US2108386A - Lubricant preparation - Google Patents
Lubricant preparation Download PDFInfo
- Publication number
- US2108386A US2108386A US49824A US4982435A US2108386A US 2108386 A US2108386 A US 2108386A US 49824 A US49824 A US 49824A US 4982435 A US4982435 A US 4982435A US 2108386 A US2108386 A US 2108386A
- Authority
- US
- United States
- Prior art keywords
- glycyl
- nitrogen
- oil
- dihydroxybenzene
- lubricant
- 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
Links
- 239000000314 lubricant Substances 0.000 title description 6
- 239000003921 oil Substances 0.000 description 9
- 230000001050 lubricating effect Effects 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- -1 nitrogen-o-tolyl-glycyl-1,2-dihydroxybenzene Chemical compound 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 1
- NCQOUEUIEVCLCE-UHFFFAOYSA-N [2-acetyloxy-5-[2-[benzyl(tert-butyl)amino]acetyl]phenyl]methyl acetate Chemical compound C1=C(OC(C)=O)C(COC(=O)C)=CC(C(=O)CN(CC=2C=CC=CC=2)C(C)(C)C)=C1 NCQOUEUIEVCLCE-UHFFFAOYSA-N 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 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
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/062—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups bound to the aromatic ring
Definitions
- Lubricating oils where subjected to high temperatures on ferrous base surfaces deteriorate quite rapidly. For emcient results therefore, lubricants obviating this have been much desired.
- compositions of oils and certain glycyl oxy-hydrogen compounds present remarkable resistance against such deterioration and afford usage in conditions otherwise not satisfactorily met.
- the invention comprises the features hereinafter fully described, and particularly pointed out in the claims, the following description and the contained data setting forth in detail certain illustrative embodiments of the invention, these being indicative however, of but a few of the various ways in which the principle of the invention may be employed.
- an oil having lubricating viscosity, and a small proportion of a glycyl compound are mixed together, the latter .compound being of the general formula NR. H2NC.HzC0.R(OH)n, in which R. is a hydrocarbon radical and R(OH)n a polyhydroxy benzene in which there are at least Zhydroxyls and in 1,2 position.
- the oil may be a petroleum oil of viscosity for instance 48 to 200 Saybolt Universal at 210 F.
- glycyl compounds are nitrogen-alkyl glycyl polyhydroxy benzenes, nitrogen-cycloparaflin glycyl polyhydroxybenzenes, nitrogen-alkaryl glycyl polyhydroxybenzenes, nitrogen aryl glycyl polyhydroxybenzenes, and for instance nitrogen-o-tolyl-glycyl-1,2-dihydroxybenzene, nitrogen-m-cyclo-glycyl-1,2-dihydroxybenzene, nitrogen-p-isopropyl-phenyl-glycyl-1,2-
- the glycyl derivative, as indicated, is in quite minor proportion. In general it is unnecessary to exceed 1 per cent thereof in the total'composition, and proportions as low as 0.01 per cent may be employed, depending somewhat upon the oil and the particular duty in view.
- the glycyl com pounds in such amounts dissolve readily in the oil, and by emcient mixing to attain dissemination, the material is correspondingly prepared without recourse to complicated procedure or interference with desirable refinery practice.
- a lubricant comprising an oil having lubricating viscosity and a small proportion of a compound of general formula NR.H2NCH2CO.R' (OH) 5 in which R is a hydrocarbon radical and R (0H) 11 a polyhydroixy benzene in which there are at least 2 hydroxyls and in 1,2 position.
- a lubricant comprising an oil having lubricating viscosity and a small proportion of a nitrogen-alkyl-glycyl-polyhydroxybenzene in which there are at least 2 hydroxyls and in 1,2 position.
- a lubricant comprising an oil having lubricating viscosity and a small proportion of a nitrogen cycloparaflin glycyl-polyhydroxybenzene in which there are at least 2 hydroxyls and in 1,2
- a lubricant comprising an oil having lubrieating viscosity and a small proportion of nitrogen-benzyl-glycyl-1,2-dihydroxybenzene.
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)
Description
Patented Feb. :15, 193
any
poration of (thin No Drag. Appiication November 1%, M235 Serial No. cases a @s. (m. W-
Lubricating oils where subjected to high temperatures on ferrous base surfaces deteriorate quite rapidly. For emcient results therefore, lubricants obviating this have been much desired. We have now found that compositions of oils and certain glycyl oxy-hydrogen compounds present remarkable resistance against such deterioration and afford usage in conditions otherwise not satisfactorily met.
To the accomplishment of the foregoing and related ends, the invention, then, comprises the features hereinafter fully described, and particularly pointed out in the claims, the following description and the contained data setting forth in detail certain illustrative embodiments of the invention, these being indicative however, of but a few of the various ways in which the principle of the invention may be employed.
In accordance with the invention, an oil having lubricating viscosity, and a small proportion of a glycyl compound are mixed together, the latter .compound being of the general formula NR. H2NC.HzC0.R(OH)n, in which R. is a hydrocarbon radical and R(OH)n a polyhydroxy benzene in which there are at least Zhydroxyls and in 1,2 position. The oil may be a petroleum oil of viscosity for instance 48 to 200 Saybolt Universal at 210 F.
Representative of the glycyl compounds are nitrogen-alkyl glycyl polyhydroxy benzenes, nitrogen-cycloparaflin glycyl polyhydroxybenzenes, nitrogen-alkaryl glycyl polyhydroxybenzenes, nitrogen aryl glycyl polyhydroxybenzenes, and for instance nitrogen-o-tolyl-glycyl-1,2-dihydroxybenzene, nitrogen-m-cyclo-glycyl-1,2-dihydroxybenzene, nitrogen-p-isopropyl-phenyl-glycyl-1,2-
dihydroxybenzene, nitrogen-me'thyi-glycyl-1,2-dihydroxybenzene, nitrogen-cyclohexyl-glycyl-1,2-
I droxybenzene, etc.
The glycyl derivative, as indicated, is in quite minor proportion. In general it is unnecessary to exceed 1 per cent thereof in the total'composition, and proportions as low as 0.01 per cent may be employed, depending somewhat upon the oil and the particular duty in view. The glycyl com pounds in such amounts dissolve readily in the oil, and by emcient mixing to attain dissemination, the material is correspondingly prepared without recourse to complicated procedure or interference with desirable refinery practice. K
As an example: With a Mid-Continent neutral lubricating stock having a viscosity of 437 sec. Saybolt Universal at 100 F., there is incorporated 0.01 per cent of nitrogen-para-tolyl-glycyl-1,2- dihydroxybenzene.
As another example: Similary with a stock having lubricating viscosity there is incorporated nitrogen-cyc1ohexyl-glycyl-1,2-dihydroxybenzene.
As another example: Similary with a stock having lubricating viscosity there is incorporated nitrogen-benzyl-glycyl-1,2-dihydroxyben2ene.
Other modes of applying the principle of the invention may be employed, change being made as regards the details described, provided the features stated in any of the following claims, or the quivalent of such, be employed.
We therefore particularly point out and distinctlyclaim as our invention:---
l. A lubricant comprising an oil having lubricating viscosity and a small proportion of a compound of general formula NR.H2NCH2CO.R' (OH) 5 in which R is a hydrocarbon radical and R (0H) 11 a polyhydroixy benzene in which there are at least 2 hydroxyls and in 1,2 position.
2. A lubricant comprising an oil having lubricating viscosity and a small proportion of a nitrogen-alkyl-glycyl-polyhydroxybenzene in which there are at least 2 hydroxyls and in 1,2 position.
3. A lubricant comprising an oil having lubricating viscosity and a small proportion of a nitrogen cycloparaflin glycyl-polyhydroxybenzene in which there are at least 2 hydroxyls and in 1,2
7. A lubricant comprising an oil having lubrieating viscosity and a small proportion of nitrogen-benzyl-glycyl-1,2-dihydroxybenzene.
'JOHN M. MUSSELMAN.
EILIO'I'I' B. MCCONNELL
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49824A US2108386A (en) | 1935-11-14 | 1935-11-14 | Lubricant preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49824A US2108386A (en) | 1935-11-14 | 1935-11-14 | Lubricant preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2108386A true US2108386A (en) | 1938-02-15 |
Family
ID=21961937
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US49824A Expired - Lifetime US2108386A (en) | 1935-11-14 | 1935-11-14 | Lubricant preparation |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2108386A (en) |
-
1935
- 1935-11-14 US US49824A patent/US2108386A/en not_active Expired - Lifetime
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