Sulfur Functional Prepolymers for Soluble Polyurethane Feedstocks

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Solution Overview

Problem

Elemental sulfur is difficult to process due to its brittle nature and limited solubility in polar organic solvents and aqueous media, limiting its utilization in various applications, particularly in the production of polyurethanes and other polymeric materials.

Innovation Solution

Development of sulfur-based prepolymers with reactive functional groups, such as alcohols and carboxylic acids, that are highly soluble in organic polar solvents, allowing for the purification and modification of these prepolymers into polyurethanes and block copolymers with increased thermal stability and tensile strength.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If elemental sulfur is used in its original state, then it is available as a plentiful feedstock, but it has poor solution processing characteristics and limited solubility in polar organic solvents

Engineering Contradiction:
Improveavailability of sulfur feedstockVSAvoidsolution processing characteristics
Core Design Contradiction:
Quantity of substanceVSEase of manufacture

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of sulfur through copolymerization with olefin co-monomers containing polar functional groups. This transforms elemental sulfur from an insoluble crystalline solid into copolymers with enhanced solubility in polar organic solvents and aqueous media, while maintaining sulfur's availability as a feedstock

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite materials by synthesizing sulfur copolymers that combine sulfur monomers with olefin co-monomers having polar functional groups (hydroxyl or carboxylic acid groups). This composite structure provides both the desired solubility characteristics and the structural properties of sulfur, resolving the contradiction between feedstock availability and processability

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If sulfur copolymers are prepared from elemental sulfur and olefin co-monomers, then they can be produced with varied composition, but they have limited solubility in polar organic solvents and aqueous media

Engineering Contradiction:
Improvecomposition variability of sulfur copolymersVSAvoidsolubility in polar organic solvents
Core Design Contradiction:
Adaptability or versatilityVSEase of manufacture

Solution Approach 1:

The patent systematically varies the composition parameters by using different olefin co-monomers with hydroxyl or carboxylic acid groups in different proportions. This parameter optimization achieves both composition variability and enhanced solubility in polar organic solvents, as the polar functional groups interact favorably with polar solvents

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces local quality by incorporating polar functional groups (hydroxyl or carboxylic acid groups) at specific locations within the copolymer structure. These localized polar regions provide the necessary solubility in polar organic solvents while the overall copolymer structure maintains composition variability for different applications

Inventive Principle:
Principle #3Local quality

3Ease of manufacture

If polar functional groups are incorporated into sulfur copolymers, then solubility in polar organic solvents increases, but the complexity of the polymer structure increases

Engineering Contradiction:
Improvesolubility in polar organic solventsVSAvoidpolymer structure complexity
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent manages structural complexity by controlling the parameters of copolymerization - specifically the ratio of sulfur to olefin co-monomer and the selection of specific co-monomers. This allows achieving desired solubility in polar organic solvents through parameter optimization rather than through complex multi-component structures

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies segmentation by creating copolymers where sulfur segments are combined with olefin co-monomer segments containing polar functional groups. This segmented structure provides solubility in polar organic solvents through the polar segments while keeping each segment relatively simple, avoiding the need for highly complex overall structures

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 sulfur-based prepolymers facilitate the production of polyurethanes with improved solubility, thermal stability, and tensile strength, enabling their use in a variety of applications including fire retardant compositions, coatings, and flexible foams.

Implementation Method 1

sulfur copolymers have been prepared from elemental sulfur and olefin co-monomers, such as vinylic co-monomers

Methodology Applied
Scientific EffectCopolymerization: Chemical Bonding

Implementation Method 2

Such sulfur-based prepolymers are highly soluble in organic polar solvents, which allows for the purification of sulfur-based prepolymers that are suitable for use in the preparation of polymeric materials

Methodology Applied
Scientific EffectSolvation: Solvation

Implementation Method 3

the sulfur-based prepolymers are reacted with isocyanates to provide polyurethanes

Methodology Applied
Scientific EffectPolyaddiction: Chemical Bonding

Data Source

PatentUS12534565B2Sulfur-based functional prepolymers for polyurethanes and polymeric materials
Publication Date: 2026.01.27 THE ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIV OF ARIZONA
  • US12534565B2 patent drawing
  • US12534565B2 patent drawing
  • US12534565B2 patent drawing

AI summary

A composition includes a reaction product of a mixture of elemental sulfur and at least a first ethylenically unsaturated compound comprising a hydroxyl or carboxyl group.