Polycarbonate DIOL, method for producing polycarbonate DIOL, and polyurethane

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Solution Overview

Problem

Existing polycarbonate diols derived from linear aliphatic diols with 2 to 20 carbon atoms, such as 1,6-hexanediol, fail to maintain good chemical resistance and mechanical properties uniformly, leading to variations in quality and increased production costs in polyurethane production.

Innovation Solution

Incorporating a structural unit derived from an amine, such as 6-amino-1-hexanol, into the polycarbonate diol composition to enhance mechanical properties and chemical resistance, with controlled content between 1 ppm to 80 ppm by mass of nitrogen atoms.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If a linear aliphatic diol having 2 to 20 carbon atoms, such as 1,6-hexanediol, is used as a raw material dihydroxy compound for polycarbonate diol, then the polyurethane can be produced on an industrial scale, but the mechanical properties show variation and chemical resistance is not maintained uniformly

Engineering Contradiction:
Improveproduction efficiencyVSAvoidquality uniformity
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The invention changes the chemical composition parameter of the polycarbonate diol by incorporating a specific amine-based compound (6-amino-1-hexanol) at controlled concentrations (1-80 ppm by mass of nitrogen atoms). This parameter change stabilizes the polyurethane's mechanical properties and chemical resistance while maintaining industrial production efficiency.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite polycarbonate diol system by combining the linear aliphatic diol (1,6-hexanediol) with a small amount of amine-based compound (6-amino-1-hexanol). This composite approach leverages the benefits of both components: the scalability of 1,6-hexanediol-based polyurethane and the stabilizing effect of the amine compound on mechanical properties and chemical resistance.

Inventive Principle:
Principle #40Composite materials

2Strength

If 1,6-hexanediol is combined with another dihydroxy compound to improve flexibility, crystallinity, and strength, then the polyurethane properties are enhanced, but production cost increases

Engineering Contradiction:
Improvemechanical propertiesVSAvoidproduction cost
Core Design Contradiction:
StrengthVSEase of manufacture

Solution Approach 1:

Instead of using large amounts of additional dihydroxy compounds to improve mechanical properties, the invention applies a small but effective amount (1-80 ppm by mass of nitrogen atoms) of 6-amino-1-hexanol. This partial action achieves the desired mechanical property enhancement and chemical resistance stabilization without the excessive cost associated with larger additions of multiple dihydroxy compounds.

Inventive Principle:
Principle #16Partial or excessive action

3Productivity

If a tertiary amino alcohol is contained in a polycarbonate diol composition to prevent coloration and improve reactivity, then production efficiency is improved, but the influence on mechanical properties and chemical resistance remains insufficient

Engineering Contradiction:
Improveproduction efficiencyVSAvoidchemical resistance
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The invention uses 6-amino-1-hexanol, which has a structural similarity to tertiary amino alcohols (both contain amino groups), but with different functional characteristics. This 'copying' approach maintains the beneficial effects of amino compounds (coloration prevention, reactivity improvement) while adding the specific advantage of stabilizing mechanical properties and chemical resistance that tertiary amino alcohols alone cannot provide.

Inventive Principle:
Principle #26Copying

Data Source

PatentUS20250313660A1Polycarbonate DIOL, method for producing polycarbonate DIOL, and polyurethane
Publication Date: 2025.10.09 MITSUBISHI CHEM CORP
  • US20250313660A1 patent drawing
  • US20250313660A1 patent drawing
  • US20250313660A1 patent drawing

AI summary

A polycarbonate diol contains a structural unit (1) represented by the following general formula (I) and a structural unit (2) represented by the following general formula (II).(In the general formula (I), R represents a hydrocarbon group having 2 to 20 carbon atoms, which may have a substituent or a hetero atom.)(In the general formula (II), m is an integer of 2 to 20. R2 represents an alkyl group having 1 to 20 carbon atoms which may have a substituent, or a hydrogen atom.)