Abstract

During the reaction injecting molding process of polyurethane−urea (PUU) based on 4,4‘-methylenebisphenyl diisocyanate (MDI), urethane as well as urea linkages are produced when a highly fluorescent aromatic diamine is used as a chain extender. To explore intrinsic fluorescence as a cure characterization technique, model urethane and urea compounds with similar chemical structures to MDI-based PUU were synthesized. Their fluorescence behavior were compared with that of diethyltoluenediamine (DETDA), which is often employed as a chain extender. The emission maxima for DETDA in polypropylene oxide (PPO) polyol occurred at 336 nm, while the urea (diphenylurea) and the urethane (ethyl N-phenylcarbamate) model compounds showed emission maxima at 301 and 303 nm, respectively. The relative quantum yield for DETDA was determined to be 57 times greater than the urea compound, while the urethane compound possessed a relative quantum yield 11 times greater than the urea compound. The viscosity effect increased DETDA...

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