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.