Structural Flexibility of 4,4'-methylene Diphenyl Diisocyanate (4,4'-MDI): Evidence from First Principles Calculations

Overview

Journal J Mol Model

Publisher Springer

Specialty Molecular Biology

Date 2014 Feb 14

PMID 24522379

Citations 1

Authors

Pawel Rodziewicz

Jakub Goclon

Affiliations

Soon will be listed here.

Abstract

A reactant used globally in the production of polyurethane is the molecule 4,4'-methylene diphenyl diisocyanate (4,4'-MDI). The structural flexibility of 4,4'-MDI is one of the most important molecular properties influencing the polymerization process and this property was therefore modeled using density functional theory (DFT) calculations and Car-Parrinello molecular dynamics (MD) simulations. Global and local minima structures were found and confirmed by vibrational analysis. The energy barriers related to rotation of the aromatic rings were estimated by DFT calculations. The stability of global and local minima was verified by Car-Parrinello (MD) runs at finite temperature. The presence of weak C-H⋯π hydrogen bonds was confirmed by atoms in molecules analysis and found to be responsible for the low energy barriers.

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Glutathione reaction products with a chemical allergen, methylene-diphenyl diisocyanate, stimulate alternative macrophage activation and eosinophilic airway inflammation.

Wisnewski A, Liu J, Colangelo C Chem Res Toxicol. 2015; 28(4):729-37.

PMID: 25635619 PMC: 4667722. DOI: 10.1021/tx5005002.

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