Synthesis, characterization and properties of novel polyamides containing ferrocene unit and flexible spacers

Abstract

Synthesis and characterization of ferrocene-containing main-chain polyamides are reported in this article. A new, interesting type of organometallic monomer (FDADO) based on ferrocene was prepared by interfacial condensation of 1,1 -dichlorocarbonyl ferrocene with 2 mol 1,8-diamino-3,6-dioxaoctane (DADO). A series of ferrocene-based polyamides was prepared via polycondensation of the ferrocenyl diamine (FDADO) with different diacid chlorides using two different methods. The monomer and polymers were characterized by elemental analysis, infrared and NMR spectroscopy. The thermal stability and behavior of the synthesized polymers were evaluated by thermal gravimetric analysis (TGA), dynamic mechanical thermal analysis (DMTA), and differential scanning calorimetry (DSC). The crystallinity of polymers was examined by X-ray diffraction analysis. Inherent viscosity, solubility and flame-retardancy of the polymers were also studied. The obtained polymers showed good heat-resistance and flame-retardancy, and improved solubility vs generally reported polyamides in some common organic solvents.

Liquid‐crystalline azobenzene‐containing ferrocene‐based polymers: study on synthesis and properties of main‐chain ferrocene‐based polyesters with azobenzene in the side chain

“…All the polymers exhibited the main characteristic peaks of ferrocene‐based polymers such as the C–H stretching vibration of the ferrocene unit, the aliphatic C–H stretching vibrations, stretching vibration of the carbonyl group, C–O–C and C–O stretching vibrations, aromatic C–H bending vibration, and Fe–Cp stretching vibration. The FT‐IR spectra showed the characteristic peaks of ferrocene‐based polyesters and the spectra coincide with the literature . In particular, the cyano azobenzene‐containing main‐chain ferrocene‐based polyester PPFD‐CN possessed a unique peak at 2220 cm –1 , which is characteristic to the stretching vibration of –C≡N group.…”

“…Afterward, the ester bonds (C=O and C–O), connected with the ferrocene moieties, were broken producing a big amount of carbon dioxide, which is responsible for this weight loss up to 315 °C, 332 °C, and 364 °C for PPFD‐NT, PPFD‐CA, and PPFD‐CN, respectively. The weight loss in the third stage expressed the breakage of the Fe–C bonds forming a lot of Fe atoms that catalyze the degradation of the polymer and the degradation of the ferrocene units in the polymer, and it appeared at 402 °C, 410 °C, and 400 °C for PPFD‐NT, PPFD‐CA, and PPFD‐CN, respectively …”

Study on the electrochemical, thermal, and liquid crystalline properties of poly(diethyleneglycol 1,1′-ferrocene dicarboxylate)

“…Furthermore, the aromatic C-H bending vibration and Fe-Cp stretching vibration appear at 802 and 492 cm À1 , respectively. The FTIR spectrum shows the characteristic peaks of a ferrocene-based polyester and the spectrum coincides with the literature [2,[37][38][39][40][41][42][43].…”

Fabrication of biodegradable poly(ester-amide)s based on tyrosine natural amino acid

“…Each group has its benefits and disadvantages. For instance, polyamides show high thermal stability, chemical resistance, low combustibility, and incredible mechanical properties (Liaw et al 2001;Mehdipour-Ataei and Babanzadeh 2007); however, the poor solubility and high melting temperatures caused by the high crystallinity and high rigidity, and strong intermolecular interactions through hydrogen bonding of the polymer backbone has lead to difficult processability of these materials (San-Jose et al 2007). To overcome some disadvantages, a great interest has lately been focused on the study of poly(ester-amide)s (PEA)s since they combine properties of amide groups (high temperature stability, excellent mechanical strength and good chemical resistance) and polyesters (high degradability and flexibility) (Okada 2002).…”