GB543292A - Improvements in or relating to the stabilization of oils - Google Patents
Improvements in or relating to the stabilization of oilsInfo
- Publication number
- GB543292A GB543292A GB8634/40D GB869440D GB543292A GB 543292 A GB543292 A GB 543292A GB 8634/40 D GB8634/40 D GB 8634/40D GB 869440 D GB869440 D GB 869440D GB 543292 A GB543292 A GB 543292A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oils
- aldehydes
- ethylenediamine
- methyl
- aldehyde
- 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
- 239000003921 oil Substances 0.000 title abstract 6
- 230000006641 stabilisation Effects 0.000 title abstract 2
- 238000011105 stabilization Methods 0.000 title 1
- 150000001299 aldehydes Chemical class 0.000 abstract 5
- 229920000768 polyamine Polymers 0.000 abstract 4
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 abstract 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 3
- HSJKGGMUJITCBW-UHFFFAOYSA-N 3-hydroxybutanal Chemical compound CC(O)CC=O HSJKGGMUJITCBW-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- -1 ethylenediamine Chemical compound 0.000 abstract 2
- DTDMIYWZZBMTAW-UHFFFAOYSA-N 1-(4-methoxyphenyl)-N-[2-[(4-methoxyphenyl)methylideneamino]propyl]methanimine Chemical compound C(C1=CC=C(C=C1)OC)=NCC(C)N=CC1=CC=C(C=C1)OC DTDMIYWZZBMTAW-UHFFFAOYSA-N 0.000 abstract 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 abstract 1
- FUWHVLWMXIHAPC-UHFFFAOYSA-N C(C(C)N)N.C1(=CC=C(C=C1)C=O)C.C1(=CC=C(C=C1)C=O)C Chemical compound C(C(C)N)N.C1(=CC=C(C=C1)C=O)C.C1(=CC=C(C=C1)C=O)C FUWHVLWMXIHAPC-UHFFFAOYSA-N 0.000 abstract 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 abstract 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 125000003172 aldehyde group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- SMWDFEZZVXVKRB-UHFFFAOYSA-N anhydrous quinoline Natural products N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical class NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000010763 heavy fuel oil Substances 0.000 abstract 1
- FXHGMKSSBGDXIY-UHFFFAOYSA-N heptanal Chemical compound CCCCCCC=O FXHGMKSSBGDXIY-UHFFFAOYSA-N 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- 239000010687 lubricating oil Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/14—Containing carbon-to-nitrogen double bounds, e.g. guanidines, hydrazones, semicarbazones
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/16—Nitriles
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/22—Heterocyclic nitrogen compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/221—Six-membered rings containing nitrogen and carbon only
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
- C10M2215/226—Morpholines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/30—Heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/16—Dielectric; Insulating oil or insulators
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/17—Electric or magnetic purposes for electric contacts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
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)
- Lubricants (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
543,292. Stabilisation of oils. DU PONT DE NEMOURS & CO., E. I. May 15, 1940, No. 8694. Convention date, May 19, 1939. [Class 91] [Also in Group IV] The darkening in colour of viscous petroleum oils is prevented by the addition of a Schiff's base prepared by condensing an aliphatic polyamine with an aldehyde in such proportions that no more than one aldehyde group is available for each primary amino group. The aliphatic polyamines contain at least two primary amino groups directly attached to different carbon atoms of the same open chain, which chain may contain other elements such as nitrogen, oxygen and sulphur ; e.g. ethylenediamine, 1:2- and 1: 3-propylenediamines, hexa- and deca-methylenediamines, diethylenetriamine, triethylenetetramine, di- #-aminoethylether and di- #-aminoethylsulphide. The aldehyde may be aliphatic or aromatic and if substituted, contain only alkoxy, alkyl or aryl radicles; examples given are benzaldehyde and its 2- methyl, - 3-methyl, 4-methyl, 4-phenyl, 2- methoxy and 4-methoxy derivatives, a- and #-naphthaldehydes. propionaldehyde, n-butyraldehyde and heptaldehyde. The amount of base added is preferably from 0.01 to 0.1 per cent. The oils treated may be heavy fuel oils, lubricating oils, oils used in heat-transfer apparatus and electrical transformers, and greases. Tables are given showing the colour inhibiting effect on an oil of dibenzalethylenediamine in varying concentrations and also of'the effect of dibenzal-hexamethylenediamine, dibenzal-diethylenetriamine, dibenzaltriethylenetetramine, dipropional-ethylenediamine, di-(n-butyral)- ethylenediamine, (di-(nbutyral)-hexamethylenediamine, di-(p-tolual)- propylenediamine and di-(p-anisal)-propylenediamine. Specification 523,451 is referred to. The Specification as open to inspection under Sect. 91 also describes the use of polvamines containing cyclic substituents, e.g. 1:2-diaminocyclohexane, and of both polyamines and aldehydes containing aryloxy, halogen, heterocyclic, amino, nitro, cyano and carboxyl groups. Moreover as aldehydes, pyridine and quinoline aldehydes are included. Other specific polyamines and aldehydes mentioned are pentaerythrityltetramine and aldol. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US274504A US2282513A (en) | 1939-05-19 | 1939-05-19 | Stabilization of viscous petroleum oils |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB543292A true GB543292A (en) | 1942-02-18 |
Family
ID=23048468
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8634/40D Expired GB543292A (en) | 1939-05-19 | 1940-05-15 | Improvements in or relating to the stabilization of oils |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US2282513A (en) |
| GB (1) | GB543292A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3201350A (en) * | 1963-04-08 | 1965-08-17 | Monsanto Res Corp | Lubricants containing a schiff base |
| US3502637A (en) * | 1958-02-11 | 1970-03-24 | Montedison Spa | Homogeneous stereospecific catalysts and polymerization of butadiene therewith |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2453850A (en) * | 1941-12-03 | 1948-11-16 | Standard Oil Dev Co | Lubricating compositions |
| US2463836A (en) * | 1945-01-17 | 1949-03-08 | Standard Oil Co | Oxidation resistant organic substances |
| US2426206A (en) * | 1945-11-07 | 1947-08-26 | Du Pont | Condensation products of tri-(betaaminoethyl)-amine and ortho hydroxy aromatic carbonyls |
| US2462668A (en) * | 1947-04-30 | 1949-02-22 | Du Pont | Condensation products of pentaerythrityltetramine with betadiketones and beta-hydroxy methylene ketones |
| US2528390A (en) * | 1948-03-13 | 1950-10-31 | Parker Pen Co | Writing inks |
| US2551786A (en) * | 1949-04-28 | 1951-05-08 | Du Pont | Stabilization of organic substances |
| US2580881A (en) * | 1949-05-21 | 1952-01-01 | Du Pont | Stabilized petroleum products and stabilizing compositions |
| US2626240A (en) * | 1949-06-25 | 1953-01-20 | Texas Co | Noncorrosive soluble oil containing active sulfur |
| US2626208A (en) * | 1949-12-19 | 1953-01-20 | Standard Oil Co | Preparation of stable distillate fuels from cracked stocks |
| US2641538A (en) * | 1950-04-06 | 1953-06-09 | Universal Oil Prod Co | Preventing discoloration of fuel oils |
| US2641539A (en) * | 1950-04-12 | 1953-06-09 | Universal Oil Prod Co | Preventing discoloration of fuel oil |
| US2758974A (en) * | 1954-12-16 | 1956-08-14 | Texas Co | Synergistic ep additive: a mixture of mercaptobenzothiazole and an arylidene amine |
| BE545918A (en) * | 1955-03-10 | |||
| US2866755A (en) * | 1955-05-31 | 1958-12-30 | Texas Co | Ester-base lubricant containing non-corrosive ep agent |
| US2941876A (en) * | 1957-11-12 | 1960-06-21 | Texaco Inc | Middle distillate fuel composition |
| US3032973A (en) * | 1958-06-26 | 1962-05-08 | Du Pont | Thermally stable jet fuel compositions |
| US3053645A (en) * | 1958-12-22 | 1962-09-11 | Sinclair Research Inc | Fuel composition |
| US3042506A (en) * | 1958-12-22 | 1962-07-03 | Sinclair Refining Co | Fuel compositions |
| US3048542A (en) * | 1959-01-30 | 1962-08-07 | Texaco Inc | Lubricating compositions |
| US3094583A (en) * | 1959-03-24 | 1963-06-18 | Anaconda Wire And Cabie Compan | High voltage electric power cables |
| US3043783A (en) * | 1960-03-31 | 1962-07-10 | Universal Oil Prod Co | Metal deactivator composition of low freezing properties |
| US3148154A (en) * | 1960-05-12 | 1964-09-08 | Petrolite Corp | Prevention and/or resolution of emulsions |
| DE1183564B (en) * | 1962-03-07 | 1964-12-17 | Licentia Gmbh | High-voltage components arranged in insulating oil |
| US3328285A (en) * | 1965-01-06 | 1967-06-27 | Petrolite Corp | Hydrocarbon inhibitor for use in heat exchangers of oil refinery equipment |
| US3328283A (en) * | 1965-01-06 | 1967-06-27 | Petrolite Corp | Hydrocarbon inhibitors for use in oil refinery heat exchanger |
| US3937731A (en) * | 1965-06-23 | 1976-02-10 | Exxon Research & Engineering Co. | Imine derivatives of alkylated aryl compounds |
| US3412029A (en) * | 1965-11-18 | 1968-11-19 | Mobil Oil Corp | Organic compositions |
| US3399041A (en) * | 1966-01-21 | 1968-08-27 | Mobil Oil Corp | Stabilization of hydrocarbon lubricating oils, greases and fuels |
| US5147567A (en) * | 1971-04-09 | 1992-09-15 | The United States Of America As Represented By The Secretary Of The Navy | Synthetic lubricating oil greases containing metal chelates of Schiff bases |
| US4040799A (en) * | 1974-10-07 | 1977-08-09 | Petrolite Corporation | Cyclohexlamines used as fuel additives |
| US4022835A (en) * | 1975-03-10 | 1977-05-10 | Ashland Oil, Inc. | Multiple metal deactivators, method for preparing, and use thereof |
| AT397509B (en) * | 1992-08-03 | 1994-04-25 | Loba Feinchemie Aktiengesellsc | ADDITIVE FOR MINERAL OILS AND MINERAL OIL PRODUCTS, SPECIFICALLY ELECTRIC ISOLATING OILS |
-
1939
- 1939-05-19 US US274504A patent/US2282513A/en not_active Expired - Lifetime
-
1940
- 1940-05-15 GB GB8634/40D patent/GB543292A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3502637A (en) * | 1958-02-11 | 1970-03-24 | Montedison Spa | Homogeneous stereospecific catalysts and polymerization of butadiene therewith |
| US3201350A (en) * | 1963-04-08 | 1965-08-17 | Monsanto Res Corp | Lubricants containing a schiff base |
Also Published As
| Publication number | Publication date |
|---|---|
| US2282513A (en) | 1942-05-12 |
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