US1254866A - Process for the manufacture of drying-oils. - Google Patents
Process for the manufacture of drying-oils. Download PDFInfo
- Publication number
- US1254866A US1254866A US78323713A US1913783237A US1254866A US 1254866 A US1254866 A US 1254866A US 78323713 A US78323713 A US 78323713A US 1913783237 A US1913783237 A US 1913783237A US 1254866 A US1254866 A US 1254866A
- Authority
- US
- United States
- Prior art keywords
- oils
- drying
- manufacture
- chlorin
- acid
- 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
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
- C07C4/08—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/929—Special chemical considerations
- Y10S585/945—Product is drying oil
Definitions
- chlorids of the cyclo-paraffins which are obtained when petroleum or its distillates are subjected to the action of chlorin gas, split off their chlorin as hydro-chloric acid when treated with certain metals which have an aflinity for chlorin, in an acid solution, and the remaining organic radicals polymerize to compounds of the methene and methine series when this occurs.
- the process is applicable to all chlorin products of petroleum distillates con taining material proportions of cyclo-paraffins and whose specific gravity does not exceed 0.870.
- the metal preferably employed for this purpose is zinc either plain or coppered, though finely divided iron mixed with aluminum may be used if desired; and while acetic acid is preferred by me for acidifying the solution, on account both of its effective ness and economy, other acids of the same group such as butyric, proprionic, iso-butyric and valerianic acids may be used for the purpose. Therefore, though in the following specification I have specifically described the preferred manner of practising my invention, it is to be understood that such de scription is for the purpose of exemplification only and that my invention is defined and distinguished to the best of my ability, from the prior art so far as known to me, in the following claim without, however, relinquishing or abandoning any part thereof.
- bromin may be substituted for chlorin in this reaction and the same ultimate product obtained, but the results are not nearly as satisfactory as the products resulting from the treatment of the hydrocarbons with chlorin and they are difficult to reduce in the subsequent treatment.
- the chlorinated oil obtained in the above manner is washed with cold water to remove all hydro-chloric acid and free chlorin. It is then mixed with 600 parts of acetic acid, not less than 90% strong and the mixture poured on coppered, granulated zinc or zinc wool.
- acetic acid instead of acetic acid, as above stated, other acids of the same group may be employed but I have found that named the most satisfactory for the purpose.
- An evolution of hydro-chloric acid gas begins at once upon the mixture of the chlorinated oil with the acetic acid and zinc, the mixture preferably being cooled if the evolution of gas becomes violent.
- the coppered 0r granulated zinc we may substitute iron mixed with aluminum, the reaction being substantially the same in each case.
- the liquid after cooling is removed from the excess zinc employed and washed with hot water and finally with a dilute solution of sodium carbonate. It can be filtered through Fullers earth, sawdust or other suitable material to render the oil brilliant in appearance.
- the finished products of the invention are oils of a specific gravity above 0.900. They are thick, slow flowing oils which dry in the air, forming dry films, and may be used to replace linseed and other vegetable oils of a drying and a semi-drying type in all their forms in the art. The oil dries in five hours grade.
- a process for the manufacture of drying oils which consists in treating kerosene containing a material proportion of cyclo-paraflins With a halogen, acidulating the chlorinated oil so formed, and treating the mixture of acid chlorinated oil With a metal.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
UNITED STATES PATENT OFFIQ.
FELIX CARL THIELE, F COFFEYVILLE, KANSAS, ASSIGNOR 'I'O CUDAHY REFINING COMPANY, OF COFFEYVILLE, KANSAS, A CORPORATION OF MAINE.
PROCESS FOR THE MANUFACTURE OF DRYING-OILS.
No Drawing.
To all whom it may concern:
Be it known that I, FELIX CARL THIELE, a citizen of the United States, residing at Coffeyville, in the county of Montgomery and State of Kansas, have invented certain new and useful Improvements in Processes for the Manufacture of Drying-Oils, of which the following is a specification.
I have found that the chlorids of the cyclo-paraffins, which are obtained when petroleum or its distillates are subjected to the action of chlorin gas, split off their chlorin as hydro-chloric acid when treated with certain metals which have an aflinity for chlorin, in an acid solution, and the remaining organic radicals polymerize to compounds of the methene and methine series when this occurs. The process is applicable to all chlorin products of petroleum distillates con taining material proportions of cyclo-paraffins and whose specific gravity does not exceed 0.870. The metal preferably employed for this purpose is zinc either plain or coppered, though finely divided iron mixed with aluminum may be used if desired; and while acetic acid is preferred by me for acidifying the solution, on account both of its effective ness and economy, other acids of the same group such as butyric, proprionic, iso-butyric and valerianic acids may be used for the purpose. Therefore, though in the following specification I have specifically described the preferred manner of practising my invention, it is to be understood that such de scription is for the purpose of exemplification only and that my invention is defined and distinguished to the best of my ability, from the prior art so far as known to me, in the following claim without, however, relinquishing or abandoning any part thereof.
My process may be practised in any suitable apparatus familiar to chemists and therefore it is unnecessary to show or describe apparatus in the present case.
I will now describe a specific example of my process which is as follows: 1500 parts of a kerosene which contains a material proportion of cyclo-paraflins, of a specific gravity from 0.814 to 0.818, is treated at ordinary. temperatures or slightly above the same with Specification of Letters Patent.
Patented Jan. 29, 1918.
Application filed August 6, 1913. Serial No. 783,237.
moist chlorin gas until the specific gravity has increased to 1.200.
If desired bromin may be substituted for chlorin in this reaction and the same ultimate product obtained, but the results are not nearly as satisfactory as the products resulting from the treatment of the hydrocarbons with chlorin and they are difficult to reduce in the subsequent treatment.
The chlorinated oil obtained in the above manner is washed with cold water to remove all hydro-chloric acid and free chlorin. It is then mixed with 600 parts of acetic acid, not less than 90% strong and the mixture poured on coppered, granulated zinc or zinc wool. Instead of acetic acid, as above stated, other acids of the same group may be employed but I have found that named the most satisfactory for the purpose. An evolution of hydro-chloric acid gas begins at once upon the mixture of the chlorinated oil with the acetic acid and zinc, the mixture preferably being cooled if the evolution of gas becomes violent. As above stated, for the coppered 0r granulated zinc we may substitute iron mixed with aluminum, the reaction being substantially the same in each case.
As soon as the proper chemical action has commenced the mixture of chlorinated oil and acetic or other acid employed acquires an almost black color. This color becomes lighter as the action proceeds until a dark amber color indicates that it is finished. In the meantime evolution of hydrochloric acid ceases.
The liquid after cooling is removed from the excess zinc employed and washed with hot water and finally with a dilute solution of sodium carbonate. It can be filtered through Fullers earth, sawdust or other suitable material to render the oil brilliant in appearance.
The finished products of the invention are oils of a specific gravity above 0.900. They are thick, slow flowing oils which dry in the air, forming dry films, and may be used to replace linseed and other vegetable oils of a drying and a semi-drying type in all their forms in the art. The oil dries in five hours grade.
when exposed to a temperature of 45 centi- Where it is to be used for making linoleum it is further thickened by subjecting it to steam or vacuum distillation to drive ofi' certain lighter fractions contained in it.
I claim:
A process for the manufacture of drying oils Which consists in treating kerosene containing a material proportion of cyclo-paraflins With a halogen, acidulating the chlorinated oil so formed, and treating the mixture of acid chlorinated oil With a metal.
FELIX CARL THIELE.
Witnesses ETHEL BLoUNT, KENT TRIPLETT.
Copies of this patent may be obtained for five cents each, by addressing the Commissioner of Patents,
Washington, D. 0.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US78323713A US1254866A (en) | 1913-08-06 | 1913-08-06 | Process for the manufacture of drying-oils. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US78323713A US1254866A (en) | 1913-08-06 | 1913-08-06 | Process for the manufacture of drying-oils. |
Publications (1)
Publication Number | Publication Date |
---|---|
US1254866A true US1254866A (en) | 1918-01-29 |
Family
ID=3322565
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US78323713A Expired - Lifetime US1254866A (en) | 1913-08-06 | 1913-08-06 | Process for the manufacture of drying-oils. |
Country Status (1)
Country | Link |
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US (1) | US1254866A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2443079A (en) * | 1948-06-08 | Synthetic drying oil | ||
US2490973A (en) * | 1946-10-10 | 1949-12-13 | Standard Oil Co | Dehydrohalogenation |
US2514986A (en) * | 1946-10-15 | 1950-07-11 | Standard Oil Dev Co | Einishing of liquid polymers |
-
1913
- 1913-08-06 US US78323713A patent/US1254866A/en not_active Expired - Lifetime
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2443079A (en) * | 1948-06-08 | Synthetic drying oil | ||
US2490973A (en) * | 1946-10-10 | 1949-12-13 | Standard Oil Co | Dehydrohalogenation |
US2514986A (en) * | 1946-10-15 | 1950-07-11 | Standard Oil Dev Co | Einishing of liquid polymers |
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