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Esterification Simulation with Aspen HYSYS

 

Welcome to the esterification simulation guide with Aspen HYSYS. Before we get into the simulation, let us further understand what esterification is and why it is important in the chemical industry.

What is Esterification?

Esterification is a chemical reaction that involves combining acids and alcohols to form compounds known as esters and water. Esters are a type of chemical compound that belongs to the class of organic compounds. These compounds have a standard chemical structure characterized by a bond between an acyl group (-CO-) and an alkoxy group (-OR), where "R" is an alkyl or aryl group (a hydrocarbon group linked to an aromatic chain or ring). These groups are often found in a variety of natural materials, includinn various types of essential oils, fruits, and flowers that give them their distinctive aroma. Esters are also widely used in the food and beverage industry to provide preferred flavors and aromas in products such as candies, alcoholic beverages, and desserts.

 Examples of esters include ethyl acetate, which has a fruity aroma, and methyl salicylate, which has a floral aroma. These compounds have applications in the perfume, food, beverage, and pharmaceutical industries.

 Esters are usually formed through a chemical reaction called esterification, which involves combining an acid and an alcohol under certain conditions, often with the help of a catalyst. This reaction produces esters as well as water as a by-product.

In esters, the characteristic aroma and flavor are due to the functional groups attached to the central carbon atom in the ester molecule. Due to their characteristic aromas, esters are often used as important components in perfumes, beverages, food, and other consumer products. It is one of the very important reaction types in organic chemistry and has a wide range of industrial applications, including:

  • Food Industry: Many esters have pleasant aromas and flavors and are used in the manufacture of food and beverages. Examples include ethyl acetate esters that have a fruity aroma, which are used in candies and beverages.
  • Perfume Industry: Esters are also used in perfume manufacturing due to their pleasant aromas. For example, methyl salicylate esters are used for floral scents.
  • Plastics Industry: Some types of esters are used in the production of plastics, such as polyethylene terephthalate (PET) used in plastic bottles.
  • Pharmaceutical Industry: Many ester compounds are significant components in pharmaceuticals.

Esterification Reaction Mechanism

  • Esterification reactions involve the reaction between an acid and an alcohol under certain conditions, often with a catalyst. The mechanism of this reaction involves several stages:
  • Acid Protonation: The acid initially accepts a proton from another acid molecule, forming a hydronium ion (H3O+).
  • Nucleophilic Attack: The hydronium ion attacks the oxygen atom of the alcohol, forming an intermediate compound.
  • Water Elimination: The intermediate compound loses water through an elimination reaction.
  • Ester Formation: The final yield structure is an ester, which has a carbon-oxygen double bond.


Case Study

It is desired to produce 375 kg/hr of ethyl acetate product from a feed stream consisting of 13 mol% acetic acid, 35 mol% ethanol, and 52 mol% water. This feed stream is available with a capacity of 100,000 kg/day. A single-tube plug single-tube flow reactor with a length of 10 meters and a diameter of 1 m is available for use in an existing chemical plant. Determine if it is feasible to achieve the desired product using this reactor.

 Aspen HSYSY Completion

Open Aspen HYSYS and create a New Case

Enter the components that will be used. In the Component List folder select Add. Add acetic acid, ethanol, ethyl acetate, and water.

Esterification Simulation with Aspen HYSYS

Define the property package used, and click Add in the Fluid Package folder. Select NRTL as the property package.


Define the reaction. Select Add in the Reactions folder and add a new Reaction Set. In Set-1 click Add Reaction and select Kinetic to add a new kinetic reaction.

Double-click on Rxn-1 to define the reaction kinetics. Enter the information below. Make sure to select the Aqueous Phase as the Rxn Phase.

Next, click Add to FP and select Basis-1

Click Simulation on the bottom left of the screen

Place the Plug Flow Reactor block on the Flowseet by clicking on it from the Model Palette

Esterification Simulation with Aspen HYSYS

Double-click on Reactor (PFR-10). Define Inlet stream as FEED and Outlet stream as PRODUCT

Esterification Simulation with Aspen HYSYS

On the Reactions tab select Set-1 as the Reaction Set


In the Rating tab, enter the value of Length 10 meters and Diameter 1 meter


In the Parameters section under the Design tab, enter Delta P 0

We are now defining the FEED stream. Go to the Worksheet tab. Enter Temperature 25 oC, Pressure 1 bar, and Mass Flow 100,000 kg/day (4167 kg/h).

In the Composition section enter  Mole Fraction values of 0.13 for acetic acid, 0.35 for ethanol, 0 for ethyl acetate, and 0.52 for water. After defining it, the feed stream should be resolved.

Check the results. Right-click on the Product stream and select Show Table. The table will appear in the flowsheet Double click on the table and select Add Variable.

Select Master Comp Mass Flow and select component E-Acetate.

The mass flow value of ethyl acetate will be added to the table.

Esterification Simulation with Aspen HYSYS

The mass flow value of ethyl acetate in the product stream is 453.4 kg/h.

 Conclusion

The use of a 10-meter reactor and supplied feedstock to produce 375 kg/h is feasible. Aspen HYSYS can be used to model existing equipment in addition to designing new equipment. Modeling existing equipment allows engineers to decide if they can reuse equipment and improve performance by changing state variables.