Polycarbonate Diol Production via Sugar Mediator Transesterification

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current methods for producing polyurethanes with polycarbonate diol components face challenges in optimizing reaction rates with isocyanate compounds, resulting in polyurethanes with suboptimal molecular weights, mechanical properties, and coloration issues, which affect productivity and application durability.

Innovation Solution

A method involving a transesterification reaction of aliphatic dihydroxy compounds with carbonate compounds in the presence of sugar and/or its derivatives to produce a polycarbonate diol, optimizing the reaction rate and enhancing the tensile strength and elastic recovery ratio of polyurethanes, while maintaining an uncolored and suitable molecular weight range.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional methods are used to produce polycarbonate diol without sugar additives, then the production process is simpler, but the reaction rate with isocyanate compound is slow and the polyurethane has suboptimal mechanical properties

Engineering Contradiction:
Improvereaction rate with isocyanate compoundVSAvoidproduction process complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

Sugar or its derivative acts as an intermediary substance in the transesterification reaction to produce polycarbonate diol. The sugar additive facilitates the reaction between aliphatic dihydroxy compound and carbonate compound, optimizing the reaction rate with isocyanate compound and improving polyurethane mechanical properties without significantly complicating the production process

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The invention changes the chemical composition parameters of the polycarbonate diol by introducing sugar or its derivative as an additive during transesterification. This parameter change optimizes the reaction kinetics with isocyanate compound and enhances the mechanical properties of the resulting polyurethane

Inventive Principle:
Principle #35Parameter changes

2Strength

If high molecular weight polycarbonate diol is produced to improve tensile strength, then the mechanical properties improve, but the reaction rate with isocyanate compound decreases and productivity suffers

Engineering Contradiction:
Improvetensile strengthVSAvoidreaction rate with isocyanate compound
Core Design Contradiction:
StrengthVSProductivity

Solution Approach 1:

The invention optimizes the molecular weight parameters of polycarbonate diol to a specific range (number average molecular weight Mn: 1,000-10,000) that simultaneously achieves high tensile strength and maintains fast reaction rate with isocyanate compound. This parameter optimization resolves the trade-off between mechanical properties and productivity

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional polycarbonate diol production methods are used, then the process is well-established, but the polyurethane product exhibits coloration issues and suboptimal elastic recovery

Engineering Contradiction:
Improvepolyurethane quality (uncolored, elastic recovery)VSAvoidmanufacturing simplicity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

Sugar or its derivative serves as a mediating agent in the transesterification reaction that produces polycarbonate diol with superior quality characteristics. The additive enables the production of uncolored polyurethane with improved elastic recovery ratio while maintaining manufacturing simplicity through a straightforward modification of the existing process

Inventive Principle:
Principle #24Intermediary (Mediator)

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 method efficiently produces polyurethanes with improved tensile strength, elastic recovery, and uncolored properties, enhancing productivity and expanding application possibilities by optimizing the reaction rate and molecular weight of polycarbonate diols with isocyanate compounds.

Implementation Method 1

a method involving a transesterification reaction of aliphatic dihydroxy compounds with carbonate compounds in the presence of sugar and/or its derivatives to produce a polycarbonate diol

Methodology Applied
Scientific EffectTransesterification reaction: Chemical Bonding

Implementation Method 2

optimizing the reaction rate with an isocyanate compound at the time of production of a polyurethane

Methodology Applied
Scientific EffectPolymerization reaction: Chemical Bonding

Data Source

PatentEP3029086B1Method for producing polycarbonate diol, polycarbonate diol, method for producing polyurethane and polyurethane
Publication Date: 2023.09.06 MITSUBISHI CHEM CORP
  • EP3029086B1 patent drawing

AI summary

To provide a polycarbonate diol for enhancing the reaction rate at the time of production of a polyurethane by a reaction of the polycarbonate diol with an isocyanate compound and enabling the obtained polyurethane to be improved in the tensile strength, elastic recovery ratio, etc. A dihydroxy compound and a carbonate compound are polymerized by a transesterification reaction in the presence of sugar and/or a derivative thereof to obtain the polycarbonate diol. The content of the sugar and/or derivative thereof is from 0.1 to 80 ppm by weight relative to the total of the sugar and/or derivative thereof and the dihydroxy compound.