US2347983A - Solvent composition - Google Patents

Solvent composition Download PDF

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Publication number
US2347983A
US2347983A US383352A US38335241A US2347983A US 2347983 A US2347983 A US 2347983A US 383352 A US383352 A US 383352A US 38335241 A US38335241 A US 38335241A US 2347983 A US2347983 A US 2347983A
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US
United States
Prior art keywords
cresol
escharotic
composition
action
gum
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
Application number
US383352A
Inventor
William J Backoff
Norman D Williams
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pure Oil Co
Original Assignee
Pure Oil Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
US case filed in Illinois Northern District Court litigation Critical https://portal.unifiedpatents.com/litigation/Illinois%20Northern%20District%20Court/case/1%3A11-cv-05426 Source: District Court Jurisdiction: Illinois Northern District Court "Unified Patents Litigation Data" by Unified Patents is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Pure Oil Co filed Critical Pure Oil Co
Priority to US383352A priority Critical patent/US2347983A/en
Application granted granted Critical
Publication of US2347983A publication Critical patent/US2347983A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • 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
    • C10L10/00Use of additives to fuels or fires for particular purposes
    • C10L10/06Use of additives to fuels or fires for particular purposes for facilitating soot removal

Definitions

  • This invention relates to new compositions of matter and to methods of preparing and using the same. While these compositions may have a wide variety of uses, they are particularly effective as solvents for the removal of carbon and gum deposits from internal combustion englnes.
  • a preferred method of injecting the solvent is to remove the air cleaner from the carburetor and while the engine is running, slightly faster than idling, a suitable portion of the composition is injected into the throat of the carburetor.
  • the ignition is then turned off, the spark plugs removed and additional composition injected into the engine through the spark plug holes, using the pressure atomizer.
  • the spark plugs are replaced, the engine allowed to stand for about fifteen minutes, then run for a short period of time with the throttle partially opened and then accelerated intermittently until the exhaust is substantially devoid of smoke.
  • compositions of matter containing hydroxy benzenes or homologues thereof which do not cause dermatitis when contacted with human epidermis and which are useful for removing carbon and gum deposits from internal combustion engines.
  • esters which is required to eliminate the escharotic action of the hydroxy benzene compounds varies widely depending upon the particular hydroxy benzene ring compounds employed and the specific ester or esters used therewith. For example, it is well known that the escharotic action of phenol and cresol is greater than that of most of the other hydroxy benzene ring compounds and it is apparent therefore that a smaller amount of ester would be required to eliminate the escharotic action of the latter compounds than would be required in the cases of phenol and cresol.
  • cresol so far as is known is one of the most vigorous of any of the hydroxy benzene ring compounds, yet it has'been found that when compositions are prepared containing 67% by volume of commercial cresol and 33% of dibutyl phthalate, such compositions have substantially no escharotic action. Similar results are obtained with compositions containing 50% by volume of cresol and 50% benzyl benzoate.
  • a composition comprising a hydroxy benzene ring compound having escharotic action on the skin in such quantity as to impart to said composition escharotic action in the absence of an agent to counteract such action, and an 5.
  • ester is a lower alkyl ester of phthalic acid.
  • composition of matter having non-escharotic action on the skin comprising approximately 67% by volume of cresol and 33% dibutyl phthalate.
  • a composition of matter having non-escharotic action on the skin comprising approximately 50% by volume of cresol and 50% benzyl benzoate.
  • a solvent for removing carbonaceous deposits from internal combustion engines comprising cresol in such quantity as to impart to the solvent escharotic action on the skin and dibutyl phthalate in which the ratio of cresol to dibutyl phthalate is 67 to 50 parts by volume of the former to from 33 to 50 parts by volume 45 of the latter.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Combustion & Propulsion (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Liquid Carbonaceous Fuels (AREA)

Description

Patented May 2, 1944 SOLVENT COMPOSITION William J. Backoi! and Norman D.
cago, 111., assignors to The a corporation of Ohio Chicago, 111.,
Williams, oin- Pure Oil Company,
No Drawing. Application March-'14, 1941,
. Serial No. 383,352
11 Claims.
This invention relates to new compositions of matter and to methods of preparing and using the same. While these compositions may have a wide variety of uses, they are particularly effective as solvents for the removal of carbon and gum deposits from internal combustion englnes.
It is well known that in the course of man-- ually handling hydroxy benzene ring compounds, such as phenol and cresol, there is a relatively high degree of hazard involved due to the fact that such compounds cause severe irritation to human skin with which they come in contact, such as, for example, the skin covering the hands, arms and face. This escharotic or irritant property of the hydroxy benzenes seriously interferes with the use of such compounds for many applications. This has been found to be particularly true when using such materials as solvents or as components of solvents used for the removal of carbon and gum deposits from internal combustion engines. It is frequently desirable to apply such solvents to the engines by injecting the solvent into the affected zones with a pressure atomizer.
A preferred method of injecting the solvent is to remove the air cleaner from the carburetor and while the engine is running, slightly faster than idling, a suitable portion of the composition is injected into the throat of the carburetor. The ignition is then turned off, the spark plugs removed and additional composition injected into the engine through the spark plug holes, using the pressure atomizer. The spark plugs are replaced, the engine allowed to stand for about fifteen minutes, then run for a short period of time with the throttle partially opened and then accelerated intermittently until the exhaust is substantially devoid of smoke.
Under such conditions'of use it is almost impossible to prevent particles of solvent from getting on the hands, arms or even face of the person operating the atomizer and serious dermatitis conditions result.
It is an object of this invention to provide novel compositions of matter containing hydroxy benzenes or homologues thereof which are substantially non-irritating to human epidermis.
It is a further object.of this invention to provide compositions of matter containing hydroxy benzenes or homologues thereof which do not cause dermatitis when contacted with human epidermis and which are useful for removing carbon and gum deposits from internal combustion engines.
Other objects and advantages will be apparent from the following description.
It has now been found that the escharotic action of certain hydroxy benzenes including homologues thereof, such as phenol, cresol, xylenol and carvacrol may be substantially, if not completely, inhibited by simply mixing with one or more of the foregoing materials, a suitable proportion of one or more miscible esters of aromatic acids, particularly alkyl esters of aromatic dicarboxylic acids. Suitable esters include benzyl benzoate, dibutyl phthalate, dimethyl phthalate and amyl phthalate.
The amount of such esters which is required to eliminate the escharotic action of the hydroxy benzene compounds varies widely depending upon the particular hydroxy benzene ring compounds employed and the specific ester or esters used therewith. For example, it is well known that the escharotic action of phenol and cresol is greater than that of most of the other hydroxy benzene ring compounds and it is apparent therefore that a smaller amount of ester would be required to eliminate the escharotic action of the latter compounds than would be required in the cases of phenol and cresol.
In order to determine the amount of ester required to bring about the desired results, a very simple test may be employed. A few drops of the composition to be tested are placed on the skin on the inner side of the wrist and allowed to remain there for about three minutes. If at the end of this time no burning or irritating sensation is noted, the composition may be said to have substantially no escharotic action.
The escharotic action of cresol so far as is known is one of the most vigorous of any of the hydroxy benzene ring compounds, yet it has'been found that when compositions are prepared containing 67% by volume of commercial cresol and 33% of dibutyl phthalate, such compositions have substantially no escharotic action. Similar results are obtained with compositions containing 50% by volume of cresol and 50% benzyl benzoate.
The effectiveness of such compounds as gum solvents was demonstrated by the following method: Samples of gum obtained by exposure of cracked gasoline stocks to oxygen under elevated temperature and pressure were dissolved in acetone and sprayed on heated strips of shim stock. 0n striking the heated metal, the volatile solvent evaporated leaving a smooth varnishlike deposit. The amount of gum thus deposited, preferably about 1.5 to 2 grams, was determined by weighing the shim stock-before and after the deposition. After coating with gum, the shim stock was inserted as a sleeve in a chamber, the temperature and pressure of which was controlled to simulate conditions in the intake manifold of standard internal combustion engines, namely, about 200 F. and a vacuum of about 16" of Hg 1000 cc. of a by volume solution of the solvent under test dissolved in a regular grade gasoline was supplied thereto in an atomized state through a standard Carter carburetor. The solvent was dissolved in gasoline in order to diminish the solvent power to a point where all of the gum on the shim stock would not be removed under the foregoing test conditions. The shim stock was weighed after the solvent treatment and the loss in weight of gum deposit divided by the amount of gum deposit originally present multiplied by 100 gave the percent gum removal. sisting of 50% by volume of a commercial cresol When employing 8. 00111130511108. 6011-,
(a mixture of about 35% ortho, 40% meta and para cresols and containing small amounts of phenol and xylenols) and 50% dibutyl phthalate in the foregoing procedure, 84% of the gum deposit on the shim stock was removed.
It is apparent that many combinations of hy droxy benzenes and esters may be employed and that widely varying proportions of materials can be used. However, in general, superior results have been obtained when using compositions containing about 33% to 50% of dibutyl phthalate or benzyl benzoate and 67% to 50% of phenol or cresol. This ratio oi! hydroxy benzene ring compounds and esters is preferably maintained when such compounds are used in coniunction with one or more additional materials.
The invention is not limited to the foregoing specific compositions which are given by way of example only but is to be limited only by the following claims.
We claim:
1. A composition comprising a hydroxy benzene ring compound having escharotic action on the skin in such quantity as to impart to said composition escharotic action in the absence of an agent to counteract such action, and an 5. A composition in accordance with claim 1.
where the ester is a lower alkyl ester of phthalic acid.
6. A composition in accordance with claim 1 where the ester is dibutyl phthalate. 7. A composition in accordance with claim 1 where the ester is dibutyl phthalate and the amount of dibutyl phthalate is between approximately and by volume of the hydroxy benzenes.
8. A composition in accordance with claim 1 in which the hydroxy benzene ring compound is cresol, the aromatic acid ester is benzyl benzoate and the cresol and benzyl benzoate are present in a ratio or from 6'1 to 50 parts by volume of cresol to from 33 to 50 parts by volume of benzyl benzoate.
9. A composition of matter having non-escharotic action on the skin comprising approximately 67% by volume of cresol and 33% dibutyl phthalate.
10. A composition of matter having non-escharotic action on the skin comprising approximately 50% by volume of cresol and 50% benzyl benzoate.
11. A solvent for removing carbonaceous deposits from internal combustion engines comprising cresol in such quantity as to impart to the solvent escharotic action on the skin and dibutyl phthalate in which the ratio of cresol to dibutyl phthalate is 67 to 50 parts by volume of the former to from 33 to 50 parts by volume 45 of the latter.
US383352A 1941-03-14 1941-03-14 Solvent composition Expired - Lifetime US2347983A (en)

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2614963A (en) * 1951-01-10 1952-10-21 Kendall & Co Keratin exfoliative compositions
US2854375A (en) * 1944-05-17 1958-09-30 Leon F Shackell Germicide
US2937971A (en) * 1952-06-24 1960-05-24 Leon F Shackell Germicide
US3504081A (en) * 1967-09-13 1970-03-31 Technical Processing Inc Lubricants
US5556832A (en) * 1992-09-21 1996-09-17 Union Oil Company Of California Solids-free, essentially all-oil wellbore fluid
US5696058A (en) * 1992-09-21 1997-12-09 Union Oil Company Of California Solids-free, essentially all-oil wellbore fluid

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2854375A (en) * 1944-05-17 1958-09-30 Leon F Shackell Germicide
US2614963A (en) * 1951-01-10 1952-10-21 Kendall & Co Keratin exfoliative compositions
US2937971A (en) * 1952-06-24 1960-05-24 Leon F Shackell Germicide
US3504081A (en) * 1967-09-13 1970-03-31 Technical Processing Inc Lubricants
US5556832A (en) * 1992-09-21 1996-09-17 Union Oil Company Of California Solids-free, essentially all-oil wellbore fluid
US5696058A (en) * 1992-09-21 1997-12-09 Union Oil Company Of California Solids-free, essentially all-oil wellbore fluid
US5710111A (en) * 1992-09-21 1998-01-20 Union Oil Company Of California Solids-free wellbore fluid

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