Phenyl Amino Research Articles

Effective performance improvement of organic thin film transistors with multi-layer modifications

Organic thin film transistors (OTFTs) based on dioctylbenzothienobenzothiophene (C8BTBT) and copper (Cu) electrodes were fabricated. For improving the electrical performance of the original devices, the different modifications were attempted to insert in three different positions including semiconductor/electrode interface, semiconductor bulk inside and semiconductor/insulator interface. In detail, 4,4′,4′′-tris[3-methylpheny(phenyl)amino] triphenylamine (m-MTDATA) was applied between C8BTBTand Cu electrodes as hole injection layer (HIL). Moreover, the fluorinated copper phthalo-cyanine (F16CuPc) was inserted in C8BTBT/SiO2 interface to form F16CuPc/C8BTBT heterojunction or C8BTBT bulk to form C8BTBT/F16CuPc/C8BTBT sandwich configuration. Our experiment shows that, the sandwich structured OTFTs have a significant performance enhancement when appropriate thickness modification is chosen, comparing with original C8BTBT devices. Then, even the low work function metal Cu was applied, a normal p-type operate-mode C8BTBT-OTFT with mobility as high as 2.56 cm2/Vs has been fabricated.

Consumption of identically formulated foods extruded under low and high shear force reveals that microbiome redox ratios accompany canine immunoglobulin A production.

Digestion‐resistant starch (RS) can provide health benefits to the host via gut microbiome‐mediated metabolism. This study tested the physiological effects on healthy dogs of identically formulated foods processed under high (n = 16) or low (n = 16) shear extrusion conditions resulting in respective lower and higher levels of RS. Faecal samples collected at weeks 3 and 6 were assayed for stool score, proximate analysis, short‐chain fatty acids (SCFA), immunoglobulin A (IgA) and microbiome; faecal metabolome was characterized at week 6. Proximate and digestibility analyses of the foods and stool scores and stool proximate analysis showed few differences between the two shear methods except for increased apparent fibre digestibility in the low shear food. In contrast, levels of butyrate (p = .030) and total SCFA (p = .043) were significantly greater in faeces at week 6 from dogs who consumed the low versus high shear food. Faecal IgA levels were significantly higher at week 3 (p = .001) but not week 6 (p = .110) in the low shear food. Significant differences in 166 metabolites between consumption of the two foods were identified via faecal metabolomic analysis, with changes in sugars, bile acids, advanced glycation end products and few amino acids. Strikingly, consumption of the low shear food resulted in elevated levels of the reduced members of redox couples derived from metabolized sugars and branched‐chain and phenyl amino acids. Alpha diversity of the microbiome showed significantly higher species richness in faeces from the low shear group at week 6, though other measures of diversity were similar for both foods. Twelve genus‐level operational taxonomic units (OTU; half Firmicutes) significantly differed between the food types. Six OTU significantly correlated with RS‐derived sugars and ratios of the redox couples. Taken together, these data show that RS impacts microbiome‐mediated metabolism in the gut, resulting in changes in the reducing state.

Novel organic dyes for dye-sensitized solar cells based on 1-(2-ethylhexyl)pyrrole as a π-bridge

Three novel organic dyes coded as FWD9, FWD10 and FHD7 with different donors were reported in this work. Their molecular structures were fully characterized and photophysical/electrochemical properties as well as performances as sensitizers for DSSCs were scrutinized in detail. By the adoption of 1-(2-ethylhexyl)pyrrole moiety, dye aggregation was efficiently suppressed and better power conversion efficiencies were observed for all the three dyes compared with the addition of coadsorbent chenodeoxycholic acid. FWD9 with bis(4-styryl)phenyl amino donor exhibited the best power conversion efficiency to be 5.80% among the three dyes, while the Jsc to be 13.95 mA cm−2, Voc to be 0.66 V and FF to be 0.63, and it was unnecessary to add adsorbent to suppress the dye aggregation.

Efficient deep blue organic light emitting diodes based on [2,7,7,13,13-pentamethyl-9-(10-phenylanthracen-9-yl)-7,13-dihydrobenzo[5,6]-s-indaceno[1,2-g]quinoline] derivatives

In this study, as the ongoing effort to develop efficient blue OLEDs, two deep blue emitters based on indenoquinoline-substituted anthracene derivatives have been synthesized and characterized. Multilayer organic light emitting diodes were fabricated with the following sequence: indium-tin-oxide (ITO)/4,4’,4’’-tris[2-naphthyl(phenyl)amino (2-TNATA)/4,4’-bis(N-(1-naphthyl)-N-phenylamino) biphenyl (NPB)/Blue emitting materials/Bathophenanthroline (Bphen)/lithium quinolate (Liq)/Al. All the devices showed efficient blue emissions. Particularly, a device using ‘2,7,7,13,13-pentamethyl-9-(10-phenylanthracen-9-yl)−7,13-dihydrobenzo[5,6]-s-indaceno[1,2-g] quinoline’ as an emitter showed a maximum external quantum efficiency (EQE) of 4.92% with the Commission Internationale De L’Énclairage (CIE) coordinates of (0.15, 0.10) at 8.0 V.

Improved heterogeneous catalytic conversion of methane to methanol at ambient conditions

Abstract The heterogeneous catalytic conversion of methane to methanol with high yield under ambient temperature and pressure is reported. The new ligands L1 and L2 {L1 = 3,3′-(1,4-diazepane-1,4-diyl)bis(1-((2-(phenylamino)ethyl)(pyridin-2-ylmethyl)amino) propan-2-ol), L2 = 3,3′-(1,4-diazepane-1,4-diyl)bis(1-(phenyl(2-((pyridin-3-ylmethyl) amino) ethyl)amino) propan-2-ol)}with tricopper catalysts (C1 & C2) have been synthesized and immobilized on mesoporous silica nanoparticles (MSNs-TP) substrate. The two catalysts namely C1@MSN-TP and C2@MSN-TP improved the methane turnover by a factor of 30 compared to the reported catalysts in the literature. The aromaticity of ligand in the catalyst enhanced selective conversion of CH4 to CH3OH with the help of hydrogen peroxide (H2O2) in acetonitrile (CH3CN) solvent at ambient conditions. Improvement in the surface area of the catalysts increase the binding of L1 and L2, and then the consequent increase in uptake of CH4 in the reaction system. This improves drastically the catalytic performance of methanol turnover up to 350.

Effect of surface oxygen groups in the electrochemical modification of multi-walled carbon nanotubes by 4-amino phenyl phosphonic acid

Electrochemical functionalization of pristine Multi-walled Carbon Nanotubes (MWCNTs) and oxidized MWCNTs by nitric acid with 4-aminophenyl phosphonic acid (4-APPA) has been studied. Electrochemical modification has been carried out by cyclic voltammetry using different upper potential limits, what results in the incorporation of N and P functionalities through oligomerization and covalent attachment. The electrochemical characterization shows that there are important differences among the functionalized materials derived from the pristine MWCNTs or the oxidized materials. For the pristine MWCNTs, well-defined redox processes are observed. Characterization by X-Ray photoelectron spectroscopy, Raman spectroscopy and electron microscopy, show that oligomerization is easier for the pristine MWCNTs and the presence of oligomer chains are clearly distinguished for the lowest oxidation potentials. However, the presence of surface oxygen groups in the oxidized MWCNTs modify the interaction of the 4-APPA with the surface promoting mainly covalent attachment.

Synthesis, Characterization and Microbicides Activities of N-(hydroxy-4-((4-nitrophenyl)diazenyl)benzylidene)-2-(phenylamino)acetohydrazide metal complexes

VO(II), Cu(II), Ni(II), Co(II), Mn(II), Fe(III), Ru(III) , Zn(II) and UO2(II) complexes of hydra-zone ligand containing azo group as side chain were prepared from condensation of 2-hydroxy-4-((4-nitrophenyl)diazenyl) benzylidene)benzaldehyde with 2-(phenyl amino)acetohydrazide. The ligand and its complexes were isolated in solid state and characterized by analytical techniques such as elemental analyses, molar conductance, magnetic susceptibility measurements and Electronic spin resonance (ESR) as well as spectroscopic techniques such as UV-Visible, IR, 1H-NMR and 13C- NMR. The spectral data indicated that the ligand acted as neutral bidentate or monobasic tridentate ligand bonded to the metal ions through an oxygen atom of ketonic or enolic carbonyl group, an azomethine nitrogen atom and deprotonated phenolic oxygen atom forming either tetragonally distorted octahedral or square planer geometry. ESR spectra of the solid metal complexes (2-6) and (8) were studied. Antimicrobial activities of the ligand and its complexes were evaluated against E. coli, Bacillus subtilis and Aspergillus Niger by well diffusion method. Results showed that the complex (10) exhibited higher antifungal activity, complex (7) exhibited higher antibacterial than the other complexes against E. coli, while complex (10) exhibited higher antibacterial against B.subtilis than the other complexes.

The electrochemical properties and PIM1 kinase enzyme inhibition of some 2-(hydroxy phenyl amino) naphthalene-1,4-dione derivatives

Abstract In the present work, the electrochemical properties of some 2-(hydroxy phenyl amino) naphthalene-1,4-dione derivatives (HPAN-X), and the effects of π-stacking interactions on the mentioned properties were estimated using the quantum mechanical calculations. All substituents enhance the π-stacking interactions in the HPAN-X⋯C6H6 complexes, where changes are larger by electron-withdrawing groups. The π-stacking interactions often decrease the reduction potentials (E0red), the energy gap between natural frontier molecular orbitals LUMO and HOMO, and also decrease the electron affinities (EA), vertical (VEA), adiabatic (AEA), and zero point-corrected electron affinities (EAZPE) of compounds. The parameters of linear relationships between EA-AEA, EA-VEA, AEA-VEA, and EA-EAZPE pairs are also presented for compounds and complexes. Rational relationships are observed between the values of E0red and Hammett constants of substituents. The effects of π-stacking interactions on electrochemical properties are discussed on the base of results of the atoms in molecules (AIM) and natural bond orbital (NBO) analyses. In addition, the molecular docking were used to study the modes of interaction of the HPAN-X with PIM1 kinase active site. Using both softwares, the docking results present 2HPAN-NH2 as the best inhibitor, where the π- staking interaction with Phe187 amino acid residue substantially affects the ability of compound to inhibit the active site of PIM1 kinase.

Polypyrrole-Wrapped Carbon Nanotube Composite Films Coated on Diazonium-Modified Flexible ITO Sheets for the Electroanalysis of Heavy Metal Ions.

Highly sensitive multicomponent materials designed for the recognition of hazardous compounds request control over interfacial chemistry. The latter is a key parameter in the construction of the sensing (macro) molecular architectures. In this work, multi-walled carbon nanotubes (CNTs) were deposited on diazonium-modified, flexible indium tin oxide (ITO) electrodes prior to the electropolymerization of pyrrole. This three-step process, including diazonium electroreduction, the deposition of CNTs and electropolymerization, provided adhesively-bonded, polypyrrole-wrapped CNT composite coatings on aminophenyl-modified flexible ITO sheets. The aminophenyl (AP) groups were attached to ITO by electroreduction of the in-situ generated aminobenzenediazonium compound in aqueous, acidic medium. For the first time, polypyrrole (PPy) was electrodeposited in the presence of both benzenesulfonic acid (dopant) and ethylene glycol-bis(2-aminoethylether)-tetraacetic acid (EGTA), which acts as a chelator. The flexible electrodes were characterized by XPS, Raman and scanning electron microscopy (SEM), which provided strong supporting evidence for the wrapping of CNTs by the electrodeposited PPy. Indeed, the CNT average diameter increased from 18 ± 2.6 nm to 27 ± 4.8, 35.6 ± 5.9 and 175 ± 20.1 after 1, 5 and 10 of electropolymerization of pyrrole, respectively. The PPy/CNT/NH2-ITO films generated by this strategy exhibit significantly improved stability and higher conductivity compared to a similar PPy coating without any embedded CNTs, as assessed by from electrochemical impedance spectroscopy measurements. The potentiometric response was linear in the 10−8–3 × 10−7 mol L−1 Pb(II) concentration range, and the detection limit was 2.9 × 10−9 mol L−1 at S/N = 3. The EGTA was found to drastically improve selectivity for Pb(II) over Cu(II). To account for this improvement, the density functional theory (DFT) was employed to calculate the EGTA–metal ion interaction energy, which was found to be −374.6 and −116.4 kJ/mol for Pb(II) and Cu(II), respectively, considering solvation effects. This work demonstrates the power of a subtle combination of diazonium coupling agent, CNTs, chelators and conductive polymers to design high-performance electrochemical sensors for environmental applications.

Crystal structure, hydrogen bonding, Hirshfeld surface analysis and inhibition efficiency of a Schiff base 2-methoxy-6-(naphthalene-2-yliminomethyl)-phenol

Abstract The asymmetric unit of Schiff base of the title molecule, C18H15NO2, was synthesized from naphthalen-2-ylamine and 2‑hydroxyl-3‑methoxy-benzaldehyde. The two phenyl rings (naphthyl and salicylaldehyde) and the azomethine group are practically co-planar, the dihedral angle between the benzenaldehyde moiety and amino phenyl plane is 14.36(9)°. An interamolecular O2−H1A•••N2 hydrogen bond generates the S(6) ring motif. The double bond distance (N2−C11; 1.281(2)A) and the bond angle (C2−N2−C11;122.86(15)°) of the title Schiff base agreed with similar azomethines derivatives. Title crystal structure is mainly stabilized by the C − H•••O and π•••π interactions. The rings are parallelly displaced in which that π−stacking interaction is an offset or slipped stacking. The ring normal and the vector between the ring centroids form an angle of about 15.63° up to centroid-centroid distance of 3.9982(11)A. The intermolecular interactions were quantified using PIXEL and Hirshfeld surface analysis. The quantum chemical calculations were performed to understand their electronic properties and to elucidate the chemical reactivity.

Synthesis, structural and anticorrosion properties of diethyl (phenylamino) methyl) phosphonate derivatives: Experimental and theoretical study

In this work, we have synthesized three diethyl (phenylamino) methyl) phosphonate derivatives: Diethyl(phenyl(phenylamino)methyl)phosphonate(DEPAMP), Diethyl(((2-meth oxyphenyl(phenylamino)methyl)phosphonate (o-DEPAMP), Diethyl(((4-methoxy phenyl(phe nylamino)methyl)phosphonate (p-DEPAMP), whose the yields were 92%, 86% and 88% respectively. After confirmation of their structures by UV–Vis, FT-IR and NMR spectroscopic methods, the synthesized compounds were investigated as corrosion inhibitors of XC48 carbon steel in 1 mol L−1 HCl medium. The results show that the Para position is a better inhibitor in 10−3 mol L−1. Atomic Force Microscopy (AFM) was required for metallic surface characterization and the quantum chemical parameters were calculated using the Density Functional Theory (DFT) method. The adsorption energies of the inhibitors on Fe (110) surface in gas and aqueous phases were premeditated adopting the Molecular Dynamics Simulation (MDS) method. This study described the successful performance of these compounds in corrosion using weight loss measurements, Potentiodynamic Polarization and Electrochemical Impedance Spectroscopy (EIS), and discusses the correlation between experimental and theoretical, presumed DFT and MDS finding. The adsorption studies on surface were in agreement with the Langmuir adsorption isotherm model. The effects of position of OCH3 group located at ortho and para or without in chemical structure of aminophosphonates on the corrosion inhibition efficiencies of the compounds were also investigated.

Comparison of DSSC efficiencies in a series of D-π-A systems having heterocyclic based anchoring group

A series of pyran based Donor-π-Acceptor (D-π-A) systems have been synthesized and used as sensitizer in Dye-Sensitized Solar Cell (DSSC), in which phenothiazine (PH), triphenylamine (TPA), methoxy phenyl amino styryl (ATPA), diethyl aniline (EA) and carbazole (CA) were used as electron donors and barbituric acid as electron acceptor. The optical, electrochemical, theoretical and photovoltaic studies are carried out. The devise with PHPBA as sensitizer achieved the highest solar energy-to-electricity conversion efficiency (η) of 1.16%.

Facile synthesis of novel heterocyclic compounds based on pyridine moiety with pharmaceutical activities

AbstractA novel run of fused heterocyclic derivatives containing pyridine moieties has been disclosed by allowing 2‐amino‐4‐phenyl‐6‐(phenyl amino)pyridine‐3,5‐dicarbonitrile 1 to undergo annulation reactions with different reagents. Most of synthesized compounds have moderate to strong antitumor activity against HePG‐2 and MCF‐7. Moreover, MOE 2014.09 software was used to run the computational studies to support the biological activity results. The assigned structures for all the newly prepared derivatives were ascertained on the basis of elemental analyses and spectral data.

Highly Efficient Solution-Processed Thermally Activated Delayed Fluorescence Bluish-Green and Hybrid White Organic Light-Emitting Diodes Using Novel Bipolar Host Materials.

Two pyridine-containing bipolar host materials with high triplet energy, 9,10-dihydro-9,9-dimethyl-10-(3-(6-(3-(9,9-dimethylacridin-10(9H)-yl)phenyl)pyridin-2-yl)phenyl acridin (DDMACPy) and N-(3-(6-(3-(diphenyl amino)phenyl)pyridin-2-yl)phenyl)-N-phenylbenzenamine (DTPAPy), are synthesized from the modification of the commonly adapted host material 2,6-bis(3-(9H-carbazol-9-yl)phenyl)pyridine (DCzPPy). The highest occupied molecular orbital levels of DDMACPy (5.50 eV) and DTPAPy (5.60 eV) are found to be shallower than that of DCzPPy (5.90 eV) that leads to the improvement in hole injection from the hole transport layer PEDOT:PSS (WF = 5.10 eV). These host materials are used in the emitting layer of bluish-green organic light-emitting diode (OLED) with the thermally activated delayed fluorescence (TADF) emitter, 9,9-dimethyl-9,10-dihydroacridine-2,4,6-triphenyl-1,3,5-triazine, as the guest. The DDMACPy-based device shows the highest performance among them, with the maximum external quantum efficiency (EQEmax), current efficiency (CEmax), and power efficiency (PEmax) of 21.0%, 53.1 cd A-1, and 44.0 lm W-1 at CIE (0.17, 0.42), respectively. By further doping with the red-emitting phosphor iridium(III) bis(2-phenylquinoline)(2,2,6,6-tetramethylheptane-3,5-ionate) [Ir(dpm)PQ2] and yellow-emitting phosphor iridium(III) bis(4-(4-t-butylphenyl)thieno[3,2-c]pyridinato-N,C20)acetylacetonate (PO-01-TB) emitters into the bluish-green emitting layer, a TADF-phosphor hybrid white OLED (T-P WOLED) is obtained with excellent EQEmax, CEmax, and PEmax of 17.4%, 48.7 cd A-1, and 44.5 lm W-1 at CIE (0.35, 0.44), respectively. Moreover, both the bluish-green and WOLED show a low efficiency roll-off with external quantum efficiencies at the brightness of 1000 cd m-2 (EQE1000) of 18.7 and 16.2%, respectively, which are the highest performance records among the solution-processed TADF bluish-green and T-P WOLEDs.

Structure-activity relationship studies and in vitro and in vivo anticancer activity of novel 3-aroyl-1,4-diarylpyrroles against solid tumors and hematological malignancies

Novel 3-aroyl-1,4-diarylpyrrole derivatives were synthesized to explore structure-activity relationships at the phenyls at positions 1 and 4 of the pyrrole. The presence of amino phenyl rings at positions 1 and 4 of the pyrrole ring were found to be a crucial requirement for potent antitumor activity. Several compounds strongly inhibited tubulin assembly through binding to the colchicine site. Compounds 42, 44, 48, 62 and 69 showed antitumor activity with low nanomolar IC50 values in several cancer cell lines. Compound 48 was generally more effective as an inhibitor of glioblastoma, colorectal and urinary bladder cancer cell lines; 69 consistently inhibited CML cell lines and demonstrated superiority in nilotinib and imatinib resistant LAMA84-R and KBM5-T315I cells. In animal models, compound 48 exhibited significant inhibition of the growth of T24 bladder carcinoma and ES-2 ovarian clear cell carcinoma tumors. Compounds 48 and 69 represent robust lead compounds for the design of new broad-spectrum anticancer agents active in different types of solid and hematological tumors.

Ultra-fast measurement circuit for transient space charge limited current in organic semiconductor thin films

The charge carrier mobility is a crucial parameter determining the device performance for numerous different semiconductor applications. Consequently, an accurate measurement of this quantity is crucial. For this purpose, the transient space charge limited current (SCLC) method is commonly applied and is preferable over, for example, Hall or field effect measurements, as the analyzed current direction is in line with typical device architectures. For the transient SCLC method, a voltage step is applied and the transit time of injected charge carriers is determined using displacement currents. Consequently, the difficulty of this method is the use of an adequate RC time constant for the sample charging, as it needs to be much shorter than the transit time. This parameter generally limits the application of transient SCLC strongly, in terms of obtainable charge carrier mobility or minimum required film thickness. Here, we demonstrate a measurement circuit with a low RC time constant, which works in a wide current range (1 A–0.5 A) and thus allows for significant flexibility in terms of minimum film thickness or detectable charge carrier mobility. The circuit is fast enough to measure, for example, charge carrier mobilities of up to for a 76 nm thick 4,4’,4”-Tris[phenyl(m-tolyl)amino]triphenylamine (MTDATA) layer, without using limited bridge circuitry. For this purpose, a capacitor coupled fast transistor switch generates a voltage step to avoid voltage oscillations and a fast operational amplifier is used for amplification of the voltage over a variable measurement resistor. We demonstrate the circuit working principle by measuring benchmarked MTDATA diodes and discuss its range of application.

Aluminum(III)-Selective Screen Printed Sensor Based on Methyl Red

Modified screen printed electrode (MSPE) with 2-[[4-(dimethyl amino) phenyl] diazenyl] benzoic acid (Methyl Red) was prepared for determination of aluminum ions in water and pharmaceutical (Maalox and Epicogel) samples. The MSPE reveals linear response over a wide concentration range of 5.0 × 10–6–1.0 × 10–2 mol L–1 of aluminum at 25°C with a trivalent cationic slope of 20.4 ± 0.5 mV decade–1 with detection limit 5.0 × 10–6 mol L–1 in pH range 3–5. Moreover, the mechanism of chemical reaction between Methyl Red and aluminum ions on the sensor surface was studied using IR spectra, energy dispersive X-ray analysis (EDX) and scanning electron microscope (SEM). The prepared sensor also showed reproducible and stable response over a period of 14 week with fast response time about 5 s. The proposed potentiometric method was validated according to the IUPAC recommendations. The results obtained from the proposed sensor were comparable with those obtained with inductively coupled plasma mass spectrometry (ICP–MS).

Molecular design and application of novel small molecule organic dyes featuring bis(arylvinyl)phenyl amino group for dye-sensitized solar cells

Small molecule organic dyes (SMODs) FWD7 and FWD8 featuring novel donor bis(arylvinyl)phenyl amino (BAPA) were designed for dye-sensitized solar cells (DSSCs). Absorption spectra of FWD7 featuring furanyl groups and FWD8 featuring thiophenyl groups showed about 20 nm bathochromic shifts and obviously bigger molar extinction coefficients (ε) compared with FWD5 featuring phenyl groups. The DSSCs sensitized by FWD7 and FWD8 exhibited good photovoltaic parameters: short-circuit current density (Jsc) 9.88 and 11.59 mA cm−2, open-circuit voltage (Voc) 0.69 and 0.75 V, and power conversion efficiency (η) 4.89% and 6.01%, respectively. The bigger Rrec and τe values of FWD8 (Rrec = 88.53 Ω cm−2 and τe = 10.76 ms) compared with FWD7 (Rrec = 59.06 Ω cm−2 and τe = 6.80 ms) gave a good explanation of the former’s bigger Voc. The results showed that both bis(furanylvinyl)phenyl amino and bis(thiophenylvinyl)phenyl amino groups are good donor groups, while the latter is more efficient.

Soluble aromatic polyamides modified by incorporation of 1,2,4-triazole and pentadecyl units into the backbone of polymer

A new series of soluble aromatic polyamides was synthesized by low temperature solution polycondensation of novel aromatic diamine namely 3,5-bis-(4′-amino phenyl)-4-(4″-methoxy-2″-pentadecyl phenyl) 1,2,4-triazole (VII) with aromatic diacid chlorides, viz. isophthaloyl chloride (IPC) and terephthaloyl chloride (TPC). The aromaticdiamine (VII) was characterized by elemental analysis, FT-IR, NMR (1H, 13C), and mass spectrometry. Copolyamides were also synthesized by employing various mole proportions of IPC and TPC with diamine (VII). Inherent viscosities of these polyamides were in the range of 0.50–0.65 dL/g in DMAc, indicating formation of moderate to high molecular weight of polyamides. These polyamides showed good solubility in polar aprotic solvents such as N,N-Dimethyl acetamide (DMAc), N-Methyl 2-pyrrolidone (NMP), N, N, Dimethyl formamide (DMF), and Dimethyl sulphoxide (DMSO), which may be due to incorporation of pendant methoxyphenyl moiety with pentadecyl units. The amorphous morphology of polyamides as evidenced by XRD. These polyamides had lower glass transition temperatures; as determined by DSC, compared to the Tg of conventional aromatic polyamides due to internal plasticization effect of long alkyl pentadecyl group. Polymers showed good thermal stability, with initial decomposition temperature above 300 °C.

Synthesis and analysis of thermal characteristics of polybenzoxazine based on phenol and 3‐Amino phenyl boronic acid

ABSTRACTIn this work, 3‐amino phenyl boronic acid (AB) was used as an aniline derivative in the preparation of polybenzoxazine based on phenol. In order to investigate the effect of boronic acid on thermal characteristics, polybenzoxazines based on pure aniline and 50% aniline and AB mixture were also prepared and analyzed. Significant improvements in thermal characteristics, increase in thermal stability and char yield, was recorded for the polymers based on AB or its mixture. This behavior was associated with crosslinked structures generated by condensation reactions of BOH groups. Morphologic and thermal characteristics of polybenzoxazines samples were investigated by NMR, FTIR, DSC, TGA, and direct pyrolysis mass spectrometry (DP‐MS) techniques. Application of DP‐MS technique also supplied additional information on crosslinked structures produced by boronic acid units. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 1711–1716