US1253793A - Process of refining and deodorizing raw turpentine-oils. - Google Patents
Process of refining and deodorizing raw turpentine-oils. Download PDFInfo
- Publication number
- US1253793A US1253793A US14575717A US14575717A US1253793A US 1253793 A US1253793 A US 1253793A US 14575717 A US14575717 A US 14575717A US 14575717 A US14575717 A US 14575717A US 1253793 A US1253793 A US 1253793A
- Authority
- US
- United States
- Prior art keywords
- oil
- oils
- turpentine
- refining
- raw
- 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
- 239000003921 oil Substances 0.000 title description 36
- 238000000034 method Methods 0.000 title description 17
- 230000001877 deodorizing effect Effects 0.000 title description 6
- 238000007670 refining Methods 0.000 title description 5
- 241000779819 Syncarpia glomulifera Species 0.000 description 9
- 239000001739 pinus spp. Substances 0.000 description 9
- 229940036248 turpentine Drugs 0.000 description 9
- 239000001293 FEMA 3089 Substances 0.000 description 8
- 239000007800 oxidant agent Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 5
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- XJBOZKOSICCONT-UHFFFAOYSA-N 4,6,6-trimethylbicyclo[3.1.1]hept-2-ene Chemical compound CC1C=CC2C(C)(C)C1C2 XJBOZKOSICCONT-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
- C07C13/39—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with a bicyclo ring system containing seven carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
-
- 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
- Y10S585/947—Terpene manufacture or recovery
Definitions
- Our invention relates to the treatment of crude turpentine oils and more particularly to a process for deodorizing such oils especially turpentine oils which are obtained as a byproduct in the manufacture of cellulose according to the soda cellulose process. It is a matter of fact that such turpentine oil has a ve disagreeable odor which is supposed to be caused by organic sulfur compounds, and that this odor, has prevented the utilization of these oils to any .considerable extent, the oils having also proved unsuitable for medical use.
- Our invention now consists in a process for deodorizing said oils-by the action of active rays and an. oxidizing agent, and.
- the desired result may be obtained in various ways, for instance by submerging a source of chemically active rays .in' the oil while blowing.
- the invention may be carried out by causing the raw oil to flow slowly in very thin layer down a slightly inclined surface, which preferably should be white, being thereunder exposed to the air and to the action of light emitting from a usual quartzmercury lamp. After a comparatively short exposure to the light the oil becomes odorless and when afterward distilled by steam it becomes transparent and colorless.
- Fig. 2 is a front view of the same.
- the prod- 11Ct '0bt&ll18d differs therein that it contains dextrorotary [5 pinene, while the ⁇ 5 pinene contained in the ordinary products is of the levo-rotary I modification.
- the oil inay also be treated in this manner after exposing it to the light process if after the latter there remain traces of unpleasant odor.
- This proccsss can be performed in the simplest manner by shaking the oil with small quantities of a concentrated solution of the said salts in water, alcohol or other suitable solvent. The operation can be carried out at usual temperature or at a slightly raised temperature and can be supported by supplying air to the liquid.
- the "process of refining and deodorizing raw turpentine oil comprising the operations of subjecting the oil to the action of chemically active rays inthe presence of a subjected to one and then to the other of the said operations.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Fats And Perfumes (AREA)
Description
H. DEDICHEN & 0. HALSE.
PROCESS OF REFINING AND DEQIIQRIZING RAW TURPENTINE OILS.
' APPLICATION FILED IAN.3I| I917- 1,253,793. 1 Patented Jan. 15,191&
; UNITED STATES PATENT ormon HERMAN DEDICHEN AND OLE HALSE, 6F OHBISTIANIA, NORWAY, ASSIGNORS T0 UNION 00., OF CHBISTIANIA, NORWAY.
PROCESS OF REF-[KING AND DEODOBIZING RAW TURPENIINE-OILS.
Specification of Letters I'atent.
Patented Jan. 15, 1918.
Application filed January 31, 1917. Serial No 145,757.
the following to be a full, clear, and exact description of the invention, such as will enableothers skilled in the art to which it appertains to make and use the same.
Our invention relates to the treatment of crude turpentine oils and more particularly to a process for deodorizing such oils especially turpentine oils which are obtained as a byproduct in the manufacture of cellulose according to the soda cellulose process. It is a matter of fact that such turpentine oil has a ve disagreeable odor which is supposed to be caused by organic sulfur compounds, and that this odor, has prevented the utilization of these oils to any .considerable extent, the oils having also proved unsuitable for medical use.
Several methods have been tried to remove the said compounds by submitting the oils to a repeated distillation but without.
. possible because the treatment in order to obtain any kind of useful result must take a long time in fact two years and more.
Our invention now consists in a process for deodorizing said oils-by the action of active rays and an. oxidizing agent, and.
more especially it is based upon the observation that when crude bad smelling turpen tine oil is exposed to the action of very strong or active light, the oil is in a short time so improved as to its odor that it is possible to produce a marketable turpentine oil in this manner. We have found that for the pur ose of our invention we can with great a vantage make use of ultra violet ight, Rbntgen rays, dark electric discharges and the like.
In carrying out our invention the desired result may be obtained in various ways, for instance by submerging a source of chemically active rays .in' the oil while blowing.
an oxidizin gas through the oil but, we have found 1t referable to treat the raw oil in a state of dlspersion with chemical active rays as for instance ultra violet light. After a comparatively short time the dlsagreeable odor disappears and a product is obtained, which we may submit to a usual steam distillation, whereby a transparent and colorless oil 1s obtained, which in all respects is like the usual American turpentine oils. It is preferable that the oil be exposed to the action of air or oxygen during the treatment.
The invention may be carried out by causing the raw oil to flow slowly in very thin layer down a slightly inclined surface, which preferably should be white, being thereunder exposed to the air and to the action of light emitting from a usual quartzmercury lamp. After a comparatively short exposure to the light the oil becomes odorless and when afterward distilled by steam it becomes transparent and colorless.
An apparatus for carryin this process into effect is diagrammatica 1y illustrated in the accompanying drawing in which-- gigure 1 is a side view of the apparatus, an
Fig. 2 is a front view of the same.
In the illustrated example, 1 designates a glass plate the back of which is provided with a white coating 2. Glass rods 3 are arranged across the surface of the plate 1 to prevent a too rapid flow of the liquid down said plate. The raw turpentine oil is supplied through pipes 5 at the upper end of the late and the refined oil flows through the unne16 into the container 7 from which the oil, if necessary, may be drawn off at 8 and by means of pumps (not shown)" supplied to the ipes 5 for repeated treatment. A mercury amp 9 is arranged above the plate 1.
The same good result may also be obtained by treating the oil vaporized or in diffused or similarly finely divided form by chemical active rays, preferably in the presence of air, oxygen or other suitable gases, which may be caused to pass the .zone of active light in the same or in the opposed direction 0 the oila fractional distillation and determination of.
-' physical constants as for instance specific gravity, rotation capacity, index of refraction and molecular refraction that the product obtained according to our process consists of about 0: pinene and e (5 pinene. As is well known the usual French and American turpentine oils havethe same constitution. w
From the usual turpentine oils the prod- 11Ct '0bt&ll18d according to the present invention differs therein that it contains dextrorotary [5 pinene, while the {5 pinene contained in the ordinary products is of the levo-rotary I modification.
In some cases, especially when the oils are very bad smelling, it is referable to remove the greater part of t is smelling substances, before the oils are exposed 'to the light process, by treating them with a ilongaseous oxidizing agent such as chlorid of iron, copper or z1nc or a mlxture of these salts: simultaneously air may be driven.
through the oil. The oil inay also be treated in this manner after exposing it to the light process if after the latter there remain traces of unpleasant odor. This proccsss can be performed in the simplest manner by shaking the oil with small quantities of a concentrated solution of the said salts in water, alcohol or other suitable solvent. The operation can be carried out at usual temperature or at a slightly raised temperature and can be supported by supplying air to the liquid.
We claim: I
1. In the process of refining and deodor- 'izm'g raw turpentine oils the step which consists in exposing the raw oil to the action of chemically active rays in the pres-A ence of an oxidizing agent. I I
2. The process which consists in subjecting raw turpentine. oil obtainedas a b product in the soda cellulose process, to t e action of ultra violet rays in the presence'of an oxidizing agent.
3. In the processof refining and deodorizing raw turpentine oils the step which consists in exposing the raw oil to the action of chemically active rays in the presence of an oxidizing agent in a state of dispersion. v
4. The process which consists in'dispersing raw turpentine oil and causing it to move ina dispersed condition through a zone of chemically active rays in the presence of an oxidizlnggas.
5. The process of refinlng and deodorizing raw turpentine oil which comprises the operations of subjecting the oil to the action of chemically active rays inthe presence of a gaseous oxidizing agent, and of treating the oil with a. non-gaseous oxidizing agent,
the oil being first subjected to one and then to the other of the said operations.
6. The "process of refining and deodorizing raw turpentine oil comprising the operations of subjecting the oil to the action of chemically active rays inthe presence of a subjected to one and then to the other of the said operations. L
8. As a new product'of manufacture a refined turpentine oil consisting of a pure mixture of a pinene and t pinene and comprising dextro-rotary {3 pinene. I
In testimony that we claim the foregoing as our. invention, we have signed our names in presence of two subscribing witnesses.
HERMAN DEDICHEN.
, OLE HALSE.
Witnesses:
O. VARMAN, THS. "BERG.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14575717A US1253793A (en) | 1917-01-31 | 1917-01-31 | Process of refining and deodorizing raw turpentine-oils. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14575717A US1253793A (en) | 1917-01-31 | 1917-01-31 | Process of refining and deodorizing raw turpentine-oils. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1253793A true US1253793A (en) | 1918-01-15 |
Family
ID=3321500
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US14575717A Expired - Lifetime US1253793A (en) | 1917-01-31 | 1917-01-31 | Process of refining and deodorizing raw turpentine-oils. |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1253793A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2955997A (en) * | 1957-07-15 | 1960-10-11 | Augustine O Allen | Irradiation method of converting organic compounds |
| US3673066A (en) * | 1969-02-14 | 1972-06-27 | Lab De L Ozothine | Process for the accelerated obtaining of terpenic oxides using ultraviolet light |
-
1917
- 1917-01-31 US US14575717A patent/US1253793A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2955997A (en) * | 1957-07-15 | 1960-10-11 | Augustine O Allen | Irradiation method of converting organic compounds |
| US3673066A (en) * | 1969-02-14 | 1972-06-27 | Lab De L Ozothine | Process for the accelerated obtaining of terpenic oxides using ultraviolet light |
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