Epichlorohydrin

C₃H₅ClO  ·  92.52 g/mol

C₃H₅ClO

Precursor for epoxy resins and glycerol

Molecular Weight
92.52 g/mol
State
Liquid
Catalyst
Carboxylic acid for GTE
Reactor
Chlorination reactor
Epichlorohydrin molecular structure
2D structure

Olefinverbund Integration

Product
Epichlorohydrin

Chemistry & Engineering

ReactionAllyl Chloride route or Glycerol-to-Epiclorohydrin (GTE)
ThermodynamicsExothermic steps
CatalystCarboxylic acid for GTE
Reactor classChlorination reactor
NoteGTE route (reverse of historic) possible if glycerol is abundant.

Applications

  • Epoxy resin production
  • Synthetic glycerol
  • Water treatment chemicals
  • Ion exchange resins

Extraterrestrial Production Pattern

  1. Propylene chlorination → allyl chloride
  2. Allyl chloride + HOCl → dichlorohydrin
  3. Dehydrochlorination with base → epichlorohydrin
  4. Alternative: glycerol + HCl (bio-based route)

Reaction Diagram

CH2=CHCH2Cl + HOCl -> ClCH2CH(OH)CH2Cl -> C3H5ClO

Unit Operations

Process steps following chemical engineering unit operation principles

#OperationDescription
1Allyl Chloride ProductionChlorinate propylene at 500°C
2ChlorohydrinationReact allyl chloride with HOCl
3DehydrochlorinationCa(OH)₂ treatment to form epoxide ring
4Phase SeparationSeparate organic from aqueous phase
5DistillationDistill to >99% epichlorohydrin
6Waste TreatmentTreat chlorinated byproduct streams

S88 Batch Control Model

ISA-88 BatchML schema — simplified for educational purposes

<?xml version="1.0" encoding="UTF-8"?>
<!-- ISA-88 Batch Control Model for Epichlorohydrin -->
<!-- Educational schema - simplified for demonstration -->
<BatchML xmlns="http://www.wbf.org/xml/B2MML-V0600">
  
  <ProcessCell ID="EPICHLOROHYDRIN_PLANT_CELL">
    <Description>Process cell for Epichlorohydrin production</Description>
    
    <Unit ID="EPICHLOROHYDRIN_PLANT">
      <Description>Main synthesis unit</Description>
      
      <!-- Equipment Modules -->
      <EquipmentModule ID="CHLORINATOR">
        <Description>Chlorinator</Description>
      </EquipmentModule>
      <EquipmentModule ID="CHLOROHYDRINATOR">
        <Description>Chlorohydrinator</Description>
      </EquipmentModule>
      <EquipmentModule ID="LIME_REACTOR">
        <Description>Lime Reactor</Description>
      </EquipmentModule>
      <EquipmentModule ID="DECANTER">
        <Description>Decanter</Description>
      </EquipmentModule>
      <EquipmentModule ID="COLUMN">
        <Description>Column</Description>
      </EquipmentModule>
      <EquipmentModule ID="WASTE_TREATMENT">
        <Description>Waste Treatment</Description>
      </EquipmentModule>
    </Unit>
  </ProcessCell>
  
  <MasterRecipe ID="EPICHLOROHYDRIN_PLANT_RECIPE">
    <Description>Master recipe for Epichlorohydrin</Description>
    <ProductID>EPICHLOROHYDRIN</ProductID>
    
    <UnitProcedure ID="EPICHLOROHYDRIN_PLANT_UP">
      <Description>Unit procedure for synthesis</Description>
      
      <Operation ID="OP_01">
        <Description>Operation 1</Description>
        <Phase ID="CHLORINATE">
          <Description>Chlorinate phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
      
      <Operation ID="OP_02">
        <Description>Operation 2</Description>
        <Phase ID="CHLOROHYDRINATE">
          <Description>Chlorohydrinate phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
      
      <Operation ID="OP_03">
        <Description>Operation 3</Description>
        <Phase ID="DEHYDROCHLOR">
          <Description>Dehydrochlor phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
      
      <Operation ID="OP_04">
        <Description>Operation 4</Description>
        <Phase ID="SEPARATE">
          <Description>Separate phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
      
      <Operation ID="OP_05">
        <Description>Operation 5</Description>
        <Phase ID="DISTILL">
          <Description>Distill phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
      
      <Operation ID="OP_06">
        <Description>Operation 6</Description>
        <Phase ID="TREAT">
          <Description>Treat phase</Description>
          <PhaseLogic>
            <Step ID="STEP_1"><Action>Initialize</Action></Step>
            <Step ID="STEP_2"><Action>Execute</Action></Step>
            <Step ID="STEP_3"><Action>Complete</Action></Step>
          </PhaseLogic>
        </Phase>
      </Operation>
    </UnitProcedure>
  </MasterRecipe>
  
</BatchML>
Process CellPhysical grouping of all production equipment
UnitMajor equipment performing the synthesis
Equipment ModulesIndividual devices: reactors, columns, absorbers
PhasesLowest control level: REACT, SEPARATE, PURIFY

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