US2357547A - Inhibitor for light burning oils - Google Patents

Inhibitor for light burning oils Download PDF

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US2357547A
US2357547A US416694A US41669441A US2357547A US 2357547 A US2357547 A US 2357547A US 416694 A US416694 A US 416694A US 41669441 A US41669441 A US 41669441A US 2357547 A US2357547 A US 2357547A
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naphtha
deposits
vapors
generators
burning
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US416694A
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Wayne A Proell
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Standard Oil Co
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Standard Oil 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
    • C10L1/18Organic compounds containing oxygen
    • C10L1/185Ethers; Acetals; Ketals; Aldehydes; Ketones
    • C10L1/1852Ethers; Acetals; Ketals; Orthoesters
    • 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
    • C10L1/185Ethers; Acetals; Ketals; Aldehydes; Ketones
    • C10L1/1857Aldehydes; Ketones
    • 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
    • C10L1/188Carboxylic acids; metal salts thereof
    • C10L1/189Carboxylic acids; metal salts thereof having at least one carboxyl group bound to an aromatic carbon atom
    • 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
    • C10L1/19Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • 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
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/23Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites
    • C10L1/231Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites nitro compounds; nitrates; nitrites

Definitions

  • the present invention relates to inhibitors for light burning oils used in small stoves or for lighting .purposes and referred to as stove and lighting naphthas. These naphthas ha've a boiling range within' the approximate range of 100 F. to 500F. and more typically a boiling point range of from about 130 F. to about 365 F.
  • a further object of the invention is to prov vide an improved stove and lighting naphtha which will cause -less carbon deposit and will eliminate the necessity for cleaning the stoves or lighting devices frequently. Further and more detailed objects of the present invention will become apparent as the description thereof proceeds.
  • Rf represents H ,or an alkyl group.
  • X represents one or' more radicals selected from the grop consisting of -O -CHO, -NO2, -COOR", OCOR, COR/ and -COOI-I radicals in which R represents an alkyl group and yn, is an integer from 1 to 3.
  • Those substituted phenols which have been found to be very effec'- tive, contain at least one activating side chain which appears to have the ability to increase the' activity of the phenolic OH in so far as the present invention is concerned.
  • alkoxy phenols such as guaiacol, creosol or alkoxy-phlorol and the like
  • salicylaldehyde alkyl salicylates, such as ethyl salicylate, salicylic acid, cresotic acids, nitrophenols, nitrocresols and beechwood creosote, which contains approximately 40% to 60% of various alkoxy phenols including guaiacol,
  • the inhibitor must .contain a free phenolic OH group which is activated by an oxygen-containing side chain.
  • phenols and substituted monoand dialkylated phenols such as the substituted cresols, xylenols,
  • the particular apparatus used in these tests is an instant lighting type of naphtha hot plate.
  • a 'tank of naphtha is maintained under 40 pounds .per square inch air pressure.
  • a valve controls admission of the naphtha to a generator.
  • the generator comprises a steel tube about 8" long and with a bore df 1A, terminated atA one end by inlet fittings and at the other end by-a nozzle and a seat for the valve.
  • the amounty of naphtha leaving the nozzle is controlled by the valve seat adjacent to the nozzle, so that the generator operates.
  • the naphtha vapors pass fromthe nozzle into a a pressure of about 40 pounds, and is always filled with naphtha and naphtha vapors.
  • a method of preventing carbonaceous deposits in generators for heating stove and lighting naphtha, said naphtha normally tending to form such deposits comprising adding to the naphtha a small amount of a compound having the formula ⁇ 1 wherein R represents hydrogen or an alkyl group,
  • R represents hydrogen or an alkyl group
  • X represents one or more radicals selected from the group consisting o! -OR", CHO, ⁇ -NO2, TCOOR", -OCOR., -COR” and -COOH radicals in which R represents an alkyl group and n is an integer from l to y3, then passing the naphtha in a confined stream through a heating zone to generate vapors foi' subsequent combustion and finally burning said vapors for producing heat or light.
  • a method of preventing carbonaceous deposits in generators for heating stove and lighting naphtha, saidnaphtha normally tending to form such deposits comprising adding to the naphtha a small amount of a compound having the formula (one. wherein R represents hydrogen or an alkyl group,
  • R' represents hydrogen or an alkyl group
  • R" represents an alkyl group
  • n is an integer 40 from 1 to 3
  • a method of preventing carbonaceousdeposits in generators for heating stove and lighting naphtha, said naphtha normally tending to form such deposits comprising adding to the naphtha a small amount 'of an alkyl salicylate, then passing the naptha in a conned stream through a heating zone to generate vapors for subsequent combustion and nally burning said vapors for producing heat or light.
  • Amethod of preventing carbonaceous deposits in generators for heating stove and iighting naphtha, said naphtha normally tending to form suchi ⁇ deposits comprising adding to the naphtha a small amount ofv ethyl salicylate, thenpassing the naphtha in a confined stream through a heating zone to generate vapors lfor subsequent combustion and finally burningfsaid vapors for producing heat or light.
  • a method of preventing carbona'ceous deposits in generators forheating stove and lighting vnaphtha, said naphtha normally tending to form such deposits comprising adding to the naphtha a small amount offguaiacol, then passing the naphtha in a confined stream through a heating zone to generate vapors for subsequent combustion and nally burning said vapors for 7@ producing heat-or light.
  • a method of preventing carbonaceous deposits in generators for heating stove and hghting naphtha, said naphtha normally tending to form such deposits comprising adding to the naphtha a small amount of a nitro-phenol, then passing the naphtha in a conned stream through a heating zone to generate vapors for subsequent combustion and finally burning said vapors for producing heat or light.
  • a method of preventing carbonaceous deposits in generators for heating stove and lighting naphtha said naphtha normally ⁇ tending to form such deposits, comprising adding to the naphtha a small amount of orthonitrophenol, then passing the naphtha in a coniined stream through a heating zone to generate vapors for subsequent combustion and finally burning said vapors for producing heat or light;
  • posits in generators for heating stove and light-y ing naphtha in a system which includes the steps o! passing said naphtha in a conned stream through a heating zone to generate vapors for subsequent combustion and then burning said vapors for producing heat, the improvement which comprises adding to the naphtha a smallA amount of a compound having the formula represents one or more radicals selected from the group consisting of -OR", -CHO, NOz. 'COOR", -OCOR”. OCOR" and COOH radicals in which R" represents an alkyl group and n is an integer from 1 to 3.
  • An improved method for,burning stove and lighting naphtha comprising passing a naphtha in a conned stream through a heating zone to generate vapors for subsequent combustion, said naphtha containing a compound having the formula R' represents hydrogen or an alkyl group, X

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  • 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)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Description

w. A PROELL i mannen Fon LIGHT BURNING omssep'w 5,1944.
'Filed Oct. 27, 1941A ,N NGRN Patented Sept. 1944l i Fica L mm'nrron Foa LIGHT BURNING ons Wayne A. Proell, Chicago, Ill., assignor to Standard Oil Company, Chicago, 111.-, a corporation of Indian Application October27, 1941, Serial No.416,694
9 Claims.
The present invention relates to inhibitors for light burning oils used in small stoves or for lighting .purposes and referred to as stove and lighting naphthas. These naphthas ha've a boiling range within' the approximate range of 100 F. to 500F. and more typically a boiling point range of from about 130 F. to about 365 F.
Many kinds of stovesand equipment for lighting purposes include generators wherein the naphtha is heated and-vaporized before burning takes place. These generators sometimes takethe forni of tubes or coils which may be heated by the flame itself or by any other source of heat to a temperature within the approximate range of 800 F. to 1200 F. In generators of this general type and. under these conditions the naphthas or light hydrocarbon liquids form carbonaceous deposits in the generato'r. It is believed that these deposits may be caused by cracking of the naphtha or possible by some reaction with oxygen dissolved in the naphtha. When these deposits form too rapidly the use of the stove or lighting devices are seriously'curtailed due to the necessity for frequent cleaning. It is therefore desirable to reduce or eliminate the formation of coke or other carbonaceousI materials in such genera-- tors.
It is an object of the present invention to provide an inhibitor for stove and lightingv naphtha to reduce the formation of carbonaceous material in the generators.
A further object of the invention is to prov vide an improved stove and lighting naphtha which will cause -less carbon deposit and will eliminate the necessity for cleaning the stoves or lighting devices frequently. Further and more detailed objects of the present invention will become apparent as the description thereof proceeds.
It has 4been found that certain substituted wherein R represents H or an alkyl group, Rf represents H ,or an alkyl group. X represents one or' more radicals selected from the grop consisting of -O -CHO, -NO2, -COOR", OCOR, COR/ and -COOI-I radicals in which R represents an alkyl group and yn, is an integer from 1 to 3. Those substituted phenols, which have been found to be very effec'- tive, contain at least one activating side chain which appears to have the ability to increase the' activity of the phenolic OH in so far as the present invention is concerned. In particular it has been found that the alkoxy phenols, such as guaiacol, creosol or alkoxy-phlorol and the like, salicylaldehyde, alkyl salicylates, such as ethyl salicylate, salicylic acid, cresotic acids, nitrophenols, nitrocresols and beechwood creosote, which contains approximately 40% to 60% of various alkoxy phenols including guaiacol,
greatly reduce generator deposits.
It has been found that the inhibitor must .contain a free phenolic OH group which is activated by an oxygen-containing side chain.
, Thus tests which were carried out with phenol,
phenols and substituted monoand dialkylated phenols such as the substituted cresols, xylenols,
ethyl phenols and the like, when added to the naphtha in small amounts, will inhibit the formation of coke and other carbonaceous material in the generator. Compounds of the abovetype which can be used in accordance with my invention have the .formula cresol and'2-nitro 2methyl propanol did not give good results. The last mentioned com- -pound contains a nitro group and an OH group in the same spacial. relationship as in orthonitrophenol but the results obtained were unsatisfactory. Also,orthocresol, which differs from guaiacol only in the presence of an oxygen atom in the side chain, was not as satisfactory as the other substituted phenols' mentioned above. While the ortho-substituted phenols appear to give the best results. the para compounds and meta compounds 'can also be used effectively.A
- Compounds ofthe above-mentioned type have f been tested according to the following procedure. The particular apparatus used in these tests is an instant lighting type of naphtha hot plate. In this apparatus, a 'tank of naphtha is maintained under 40 pounds .per square inch air pressure. A valve controls admission of the naphtha to a generator.` The generator comprises a steel tube about 8" long and with a bore df 1A, terminated atA one end by inlet fittings and at the other end by-a nozzle and a seat for the valve. In operation, the amounty of naphtha leaving the nozzle is controlled by the valve seat adjacent to the nozzle, so that the generator operates. under The naphtha vapors pass fromthe nozzle into a a pressure of about 40 pounds, and is always filled with naphtha and naphtha vapors.
, appended claims.
1y mixed with air, and from there pass into the burners proper. One burner is immediately beneath the generator itself and supplies the heat required by the generator to vaporize and superheat thel naphtha. .In the particular apparatus used (a Montgomery Ward 1939 model hot plate), it was foundvthat carbonaceous deposits accumulated in the generator, and that if these deposits exceeded 0.20 gram per 8 hour test run of 0.8 gallon of fuel, the fuel was unsatisfactory in that commercial use'of the fuel would' lead to many ycomplaints from consumers. 1f the fuel gave a deposit of less than 0.20 gram in the above test, however, the'fuel would perform satisfactorily in commercial use, even with prolonged runs. It is evident that the a-bove critical limit of 0.20 gram will be different with different sizes of generators, but for test purposes the limit enables one to distinguish rapidly between poor and good fuel naphthas. Naphthas produced commercially, even though gum free and well refined, commonly showgenerator deposits'from 0.22 gram to 0.40 gram. A naphtha giving a deposit of 0.4 gram caused such extensive plugging as to necessitate cleaning the generator after operating 2-3 hours, while naphthas showing 0.1 gram deposit rendered it unneces` sary to clean thegenerator even after 48 hours of continuous burning.
The data obtained with the above apparatus is presented in the table which follows and in the accompanying drawing which forms a part of the present specication.
Tab-le Naphtha Gra wood creosoto 1+0.05 n gualarol +0.05 n ortho-nitrophenol.`
l l+0.05% meta-nitrophenol It will be noted from the data appearing above that the substituted phenol compounds containing oxygen in the -side chain when added to a naphtha. in quantities of from about 0.01% to about 0.05% have a remarkable effect in reducing carbon vdeposits in generators.
The data also show that when about 0.01% of a substituted phenol compound according to the present invention is added to a naphtha the carbon deposit is reduced by about 50%,. Increased amounts up to about 0.5% of thevadditive'will reduce the carbon deposits still further.
It will be obvious to one skilled in the art that various modications may be vmade without departing from the spirit of the invention. 4 While theV foregoing invention has been' described with reference to various specific examples, these examples are not to be construed as limitations.A The scope of the present invention is to be determined solely by the scope of the Although certain theories regarding the formation of the ,deposits` and the action of the inhibitors arestated hereinbefore it must be recognized that these theories are not binding and that the invention is not limited h'alcby. I
CaSZSSESSS I claim;
1. A method of preventing carbonaceous deposits in generators for heating stove and lighting naphtha, said naphtha normally tending to form such deposits, comprising adding to the naphtha a small amount of a compound having the formula `1 wherein R represents hydrogen or an alkyl group,
Lals
R represents hydrogen or an alkyl group, X represents one or more radicals selected from the group consisting o! -OR", CHO,` -NO2, TCOOR", -OCOR., -COR" and -COOH radicals in which R represents an alkyl group and n is an integer from l to y3, then passing the naphtha in a confined stream through a heating zone to generate vapors foi' subsequent combustion and finally burning said vapors for producing heat or light.
2. A method of preventing carbonaceous deposits in generators for heating stove and lighting naphtha, saidnaphtha normally tending to form such deposits, comprising adding to the naphtha a small amount of a compound having the formula (one. wherein R represents hydrogen or an alkyl group,
R' represents hydrogen or an alkyl group, R" represents an alkyl group and n is an integer 40 from 1 to 3, then passing the naphtha in a conned stream th'rough a heating zone to generate vapors for subsequent combustion and finally burning said vapors for producing heat or light.
3. A method of preventing carbonaceousdeposits in generators for heating stove and lighting naphtha, said naphtha normally tending to form such deposits, comprising adding to the naphtha a small amount 'of an alkyl salicylate, then passing the naptha in a conned stream through a heating zone to generate vapors for subsequent combustion and nally burning said vapors for producing heat or light.
s 4. Amethod of preventing carbonaceous deposits in generators for heating stove and iighting naphtha, said naphtha normally tending to form suchi` deposits, comprising adding to the naphtha a small amount ofv ethyl salicylate, thenpassing the naphtha in a confined stream through a heating zone to generate vapors lfor subsequent combustion and finally burningfsaid vapors for producing heat or light.
5. A method of preventing carbona'ceous deposits in generators forheating stove and lighting vnaphtha, said naphtha normally tending to form such deposits, comprising adding to the naphtha a small amount offguaiacol, then passing the naphtha in a confined stream through a heating zone to generate vapors for subsequent combustion and nally burning said vapors for 7@ producing heat-or light.
6. A method of preventing carbonaceous deposits in generators for heating stove and hghting naphtha, said naphtha normally tending to form such deposits, comprising adding to the naphtha a small amount of a nitro-phenol, then passing the naphtha in a conned stream through a heating zone to generate vapors for subsequent combustion and finally burning said vapors for producing heat or light.
7. A method of preventing carbonaceous deposits in generators for heating stove and lighting naphtha, said naphtha normally `tending to form such deposits, comprising adding to the naphtha a small amount of orthonitrophenol, then passing the naphtha in a coniined stream through a heating zone to generate vapors for subsequent combustion and finally burning said vapors for producing heat or light;
8. A method of preventing carbonaceous de,
posits in generators for heating stove and light-y ing naphtha in a system which includes the steps o! passing said naphtha in a conned stream through a heating zone to generate vapors for subsequent combustion and then burning said vapors for producing heat, the improvement which comprises adding to the naphtha a smallA amount of a compound having the formula represents one or more radicals selected from the group consisting of -OR", -CHO, NOz. 'COOR", -OCOR". OCOR" and COOH radicals in which R" represents an alkyl group and n is an integer from 1 to 3.
9. An improved method for,burning stove and lighting naphtha comprising passing a naphtha in a conned stream through a heating zone to generate vapors for subsequent combustion, said naphtha containing a compound having the formula R' represents hydrogen or an alkyl group, X
represents one or more radicals selected from the group consisting of -OR.", CHQ -NO2,
-COOR", -OCOR". -COR" and COOH radicals in which R" represents an alkyl group and n is an integer from 1 to 3, and then burning said vapors for producing heat or light, the presence of said compound greatly reducing the carhonaceous deposits which would normally tend to form in said heating zone.
` WAYNE Al'PRoELL.
US416694A 1941-10-27 1941-10-27 Inhibitor for light burning oils Expired - Lifetime US2357547A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3094472A (en) * 1960-02-17 1963-06-18 Cities Service Res & Dev Co Irradiation of hydrocarbon oils
US3116305A (en) * 1960-02-18 1963-12-31 Shell Oil Co Hydroxybenzyl esters

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3094472A (en) * 1960-02-17 1963-06-18 Cities Service Res & Dev Co Irradiation of hydrocarbon oils
US3116305A (en) * 1960-02-18 1963-12-31 Shell Oil Co Hydroxybenzyl esters

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