US2073080A - Process for lowering the pour points of mineral oils - Google Patents
Process for lowering the pour points of mineral oils Download PDFInfo
- Publication number
- US2073080A US2073080A US683298A US68329833A US2073080A US 2073080 A US2073080 A US 2073080A US 683298 A US683298 A US 683298A US 68329833 A US68329833 A US 68329833A US 2073080 A US2073080 A US 2073080A
- Authority
- US
- United States
- Prior art keywords
- hydrocarbons
- pour point
- grams
- oil
- product
- 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
- 238000000034 method Methods 0.000 title description 10
- 239000002480 mineral oil Substances 0.000 title description 10
- 229930195733 hydrocarbon Natural products 0.000 description 23
- 239000000047 product Substances 0.000 description 23
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 21
- 150000002430 hydrocarbons Chemical class 0.000 description 21
- 125000000753 cycloalkyl group Chemical group 0.000 description 16
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 15
- 239000001993 wax Substances 0.000 description 13
- GBROPGWFBFCKAG-UHFFFAOYSA-N picene Chemical compound C1=CC2=C3C=CC=CC3=CC=C2C2=C1C1=CC=CC=C1C=C2 GBROPGWFBFCKAG-UHFFFAOYSA-N 0.000 description 12
- 239000003921 oil Substances 0.000 description 11
- 238000009833 condensation Methods 0.000 description 10
- 230000005494 condensation Effects 0.000 description 10
- 239000000203 mixture Substances 0.000 description 9
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 8
- 239000000284 extract Substances 0.000 description 8
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 7
- 239000010687 lubricating oil Substances 0.000 description 7
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
- 235000010446 mineral oil Nutrition 0.000 description 6
- -1 phenan- 15 threne Chemical compound 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- 239000000470 constituent Substances 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000010723 turbine oil Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000003638 chemical reducing agent Substances 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- 238000005859 coupling reaction Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 235000011149 sulphuric acid Nutrition 0.000 description 4
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000001117 sulphuric acid Substances 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- WDECIBYCCFPHNR-UHFFFAOYSA-N chrysene Chemical compound C1=CC=CC2=CC=C3C4=CC=CC=C4C=CC3=C21 WDECIBYCCFPHNR-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthene Chemical compound C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000003209 petroleum derivative Substances 0.000 description 2
- 230000001603 reducing effect Effects 0.000 description 2
- NXLOLUFNDSBYTP-UHFFFAOYSA-N retene Chemical compound C1=CC=C2C3=CC=C(C(C)C)C=C3C=CC2=C1C NXLOLUFNDSBYTP-UHFFFAOYSA-N 0.000 description 2
- 239000010802 sludge Substances 0.000 description 2
- 238000001256 steam distillation Methods 0.000 description 2
- 239000002641 tar oil Substances 0.000 description 2
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- LNLNICPVVYLHGO-UHFFFAOYSA-N 1,2,3,4-tetramethylpicene Chemical compound CC1=C(C(=C(C2=C3C=CC4=C5C=CC=CC5=CC=C4C3=CC=C12)C)C)C LNLNICPVVYLHGO-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- 102000010029 Homer Scaffolding Proteins Human genes 0.000 description 1
- 108010077223 Homer Scaffolding Proteins Proteins 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003039 picenes Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000003303 reheating Methods 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000010689 synthetic lubricating oil Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/22—Alkylation reaction products with aromatic type compounds, e.g. Friedel-crafts
-
- 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
-
- 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
- C10N2040/135—Steam engines or turbines
-
- 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
- C10N2040/30—Refrigerators lubricants or compressors lubricants
-
- 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
- C10N2040/32—Wires, ropes or cables lubricants
-
- 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
- C10N2040/34—Lubricating-sealants
-
- 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
- C10N2040/36—Release agents or mold release agents
-
- 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
- C10N2040/38—Conveyors or chain belts
-
- 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
- C10N2040/40—Generators or electric motors in oil or gas winning field
-
- 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
- C10N2040/42—Flashing oils or marking oils
-
- 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
- C10N2040/44—Super vacuum or supercritical use
-
- 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
- C10N2040/50—Medical uses
Definitions
- pour point reducing agents of greater power than those formerly known can be obtained by using for their manufacture highly condensed cyclic hydrocarbons of compound cyclic structures instead of the simple 4 aromatic hydrocarbons mentioned above.
- These highly condensed cyclic hydrocarbons may be found as naturally present in certain materials, in which case such mixtures may be used, if desired, as initial stock material for the coupling .-reaction with high molecular parafilnic hydro- I carbons.
- the following are examples of materials containing highly condensed cyclic hydrocarbons, viz. high boiling Edeleanu extracts or polymers thereof, cracked high boiling distillates 50 or residues.
- the latter materials contain, inter alia, crackene, a highly condensed aromatic hy-- drocarbon, which when coupled to one of the higher parafilnic hydrocarbons yields a product .with a strong pour point reducing action.
- Liquid materials of the type of Edeleanu extracts and August cracked residues may be regarded as solutions of aromatic hydrocarbons.
- the highly condensed cyclic hydrocarbons can also be obtained by subjecting cyclic and particularly aromatic hydrocarbons with or without side 5 chains (partly. or completely hydrogenated, if desired), substituted or not, or derivatives thereof, such as alkyl-aryl, oxy-aryl, or other similar compounds, their homologues and/or analogues,
- a few examples ;of substances which can be worked up into the desired highly condensed cyclic hydrocarbons are: benzene, naphthalene, anthracene, phenan- 15 threne, tetraline, dihydroanthracene, methylnaphthalene, fluoranthene, chrysene, retene, their homologues and hydrogenation products. It is, however, also possible to start with mixtures or solutions containing these or.
- metal halides such as aluminium chloride, zinc chloride, ferric chloride, boron fluoride and the like, may be used as condensing agents.
- the highly condensed cyclic organic compounds may be coupled, or condensed, with a parafllnic hydrocarbon, or a mixture of such hydrocarbons, 40 by any known method, such, for example, as one of those described by Sabatier inhisflatalysis in Organic Chemistry, Chapter XX.
- the products obtained by condensation of highly condensed cyclic compounds with high molecular paraflinic hydrocarbons can b'subjected to an extraction treatment with selective solvents whereby a separationinto'active' and inactive constituents is effected.
- Chlorinated parafiin wax prepared in a conventional manner and containing 14.8% C1 was used as a source of parafiinic: radicles to be coupled onto the condensed aromatic nuclei. This coupling was carried out by heating 15 grams of the above condensation product with 40 grams of the chlorinated paraflin wax, at 50-60 C. for about 24 hours in the presence of anhydrous AlCls and about 50 cm of carbon bisulphide. Thereafter the product was separated from the sludge, washed with water and lye and then the constituents boiling below 300 C. were removed by steam distillation. The product thus obtained, when added in a quantity of 0.3% by weight to a Pennsylvania oil having a pour pointof 0 C., lowered the pour point by 15 C.
- Picene was prepared by heating 3 parts by weight of napththalene with 1 part by weight of aluminium chloride during 10 hours at C., diluting the resulting product with benzene, washing with iced water and eliminating the benzene and non-converted napthalene by steam distillation and small quantities of formed dinaphthyl by distillation in vacuo until the temperature of the liquid is about 270 C. at a pressure of 10 mm.
- a condensation product of picene with 3 mol. of chlorinated paraffin wax was obtained by stirring 20 grams of picene with 60 grams" of chlorinated paraflin wax and 20 grams of AlCls in cm of kerosene during 24 hours at room temperature,- allowing the temperature to rise slowly to about 90 0., Washing out with water in order to eliminate the AlCla and removing the excess of kerosene and paraflin wax by distillation in a current of nitrogen (in order to exclude the influence of oxygen).
- 0.5% of the resulting product to a Pennsylvania turbine oil having a pour point of 0 C., a pour point reduction of 5 C. is obtained.
- addiligg 2% the reduction amounts to more than A product prepared in exactly the same manner by condensation of 1 mol. of napththalene with 3 mol. of chlorinated paraflin wax, when added in a quantity of 0.5% to the same Pennsylvania oil did practically not lower the pour point; 2% gave a pour point reduction of 1 C.
- a condensation product of picene with 2 mol. of chlorinated paraifin wax was prepared by heating 20 grams of picene with 40 grams of chlorinated paraflin wax and 20 grams of A1613 in 50 cm CS2 during 15 hours at 50-60 C. whilst using a reflux condenser. 0.5% of the resulting product, when added to a Pennsylvania turbine oil, gave a pour point reduction of 9 C. After removing the excess of paraflin wax by distillation, as described in Example 2, 0.5% gave a reduction of 21 C. By extraction with butanone 15 grams of the product was separated into 9 grams insoluble in butanone and 6 grams'soluble in butanone. 0.5% of the insoluble part gave a pour point reduction of more than 20 0., Whilst the soluble part was inactive with regard to Pennsylvania turbine oil.
- a few tenths per cent of the products manufactured by coupling highly condensed aromatic hydrocarbons with higher paraflinic hydrocar- 7 0 residue after being treated with an excess of 98% bons added to, say lubricating oils, is, as a rule, already sufiicient to obtain a pour point reduction of l0-30 C. dependent on the pour point of the oil to be treated.
- the products are generally applicable to various kinds of hydrocarbon oils, e. g. natural as well as synthetic lubricating oils (manufactured from mineral or tar oils), fuel oils, oil residues, etc.
- the compounds in question can be used in drilling wells, in order to prevent the deposition of well-wax.
- a process for lowering the pour point of mineral oil which comprises incorporating therein a small quantity of an alkylated, highly condensed cyclic hydrocarbon having high molecular paraiiinic side chains, and having nuclei containing more than three aromatic or hydrogenated rings.
- a process for lowering the pour point of mineral oil which comprises incorporating therein less than 1% of the product obtained by the condensation of halogenated high molecular paraflinic hydrocarbons with highly condensed cyclic hydrocarbons selected from the group consisting oi cyclic hydrocarbons having more than three aromatic or hydrogenated rings in their molecules, and concentrated solutions of such polycyclic hydrocarbons obtained by the condensation of extracts obtained inrefining mineral oils containing cyclic hydrocarbons with selective solvents for non-parafllnic hydrocarbons.
- a process for lowering the pour point of mineral oil which comprises incorporating therein less than 1% of the product obtained by the condensation of halogenated high molecular parafilnic hydrocarbons with a mixture of pre-condensed cyclic hydrocarbons selected from the group consisting of cyclic hydrocarbons having more than three aromatic or hydrogenated rings in their molecules, and concentrated solutions of such polycyclic hydrocarbons obtained by the condensation of extracts obtained in refining mineral oils containing cyclic hydrocarbons with selective solvents for non-parafilnic hydrocarbons.
- a mineral oil containing a small quantity sufiicient to reduce the pour point of said mineral oil or an alkylated, highly condensed cyclic hydrocarbon having high molecular paraflinic side chains, and having nuclei containing more than three aromatic or hydrogenated rings is provided.
- An improved lubricating oil comprising a blend of a viscous hydrocarbon fraction containing a waxy constituent in proportion suflicient to give an undesirably high pour point and a quantity less than 1% out sufllcient to reduce said pour point of an alkylated highly condensed cyclic hydrocarbonhaving high molecular parafllnic side chains, and having nuclei having more than three aromatic or hydrogenated rings.
- An improved lubricating oil comprising a blend of a viscous hydrocarbon fraction containing' a solid waxy constituent in proportion suflicient to give an undesirably high pour point, and a quantity less than 1% but suflicient to reduce said pour point of alkylated picene having high molecular parafilnic side chainsof the size of normally solid paraflinic hydrocarbons.
- An improved lubricating oil comprising a blend of a viscous hydrocarbon fraction containing a solid waxy constituent in proportion sufllcient to give an undesirably high pour point, and a quantity less than 1% but suflicient to reduce said pour point of an alkylated, highly condensed cyclic hydrocarbon having high molecular paraifinic side chains of the size of normally solid parafilnic hydrocarbons, and having nuclei of more than three aromatic or hydrogenated rings obtained by condensing liquid SOs-soluble portion of a mineral oil containing cyclic hydrocarbons in the presence of a catalyst.
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)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Lubricants (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL2073080X | 1932-08-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2073080A true US2073080A (en) | 1937-03-09 |
Family
ID=19873600
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US683298A Expired - Lifetime US2073080A (en) | 1932-08-05 | 1933-08-02 | Process for lowering the pour points of mineral oils |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US2073080A (forum.php) |
| NL (1) | NL62123C (forum.php) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2916447A (en) * | 1956-04-26 | 1959-12-08 | Standard Oil Co | Lubricant composition |
| US3036010A (en) * | 1958-07-01 | 1962-05-22 | Exxon Standard Sa | Non-gassing insulating oils |
| US3276519A (en) * | 1963-05-29 | 1966-10-04 | Halliburton Co | Paraffin control method |
| US4728412A (en) * | 1986-09-19 | 1988-03-01 | Amoco Corporation | Pour-point depression of crude oils by addition of tar sand bitumen |
| US4755230A (en) * | 1985-01-15 | 1988-07-05 | Baker Oil Tools, Inc. | Method of and composition for removing paraffin deposits from hydrocarbon transmission conduits |
| US10723881B2 (en) * | 2014-12-31 | 2020-07-28 | Shell Oil Company | Process to prepare a heavy paraffin wax |
-
0
- NL NL62123D patent/NL62123C/xx active
-
1933
- 1933-08-02 US US683298A patent/US2073080A/en not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2916447A (en) * | 1956-04-26 | 1959-12-08 | Standard Oil Co | Lubricant composition |
| US3036010A (en) * | 1958-07-01 | 1962-05-22 | Exxon Standard Sa | Non-gassing insulating oils |
| US3276519A (en) * | 1963-05-29 | 1966-10-04 | Halliburton Co | Paraffin control method |
| US4755230A (en) * | 1985-01-15 | 1988-07-05 | Baker Oil Tools, Inc. | Method of and composition for removing paraffin deposits from hydrocarbon transmission conduits |
| US4728412A (en) * | 1986-09-19 | 1988-03-01 | Amoco Corporation | Pour-point depression of crude oils by addition of tar sand bitumen |
| US10723881B2 (en) * | 2014-12-31 | 2020-07-28 | Shell Oil Company | Process to prepare a heavy paraffin wax |
Also Published As
| Publication number | Publication date |
|---|---|
| NL62123C (forum.php) |
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