US3429673A - Corrosion inhibiting additive compositions for fuel oils - Google Patents

Corrosion inhibiting additive compositions for fuel oils Download PDF

Info

Publication number
US3429673A
US3429673A US622922A US3429673DA US3429673A US 3429673 A US3429673 A US 3429673A US 622922 A US622922 A US 622922A US 3429673D A US3429673D A US 3429673DA US 3429673 A US3429673 A US 3429673A
Authority
US
United States
Prior art keywords
salt
corrosion
carbon atoms
salts
fuel oil
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 - Lifetime
Application number
US622922A
Other languages
English (en)
Inventor
Gunter Reese
Gunter Felletschin
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Application granted granted Critical
Publication of US3429673A publication Critical patent/US3429673A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/222Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/222Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/2222(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/222Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/2222(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
    • C10L1/2225(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates hydroxy containing

Definitions

  • This invention relates to a corrosion inhibitor composition for fuel oils consisting of a mixture of:
  • the invention also relates to fuel oils containing from 50 to 1000 parts per million of the aforesaid corrosion inhibitor composition.
  • organic nitrogen compounds such as amines
  • amines have already been suggested, in particular long chain amines as well as alkanolamines, amides and their salts, also fatty acids or their salts.
  • these products guarantee good protection as long as the corrosion relates merely to an attack by condensation moisture or to corrosion due to salt-free ground Water.
  • salt-containing, in particular, chloride-containing solutions the previously known fuel oil additives offer a sufiicient protection only when disproportionately higher, frequently no longer economical, concentrations are employed.
  • the object of the invention is to discover corrosion preventatives, in particular, corrosion inhibiting additives for fuel oils which guarantee, even in the presence of saltcontaining, especially chloride-containing water, an especially pronounced protection already with the use of small amounts of the additives.
  • Another object of the invention is the obtention of a corrosion inhibitor composition for fuel oils consisting of a mixture of:
  • said salts being present in said mixture in a ratio of 1:9 to 9:1 parts by weight.
  • a further object of the invention is the obtention of a corrosion preventative fuel oil containing from to 1000 parts per million of the aforesaid corrosion inhibitor composition.
  • said salts being present in said mixture in a ratio of 1 to 9 to 9 to 1.
  • salt A carboxylic acids with 8 to 10 carbon atoms were used for the salt formation
  • carboxylic acids having from 6 to 10 carbon atoms as salt B can also be observed as an improvement compared with the shorter or longer chain acids.
  • the amine components of the salt B those having from 4 to 12 carbon atoms have the most favorable effect on the corrosion-preventing behavior.
  • a further influence of the effectiveness of the salt mixture is possible by varying the proportions of the salts A and B in the total mixture. Here it became evident that the best results are obtained when the ratio of salt A to salt B fluctuates within the limits of 3:7 to 7:3 parts by weight.
  • compositions for fuel oils consist of a mixture of:
  • said salts being present in said mixture in a ratio of 3:7 to 7:3 parts by weight.
  • Suitable as acid components of the salt A are aliphatic carboxylic acids of natural origin, such as caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, undecanoic acid, lauric acid, and undecylenoic acid, and also synthetic carboxylic acids, as obtained by the paraffin oxidation or by addition of carbon monoxide and water to olefins.
  • the above acids are alkanoic 3 acids and alkenoic aclds having 6 to 12 carbon atoms. The best efiectiveness may be attributed to the salts of caprylic, pelargonic and capric acids, of which caprylic acid (noctanoic acid) is most outstanding.
  • the alkylamine component substituted by hydroxyl 5 amine-caprylate has been found the most favorable comgroups of the salt A can consist of monoethanolamine, dibination of all of the possibilities, absolutely suitable and ethanolamine, triethanolamine, propanolamine, isoprofurnishing very satisfoctory results.
  • this panolamine, triisopropanolamine, ethyleneoxide addition combination is the most effective when the mixture comproducts of amines or alk'anolamines, as for example, ponents are used at aratio of 1:1.
  • concentrations for use of the corrosion inhibitor salt ethylene oxide units, 2-ethyl-hexylamine-l-6 ethylene oxmixtures of the invention, required for a sufiicient proide units, octylamine+8 ethylene oxide units, dodecyltection in fuel oil lies between 50 and 1000 p.p.m., based amine- ⁇ -12 ethylene oxide units, triethanolamine+2 on fuel oil.
  • R1--l IRa examples wherein R R and R are members selected from the For the investigation of the effectiveness of the corrogroup consisting of (a) hydrogen, (b) alkyl having from 1 sion preventative compositions, rust-free, polished and dcto 12 carbon atoms (0) hydroxyalkyl having from 2 to 6 greased steel plates of the quality ST 37-2 (-DIN 17.100), carbon atoms, and (d) -(CH CH -O:),,H, where n 1s 2 mm. thick, 20 mm. wide and 100 mm. long, were placed an integer of from 2 to 20, with the prov1so that at least in a standing cylinder of about 25 mm.
  • R R and R is selected from members (c) and mm. height. Then ml. of a pure unmixed fuel oil, to (d) above. Triethanolamine was found to be the most sultwhich various corrosion inhibitor salt mixtures had been able component. added, and 3 ml. of an aqueous 0.3% sodium chloride so- AS d components of the Salt 1 h y Valerie lution were added. The steel plates were submerged about acid as well as those acids already indicated as acid com- 30 6 mm. in the aqueous solution and were covered with oil ponents f the salts A can be used, of which ap a gi, up to a height of mm.
  • An aqueous sodium chloride corrosion inhibitor composition for fuel oils consisting of a mixture of (A) salts of aliphatic carboxylic acids containing from 8 to 10 carbon atoms selected from the group ness of the fuel oil additives of the invention, a quanticonsisting of alkanoic acids and alkenoic acids, with tative test was conducted according to the specifications alkylamines containing hydroxyl groups of the given by the Eidrischen Metallpriifungs und formula feelingssweg (Federal Metal Testing and Research R1 Institute) (EMPA-Publications 2/ 1964).
  • a square, rust-free, polished, degreased steel plate (ST RPN-R DIN Of known weight and 2 mm. thickwherein R R and R are members selected from ness with a length of 20 mm, was placed in a 50 ml. the group consisting of (a) hydrogen, (b) alkyl beaker. ml. of fuel oil was poured over the steel plate, having from 1 to 12 carbon atoms, (c) hydroxyalkyl and while vigorously stirring, 0.23 ml. of water or 0.23 having from 2 to 6 carbon atoms, and (d) ml. of sodium chloride solutions having a concentration 40 varying from 0.3% to 3% were added.
  • n is an integer from 2 to 20, with the proviso produced a corresponding corrosion.
  • the loss of iron was consisting of alkanoic acids and alkenoic acids, with ascertained from the difference and converted into gram monoalkylamines having from 4 to 12 carbon atoms, of loss of iron/rn. of surface.
  • the values thus obtained with the proviso that the total number of carbon are reported in the following table. atoms in said salt is more than 10;
  • the advantage obtainable according to the invention consists in that with even low concentrations of the indicated salt mixtures in fuel oil, a complete protection can be obtained for the storage tank against corrosion due to salt-containing water.
  • the salt-containing waters have until now caused the greatest difficulties with respect to the corrosion preventative techsaid salts being present in said mixture in a ratio of 3:7 to 7:3 parts by weight.
  • aqueous sodium chloride corrosion inhibitor composition for fuel oils of claim 1 wherein the carboxylic acid component of the salt A is an alkanoic acid having 8 to 10 carbon atoms.
  • aqueous sodium chloride corrosion inhibitor composition for fuel oils of claim 1 wherein the carboxylic acid component of the salt B is an alkanoic acid having 6 to 10 carbon atoms.
  • aqueous sodium chloride corrosion inhibitor composition for fuel oils of claim 1 wherein the alkylamine containing hydroxyl group component of salt A is triethanolamine.
  • aqueous sodium chloride corrosion inhibitor composition for fuel oils of claim 1 wherein the monoalkylamine component of salt B is dodecylamine.
  • salt A is triethanolamine-caprylate
  • salt B is dodecylamine-caprylate and said salts A and B are present in a ratio of 1 to 1 parts by weight.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Liquid Carbonaceous Fuels (AREA)
US622922A 1966-04-05 1967-03-14 Corrosion inhibiting additive compositions for fuel oils Expired - Lifetime US3429673A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEH0059019 1966-04-05

Publications (1)

Publication Number Publication Date
US3429673A true US3429673A (en) 1969-02-25

Family

ID=7160378

Family Applications (1)

Application Number Title Priority Date Filing Date
US622922A Expired - Lifetime US3429673A (en) 1966-04-05 1967-03-14 Corrosion inhibiting additive compositions for fuel oils

Country Status (6)

Country Link
US (1) US3429673A (cs)
BE (1) BE696437A (cs)
DE (1) DE1521777A1 (cs)
FR (1) FR1517433A (cs)
GB (1) GB1140019A (cs)
NL (1) NL6703634A (cs)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3873278A (en) * 1973-11-29 1975-03-25 Du Pont Gasoline
US3893825A (en) * 1970-12-30 1975-07-08 Universal Oil Prod Co Inhibition of corrosion
US3894849A (en) * 1973-11-29 1975-07-15 Du Pont Gasoline
US4781730A (en) * 1987-06-05 1988-11-01 The Lubrizol Corporation Fuel additive comprising a hydrocarbon soluble alkali or alkaline earth metal compound and a demulsifier
WO2001038463A1 (de) * 1999-11-19 2001-05-31 Basf Aktiengesellschaft Verwendung von fettsäuresalzen von alkoxylierten oligoaminen als schmierfähigkeitsverbesserer für mineralölprodukte
US20040010966A1 (en) * 2002-04-24 2004-01-22 Aradi Allen A. Additives for fuel compositions to reduce formation of combustion chamber deposits
DE19816526B4 (de) * 1998-04-15 2006-12-21 Basf Ag Verwendung von alkoxylierten Aminen zur Stabilisierung von flüssigen oder festen Verbindungen gegen Alterungsprozesse
US20070094921A1 (en) * 2002-04-24 2007-05-03 William Colucci Methods to improve the low temperature compatibility of amide friction modifiers in fuels and amide friction modifiers

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2160100C2 (de) * 1971-12-03 1984-08-02 Hermann Bantleon Gmbh, 7900 Ulm Korrosionsschutzmittel in wässrigen Metallbearbeitungsschmiermitteln
FR2576032B1 (fr) * 1985-01-17 1987-02-06 Elf France Composition homogene et stable d'hydrocarbures liquides asphalteniques et d'au moins un additif utilisable notamment comme fuel industriel

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1990365A (en) * 1932-03-21 1935-02-05 Standard Oil Co Top cylinder lubricant
US2382818A (en) * 1942-12-21 1945-08-14 Standard Oil Co Corrosion prevention
US2433243A (en) * 1946-05-21 1947-12-23 Gulf Oil Corp Diesel fuel oils
US2587546A (en) * 1948-10-30 1952-02-26 Standard Oil Dev Co Rust inhibiting composition
US2614980A (en) * 1950-04-03 1952-10-21 Standard Oil Dev Co Process for inhibiting corrosion in oil wells
US2736658A (en) * 1952-07-23 1956-02-28 Armour & Co Method of protecting metal surfaces from corrosion and corrosion inhibitor compositions
US2798045A (en) * 1954-09-27 1957-07-02 Shell Dev Lubricating compositions
US2939842A (en) * 1957-12-30 1960-06-07 Universal Oil Prod Co Corrosion inhibitor

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1990365A (en) * 1932-03-21 1935-02-05 Standard Oil Co Top cylinder lubricant
US2382818A (en) * 1942-12-21 1945-08-14 Standard Oil Co Corrosion prevention
US2433243A (en) * 1946-05-21 1947-12-23 Gulf Oil Corp Diesel fuel oils
US2587546A (en) * 1948-10-30 1952-02-26 Standard Oil Dev Co Rust inhibiting composition
US2614980A (en) * 1950-04-03 1952-10-21 Standard Oil Dev Co Process for inhibiting corrosion in oil wells
US2736658A (en) * 1952-07-23 1956-02-28 Armour & Co Method of protecting metal surfaces from corrosion and corrosion inhibitor compositions
US2798045A (en) * 1954-09-27 1957-07-02 Shell Dev Lubricating compositions
US2939842A (en) * 1957-12-30 1960-06-07 Universal Oil Prod Co Corrosion inhibitor

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3893825A (en) * 1970-12-30 1975-07-08 Universal Oil Prod Co Inhibition of corrosion
US3873278A (en) * 1973-11-29 1975-03-25 Du Pont Gasoline
US3894849A (en) * 1973-11-29 1975-07-15 Du Pont Gasoline
US4781730A (en) * 1987-06-05 1988-11-01 The Lubrizol Corporation Fuel additive comprising a hydrocarbon soluble alkali or alkaline earth metal compound and a demulsifier
DE19816526B4 (de) * 1998-04-15 2006-12-21 Basf Ag Verwendung von alkoxylierten Aminen zur Stabilisierung von flüssigen oder festen Verbindungen gegen Alterungsprozesse
WO2001038463A1 (de) * 1999-11-19 2001-05-31 Basf Aktiengesellschaft Verwendung von fettsäuresalzen von alkoxylierten oligoaminen als schmierfähigkeitsverbesserer für mineralölprodukte
JP2003514979A (ja) * 1999-11-19 2003-04-22 ビーエーエスエフ アクチェンゲゼルシャフト 石油製品のための潤滑性改良剤としてのアルコキシル化オリゴアミンの脂肪酸塩の使用
US20040010966A1 (en) * 2002-04-24 2004-01-22 Aradi Allen A. Additives for fuel compositions to reduce formation of combustion chamber deposits
US20070094921A1 (en) * 2002-04-24 2007-05-03 William Colucci Methods to improve the low temperature compatibility of amide friction modifiers in fuels and amide friction modifiers
US7402185B2 (en) 2002-04-24 2008-07-22 Afton Chemical Intangibles, Llc Additives for fuel compositions to reduce formation of combustion chamber deposits
US7846224B2 (en) 2002-04-24 2010-12-07 Afton Chemical Intangibles, Llc Methods to improve the low temperature compatibility of amide friction modifiers in fuels and amide friction modifiers
EP1462506A1 (en) * 2003-03-26 2004-09-29 Ethyl Corporation Additives for fuel compositions to reduce formation of combustion chamber deposits

Also Published As

Publication number Publication date
NL6703634A (cs) 1967-10-06
FR1517433A (fr) 1968-03-15
DE1521777A1 (de) 1969-09-18
BE696437A (cs) 1967-10-02
GB1140019A (en) 1969-01-15

Similar Documents

Publication Publication Date Title
US2736658A (en) Method of protecting metal surfaces from corrosion and corrosion inhibitor compositions
US4326987A (en) Reaction products of alkyl and alkenyl succinic acids and ether diamines
US2773879A (en) Glyoxalidine salts of long chain dicarboxylic acids
US3429673A (en) Corrosion inhibiting additive compositions for fuel oils
US3981682A (en) Corrosion inhibiting compositions and process for inhibiting corrosion of metals
BRPI0710415A2 (pt) aditivo para um fluido de usinagem, fluido de usinagem aquoso, método para usinar uma peça de metal, concentrado aquoso e concentrado para um fluido de usinagem aquoso
US3000916A (en) Composition of matter prepared by reacting polymerized linoleic acid with an amine and subsequently reacting the mixture with boric acid
US3183070A (en) Rust inhibited oil containing aliphaticaminoalkylsuccinates
US2851345A (en) Fuel oil compositions
CA1200373A (en) Inhibitors against corrosion caused by co.sub.2 and h.sub.2s in water-in-oil emulsions
US4253876A (en) Corrosion inhibitors
US4388214A (en) Imidazoline based corrosion inhibitors which inhibit corrosion caused by CO2 and H2 S
US3035907A (en) Hydrocarbon composition containing an itaconic acid-amine reaction product
US3522022A (en) Corrosion inhibited fuel oils
US2919979A (en) Rust inhibitor for gasoline
US2883277A (en) Synergistic corrosion inhibiting composition for gasoline
US3060007A (en) Hydrocarbon oils containing reaction products of imidazolines and alkylene iminodiacetic acids
US2851344A (en) Fuel oil compositions
US4195977A (en) Ether diamine salts of N-acylsarcosines and their use as corrosion inhibitors
US3892670A (en) Vapor space corrosion inhibited compositions
US2945821A (en) Process of inhibiting corrosion
US3092475A (en) Fuel composition
US2935389A (en) Rust inhibited mineral oil compositions
US2840600A (en) Nu-substituted trimethylene diamine-n'alkanoic acids, salts, and esters
US3337472A (en) Composition for inhibiting corrosion