Synthesis and Characterization of New Copolymer Based Cinnamyl Methacrylate Monomer: Determination of Monomer Reactivity Ratio and Statistical Sequence

Abstract

Radical-initiated copolymerization of Cinnamyl methacrylate (CMA) and Ethyl methacrylate (EMA) monomers were carried out at lower conversions (<10%) using 2,2'-azobisisobutyronitrile (AIBN) as initiator, in 1,4-dioxane at 60 °C and nitrogen atmosphere. Structure and composition of copolymers for wide range of monomer feed were determined by Fourier Transform Infrared (FTIR) and Ultra-violet (UV) spectroscopy analysis through recorded of analytical absorption bands for monomers units. Monomer reactivity for CMA (1)-EMA (2) pair were determined by the Finneman-Ross (F-R) and Kelen-Tudos (K-T) methods. They are r 1 = 0.135 and r 2 = 0.868 as determined by K-T method. Parameters Q 1 , e 1 of CMA monomer were calculated according to Alfrey-Price model. A relatively high activity of EMA was observed as compared to CMA growing radical. This result can be explained by sterical hindrance caused by chemical structure of cinnamyl pendant group in chain growth reactions.

Bio-derived production of cinnamyl alcohol via a three step biocatalytic cascade and metabolic engineering

“…Cinnamyl alcohol is a simple versatile chemical implicated in the production of various compounds of applied and commercial interest. Simple esterification of this alcohol can afford a variety of cinnamyl esters, which find use in the flavour and fragrance industries,7, 8 as well as being used as precursors for the production of smart polymer materials 9. Examples of these include cinnamyl acetate, which is used to confer spicy and floral aromas, and cinnamyl methacrylate - a monomer which can be polymerised by both radical and photochemical means to create a dual crosslinked product.…”

A Facile Preparation of Hydroxycinnamyl Alcohols withSimultaneous Protection of Phenol Groups as Carbonate

“…Hydroxycinnamyl alcohols can be considered of general interest in biological chemistry and plant science but also in polymer science and for food and cosmetic assembly . These alcohols are also important and valuable in chemical synthesis as precursors of important drugs .…”

“…[3] The impact, occurrence, biosynthetic pathways, biological properties and the effort dedicated by many research groups toward this class of compounds, that together with parent acids are very common in cereals, fruit and vegetables where most of them contribute to color and taste, can be appreciated in details by a general database search [4] or by a specific one, such as Phenol-Explorer. [5] Hydroxycinnamyl alcohols can be considered of general interest in biological chemistry and plant science [6] but also in polymer science [7] and for food and cosmetic assembly. [8] These alcohols are also important and valuable in chemical synthesis as precursors of important drugs.…”