Petroleum Refining Processes and Chemistry

Crude Oil Composition

– 84% C, 14% H, <1% others (N, O, metals)

– Paraffinic/naphthenic/aromatic

– Higher API, lighter crude, low specific gravity, usually rich in paraffins

– More sulfur, sour, less sweet

– Sulfur undesirable, hard to remove in thio/benzothiophenes

– More polycyclic aromatics, heavy, less useful product, PNA -> coke

– Asphaltenes clog up well/lines, resins too

Constituents of Natural Gas (>85% Methane), Dissolved/Associated

– Associated has more easily liquefied components

World Energy Consumption (Oil > NG > Coal > Nuclear > Hydro)

1 barrel = 160L, H/C ratio: Coal < 1, crude = 2, gas > 1

1 ton coal (30GJ), oil (45GJ), gas (55GJ)

Mass energy density, H2 >> methane > rest

Calorific value propane highest, H2 lowest

Flash Point and Vapor Pressure

FP: Lowest temperature to form ignitable mixture (D>62C, JF >38C)

VP: Pressure exerted by vapor, high VP = volatile

Solvent Extraction (BTX), Benzene/Toluene/Xylenes

Naphtha -> catalytic reforming -> Solvent extraction get BTX

Toluene -> hydro-dealkylation -> benzene

Naphtha Gas oil -> cracking for lower alkenes -> pyrolysis gasoline -> hydrogenation and extraction -> BTX higher aromatics

Units: bcm, Mtoe, TW, KWh

1 bcm = 0.9 Mtoe = 1.0467 * 10^10 KWH = 10.467 TW

Thermal Cracking Units and Operations (Crude Oil and NG)

Crude -> refinery -> 1. ethane/propane, 2. butane, 3. naphtha

  1. Steam cracking -> ethene/propene
  2. Dehydrogenation -> butadiene
  3. Steam cracking -> ethene/propene/butenes/butadienes

NG -> separation -> 1. ethane/propane 2. butane 3. condensate

Solvent Extraction (Propane Deasphalting)

– Reduce coke tendencies by removing “asphaltenic” materials, propane solvent, asphalt residue sent to thermal processes (visbreaking, delayed coking, flexicoking)

Main Thermal Cracking Mechanisms

– Break petroleum into molecules and introducing functional groups like olefin for chemical reactions

– Steam cracking: cracked into molecules with double bonds to form H2

Carbenium Formation

Ionization -> addition to pi bond -> organic halide and lewis acid catalyst -> hydrogen abstraction at lewis acid site -> SN1 mechanism -> acid-catalyzed dehydration -> formation of carbonium

Free Radical Reaction: Initiation, Addition, Chain Transfer, Termination

Catalytic Cracking in Fluidized Bed Catalytic (FCC) Reactor

Objective of Catalytic Reforming

– To convert heavy naphtha into high-octane reformate and produce H2, product is low in sulfur and blending for gasoline

Alkylation Unit

Combining, Catalytic, unite olefins & isoparaffins, Feed: tower isobutane/cracker olefin. Product: Iso-octane (alkylate)

Zeolite Catalyst (Aperture/Acidic Sites)

– Various pore size (4-13A), size of ring (4-18 T-atoms) determine pore aperture

– Larger Si/Al ratio more acidic, decrease unit cell parameters, window size, number of cations, free space, increase hydrophobicity

Aim of Desalting

– Remove water, inorganic salts, suspended solids, water-soluble metals from crude oil

Atmospheric Distillation Fraction (From Low Temp/C)

Refinery gas, petrol, naphtha, kerosene, diesel oil, residue (ships/lube/road)

Vacuum Distillation

– Low P to prevent thermal cracking (15-30mmHg)

Residuals from atmospheric tower, separated into gas oil (catalytic cracker), lubricants (hydrotreating/solvent), residual (deasphalter/visbreaker/coker)

Cycling Reflux

– To preheat crude (driving force), and remove heat from column

Flash Drum

– A vapor-liquid separator

Stripper

– Remove component from liquid by a vapor

Trickle/Fluidized Bed Reactors

Trickle: Suitable since evaporation not possible, L (heavy HC part) and G (H2, evap) flow downward cocurrently

Fluidized bed: G and L flow up and keep catalyst particles in suspension, solve catalyst deactivation since can swap

Poisoning/Rejuvenation of Catalyst

– Accumulation of metals in feedstock on catalyst (pore plugging)

– HYCON process to replace catalyst, or catalytic hydrogenation

Venturi Scrubber

– To remove dust/coke from gas stream

Hydrotreating (HT) Process Objectives

– Remove heteroatoms (S, N, O), metals & aromatics by hydrogenation

Weight Hourly Space Velocity (WHSV = Mass flow/Catalyst Mass)

Hydrocracking (HC System)

Reaction: 1. Hydrogenation, dehydrogenation (metal) 2. Protonation, Cracking (C-C), isomerisation (acid) via carbenium ions

Catalyst: Bifunctional metal / zeolite (NiMo(W)S or Pt, Ni on USY/ZSM-5)

Octane/Cetane Ratings and Hydrocarbon Structures

– Higher octane number, more fuel compression before igniting, high octane rating fuel for high compression ratio engine

– Compression raises P/T of air-fuel mixture, heptane ON is 0 (BP 371), 2,3,3-trimethylpentane is 100 (BP 372)

– Low octane number but high cetane ideal for diesel because they do not compress fuel but rather air

Cetane Number

– Measure of combustion quality under compression

– The time between injection of fuel into the combustion chamber and the start of combustion of fuel charge

B-Scission of Carbenium Species

– Alkyl-substituted cycloparaffins decompose by means of scission of alkyl chain to produce an olefin and a methyl/ethyl cyclohexane