Jean-Pierre Senet

Grafting of 2-vinyl-4,4-dimethylazlactone onto electron-beam activated poly(propylene) films and fabrics. Application to the immobilization of sericin†

The grafting of 2-vinyl-4,4-dimethylazlactone (VDM) onto electron-beam activated poly(propylene) (PP) films and fabrics and subsequent reaction of the anchored azlactone groups with various nucleophiles was investigated. Surface graft polymerization was demonstrated by FTIR and X-ray photoelectron spectroscopy (XPS) analysis. Determination of azlactone loading of the PP-g-VDM films and fabrics was achieved by titration. It was confirmed that grafted poly(VDM) chains are reactive towards nucleophiles such as water, benzylamine, Jeffamine M600®, and poly- (β-benzyl aspartate) ω-benzylamide used as a model of peptidic chain. Sericin, a natural water-soluble protein issued from silk degumming, was immobilized onto PP-g-VDM fabrics. Mass uptake up to 10% was obtained at room temperature using the raw solution resulting from industrial degumming process. Immobilization of sericin onto PP-g- VDM fabrics was assessed by FTIR, XPS, and determination of amino acid content after acidic hydrolysis. The results suggest that this technique is useful for obtaining permanent altered surfaces and that PP-g-VDM films and fabrics could be used for deproteinization of aqueous solutions as well as in the field of combinatorial chemistry as scavengers or substrates.

New polyurethanes derived from amino acids: Synthesis and characterization of α,ω-diaminooligopeptides by ring-opening polymerization of glutamate N-carboxyanhydrides

Abstract Strictly aminotelechelic oligopeptides with γ-methylglutamate or γ-benzylglutamate units were synthesized by oligomerization of the corresponding N-carboxyanhydride initiated by ethylenediamine. The degree of polymerization (DP) was controlled by the ratio of NCA to ethylenediamine concentrations for reaction times of less than 1 h and DP=20. The aminotelechelic nature, which greatly depends on the conditions used during oligomerization, was confirmed by amino end-group quantification. Characterization was achieved by 1 H and 13 C NMR and IR spectroscopy.

Poly(vinyl chloroformate) and derivatives: 1. Polymerization of vinyl chloroformate, vinyl carbamates and vinyl carbonates

Abstract The free-radical polymerization of vinyl chloroformate and of some of its derivatives, e.g., vinyl carbamates and vinyl carbonates, has been studied. Peroxydicarbonates are the most convenient initiators, especially for vinyl chloroformate polymerization carried out in bulk and in methylene chloride solution at 35°C since they lead to high molecular-weight polymers and quantitative yields. The structure of these polymers has been examined by i.r., 1 H and 13 C n.m.r. spectroscopy.

Poly(vinyl chloroformate) and derivatives: 3. Chemical modification of poly(vinyl chloroformate)

Abstract The chemical modification of poly(vinyl chloroformate) with compounds containing labile hydrogen atoms like amines, alcohols and phenols as well as with potassium cyanide has been investigated. Convenient conditions have been found in order to obtain soluble modified polymers with good substitution yields.

New functionalization method for radiation curable polyurethanes containing pendant acrylate groups

Abstract Polyurethane oligomers, with pendant acrylic groups useful in photocrosslinkable systems, were synthesized by a new way of functionalization, convenient for attaining a higher functionality of acrylic groups. They were used as base components for curable formulations; their reactivity and physical properties were studied by comparison with classical systems.

Chemical Modification of Poly(Vinyl Chloroformate)

Soluble as well as cross-linked polymeric reagents have found numerous applications, namely in the field of organic synthesis, metal chelation or pharmacology1. The chemical modification of functional polymers is an important procedure for the preparation of polymeric reagents and has been extensively studied during the last decade.