Five-Carbon Ring Polyurethane via DCPD Chain Extension
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Solution Overview
Problem
The industrial sector has not explored the use of dicyclopentadiene-derived 5-carbon cyclic compounds as chain extenders to produce five-carbon ring derivative-containing polyurethane materials, despite their potential as green and promising materials.
Innovation Solution
A method involving the degradation of dicyclopentadiene to cyclopentadiene, followed by reactions such as translocation, alkylation, and addition to produce five-carbon ring-containing glycol monomers, which are then used as chain extenders in polyurethane production, utilizing catalysts like phosphoric acid and solvents like toluene and tetrahydrofuran to achieve high molecular weight polyurethane materials.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Object-affected harmful factors
If dicyclopentadiene is used as a raw material to produce polyurethane, then environmental friendliness is improved, but industrial exploration and application have been limited
Solution Approach 1:
The patent performs preliminary degradation of dicyclopentadiene to cyclopentadiene and subsequent chemical modifications (translocation, alkylation, addition reactions) to prepare five-carbon ring-containing glycol monomers before polyurethane production. This preliminary preparation enables industrial application by creating ready-to-use chain extenders from the green raw material.
Solution Approach 2:
The patent introduces five-carbon ring-containing glycol monomers as intermediary chain extenders between diisocyanate and polyethylene glycol. These intermediaries enable the incorporation of environmentally friendly dicyclopentadiene-derived structures into polyurethane while maintaining industrial processability.
2Productivity
If high-polarity solvents like DMF or DMAc are used in conventional methods, then polymerization efficiency is improved, but environmental harm increases
Solution Approach 1:
The patent replaces persistent, high-polarity solvents (DMF, DMAc) with tetrahydrofuran, which has lower environmental harm. While TFH requires continuous removal during polymerization, this trade-off achieves both environmental friendliness and maintained polymerization efficiency through controlled solvent elimination.
Solution Approach 2:
The patent changes the solvent parameter from high-polarity (DMF, DMAc) to moderate-polarity (tetrahydrofuran), and adjusts polymerization conditions (temperature, catalyst) to maintain efficiency. This parameter transformation reduces environmental harm while preserving productivity.
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
This method effectively produces five-carbon ring derivative-containing polyurethane with high molecular weight using environmentally friendly dicyclopentadiene, avoiding the use of high-polarity solvents like DMF or DMAc, and offering improved thermal stability and polymerization efficiency.
Implementation Method 1
degrading dicyclopentadiene (DCPD) to a diene precursor of 5-carbon cyclic compound-containing cyclopentadiene (CPD)
Implementation Method 2
allowing cyclopentadiene to react with phenol by acid catalysis to produce 4-(cyclopent-2-enyl)phenol
Implementation Method 3
allowing 4-(cyclopent-2-enyl)phenol to react in presence of a phosphoric acid catalyst to produce 4-cyclopentenylphenol
Implementation Method 4
allowing 4-cyclopentenylphenol to react with phenol by acid catalysis to produce a compound expressed by formula (I)
Implementation Method 5
allowing a diisocyanate compound to react with a polyethylene glycol compound in a solvent and thus produce a prepolymer
Implementation Method 6
allowing the prepolymer to react continuously with a 5-carbon cyclic compound expressed by one of formula (I), formula (II) and formula (III) and thus produce a five-carbon ring derivative-containing polyurethane
Data Source
AI summary
A method of producing a five-carbon ring derivative-containing polyurethane involves introducing a DCPD-derived 5-carbon cyclic compound into a polyurethane material and effectuating polymerization in the presence of a solvent of a low boiling point and low toxicity to produce a five-carbon ring derivative-containing polyurethane of a high molecular weight.