O-alkylation of phenols for upgrading of coal-derived liquids; 1: Reaction of Phenols with Branched Olefins

Journal Article · Mon Aug 01 00:00:00 EDT 1983 · Ind. Eng. Chem. Fundam.; (United States)

DOI:https://doi.org/10.1021/i100011a010· OSTI ID:5575207

Gould, K A; Long, R B

Model phenolic compounds as well as coal-derived phenols were found to be readily etherified by reaction with 2-methyl-2-butene and an acid catalyst. The reaction is equilibrium limited with formation of ethers being favored at low temperatures and high olefin concentrations. Ring alkylation can be minimized by employing mild reaction conditions. Various acids were employed and 40% sulfuric acid in methanol was found to be superior to 40% sulfuric acid in water, especially at high olefin concentrations. The acid/methanol solutions were also found to be quite useful for extraction of phenols from coal naphtha. Increased steric bulk in the vicinity of the phenolic hydroxyl group was observed to retard etherification.

• Research Organization: Corporate Research Science Laboratories, Exxon Research and Engineering Company, Linden, New Jersey 07036
• OSTI ID: 5575207
• Journal Information: Ind. Eng. Chem. Fundam.; (United States), Vol. 22:3
• Country of Publication: United States
• Language: English

Related Subjects

01 COAL, LIGNITE, AND PEAT
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ALKENES
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
COAL LIQUIDS
BY-PRODUCTS
PHENOLS
ALKYLATION
SOLVENT EXTRACTION
AQUEOUS SOLUTIONS
CATALYSIS
COAL LIQUEFACTION
ETHERS
METHANOL
PROCESS SOLUTIONS
SULFURIC ACID
ALCOHOLS
AROMATICS
DISPERSIONS
EXTRACTION
FLUIDS
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
INORGANIC ACIDS
KINETICS
LIQUEFACTION
LIQUIDS
MIXTURES
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
REACTION KINETICS
SEPARATION PROCESSES
SOLUTIONS
THERMOCHEMICAL PROCESSES
010405* - Coal
Lignite
& Peat- Hydrogenation & Liquefaction
400301 - Organic Chemistry- Chemical & Physicochemical Properties- (-1987)