Caprolactam

(CH₂)₅C(O)NH · 113.16 g/mol

(CH₂)₅C(O)NH

Monomer for nylon 6 polyamide

Molecular Weight

113.16 g/mol

State

Solid

Catalyst

Oleum/Sulfuric Acid

Reactor

Stirred vessels

Caprolactam molecular structure — 2D structure

Olefinverbund Integration

Inputs

Cyclohexanone, Ammonia, Sulfuric Acid, Hydroxylamine

→

Product

Caprolactam

→

Outputs

Nylon 6

Chemistry & Engineering

Reaction	`Cyclohexanone → Oxime → Caprolactam (Beckmann Rearrangement)`
Thermodynamics	Exothermic rearrangement
Catalyst	Oleum/Sulfuric Acid
Reactor class	Stirred vessels
Note	Produces large amounts of Ammonium Sulfate byproduct.

Applications

Nylon 6 fiber and plastic
Engineering plastics
Films and coatings
Synthetic leather

Extraterrestrial Production Pattern

Cyclohexane oxidation → cyclohexanone
Oximation with hydroxylamine → cyclohexanone oxime
Beckmann rearrangement with H₂SO₄ or solid acid catalyst
Neutralization and distillation

Reaction Diagram

C6H10O + NH2OH -> C6H11NO (via oxime rearrangement)

Unit Operations

Process steps following chemical engineering unit operation principles

#	Operation	Description
1	Cyclohexanone Production	Oxidize cyclohexane or hydrogenate phenol
2	Oximation	React cyclohexanone with hydroxylamine sulfate
3	Beckmann Rearrangement	H₂SO₄ catalyzed at 80-120°C
4	Neutralization	Neutralize with NH₃ → (NH₄)₂SO₄ byproduct
5	Extraction	Extract caprolactam with organic solvent
6	Purification	Distillation and crystallization to >99.9%

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 Caprolactam -->
<!-- Educational schema - simplified for demonstration -->
<BatchML xmlns="http://www.wbf.org/xml/B2MML-V0600">
  
  <ProcessCell ID="CAPROLACTAM_PLANT_CELL">
    <Description>Process cell for Caprolactam production</Description>
    
    <Unit ID="CAPROLACTAM_PLANT">
      <Description>Main synthesis unit</Description>
      
      <!-- Equipment Modules -->
      <EquipmentModule ID="OXIDIZER">
        <Description>Oxidizer</Description>
      </EquipmentModule>
      <EquipmentModule ID="OXIMATOR">
        <Description>Oximator</Description>
      </EquipmentModule>
      <EquipmentModule ID="REARRANGEMENT_REACTOR">
        <Description>Rearrangement Reactor</Description>
      </EquipmentModule>
      <EquipmentModule ID="NEUTRALIZER">
        <Description>Neutralizer</Description>
      </EquipmentModule>
      <EquipmentModule ID="EXTRACTOR">
        <Description>Extractor</Description>
      </EquipmentModule>
      <EquipmentModule ID="PURIFIER">
        <Description>Purifier</Description>
      </EquipmentModule>
    </Unit>
  </ProcessCell>
  
  <MasterRecipe ID="CAPROLACTAM_PLANT_RECIPE">
    <Description>Master recipe for Caprolactam</Description>
    <ProductID>CAPROLACTAM</ProductID>
    
    <UnitProcedure ID="CAPROLACTAM_PLANT_UP">
      <Description>Unit procedure for synthesis</Description>
      
      <Operation ID="OP_01">
        <Description>Operation 1</Description>
        <Phase ID="PRODUCE_KETONE">
          <Description>Produce Ketone 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="OXIMATE">
          <Description>Oximate 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="REARRANGE">
          <Description>Rearrange 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="NEUTRALIZE">
          <Description>Neutralize 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="EXTRACT">
          <Description>Extract 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="PURIFY">
          <Description>Purify 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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