Synthesis of aromatic, soluble, and thermally stable polyamides derived from new diamine containing unsymmetrical phenolphthalein and imidazole pendent group

2017 ◽  
Vol 30 (10) ◽  
pp. 1260-1266
Author(s):  
Mohammad Barghamadi
Keyword(s):  
Terephthalic Acid ◽  
Isophthalic Acid ◽  
Nitrogen Atmosphere ◽  
Pendant Group ◽  
The Novel ◽  
Polar Solvents ◽  
Glass Transition Temperatures ◽  
Pendent Group ◽  
High Yields ◽  
Diamine Monomer

A novel diamine monomer containing unsymmetrical phenolphthalein and triaryl imidazole pendant group, 3,3-bis(4-(4-amino-2-(4,5-diphenyl-1H-imidazol-2-yl)phenoxy)phenyl)isobenzofuran-1(3H)-one (BADPPI), was successfully prepared in three steps. The novel diamine monomer BADPPI was directly polymerized with commercially available diacids, such as terephthalic acid, isophthalic acid, pyridine-2,6-dicarboxylic acid, and adipic acid, to obtain corresponding polyamides (PAs). The resulting novel aromatic PAs were obtained in high yields and moderate inherent viscosities in the range of 0.52–0.57 dL g−1 and exhibited excellent solubility in aprotic polar solvents, such as N,N-dimethylacetamide , N-methyl-2-pyrrolidone, N,N-dimethylformamide, dimethyl sulfoxide, tetrahydrofuran, meta cresol, and pyridine. PAs showed high glass-transition temperatures between 191°C and 277°C. Thermogravimetric analysis of the PAs indicated a 10% weight loss ( T10%) in the temperature range of 382–473°C and char yields at 600°C under nitrogen atmosphere in the range of 56–70% depending on the diacids monomer used for the PAs preparation.

Novel polyimides based on diamine containing thiazole units with thioether linkage and pyridine as pendent group

2017 ◽  
Vol 30 (7) ◽  
pp. 840-846 ◽  
Author(s):  
Jafar Rezania ◽  
Abbas Shockravi ◽  
Morteza Ehsani ◽  
Vahid Vatanpour
Keyword(s):  
Thermal Stability ◽  
Differential Scanning Calorimetry ◽  
Pyridine Ring ◽  
Polar Solvent ◽  
Nitrogen Atmosphere ◽  
Scanning Calorimetry ◽  
Glass Transition Temperatures ◽  
Good Thermal Stability ◽  
Pendent Group ◽  
High Yields

Three new organic-soluble polyimides (PIs) bearing flexible thioether linkages, thiazole, and pyridine ring units were synthesized from a novel thioether-bridged diamine monomer and commercially available aromatic dianhydrides (1–3) via chemical imidization method. The resulting polymers were obtained in high yields and possessed inherent viscosities in the range of 0.67–0.89. The PIs are characterized by Fourier-transform infrared (FTIR), nuclear magnetic resonance (NMR), differential scanning calorimetry, and thermogravimetric analysis (TGA). All of the PIs exhibited excellent solubility in polar solvent. The polymers showed good thermal stability with glass transition temperatures ( Tgs) in the range of 194–244°C, and decomposition temperatures ( T5%) exceeding 300°C were observed using TGA in nitrogen atmosphere for the current polymers.

Synthesis and characterization of new cardo poly(ether amide)s containing 9(10H)-anthrone units

2020 ◽  
Vol 32 (9) ◽  
pp. 1001-1009
Author(s):  
Yi-Sheng Luo ◽  
Qiu-Ying Wang ◽  
Xue-Chun Mao ◽  
Shou-Ri Sheng
Keyword(s):  
Room Temperature ◽  
Dicarboxylic Acids ◽  
Synthesis And Characterization ◽  
Aromatic Diamine ◽  
Polar Solvents ◽  
Glass Transition Temperatures ◽  
Flexible Films ◽  
Step Procedure ◽  
Aromatic Dicarboxylic Acids

A new aromatic diamine, 10,10-bis[4-(4-aminophenoxy)phenyl]-9(10 H)-anthrone (BAPA) has been synthesized from anthrone via three-step procedure. Direct phosphorylation polycondensation of BAPA with various aromatic dicarboxylic acids produced a series of cardo poly(ether amide)s with inherent viscosities of 0.97–1.29 dL g−1. All the polymers were readily soluble in polar solvents such as N-methyl-2-pyrrolidone, N, N-dimethylacetamide (DMAc), and pyridine at room temperature, and afforded transparent, strong, and flexible films upon casting from DMAc solvent. The resulting poly(ether amide)s had glass transition temperatures of 254–316°C, 10% weight loss temperatures of 495–524°C, and char yields of 55–70% at 800°C in nitrogen. These polymers were amorphous and their films exhibited tensile strengths of 81.6–104.7 MPa, tensile moduli of 1.8–2.4 GPa, and elongations at break of 8–15%.

Fast and Efficient Green Procedure for the Synthesis of Benzo[5,6]chromene Derivatives and Their Sulfur Analogues in Water by Organocatalyst Potassium Phthalimide-N-oxyl

Synthesis ◽  
2020 ◽  
Vol 52 (11) ◽  
pp. 1707-1718
Author(s):  
Nasser Etivand ◽  
Jabbar Khalafy ◽  
Mohammad G. Dekamin
Keyword(s):  
Aqueous Media ◽  
Thiobarbituric Acid ◽  
Environmentally Benign ◽  
The Novel ◽  
One Pot ◽  
Synthetic Strategy ◽  
Three Component Reaction ◽  
High Yields ◽  
Green Procedure ◽  
Arylglyoxal Monohydrates

A simple, clean, straightforward, and environmentally benign one-pot, three-component reaction of various arylglyoxal monohydrates, β-naphthol, and barbituric acid [pyrimidine-2,4,6(1H,3H,5H)-trione] or thiobarbituric acid in the presence of catalytic amounts potassium phthalimide-N-oxyl (PPINO), as a mild and efficient organocatalyst in aqueous media under reflux conditions is reported. This transformation produced the novel diverse-substituted 12-benzoyl-8,12-dihydro-9H-benzo[5,6]chromeno[2,3-d]pyrimidine-9,11(10H)-diones and their sulfur analogues in 82–93% yield via filtration and without utilization of any chromatography. The high yields of products, very simple operation, easy workup, availability of starting materials, green process, and high atom-economy are the main benefits of this synthetic strategy.

scholarly journals Some Decomposition Routes in the Mass Spectra of Aromatic Carboxylic Acids

1965 ◽  
Vol 20 (7) ◽  
pp. 883-887 ◽  
Author(s):  
J. H. Beynon ◽  
B. E. Job ◽  
A. E. Williams
Keyword(s):  
Carboxylic Acid ◽  
Benzoic Acid ◽  
Terephthalic Acid ◽  
Phthalic Acid ◽  
Mass Spectra ◽  
Deuterium Atom ◽  
Acid Group ◽  
Isophthalic Acid ◽  
Carboxylic Acid Group ◽  
Hydrogen Atoms

The mass spectra of benzoic acid, phthalic acid, isophthalic acid and terephthalic acid, together with the analogues deuterated on the carboxylic acid group have been studied. Exchange of the deuterium atom with hydrogen atoms on the positions ortho to a carboxylic acid group on the aromatic ring has been studied using meta-stable peaks.

scholarly journals Water-Soluble O-, S- and Se-Functionalized Cyclic Acetyl-triaza-phosphines. Synthesis, Characterization and Application in Catalytic Azide-alkyne Cycloaddition

Molecules ◽  
2020 ◽  
Vol 25 (22) ◽  
pp. 5479
Author(s):  
Abdallah Mahmoud ◽  
Piotr Smoleński ◽  
M. Guedes da Silva ◽  
Armando Pombeiro
Keyword(s):  
Cycloaddition Reaction ◽  
Structural Features ◽  
Water Soluble ◽  
31P Nmr Spectroscopy ◽  
The Novel ◽  
X Ray Diffraction ◽  
One Pot ◽  
Hirshfeld Surfaces ◽  
The One ◽  
High Yields

The 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane (DAPTA) derivatives, viz. the already reported 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane 5-oxide (DAPTA=O, 1), the novel 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane-5-sulfide (DAPTA=S, 2), and 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane-5-selenide (DAPTA=Se, 3), have been synthesized under mild conditions. They are soluble in water and most common organic solvents and have been characterized using 1H and 31P NMR spectroscopy and, for 2 and 3, also by single crystal X-ray diffraction. The effect of O, S, or Se at the phosphorus atom on the structural features of the compounds has been investigated, also through the analyses of Hirshfeld surfaces. The presence of 1–3 enhances the activity of copper for the catalytic azide-alkyne cycloaddition reaction in an aqueous medium. The combination of cheaply available copper (II) acetate and compound 1 has been used as a catalyst for the one-pot and 1,4-regioselective procedure to obtain 1,2,3-triazoles with high yields and according to ‘click rules’.

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