production of propylene oxide supervised by: done by: prof. mohammed fahim adel abdullah sultan...
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Production of Propylene Oxide
Supervised by: Done by:Prof. Mohammed Fahim Adel Abdullah Sultan Mohammed Khaled Saud Khaled Waleed
What is Propylene Oxide
PO is highly toxic flammable chemical compound
Molecular formula is C3H6OIt is a useful chemical
intermediate for production
of many significant compound.
Introduction
Main PO manufacturing process are;
1. Chlorohydrin process
2. Hydroperoxide process where either (TBA) or styrene is a co-product
Introduction
What are the companies that use Hydroperoxide process with TBA co-Products
Arco Chemical Texaco Chemical Plant
Manufactures
The methods of PO are:
1. Chlorohydrin Process.
2. Tert-Butyl Hydroperoxide.
3. Ethylbenzene Hydroperoxide Process.
4. Peracid Process.
5. Electrochemical Process.
Chlorohydrin Process
1. Chlorohydrination
2. Epoxidation
CH3CH=CH2 = Cl2 CH3CH – CH2
Cl+Cl-
H2O OH Cl
CH3CH – CH2 CH3CHCH2Cl + CH3CHCH2OH + Hcl
Cl + CL-
OH O
CH3CHCH2Cl + HCl + Ca(OH)2 CH3CH-CH2 + CaCl2 + 2H2O
Chlorohydrin Process
Tert-Butyl Hydroperoxide process :
This method which are we will discuss in this course This method done at 95-150 and at 2075-5535 Kpa First step of this process is oxidation of isobutane to
tert-butyl hydroperoxide
Second Step: Mix tert-butyl hydroperoxide with catalyst solution to react with propylene
TBA
Vent Gasto Flare
Crude TBHP/TBA
E-101A&B
134 C307 psia
R101A-H
7 C2 psia34 C
45 psia
E 102V 102
E 108
Vacuum
Inert Gas
Acetone toStorage
Methanol to Fuel
E-10922 CE-103
134 C
E-603
T-602A&B
Inert Gas
TBA
72:28 TBHP/TBA
T-603V-602
E-602
100 C21 psia
110 C
S-601
T-101
T-102
C-301
74c60psi
E-301
V-303
E-302E-306
E-307
C-401
Water
V-401
Water
NaOH
75c
53c50psia
E-401
V-401
Inert gas
T-402
PO to storage
C-403
E-304
WasteWater
Totreatment
Propylene
E-201 R-201
135c510Psia
V-201
E-201
E-305
Isobutane
Ethylbenzene Hydroperoxide Process
Ethylbenzene Hydroperoxide Process
Other Methods
Peracid Process:
Hydrogen peroxide react with carboxylic acid
H2O2 + CH3CH2COOH CH3CH2COOOH+H2O
Then react with propylene in the presence of a chlorinated organic solvent.
O
CH3CH2 COOOH + CH2 = CHCH3 CH2 – CHCH3
+ CH3 CH2 COOH
Other Methods
Electrochemical process:- Electrolyte are made of soduim or potassium bromide- Anade Bromine cathode soduim or potassium- Bromine generate on the anode of Hydroxide generale
on the cathode
O
- CH2 = CHCH3 + H2O CH3 CH CH2 + H2
Uses of propylene oxide:
- PO is a useful chemical intermediate product.
- It is used in disinfection for the food and crude oil and for sterilization of medical equipment.
Derivatives of propylene Oxide
- Polyether polyols : foams – adhesives – coatings.
- Propylene Glycol : directly in food.- Dipropylene Glycol : indirectly in food. - Poly(Propylene Glycol) :cosmetics-
Synthetic lubricants.- Glycol ethers : Coating – inks.
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