Phosphine Oxide Containing Poly(pyridinium salt)s as Fire Retardant Materials

Abstract

Six new rugged, high-temperature tolerant phosphine oxide-containing poly(4,4′-(p-phenylene)-bis(2,6-diphenylpyridinium)) polymers P-1, P-2, P-3, P-4, P-5, and P-6 are synthesized, characterized, and evaluated. Synthesis results in high yield and purity, as confirmed by elemental, proton (1H), and carbon 13 (13C) nuclear magnetic resonance (NMR) spectra analyses. High glass transition temperatures (Tg > 230 °C) and high char yields (>50% at 700 °C) are determined by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA), respectively. These new ionic polymers exhibit excellent processability, thin-film forming, high-temperature resistance, fire-resistance and retardation, coating, adhesion, mechanical and tensile strength, and n-type (electron transport) properties. The incorporation of phosphine oxide and bis(phenylpyridinium) moieties in the polymer backbones leads to high glass transition temperatures and excellent fire retardant properties, as determined by microcalorimetry measurements. The use of organic counterions allows these ionic polymers to be easily processable from several common organic solvents. A large variety of these polymers can be synthesized by utilizing structural variants of the bispyrylium salt, phosphine oxide containing diamine, and the counterion in a combinatorial fashion. These results make them very attractive for a number of applications, including as coating and structural component materials for automobiles, aircrafts, power and propulsion systems, firefighter garments, printed circuit boards, cabinets and housings for electronic and electrical components, construction materials, mattresses, carpets, upholstery and furniture, and paper-thin coatings for protecting important paper documents.

Unveiling the Three-Component Phosphonylation on Alkynylaldehydes: Toolbox toward Fluorescent Molecules

“…Phosphoquinolines and pyridines are important scaffolds that are widely present in many pharmaceuticals and natural products (Figure ). The carbazole bonded to phosphine oxide improves charge transport and charge injection and acts as a host structure for OLEDs and BATFPO, which have been used as a potential fire retardant. Owing to their vast applicability, the introduction of phosphonyl groups at the α-position of cyclic amines to construct small organic molecules is of particular significance in organic chemistry.…”

Combustion behavior, mechanical performance and application for vinyl acetate–ethylene copolymer emulsion containing melamine amino trimethyl phosphate and sodium lignosulfonate

“…In our previous research, an innovative and green formulation containing the MEL amino trimethyl phosphate (acid source and blowing agent) and natural sodium lignosulfonate (SL, carbon source) was proposed to prepare intumescent VAE polymers. 14 The mode of action of such intumescent VAE polymer was initiated by the emission of polyphosphoric acids at the temperature around 200 C, [15][16][17] and the VAE chains started to decompose until being heated exceeding 240 C, [18][19][20] thus, the intumescent additive inside typically began to degrade earlier than decomposition of the VAE matrix. The polyphosphoric acids emitted then reacted with the phenolic hydroxyl groups in sodium lignosulfonate (SL) to form a phosphor-carbonaceous layer at the exterior through dehydrating.…”

Poly(Pyridinium Salt)s Containing 2,7-Diamino-9,9′-Dioctylfluorene Moieties with Various Organic Counterions Exhibiting Both Lyotropic Liquid-Crystalline and Light-Emitting Properties

“…The dispersion of single-walled carbon nanotubes with poly(pyridinium salt)s via non-covalent interactions in dimethyl sulfoxide can be achieved for the preparation of carbon nanotube-based composites [ 23 , 24 , 25 ]. Specifically, the tailored poly(pyridinium salt)s with aromatic phosphine oxide moieties in their main-chain chains are found to be excellent inherently fire-retardant ionic polymers [ 26 ]. They can be used for the electrochromic materials for the potential application for smart windows since they have redox properties of the main chain ionic moieties [ 27 , 28 , 29 ].…”