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Luyben: Distillation Design and Control Using ASPEN Simulation
ASPEN SimulationScenarios-Based Tutorial – 4
Toluene Hydrodealkylation Process
Cheng-Liang Chen
PSELABORATORY
Department of Chemical EngineeringNational TAIWAN University
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Chen CL 1
OutlinePart 1:
➢ Start-up ASPEN Plus
➢ Physical Properties of Pure Components (Benzene and Toulene)
➢ Binary Vapor-Liquid Equilibrium (Benzene and Toulene)
Part 2:
➢ Distillation Short-cut Design: DSTWU (Benzene and Toulene)
➢ Rigorous Distillation Simulator: RadFrac
☞ Ex: Benzene and Toluene Separation☞ Ex: Propane and iso-Butane Separation
Part 3:➢ Simulation of Multicomponent Nonideal Systems
☞ Ex: Methyl Acetate / Methanol / Water☞ Ex: Ethanol Dehydration☞ Ex: Heat-integrated Columns (Methanol / Water)
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Chen CL 2
Part 4:
Plant-wide Process SimulationToluene Hydrodealkylation Process
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Chen CL 3
Block Flow Process DiagramA Block Flow Diagram (BFD) Drawn for A Single Process
Production of Benzene via the Hydrodealkylation of Toluene
C7H8 + H2 −→ C6H6 + CH4
Compound BP (oC)
Hydrogen H2 −253
Methane CH4 −164
Benzene 80.1
Toluene 110.6
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Chen CL 4
Block Flow Process DiagramA Block Flow Diagram (BFD) Drawn for A Single Process
Production of Benzene via the Hydrodealkylation of Toluene
C7H8 + H2 −→ C6H6 + CH4
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Chen CL 5
Block Flow Process DiagramA Block Flow Diagram (BFD) Drawn for A Single Process
Production of Benzene via the Hydrodealkylation of Toluene
C7H8 + H2 −→ C6H6 + CH4
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Chen CL 6
BFDA Block Flow Diagram (BFD) Drawn for A Single Process
Production of Benzene via the Hydrodealkylation of Toluene
C7H8 + H2 −→ C6H6 + CH4
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Chen CL 7
BFD ⇒ Skeleton PFDA Skeleton Process Flow Diagram Drawn for A Single Process
Production of Benzene via the Hydrodealkylation of Toluene
C7H8 + H2 −→ C6H6 + CH4
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Chen CL 8
BFD ⇒ Skeleton PFD ⇒ PFDA Process Flow Diagram (PFD) Drawn for A Single Process
Production of Benzene via the Hydrodealkylation of Toluene
C7H8 + H2 −→ C6H6 + CH4
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Chen CL 9
BFD ⇒ Skeleton PFD ⇒ PFDFlowsheet Structure Used in Simulation
Production of Benzene via the Hydrodealkylation of Toluene
C7H8 + H2 −→ C6H6 + CH4
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Chen CL 10
Required Input Data for Simulation ofToluene Hydrodealkylation Process
Equip. Simulator I/O Streams RequiredNum. Equip. No In.s Out.s Input
TK-101 mixer m-1 1 11 90 - P drop = 0 barP-101 pump p-1 90 - 2 - Outlet P = 27.0 barE-101 hexch e-1 92 - 4 - Out V frac. = 1.0H-101 heater h-1 4 - 6 - Out temp = 600oCR-101 stoic react r-1 93 - 9 - Conv of toluene = 0.75E-102 flash f-1 9 - 8 94 T=38oC; P = 23.9 barV-101 flash f-1 9 - 8 94 No input req. since
vessel is associated withflash operation.
V-103 flash f-2 94 - 17 18 T=38oC; P=2.8 barE-103 hexch e-2 18 - 10 - Outlet T= 90oCT-101 shortcut t-1 10 - 19 11 Recovery in top product
tower benzene=0.99; toluene=0.01R/Rmin = 1.5; dP = 0.3 bar
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Chen CL 11
Required Input Data for Simulation ofToluene Hydrodealkylation Process
C7H8 + H2 −→ C6H6 + CH4
Equilibrium and Reaction Kinetics DataNo side reactions; Reaction is kinetically controlled
Equilibrium Constant (T in units of K)
ln (Kp) = 13.51 +5037T− 2.073 ln(T ) + 3.499× 10−4T + 4.173× 10−8T 2 +
3017T 2
Kp = 265 at reaction condition of 600oC (873K)
Heat of Reaction
∆Hrx = −37190− 17.24T + 29.09× 10−4T 2 + 0.6939× 10−6T 3 +50160
T
kJ
kmole
∆Hrx = −49500kJ
kmole
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Chen CL 12
Required Input Data for Simulation ofToluene Hydrodealkylation Process
Equip. Simulator I/O Streams RequiredNum. Equip. No In.s Out.s InputE-104 shortcut t-1 10 - 19 11 Included inE-106 tower t-1 10 - 19 11 tower simulationV-102 t-1 10 - 19 11 Not requiredP-102 shortcut t-1 10 - 19 11 in simulationE-105 hexch e-3 95 - 15 - Outlet T= 38oCC-101 compr c-1 97 - 98 - Outlet P=25.5 bar
mixer m-2 3 5 91 - Pressure drop = 0 barmixer m-3 2 91 92 - Pressure drop = 0 barmixer m-4 6 7 93 - Pressure drop = 0 barmixer m-5 17 96 99 - Pressure drop = 0 barmixer m-6 99 100 16 - Pressure drop = 0 barsplitter s-1 8 - 97 96 Pressure drop = 0 barsplitter s-2 98 - 5 7 Pressure drop = 0 barsplitter s-3 19 - 100 95 Pressure drop = 0 bar
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Chen CL 13
Feed Stream Properties andEstimates of Recycle Streams
Stream 1 Stream 3 Stream 11 Stream 5 Stream 7
Temperature (oC) 25.0 25.0 150.0 50.0 50.0
Pressure (bar) 1.9 25.5 2.8 25.5 25.5
Hydrogen (kmol/h) - 286.0 - 200.0 20.0
Methane (kmol/h) - 15.0 - 200.0 20.0
Benzene (kmol/h) - - - - -
Toluene (kmol/h) 108.7 - 30.0 - -
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Chen CL 14
The summary table for the Benzene processStream 1 2 3 4 5 6 7 8 9 10
Temp (oC) 25. 59. 25. 225. 41. 600. 41. 38. 654. 90.
Pressure (bar) 1.90 25.8 25.5 25.2 25.5 25.0 25.5 23.9 24.0 2.6
Vapor Fraction 0.0 0.0 1.00 1.0 1.0 1.0 1.0 1.0 1.0 0.0
Flow (ton/h) 10.0 13.3 0.82 20.5 6.41 20.5 0.36 9.2 20.9 11.6
Flow (kmol/h) 108.7 144.2 301.0 1204.4 758.8 1204.4 42.6 1100.8 1247.0 142.2
Component Mole Flow (kmol/h)
Hydrogen 0.0 0.0 286.0 735.4 449.4 735.4 25.2 651.9 652.6 0.02
Methane 0.0 0.0 15.0 317.3 302.2 317.3 16.95 438.3 442.3 0.88
Benzene 0.0 1.0 0.0 7.6 6.6 7.6 0.37 9.55 116.0 106.3
Toluene 108.7 143.2 0.0 144.0 0.7 144.0 0.04 1.05 36.0 35.0
Stream 11 12 13 14 15 16 17 18 19 —
Temp (oC) 147. 112. 112. 112. 38. 38. 38. 38. 112. -.-
Pressure (bar) 2.8 3.3 2.5 3.3 2.3 2.5 2.8 2.9 2.5 -.-
Vapor Fraction 0.0 0.0 0.0 0.0 0.0 1.0 1.0 0.0 1.0 -.-
Flow (ton/h) 3.27 14.0 22.7 22.7 8.21 2.61 0.07 11.5 0.01 -.-
Flow (kmol/h) 35.7 185.2 290.7 290.7 105.6 304.2 4.06 142.2 0.90 -.-
Component Mole Flow (kmol/h)
Hydrogen 0.0 0.0 0.02 0.0 0.0 178.0 0.67 0.02 0.02 -.-
Methane 0.0 0.0 0.88 0.0 0.0 123.05 3.10 0.88 0.88 -.-
Benzene 1.1 184.3 289.46 289.46 105.2 2.85 0.26 106.3 0.0 -.-
Toluene 34.6 0.88 1.22 1.22 0.4 0.31 0.03 35.0 0.0 -.-
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Chen CL 15
The summary table for the Benzene processStream 1 2 3 4 5 6 7 8 9 10
Temp (oC) 25. 59. 25. 225. 41. 600. 41. 38. 654. 90.
Pressure (bar) 1.90 25.8 25.5 25.2 25.5 25.0 25.5 23.9 24.0 2.6
Vapor Fraction 0.0 0.0 1.00 1.0 1.0 1.0 1.0 1.0 1.0 0.0
Flow (ton/h) 10.0 13.3 0.82 20.5 6.41 20.5 0.36 9.2 20.9 11.6
Flow (kmol/h) 108.7 144.2 301.0 1204.4 758.8 1204.4 42.6 1100.8 1247.0 142.2
Component Mole Flow (kmol/h)
Hydrogen 0.0 0.0 286.0 735.4 449.4 735.4 25.2 651.9 652.6 0.02
Methane 0.0 0.0 15.0 317.3 302.2 317.3 16.95 438.3 442.3 0.88
Benzene 0.0 1.0 0.0 7.6 6.6 7.6 0.37 9.55 116.0 106.3
Toluene 108.7 143.2 0.0 144.0 0.7 144.0 0.04 1.05 36.0 35.0
Stream 11 12 13 14 15 16 17 18 19 —
Temp (oC) 147. 112. 112. 112. 38. 38. 38. 38. 112. -.-
Pressure (bar) 2.8 3.3 2.5 3.3 2.3 2.5 2.8 2.9 2.5 -.-
Vapor Fraction 0.0 0.0 0.0 0.0 0.0 1.0 1.0 0.0 1.0 -.-
Flow (ton/h) 3.27 14.0 22.7 22.7 8.21 2.61 0.07 11.5 0.01 -.-
Flow (kmol/h) 35.7 185.2 290.7 290.7 105.6 304.2 4.06 142.2 0.90 -.-
Component Mole Flow (kmol/h)
Hydrogen 0.0 0.0 0.02 0.0 0.0 178.0 0.67 0.02 0.02 -.-
Methane 0.0 0.0 0.88 0.0 0.0 123.05 3.10 0.88 0.88 -.-
Benzene 1.1 184.3 289.46 289.46 105.2 2.85 0.26 106.3 0.0 -.-
Toluene 34.6 0.88 1.22 1.22 0.4 0.31 0.03 35.0 0.0 -.-
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Chen CL 16
The summary table for the Benzene processStream 1 2 3 4 5 6 7 8 9 10
Temp (oC) 25. 59. 25. 225. 41. 600. 41. 38. 654. 90.
Pressure (bar) 1.90 25.8 25.5 25.2 25.5 25.0 25.5 23.9 24.0 2.6
Vapor Fraction 0.0 0.0 1.00 1.0 1.0 1.0 1.0 1.0 1.0 0.0
Flow (ton/h) 10.0 13.3 0.82 20.5 6.41 20.5 0.36 9.2 20.9 11.6
Flow (kmol/h) 108.7 144.2 301.0 1204.4 758.8 1204.4 42.6 1100.8 1247.0 142.2
Component Mole Flow (kmol/h)
Hydrogen 0.0 0.0 286.0 735.4 449.4 735.4 25.2 651.9 652.6 0.02
Methane 0.0 0.0 15.0 317.3 302.2 317.3 16.95 438.3 442.3 0.88
Benzene 0.0 1.0 0.0 7.6 6.6 7.6 0.37 9.55 116.0 106.3
Toluene 108.7 143.2 0.0 144.0 0.7 144.0 0.04 1.05 36.0 35.0
Stream 11 12 13 14 15 16 17 18 19 —
Temp (oC) 147. 112. 112. 112. 38. 38. 38. 38. 112. -.-
Pressure (bar) 2.8 3.3 2.5 3.3 2.3 2.5 2.8 2.9 2.5 -.-
Vapor Fraction 0.0 0.0 0.0 0.0 0.0 1.0 1.0 0.0 1.0 -.-
Flow (ton/h) 3.27 14.0 22.7 22.7 8.21 2.61 0.07 11.5 0.01 -.-
Flow (kmol/h) 35.7 185.2 290.7 290.7 105.6 304.2 4.06 142.2 0.90 -.-
Component Mole Flow (kmol/h)
Hydrogen 0.0 0.0 0.02 0.0 0.0 178.0 0.67 0.02 0.02 -.-
Methane 0.0 0.0 0.88 0.0 0.0 123.05 3.10 0.88 0.88 -.-
Benzene 1.1 184.3 289.46 289.46 105.2 2.85 0.26 106.3 0.0 -.-
Toluene 34.6 0.88 1.22 1.22 0.4 0.31 0.03 35.0 0.0 -.-
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Chen CL 17
Process Flow DiagramExample 1.3: Check Species Conversion
Determine the conversion per pass of toluene to benzene in R-101 in
Figure 1.3. Conversion is defined as
ε =benzene produced
total toluene introduced
From the PFD, the input streams to R-101 are shown as Stream 6
(reactor feed) and Stream 7 (recycle gas quench), and the outputstream is Stream 9 (reactor effluent stream). From the information
in Table 1.5 (units are kmol/h):
toluene introduced= 144 (Stream 6)+ 0.04 (Stream 7)= 144.04 kmol/h
benzene produced= 116 (Stream 9)− 7.6 (Stream 6)− 0.37 (Stream 7)
= 108.03 kmol/h
ε= 108.03/144.04= 0.75
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Chen CL 18
Process Flow DiagramExample 1.3: Check Species Conversion
Alternatively, we can write
moles ofbenzeneproduced
= toluenein (6+7)
− tolueneout (9)
= 144.04− 36.00
= 108.04 kmol/h
ε =108.04144.04
= 0.75
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Chen CL 19
The summary table for the Benzene processStream 1 2 3 4 5 6 7 8 9 10
Temp (oC) 25. 59. 25. 225. 41. 600. 41. 38. 654. 90.
Pressure (bar) 1.90 25.8 25.5 25.2 25.5 25.0 25.5 23.9 24.0 2.6
Vapor Fraction 0.0 0.0 1.00 1.0 1.0 1.0 1.0 1.0 1.0 0.0
Flow (ton/h) 10.0 13.3 0.82 20.5 6.41 20.5 0.36 9.2 20.9 11.6
Flow (kmol/h) 108.7 144.2 301.0 1204.4 758.8 1204.4 42.6 1100.8 1247.0 142.2
Component Mole Flow (kmol/h)
Hydrogen 0.0 0.0 286.0 735.4 449.4 735.4 25.2 651.9 652.6 0.02
Methane 0.0 0.0 15.0 317.3 302.2 317.3 16.95 438.3 442.3 0.88
Benzene 0.0 1.0 0.0 7.6 6.6 7.6 0.37 9.55 116.0 106.3
Toluene 108.7 143.2 0.0 144.0 0.7 144.0 0.04 1.05 36.0 35.0
Stream 11 12 13 14 15 16 17 18 19 —
Temp (oC) 147. 112. 112. 112. 38. 38. 38. 38. 112. -.-
Pressure (bar) 2.8 3.3 2.5 3.3 2.3 2.5 2.8 2.9 2.5 -.-
Vapor Fraction 0.0 0.0 0.0 0.0 0.0 1.0 1.0 0.0 1.0 -.-
Flow (ton/h) 3.27 14.0 22.7 22.7 8.21 2.61 0.07 11.5 0.01 -.-
Flow (kmol/h) 35.7 185.2 290.7 290.7 105.6 304.2 4.06 142.2 0.90 -.-
Component Mole Flow (kmol/h)
Hydrogen 0.0 0.0 0.02 0.0 0.0 178.0 0.67 0.02 0.02 -.-
Methane 0.0 0.0 0.88 0.0 0.0 123.05 3.10 0.88 0.88 -.-
Benzene 1.1 184.3 289.46 289.46 105.2 2.85 0.26 106.3 0.0 -.-
Toluene 34.6 0.88 1.22 1.22 0.4 0.31 0.03 35.0 0.0 -.-
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Chen CL 20
Toluene Hydrodealkylation Process
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Chen CL 21
Toluene Hydrodealkylation Process
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Chen CL 22
Toluene Hydrodealkylation Process
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Chen CL 23
Toluene Hydrodealkylation Process
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Chen CL 24
Toluene Hydrodealkylation Process
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Chen CL 25
Toluene Hydrodealkylation Process
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Chen CL 26
Toluene Hydrodealkylation Process
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Chen CL 27
Toluene Hydrodealkylation Process
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Chen CL 28
Toluene Hydrodealkylation Process
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Chen CL 29
Toluene Hydrodealkylation Process
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Chen CL 30
Toluene Hydrodealkylation Process
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Chen CL 31
Toluene Hydrodealkylation Process
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Chen CL 32
Toluene Hydrodealkylation Process
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Chen CL 33
Toluene Hydrodealkylation Process
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Chen CL 34
Toluene Hydrodealkylation Process
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Chen CL 35
Toluene Hydrodealkylation Process
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Chen CL 36
Toluene Hydrodealkylation Process
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Chen CL 37
Toluene Hydrodealkylation Process
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Chen CL 38
Toluene Hydrodealkylation Process
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Chen CL 39
Toluene Hydrodealkylation Process
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Chen CL 40
Toluene Hydrodealkylation Process
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Chen CL 41
Toluene Hydrodealkylation Process
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Chen CL 42
Toluene Hydrodealkylation Process
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Chen CL 43
Toluene Hydrodealkylation Process
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Chen CL 44
Toluene Hydrodealkylation Process
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Chen CL 45
Toluene Hydrodealkylation Process
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Chen CL 46
Toluene Hydrodealkylation Process
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Chen CL 47
Toluene Hydrodealkylation Process
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Chen CL 48
Toluene Hydrodealkylation Process
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Chen CL 49
Toluene Hydrodealkylation Process
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Chen CL 50
Toluene Hydrodealkylation Process
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Chen CL 51
Toluene Hydrodealkylation Process
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Chen CL 52
Toluene Hydrodealkylation Process
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Chen CL 53
Toluene Hydrodealkylation Process
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Chen CL 54
Toluene Hydrodealkylation Process
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Chen CL 55
Toluene Hydrodealkylation Process
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Chen CL 56
Toluene Hydrodealkylation Process
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Chen CL 57
Toluene Hydrodealkylation Process
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Chen CL 58
Toluene Hydrodealkylation Process
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Chen CL 59
Toluene Hydrodealkylation Process
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Chen CL 60
Toluene Hydrodealkylation Process
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Chen CL 61
Toluene Hydrodealkylation Process
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Chen CL 62
Toluene Hydrodealkylation Process
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Chen CL 63
Toluene Hydrodealkylation Process
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Chen CL 64
Toluene Hydrodealkylation Process
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Chen CL 65
Toluene Hydrodealkylation Process
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Chen CL 66
Toluene Hydrodealkylation Process
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Chen CL 67
Toluene Hydrodealkylation Process
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Chen CL 68
Toluene Hydrodealkylation Process
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Chen CL 69
Toluene Hydrodealkylation Process
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Chen CL 70
Toluene Hydrodealkylation Process
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Chen CL 71
Toluene Hydrodealkylation Process
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Chen CL 72
Toluene Hydrodealkylation Process
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Chen CL 73
Toluene Hydrodealkylation Process
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Chen CL 74
Toluene Hydrodealkylation Process
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Chen CL 75
Toluene Hydrodealkylation Process
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Chen CL 76
Toluene Hydrodealkylation Process
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Chen CL 77
Toluene Hydrodealkylation Process
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Chen CL 78
Toluene Hydrodealkylation Process
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Chen CL 79
Toluene Hydrodealkylation Process
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Chen CL 80
Toluene Hydrodealkylation Process
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Chen CL 81
Toluene Hydrodealkylation Process
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Chen CL 82
Toluene Hydrodealkylation Process
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Chen CL 83
Toluene Hydrodealkylation Process
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Chen CL 84
Toluene Hydrodealkylation Process
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Chen CL 85
Toluene Hydrodealkylation Process
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Chen CL 86
Toluene Hydrodealkylation Process
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Chen CL 87
Toluene Hydrodealkylation Process
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Chen CL 88
Toluene Hydrodealkylation Process
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Chen CL 89
Toluene Hydrodealkylation Process
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Chen CL 90
Toluene Hydrodealkylation Process
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Chen CL 91
Toluene Hydrodealkylation Process
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Chen CL 92
Toluene Hydrodealkylation Process
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Chen CL 93
Toluene Hydrodealkylation Process
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Chen CL 94
Toluene Hydrodealkylation Process
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Chen CL 95
Toluene Hydrodealkylation Process
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Chen CL 96
Toluene Hydrodealkylation Process
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Chen CL 97
Toluene Hydrodealkylation Process
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Chen CL 98
Toluene Hydrodealkylation Process
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Chen CL 99
Toluene Hydrodealkylation Process
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Chen CL 100
Toluene Hydrodealkylation Process
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Chen CL 101
Toluene Hydrodealkylation Process
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Chen CL 102
Toluene Hydrodealkylation Process
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Chen CL 103
Toluene Hydrodealkylation Process
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Chen CL 104
Toluene Hydrodealkylation Process
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Chen CL 105
Toluene Hydrodealkylation Process
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Chen CL 106
Toluene Hydrodealkylation Process
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Chen CL 107
Toluene Hydrodealkylation Process
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Chen CL 108
Toluene Hydrodealkylation Process
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Chen CL 109
Toluene Hydrodealkylation Process
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Chen CL 110
Toluene Hydrodealkylation Process
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Chen CL 111
Toluene Hydrodealkylation Process
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Chen CL 112
Toluene Hydrodealkylation Process
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Chen CL 113
Toluene Hydrodealkylation Process
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Chen CL 114
Toluene Hydrodealkylation Process
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Chen CL 115
Toluene Hydrodealkylation Process
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Chen CL 116
Toluene Hydrodealkylation Process
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Chen CL 117
Toluene Hydrodealkylation Process
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Chen CL 118
Toluene Hydrodealkylation Process
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Chen CL 119
Toluene Hydrodealkylation Process
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Chen CL 120
Toluene Hydrodealkylation Process
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Chen CL 121
Toluene Hydrodealkylation Process
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Chen CL 122
Toluene Hydrodealkylation Process
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Chen CL 123
Toluene Hydrodealkylation Process
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Chen CL 124
Toluene Hydrodealkylation Process
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Chen CL 125
Toluene Hydrodealkylation Process
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Chen CL 126
Toluene Hydrodealkylation Process
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Chen CL 127
Toluene Hydrodealkylation Process
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Chen CL 128
Toluene Hydrodealkylation Process
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Chen CL 129
Toluene Hydrodealkylation Process
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Chen CL 130
Toluene Hydrodealkylation Process
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Chen CL 131
Toluene Hydrodealkylation Process
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Chen CL 132
Toluene Hydrodealkylation Process
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Chen CL 133
Toluene Hydrodealkylation Process
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Chen CL 134
Toluene Hydrodealkylation Process
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Chen CL 135
Toluene Hydrodealkylation Process
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Chen CL 136
Thank You for Your Attention
Questions Are Welcome