US2646348A - Gasoline fuels containing dimethyl carbinol and solvent oil - Google Patents

Gasoline fuels containing dimethyl carbinol and solvent oil Download PDF

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US2646348A
US2646348A US261785A US26178551A US2646348A US 2646348 A US2646348 A US 2646348A US 261785 A US261785 A US 261785A US 26178551 A US26178551 A US 26178551A US 2646348 A US2646348 A US 2646348A
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carbinol
dimethyl carbinol
solvent oil
composition
oil
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US261785A
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Joseph E Neudeck
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Standard Oil Development Co
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Standard Oil Development Co
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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/16Hydrocarbons
    • C10L1/1616Hydrocarbons fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/182Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C10L1/1822Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms
    • C10L1/1824Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms mono-hydroxy

Definitions

  • the presentinvention is 'concernedwith a new composition consisting essentially of I a hydrocarbon oil and dimethyl carbinol.
  • the composition of the present invention is adapted to im part desirable characteristics to mineral and petroleum oil compositions as for example, heating oils, fuel oils, diesel oils and motor fuels.
  • novel composition of the present invention is primarily intended to impart to these oils desirable characteristics such as anti-freezing properties, rust preventive properties, increased solvency power and the like.
  • the composition of thepresent invention is also desirable for dissolving and fluxing gummy deposits in fuel systems and the like.
  • the present composition is also adapted for the removal-and fluxing' of resinous films.
  • the present composition consists essentially of a solvent oil and of dimethyl carbinol.
  • solvent oil to be used in compositions of this invention, reference may be made to U. S. Patent 2,066,234, issued to Sloane and Wasson on December 29, 1936.
  • This patent fully disclosed the nature of the additive known. as solvent oil which is contemplated for use in the compositions of this invention.
  • a solvent oil consists of a liquid hydrocarbon mixture having a kauri-butanol solvent power aboveabout 20,- having a 50 distillation point above 350 F., at 10 mm. mer cury pressure, having a Saybolt viscosity at 100 F. not above 150 seconds, and, having an API gravityaof about 18 to 28. It is to be understood therefore, that in; referring to a solvent oil throughout this specification reference is made to an additive of this nature, as defined above and as fully, described in the cited patent.
  • the dimethyl carbinol, or isopropanol, to be employed must be of 90% purity, or greater, al-
  • crude dimethyl carbinol' may be added to naphtha in order to obtain'the final product consisting of naphtha containing dimethyl'carbinol of 98% purity,'which may be recovered by distillation. It is preferred, however, to purify the dimethyl carbinol in the conventional-manner to obtain substantially pure dimethyl carbinol having less than 2% of water. The purified dimethyl carbinol of greater than 98%" purity may then be blended directly with solvent oil.
  • dimethyl carbinol is uniquely qualified, and in eifect is the only compound of its class which can be considered as a possible agent for the present purpose.
  • the amount of solvent oil used as compared to the amount of dimethyl carbinol employed is preferably in the range from-about 30% to 19% by Volume of solvent oil'and 70% to 81% by volume of dimethyl carbinol. Preferred concentrations are in the range from about 20% to 22% of solvent oil and from 80% to 78% by volume of dimethyl carbinol.
  • solvency power is very high as measured by a 38 to 44 kauri-butanol value in a dilute solution. This solvency power is in the range of solvents utilized in the paint industry for dissolving resins. It also means that the composition of the present invention is excellent for dissolving and fiuxing gummy deposits in fuel systems, such as diesel fuel systems, motor fuel systems, heating oil systems and the like. The composition as mentioned heretofore is very satisfactory for preventing formation of ice in any fuel system.
  • composition of the present invention is particularly desirable for dissolving a film ,of
  • the solvent oil being of a similar chemical structure to that of the matrix in which the resin forms, spreads uniformly over the resin film and greatly enhances the effectof the alcohol which it carries along as co-solvent.
  • Example Tests were conducted wherein water was added to the composition of the present invention. A strip of iron was immersed in the solution. After a period of 14 days substantially no rusting of the amples of suitable rust preventives which may be used; A desirable rust preventive to be used is pentaerythritol mono-oleate. A still more desirable rust preventiv comprises sorbitan monooleate. This latter material has the ability to increase the water tolerance of the composition without incurring phase separation.
  • adesirable additive comprises a sodium sulfonate derived from petroleum oils.
  • Nitrites are also very desirable in conjunction with the present composition when the composition is to .be utilized in a cracked fuel or a heating oil.
  • the nitrites with the composition of the present invention tend to further increase the stability of the fuel against sediment formations.
  • the concentration of the metal deactivators and rust preventives used should be in the range from .5% 'by volume to 2.5% by volume based upon the amount of solvent oil and methyl carbinol present. A very desirable concentration is about 1% by weight.
  • Novel composition consisting essentially of to 19% by volume of a solvent oil consisting of a liquid hydrocarbon mixture having a kauributanol solvent power above about 20, a distillation point above 350 F., a 10 mm. mercury pressure, a Saybolt viscosity at 100 F., not above 450 seconds, and an API gravity of about 18 to 28, and from to 81% by volume of dimethyl carbinol.
  • Composition as defined by claim 1 which contains from .5 to 2.5% of a rust preventive.
  • composition as defined by claim 3 wherein said rust preventive is sorbitan mono-oleate.

Description

July 21, 1953 J. E. NEUDECK 2,646,348 GASOLINE FUELS CONTAINING DIMETHYL CARBINOL AND SOLVENT OIL Filed D60. 15, 1951 pzo aznas oI= MIXTURES oI= Souvawr OII Am:
( J:- (p o l I l pHASE SEPARATION TEM PERATLJRE. n..
\LAum- E'JLITAMQI. SOLVENT Powan. w
99 X: LJRlTY ISOPROPYL AI cLoI-IoI SEPAQATIQIJ TEMP.
ILALJIZI bu TAuoI WAT aw. TQLEIZALldE I V I l 0 4Q 50 60 7O 80 7 (99 ISQPROPYL ALdoHQL H4 $OLVEHT OIL.
Joseph Efzeudedi I {Sax/amber I 7 W Qbboraeg WATEL TOLEIZANQE, VOLUME, 7
Patented July 21, 1953 GASOLINEFUELS CONTAINING'DIMETHYL,
. CABBINOLAND SOLVENT on.
[Joseph 'Neudeck, Union, N..J., assignor to f T Standard Oil Development Company, a corporation of Delaware j Application December 15, 1951, Serial No. 261,785'
The presentinvention is 'concernedwith a new composition consisting essentially of I a hydrocarbon oil and dimethyl carbinol. The composition of the present invention is adapted to im part desirable characteristics to mineral and petroleum oil compositions as for example, heating oils, fuel oils, diesel oils and motor fuels. The
4 Claims. Cl; 44- 56) Vii novel composition of the present invention is primarily intended to impart to these oils desirable characteristics such as anti-freezing properties, rust preventive properties, increased solvency power and the like. The composition of thepresent invention is also desirable for dissolving and fluxing gummy deposits in fuel systems and the like. The present composition is also adapted for the removal-and fluxing' of resinous films.
The present application isla continuation-inpart of Serial No. 132,211, filed December 9, 1949 now Patent 2,579,692 by- Joseph E.'Neudeck, en-
titled Gasoline Fuels Containing Dimethyl Carbinol and Solvent Oil.'
As mentioned heretofore, the present composition consists essentially of a solvent oil and of dimethyl carbinol. r With regardto the solvent oil to be used in compositions of this invention, reference may be made to U. S. Patent 2,066,234, issued to Sloane and Wasson on December 29, 1936. This patent fully disclosed the nature of the additive known. as solvent oil which is contemplated for use in the compositions of this invention. Essentially, as there brought out, a solvent oil consists of a liquid hydrocarbon mixture having a kauri-butanol solvent power aboveabout 20,- having a 50 distillation point above 350 F., at 10 mm. mer cury pressure, having a Saybolt viscosity at 100 F. not above 150 seconds, and, having an API gravityaof about 18 to 28. It is to be understood therefore, that in; referring to a solvent oil throughout this specification reference is made to an additive of this nature, as defined above and as fully, described in the cited patent. A
' typicelisolveni Oil for. exam le a e; tel ri'ng "inspections:
The dimethyl carbinol, or isopropanol, to be employed must be of 90% purity, or greater, al-
though it is preferred that 98% pure dimethyl carbinol be employed. This chemical is ordinarily produced as crude dimethyl carbinol having a purity of 65%. The 35% of impurities consist chiefly of water together with small quantities of di-isoprqpyl ether, higher carbinols and ketones. Use of the crude product of this nature cannot be tolerated in part since aphase separation would occur onadding the crude product to petroleum products. The consequent phase separation would result in an aqueous phase and an oil phase containing dimethyl carbinol of about 98% purity. It is presently contemplated that, if desired, crude dimethyl carbinol'may be added to naphtha in order to obtain'the final product consisting of naphtha containing dimethyl'carbinol of 98% purity,'which may be recovered by distillation. It is preferred, however, to purify the dimethyl carbinol in the conventional-manner to obtain substantially pure dimethyl carbinol having less than 2% of water. The purified dimethyl carbinol of greater than 98%" purity may then be blended directly with solvent oil. As an aid in understanding the principles of this invention, it is of interest to note that homologues of dimethyl carbinol cannot satis-- factorily beemployed.- In the ca se of higher molecular weighthomologues, it has been found that normal propyl carbinol, together with all other high jhomologues are not sufficiently water soluble-to be effective forone of the purposes of this invention, the purpose of suppressing the formationof carburetor ice. In the case of dimethyl carbinol, apparently sufficient quantities of'thiscompound dissolve in any water condensed in a fuel tank or carburetor so as to sufficiently lower the freezing point of this water to prevent ice formation- However, inthe case of the-higher 1 carbinols, solubility. is not suificient in the .water Kauri-butanol value 25.2
50% distillation point 413 at 10 mm. Hg press. I Saybolt viscosity at 100 F 75.3
A.'P. I. gravity 26.6
to permit this effect. in this. connection is that it is desirable to em1- ploy a compound having as low a molecular weight as possible, to depress the freezing point of water to the maximum extent according to Raoults law. However, it has also been found impossible to use carbinols of lower molecular weight than dimethyl carbinol. Thus in the case of carbinol, or methanol, the volatility is such that the compound would not condense on Y the throttle plate of carburetors, and apparently for'this reason has little effect in suppressing icing. As a further consideration,'oil compositions containing carbinol are extremely water sensitive so that the unavoidable contact of the blended composition with water during marketing" would result in phase separation and the loss of carbinol. Methyl carbinol, or ethanol, is similarly objectionable particularly on the basis of water sensitivity. To illustrate this effect, reference may be madeto data obtained by contact- A further consideration ing gasoline compositions containing, respectively, 2% of carbinol, methyl carbinol, and dimethyl carbinol, with two volume percent of water. It was found that 81% of the carbinol was removed by the water, while 65% of the methyl carbinol was removed, while only of the dimethyl carbinol was lost.
It is apparent, therefore, that dimethyl carbinol is uniquely qualified, and in eifect is the only compound of its class which can be considered as a possible agent for the present purpose.
The amount of solvent oil used as compared to the amount of dimethyl carbinol employed is preferably in the range from-about 30% to 19% by Volume of solvent oil'and 70% to 81% by volume of dimethyl carbinol. Preferred concentrations are in the range from about 20% to 22% of solvent oil and from 80% to 78% by volume of dimethyl carbinol.
When utilizing the critical proportions of solvent oil and dimethyl carbinol as indicated above, it may be seen from the figure that no. phase separation will occur until temperatures in the rang from about 43 F. to 9 F. are attained. Thus, when employing an 81% dimethyl carbinol solution no phase separation will occur until the temperature reaches 9 F. This makes the solution eminently satisfactory for winter handling at relatively low temperatures. Furthermore, the
solvency power is very high as measured by a 38 to 44 kauri-butanol value in a dilute solution. This solvency power is in the range of solvents utilized in the paint industry for dissolving resins. It also means that the composition of the present invention is excellent for dissolving and fiuxing gummy deposits in fuel systems, such as diesel fuel systems, motor fuel systems, heating oil systems and the like. The composition as mentioned heretofore is very satisfactory for preventing formation of ice in any fuel system.
The presence of the solvent oil in conjunction with the dimethyl carbinol promotes the penetrating properties of the mixture so that the mixture will readily penetrate into small apertures where freezing is most likely to occur. Thus, for the prevention of ice deposits in the feed lines of fuel systems, this penetrating characteristic is most desirable.
The composition of the present invention is particularly desirable for dissolving a film ,of
resin since the solvent oil, being of a similar chemical structure to that of the matrix in which the resin forms, spreads uniformly over the resin film and greatly enhances the effectof the alcohol which it carries along as co-solvent.
The invention may be more fully appreciated by the following example further illustrating .the
same.
Example Tests were conducted wherein water was added to the composition of the present invention. A strip of iron was immersed in the solution. After a period of 14 days substantially no rusting of the amples of suitable rust preventives which may be used; A desirable rust preventive to be used is pentaerythritol mono-oleate. A still more desirable rust preventiv comprises sorbitan monooleate. This latter material has the ability to increase the water tolerance of the composition without incurring phase separation.
On the other hand, if the composition of the present invention is to be utilized with a diesel fuel, adesirable additive comprises a sodium sulfonate derived from petroleum oils. Nitrites are also very desirable in conjunction with the present composition when the composition is to .be utilized in a cracked fuel or a heating oil. The nitrites with the composition of the present invention tend to further increase the stability of the fuel against sediment formations. The concentration of the metal deactivators and rust preventives used should be in the range from .5% 'by volume to 2.5% by volume based upon the amount of solvent oil and methyl carbinol present. A very desirable concentration is about 1% by weight.
What is claimed is:
1. Novel composition consisting essentially of to 19% by volume of a solvent oil consisting of a liquid hydrocarbon mixture having a kauributanol solvent power above about 20, a distillation point above 350 F., a 10 mm. mercury pressure, a Saybolt viscosity at 100 F., not above 450 seconds, and an API gravity of about 18 to 28, and from to 81% by volume of dimethyl carbinol.
2. Composition as defined by claim 1 wherein the amount of solvent oil present ranges from about 20% to 22% by volume and wherein the amount of dimethyl carbinol present range from to 78% by volume.
3. Composition as defined by claim 1 which contains from .5 to 2.5% of a rust preventive.
4. Composition as defined by claim 3 wherein said rust preventive is sorbitan mono-oleate.
- JOSEPH E. NEUDECK.
References Cited in the file of this patent UNITED STATES PATENTS Number Name Date 1,919,628 Frolich July 25, 1933 2,365,009 Robertson Dec. 12, 1944 2,429,707 Catalano Oct. 28, 1947

Claims (1)

1. NOVEL COMPOSITION CONSISTING ESSENTIALLY OF 30% TO 19% BY VOLUME OF A SOLVENT OIL CONSISTING OF A LIQUID HYDROCARBON MIXTURE HAVING A KAURIBUTANOL SOLVENT POWER ABOVE ABOUT 20, A 50% DISTALLATION POINT ABOVE 350% F., A 10 MM. MERCURY PRESSURE, A SAYBOLT VISCOSITY AT 100* F., NOT ABOVE 450 SECONDS, AND A API GRAVITY OF ABOUT 18* TO 28* AND FROM 70% TO 81% BY VOLUME OF DIMETHYL CARBINOL.
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Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2726942A (en) * 1951-12-17 1955-12-13 Standard Oil Co Motor fuels
US2776194A (en) * 1954-05-18 1957-01-01 Cities Service Res & Dev Co Gasoline compositions
US2789891A (en) * 1953-08-24 1957-04-23 Gulf Research Development Co Gasoline fuel system conditioner
US2914479A (en) * 1955-04-26 1959-11-24 Standard Oil Co Upper cylinder lubricant and tune-up solvent composition
US2918359A (en) * 1957-06-17 1959-12-22 Exxon Research Engineering Co Motor fuel
US2936223A (en) * 1957-06-12 1960-05-10 Exxon Research Engineering Co Motor fuel
US2995427A (en) * 1956-12-19 1961-08-08 California Research Corp Gasoline composition
US3011879A (en) * 1958-01-20 1961-12-05 Union Oil Co Detergent automotive fuel
US3031278A (en) * 1958-01-20 1962-04-24 Union Oil Co Detergent internal combustion engine fuel
US3054666A (en) * 1960-03-17 1962-09-18 Exxon Research Engineering Co Motor fuel composition
US3212866A (en) * 1962-12-26 1965-10-19 Texaco Inc Hydrazine-hydrocarbon dispersion composition
US4451265A (en) * 1981-04-21 1984-05-29 The United States Of America As Represented By The Secretary Of Agriculture Diesel fuel-aqueous alcohol microemulsions
WO1998046703A1 (en) * 1997-04-11 1998-10-22 Combustion Technologies, Inc. A combustion catalyst
US6156081A (en) * 1997-04-11 2000-12-05 Combustion Technologies, Inc. Combustion catalyst

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1919628A (en) * 1932-02-16 1933-07-25 Standard Oil Dev Co Dilution detector for antifreeze solutions
US2365009A (en) * 1940-12-19 1944-12-12 Standard Oil Dev Co Motor fuels
US2429707A (en) * 1946-08-16 1947-10-28 Thompson Prod Inc Supplementary fuel

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1919628A (en) * 1932-02-16 1933-07-25 Standard Oil Dev Co Dilution detector for antifreeze solutions
US2365009A (en) * 1940-12-19 1944-12-12 Standard Oil Dev Co Motor fuels
US2429707A (en) * 1946-08-16 1947-10-28 Thompson Prod Inc Supplementary fuel

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2726942A (en) * 1951-12-17 1955-12-13 Standard Oil Co Motor fuels
US2789891A (en) * 1953-08-24 1957-04-23 Gulf Research Development Co Gasoline fuel system conditioner
US2776194A (en) * 1954-05-18 1957-01-01 Cities Service Res & Dev Co Gasoline compositions
US2914479A (en) * 1955-04-26 1959-11-24 Standard Oil Co Upper cylinder lubricant and tune-up solvent composition
US2995427A (en) * 1956-12-19 1961-08-08 California Research Corp Gasoline composition
US2936223A (en) * 1957-06-12 1960-05-10 Exxon Research Engineering Co Motor fuel
US2918359A (en) * 1957-06-17 1959-12-22 Exxon Research Engineering Co Motor fuel
US3011879A (en) * 1958-01-20 1961-12-05 Union Oil Co Detergent automotive fuel
US3031278A (en) * 1958-01-20 1962-04-24 Union Oil Co Detergent internal combustion engine fuel
US3054666A (en) * 1960-03-17 1962-09-18 Exxon Research Engineering Co Motor fuel composition
US3212866A (en) * 1962-12-26 1965-10-19 Texaco Inc Hydrazine-hydrocarbon dispersion composition
US4451265A (en) * 1981-04-21 1984-05-29 The United States Of America As Represented By The Secretary Of Agriculture Diesel fuel-aqueous alcohol microemulsions
WO1998046703A1 (en) * 1997-04-11 1998-10-22 Combustion Technologies, Inc. A combustion catalyst
US6156081A (en) * 1997-04-11 2000-12-05 Combustion Technologies, Inc. Combustion catalyst
AU740548B2 (en) * 1997-04-11 2001-11-08 Combustion Technologies, Inc. A combustion catalyst

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