Synthesis and optical properties of copolymers of 4-aminostyrene with the side styrylquinoline chromophore groups

Goĭkhman, M. Ya.; Subbotina, L. I.; Martynenkov, A. A.; Smirnov, M. A.; Smyslov, R. Yu.; Попова, Е. Н.; Yakimanskiĭ, A. V.

doi:10.1007/s11172-011-0048-4

Cited by 11 publications

(8 citation statements)

References 19 publications

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“…Terpolymers using a feed of MA, AN, and PAS were polymerized with AIBN as the initiator. Others have polymerized PAS in its protected form by anionic polymerization, conventional radical polymerization, and even by atom transfer radical polymerization . According to these previous studies, there is a possible resonance structure where the electron density from the amino group shifts through the aromatic group, leaving a negative charge on the α‐carbon of the vinyl group .…”

Section: Resultsmentioning

confidence: 99%

“…According to these previous studies, there is a possible resonance structure where the electron density from the amino group shifts through the aromatic group, leaving a negative charge on the α‐carbon of the vinyl group . This is the reason why polymerizing PAS in its unprotected form is difficult to a significant conversion. PAS was chosen as its amine group can couple to anhydrides, acids, and epoxies .…”

Section: Resultsmentioning

confidence: 99%

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Reactive compatibilization of poly(methyl acrylate‐ran‐acrylonitrile)/poly(ethylene) blends through amine–anhydride coupling

Gill

Marić

2016

J of Applied Polymer Sci

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Methyl acrylate/acrylonitrile copolymers (MA/AN) were reactively compatibilized as the dispersed phase into poly(ethylene) (PE) for potential hydrocarbon barrier materials. The MA/AN was made reactive by including p‐aminostyrene (PAS), yielding terpolymers (MA/AN/PAS) with pendant primary amine functionality (number average molecular weight trueM¯n = 65–133 kg mol−1, dispersity (Đ)=1.83–2.53, molar composition of PAS in copolymer FPAS = 0.03–0.14, molar composition of AN = FAN = 0.27–0.52). The non‐functional MA/AN and amino functional MA/AN/PAS were each melt blended into PE that was grafted with maleic anhydride (PE‐g‐MAnn) at 200 °C at 70:30 wt % PE‐g‐MAnn:co/terpolymer. After extrusion, the dispersed phase particle size (volume to surface area diameter, 〈D〉vs) was coarse (12.6 μm) for the non‐reactive blend whereas it was much lower for the reactive blend ( 〈D〉vs= 1.2 μm). Coarsening after annealing at 150 °C was slow, but the domain sizes increased only slightly for both cases. The reactive blend was deemed sufficiently stable and thus was suitable as a candidate barrier material for further testing against olefins. © 2016 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016, 133, 44177.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Reactive compatibilization of poly(methyl acrylate‐ran‐acrylonitrile)/poly(ethylene) blends through amine–anhydride coupling

Gill

Marić

2016

J of Applied Polymer Sci

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“…В роботі [4] було вивчено термостабілізацію полістиролу різними допантами, включаючи і стирилхіноліновий фрагмент. Дослідження показали, що введення термічно стійких імідних гетероциклів як бічних груп полімеру не зумовлює збільшення термічної стабільності кополімеру стирен:4-аміностирен:хінолінстирен порівняно з вихідним кополімером стирен:4-аміностирен, але веде до його незначного зниження.…”

Section: методом динамічного термогравіметричного аналізу дослідженоunclassified

Thermostability of Polystyrene by Styrylquinoline Containing Methacrylates

Kharchenko

Smokal

Krupka

et al. 2019

Bull. T. Shevchenko Nat. Univ. Kyiv. Chem.

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It's known that polystyrene is one of the most widely used plastics. The materials based on it are used in almost all branches of engineering and human's daily life. Therefore, the creation of new highly effective thermal stabilizers for polystyrene remains as the actual task of polymer chemistry. Combining fragments of basic industrial monomer with the modifiers in the polymer matrix provides the ability to control performance properties of obtained materials. Investigation of thermostabilitive action of new styrylquinoline containing methacrylic monomers on polystyrene have been described in this work. Polystyrene and copolymers based on styrene and new methacrylic styrylquinoline containing monomers were synthesized by free radical thermoinitiated polymerization. 2,2´-Azo-bisisobutyronitrile (1 mass per cent) was used as initiator. Styrylquinoline monomers (3 mol per cent) were added to styrene for making modified samples. Polymerization was carried out by heating of reactants in ethyl acetate during 16 hours. Polymers were precipitated in isopropanol and dried at vacuum. The impact of such dopants – 2-[2-(4-methoxyphenyl)ethenyl]quinolin-8-yl 2-methylpropyl-2-enoate (М1), 2-(2-phenylethenyl)quinolin-8-yl 2-methylpropyl-2-enoate (М2), 2-[2-(4-nitrophenyl)ethenyl]quinolin-8-yl 2-methylpropyl-2-enoate (М3) were investigated. Thermostability of polystyrene and modified samples styrene:M1, styrene:M2, styrene:M3 were studied by dynamic thermograviametric analysis. It was shown that destruction of polystyrene with dopants M1-M2 starts at 41–42°С higher than reference polystyrene prepared at the same conditions and polystyrene of brand STYRONE (Switzerland). Sample with dopant M3 begins destruction with lower speed than reference polystyrene. First one loses 20% of weight at 347°С while reference polystyrene loses 50% of weight. It means, that dopant M3 can act as retarder of thermal destruction of polystyrene. It was found that new monomers have thermal stabilizing effect after its covalent introducing and can act as effective inhibitors of thermodestruction of polystyrene in the air.

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“…As a second example, I initiated a project to engineer an E. coli platform for p-aminostyrene (p-AS) production. p-AS is a vinyl aromatic whose copolymers have optical and mechanical properties that may be useful for a number of advanced applications, including as materials for photonics, photovoltaics and biomedicine (Goikhman et al 2011). In principle, p-AS can be synthesized in 14 enzymatic steps; 12 steps to convert sugar (glucose) to p-aminophenylalanine (p-AF) and two steps to convert p-AF to p-AS (Fig.…”

Section: Multi-use Platforms For Applied Synthetic Biologymentioning

confidence: 99%

Design-driven, multi-use research agendas to enable applied synthetic biology for global health

Carothers

2013

Syst Synth Biol

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Many of the synthetic biological devices, pathways and systems that can be engineered are multi-use, in the sense that they could be used both for commerciallyimportant applications and to help meet global health needs. The on-going development of models and simulation tools for assembling component parts into functionally-complex devices and systems will enable successful engineering with much less trial-and-error experimentation and laboratory infrastructure. As illustrations, I draw upon recent examples from my own work and the broader Keasling research group at the University of California Berkeley and the Joint BioEnergy Institute, of which I was formerly a part. By combining multi-use synthetic biology research agendas with advanced computer-aided design tool creation, it may be possible to more rapidly engineer safe and effective synthetic biology technologies that help address a wide range of global health problems.

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Synthesis and optical properties of copolymers of 4-aminostyrene with the side styrylquinoline chromophore groups

Cited by 11 publications

References 19 publications

Reactive compatibilization of poly(methyl acrylate‐ran‐acrylonitrile)/poly(ethylene) blends through amine–anhydride coupling

Reactive compatibilization of poly(methyl acrylate‐ran‐acrylonitrile)/poly(ethylene) blends through amine–anhydride coupling

Thermostability of Polystyrene by Styrylquinoline Containing Methacrylates

Design-driven, multi-use research agendas to enable applied synthetic biology for global health

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