Continuous Diphenylamine Polymerization Process

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Solution Overview

Problem

Existing batch processes for synthesizing oligomers or polymers of diphenylamine and phenyl α-naphthylamine in lubricants are inefficient due to the use of solvents, leading to high energy costs, environmental concerns, and variability in product characteristics such as color and viscosity, as well as safety and maintenance challenges.

Innovation Solution

A continuous process that introduces diphenylamine and phenyl α-naphthylamine, along with an organic peroxide and ester lubricant, into a reactor for polymerization at temperatures between 180°C and 250°C, allowing for the reduction and elimination of residual reagents and by-products, resulting in improved product quality and reduced cycle time.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of operation

If batch processes are used for polymerization, then the reaction can be carried out in a closed reactor with straightforward operation, but the process requires complex batch operations including depressurization, cooling, opening, and emptying the reactor

Engineering Contradiction:
Improveoperation simplicityVSAvoidbatch operation complexity
Core Design Contradiction:
Ease of operationVSDevice complexity

Solution Approach 1:

The patent implements a continuous polymerization process where reactants are continuously fed into the reactor and products are continuously removed, eliminating the cyclic batch operations of depressurization, cooling, opening, and emptying. This continuous operation maintains steady-state conditions and removes the complexity of batch cycle management while maintaining reactor closure for safety.

Inventive Principle:
Principle #20Continuity of useful action

2Temperature

If solvents are used to dilute reactants in large-capacity reactors, then the exothermicity of the reaction can be controlled and reactor size can be limited, but the process incurs high energy costs for separation and heating, environmental waste concerns, and reduced reaction rates

Engineering Contradiction:
Improveexothermicity controlVSAvoidenergy cost for separation and heating
Core Design Contradiction:
TemperatureVSLoss of energy

Solution Approach 1:

The patent extracts and eliminates the solvent component from the reaction system entirely. The continuous polymerization process operates without solvents, using the reactants themselves as the reaction medium. This removal of solvent eliminates the energy-intensive separation and heating steps required in solvent-based batch processes, while the continuous operation provides inherent temperature control through steady heat management.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the operational parameters from batch mode with solvent dilution to continuous mode without solvent. This parameter change includes operating at controlled temperatures (100-200°C) in a continuous flow system, which provides inherent heat management through the continuous input and output streams, eliminating the need for solvent-based temperature control.

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If batch processes are used for oligomerization, then the reaction can be completed in a single reactor, but the process shows difficulties in reproducing polymer properties from one batch to another, particularly in terms of viscosity, color, and polydispersity

Engineering Contradiction:
Improveprocess simplicityVSAvoidproduct property reproducibility
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The continuous polymerization process maintains steady-state operating conditions with constant temperature, pressure, and flow rates throughout operation. This continuity ensures that each unit of product is produced under identical conditions, eliminating the batch-to-batch variations in viscosity, color, and polydispersity that occur in discontinuous batch processes while maintaining manufacturing simplicity.

Inventive Principle:
Principle #20Continuity of useful action

4Reliability

If batch reactors are used for exothermic reactions, then the reactor can be operated in a closed system, but the size of the batch reactor is limited by heat transfer capabilities

Engineering Contradiction:
Improveclosed system operationVSAvoidreactor size limitation
Core Design Contradiction:
ReliabilityVSVolume of stationary object

Solution Approach 1:

The continuous polymerization reactor is designed with segmented or modular heat exchange surfaces that provide large surface area for heat transfer relative to the reactor volume. This segmentation of the heat transfer function allows the reactor to maintain efficient heat removal capability while accommodating larger processing volumes, thus removing the size limitation inherent in batch reactors while maintaining closed-system operation for safety.

Inventive Principle:
Principle #1Segmentation

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The continuous process achieves reduced cycle time, improved quality of the oligomer or polymer in terms of color and consistency, increased safety, environmental benefits, simplified maintenance, and space savings compared to traditional batch processes.

Implementation Method 1

at least one organic peroxide... polymerizing or oligomerizing the diphenylamine and optionally the phenyl α-naphthylamine to obtain a mixture comprising at least one oligomer or polymer

Methodology Applied
Scientific EffectFree radical polymerization: Photopolymerisation

Implementation Method 2

subjecting the mixture obtained in step (b) to conditions suitable for reducing and/or eliminating at least a portion of the residual reactants and/or reaction by-products

Methodology Applied
Scientific EffectEvaporation: Evaporation

Implementation Method 3

The reaction is carried out in a distillation column

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentEP4007789B1Continuous process for the polymerization or oligomerization of diphenylamines
Publication Date: 2024.07.24 NYCO CO LTD
  • EP4007789B1 patent drawing
  • EP4007789B1 patent drawing

AI summary

The present invention relates to an at least partially continuous process for the preparation of at least one oligomer and/or polymer comprising at least one diphenylamine repeat unit and optionally at least one phenyl alpha-naphthylamine repeat unit.