Synthesis and Characterization of Polyamides Based on s-Triazine Moiety

Seven polyamides containing s-triazine rings in the main chain were synthesized by high temperature polycondensation of 2-(β-naphthylamino)-4,6-bis(naphthoxy-3-carbonyl chloride)-s-triazine [NANCCT] with various aromatic diamines such as 4,4′-diaminodiphenyl [DADP], 4,4′-diaminodiphenylamide [DADPA], 4,4′-diaminodiphenylsulphone [DADPS], 4,4′-diaminodiphenylsulphonamide [DADPSA], 4,4′-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′-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.     

Synthesis and Characterization of Novel Copolyamides Based on s-Triazine Derivatives

Various copolyamides have been synthesized from 2-(N-β-naphthylamine)-4,6-bis-(naphthoxy-3-carbonylchloride)-s-triazine [NANCCT] with each of the mixture of diols: 4,4′-diaminodiphenyl (DADP)+4,4′-diaminodiphenyl methane (DADPM), DADP + 4,4′-diaminodiphenyl amide (DADPA), DADP+4,4′-diaminodiphenylsulfonamide (DADPSA), DADP+4,4′-diaminodiphenyl sulfone (DADPS), DADP+2,4-diaminotoluene (DAT), DADP+p-phenylenediamine (PPDA), DADP+ethylene diamine (EDA), EDA+DADPM, EDA+DADPA, EDA+DADPSA, EDA+DADPS, EDA+DAT, EDA + PPDA. All polyamides were characterized by various physicochemical properties such as yield, color, solubility, density, viscosity, temperature characteristics, activation energy of thermal decomposition, IR spectra and NMR spectra.     

Novel Copolyamides Based on s-Triazine Derivatives

Ten copolyamides have been synthesized by polycondensation of 2-(N-methylpiperazine)-4,6-bis(2-naphthoxy-6-carbonyl chloride)-s-triazine [MPNCCT] and different mixtures of diamines such as; 4,4′-diamino diphenylamide [DADPA] + 4,4′-diamino diphenyl sulphone [DADPS]; 4,4′-diamino diphenylamide [DADPA] + 4,4′-diamino diphenylmethane [DADPM]; 4,4′-diaminodiphenylamide [DADPA] + p-phenylene diamine [PPDA]; 4,4′-diaminodiphenylamide [DADPA] + ethylene diamine [EDA]; 4,4′-diaminodiphenylamide [DADPA] + 2,4-diamino toluene [DAT]; 2,4-diamino toluene [DAT] + 4,4′-diaminodiphenyl sulphone [DADPS]; 2,4-diamino toluene [DAT] + 4,4′-diaminodiphenyl sulphonamide [DADPSA]; 2,4-diamino toluene [DAT] + 4,4′-diaminodiphenyl methane [DADPM]; 2,4-diamino toluene [DAT] + o-phenylene diamine [OPDA] and p-phenylene diamine [PPDA] + 4,4′-diaminodiphenyl sulphonamide [DADPSA]. All the copolyamides have been characterized by IR spectra, NMR spectra, solubility, density, viscosity measurements and thermogravimetric analysis [TGA]. The obtained products, have high thermal stability along with good solubility in organic solvents.     

Synthesis and properties of copoly(carbonate imides)

Copoly(carbonate imides) with varying amounts of carbonate in the backbone were prepared by reacting 4,4′-diaminodiphenyl carbonate and 4,4′-diaminodiphenyl ether with benzophenonetetracarboxylic acid dianhydride in dimethylacetamide at room temperature. Homopolymers of the two diamines as well as of 3,4′- and 3,3′-diaminodiphenyl carbonate were prepared in a similar procedure and their properties compared with those of the copolymers.     

Synthesis and characterization of novel polyurethanes based on 4,4′-[1,4-phenylenedi-diazene-2,1-diyl]bis(2-carboxyphenol) and 4,4′-[1,4-phenylenedi-diazene-2,1-diyl]bis(2-chlorophenol) hard segments

Eight novel polyurethanes (PUs) based on 4,4′-[1,4-phenylenedi-diazene-2,1-diyl]bis(2-carboxyphenol) and 4,4′-[1,4-phenylenedi-diazene-2,1-diyl]bis(2-chloro- phenol) as hard segments with four diisocyanates viz., 4,4′-diphenyl-methane diisocyanate, toluene 2,4-diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate were prepared. Structural and thermal characterization of the segmented PUs were determined by FT-IR, UV spectrophotometry, fluoroscence spectroscopy, ¹H NMR, ¹³C NMR spectroscopy and DTA/TGA analysis. All the PUs contain domains of semi-crystalline and amorphous structures, as indicated by X-ray diffraction. PUs were soluble in polar aprotic solvents like N-methyl-2-pyrrolidone (NMP), dimethyl formamide (DMF) and dimethylsulfoxide (DMSO).     

Blue light-emitting diodes from 2-(10-naphthylanthracene)-spiro[fluorene-7,9′-benzofluorene] host material

A novel, spiro-type host material 2-(10-naphthylanthracene)-spiro[fluorene-7,9′-benzofluorene] was prepared by reacting 2-bromo-spiro[fluorene-7,9′-benzofluorene] with 9-(2-naphthylanthracene)-10-boronic acid via the Suzuki reaction. 2-4′-(Phenyl-4-vinylbenzeneamine)phenyl-spiro[fluorene-7,9′-benzofluorene], 4-[2-naphthyl-4′(phenyl-4-vinylbenzeneamine)]phenyl and diphenyl-[4-(2-[1,1;4,1]terphenyl-4-yl-vinyl)-phenyl]-amine were used as dopant materials. Devices with the configuration of ITO/N,N′-bis[4-(di-m-tolylamino)phenyl]-N,N′-diphenylbiphenyl-4,4′-diamine)/bis[N-(1-naphthyl)-N-phenyl]benzidine/2-(10-naphthylanthracene)-spiro[fluorene-7,9-benzofluorene]:5% dopant/aluminum tris(8-hydroxyquinoline)/Al-LiF showed a maximum power efficiency of 3.7 cd/A at 17.93 mA/cm² and a maximum luminance of 5018 cd/m² at 10 V with a turn-on voltage of 4.5 V.     

Synthesis and Characterisation of Polyamides and Polyimides from Amino/Methylene bis[Benzenamine] Styryl Pyridines

Polyamides and polyimides containing diamines, with potential non-linear optical characteristics, were prepared using (E)-4,4′-[[[2-(4-pyridinyl)ethenyl]phenyl]amino]bis[benzenamine] and (E)-4-4′-[[[2-(4-pyridinyl)ethenyl]2-methyl phenyl]amino]bis[benzenamine] condensed with pyromellitic dianhydride to obtain poly(amic acid)s. The poly(amic acid)s were soluble in polar aprotic solvents, such as dimethylformamide, dimethylsulphoxide and dimethylacetamide, and could be cast into transparent, tough, flexible films. Amorphous thermally stable polyimides were formed by cyclodehydration. Similarly, (E)-4,4′-[[[2-(4-pyridinyl)ethenyl]phenyl]methylene]bis[benzenamine] and (E)-4,4′-[[[2-(4-pyridinyl)ethenyl]phenyl]methylene]bis[N-ethylbenzenamine] were condensed with 3-methyladipoyl chloride to obtain other new polyamides. Characterisation using infra-red and nuclear magnetic resonance spectroscopy, X-ray diffraction and thermogravimetric analysis are reported. © 1997 SCI.     

Synthesis,crystal structure and third-order non-linear optical properties of two-dimensional supramolecular polymer [Co2(μ2-4,4′- bipy)2(μ2-be)2(be)2]n

Two-dimensional (2D) metal-organic supramolecular polymer [Co₂(μ₂-4,4′-bipy)₂(μ₂-be)₂(be)₂]_n 1 (4,4′-bipy = 4,4′-bipyridine, be = benzoate) has been synthesized by low-temperature solid-state reaction and characterized by single-crystal X-ray diffraction, elemental analyses, TGA, IR spectra and UV–visible spectra. The 2D structure is built from the linkage of secondary building units of binuclear [Co₂(μ₂-4,4′-bipy)₂(μ₂-be)₂(be)₂] clusters by a mixed connector of 4,4′-bipyridine and benzoate. The third-order non-linear optical (NLO) properties of the 1 were also investigated and they exhibit the reverse saturable absorption and self-defocusing performance with modulus of the hyperpolarizability (γ) 8.30 × 10⁻³⁰ esu for 1 in a 2.70 × 10⁻⁴ mol dm⁻³ DMF solution.     

Synthesis and characterization of novel copolymers of poly(ether ketone ketone) and poly(ether ketone sulfone imide)

A new monomer containing sulfone and imide linkages, bis{4-[4-(p-phenoxyphenylsulfonylphenoxy)benzoyl]-1,2-benzenedioyl}-N,N,N′,N′-4,4′-diaminodiphenyl ether (BPSPBDADPE), was prepared by the Friedel–Crafts reaction of bis(4-chloroformyl-1,2-benzenedioyl)-N,N,N′,N′-4,4′-diaminodiphenyl ether with 4,4′-diphenoxydiphenyl sulfone. Novel copolymers of poly(ether ketone ketone) and poly(ether ketone sulfone imide) were synthesized by electrophilic Friedel–Crafts solution copolycondensation of terephthaloyl chloride with a mixture of DPE and BPSPBDADPE. The polymers were characterized by different physico-chemical techniques. The polymers with 10–25?mol% BPSPBDADPE are semicrystalline and had increased T _gs over commercially available PEEK and PEKK (70/30) due to the incorporation of sulfone and imide linkages in the main chains. The polymer IV with 25?mol% BPSPBDADPE had not only high T _g of 194?°C but also moderate T _m of 338?°C, having good potential for melt processing and exhibited high thermal stability and good resistance to common organic solvents.     

Synthesis,Characterization, and Conducting Properties of Poly(thiourea azomethines)

Three new polyazomethines having phenylthiourea groups were synthesized through solution polycondensation of terephthalaldehyde with 4,4′-bis(thiourea)biphenyl ether, 4,4′-bis(thiourea)biphenylmethane, and 4,4′-bis(thiourea)biphenyl sulphone. For comparison purposes, simple polyazomethines were prepared by the polycondensation of terephthalaldehyde with 4,4′-diaminodiphenyl ether, 4,4′-diaminodiphenylmethane, and 4,4′-diaminodiphenyl sulphone. Poly(imine)s having phenylthiourea groups were characterized through IR and ¹H-NMR spectroscopic methods and the thermal stability of the polymers were evaluated through TGA analysis. Conductivity of polyaniline synthesized in aqueous p-toluenesulfonic acid was found to be 3.83 Scm^?1. The conductivity of the polymeric blends with polyaniline dopped with p-toluenesulfonic acid and HCl (20% by weight) were found to be in the range 0.16 × 10^?3 ? 5.7 × 10^?3 Scm^?1.     

Design and syntheses of blue luminescent Cu(II) and Zn(II) polymeric complexes with 2-(2′-pyridyl)benzimidazole derivative ligand

The polymeric complexes of 4,4′-bis[2-(2′-pyridyl)benzimidazolyl]biphenyl (Bmbp) with Cu(II) (1), Zn(II) (2) and 1,3,5-tris[2-(2′-pyridyl)benzimidazolyl]benzene (Tmb) with Cu(II) (3), Zn(II) (4) were successfully synthesized and characterized by IR spectroscopy, elemental analysis, thermal analysis and conductivity measurements. The results indicate that the stoichiometry of these metal complexes is metal: Bmbp (or Tmb) = 1:1 for 1 and 2 (2:1 for 3 and 4). Ligands coordinated with metal ions to get a five-membered chelate ring and formed polymeric complexes with metal ion. Their luminescence properties were also studied by UV–vis and fluorescence spectra. At room temperature, complexes 1–4 emit blue luminescence from 419 to 483 nm in the solid state and purple/blue luminescence from 385 to 437 nm in DMF solution. Thermal properties measurement and analysis shows that they have good thermal stabilities.     

4-[P-（1-辛基-4，4＇-联吡啶）甲基苯基]-6-苯基-2，2-联吡啶多齿配体的合成

以溴辛烷和4,4’-联吡啶为原料合成了4-[P-（1-辛基-4,4’-联吡啶）甲基苯基]-6-苯基-2,2-联吡啶多齿配体,通过。HNMR确定了所合成的化合物的结构。用循环伏安法和紫外可见分光光度法对化合物的电化学性质、光谱性质进行了研究。     

均苯型共聚聚酰亚胺薄膜的制备及其性能

以2,2′-双[3-苯基-4(4-氨基苯氧基)苯基]丙烷(BPAPOPP)、4,4′-二胺基二苯醚和均苯四甲酸酐为原料,采用两步法共缩聚制备了一系列共聚聚酰亚胺薄膜.采用红外光谱仪、差示扫描量热仪等分析了薄膜的结构,利用静态热机械分析仪分析了薄膜的性能.结果表明:制备的聚酰亚胺薄膜具有较低的玻璃化转变温度;随着BPAP...     

3,1′-Bridged 2-[2′-(4″-dialkylaminophenyl)ethenyl] pyrylium and 1-Benzopyrylium Dyes – Synthesis and Vis/NIR Absorption/Emission Behaviour

A series of new 3,1′-bridged 2-[2′-(4″-dialkylaminophenyl)ethenyl]-4,6-diarylpyrylium perchlorates ( 3 ), 2-[2′-(4″-dialkylaminophenyl)ethenyl]-7-diethylamino-1-benzopyrylium perchlorates 5–8 , 2-[4′-(4″-dialkylaminophenyl)butadien-1′,3″-yl]-, and 2-[2′-(7″-diethylaminocoumar-3″-yl)ethenyl]-7-diethylamino-1-benzopyrylium perchlorates 10–12 were synthesized and characterized by means of elemental analysis, m.p., Vis/NIR, and ¹H NMR spectra. Semiempirical MO calculations were performed to elucidate the essential features of the chromophores. The size of the bridging ring strongly affects the geometry of the chromophores which, in turn, determines the extent of charge transfer of the longest wavelength electronic transition. Increasing deviation from planarity causes the polymethine-like chromophore to become more polyene-like.     

N-二茂铁甲酰基-N’-芳基双(单)硫脲类衍生物的合成及生物活性研究

二茂铁甲酰基异硫氰酸酯与对苯二胺、4,4’-二氨基二苯醚、4,4’-二氨基二苯甲烷、联苯胺反应,合成了一类新型的N-二茂铁甲酰基-N’-芳基硫脲类衍生物,其中包括4种双酰基硫脲衍生物和4种单硫脲类衍生物。通过元素分析、IR、1HNMR的测定确证了其结构。初步生物活性测试结果表明,部分化合物具有一定的生长调节活性。     

Anionic synthesis of aromatic carboxyl functionalized polymers. Chain-end functionalization of poly(styryl)lithium with 4,5-dihydro-4,4-dimethyl-2-[4-(1-phenylethenyl)phenyl] oxazole

The novel syntheses of 4-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)benzophenone, 1-[4-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)phenyl]-1-phenylethanol and 4,5-dihydro-4,4-dimethyl-2-[4-(1-phenylethenyl)phenyl]oxazole ( 1 ) are described. ω-Oxazolyl polystyrene ( 2 ) was synthesized in quantitative yields by the reaction of poly(styryl)lithium with stoichiometric amounts of 4,5-dihydro-4,4-dimethyl-2-[4-(1-phenylethenyl)phenyl]oxazole ( 1 ) in toluene/tetrahydrofuran (4 : 1 v/v) at −78°C. Deblocking of the oxazoline protecting group by acid hydrolysis followed by saponification quantitatively provides the corresponding aromatic carboxyl chain-end functionalized polystyrene ( 3 ). The functionalization agent and functionalized polymers were characterized by HPLC, thin layer chromatography, size exclusion chromatography, vapor phase osmometry, spectroscopy (¹H NMR, ¹³C NMR and FTIR), potentiometry and elemental analysis.     

5,6,7-Trihydro-5,7-diphenyl-thiazolo[3,2-b]-s-triazin-3 (2h)-one as a stabilizer for the double base propellant

5,6,7-Trihydro-5,7-diphenyl-thiazolo [3,2-b]-s-triazin-3(2H)-one (C₁₇H₁₅N₃OS) is used as a stabilizer for the double base propellant and gave good results with the stability tests. The samples were stored for 12 days at 100° C and were extracted by different suitable solvents. The column partition chromatography helped in separation of 5,6,7-trihydro-5,7-(2-nitrodiphenyl)-thiazolo[3,2-b]-s-triazin-3(2H)-one; 5,6,7-trihydro- 5,7-(4-nitrodiphenyl)-thiazolo[3,2-b]-s-triazin-3(2H)-one; 5,6,7-trihydro-5,7-(2,2′-dinitrodiphenyl)-thiazolo[3,2-b]-s-triazin-3(2H)-one; 5,6,7-trihydro-5,7-(4,4′-dinitrodiphenyl)-thiazolo[3,2-b]-s-triazin-3 (2H)-one with their different percentages.     

Synthesis,characterization, optical and electrical properties of thermally stable polyazomethines derived from 4,4′-oxydianiline

Three soluble, thermally stable azomethine polymers were synthesized by the oxidative polycondensation of azomethine bisphenols using NaOCl as an oxidant in aqueous alkaline medium. The azomethine bisphenol monomers, 4,4′-oxybis[N-(2-hydroxy-3-methoxybenzilidine)aniline], 4,4′-oxybis[N-(2-hydroxy-5-bromobenzilidine)aniline] and 4,4′-oxybis[N-(2-hydroxynaphthalidine) aniline] were synthesized by the condensation of 4,4′-oxydianiline with three aromatic aldehydes. The structures of the monomers and polymers were confirmed by Fourier Transform infrared spectroscopy, UV–visible, ¹H-NMR and ¹³C-NMR spectroscopic techniques. Morphology of the synthesized polymers was characterized using scanning electron microscope. The thermal stability of the polymers is evidenced by high carbines residue obtained in TGA. Fluorescence spectra showed that the emission maxima centred in the region 420–460 nm for all the compounds with large stokes shift values (?λ_ST). Electrical conductivity of iodine-doped polymers was measured by four-point probe technique. The synthesized polymers have shown good electrical conductivity on iodine doping, and it increases with the increase in iodine vapour contact time. The self-extinguishing property of the synthesized polymers was studied by the calculation of the limiting oxygen index values with van Krevelen’s equation.     

Synthesis and characterization of novel polyphenol species derived from bis(4‐aminophenyl)ether: Substituent effects on thermal behavior,electrical conductivity,solubility, and optical band gap

In this study, four different Schiff bases namely 4,4′‐oxybis[N‐(2‐hydroxybenzilidene)aniline] (2‐HBA), 4,4′‐oxybis[N‐(4‐hydroxybenzilidene)aniline] (4‐HBA), 4,4′‐oxybis[N‐(3,4‐dihydroxybenzilidene)aniline] (3,4‐HBA), and 4,4′‐oxybis[N‐(4‐hydroxy‐3‐methoxybenzilidene)aniline] (HMBA) were synthesized. These Schiff bases were converted to their polymers that have generate names of poly‐4,4′‐oxybis[N‐(2‐hydroxybenzilidene)aniline] (P‐2‐HBA), poly‐4,4′‐oxybis[N‐(4‐hydroxybenzilidene)aniline] (P‐4‐HBA), poly‐4,4′‐oxybis[N‐(3,4‐dihydroxybenzilidene)aniline] (P‐3,4‐HBA), and poly‐4,4′‐oxybis[N‐(4‐hydroxy‐3‐methoxybenzilidene)aniline] (PHMBA) via oxidative polycondensation reaction by using NaOCl as the oxidant. Four different metal complexes were also synthesized from 2‐HBA and P‐2‐HBA. The structures of the compounds were confirmed by FTIR, UV‐vis, ¹H and ¹³C NMR analyses. According to ¹H NMR spectra, the polymerization of the 2‐HBA and 4‐HBA largely maintained with C? O? C coupling, whereas the polymerization of the 3,4‐HBA and HMBA largely maintained with C? C coupling. The characterization was made by TG‐DTA, size exclusion chromatography and solubility tests. Also, electrical conductivity of the polymers and the metal complex compounds were measured, showing that the synthesized polymers are semiconductors and their conductivities can be increased highly via doping with iodine ions (except PHMBA). According to UV–vis measurements, the optical band gaps (E_g) were found to be 3.15, 2.06, 3.23, 3.02, 2.61, 2.47, 2.64, 2.42, 2.83, 2.77, 2.78, and 2.78 for 2‐HBA, P‐2‐HBA, 4‐HBA, P‐4‐HBA, 3,4‐HBA, P‐3,4‐HBA, HMBA, PHMBA, 2‐HBA‐Cu, 2‐HBA‐Co, P‐2‐HBA‐Cu, and P‐2‐HBA‐Co, respectively. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

Synthesis of biologically active 4-benzyl-1(2H)-phthalazinones and 2-aryl-3(2H)-1-benzal-isoindolinones

4-Benzyl-2-1(2H) phthalazonyl derivatives of type 2, 3, 5a, b were synthesized by Mannich reaction of 4-benzylphthalazinone 1 which by the reaction with diazomethane yielded O-methylated derivative 4 . Various 1-benzal-2-substituted aryl-3(2H) isoindolinones 7a–f, 8a–e were also prepared. Its i.r., ¹H-n.m.r. and mass spectra were discussed. Some of them exhibit pronounced antimicrobial activities. A number of phthalazinones have found application in clinical medicine [1–3] due to the their pronounced antipyretic, analgesic and tuberculostatic activity and the importance of some benzylidenephthalimidines as stabilisers for halogen containing high polymers [4] and the local anesthetic activity superior to that of procaine [5], tempted us to procure some new phthalazinones and isoindolinones with biological interest.