US3271298A - Thermal cracking of paraffins to aromatics - Google Patents

Thermal cracking of paraffins to aromatics Download PDF

Info

Publication number
US3271298A
US3271298A US261878A US26187863A US3271298A US 3271298 A US3271298 A US 3271298A US 261878 A US261878 A US 261878A US 26187863 A US26187863 A US 26187863A US 3271298 A US3271298 A US 3271298A
Authority
US
United States
Prior art keywords
hydrocarbons
hydrocarbon
thermal cracking
aromatic hydrocarbons
aromatics
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
US261878A
Inventor
Clarence L Dulaney
Jr Marvin Lee Owens
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.)
Monsanto Co
Original Assignee
Monsanto 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
Application filed by Monsanto Co filed Critical Monsanto Co
Priority to US261878A priority Critical patent/US3271298A/en
Application granted granted Critical
Publication of US3271298A publication Critical patent/US3271298A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G9/00Thermal non-catalytic cracking, in the absence of hydrogen, of hydrocarbon oils
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms

Definitions

  • the present invention relates to a process for the thermal cracking of hydrocarbons. Further, the present invention relates to a process for the production of aromatic hydrocarbons. More particularly, the present invention relates to a process for the thermal cracking of paraffinic hydrocarbons to obtain a cracked product of increased aromatic hydrocarbon content.
  • the pressure usually is within the range of from atmospheric to 1000 p.s.i.g., but preferably within the rang of to 300 p.s.i.g.
  • an inert diluent preferably steam.
  • an inert diluent When an inert diluent is used it generally is used in an amount of 0.1 to 2.0 parts by weight of diluent per part by weight of hydrocarbon feed.
  • a diluent to hydrocarbon feed weight ratio of 0.2: l to 0.8 :1 is used in the present invention.
  • the cyclic hydrocarbons useful in promoting the formation of aromatic hydrocarbons in accordance with the present invention includes hydrocarbon substituted aromatic hydrocarbons, partially saturated cyclic hydrocar- States Patent bons and saturated cyclic hydrocarbons.
  • the hydrocarbon substituted aromatics include both monoand polynuclear aromatics.
  • Substituents to the aromatic nucleus may be aryl, alicyclic or acyclic and may be saturated or unsaturated.
  • the primary limitation on the substituent hydrocarbons is that there be at least one hydrogen atom attached to the substituent carbon adjacent the aromatic nucleus.
  • There may be any number of substituents to the aromatic nucleus such as in dialkylbenzenes, trialkylbenzenes and the like.
  • hydrocarbon substituted aromatic hydrocarbons are toluene,
  • mesitylenes l-methylnaphthalene, 1,2-dimethylnaphthalene, xylenes,
  • triethylbenzenes 1,3-dimethylphenanthrene, 1,2-di-n-propylbenzene, 1-phenyl-4-methylpentane, cyclopentylphenylmethane, 1-cyclopentyl-Z-phenylethane, diphenylmethane, 1,1-diphenylethane, 1-phenyI-Z-methylpropene-Z, l-methyl-S-(propen-2-yl)benzene and the like.
  • a preferred group of substituted aromatic hydrocarbons are the monoand di-alkyl substituted benzenes and naphthalenes in which the alkyl substituents have no greater than 10 carbon atoms.
  • These preferred hydrocarbon substituted aromatic hydrocarbons are illustrated by the following non-limiting examples: l-methylnaphthalene, toluene, cumene, Xylenes, isopropylbenzene, n-butylbenzene, dimethylnaphthalenes, dibutylbenzenes, methylethylbenzenes, dipropylbenzenes and the like.
  • the partially satua rated cyclic hydrocarbons are the cyclic hydrocarbons more saturated than aromatics, but yet not completely saturated and includes both mono-nuclear and poly-nuclear compounds.
  • the mono-nuclear cyclic hydrocarbons include the cycloolefins and cyclodiolefins.
  • Poly-nuclear cyclic hydrocarbons include the dicycloolefins and dicyclodiolefins, and the fused ring aromatics in which at least one ring is partially or completely saturated, i.e., tetralin and the like.
  • the partially saturated cyclic hydrocarbons are illustrated by the following non-limiting examples:
  • the preferred partially saturated cyclic hydrocarbons are the cyclodiolefins, cycloolefins and partially saturated dinuclear fused ring aromatics.
  • This preferred group of compounds include the following non-limiting examples: cyclohexene, cyclopentene, methylcyclopentene, methylcyclohexene, cyclopentadiene, methylcyclohexadiene, dimethylcyclohexene, Tetralin, indane, and the like.
  • Completely saturated cyclic hydrocarbons include the cycloparaffins, dicycloparaffins and the completely saturated fused ring cyclic hydrocarbons.
  • hydrocarbons are cyclopentane, cyclohexane, cycloheptane, methylcyclopentane, methylcyclohexane, decahydronaphthalene, methylbicyclodecane, ethylbicyclodecane, and the like.
  • the preferred hydrocarbons within this group are the cycloparafiins of 5 and 6 carbon atoms in the ring and having either no substituents or having aliphatic hydrocarbon substituents of 1 to 6 carbon atoms and the saturated di-nuclear fused ring cyclic hydrocarbons of 8 to 12 carbon atoms such as decahydronaphthalene, either unsubstituted or having alkyl substituents of 1 to 6 carbon atoms.
  • the amount of cyclic hydrocarbon useful in the present is within the range of approximately 0.1 to mol percent of the paraffin hydrocarbons in the feed. However, it is preferred that the amount of cyclic hydrocarbon be within the range of from approximately 0.5 to 5 mol percent of the paraflin hydrocarbons in the feed.
  • the feedstocks to the present process may contain as an impurity small amounts of hydrocarbon substituted aromatics, partially saturated cyclic-hydrocarbons or completely saturated cyclic hydrocarbons. 'If such is present in the feed initially, the amount of such material added to the thermal reaction zone is reduced proportionately.
  • the feedstocks which may be processed in accordance with the present invention are paraflinic fractions containing 20 to 100% by weight of parafiin hydrocarbons.
  • paraffin hydrocarbons is meant the non-cyclic saturated hydrocarbons.
  • the feedstock will be a paraflin fraction of 90 to 100% by weight parafiin hydrocarbons.
  • the paraflin hydrocarbons may be relatively low molecular weight liquids or high molecular weight waxy solids.
  • the paraffinic hydrocarbons will have at least 6 car-bon atoms and may be straightchain or branched-chain.
  • parafiinic hydrocarbons within the scope of the present invention are n-hexane, 2-methylpentane, 3- methylpentane, n-heptane, 2-methylhexane, 3-methylhexane, Z-ethylpentane, n-octane, Z-methylheptane, 2-ethylhexane, 3-methylheptane, 3-ethylhexane, n-nonane, 2,2- dimethylheptane, 2-methyl-4-ethylhexane, 3,3-diethylpentane, n-decane, and the like on up to and including nand iso-paraffins of 70 carbon atoms and higher.
  • the preferred parafiin hydrocarbons are those containing 6 to 40 carbon atoms and are either straight-chain or branched-chain.
  • the impurities may include any hydrocarbon such as paraffin hydrocarbons of less than 6 carbon atoms, olefins, aromatics, naphthenes and the like, as well as diluents and inert materials.
  • spaces velocities of 0.5 to 10 parts by volume of feed per part by volume of internal reaction space generally is used. However, it is preferred that the space velocity be Within the range of 2 to 6 parts by volume of paraffinic feed per part by volume of internal reaction space.
  • Example I The paraffinic feedstock used in this demonstration was 100% paralfinic hydrocarbons having a molecular weight range of about 60 to 700. This parafiinic feed was passed through 35 feet of inch stainless steel tubing at a rate of 4.4 pounds of feed per hour. The
  • parafiinic feed was passed into the reaction tube concurrently with steam in a ratio of 0.4 pound of steam per pound of feed.
  • Five mol percent of toluene was introduced concurrently with the paraffinic feed and steam.
  • the inlet temperature of the 35 foot reaction tube was approximately 450 C. and the exit temperature 602 C.
  • the pressure within the reaction tube was maintained at approximately 11.3 p.s.i.g. A conversion of 73.5% 'was obtained.
  • a C -C fraction was obtained from the cracked oil product by distillation. This fraction represented 14.5% of the total product and was found to contain 7.4% by weight of aromatic hydrocarbons. The percent of aromatic hydrocarbons was calculated on a toluene-free basis.
  • Example 11 Example I was substantially repeated with the exception that 5 mol percent of cumene was added and the feed rate was 4.6 pounds per hour. Conversion was approximately 76.4%. A C -C fraction was obtained from the cracked oil product by distillation. This fraction represented 11.0% by weight of the total cracked oil product and was found to contain 4.2% by wieght of aromatic hydrocarbons. The percent of aromatic hydrocarbons was calculated on a cumene-free basis.
  • Example 111 Example I was substantially repeated with the exception that 5 mol percent of Decalin was added and the feed rate was 4.7 pounds per hour. Conversion was approximately 77.5%. A C C fraction was obtained from the cracked oil product by distillation. This fraction represented 12.8% by weight of the total cracked oil product and was found to contain 4.37% by weight of aromatic hydrocarbons. The percent of aromatic hydrocarbons was calculated on a Decalin-free basis.
  • Example IV Example I was substantially repeated with the exception that no cyclic hydrocarbon was added. Conversion was approximately 73%. The cracked oil product was fractionated to obtain a C -C fraction. This fraction represented 9.2% by weight of the total cracked oil product and was found to contain 1.5% by weight of aromatic hydrocarbons.
  • the equipment which may be used in carrying out the present invention is not critical. Any conventional thermal cracking equipment may be used. It is only necessary that the equipment 'be such as to withstand the pressures and temperatures of the reactions and that the equipment follow good engineering principles.
  • a process for increasing the production of aromatic hydrocarbons from the thermal cracking of paraffin hydrocarbons which comprises adding 0.1 to 10 mol percent of a hydrocarbon selected from the group consisting of hydrocarbon substituted aromatic hydrocarbons, partially saturated cyclic hydrocarbons and saturated cyclic hydrocarbons to a noncatalytic thermal cracking zone concurrently with a paraffin hydrocarbon feed containing less than 1% of non-parafiin hydrocarbons, said cracking zone being maintained at a temperature of 400-900 C. and a pressure of atmospheric to 1000 p.s.1.g.
  • cyclic hydrocarbon is a hydrocarbon substituted aromatic hydrocarbon selected from the group consisting of monoalkylbenzenes, monoalkylnaphthalenes, dialkylbenz/enes, and dialkylnaphthalenes and is one having no greater than 10 carbon atoms in the hydrocarbon substituents.
  • cyclic hydrocarbon is a partially saturated cyclic hydrocarbon selected from the group consisting of cycloolefins, cyclodiolefins and partially saturated di-nuclear fused ring aromatics.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

3,271,298 THERMAL CRACKING F PARAFFINS T0 AROMATICS Clarence L. Dulaney and Marvin Lee Owens, Jr., Texas City, Tex., assignors to Monsanto Company, a corporation of Delaware N0 Drawing. Filed Feb. 28, 1963, Ser. No. 261,878
10 Claims. (Cl. 208-106) The present invention relates to a process for the thermal cracking of hydrocarbons. Further, the present invention relates to a process for the production of aromatic hydrocarbons. More particularly, the present invention relates to a process for the thermal cracking of paraffinic hydrocarbons to obtain a cracked product of increased aromatic hydrocarbon content.
Because of the relatively low economic value of paraffin hydrocarbons, there is a continuous search for methods whereby these hydrocarbons may be converted into more valuable materials. Among the more valuable materials which may be produced from parafiins are olefin and aromatic hydrocarbons. Thermal cracking of paraflin hydrocarbons is one of the well known and widely used processes whereby the paraffins are converted to more valuable olefinic hydrocarbons. In addition to the olefinic hydrocarbons, a very small amount of aromatic hydrocarbons are usually produced by the thermal cracking of paraffins. However, the amount of aromatic hydrocarbons produced is generally so small that the value of the cracked products is not enhanced despite the higher value of the aromatic hydrocarbons. Because of the high value of the aromatics, the greater the amount of such hydrocarbons which can be produced from the thermal cracking of parafiins the greater the value of the cracked prodnot.
It is an object of the present invention to provide a new and improved process for the thermal cracking of paraflin hydrocarbons. Another object of the present invention is to provide a process for the thermal cracking of paraflin hydrocarbons whereby the quantity of aromatic hydrocarbons produced is significantly increased. Still another object of the present invention is to provide a process for the production of aromatic hydrocarbons from paraifin hydrocarbons. Additional objects will become apparent from the following description of the invention herein disclosed.
In fufillment of these and other objects, it has been found that there is a substantial increase in the yield of aromatic hydrocarbons from the thermal cracking of paraffin hydrocarbons when a minor amount of a cyclic hydrocarbon, selected from the group consisting of hydrocarbon substituted aromatic hydrocarbons partially saturated cyclic hydrocarbons and saturated cyclic hydrocarbons, is added to the thermal cracking zone concurrently with a paraflin hydrocarbon feed. The thermal cracking may be carried out under any conditions of temperature and pressure conventional to such processes. Most often the temperature will be within the range of 400 to 900 C. with temperatures of from 500 to 800 C. being preferred. The pressure usually is within the range of from atmospheric to 1000 p.s.i.g., but preferably within the rang of to 300 p.s.i.g. Ordinarily, the thermal cracking of parafiin hydrocarbon is carried out in the presence of an inert diluent, preferably steam. When an inert diluent is used it generally is used in an amount of 0.1 to 2.0 parts by weight of diluent per part by weight of hydrocarbon feed. Preferably, a diluent to hydrocarbon feed weight ratio of 0.2: l to 0.8 :1 is used in the present invention.
The cyclic hydrocarbons useful in promoting the formation of aromatic hydrocarbons in accordance with the present invention includes hydrocarbon substituted aromatic hydrocarbons, partially saturated cyclic hydrocar- States Patent bons and saturated cyclic hydrocarbons. The hydrocarbon substituted aromatics include both monoand polynuclear aromatics. Substituents to the aromatic nucleus may be aryl, alicyclic or acyclic and may be saturated or unsaturated. The primary limitation on the substituent hydrocarbons is that there be at least one hydrogen atom attached to the substituent carbon adjacent the aromatic nucleus. There may be any number of substituents to the aromatic nucleus such as in dialkylbenzenes, trialkylbenzenes and the like. Several non-limiting examples of hydrocarbon substituted aromatic hydrocarbons are toluene,
cumene,
styrene,
n-butylbenzene,
mesitylenes, l-methylnaphthalene, 1,2-dimethylnaphthalene, xylenes,
triethylbenzenes, 1,3-dimethylphenanthrene, 1,2-di-n-propylbenzene, 1-phenyl-4-methylpentane, cyclopentylphenylmethane, 1-cyclopentyl-Z-phenylethane, diphenylmethane, 1,1-diphenylethane, 1-phenyI-Z-methylpropene-Z, l-methyl-S-(propen-2-yl)benzene and the like.
A preferred group of substituted aromatic hydrocarbons are the monoand di-alkyl substituted benzenes and naphthalenes in which the alkyl substituents have no greater than 10 carbon atoms. These preferred hydrocarbon substituted aromatic hydrocarbons are illustrated by the following non-limiting examples: l-methylnaphthalene, toluene, cumene, Xylenes, isopropylbenzene, n-butylbenzene, dimethylnaphthalenes, dibutylbenzenes, methylethylbenzenes, dipropylbenzenes and the like. The partially satua rated cyclic hydrocarbons, for the purposes of the present invention, are the cyclic hydrocarbons more saturated than aromatics, but yet not completely saturated and includes both mono-nuclear and poly-nuclear compounds. The mono-nuclear cyclic hydrocarbons include the cycloolefins and cyclodiolefins. Poly-nuclear cyclic hydrocarbons include the dicycloolefins and dicyclodiolefins, and the fused ring aromatics in which at least one ring is partially or completely saturated, i.e., tetralin and the like. The partially saturated cyclic hydrocarbons are illustrated by the following non-limiting examples:
The preferred partially saturated cyclic hydrocarbons are the cyclodiolefins, cycloolefins and partially saturated dinuclear fused ring aromatics. This preferred group of compounds include the following non-limiting examples: cyclohexene, cyclopentene, methylcyclopentene, methylcyclohexene, cyclopentadiene, methylcyclohexadiene, dimethylcyclohexene, Tetralin, indane, and the like. Completely saturated cyclic hydrocarbons include the cycloparaffins, dicycloparaffins and the completely saturated fused ring cyclic hydrocarbons. Several non-limiting examples of such hydrocarbons are cyclopentane, cyclohexane, cycloheptane, methylcyclopentane, methylcyclohexane, decahydronaphthalene, methylbicyclodecane, ethylbicyclodecane, and the like. The preferred hydrocarbons within this group are the cycloparafiins of 5 and 6 carbon atoms in the ring and having either no substituents or having aliphatic hydrocarbon substituents of 1 to 6 carbon atoms and the saturated di-nuclear fused ring cyclic hydrocarbons of 8 to 12 carbon atoms such as decahydronaphthalene, either unsubstituted or having alkyl substituents of 1 to 6 carbon atoms.
The amount of cyclic hydrocarbon useful in the present, in most instances, is within the range of approximately 0.1 to mol percent of the paraffin hydrocarbons in the feed. However, it is preferred that the amount of cyclic hydrocarbon be within the range of from approximately 0.5 to 5 mol percent of the paraflin hydrocarbons in the feed. In many instances, the feedstocks to the present process may contain as an impurity small amounts of hydrocarbon substituted aromatics, partially saturated cyclic-hydrocarbons or completely saturated cyclic hydrocarbons. 'If such is present in the feed initially, the amount of such material added to the thermal reaction zone is reduced proportionately.
The feedstocks which may be processed in accordance with the present invention are paraflinic fractions containing 20 to 100% by weight of parafiin hydrocarbons. By paraffin hydrocarbons is meant the non-cyclic saturated hydrocarbons. Preferably the feedstock will be a paraflin fraction of 90 to 100% by weight parafiin hydrocarbons. The paraflin hydrocarbons may be relatively low molecular weight liquids or high molecular weight waxy solids. Generally, the paraffinic hydrocarbons will have at least 6 car-bon atoms and may be straightchain or branched-chain. Several non-limiting examples of parafiinic hydrocarbons within the scope of the present invention are n-hexane, 2-methylpentane, 3- methylpentane, n-heptane, 2-methylhexane, 3-methylhexane, Z-ethylpentane, n-octane, Z-methylheptane, 2-ethylhexane, 3-methylheptane, 3-ethylhexane, n-nonane, 2,2- dimethylheptane, 2-methyl-4-ethylhexane, 3,3-diethylpentane, n-decane, and the like on up to and including nand iso-paraffins of 70 carbon atoms and higher. The preferred parafiin hydrocarbons are those containing 6 to 40 carbon atoms and are either straight-chain or branched-chain. In parafiin fractions containing less than 100% paraflin hydrocarbons, the impurities may include any hydrocarbon such as paraffin hydrocarbons of less than 6 carbon atoms, olefins, aromatics, naphthenes and the like, as well as diluents and inert materials.
In carrying out the practice of the present invention, spaces velocities of 0.5 to 10 parts by volume of feed per part by volume of internal reaction space generally is used. However, it is preferred that the space velocity be Within the range of 2 to 6 parts by volume of paraffinic feed per part by volume of internal reaction space.
In order to demonstrate the efficacy of the present invention, the following examples are presented.
Example I The paraffinic feedstock used in this demonstration was 100% paralfinic hydrocarbons having a molecular weight range of about 60 to 700. This parafiinic feed was passed through 35 feet of inch stainless steel tubing at a rate of 4.4 pounds of feed per hour. The
parafiinic feed was passed into the reaction tube concurrently with steam in a ratio of 0.4 pound of steam per pound of feed. Five mol percent of toluene was introduced concurrently with the paraffinic feed and steam. The inlet temperature of the 35 foot reaction tube was approximately 450 C. and the exit temperature 602 C. The pressure within the reaction tube was maintained at approximately 11.3 p.s.i.g. A conversion of 73.5% 'was obtained. A C -C fraction was obtained from the cracked oil product by distillation. This fraction represented 14.5% of the total product and was found to contain 7.4% by weight of aromatic hydrocarbons. The percent of aromatic hydrocarbons was calculated on a toluene-free basis.
Example 11 Example I was substantially repeated with the exception that 5 mol percent of cumene was added and the feed rate was 4.6 pounds per hour. Conversion was approximately 76.4%. A C -C fraction was obtained from the cracked oil product by distillation. This fraction represented 11.0% by weight of the total cracked oil product and was found to contain 4.2% by wieght of aromatic hydrocarbons. The percent of aromatic hydrocarbons was calculated on a cumene-free basis.
Example 111 Example I was substantially repeated with the exception that 5 mol percent of Decalin was added and the feed rate was 4.7 pounds per hour. Conversion was approximately 77.5%. A C C fraction was obtained from the cracked oil product by distillation. This fraction represented 12.8% by weight of the total cracked oil product and was found to contain 4.37% by weight of aromatic hydrocarbons. The percent of aromatic hydrocarbons was calculated on a Decalin-free basis.
Example IV Example I was substantially repeated with the exception that no cyclic hydrocarbon was added. Conversion was approximately 73%. The cracked oil product was fractionated to obtain a C -C fraction. This fraction represented 9.2% by weight of the total cracked oil product and was found to contain 1.5% by weight of aromatic hydrocarbons.
From the above examples, it is quite apparent that the present invention produces substantially increased yields of aromatic hydrocarbons. Further, it should be noted that in both instances in which cyclic hydrocarbons were added that significantly improved conversions of paraffinic hydrocarbons to cracked products were obtained.
The equipment which may be used in carrying out the present invention is not critical. Any conventional thermal cracking equipment may be used. It is only necessary that the equipment 'be such as to withstand the pressures and temperatures of the reactions and that the equipment follow good engineering principles.
What is claimed is:
1. A process for increasing the production of aromatic hydrocarbons from the thermal cracking of paraffin hydrocarbons which comprises adding 0.1 to 10 mol percent of a hydrocarbon selected from the group consisting of hydrocarbon substituted aromatic hydrocarbons, partially saturated cyclic hydrocarbons and saturated cyclic hydrocarbons to a noncatalytic thermal cracking zone concurrently with a paraffin hydrocarbon feed containing less than 1% of non-parafiin hydrocarbons, said cracking zone being maintained at a temperature of 400-900 C. and a pressure of atmospheric to 1000 p.s.1.g.
2. The process of claim 1 wherein the thermal cracking is carried out in the presence of an inert diluent.
3. The process of claim 1 wherein the parafiin hydrocarbons in the feed contain 6 to 40 carbon atoms.
4. The process of claim 2 wherein the inert diluent is present in an amount of from 0.1 to 2.0 parts by weight of diluent per part by weight of hydrocarbon feed.
5. The process of claim 2 wherein the inert diluent is steam.
6. The process of claim 1 wherein the thermal reaction zone is maintained Within the temperature range of from 500 to 800 C. and the pressure is maintained within the range of from 5 to 300 p.s.i.g.
7. The process of claim 1 wherein the amount of cyclic hydrocarbon added is approximately 0.5 to 5 mol percent of the paraffin hydrocarbons in the feed.
8. The process of claim 1 wherein the cyclic hydrocarbon is a hydrocarbon substituted aromatic hydrocarbon selected from the group consisting of monoalkylbenzenes, monoalkylnaphthalenes, dialkylbenz/enes, and dialkylnaphthalenes and is one having no greater than 10 carbon atoms in the hydrocarbon substituents.
9. The process of claim 1 wherein the cyclic hydrocarbon is a partially saturated cyclic hydrocarbon selected from the group consisting of cycloolefins, cyclodiolefins and partially saturated di-nuclear fused ring aromatics.
References Cited by the Examiner UNITED STATES PATENTS 6/ 1945 Dorsett et al. 208132 9/1958 Smith et al. 208-132 DELBERT E. GANTZ, Primary Examiner.
ALPHONSO D. SULLIVAN, Examiner.
H. LEVINE, Assistant Examiner.

Claims (1)

1. A PROCESS FOR INCREASING THE PRODUCTION OF AROMATIC HYDROCARBONS FROM THE THERMAL CRACKING OF PARAFFIN HYDROCARBONS WHICH COMPRISES ADDING 0.1 TO 10 MOL PERCENT OF A HYDROCARBON SELECTED FROM THE GROUP CONSISTING OF HYDROCARBON SUBSTITUTED AROMATIC HYDROCARBONS, PARTIALLY SATURATED CYCLIC HYDROCARBONS AND SATURATED CYCLIC HYDROCARBONS TO A NON-CATALYTIC THERMAL CRACKING ZONE CONCURRENTLY WITH A PARAFFIN HYDROCARBON FEED CONTAINING LESS THAN 1% OF NON-PARAFFIN HYDROCARBONS, SAID CRACKING ZONE BEING MAINTAINED AT A TEMPERATURE OF 400-900*C. AND A PRESSURE OF ATMOSPHERIC TO 1000 P.S.I.G.
US261878A 1963-02-28 1963-02-28 Thermal cracking of paraffins to aromatics Expired - Lifetime US3271298A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US261878A US3271298A (en) 1963-02-28 1963-02-28 Thermal cracking of paraffins to aromatics

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US261878A US3271298A (en) 1963-02-28 1963-02-28 Thermal cracking of paraffins to aromatics

Publications (1)

Publication Number Publication Date
US3271298A true US3271298A (en) 1966-09-06

Family

ID=22995268

Family Applications (1)

Application Number Title Priority Date Filing Date
US261878A Expired - Lifetime US3271298A (en) 1963-02-28 1963-02-28 Thermal cracking of paraffins to aromatics

Country Status (1)

Country Link
US (1) US3271298A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3714282A (en) * 1970-07-09 1973-01-30 Monsanto Co Production of propylene and aromatic compounds from liquid feed streams
US4520217A (en) * 1981-12-10 1985-05-28 Kinetics Technology International Corp. Pyrolysis of natural gas liquids to aromatic hydrocarbons using a hot recycled gas

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2378067A (en) * 1942-09-28 1945-06-12 Petroleum Conversion Corp Process of cracking petroleum
US2852440A (en) * 1954-06-24 1958-09-16 Exxon Research Engineering Co Production of aromatics and unsaturated hydrocarbons

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2378067A (en) * 1942-09-28 1945-06-12 Petroleum Conversion Corp Process of cracking petroleum
US2852440A (en) * 1954-06-24 1958-09-16 Exxon Research Engineering Co Production of aromatics and unsaturated hydrocarbons

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3714282A (en) * 1970-07-09 1973-01-30 Monsanto Co Production of propylene and aromatic compounds from liquid feed streams
US4520217A (en) * 1981-12-10 1985-05-28 Kinetics Technology International Corp. Pyrolysis of natural gas liquids to aromatic hydrocarbons using a hot recycled gas

Similar Documents

Publication Publication Date Title
US2381522A (en) Hydrocarbon conversion process
US3773845A (en) Catalytic conversion of saturated hydrocarbons to higher and lower molecular weight hydrocarbons
US3204007A (en) Dealkylation of alkyl aromatic compounds
US3296323A (en) Production of benzene
US3272879A (en) High energy fuels and methods
US2088598A (en) Manufacture of alkylated cyclic hydrocarbons
US3109038A (en) Catalytic alkylation of aromatics with paraffins
US3484499A (en) Catalytic disproportionation of paraffinic hydrocarbons
US2475358A (en) Hydrocarbon conversion
US2577788A (en) Concurrent dealkylation of aromatic hydrocarbons and dehydrogenation of naphthenic hydrocarbons
US3271298A (en) Thermal cracking of paraffins to aromatics
US2589621A (en) Mesitylene manufacture
US3265610A (en) Combined process for hydrocracking of hydrocarbons
US3373217A (en) Hydrogenolysis of sym-diphenylethane to ethylbenzene
US3538173A (en) C8-alkylaromatic isomerization process
US3784622A (en) Saturated hydrocarbon averaging
US3221071A (en) High energy fuels and methods
US3105351A (en) High energy fuel consisting of a mixture of bridged polycyclichydrocarbons and methods
US2296511A (en) Process for producing paraffinic oils
US3253049A (en) Production of mesitylene
US3221077A (en) Hydrocarbon conversion of paraffin hydrocarbons to produce olefins and recycling theolefin hydrocarbons containing less than 11 carbon atoms
US2303663A (en) Motor fuel manufacture
US3211635A (en) Production of olefins from paraffins and acetylenes
US2104424A (en) Manufacture of aromatic derivatives
US2333866A (en) Treatment of hydrocarbons