Structural modification of expandable polystyrene. II. Copolymerization with silicone acrylate

Conventional expandable polystyrene (EPS) was modified by the preparation of copolymers containing 0.10%, 0.25%, and 0.50% silicone acrylate. Copolymeric expandable polystyrene (CEPS) samples were characterized with various techniques. ¹H‐NMR spectroscopy was used for the determination of composition, and gel permeation chromatography was used for the determination of molecular weight and molecular weight distribution. Differential scanning calorimetry showed that the glass‐transition temperatures of the CEPS samples increased with an increasing silicone acrylate content. The surface properties of the copolymers were investigated by contact angle measurement and SEM imaging. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 101: 128–132, 2006     

Structural modification of expandable polystyrene. III. Copolymerization with siloxane‐based macroinitiator

Conventional expandable polystyrene (EPS) was chemically modified by preparing copolymers containing 0.1%, 0.2%, and 0.5% siloxane‐based macroinitiator. This was used to enhance the surface and thermal properties of EPS particles. Copolymeric expandable polystyrene samples were characterized with various techniques including ¹H‐NMR, gel permeation chromatography, differential scanning calorimetry, scanning electron microscopy, and contact angle measurement. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 4826–4831, 2006     

Synthesis and characterization of graft copolymers of syndiotactic polystyrene with polybutadiene and 4‐methylstyrene

The basic method for synthesizing syndiotactic polystyrene‐g‐polybutadiene graft copolymers was investigated. First, the syndiotactic polystyrene copolymer, poly(styrene‐co‐4‐methylstyrene), was prepared by the copolymerization of styrene and 4‐methylstyrene monomer with a trichloro(pentamethyl cyclopentadienyl) titanium(IV)/modified methylaluminoxane system as a metallocene catalyst at 50°C. Then, the polymerization proceeded in an argon atmosphere at the ambient pressure, and after purification by extraction, the copolymer structure was confirmed with ¹H‐NMR. Lastly, the copolymer was grafted with polybutadiene (a ready‐made commercialized unsaturated elastomer) by anionic grafting reactions with a metallation reagent. In this step, poly(styrene‐co‐4‐methylstyrene) was deprotonated at the methyl group of 4‐methylstyrene by butyl lithium and further reacted with polybutadiene to graft polybutadiene onto the deprotonated methyl of the poly(styrene‐co‐4‐methylstyrene) backbone. After purification of the graft copolymer by Soxhlet extraction, the grafting reaction copolymer structure was confirmed with ¹H‐NMR. These graft copolymers showed high melting temperatures (240–250°C) and were different from normal anionic styrene–butadiene copolymers because of the presence of crystalline syndiotactic polystyrene segments. Usually, highly syndiotactic polystyrene has a glass‐transition temperature of 100°C and behaves like a glassy polymer (possessing brittle mechanical properties) at room temperature. Thus, the graft copolymer can be used as a compatibilizer in syndiotactic polystyrene blends to modify the mechanical properties to compensate for the glassy properties of pure syndiotactic polystyrene at room temperature. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

Blends of poly(vinyl chloride) with α‐methylstyrene‐acrylonitrile‐butadiene‐styrene copolymer: Thermal properties,mechanical properties,and morphology

Binary blends of poly(vinyl chloride) (PVC) with α‐methylstyrene‐acrylonitrile‐butadiene‐styrene copolymer (AMS‐ABS) were prepared via melt blending. A single glass transition temperature (T_g) was observed by differential scanning calorimetry, thus indicating that PVC is miscible with the α‐methylstyrene‐acrylonitrile‐styrene in AMS‐ABS. The results from attenuated total reflection Fourier transform infrared spectra indicated that specific strong interactions were not available in the blends. With increasing amounts of AMS‐ABS, both heat distortion temperature and thermal stability were increased considerably. With regard to mechanical properties, flexural and tensile properties decreased with increasing AMS‐ABS content. A synergism was observed in impact strength. The morphology of both impact‐fractured and tensile‐fractured surfaces, observed by scanning electron microscopy, correlated well with the mechanical properties. It is suggested that there was a transition of fracture mechanisms with the changing composition of the binary blends—from shear yielding for blends rich in PVC to cavitation for blends rich in AMS‐ABS. J. VINYL ADDIT. TECHNOL., 19:1–10, 2013. © 2013 Society of Plastics Engineers     

Copolymerization with depropagation: Prediction of kinetics and properties of α‐methylstyrene–methyl methacrylate copolymers. II. Bulk copolymerization

In order to calculate some kinetic parameters, such as the reactivity ratios, of the system α‐methylstyrene–methyl methacrylate, the bulk copolymerization of these two monomers with azobis isobutironitrile (AIBN) as a radical initiator was studied. Experiments were performed at the various temperatures of 50, 60, and 80°C with 0.5 mol % of initiator (AIBN). The kinetics, molecular weights, microstructure, and glass transition temperature (T_g) of the copolymers were followed. A software, previously developed (part I), taking into account the equilibrium of the homopolymerization of α‐methylstyrene, was used to simulate the experimental data. The model was in good agreement with all the experimental data. © 1999 John Wiley & Sons, Inc. J Appl Polym Sci 72: 1611–1625, 1999     

Mechanical and thermal properties of (acrylonitrile‐styrene‐acrylic)/(α‐methylstyrene‐acrylonitrile) binary blends

In this work, (acrylonitrile‐styrene‐acrylic)/(α‐methylstyrene‐acrylonitrile) copolymer (ASA/α‐MSAN) binary alloy was prepared with different composition ratios via melt blending. This work mainly focused on improving the heat resistance of ASA. According to the results of dynamic mechanical thermal analysis, the binary blends exhibited three glass transition temperatures (T_gs) and the shift of the T_gs indicated the partial miscibility of binary blends. This partial miscibility maintained the high T_g of α‐MSAN, which led to the outstanding heat resistance of binary blends. Furthermore, heat distortion temperature also showed that the heat resistance of binary blends was significantly enhanced with the addition of α‐MSAN. However, the introduction of this highly rigid polymer also brought with it the sharp decrease of the impact strength and elongation at break, which is reflected in the morphologies of the blend system obtained via scanning electron microscopy. In addition, the incorporation of α‐MSAN increased the tensile strength, flexural strength, and modulus. There were no new groups observed from Fourier‐transform infrared spectra, which means no strong specific intermolecular interactions existed between ASA and α‐MSAN. Moreover, the processibility of the blend system was obviously improved from the results of melt flow rate. J. VINYL ADDIT. TECHNOL., 22:156–162, 2016. © 2014 Society of Plastics Engineers     

Synthesize of polymer–silicate nanocomposites by in situ metal‐catalyzed living radical polymerization

Polymer–silicate nanocomposites were synthesized with atom transfer radical polymerization (ATRP). An ATRP initiator, consisting of a quaternary ammonium salt moiety and an α‐phenyl chloroacetyl chloride moiety, were intercalated into the interlayer spacings of the layered silicate. Subsequent ATRP of styrene with CuCl/2,2′‐bipyridine (bipy) as the catalyst with the initiator‐modified silicate afforded homopolymers with predictable molecular weights and low polydispersities, both characteristics of living radical polymerization. The polystyrene nanocomposites contained both intercalated and exfoliated silicate structures. The prepared materials were characterized by XRD, SEM, TEM, FTIR, and ¹H NMR techniques. Effect of silicate on thermal properties and glass transition temperature of polystyrene was investigated using thermogravimetric analysis and differential scanning calorimetric techniques. POLYM. COMPOS., 2012. © 2012 Society of Plastics Engineers     

Synthesis and thermal properties of polystyrene/montmorillonite nanocomposites by γ‐ray radiation polymerization

Polystyrene/montmorillonite nanocomposites were prepared by γ‐ray radiation polymerization. X‐ray diffraction and high‐resolution transmission electron microscopy confirmed that polystyrene (PS) could be easily inserted between the sheets of montmorillonite (MMT) to form intercalated nanocomposites. In these PS/MMT nanocomposites, the distance between the sheets of MMT was barely influenced by varying the content of the MMT. Thermal stabilities of the samples were studied by thermal gravimetric analysis and differential scanning calorimetry. The glass‐transition temperature of PS/MMT nanocomposites was obviously higher than that of the pure PS. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 90: 1692–1696, 2003     

Semi‐interpenetrating polymer networks based on polyurethane and polyvinylpyrrolidone. II. Dielectric relaxation and thermal behaviour

Semi‐interpenetrating polymer networks (semi‐IPNs) based on crosslinked polyurethane (PU) and linear polyvinylpyrrolidone (PVP) were synthezised, and their thermal and dynamic mechanical properties and dielectric relaxation behavior were studied to provide insight into their structure, especially according to their composition. The differential scanning calorimetry results showed the glass transitions of the pure components: one glass‐transition temperature (T_g) for PU and two transitions for PVP. Such glass transitions were also present in the semi‐IPNs, whatever their composition. The viscoelastic properties of the semi‐IPNs reflected their thermal behavior; it was shown that the semi‐IPNs presented three distinct dynamic mechanical relaxations related to these three T_g values. Although the temperature position of the PU maximum tan δ of the α‐relaxation was invariable, on the contrary the situation for the two maxima observed for PVP was more complex. Only the maximum of the highest temperature relaxation was shifted to lower temperatures with decreasing PVP content in the semi‐IPNs. In this study, we investigated the molecular mobility of the IPNs by means of dielectric relaxation spectroscopy; six relaxation processes were observed and indexed according the increase in the temperature range: the secondary β‐relaxations related to PU and PVP chains, an α‐relaxation due to the glass–rubber transition of the PU component, two α‐relaxations associated to the glass–rubber transitions of the PVP material, and an ionic conductivity relaxation due to the space charge polarization of PU. The temperature position of the α‐relaxation of PU was invariable in semi‐IPNs, as observed dynamic mechanical analysis measurements. However, the upper α‐relaxation process of PVP shifted to higher temperatures with increasing PVP content in the semi‐IPNs. We concluded that the investigated semi‐IPNs were two‐phase systems with incomplete phase separation and that the content of PVP in the IPNs governed the structure and corresponding properties of such systems through physical interactions. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 90: 1191–1201, 2003     

Effects of styrene oligomers and polymers on the suspension polymerization behavior and properties of expandable polystyrene

Styrene oligomers are formed by a free‐radical mechanism during the thermal polymerization of styrene in storage. The effects of these compounds on the preparation of expandable polystyrene (EPS) were investigated with respect to suspension polymerization behavior and the properties of the impregnated polystyrene beads produced. Styrene dimers and trimers up to concentrations of 0.2 wt % did not affect the stability of the suspension during the polymerization and impregnation stages. Besides differentiated effects on the particle size distributions of the polymers and on the polymerization rate, no chain‐transfer activity of the oligomers was observed, and this confirmed the assignment of chain transfer to the Diels–Alder dimer in the literature. The investigation of the foaming behavior of the pentane‐impregnated EPS beads indicated a significant reduction of the prefoaming density caused by styrene dimers and trimers. This behavior resulted from a decrease in the glass‐transition temperatures of these polymers. The effects of high‐molecular‐weight polystyrene, formed in addition to oligomers during storage by the thermal polymerization of styrene, on the polymerization behavior and polymer properties of EPS were also investigated. The results showed a significant impact on the suspension stability that was dependent on the concentration of the high‐molecular‐weight polystyrene. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008     

High‐resolution carbon nuclear magnetic resonance study of styrene/α‐methylstyrene/acrylonitrile terpolymers

Terpolymers formed from styrene, α‐methylstyrene (AMS), and acrylonitrile (AN) were prepared in different proportions. According to the reaction conditions, the terpolymers presented random sequence distributions. AMS, because of steric hindrance, presented a high degree of instability, which promoted depolymerization. AN promoted a long insertion of AMS monomers, which caused an acceleration of the propagation reaction. This also caused a depolymerization process. With ¹³C‐NMR solution analysis, it was possible to detect the depolymerization process. With solid‐state NMR results, it was demonstrated that AMS constituted the highest mobility domain. Finally, the values determined for the proton spin–lattice relaxation time in the rotating frame confirmed that the prepared terpolymers were random, but a homogeneous monomer distribution sequence was also observed from this parameter. © 2003 Wley Periodicals, Inc. J Appl Polym Sci 88: 1004–1009, 2003     

Flame‐retardant expandable polystyrene foams coated with ethanediol‐modified melamine–formaldehyde resin and microencapsulated ammonium polyphosphate

Melamine–formaldehyde resin was modified by ethylene glycol to decrease the amount of free formaldehyde and extend the storage time. The modified resin (EMF) was further used to prepare microencapsulated ammonium polyphosphate (MCAPP). The structures of both EMF and MCAPP were well characterized. Afterward, EMF and MCAPP were mixed and coated on the surface of pre‐expanded polystyrene particles to prepare flame‐retardant expandable polystyrene foams (EPS). Both water resistance and impact strength were enhanced by the presence of MCAPP, and the flammability of the samples was also significantly improved. For the sample containing 75 phr MCAPP, the limiting oxygen index value was increased to 31.4% with a V‐0 rating in the UL‐94 vertical burning test. Cone calorimeter tests showed that the peak heat release rate of the sample declined sharply to 172.7 kW/m², which is 81.6% lower than that of neat EPS. The smoke production of EPS foams during combustion was suppressed by the presence of MCAPP, and the thermal stability was also improved. Scanning electron microscopy showed that the char layer of the flame‐retardant sample after combustion became compact with negligible voids or cracks, which could further form an isolation barrier to prevent both heat and flame transfer. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135, 46471.     

Synthesis and characterization of a novel liquid crystalline star‐shaped polymer based on α‐CD core via ATRP

Well‐defined side‐chain liquid crystalline star‐shaped polymers were synthesized with a combination of the “core‐first” method and atom transfer radical polymerization (ATRP). Firstly, the functionalized macroinitiator based on the α‐Cyclodextrins (α‐CD) bearing functional bromide groups was synthesized, confirmed by ¹H‐NMR, MALDI‐TOF, and FTIR analysis. Secondly, the side‐chain liquid crystalline arms poly[6‐(4‐methoxy‐4‐oxy‐azobenzene) hexyl methacrylate] (PMMAzo) were prepared by ATRP. The characterization of the star polymers were performed with ¹H‐NMR, gel permeation chromatography (GPC), differential scanning calorimetry (DSC) and thermal polarized optical microscopy (POM). It was found that the liquid crystalline behavior of the star polymer α‐CD‐PMMAzo_n was similar to that of the linear homopolymer. The phase‐transition temperatures from the smectic to nematic phase and from the nematic to isotropic phase increased as the molecular weight increased for most of these samples. All star‐shaped polymers show photoresponsive isomerization under the irradiation with Ultraviolet light. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009     

Toughening modification of (Acrylonitrile‐styrene‐acrylic copolymer)/(α‐Methylstyrene‐acrylonitrile copolymer) binary blend via using different impact modifiers

In this work, different impact modifiers such as acrylic resin impact modifier, chlorinated polyethylene (CPE), nitrile rubber, powdered nitrile rubber, and hydrogenated nitrile rubber, were chosen to improve the toughness of (acrylonitrile‐styrene‐acrylic copolymer)/(α‐methylstyrene‐acrylonitrile copolymer) (ASA/α‐MSAN) binary blend. The blend ratios of the ASA/(α‐MSAN)/(impact modifier) ternary system were 30/70/20 and 70/30/20 by mass, respectively. The results showed that the impact strength significantly increased, nearly 30 times (22.59 kJ·m^?2, 22.26 kJ·m^?2, and 25.24 kJ·m^?2) compared with that of control samples (0.80 kJ·m^?2) when nitrile rubber, powdered nitrile rubber, or hydrogenated nitrile rubber was added to the ASA/(α‐MSAN) (30/70) matrix, respectively. Moreover, the impact strength of ASA/(α‐MSAN) (70/30) was dramatically enhanced to 46 kJ·m^?2 with the addition of 20 parts by weight per hundred parts of resin of chlorinated polyethylene. The toughness of ASA/(α‐MSAN) with or without impact modifiers was also characterized via fracture energy calculated from stress‐strain curves. The results were perfectly consistent with that of impact strength. The results of dynamic mechanical analysis demonstrated the existence of α‐MSAN (glass transition temperature at approximately 140°C). The heat distortion temperature was barely changed, indicating the addition of impact modifiers barely affects the heat resistance. J. VINYL ADDIT. TECHNOL., 22:326–335, 2016. © 2014 Society of Plastics Engineers     

Synthesis and properties of polystyrene‐b‐poly(ethylene oxide)‐b‐polystyrene triblock copolymers

A series of well‐defined and property‐controlled polystyrene (PS)‐b‐poly(ethylene oxide) (PEO)‐b‐polystyrene (PS) triblock copolymers were synthesized by atom‐transfer radical polymerization, using 2‐bromo‐propionate‐end‐group PEO 2000 as macroinitiatators. The structure of triblock copolymers was confirmed by ¹H‐NMR and GPC. The relationship between some properties and molecular weight of copolymers was studied. It was found that glass‐transition temperature (T_g) of copolymers gradually rose and crystallinity of copolymers regularly dropped when molecular weight of copolymers increased. The copolymers showed to be amphiphilic. Stable emulsions could form in water layer of copolymer–toluene–water system and the emulsifying abilities of copolymers slightly decreased when molecular weight of copolymers increased. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 101: 727–730, 2006     

Modeling of the Emulsion Terpolymerization of Styrene, α‐Methylstyrene and Methyl Methacrylate

Summary: This work deals with modeling the terpolymerization of styrene, α‐methylstyrene and methyl methacrylate in the presence of an inhibitor. The model used is a “tendency model” based on the kinetics of the complex elementary chemical reactions both in the aqueous phase and in the particles. It considers the reversible propagation of α‐methylstyrene and the main physical phenomena occurring during the process, i.e., (i) partitioning of monomers, surfactant and inhibitor between the aqueous phase, polymer particles, monomer droplets and micelles; (ii) homogeneous and micellar nucleation; (iii) radical absorption and desorption; (iv) gel and glass effects. The main kinetic parameters of the model are estimated on the basis of batch experimental data in order to be able to describe the complete picture of this complex process. The model can be used to predict (with good precision) the global monomer conversion, number and weight‐average molecular weight, the average diameter and number of polymer particles and the glass transition temperature, and consequently to study the effects of AMS on conversion and terpolymer and latex characteristics.

Comparison of experimental and simulated results of the weight‐average molecular weight versus conversion for the emulsion terpolymerization of styrene, alpha methylstyrene and methyl methacrylate at 60 °C.     

Synthesis and characterization of ethoxyethyl α‐cyanoacrylate and reaction intermediates

Ethoxyethyl α‐cyanoacrylate was synthesized by first making oligo(ethoxyethyl α‐cyanoacrylate) through a condensation reaction of ethoxyethyl cyanoacetate with paraformaldehyde, followed by a depolymerization of the oligomer at an elevated temperature in an acidic atmosphere with a high vacuum. The ethoxyethyl cyanoacetate was in turn synthesized from an esterification of ethoxyethanol and cyanoacetic acid. The molecular structure of the target monomer and the corresponding intermediates were corroborated by IR and ¹H‐NMR. Solvents having a lower polarity led to the formation of oligomers having higher molecular weights. The molecular weight distribution of the oligomer revealed that the reaction of ethoxyethyl cyanoacetate with formaldehyde followed a mechanism comprising monomer activations, anionic reactions, and chain scissions. DSC thermograms demonstrated the cured ethoxyethyl α‐cyanoacrylate was nearly amorphous, containing little or low crystallinity. Mechanical testing data indicated that the cured ethoxyethyl α‐cyanoacrylate was a hard adhesive with higher toughness than the conventional ethyl α‐cyanoacrylate. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 87: 1758–1773, 2003     

Microporous membrane fabricated by AMS‐GMA‐TPE terpolymer grafted polypropylene prepared via extrusion

Terpolymer poly(α‐methylstyrene‐co‐glycidyl methacrylate‐co‐4‐acryloyl tetraphenylethylene) (PAGT) was synthesized by radical copolymerization using α‐methylstyrene, glycidyl methacrylate, and trace fluorescent monomer 4‐acryloyl tetraphenylethylene. Thermal decomposition of α‐methylstyrene constitutional units in copolymer chains is known to produce macromolecular radicals at temperatures exceeding 90 °C, which may be melt‐grafted to polypropylene (PP) without other initiators by means of extrusion. In this study, the PP‐g‐PAGT microporous material was prepared by casting and stretching. The structure and properties of the PAGT were characterized by Fourier transform infrared spectroscopy, ¹H‐nuclear magnetic resonance, and thermogravimetic analysis. The grafting degree and rheological properties proved that the PAGT chains were successfully grafted onto the PP. The uniformity of the PAGT in the PP‐g‐PAGT was observed using a spectrofluorophotometer. The polarity of the cast membrane was characterized by the water contact angle. The results showed that the PAGT evenly grafted onto the PP, and the polarity and hydrophilicity of the cast membranes were improved. The microporous structure of the separator was observed via scanning electron microscopy. Testing of the performance of the lithium battery showed that the impedance decreased and the ionic conductivity increased with the introduction of PAGT onto PP. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135, 46020.     

Polycondensation between p‐dibromobenzene and m‐dibromobenzene

NiCl₂ (bpy)‐catalyzed polycondensation between p‐dibromobenzene and m‐dibromobenzene was carried out under various conditions. With the polycondensation, a series of copolymers with number‐average molecular weights of 2400 (by gel permeation chromatography with polystyrene standards) was formed, and some samples had good solubility in organic solvents. The IR spectra and the ultraviolet spectra measured in a tetrahydrofuran (THF) solution of the copolymer showed that there were p‐phenylene and m‐phenylene units in the copolymer. According to analyses with differential scanning calorimetry, thermogravimetric analysis, and X‐rays, with an increasing molar ratio of m‐phenyl units in the copolymer, the glass‐transition temperature, the temperature of viscous flow, and the crystallizability of the polyphenylene copolymer decreased. The fluorescence spectra of the copolymer measured in a THF solution showed an emission maximum at 373–376 nm, whereas the maximum shifted to 436.6 nm for the film. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 89: 2210–2215, 2003     

α‐Bis and α,ω‐tetrakis(4‐dimethylaminophenyl) functionalized polymers by atom transfer radical polymerization using 1,1‐bis[(4‐dimethylamino)phenyl]ethylene as tertiary diamine initiator precursor and functionalizing agent

The quantitative syntheses of α‐bis and α,ω‐tetrakis tertiary diamine functionalized polymers by atom transfer radical polymerization (ATRP) methods are described. A tertiary diamine functionalized 1,1‐diphenylethylene derivative, 1,1‐bis[(4‐dimethylamino)phenyl]ethylene (1), was evaluated as a unimolecular tertiary diamine functionalized initiator precursor as well as a functionalizing agent in ATRP reactions. The ATRP of styrene, initiated by a new tertiary diamine functionalized initiator adduct (2), affords the corresponding α‐bis(4‐dimethylaminophenyl) functionalized polystyrene (3). The tertiary diamine functionalized initiator adduct (2) was prepared in situ by the reaction of (1‐bromoethyl)benzene with 1,1‐bis[(4‐dimethylamino)phenyl]ethylene (1) in the presence of a copper (I) bromide/2,2′‐bipyridyl catalyst system. The ATRP of styrene proceeded via a controlled free radical polymerization process to afford quantitative yields of the corresponding α‐bis(4‐dimethylaminophenyl) functionalized polystyrene derivative (3) with predictable number‐average molecular weight (M_n) and narrow molecular weight distribution (M_w/M_n) in a high initiator efficiency reaction. The polymerization process was monitored by gas chromatography analysis. Quantitative yields of α,ω‐tetrakis(4‐dimethylaminophenyl) functionalized polystyrene (4) were obtained by a new post ATRP chain end modification reaction of α‐bis(4‐dimethylaminophenyl) functionalized polystyrene (3) with excess 1,1‐bis[(4‐dimethylamino)phenyl]ethylene (1). The tertiary diamine functionalized initiator precursor 1,1‐bis[(4‐dimethylamino)phenyl]ethylene (1) and the different tertiary amine functionalized polymers were characterized by chromatography, spectroscopy and non‐aqueous titration measurements. Copyright © 2012 Society of Chemical Industry