Synthesis of 3,4-dihydroxyphenyl-containing polymeric materials from 1,2-polybutadiene and eugenol via thiol—ene addition View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2016-04

AUTHORS

P. P. Chapala, M. V. Bermeshev, S. A. Korchagina, R. V. Ashirov, E. V. Bermesheva

ABSTRACT

In a search for routes to new promising adhesive materials, 3,4-dihydroxyphenyl groups were introduced for the first time into syndiotactic polybutadiene (1,2-unit content >90%). Two ways of introduction were studied: cross metathesis and thiol—ene addition. Eugenol, an available product of plant origin, was used as a source of 3,4-dihydroxyphenyl groups following the protection of its oxygen-containing groups with Et3SiH in the presence of B(C6F5)3) as a catalyst. A cross metathesis reaction of polybutadiene with modified eugenol in the presence of the Grubbs catalysts of different generations resulted in considerable degradation of the polymer into the corresponding low-molecular-weight products. A new approach involving thiol—ene addition afforded 3,4-dihydroxyphenyl-containing polybutadienes with desired catechol contents and desired molecular weights. More... »

PAGES

1061-1066

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11172-016-1413-0

DOI

http://dx.doi.org/10.1007/s11172-016-1413-0

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1037311769


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