GB789777A - Improved plasticizer alcohols and esters - Google Patents

Improved plasticizer alcohols and esters

Info

Publication number
GB789777A
GB789777A GB5484/56A GB548456A GB789777A GB 789777 A GB789777 A GB 789777A GB 5484/56 A GB5484/56 A GB 5484/56A GB 548456 A GB548456 A GB 548456A GB 789777 A GB789777 A GB 789777A
Authority
GB
United Kingdom
Prior art keywords
olefines
fraction
product
diolefines
steam
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
GB5484/56A
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
Esso Research and Engineering 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 Exxon Research and Engineering Co, Esso Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of GB789777A publication Critical patent/GB789777A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/80Phthalic acid esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/16Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/10Esters; Ether-esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Alcohols are prepared by reacting an olefinic feed with carbon monoxide and hydrogen at elevated temperatures and pressures in the presence of a cobalt carbonylation catalyst to form an aldehydic reaction product which is hydrogenated to produce alcohols, the olefine feed being obtained by subjecting a petroleum fraction to a steam cracking treatment, separating from the steam-cracked product a naphtha fraction containing olefines with 6 to 8 carbon atoms per molecule together with di-olefines and tertiary olefines, polymerizing substantially all the diolefines and tertiary olefines of said naphtha fraction by the action of aluminium chloride or aluminium bromide as catalyst and separating by distillation the polymers so formed from the distillate which contains olefines with 6 to 8 carbon atoms per molecule. The tertiary olefines referred to are defined as those of formula RR1C=CH2 in which R and R1 are monovalent hydrocarbon radicals. The treatment with aluminium chloride may be carried out batchwise or continuously. In the example naphtha and higher boiling petroleum stocks are cracked at 538-816 DEG C. and 1-10 atmos. with steam or inert gas as diluent; a product boiling in the range 5-120 DEG C. and containing aliphatic olefines and diolefines, cyclo-, mono- and diolefines in addition to paraffins and aromatic compounds; the fraction is treated in a thermal soaker to dimerize selectively the cyclic dienes; the mixture of dimerized cyclic diolefines and unreacted hydrocarbons is distilled and a fraction containing aromatic hydrocarbons and C5-C8 olefines is separated; aluminium chloride is added to this fraction and the polymerization is stopped after 0.25 to 2 hours by the addition of a polar substance, such as water or alcohol, and a washing agent; the product is distilled and the overhead product, consisting essentially of mono-olefins, from which most of the Type III olefines have been removed, and of aromatics, is fractionated and an olefine fraction boiling in the range 57-71 DEG C. is separated; this fraction is mixed with cobalt naphthenate or oleate and treated with a mixture of hydrogen and carbon monoxide at elevated temperature and pressure; the liquid carbonylation product containing cobalt carbonyl in addition to the desired heptyl aldehydes is decobalted by heating under pressure and stripping with water, steam or hydrogen; the liquid aldehyde product is hydrogenated in the presence of a hydrogenation catalyst such as nickel, copper chromite or tungsten, nickel or molybdenum sulphide to give heptyl alcohol. The heptyl alcohol may be esterified by treating with an acid or anhydride, such as phthalic anhydride. The process is carried out similarly with fractions yielding octyl and nonyl alcohols which are converted to their phthalates.
GB5484/56A 1955-03-10 1956-02-22 Improved plasticizer alcohols and esters Expired GB789777A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US789777XA 1955-03-10 1955-03-10

Publications (1)

Publication Number Publication Date
GB789777A true GB789777A (en) 1958-01-29

Family

ID=22147351

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5484/56A Expired GB789777A (en) 1955-03-10 1956-02-22 Improved plasticizer alcohols and esters

Country Status (1)

Country Link
GB (1) GB789777A (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0278407A2 (en) * 1987-02-09 1988-08-17 Mitsubishi Chemical Corporation Alcohol mixture for plasticizer
US5189105A (en) * 1987-02-09 1993-02-23 Mitsubishi Chemical Industries Limited Alcohol mixture for plasticizer
US5414160A (en) * 1992-10-16 1995-05-09 Mitsubishi Kasei Corporation Method for dimerizing butenes, dimeric composition of butenes and method for producing alcohols by means thereof
US5446213A (en) * 1992-06-10 1995-08-29 Mitsubishi Kasei Corporation Dimerization method of lower olefins and alcohol production with dimerized products
EP1894913A1 (en) * 2006-08-21 2008-03-05 Desmet Ballestra Oleo s.p.a. Production of esters of fatty acids and lower alcohols
US7615241B2 (en) 2004-09-15 2009-11-10 De Smet Engineering N.V. Vapor scrubbing process and apparatus
US7670634B2 (en) 2003-08-06 2010-03-02 De Smet Engineering N.V. Method for vacuum stripping of oils and fats
US7696369B2 (en) 2004-08-06 2010-04-13 De Smet Engineering N.V. Oil Recuperation process
US7892335B2 (en) 2006-09-28 2011-02-22 N.V. Desmet Ballestra Engineering S.A. Phase transfer apparatus and process
US8142178B2 (en) 2007-08-01 2012-03-27 N.V. Desmet Ballestra Engineering S.A. Device for desolventising under reduced pressure
US8203014B2 (en) 2006-01-20 2012-06-19 N.V. De Smet Engineering S.A. Fractionation processes and devices for oils and fats

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0278407A3 (en) * 1987-02-09 1989-10-18 Mitsubishi Kasei Corporation Alcohol mixture for plasticizer
US5189105A (en) * 1987-02-09 1993-02-23 Mitsubishi Chemical Industries Limited Alcohol mixture for plasticizer
US5468419A (en) * 1987-02-09 1995-11-21 Mitsubishi Chemical Corporation Preparation of C9 alcohol mixture and plasticizer
EP0278407A2 (en) * 1987-02-09 1988-08-17 Mitsubishi Chemical Corporation Alcohol mixture for plasticizer
US5446213A (en) * 1992-06-10 1995-08-29 Mitsubishi Kasei Corporation Dimerization method of lower olefins and alcohol production with dimerized products
US5414160A (en) * 1992-10-16 1995-05-09 Mitsubishi Kasei Corporation Method for dimerizing butenes, dimeric composition of butenes and method for producing alcohols by means thereof
US7670634B2 (en) 2003-08-06 2010-03-02 De Smet Engineering N.V. Method for vacuum stripping of oils and fats
US7696369B2 (en) 2004-08-06 2010-04-13 De Smet Engineering N.V. Oil Recuperation process
US7615241B2 (en) 2004-09-15 2009-11-10 De Smet Engineering N.V. Vapor scrubbing process and apparatus
US8203014B2 (en) 2006-01-20 2012-06-19 N.V. De Smet Engineering S.A. Fractionation processes and devices for oils and fats
EP1894913A1 (en) * 2006-08-21 2008-03-05 Desmet Ballestra Oleo s.p.a. Production of esters of fatty acids and lower alcohols
US7892335B2 (en) 2006-09-28 2011-02-22 N.V. Desmet Ballestra Engineering S.A. Phase transfer apparatus and process
US8142178B2 (en) 2007-08-01 2012-03-27 N.V. Desmet Ballestra Engineering S.A. Device for desolventising under reduced pressure

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