Polynorbornene with Cross-Linkable Side Chains via Ring-Opening Metathesis Polymerization
2000; American Chemical Society; Volume: 33; Issue: 19 Linguagem: Inglês
10.1021/ma000025i
ISSN1520-5835
AutoresDer‐Jang Liaw, Jang-Shiang Tsai, Pi‐Ling Wu,
Tópico(s)Chemical Synthesis and Analysis
ResumoThe ring-opening metathesis polymerization (ROMP) of 5-(methyl methacryloyl isocyanate)bicyclo[2.2.1]hept-2-ene [i.e., norbornene containing methacryloyl isocyanate (NBMMAI)] having cyclic olefin and terminal double bond was investigated in order to produce novel polymers with cross-linkable side chains under ligand exchange with MMA by using {RuCl2(CHPh)[P(C6H11)3]2} (II) as catalyst. Results of infrared spectra, 1H NMR, and 13C NMR showed that poly(NBMMAI) contains polynorbornene backbone ring structure and methacryloyl side chains. The 1H NMR spectrum of poly(NBMMAI) showed new vinyl protons as a broad signal between 5.15 and 5.37 ppm in the ratio of 0.4 and 2.8, corresponding to the vinyl protons of the cis and trans double bond of the ring-opened polymer, respectively. Gel formation was still observed in the polymerization of NBMMAI using ruthenium catalyst II with 20 mol % p-methoxyphenol (MEHQ). An increase in bulkiness of the ligand reduced the cross metathesis reaction and led to reduced activity for the catalyst. Increasing the ratio of monomer concentration [M] to catalyst [cat] resulted in the formation of higher molecular weight polymers and polymer yield. The incorporation of poly(NBMMAI) into poly(methyl methacylate) (polyMMA) to produce AB cross-linked materials was accomplished. These cross-linked materials had higher thermal stability and solvent resistance than pure polyMMA.
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