Preparation and characterization of acrylates and polyacrylates having variable fluorine contents and distributions

Abstract

Five acrylic esters having different fluorine contents and distributions in their side‐groups (i.e., CH2=CHC(O)OR, where R = C(CH3)2C6F4H, C(CH3)2C6F5, C(CF3)2C6F5, C(CF3)2C6H5, and C(CH3)2C6H5) have been prepared from the reactions of the lithium salts of their corresponding alcohols with acryloyl chloride. These monomers are polymerized under identical conditions by the radical initiator AIBN and five polyacrylates were prepared having the structure of  [ CH2CHC(O)OR]n. These addition polymers were compared and fully characterized by GPC, VPO, DSC, TGA, NMR, IR, and UV‐visible spectroscopies, and they showed potential for practical applications. Significant differences in their thermal stabilities were found with respect to fluorine contents and distributions in these polyacrylates, and the highest stability arises from CF3 substitutions in the side‐chains of the polymers. © 1994 John Wiley & Sons, Inc.

A Facile in Situ and UV Printing Process for Bioinspired Self-Cleaning Surfaces

“…The thermal and light stability of the cured HBP-PFUA blends were not investigated. However, the HBP was found to be stable under oxygen up to approximately 400 °C [ 38 ], and fluorine substitution is known to improve the thermal stability of polyacrylates [ 40 ], which warrants high thermal endurance of the synthesized coatings. Moreover, the addition of suitable stabilizers and perfluorinated moieties was also reported to further improve the long-term weathering [ 41 ], and yellowing resistance of similar materials [ 42 ].…”

Structure and properties of poly(benzyl acrylate) synthesized under microwave energy

“…Acrylic polymers are considered as one of the most versatile materials because their chemical, physical and mechanical properties, which can be modulated by an appropriate selection of its ester constituent and comonomer (Zhu et al, 2004;Guo et al, 1994;Angelovici and Kohn, 1991). These kinds of polymers have properties that make them suitable for a variety of industrial applications, among the most interesting are those related to varnishes, adhesives and biomaterials (Gower and Shanks, 2006;Soundararajan et al, 1987;Langer and Peppas, 2003).…”

New Families of Photocurable Oligomeric Fluoromonomers for Use in Dental Composites

“…Due to the advantageous blend of chemical inertness, including extreme hydrophobicity, with generally good biocompatibility, fluoropolymers have become widely utilized as components of medical devices. As the demand for advanced fluoropolymers with specific physical properties has grown, the molecular design of new types of fluorinated monomers has become an important area in synthetic polymer chemistry. − In biomaterials, the requirements for durable fluoropolymers include high hydrophobicity, chemical and physical resistance, mechanical strength, and resilience along with low surface energy, polymerization shrinkage, toxicity, and abrasion. In this study, we have focused on the development of new families of oligomeric fluoromonomers designed to improve the performance of aesthetic polymeric dental restorative materials.…”