Types Of Side Chains Research Articles

Correlation between surface friction and the hydrophobicity of structure-related side-chain exposure of albumin on contact lens

The management of contact lens discomfort remains a challenge leading to the increased contact lens dropout rates. Tear protein accumulates on the lens surfaces with different configurations observed are correlated to the lens friction, with the improved comfort experienced by reduced surface friction in the eye. However, protein adsorption is a complex process with the combined protein-protein interactions (PPI) and protein-surface interactions (PSI) involved, which is difficult to explain the complicated tribological behavior in terms of protein structural shifts alone on lens surfaces. On the other hand, the type of solvent-exposed side chains from specific protein conformations on lens surfaces should be more important to the lens friction involved. We aim to investigate the correlation between the structure-related side-chain exposure and corresponding lens friction of adsorbed tear proteins on lens surfaces under varied PPI and PSI. Albumin was the model protein adsorbed onto the conventional lens material. Such as polymethylmethacrylate (PMMA) or the poly-2-hydroxyethyl methacrylate (PHEMA) surfaces applied here. Adsorption was conducted under varying protein solution concentrations to saturate the model surface to change the PPI effects over a wide range. Our results indicate that PPI effects help stabilize protein structures on both surfaces. When PPI is minimized, a distinct correlation was observed between the surface friction and the hydrophobicity of structure-related side-chain exposure of albumin on lens surfaces depending on the different PSI involved. At a fundamental understanding, our results would provide insights for developing new lens materials or the lens care solution designs to reduce the lens discomfort.

Bifunctional RAFT Agent Directed Preparation of Polymer/Graphene Oxide Composites.

Polymer/graphene oxide (GO) composites, which combine the physical properties of GO and the processability of polymers, are of increasing interest in a variety of applications ranging from conductive foams, sensors, to bioelectronics. However, the preparation of these composites through physical blending demands the polymers with functional groups that interact strongly with the GO. Here the design and synthesis of a new bifunctional reversible addition-fragmentation chain transfer (RAFT) agent are demonstrated, which allows the synthesis of polymers with predetermined molecular weights and low dispersibilities (Ð), while having functionalities at both polymer termini that allow strong binding to GO. To access polymers with diverse thermal and mechanical properties, acrylonitrile-styrene-acrylate (ASA) copolymers with different types of acrylates, both short and long side chains, are synthesized under the control of the bifunctional RAFT agent. Furthermore, the strong binding between GO and the synthesized polymers is verified and explored to prepare polymer/GO composites with diverse tensile strengths and conductivity in the range of semiconductors. Overall, this novel RAFT agent is expected to expand the utility of polymer/GO composites by providing well-defined polymers with tunable properties and strong binding with GO.

Side-Chain Type Polysulfates: Their Synthesis, AIE Properties and Applications for p-Nitrophenol Detection in Water.

Two small molecular monomers, ph-TPE and ph-TPE-CN, and their homopolymers Poly (ph-TPE) and Poly (ph-TPE-CN) containing tetra phenylethylene and sulfate structures, were synthesized by a sulfur (VI) fluorine exchange click reaction (SuFEx) and radical polymerization. All the monomers and polymers exhibit a typical aggregation-induced emission (AIE) effect both in the solid state and aggregated state. Moreover, based on the intermolecular charge transfer (ICT) effect between the tetra phenylethylene chromophore and p-nitrophenol, both polymers could be used for the selective detection of p-nitrophenol. The detection limit and reactivity coefficient of Poly (ph-TPE) are 0.081 μM and 5.15×104 M-1 , respectively, whereas the detection limit and reactivity coefficient of Poly (ph-TPE-CN) are 0.077 μM and 1.81×104 M-1 , respectively. This can be attributed to the greater sensitivity of Poly (ph-TPE-CN) to p-nitrophenol than that of Poly (ph-TPE). This work provides a new methodology for the preparation and broadening application of side-chain type AIE-active polysulfate fluorescent probes.

Light-mediated CO2-responsiveness of metallopolymer microgels

Here, we report a finding on light-mediated CO2-responsiveness. It is found on the microgels that are made of side-chain type metallopolymers containing metalla-aromatics. Turbidity and laser light scattering studies on dilute aqueous dispersion of these microgels in dark indicate high CO2-responsivity, but poor reversibility upon N2 purge, which can be improved by exposing to light. This light-mediated CO2-responsiveness can be elucidated by the loss of aromaticity from initial photoexcitation and concurrent formation of a less reactive, antiaromatic excited state of relatively low CO2 binding affinity, and by subsequent relief of antiaromaticity that can enhance the CO2 removal. The finding is also checked by CO2 uptake-release experiments on the microgels, which enables both CO2 capture of high capacity and CO2 removal of good reversibility under a mild condition, allowing effective and reversible response to dilute CO2.

An Organometallic Isostere of an Amino Acid.

An organometallic complex that mimics an amino acid, also known as an amino acid isostere, can be synthesized from a functionalized bipyridine ligand and a fac-[Re(CO)3]+ center. The reaction of an achiral ligand and metal results in a racemic mixture of chiral-at-metal complexes. These metal species have amine and carboxy termini, a side chain type unit that can be varied, as well as the chiral metal that is analogous to the α carbon of an amino acid. The racemic mixtures can be separated into enantiomers by chiral chromatography, and the metal complexes can be incorporated into peptides by using solid-phase peptide synthesis.

Octopus-like side chain grafted poly(arylene piperidinium) membranes for fuel cell application

Octopus-like side chains are introduced in poly(arylene piperidinium)-based alkaline anion exchange membranes (AEMs) to enhance the conductivity and stability. This type of side chain consists of a bulky rigid β-cyclodextrin (β-CD) as the “octopus head”, and long flexible piperidinium ionic liquids as the “arms”. The β-CD unit can enlarge internal free volume of the AEM to reduce ion transport resistance; the “arms” can interact with adjacent hydrophilic ionic groups and water, constructing continuous ion transport channels. The prepared poly(biphenyl piperidinium) AEM with “octopus” side chains at an ion exchange capacity (IEC) of 1.29 mmol g−1 exhibits higher hydroxide conductivity (121.5 mS cm−1 at 80 °C) than that without the “octopus” structure (57.4 mS cm−1) although the latter has a larger IEC (1.55 mmol g−1). This “octopus” AEM retains 87.2% of its conductivity after being treated in a 1 M NaOH at 80 °C for 480 h. The alkaline H2/O2 fuel cell constructed with this “octopus” AEM produces a peak power density of 469 mW cm−2; the cell voltage can be maintained by 85% during 16 h operation. This work illustrates the advantage of “octopus” side chain for enhancement of AEM performance.

Expanding the library of nitrogen enriched polybenzoxazine thermosets prepared from side-chain type benzoxazines functionalized with polyethylenimine

We present a simple methodology to develop nitrogen enriched polybenzoxazine thermosets by integrating polybenzoxazine network with polyethylenimine (PEI). Thermosets have been developed by polymerizing side-chain type resins, which have been prepared by introducing benzoxazine moieties on the amine terminated branches of nitrogen enriched PEI, using cardanol and eugenol as bio-based phenols. The aim of this study is to investigate the potential of benoxazines synthesized using different bio-based phenols and PEI, on the performance of nitrogen enriched thermosets, as well as to contribute in the array of side-chain type benzoxazine resins. The present work is a next leg of our previously reported article on the synthesis of side-chain type benzoxazine resins using guiacol and PEI (G-pei), where the reaction parameters such as reaction medium, time, and stoichiometry were optimized. It is to be noted that, due to relatively better performance of G-pei resins prepared at 8:1:16 and 10:1:20 (phenol: amine: paraformaldehyde) molar ratio, the same stoichiometry has been specifically adopted for the preparation of cardanol and eugenol-based analogous resins in the present work. The functionalization of PEI with benzoxazine as side-chains, has been confirmed using FTIR, 1H, 13C NMR spectroscopy techniques. Polar amine groups as well as alkyl chains of phenols, are expected to alter the polymerization behaviour of oxazine moieties and the same has been investigated using DSC studies, where the curing profiles display exotherms in the temperature range of 208–222 °C. Further, rheological studies suggest solvent-less processing for cardanol based resins. Polybenzoxazine network bonded with polyethyleneimine has been confirmed from FT-IR spectra of cured thermosets, and the nitrogen content has been evidenced from elemental analysis. Furthermore, the thermal stability of the crosslinked materials has been investigated using thermogravimetric analysis (TGA), while the glass transition temperature for the cured specimens has been obtained by dynamic mechanical analysis (DMA). Moreover, polarity associated with the polybenzoxazine network as well as nitrogen enriched amine, is expected to affect the surface property of the end materials, which has been investigated by performing contact angle measurements on the surface of cured thermosets. Lap shear adhesion experiments have been additionally performed using ASTM D1002 standard, and the results indicates relatively good wettability of cardanol based resins.

Shape-Changing Bottlebrush Polymers.

Bottlebrush polymers (BBPs), composed of relatively short polymeric side chains densely grafted on a polymer backbone, exhibit many unique characteristics and hold promise for a variety of applications. This Perspective focuses on environmentally induced shape-changing behavior of BBPs at interface and in solution, particularly worm/star-globule shape transitions. While BBPs with a single type of homopolymer or random copolymer side chains have been shown to undergo pronounced worm-to-globule shape changes in response to external stimuli, the collapsed brushes are unstable and prone to aggregation. By introducing a second, solvophilic polymer into the side chains, either as a distinct type of side chain or as the outer block of block copolymer side chains, the collapsed brushes not only are stabilized but also create unimolecular micellar nanostructures, which can be used for, e.g., encapsulation and delivery of substances. The current challenges in the design, synthesis, and characterization of stimuli-responsive shape-changing BBPs are discussed.

Crucial role of side-chain functionality in anion exchange membranes: Properties and alkaline fuel cell performance

Side-chain functionality is critical to achieve highly conductive and chemically stable anion exchange membrane (AEM) materials. Herein, two series of quaternized poly(2,6-dimethyl-1,4-phenylene oxide) (PPO) having different lengths (n or m) of cationic side-chains were designed and prepared, including PPO-C-nQA with a triazole-containing linker and PPO-mQA without triazole groups in the side chains. The effect of the side-chain functionality on the properties of AEMs has been systematically investigated. Long cationic side chains in PPO-mQA membranes induced the formation of obvious microphase-separated morphology. However, PPO-C-nQA membranes with a triazole-containing linker showed a considerable higher hydroxide conductivity than that of PPO-mQA membranes, due to the developed hydrogen-bond networks between triazole and water/hydroxide. High retention of conductivity and low degree of crosslinking were observed for the AEMs with longer side-chains (PPO-C-3QA, PPO-C-4QA, PPO-6QA, and PPO-7QA) in the alkaline stability testing under 10 M NaOH at 80 °C for 250 h, indicating their excellent stability. Moreover, a single H2/O2 AEMFC with these side-chain type AEMs demonstrated that PPO-C-1QA with highest conductivity exhibited a peak power density of 141.3 mW cm−2 at a current density of 320 mA cm−2.

Bi-functional side chain architecture tuned amphoteric ion exchange membranes for high-performance vanadium redox flow batteries

The blended amphoteric membranes possessed a reducing cation exchange capacity with increasing the anion exchange capacity. Bi-functional side-chain-type polymers are conducive to have both high cation exchange capacity and high anion exchange capacity at the same time, and further enhance ion conductivity of amphoteric ion exchange membranes (AIEMs). Herein, novel side-chain type AIEMs are prepared via ring-opening metathesis polymerization of norbornene possessing the advantages of yielding easily modified molecular architectures, simple and controllable polymerization, and producing the membranes with high chemical stability. To avoid the occurrence of excess water swelling arising from the increased zwitterionic groups, hydrophobic spacers (alkyl chain-(CH2)6 -) were introduced to be situated between the aromatic main chain and ionic groups. This unique structure favors ion clusters to be aggregated and thus forms highly ordered water channels so that the protons can be efficiently transported along the center of channels and possess excellent proton conductivity. In addition, the ion crosslinking interactions enhance the mechanical stability of AIEMs. The resultant AIEM (1/2) exhibits a higher ion conductivity of 7.58 × 10-2 S cm-1 and vanadium ion permeability of 0.21 × 10-9 cm2 s-1 at room temperature. Based on these good properties, the vanadium redox flow batteries (VRBs) with prepared membranes and Nafion 212 were tested. The energy efficiency (EE) of VRBs with AIEM (1/2) still reaches 84.76% at the current density of 160 mA cm-2, which is better than that with Nafion 212 (76.26%). Moreover, the EE of VRBs with AIEM (1/2) is 82.11% after 200 cycles, indicating that the prepared membranes possess a good stability.

Comb-shaped anion exchange membranes: Hydrophobic side chains grafted onto backbones or linked to cations?

In order to investigate the relationship between the side chain topology of comb-shaped anion exchange membranes (AEMs) and membranes properties, two types of hydrophobic side chains attached AEMs that based on QAPPO are synthesized, namely side chains grafted onto backbones and side chains tethered to cations, resulting in AxSB-QAPPO and AxSC-QAPPO AEMs, respectively. Compared with AxSC-QAPPO, the side chains in AxSB-QAPPO AEMs are more inclined to facilitate the membranes to form broad and interconnected ion channels, promoting ion conduction and providing more free volume for the external water to enter the membranes, which are benefit to improving the ionic conductivity and chemical stability of the AxSB-QAPPO samples. At 80 °C, the OH− conductivity of A8SB-QAPPO is 101.2 mS cm−1, while the values for A8SC-QAPPO and QAPPO are only 56.1 and 48.5 mS cm−1 respectively. After the stability test, the weight and IC retentions of A8SB-QAPPO are 83.0% and 77.0%, respectively, while the values for A8SC-QAPPO are 76.5% and 68.0%, respectively, and the values for QAPPO are 56.0% and 42.0%, respectively. Besides, the influence of side chain length on the membranes properties is studied. The chemical stability for both AxSB-QAPPO and AxSC-QAPPO AEMs is enhanced by increasing the side chain length from 5 to 14. After the stability test, the IEC retentions of A5SB-QAPPO, A8SB-QAPPO, A14SB-QAPPO, A5SC-QAPPO, A8SC-QAPPO and A14SC-QAPPO are 60.0%, 78.0%, 90.0%, 49.0%, 70.0% and 75.0%, respectively. While for ionic conductivity, the AEMs with the side chain length of 8 exhibit the highest OH− conductivity. Hence, we speculate that the comb-shaped AEMs with hydrophobic side chains attached to backbones (AxSB-QAPPO) are superior to the membranes with the side chains linked to cations (AxSC-QAPPO), and the membranes performance can be further optimized by adjusting the side chain length.

New side chain design for pH-responsive block copolymers for drug delivery

New molecular motifs that can act as pH-regulating triggers for amphiphilic, pH-sensitive block copolymers are investigated. Inspired by the mechanism of action of pH-indicators, such as methyl orange, and natural amino acids, we designed these copolymers where either 4-Amino-4′-dimethylaminoazobenzene, AZB (pKa 3.4, an amine derivative of methyl orange), isoleucine, Ile (pKa 2.37 for carboxylic acid), or a statistical mixture of both were appended as side chains to the hydrophobic block to act as pH-triggers. These new side chain motifs were identified with an aim to enhance the self-assembling properties of the block copolymers in terms of particle size and stability, drug encapsulation, and release. As the parent polymer, poly (ethylene) glycol-block- poly (carbonate) (PEG-b-PC) of number average molecular weight 12.1 kDa was used. We observed that PEG-b-PC block copolymers, when engineered with AZB or Ile-type of pH-regulators appended as side chains to PC blocks, formed self-assembled, spherical nanoparticles with hydrodynamic diameters ranging from 114 to 137 nm depending on copolymer composition. Critical aggregation concentrations (CAC) of the block copolymers were found to be governed by the type and content of side chains. We explored the use of these newly designed block copolymer assemblies as drug carriers using gemcitabine (GEM) as a model cytotoxic drug generally used for pancreatic ductal adenocarcinoma (PDAC). We showed that AZB and Ile decorated copolymeric nanocarriers were able to encapsulate GEM at 13.8–28.8 % loading content and release the drug in a pH-dependent pattern. Drug-loaded nanocarriers showed cellular entry into PDAC cells in vitro and were found to exert cytotoxicity against these cells. Neither the block copolymers bearing AZB or Ile-type pH-responsive triggers, nor their self-assembled nanoparticles showed any cytotoxicity at usable concentrations, thereby reflecting the potentials of these molecular motifs for designing stimuli-responsive drug delivery nanosystems.

High conductivity and alkaline stability of anion exchange membranes containing multiple flexible side-chain piperidinium ions

Densely side-chain type anion exchange membranes: Eight flexible piperidinium ions are incorporated in the repeating unit of AEMs, which is conducive to improving their properties, especially for the conductivity and alkaline stability.

Indole, Phenyl, and Phenol Groups: The Role of the Comonomer on Gene Delivery in Guanidinium Containing Methacrylamide Terpolymers

This report highlights the importance of hydrophobic groups mimicking the side chains of aromatic amino acids, which are tryptophan, phenylalanine, and tyrosine, in guanidinium bearing poly(methacrylamide)s for the design of non-viral gene delivery agents. Guanidinium containing methacrylamide terpolymers are prepared by aqueous reversible addition-fragmentation chain transfer (aRAFT) polymerization with different hydrophobic monomers, N-(2-indolethyl)methacrylamide (IEMA), N-phenethylmethacrylamide (PhEMA), or N-(4-hydroxyphenethyl)methacrylamide (PhOHEMA) by aiming similar contents. The well-defined polymers are obtained with a molar mass of ≈15 000gmol-1 and ≈1.1 dispersity. All terpolymers demonstrate almost comparable in vitro cell viability and hemocompatibility profiles independent of the type of side chain. Although they all form positively charged, enzymatically stable polyplexes with plasmid DNA smaller than 200nm, the incorporation of the IEMA monomer improve these parameters by demonstrating a higher DNA binding affinity and forming nanoassemblies of about 100nm. These physicochemical characteristics are correlated with increased transfection rates in CHO-K1cells dependent on the type of the monomer and the nitrogen to phosphate (N/P) ratio of the polyplexes, as determined by luciferase reporter gene assays.

Micellar Carriers Based on Amphiphilic PEG/PCL Graft Copolymers for Delivery of Active Substances

Amphiphilic copolymers of alkyne functionalized 2-hydroxyethyl methacrylate (AlHEMA) and poly(ethylene glycol) methyl ether methacrylate (MPEGMA) with graft or V-shaped graft topologies were synthesized. The functionalization of poly(ε-caprolactone) (PCL) with azide group enabled attachment to P(AlHEMA-co-MPEGMA) copolymers via a “click” alkyne-azide reaction. The introduction of PCL as a second side chain type in addition to PEG resulted in heterografted copolymers with modified properties such as biodegradability. “Click” reactions were carried out with efficiencies between 17–70% or 32–50% (for lower molecular weight PCL, 4000 g/mol, or higher molecular weight PCL, 9000 g/mol, respectively) depending on the PEG grafting density. The graft copolymers were self-assembled into micellar superstructures with the ability to encapsulate active substances, such as vitamin C (VitC), arbutin (ARB) or 4-n-butylresorcinol (4nBRE). Drug loading contents (DLC) were obtained in the range of 5–55% (VitC), 39–91% (ARB) and 42–98% (4nBRE). In vitro studies carried out in a phosphate buffer saline (PBS) solution (at pH 7.4 or 5.5) gave the maximum release levels of active substances after 10–240 min depending on the polymer system. Permeation tests in Franz chambers indicated that the bioactive substances after release by micellar systems penetrated through the artificial skin membrane in small amounts, and a majority of the bioactive substances remained inside the membrane, which is satisfactory for most cosmetic applications.

Systematic Approach for Screening of Prodrugs: Evaluation Using Oseltamivir Analogues as Models.

Prodrug development is a common approach in drug development. In a recent study, we established a systematic strategy for selecting prodrugs with improved membrane permeability or solubility based on log D value, solubility in artificial intestinal fluids, membrane permeability, and metabolic instability. The purpose of this study was to evaluate the utility of this strategy using oseltamivir and 23 kinds of oseltamivir analogues having various types of side chain as well as their active metabolite, oseltamivir acid. Log D values of oseltamivir and analogues (2.0 to 4.9) were higher than that of oseltamivir acid (0.7), supporting the previous development of oseltamivir to improve permeability of oseltamivir acid. Solubilities of analogues in artificial intestinal fluids were over 80%, except the compound with the highest lipophilicity. Positive correlation was observed between membrane permeability and log D values of analogues. In metabolic profiles, species differences in the hydrolysis efficiency were observed depending on analogues. Using our strategy, it was demonstrated that oseltamivir and some analogues are appropriate prodrugs that could be advanced to invivo pharmacokinetic studies, with selection of suitable animals. This study confirmed the utility of our strategy for narrowing down of candidate compounds to proceed into invivo study.

Synthesis and Physicochemical Properties of 2,7-Disubstituted Phenanthro[2,1-b:7,8-b']dithiophenes.

We report the design, synthesis, and physicochemical properties of an array of phenanthro[2,1-b:7,8-b’]dithiophene (PDT-2) derivatives by introducing five types of alkyl (CnH2n+1; n = 8, 10, 12, 13, and 14) or two types of decylthienyl groups at 2,7-positions of the PDT-2 core. Systematic investigation revealed that the alkyl length and the type of side chains have a great effect on the physicochemical properties. For alkylated PDT-2, the solubility was gradually decreased as the chain length was increased. For instance, C8-PDT-2 exhibited the highest solubility (5.0 g/L) in chloroform. Additionally, substitution with 5-decylthienyl groups showed poor solubility in both chloroform and toluene, whereas PDT-2 with 4-decylthienyl groups resulted in higher solubility. Furthermore, UV-vis absorption of PDT-2 derivatives substituted by decylthienyl groups showed a redshift, indicating the extension of their π-conjugation length. This work reveals that modification of the conjugated core by alkyl or decylthienyl side chains may be an efficient strategy by which to change the physicochemical properties, which might lead to the development of high-performance organic semiconductors.

Tuning Cellular Interactions of Carboxylic Acid-Side-Chain-Containing Polyacrylates: The Role of Cyanine Dye Label and Side-Chain Type.

Cellular uptake and intracellular targeting to specific organelles are key events in the cellular processing of nanomaterials. Herein, we perform a detailed structure-property relationship study on carboxylic acid-side-chain-bearing polyacrylates to provide design criteria for the manipulation of their cellular interactions. Redox-initiated reversible addition-fragmentation chain-transfer (RRAFT) polymerization of three tert-butyl-protected N-acylated amino ester-based acrylate monomers of different substitutions and degrees of polymerization (DPs) yielded defined and pH-responsive carboxylic acid-side-chain polymers upon deprotection (N-acetyl, DP 1: P(M1); N-propionyl, DP 1: P(E1), DP 2: P(E2)). Flow cytometry studies revealed time-dependent cell association with P(E2) > P(E1) > P(M1) at any given time point. Importantly, the type of cyanine dye used for labeling was found to significantly influence the cellular processing of the polymers. Changing the dye from Cy5 to its sulfonated version sulfoCy5 resulted in a much lower cellular association. Moreover, Cy5-labeled polymers were targeted to mitochondria, while sulfoCy5 modification caused a significant change in the cellular fate of polymers toward lysosome trafficking. This study highlights the importance of selecting a suitable dye but also demonstrates the possibilities for the rational design of organelle-specific targeting of carboxylated polyacrylates.

Tuning the architecture and performance of multifarious benzoxazine resin based on guaiacol and polyethylenimine

Molecular designing flexibility offered by benzoxazine chemistry, has been utilized to synthesize side-chain benzoxazine functionalized resins, in one-step approach via reaction of polyethylenimine (PEI) and guaiacol. The functionalization of polyethylenimine bearing amine functionalities, with benzoxazine groups as side-chains, is expected to confer a densely cross-linked network in the resulting thermoset. In the present work, guaiacol has been chosen as bio-based phenol, and polyethylenimine enriched with primary, secondary, tertiary amine groups, has been employed as an amine co-reactant. The reactants stoichiometry (phenol: amine: paraformaldehyde) has been varied from 2:1:4 to 20:1:40 molar ratio, resulting in a series of side-chain type guaiacol based benzoxazine-functionalized polyethylenimine resins (G-pei), which differ in percentage of oxazine functionalization. All the resins prepared have been characterized using FTIR, 1H, 13C NMR spectroscopies, and the evolution of oxazine functionalization in the resins has been monitored via 1H NMR spectroscopy. The polymerization behaviour in resins has been evidenced using non-isothermal DSC studies, which reveals that G-pei resins exhibit peak polymerization temperature (Tpeak) below 200 °C. Temperature sweep rheological experiments have been performed to obtain flow behaviour and processing window of the developed resins, where an evident reduction in the viscosity of resins has been observed around 100 °C, thereby making it an appropriate temperature for processing. The influence of polar groups on the surface property of thermosets has been investigated by performing contact angle measurements, which reveals the hydrophilic nature of prepared thermosets. Thermal degradation behaviour of the multifarious bio-based thermosets, has been studied using thermogravimetric analysis, where maximum degradation temperature (Tmax) for the cured specimens has been found to be above 300 °C, with a high char yield (30–50%). The influence of dense network on the glass transition temperature of thermosets, has been additionally studied by DSC experiments. The adhesive performance of side-chain type benzoxazine-functionalized polyethylenimine resins, enriched with oxazine functionalities as well as polar groups, has been evaluated by lap shear strength values, which have been observed in the range of 22 to 49 Kg/cm2.

Highly Sensitive Gas-Sensing Films for Volatile Organic Acids from Imidazolium-Based Poly(ionic liquid)s.

Imidazolium-based poly(ionic liquid)s were synthesized and used as sensing film for the adsorption of volatile organic compounds. Based on a quartz crystal microbalance system, the sensing properties of the imidazolium-based poly(ionic liquid)s on volatile organic compounds was assessed according to the position of imidazolium cation in the polymer chain (the main-chain or side-chain type) and the varied counterions. The results indicated that the imidazolium-based poly(ionic liquid)s films have much higher adsorption capability on volatile organic acids than other volatile organic compounds, which is due to the strong affinity between imidazolium group and the carboxyl group. The position of imidazolium cation in the polymer chain and counterions of the imidazolium-based poly(ionic liquid)s was found to be able to influence the selectivity and sensitivity of volatile organic acids. The main-chain imidazolium-based poly(ionic liquid)s were shown strengthen the adsorption of propionic acid vapor, while the counter ion of dicyanamide showed the highest selectivity on volatile organic acids. Based on the quartz crystal microbalance sensing system, the imidazoliumbased poly(ionic liquid)s film was shown capable of detecting volatile organic acids with a theoretical detection limit of about 3.1 ppb and a quick recovery time less than 40 seconds. The sensing performance is also stable for repeated usage and after long-time storage.