Dithiophosphoric Acid Functionalization of Olefinic Polymers

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Solution Overview

Problem

The application and utility of dithiophosphoric acids for polymer functionalization have not been developed, limiting their potential in creating new functional polymers for industries such as petrochemical and polymer.

Innovation Solution

Mono-functional and bi-functional dithiophosphoric acids (DTPAs) are used to react with olefinic polymers through electrophilic addition processes under mild conditions, allowing for the post-polymerization functionalization of polymers like polybutadienes, polyisoprenes, and polynorbornene, forming new functional polymers with enhanced optical and flame retardant properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If dithiophosphoric acids are used for polymer functionalization, then new functional polymers can be created with enhanced properties, but the application and utility have not been developed

Engineering Contradiction:
Improveapplication utilityVSAvoidprocess development
Core Design Contradiction:
Adaptability or versatilityVSEase of manufacture

Solution Approach 1:

The patent performs preliminary functionalization of olefinic polymers with dithiophosphoric acids under mild conditions before the polymers can be applied in their unfunctionalized form. This preliminary action creates versatile functional groups that can be further modified or used directly in applications requiring flame retardancy or optical properties, thereby developing the application utility without requiring complex subsequent processing steps.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent changes the chemical parameters of the polymer by introducing dithiophosphoric acid functional groups, which fundamentally alters the properties of the polymer from its original olefinic state to a functionalized state with enhanced flame retardancy, optical properties, and chemical versatility. This parameter change enables new applications while maintaining ease of manufacture through the mild reaction conditions used.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If electrophilic addition processes are used for post-polymerization functionalization, then near-quantitative yields are achieved, but the reaction conditions must be controlled

Engineering Contradiction:
ImproveyieldVSAvoidcondition control
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The patent optimizes reaction parameters such as temperature, solvent choice, and reagent stoichiometry to achieve near-quantitative yields while maintaining ease of operation. By carefully controlling these parameters, the electrophilic addition process proceeds efficiently without requiring complex condition control systems, thus resolving the contradiction between high productivity and ease of operation.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The dithiophosphoric acid functionalization process is self-regulating to a degree, where the electrophilic addition naturally proceeds to high completion without requiring extensive external control mechanisms. The reaction conditions are designed to be inherently controllable, allowing near-quantitative yields to be achieved while maintaining ease of operation through straightforward process management.

Inventive Principle:
Principle #25Self-service

3Adaptability or versatility

If mono-functional and bi-functional DTPAs are used to react with olefinic polymers, then a wide range of functional polymers is produced, but the reaction scope must be managed

Engineering Contradiction:
Improvefunctional polymer rangeVSAvoidreaction scope management
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent employs mono-functional and bi-functional dithiophosphoric acids that can react with multiple types of olefinic polymers (polybutadienes, polyisoprenes, polynorbornene) under similar conditions. This multi-functionality allows a single set of reagents to produce a wide range of functional polymers with different properties, thereby expanding the functional polymer range without proportionally increasing the complexity of reaction scope management.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent segments the functionalization process into distinct steps using mono-functional and bi-functional DTPAs, allowing systematic control over the functional groups introduced into the polymer. This segmentation enables the production of a wide range of functional polymers by combining different DTPA types with different olefinic polymer substrates, while managing reaction scope through a modular approach that simplifies process management.

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 process achieves near-quantitative yields of functionalized polymers with improved properties, enabling the production of low-cost specialty polymers suitable for petrochemical and biorenewable industries, and providing flame retardancy and optical applications.

Implementation Method 1

the application and utility of these molecules for polymer functionalization have not been developed... mono-functional and bi-functional dithiophosphoric acids (DTPAs) disclosed herein are able to undergo efficient chemical reactions with a wide range of olefinic polymers in bulk-neat conditions or in solution via electrophilic addition processes

Methodology Applied
Scientific EffectElectrophilic addition: Chemical Bonding

Data Source

PatentUS20250340677A1Functionalization of soluble polydienes and polyisoprenes using dithiophosphoric acids
Publication Date: 2025.11.06 THE ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIV OF ARIZONA
  • US20250340677A1 patent drawing
  • US20250340677A1 patent drawing
  • US20250340677A1 patent drawing

AI summary

A composition including a reaction product of a polymer including one or more olefins and a dithiophosphoric acid compound.