Polycarbonate Diol Composition for Low-Temperature Polyurethane

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Solution Overview

Problem

Conventional polycarbonate diols used in polyurethane production exhibit inadequate low-temperature characteristics, chemical resistance, and heat resistance, limiting their applications due to high crystallinity and poor flexibility.

Innovation Solution

A polycarbonate diol is developed with a specific structural unit derived from compounds represented by formulas (A) and (B), with a hydroxyl value of 20 to 450 mg-KOH/g, and a glass transition temperature of -30°C or less, achieving a balanced combination of chemical resistance, low-temperature characteristics, and heat resistance by controlling the molar ratio and carbon number of the dihydroxy compound.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If polycarbonate diol synthesized from 1,6-hexanediol is used, then heat resistance and hydrolysis resistance are improved, but low-temperature characteristics and flexibility deteriorate due to high crystallinity

Engineering Contradiction:
Improveheat resistance and hydrolysis resistanceVSAvoidlow-temperature characteristics and flexibility
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent uses a composite structure comprising a polycarbonate diol main chain with pendant ester groups introduced through specific dihydroxy compounds (formula A). This composite molecular structure combines the advantages of polycarbonate (heat and hydrolysis resistance) with the flexibility provided by ester groups, while the pendant structure disrupts crystallinity to improve low-temperature characteristics

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent introduces ester groups at specific local positions along the polycarbonate chain through the use of dihydroxy compounds with formula (A). This local modification allows the majority of the chain to maintain polycarbonate properties (heat and hydrolysis resistance) while specific segments provide flexibility and reduce crystallinity

Inventive Principle:
Principle #3Local quality

2Reliability

If polycarbonate diol with higher molecular weight is used, then heat resistance is improved, but low-temperature characteristics and flexibility deteriorate

Engineering Contradiction:
Improveheat resistanceVSAvoidlow-temperature characteristics and flexibility
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent introduces pendant ester groups at specific intervals along the polycarbonate chain through dihydroxy compounds (formula A). This local structural modification creates flexible segments that maintain low-temperature characteristics even in higher molecular weight polymers, while the overall polycarbonate structure preserves heat resistance

Inventive Principle:
Principle #3Local quality

Data Source

PatentEP2940056B1Polycarbonate diol and polyurethane using same
Publication Date: 2024.04.24 MITSUBISHI CHEM CORP
  • EP2940056B1 patent drawing
  • EP2940056B1 patent drawing
  • EP2940056B1 patent drawing

AI summary

The present invention relates to a polycarbonate diol comprising a structural unit derived from a compound represented by the following formula (A) and a structural unit derived from a compound represented by the following formula (B), wherein the hydroxyl value is from 20 to 450 mg-KOH/g: [Chem. 1]         HO-R1-OH     (A)         HO-R2-OH     (B) the glass transition temperature of said polycarbonate diol as measured by a differential operating calorimeter is -30°C or less and the average carbon number of a dihydroxy compound obtained by hydrolyzing said polycarbonate diol is from 3 to 5.5.