 antirust agent Substances 0.000 abstract 1
- 239000003599 detergent Substances 0.000 abstract 1
- 150000005690 diesters Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 239000006078 metal deactivator Substances 0.000 abstract 1
- 150000003014 phosphoric acid esters Chemical class 0.000 abstract 1
- 229920001515 polyalkylene glycol Polymers 0.000 abstract 1
- 229920001296 polysiloxane Polymers 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- JDVPQXZIJDEHAN-UHFFFAOYSA-N succinamic acid Chemical class NC(=O)CCC(O)=O JDVPQXZIJDEHAN-UHFFFAOYSA-N 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L10/00—Use of additives to fuels or fires for particular purposes
- C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
- C10L1/224—Amides; Imides carboxylic acid amides, imides
Abstract
A motor gasoline contains a minor amount, sufficient to prevent engine stalling, of an additive consisting of compounds of the general formula <FORM:0822699/III/1> wherein R is a tertiary alkyl group containing between 10 and 30 carbon atoms and having a tertiary carbon atom directly attached to the nitrogen atom, e.g. t.-dodecyl, -tetradecyl, -pentadecyl, -hexadecyl, -octadecyl, -eicosyl, -tetracosyl, or -triacontyl. Additions of the above succinamic acids lie between 0.005 and 0.50% by weight of gasoline. They are prepared by reacting succinic acid anhydride with a tertiary alkyl primary monoamine or a mixture of such amines, the mixture of amines being derived from a polyolefin fraction (e.g. polypropylene and polybutylene cuts) by treatment with sulphuric acid and water to convert to the alcohol, then with hydrogen chloride to obtain the alkyl chloride and thence to the t.-alkyl primary amine mixture by condensing the chloride with ammonia under pressure. The gasoline may also include other additives, e.g. anti-knock agents, pre-ignition inhibitors, antirust agents, metal-deactivators, dyes, antioxidants, detergents, and from 0.01 to 1% by weight of solvent oils, e.g. coastal and midcontinent distillate oils having viscosities of from 50 to 500 S.U.S. at 100 DEG F., or synthetic oils such as diester oils, polyalkylene glycols, silicones, phosphate esters, polypropylenes and polybutylenes.ALSO:Compounds of the general formula <FORM:0822699/IV (a)/1> wherein R is a tertiary alkyl group containing between 10 and 30 carbon atoms and having a tertiary carbon atom directly attached to the nitrogen atom, e.g. t-dodecyl, -tetradecyl, -pentadecyl, -hexadecyl, -octadecyl, -eicosyl, -tetracosyl, or -triacontyl, are prepared by reacting succinic acid anhydride with a tertiary alkyl primary monoamine or a mixture of such amines, the mixture of amines being derived from a polyolefin fraction (e.g. polypropylene and polybutylene cuts) by treatment with sulphuric acid and water to convert to the alcohol, then with hydrogen chloride to obtain the alkyl chloride and thence to the t-alkyl primary amine mixture by condensing the chloride with ammonia under pressure. In examples, two amine mixtures consisting of (a) about 85% t-dodecyl, 10% t-pentadecyl, and less than 5% of other amines; and (b) about 40% t-octadecyl, 30% t-eicosyl, 15% t-docosyl, 10% t-tetracosyl, and less than 5% of other amines, are reacted with succinic acid anhydride, xylene being used as diluent for the reaction of amine mixture (a).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US707460A US2982629A (en) | 1958-01-07 | 1958-01-07 | Inhibition of carburetor icing |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB822699A true GB822699A (en) | 1959-10-28 |
Family
ID=24841787
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14998/58A Expired GB822699A (en) | 1958-01-07 | 1958-05-09 | Inhibition of carburettor icing |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US2982629A (en) |
| BE (1) | BE568364A (en) |
| DE (1) | DE1086942B (en) |
| GB (1) | GB822699A (en) |
| NL (2) | NL232384A (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3238257A (en) * | 1960-10-10 | 1966-03-01 | Du Pont | N-tertiary-alkyl alkanesulfonamides |
| US3148960A (en) * | 1961-07-11 | 1964-09-15 | Socony Mobil Oil Co Inc | Nu-aminoethyl alkenyl succinamic acid deicer |
| US3205232A (en) * | 1961-08-17 | 1965-09-07 | Socony Mobil Oil Co Inc | Salts of tetrahydropyrimidines and nu-alkyl succinamic acids |
| GB1010714A (en) * | 1962-01-31 | 1965-11-24 | Shell Res Ltd | Improvements in or relating to hydrocarbon oils |
| US3365477A (en) * | 1962-07-06 | 1968-01-23 | Mobil Oil Corp | Alkoxy metal salts of succinamic acids |
| US3773479A (en) * | 1971-12-06 | 1973-11-20 | Texaco Inc | Motor fuel containing a substituted asparagine |
| US4871375A (en) * | 1987-07-30 | 1989-10-03 | Basf Aktiensellschaft | Fuels for Otto engines |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2191738A (en) * | 1934-09-01 | 1940-02-27 | Ig Farbenindustrie Ag | High-molecular polycarboxylic acid amides and their production |
| US2279560A (en) * | 1940-05-08 | 1942-04-14 | Du Pont | Viscous hydrocarbon oil |
| US2588412A (en) * | 1948-09-16 | 1952-03-11 | Gulf Research Development Co | Mineral oil compositions |
| US2604451A (en) * | 1948-09-16 | 1952-07-22 | Gulf Research Development Co | Mineral oil compositions |
| US2706677A (en) * | 1950-06-28 | 1955-04-19 | Exxon Research Engineering Co | Amines and amides as anti-stalling additives |
| US2699427A (en) * | 1952-10-02 | 1955-01-11 | Gulf Oil Corp | Mineral oil compositions containing amidic acids or salts thereof |
| US2718503A (en) * | 1953-02-20 | 1955-09-20 | Gulf Research Development Co | Anticorrosion agents consisting of the monamides of dimerized fatty acids |
| NL105536C (en) * | 1954-04-09 | |||
| US2872303A (en) * | 1955-05-18 | 1959-02-03 | Exxon Research Engineering Co | Anti-stalling gasoline agent |
| US2843464A (en) * | 1956-04-06 | 1958-07-15 | Gulf Research Development Co | Non-stalling gasoline fuel compositions |
| US2906613A (en) * | 1956-06-21 | 1959-09-29 | Sun Oil Co | Suppression of fuel icing |
| US2886423A (en) * | 1956-07-09 | 1959-05-12 | American Cyanamid Co | Hydrocarbon fuels containing betaine antifreeze compositions |
| US2862800A (en) * | 1956-11-06 | 1958-12-02 | Gulf Oil Corp | Gasoline fuels |
-
0
- NL NL106289D patent/NL106289C/xx active
- BE BE568364D patent/BE568364A/xx unknown
- NL NL232384D patent/NL232384A/xx unknown
-
1958
- 1958-01-07 US US707460A patent/US2982629A/en not_active Expired - Lifetime
- 1958-05-09 GB GB14998/58A patent/GB822699A/en not_active Expired
- 1958-10-04 DE DES60175A patent/DE1086942B/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BE568364A (en) | |
| NL106289C (en) | |
| US2982629A (en) | 1961-05-02 |
| DE1086942B (en) | 1960-08-11 |
| NL232384A (en) |
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