Effect of Addition of Various Acrylates on the Performance of Ethyl Cyanoacrylate Adhesive

Abstract

Polyalkyl 2-cyanoacrylates begin to retropolymerize and deteriorate dramatically at temperatures above 80°C. They bond rapidly to the metal surfaces and readily lose strength even at ambient temperatures. These two drawbacks of the cyanoacrylates have made this class of adhesives unpopular as structural adhesives. Several attempts have been made to increase the thermal stability and the stability of the bond between the metal surfaces by adding chemicals like cyclopentadienoates and anhydrides to the cyanoacrylates. Cyclopentadienoates are not available commercially, and, therefore, in this study, we have selected various acrylates and methacrylates in the cyanoacrylate formulation and these were tested to various temperatures. Interesting results have been obtained and reported.

Reactivity of novel ethyl cyanoacrylate and 6-hydroxyhexyl acrylate adhesive mixtures and their influence on adhesion and thermal stability

“…Similar results were obtained by adding 15 wt% of methyl methacrylate (Figure 1). Samatha et al [17] justified the improvement in the thermal stability by a cross-linking of the ECN and the acrylate monomer, and they were more marked in di-acrylates than in mono-acrylates. On the other hand, good storage stability at 25 °C was observed for all ECN+acrylate mixtures.…”

“…While the influence of the addition of acrylates in the polymerization of cyanoacrylates has been studied in the past, the use of functionalized acrylates has been barely studied. In fact, Samatha et al [17] have demonstrated that the addition of 5 to 20 wt% of 2-hydroxyethyl methacrylate (Figure 1) increased the adhesion of ECN adhesive, due to the cross-linking between the monomer and the functionalized acrylate, involving the hydroxyl group of the acrylate as nucleophile in the reaction. On the other hand, in the patent by Martín-Martínez et al [19] it has been evidenced a reduction in the heat of polymerization of the ECN by adding different amounts (5 to 20 v/v%) of acrylic derivatives such as 6-hydroxyhexyl acrylate (HHA) and alcoxycarbonyl acrylic acid (ECA) (Figure 1), but an important decrease in the adhesion of the ECN/alcoxycarbonyl acrylic acid (20 v/v%) mixture has been also observed.…”

“…Several additives have been proposed for improving the thermal stability of the cyanoacrylate polymers. [16] Samatha et al [17] added various acrylates for improving the thermal stability and the adhesion properties of cyanoacrylates. They found that the addition of 10 wt% of ethyleneglycol diacrylate (Figure 1) increased the adhesive strength of ethyl cyanoacrylate after being heated at 75-100 °C for 24 hours.…”

Synthesis, Characterization and Study of Antibacterial Activity of Methacrylic Copolymer

“…The significance of these adhesives has, therefore, increased for many applications. These adhesives are also often used in preference to contact or heat-sealing adhesives [27][28][29][30] . Acrylate copolymers have gained a considerable significance over other various polymeric raw materials because of their excellent properties, such as ageing resistance and light stability, good adhesion to various types of substrates, and ease of application.…”

Copolymerization of 4-Acetylphenyl Methacrylate with Ethyl Methacrylate: Synthesis, Characterization, Monomer Reactivity Ratios, and Thermal Properties

“…Poly(phenyl methacrylates) have higher thermal stability and gain much interest due to their potential industrial uses [8][9][10]. Copolymers of phenyl methacrylate with various acrylates are reported as adhesives for leather to cloth bonding [11][12][13][14][15]. Poly(phenyl methacrylate)s are harder polymers of higher tensile strength and find applications in pressure-sensitive, photo imaging materials [16] and in electrophotographic photoreceptors for offset printing plates [17].…”