GB868566A - Cracking of olefins - Google Patents

Cracking of olefins

Info

Publication number
GB868566A
GB868566A GB323160A GB323160A GB868566A GB 868566 A GB868566 A GB 868566A GB 323160 A GB323160 A GB 323160A GB 323160 A GB323160 A GB 323160A GB 868566 A GB868566 A GB 868566A
Authority
GB
United Kingdom
Prior art keywords
bromide
olefins
olefin
bromine
methylbutene
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
Application number
GB323160A
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.)
Goodyear Tire and Rubber Co
Original Assignee
Goodyear Tire and Rubber 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 Goodyear Tire and Rubber Co filed Critical Goodyear Tire and Rubber Co
Publication of GB868566A publication Critical patent/GB868566A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
    • C07C4/08—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule
    • C07C4/10—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from acyclic hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
    • C07C4/02—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by cracking a single hydrocarbon or a mixture of individually defined hydrocarbons or a normally gaseous hydrocarbon fraction
    • C07C4/06—Catalytic processes
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING 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
    • C10G9/00—Thermal non-catalytic cracking, in the absence of hydrogen, of hydrocarbon oils
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/08—Halides

Landscapes

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

Abstract

Olefins are cracked in the presence of bromine to give mixtures of either a diolefin and a paraffin or two new olefins; the cracking occurs at a position beta to the double bond. A diluent may be present, e.g. steam, carbon dioxide, nitrogen, hydrogen paraffins or C2-C4 olefins in amounts of 0,5-15 mols per mol of olefin. Bromine or a bromine producing compound, e.g. ethyl bromide, 2-bromopropene, n-butyl bromide, n-propyl bromide, a -bromotoluene, bromobenzene, bromochloromethane, 1,2-dibromoethane, hydrogen bromide or ammonium bromide, is added in an amount to provide 0,5-50% mol based on the olefin and may be introduced dissolved in the olefin or water when steam is used as the diluent. Temperature may be 300-1000 DEG C., pressure 10 mm. Hg to 500 p.s.i.g., and cracking times of 0,001-3 seconds corresponding to GHSV of 3,600,000-1,200. The production of isoprene from 2- and 3-methylpentene-2 is exemplified and lists of materials are given for the production respectively of 2-, 3- and 4-methylpentadiene-1,3, 2,3-dimethylbutadiene-1,3, 2-ethylbutadiene-1,3, butadiene, isoprene, piperylenes, propylene, isobutylene, butene-1 and -2, 2-and 3-methylbutene-1 and 2-methylbutene-2, pentene-1 or 2, and 2,3-dimethylbutene-1 or -2.
GB323160A 1959-03-30 1960-01-29 Cracking of olefins Expired GB868566A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US80263359A 1959-03-30 1959-03-30

Publications (1)

Publication Number Publication Date
GB868566A true GB868566A (en) 1961-05-17

Family

ID=25184274

Family Applications (1)

Application Number Title Priority Date Filing Date
GB323160A Expired GB868566A (en) 1959-03-30 1960-01-29 Cracking of olefins

Country Status (3)

Country Link
CH (1) CH399435A (en)
DE (1) DE1418854B1 (en)
GB (1) GB868566A (en)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3206520A (en) * 1961-12-05 1965-09-14 Sinclair Research Inc Production of isoprene
US3209048A (en) * 1961-01-11 1965-09-28 Sinclair Research Inc Production of isoprene
US3238270A (en) * 1961-12-15 1966-03-01 Sinclair Research Inc Production of isoprene
US3247271A (en) * 1963-09-13 1966-04-19 Socony Mobil Oil Co Inc Method of producing dienes and aromatics
US3287437A (en) * 1965-04-19 1966-11-22 Goodyear Tire & Rubber Cracking promoters
US3297775A (en) * 1962-09-18 1967-01-10 Petro Tex Chem Corp Production of isoprene
US3305598A (en) * 1962-07-27 1967-02-21 Monsanto Co Thermal polymerization in the presence of a halogen
US3306947A (en) * 1962-09-18 1967-02-28 Petro Tex Chem Corp Isoprene production from 2-methylpentene-2
US3315004A (en) * 1963-03-06 1967-04-18 Nat Lead Co Process for cracking propylene and isobutylene in the presence of hbr
US3327000A (en) * 1961-03-14 1967-06-20 Sinclair Research Inc Production of isoprene
US3388183A (en) * 1964-09-24 1968-06-11 Goodyear Tire & Rubber Olefin pyrolysis process promoted with mixtures of bromine and aromatic hydrocarbons
US20160130197A1 (en) * 2014-11-12 2016-05-12 King Fahd University Of Petroleum And Minerals Processes and catalysts for production of light olefins

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1188507A (en) * 1956-07-30 1959-09-23 Bataafsche Petroleum Dehydrogenation process

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3209048A (en) * 1961-01-11 1965-09-28 Sinclair Research Inc Production of isoprene
US3327000A (en) * 1961-03-14 1967-06-20 Sinclair Research Inc Production of isoprene
US3206520A (en) * 1961-12-05 1965-09-14 Sinclair Research Inc Production of isoprene
US3238270A (en) * 1961-12-15 1966-03-01 Sinclair Research Inc Production of isoprene
US3305598A (en) * 1962-07-27 1967-02-21 Monsanto Co Thermal polymerization in the presence of a halogen
US3297775A (en) * 1962-09-18 1967-01-10 Petro Tex Chem Corp Production of isoprene
US3306947A (en) * 1962-09-18 1967-02-28 Petro Tex Chem Corp Isoprene production from 2-methylpentene-2
US3315004A (en) * 1963-03-06 1967-04-18 Nat Lead Co Process for cracking propylene and isobutylene in the presence of hbr
US3247271A (en) * 1963-09-13 1966-04-19 Socony Mobil Oil Co Inc Method of producing dienes and aromatics
US3388183A (en) * 1964-09-24 1968-06-11 Goodyear Tire & Rubber Olefin pyrolysis process promoted with mixtures of bromine and aromatic hydrocarbons
US3287437A (en) * 1965-04-19 1966-11-22 Goodyear Tire & Rubber Cracking promoters
US20160130197A1 (en) * 2014-11-12 2016-05-12 King Fahd University Of Petroleum And Minerals Processes and catalysts for production of light olefins
US9656928B2 (en) * 2014-11-12 2017-05-23 King Fahd University Of Petroleum And Minerals Processes and catalysts for production of light olefins
US9783465B1 (en) 2014-11-12 2017-10-10 King Fahd University Of Petroleum And Minerals Process for forming ethylene and propylene by hydrocracking
US9783464B2 (en) 2014-11-12 2017-10-10 King Fahd University Of Petroleum And Minerals Catalytic hydrocracking of light olefins

Also Published As

Publication number Publication date
CH399435A (en) 1965-09-30
DE1418854B1 (en) 1970-10-01

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