GB1113326A - Reducing fouling in refining of petroleum products - Google Patents
Reducing fouling in refining of petroleum productsInfo
- Publication number
- GB1113326A GB1113326A GB21284/66A GB2128466A GB1113326A GB 1113326 A GB1113326 A GB 1113326A GB 21284/66 A GB21284/66 A GB 21284/66A GB 2128466 A GB2128466 A GB 2128466A GB 1113326 A GB1113326 A GB 1113326A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amine
- alkyl
- primary
- radical
- tertiary
- 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
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
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/26—Organic compounds containing phosphorus
- C10L1/2633—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/20—Use of additives, e.g. for stabilisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In a process wherein a hydrocarbon stock, e.g. naphthas, gas oils, crudes, gasoline and kerosine is heated by direct contact with a heat exchange surface having a temperature of 100 DEG to 2000 DEG F., fouling of the surface is inhibited by incorporating in said stock an N-alkyl amidophosphoric acid or salt selected from: <FORM:1113326/C4-C5/1> <FORM:1113326/C4-C5/2> <FORM:1113326/C4-C5/3> <FORM:1113326/C4-C5/4> <FORM:1113326/C4-C5/5> <FORM:1113326/C4-C5/6> <FORM:1113326/C4-C5/7> and mixtures thereof where R1, R2, R3, R4, R5 and R6 are hydrogen, alkyl, alkenyl, alkaryl, aryl; cycloaliphatic, cycloheteryl or the foregoing radicals containing substituents, with the proviso that at least one of the radicals contains at least 8 C.ALSO:In a process wherein a hydrocarbon stock is heated by direct contact with a heat exchange surface having a temperature of 100 DEG F. to 2000 DEG F., fouling of the surface is inhibited by incorporating in said stock an N-alkyl amidophosphoric acid or salt selected from: <FORM:1113326/C6-C7/1> <FORM:1113326/C6-C7/2> <FORM:1113326/C6-C7/3> <FORM:1113326/C6-C7/4> <FORM:1113326/C6-C7/5> <FORM:1113326/C6-C7/6> <FORM:1113326/C6-C7/7> and mixtures thereof where R1, R2, R3, R4, R5 and R6 are hydrogen, alkyl, alkenyl, alkaryl, aryl, cycloaliphatic, cycloheteryl or the foregoing radicals containing substituents, with the proviso that at least one of the radicals contains at least 8C.ALSO:N-Substituted amido-phosphoric acids and salts, esters or ester-salts thereof used to prevent corrosion are obtained by the reaction of an acidic phosphorus compound, e.g. P2O5, with a primary or secondary amine (including an N-aliphatic imidazoline) containing at least one radical having at least 8 carbon atoms which may be followed by reaction with an alcohol and/or neutralization with an amine. In an example, mixtures of compounds of the formulae <FORM:1113326/C2/1> <FORM:1113326/C2/2> <FORM:1113326/C2/3> wherein the R1 radical is H and the radica R2 is primarily: <FORM:1113326/C2/4> and R6 is isooctyl are obtained by suspending P2O5 in kerosene, adding a commercial tertiary alkyl primary amine mixture (C11-C14) containing the R2 radical, stirring at 100 DEG C., cooling and then adding isooctanol at 40-50 DEG C. A mixture including amine salts is formed by partial or complete neutralization of the above product by using the same amine mixture as neutralizing agent. The neutralizing amine may also be a simple low molecular weight amine and various primary, secondary and tertiary amines and heterocyclic bases are specified for use. A compound of the following formula <FORM:1113326/C2/5> wherein R1 to R5 are radicals derived from the amine is formed by reacting P4O10 and a tertiary-alky primary amine mixture of the above type. In a further example a higher alkyl substituted N-hydroxyethyl imidazoline is used in the first example instead of the tertiary-alkyl primary amine. Several other primary or secondary amines containing a radical having at least 8 carbon atoms which may be used are specified. Also, low molecular weight alcohols can be used and other phosphorus-containing compounds may be used instead of the pentoxide, e.g. phosphoric acid, POCl3, or phosphorous anhydride.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US484466A US3261774A (en) | 1965-09-01 | 1965-09-01 | Reducing fouling in refining of petroleum products |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1113326A true GB1113326A (en) | 1968-05-15 |
Family
ID=23924262
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB21284/66A Expired GB1113326A (en) | 1965-09-01 | 1966-05-13 | Reducing fouling in refining of petroleum products |
Country Status (4)
Country | Link |
---|---|
US (1) | US3261774A (en) |
DE (1) | DE1545335A1 (en) |
ES (1) | ES327011A1 (en) |
GB (1) | GB1113326A (en) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3531394A (en) * | 1968-04-25 | 1970-09-29 | Exxon Research Engineering Co | Antifoulant additive for steam-cracking process |
DE2026319B2 (en) * | 1970-05-29 | 1979-02-01 | Exxon Research And Engineering Co., Linden, N.J. (V.St.A.) | Process for the thermal cracking of a petroleum fraction |
FR2092626A1 (en) * | 1970-06-02 | 1972-01-28 | Exxon Research Engineering Co | Cracking petroleum-steam mixture - with addn of phosphorus or bismuth cpd to suppress coking and carbon monoxide formation |
US4024050A (en) * | 1975-01-07 | 1977-05-17 | Nalco Chemical Company | Phosphorous ester antifoulants in crude oil refining |
US4024051A (en) * | 1975-01-07 | 1977-05-17 | Nalco Chemical Company | Using an antifoulant in a crude oil heating process |
US4024048A (en) * | 1975-01-07 | 1977-05-17 | Nalco Chemical Company | Organophosphorous antifoulants in hydrodesulfurization |
US4105540A (en) * | 1977-12-15 | 1978-08-08 | Nalco Chemical Company | Phosphorus containing compounds as antifoulants in ethylene cracking furnaces |
US4444649A (en) * | 1982-11-15 | 1984-04-24 | Union Oil Company Of California | Antifoulant for high temperature hydrocarbon processing |
US5783109A (en) * | 1994-04-29 | 1998-07-21 | Nalco/Exxon Energy Chemicals, L.P. | Dispersion of gums and iron sulfide in hydrocarbon streams with alkyl phenol-polyethylenepolyamine formaldehyde resins |
JP3597770B2 (en) * | 2000-09-26 | 2004-12-08 | 中國石油股▲ふん▼有限公司 | Scale formation inhibitor composition |
US6706669B2 (en) | 2001-07-13 | 2004-03-16 | Exxonmobil Research And Engineering Company | Method for inhibiting corrosion using phosphorous acid |
KR102404839B1 (en) | 2016-08-25 | 2022-06-07 | 비엘 테크놀러지스 인크. | Reduce contamination of hydrocarbon oils |
US11280779B2 (en) | 2017-12-18 | 2022-03-22 | Championx Usa Inc. | Solvency for asphaltene deposit remediation or inhibition |
CN110028170B (en) * | 2019-05-21 | 2022-01-25 | 四川文理学院 | Efficient scale inhibitor and application thereof |
CN110127871B (en) * | 2019-05-21 | 2022-01-11 | 四川文理学院 | Novel scale inhibitor and application thereof |
-
1965
- 1965-09-01 US US484466A patent/US3261774A/en not_active Expired - Lifetime
-
1966
- 1966-05-13 GB GB21284/66A patent/GB1113326A/en not_active Expired
- 1966-05-21 ES ES0327011A patent/ES327011A1/en not_active Expired
- 1966-07-15 DE DE19661545335 patent/DE1545335A1/en active Pending
Also Published As
Publication number | Publication date |
---|---|
ES327011A1 (en) | 1967-09-16 |
DE1545335A1 (en) | 1970-01-22 |
US3261774A (en) | 1966-07-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB1113326A (en) | Reducing fouling in refining of petroleum products | |
US2635112A (en) | Process for producing aminomethylphosphonic acid compounds | |
US4105540A (en) | Phosphorus containing compounds as antifoulants in ethylene cracking furnaces | |
US2908711A (en) | Itaconic acid-amine reaction product | |
US2442582A (en) | Oxazoline reaction products | |
US3338935A (en) | Amine salts of metal organo orthophosphates | |
GB830918A (en) | A method for the preparation of phosphoric acid di-alkyl ester amides | |
GB959681A (en) | Distillate fuels containing alkenyl succinamic acids | |
GB1036578A (en) | Tertiary amine salts of phosphoric acid esters | |
GB1085169A (en) | Corrosion inhibitor for mineral oil products | |
US3012056A (en) | Alkyl acid phosphate salt of the reaction product of epihalohydrin and amine | |
US3150147A (en) | Imidazoline salt of citrimic acid as corrosion inhibitor for hydrocarbon fuel | |
US2996365A (en) | Fuel oil compositions | |
US3115398A (en) | Fuel oil additives and compositions | |
GB767018A (en) | Improvements in or relating to liquid hydrocarbon fuels and additives therefor | |
US3253036A (en) | Alkylation of amines with alkyl phosphites | |
US3284548A (en) | Process for making neutral hydroxy substituted triesters of phosphorodithioic acid | |
GB1028616A (en) | Stabilized polymer compositions, phosphorus containing carboxylic acid amides for use therein and process for their preparation | |
CA1071131A (en) | Organophosphorous antifoulants in petroleum refining | |
GB862396A (en) | A method for the preparation of hydrazine derivatives of phosphoric and thiophosphoric acids | |
GB1011314A (en) | Inhibiting corrosion in petroleum refining processes | |
US2968618A (en) | Stabilized hydrocarbon oil | |
US2995428A (en) | Thermally stable distillate fuels | |
GB1001470A (en) | Amine phosphate esters as fuel additives | |
GB791394A (en) | Gasoline fuel composition |