US2363722A - Stabilized medicinal white oils - Google Patents
Stabilized medicinal white oils Download PDFInfo
- Publication number
- US2363722A US2363722A US418612A US41861241A US2363722A US 2363722 A US2363722 A US 2363722A US 418612 A US418612 A US 418612A US 41861241 A US41861241 A US 41861241A US 2363722 A US2363722 A US 2363722A
- Authority
- US
- United States
- Prior art keywords
- medicinal white
- tocopherol
- white oil
- induction period
- medicinal
- 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
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 22
- 239000011732 tocopherol Substances 0.000 description 22
- 229960001295 tocopherol Drugs 0.000 description 22
- 229930003799 tocopherol Natural products 0.000 description 22
- 235000010384 tocopherol Nutrition 0.000 description 22
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 22
- 230000006698 induction Effects 0.000 description 17
- 239000000203 mixture Substances 0.000 description 8
- 238000006701 autoxidation reaction Methods 0.000 description 6
- 150000002978 peroxides Chemical class 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000007792 addition Methods 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000006641 stabilisation Effects 0.000 description 5
- 238000011105 stabilization Methods 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 241000283690 Bos taurus Species 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- DXTCFKRAUYBHRC-UHFFFAOYSA-L iron(2+);dithiocyanate Chemical compound [Fe+2].[S-]C#N.[S-]C#N DXTCFKRAUYBHRC-UHFFFAOYSA-L 0.000 description 1
- SUBFIBLJQMMKBK-UHFFFAOYSA-K iron(3+);trithiocyanate Chemical compound [Fe+3].[S-]C#N.[S-]C#N.[S-]C#N SUBFIBLJQMMKBK-UHFFFAOYSA-K 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005504 petroleum refining Methods 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 150000003611 tocopherol derivatives Chemical class 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/044—Cyclic ethers having four or more ring atoms, e.g. furans, dioxolanes
-
- 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
- C10N2040/30—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
- the first stage of autoxidative deterioration of medicinal white oils is the formation of peroxides and the time which elapses until the first peroxide formation can be observed is regarded as a criterion of the stability of a given product.
- time element is expressed in weeks or months but by subjecting a medicinal white oil to high temperatures the time elapsing until the first traces of peroxide formation appear may be expressed in minutes and is oil to be treated in small amounts sufilcient to raise the normal induction period of the same and to substantially efiectuate thereby a stabilization then commonly termed in petroleum refining 4 technology the induction period of the medicinal white oil and serves as a practical measure for the relative stability of the product.
- the peroxide test as such may be carried out by shaking the oil to be tested with an aqueous acetone solution of ferrous thio-cyanate which will show a red coloration at the first sign of peroxide formation as the result of the conversion of the ferrous to ferric thio-cyanate.
- induction period in connection with a medicinal white oil inherently subject to autoxidation, we mean to define thereby the period which elapses until the first traces of peroxide formation appear in the medicinal white oil while the same is heated at a temperature of approximately 300 F,
- the tocopherol is dissolved in the medicinal white to the desired extent. Though substantially absolute and permanent stabilization may be obtained. it wfll in many cases suflic for practical purposes to achieve a stabilization equivalent to a material increase in the induction period of the untreated medicinal white oil. As a rule, additions of .00005% and in some oases as low as .00001% of tocopherol give good results. Maximum efiiciency is usually obtained with additions of approximately .005% tocopherol and normally no further increase in induction period is accomplished by higher amounts.
- tocopherol as used herein is employed generically and is intended to include within its scope tocopherol derivatives and homologues of equivalent action and is particularly designated to include a tocopherol, ,3 tocopherol and 'y tocopherol as well as mixtures of any two or more of these. As a rule no material differenee in comparative efliciency between these products is observed though in some cases the 1 product is a more potent stabilizer than the a and 5 products.
- a medicinal white oil composition comprising a medicinalwhite oil, inherently subject to autoxidation, having normally a low induction period and a small amountof tocopherol sufficient to raise the normal induction period of said white oil.
- a medicinal white oil composition comprising a medicinal white oil, inherently subject to autoxidation, having normally an induction pe rind of less than thirty minutes and a small amount of tocopherol, sufficient to raise the normal induction period oisaid medicinal white oil to at least thirty minutes.
- a medicinal white oil composition comprising a medicinal white oil, inherently subject to autoxidation, having normally a low induction period and .00001% to .005% tocopherol.
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Patented Nov. 28, 1944 UNITED STATES PATENT OFFICE STABILIZED MEDICINAL WHITE OILS Jacob Faust, Belleville, N.'J., and Henry Sonneborn, 11!, Baltimore, Md., assignors to L. Sonneborn Sons, Inc., a corporation of Delaware No Drawing. Application November 10, 1941, Serial No. 418,612
8 Claims.
The first stage of autoxidative deterioration of medicinal white oils is the formation of peroxides and the time which elapses until the first peroxide formation can be observed is regarded as a criterion of the stability of a given product. Under ordinary conditions such time element is expressed in weeks or months but by subjecting a medicinal white oil to high temperatures the time elapsing until the first traces of peroxide formation appear may be expressed in minutes and is oil to be treated in small amounts sufilcient to raise the normal induction period of the same and to substantially efiectuate thereby a stabilization then commonly termed in petroleum refining 4 technology the induction period of the medicinal white oil and serves as a practical measure for the relative stability of the product. One common practice for the determination of the induction period is to heat the medicinal white oil to be tested in quantities of 10 co. in stoppered test tubes in an oil bath kept at 300 F. for convenient intervals, as a rule multiples of five minutes. The peroxide test as such may be carried out by shaking the oil to be tested with an aqueous acetone solution of ferrous thio-cyanate which will show a red coloration at the first sign of peroxide formation as the result of the conversion of the ferrous to ferric thio-cyanate. Where in the specification and claims, therefore, we use the term induction period in connection with a medicinal white oil inherently subject to autoxidation, we mean to define thereby the period which elapses until the first traces of peroxide formation appear in the medicinal white oil while the same is heated at a temperature of approximately 300 F,
We have discovered that it is possible to substantially stabilize medicinal white oils and substantially inhibit any inherent autoxidation and resulting deterioration of such products by the addition of comparatively small amounts of tocopherol.
In the practical application of our invention, the tocopherol is dissolved in the medicinal white to the desired extent. Though substantially absolute and permanent stabilization may be obtained. it wfll in many cases suflic for practical purposes to achieve a stabilization equivalent to a material increase in the induction period of the untreated medicinal white oil. As a rule, additions of .00005% and in some oases as low as .00001% of tocopherol give good results. Maximum efiiciency is usually obtained with additions of approximately .005% tocopherol and normally no further increase in induction period is accomplished by higher amounts.
In manufacturing a commercial product, however, we prefer to obtain an induction period of at least 30 minutes which is equivalent'to a stabilization under atmospheric conditions and even constant exposure to sunlight for a period in excess of six months which in most cases is regarded as sufiicientl stable and we have found additions of .00001% to .001% sufllcient for such purpose.
The term tocopherol" as used herein is employed generically and is intended to include within its scope tocopherol derivatives and homologues of equivalent action and is particularly designated to include a tocopherol, ,3 tocopherol and 'y tocopherol as well as mixtures of any two or more of these. As a rule no material differenee in comparative efliciency between these products is observed though in some cases the 1 product is a more potent stabilizer than the a and 5 products.
The following tabulations are illustrative of practical embodiments of our invention but are in no way to be taken as indicative of the scope Microgrsms I d t! atooopherol n per cc. period m white oil minutes Medicinal white il Sayb. 350 100 F.
TABLE II Medicinal white oil Sayb. 350 100 F. Induction period: minutes Micrograms a tocggsierol g gi fi g cc. v hite oil minutes TABLE m Medicinal white oil Sayb. 350 100 F. Induction period: 5 minutes micrograms a tociigoherol gfigf:
per cc.
white oil mmutes TABLE IV induction period: 5 minutes Micrograms p tocogoherol gggg g per 1 cc.
white oil mmutes TABLE V Medicinal white oil sag/b. 350 100 F. Induction period: 5 minutes Micrograms 1 tocopherol per 100 cc. white 011 m u s It will be seen from the foregoing tables that great stability can be imparted to medicinal white oils by the addition of relatively minute amounts of tocopherol. For all practical purposes, however the concentration of tocopherol needed to insure adequate stability were in all cases sufficiently small so as to not aflect the purity of the medicinal white oils as Judged by the U. S. Pharmacopoeia "Acid Test."
The foregoing description is by way 01 illustration and not of limitation'and we are not to be limited to any details but only by the appended claims in which we have endeavored to claim broadly all inherent novelty.
.. We claim: 1. A medicinal white oil composition comprising a medicinalwhite oil, inherently subject to autoxidation, having normally a low induction period and a small amountof tocopherol sufficient to raise the normal induction period of said white oil.
' 2. A medicinal white oil composition comprising a medicinal white oil, inherently subject to autoxidation, having normally an induction pe rind of less than thirty minutes and a small amount of tocopherol, sufficient to raise the normal induction period oisaid medicinal white oil to at least thirty minutes.
3. A medicinal white oil composition comprising a medicinal white oil, inherently subject to autoxidation, having normally a low induction period and .00001% to .005% tocopherol.
4. A medicinal white oil composition in accordance with claim 3 in which said tocopherol is present in amount from .00005% to .005%.
5. In the stabilization of medicinal white oils,
the step which comprises raising the normally low induction period of a medicinal white oil, inherently subject to autoxidation by incorporation therein .00001% to .005% tocopherol.
6. A medicinal white oil composition in accordance with claim 2 in which said tocopherol is a tocopherol present in amount insuincient to affect the standard U. S. P. acid test.
7. A medicinal white oil composition in accordance with claim 2 in which said tocopherol is p tocopherol present in amount insuflicient to affect the standard U. S. P. acid test.
8. A medicina1 white oil composition in accordance with claim 2 in which said tocopherol is 1 tocopherol present in amount insuflicient to ailect the standard U. S. P. acid test.
HENRY SON'NEBORN, III. JACOB FAUST.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US418612A US2363722A (en) | 1941-11-10 | 1941-11-10 | Stabilized medicinal white oils |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US418612A US2363722A (en) | 1941-11-10 | 1941-11-10 | Stabilized medicinal white oils |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2363722A true US2363722A (en) | 1944-11-28 |
Family
ID=23658844
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US418612A Expired - Lifetime US2363722A (en) | 1941-11-10 | 1941-11-10 | Stabilized medicinal white oils |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2363722A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2543061A (en) * | 1947-05-19 | 1951-02-27 | Lever Brothers Ltd | Hair-dressing composition |
| US2582395A (en) * | 1945-03-06 | 1952-01-15 | George W Rigby | Ointments containing oil-soluble antioxidants |
| US2619465A (en) * | 1951-04-25 | 1952-11-25 | Standard Oil Co | Stabilized hydrocarbon oils and waxes |
| US3127350A (en) * | 1960-05-23 | 1964-03-31 | White oil stabilizer |
-
1941
- 1941-11-10 US US418612A patent/US2363722A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2582395A (en) * | 1945-03-06 | 1952-01-15 | George W Rigby | Ointments containing oil-soluble antioxidants |
| US2543061A (en) * | 1947-05-19 | 1951-02-27 | Lever Brothers Ltd | Hair-dressing composition |
| US2619465A (en) * | 1951-04-25 | 1952-11-25 | Standard Oil Co | Stabilized hydrocarbon oils and waxes |
| US3127350A (en) * | 1960-05-23 | 1964-03-31 | White oil stabilizer |
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