Low Polydispersity Polyisobutylene Adducts via Chain Transfer

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Solution Overview

Problem

The production of low molecular weight polyisobutylene derivatives with high vinylidene content and low polydispersity is challenging due to their notorious difficulty in achieving both high activity and preferred performance characteristics as fuel and lubricant additives.

Innovation Solution

A process involving a Friedel-Crafts catalyst, chain transfer agent, and polymerization-retarding agent is used to produce low molecular weight polyisobutylene with at least 50 mol percent alpha vinylidene terminated molecules and a polydispersity of no more than 1.5, which is then derivatized to form adducts such as polyisobutenylsuccinic anhydrides, polyisobutenylsuccinimides, and Mannich condensation products.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional polyisobutylene polymerization is used, then production is easier, but vinylidene content is insufficient and polydispersity is high

Engineering Contradiction:
Improvevinylidene content and polydispersityVSAvoidproduction difficulty
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent applies parameter changes by modifying polymerization conditions including temperature (50-150°C), catalyst type (aluminum chloride, boron trifluoride, tin halides), and residence time (5-60 minutes) to achieve low molecular weight PIB with high vinylidene content (≥50%) and low polydispersity (≤1.5). This resolves the contradiction by finding optimal parameter combinations that simultaneously improve product specifications while maintaining manufacturability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses chain transfer agents as intermediaries during polymerization to control molecular weight and reduce polydispersity. The chain transfer agents mediate between the catalyst and monomer to produce the desired low molecular weight product with narrow distribution, thereby resolving the contradiction between manufacturing ease and product precision.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Reliability

If low molecular weight PIB is produced, then additive activity increases, but production difficulty increases significantly

Engineering Contradiction:
Improveadditive activityVSAvoidproduction difficulty
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes polymerization parameters including using lower temperatures (50-150°C), shorter residence times (5-60 minutes), and specific catalyst systems to produce low molecular weight PIB (500-1000 Daltons) with high vinylidene content. These parameter changes enable production of highly active additives while maintaining reasonable manufacturability through optimized process conditions.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent replaces conventional polymerization mechanisms with alternative catalyst systems (aluminum chloride, boron trifluoride, tin halides) and chain transfer agents to achieve low molecular weight production. This substitution of the polymerization mechanism enables control over molecular weight and vinylidene content, resolving the contradiction between additive activity and production difficulty.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Reliability

If high vinylidene content is achieved, then additive performance improves, but production complexity increases

Engineering Contradiction:
Improveadditive performanceVSAvoidprocess complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent achieves high vinylidene content (≥50%) by changing polymerization parameters including temperature control (50-150°C), catalyst selection (aluminum chloride, boron trifluoride, tin halides), and residence time (5-60 minutes). These parameter changes directly influence the vinylidene content while maintaining process simplicity through well-defined operating windows.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs chain transfer agents as intermediaries to control the polymerization process and achieve high vinylidene content. These intermediaries facilitate the formation of vinylidene-terminated chains while maintaining narrow molecular weight distribution, thereby improving additive performance without significantly increasing process complexity.

Inventive Principle:
Principle #24Intermediary (Mediator)

4Manufacturing precision

If narrow molecular weight distribution is produced, then product uniformity improves, but manufacturing complexity increases

Engineering Contradiction:
Improvemolecular weight uniformityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent uses chain transfer agents as intermediaries to control molecular weight distribution during polymerization. These agents mediate chain termination and transfer reactions to produce a narrow molecular weight distribution (polydispersity ≤1.5) with uniform product properties, achieving manufacturing precision without excessive process complexity.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent achieves narrow molecular weight distribution by optimizing polymerization parameters including temperature (50-150°C), catalyst concentration, and residence time (5-60 minutes). These parameter changes control the kinetics of chain growth and termination to produce uniform low molecular weight PIB, resolving the contradiction between product uniformity and process complexity.

Inventive Principle:
Principle #35Parameter changes

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

This approach results in highly reactive and uniformly distributed polyisobutylene adducts with improved yield and quality, suitable for use as fuel and lubricant additives, offering better performance and viscosity characteristics compared to conventional methods.

Implementation Method 1

A process involving a Friedel-Crafts catalyst, chain transfer agent, and polymerization-retarding agent is used to produce low molecular weight polyisobutylene

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

A process involving a Friedel-Crafts catalyst, chain transfer agent, and polymerization-retarding agent is used to produce low molecular weight polyisobutylene

Methodology Applied
Scientific EffectChain transfer:

Implementation Method 3

A process involving a Friedel-Crafts catalyst, chain transfer agent, and polymerization-retarding agent is used to produce low molecular weight polyisobutylene

Methodology Applied
Scientific EffectPolymerization retardation:

Implementation Method 4

which is then derivatized to form adducts such as polyisobutenylsuccinic anhydrides, polyisobutenylsuccinimides, and Mannich condensation products

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Data Source

PatentUS20170101595A9Adducts of Low Molecular Weight PIB With Low Polydispersity and High Vinylidene Content
Publication Date: 2017.04.13 TPC GROUP LLC
  • US20170101595A9 patent drawing
  • US20170101595A9 patent drawing
  • US20170101595A9 patent drawing

AI summary

A PIB derivative suitable for use as a fuel additive or lubricant additive prepared from a reactive low molecular weight polyisobutylene composition comprising at least 50 mol percent alpha vinylidene terminated polyisobutylene molecules, the composition having a polydispersity of no more than 1.5 and a number average molecular weight of at least 500 Daltons and no more than 1000 Daltons. The derivative is selected from the group consisting of: alkyl hydroxyaromatic compounds; alkyl alkoxy aromatic compounds; polyisobutenylsuccinic anhydrides; polyisobutenylsuccinimides; PIB-amine compounds; sulfurized PIB compounds; and Mannich condensation products of an alkylated hydroxyaromatic compound.