Synthesis and charaterization of new arowmatic polymers containing long alkyl side chains and 1,3,5‐triazine rings

Shah²,

International Journal of Polymeric Materials

2007

Seven polyamides containing s-triazine rings in the main chain were synthesized by high temperature polycondensation of 2-(b-naphthylamino)-4,6-bis(naphthoxy-3-carbonyl chloride)-s-triazine [NANCCT] with various aromatic diamines such as 4,4 0 -diaminodiphenyl [DADP], 4,4 0 -diaminodiphenylamide [DADPA], 4,4 0 -diaminodiphenylsulphone [DADPS], 4,4 0 -diaminodiphenylsulphonamide [DADPSA], 4,4 0 -diaminodiphenyl methane [DADPM], 2,4-diamino toluene [DAT] and p-phenylene diamine [PPDA]. All the polyamides were characterized by solubility tests, density measurements, viscosity measurements, IR spectra, NMR spectra, and thermogravimetric analysis. The polyamides had inherent viscosities in the range 0.88-1.16 g=dL in N,N 0 -dimethyl formamide at room temperature (30 C). All the polyamides showed good thermal stability at high temperatures and most of them were soluble readily at room temperature in polar solvents.

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Polyamides Based on s-Triazine Moiety

Shah²,

International Journal of Polymeric Materials

2007

“…Up to now, many efforts have been focused on incorporating s ‐triazine rings into a number of polymers, such as polyazomethines,6 polyureas,7 polycyanurates,8 polyamides,9 polyimides,10 polyesters,11 poly(amide‐imide)s,12 polysulfides13 and poly(arylene ethynylene)s 14. Most frequently, their properties, especially mechanical strength and thermal and oxidative stability, have been significantly enhanced due to the introduction of s ‐triazine units.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of poly(arylene ether s‐triazine)s containing alkyl‐, aryl‐ and chloro‐substituted phthalazinone moieties in the main chain

Liu

Wang

et al. 2010

Polymer International

Soluble and heat-resistant polymers have great potential for use as processable, high-temperature polymeric materials. In this study, four types of new poly(arylene ether s-triazine)s containing alkyl-, aryl-and chloro-substituted phthalazinone moieties in the main chain were prepared through direct solution polycondensation of 2,4-bis(4-fluorophenyl)-6-phenyl-s-triazine with each of methyl-, phenyl-and chloro-substituted phthalazinones. A key feature of these polymers is the incorporation of phthalazinone and side groups into the poly(arylene ether s-triazine) backbone to endow them with good solubility while maintaining other attractive properties. The polymers were obtained in high yields, and had inherent viscosities ranging from 0.38 to 0.55 dL g −1 . Their structure was characterized using Fourier transform infrared and NMR spectra and elemental analysis. The polymers were almost amorphous, and soluble in N-methyl-2-pyrrolidone, pyridine, N,N-dimethylacetamide, hot N,N-dimethylformamide and sulfolane. Tough and nearly transparent films obtained by direct solution casting exhibited good mechanical properties. The resulting polymers displayed glass transition temperatures ranging from 255 to 265 • C and thermal decomposition temperatures for 10% mass loss ranging from 476 to 599 • C, according to differential scanning calorimetry and thermogravimetric analysis, respectively. The reactivity of substituted phthalazinones in nucleophilic displacement reactions and the effect of the side groups on the physical properties of the polymers were also investigated. The results obtained revealed that such s-triazine-containing polymers possessed good solubility while maintaining acceptable thermal stability and high mechanical strength with the incorporation of alkyl-, aryl-and chloro-substituted phthalazinone moieties into their backbones, which makes them an attractive series of high-performance structural materials.

J of Applied Polymer Sci

“…Polymers with heterocyclic moieties show important physical, chemical, and thermal properties. Seeking to improve the solubility and processability of heterocyclic polymers while maintaining the thermal stability, some have published reports describing the synthesis and properties of heterocyclic polymers with s ‐triazine moieties, such as polyesters,1 poly(amide imide)s,2 polyazomethines,3 polyureas,4 polycyanurates,5 polyamides,6 polyamines,7 and polyethers 8. All these reports are based on linear polymers only.…”

Section: Introductionmentioning

confidence: 99%

Hyperbranched aromatic polyamines with s‐triazine rings

Mahapatra

Karak

2007

Two aromatic hyperbranched polyamines with s-triazine rings were synthesized from A 2 (4,4 0 -sulfonyl dianiline or 4,4 0 -methylene dianiline) and B 3 (2,4,6-trichloros-triazine) types of monomers by a single-step nucleophilic displacement polymerization technique in the presence of diisopropyl ethyl amine as the base. The hyperbranched polyamines were obtained in high yields ($ 82-90%) with this technique. The polymers were characterized through solubility testing, measurements of the inherent viscosity, Fourier transform infrared, ultraviolet, 1 H-NMR, and 13 C-NMR spectroscopy, and X-ray diffraction studies. The inherent viscosities of the polymers were in the range of 0.23-0.42 dL/g in 0.5% (w/v) N,N 0 -dimethylacetamide at 27 6 0.18C. They were soluble only in highly polar solvents such as N,N 0 -dimethylacetamide, dimethylformamide, di-methyl sulfoxide, and N-methylpyrrolidone. The thermal behavior of the polymers was investigated with thermogravimetric analysis and differential scanning calorimetry studies. The flame-retardant characteristics of the polymers were tested through the measurement of the limiting oxygen index. In the thermogravimetric analysis of these hyperbranched polyamines, no weight loss was observed below 2508C under a nitrogen atmosphere, whereas differential scanning calorimetry showed that the glass-transition temperatures were about 240 and 2308C for the polymers with sulfonyl and methylene groups, respectively.