Copolymerization of cyclohexene-3-yl methyl methacrylate with styrene: synthesis, characterization, monomer reactivity ratios, and thermal properties

Barim, Gamze; Yayla, Mustafa Gokhun; Degirmenci, Mustafa

doi:10.1080/15685551.2014.907613

Cited by 10 publications

(10 citation statements)

References 21 publications

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“…Also, the photoirradiation is carried in the polymer, and therefore the question of disruption of the chromophore aggregates does not arise here as there is no ordered arrangement in the solution. This further proves that the decrease in the intensity of the UV absorption is because of cis–trans isomerization and not by cycloaddition reaction …”

Section: Resultssupporting

confidence: 59%

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Cis–trans isomerism shown by the polymer containing chalcone moiety in its side chain

Suresh

Karthik

Arun

2016

Polymers for Advanced Techs

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Polymer containing chalcone moiety showed a cis-trans isomerism. Two novel acrylate monomers, 4-[3-(2,4-dichloro-phenyl)3-oxoprop-1-en-1-yl]phenylacrylate (DCP) and 4-(3-(4-((4-(4-(3-(2,4-dichlorophenyl)-3-oxoprop-1-en-1-yl)phenoxy)-6-((4-nitrophenyl)amino)-1,3,5-triazin-2-yl)oxy)phenyl)-3-oxoprop-1-en-1-yl)phenyl acrylate (TCP) were synthesized and copolymer with acrylic acid. All the monomers and polymer were characterized by IR, NMR and UV techniques. The M w of the DCP based polymer and TCP based polymer were 4000 and 10,000 g/ mol respectively. DCP and TCP based polymer showed double stage and single stage decomposition respectively. The reactivity ratio of the polymers showed that the poly(DCP-co-AA) formed random polymerization whereas poly(TCP-co-AA) formed alternate copolymerization. The poly(TCP-co-AA) showed excellent photoisomerism whereas poly(DCP-co-AA) showed photocycloaddition reaction.

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Section: Resultssupporting

confidence: 59%

“…This further proves that the decrease in the intensity of the UV absorption is because of cis-trans isomerization and not by cycloaddition reaction. [22][23][24][25] Effect of comonomers on the rate of photocrosslinking…”

Section: Reactivity Ratio Of the Monomersmentioning

confidence: 99%

Cis–trans isomerism shown by the polymer containing chalcone moiety in its side chain

Suresh

Karthik

Arun

2016

Polymers for Advanced Techs

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“…This is probably due to a group with bulking such as diethanol amine on the DEAMSt moieties [3]. The revealing results consisted of the results recorded in the literature [3,13].…”

Section: Thermal Characterizationmentioning

confidence: 77%

A Study on Copolymer Systems of Styrene with Diethanolamine Side Group and Methyl Methacrylate

Açıkses

Taskan

Barim

2018

Journal of Chemistry

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4-Diethanolaminomethyl styrene (DEAMSt) monomer was prepared by the modification of 4-chloromethyl styrene with diethanolamine. The copolymers in different combinations (0.11, 0.19, and 0.30 by mole) of DEAMSt and methyl methacrylate (MMA) were prepared by free radical polymerization method at 60°C in the presence of 1,4-dioxane and AIBN as initiator. The structures of DEAMSt and DEAMSt-MMA copolymer were characterized by FT-IR and 1H-NMR. The glass transition temperature (Tg) of the copolymers was measured by DSC. Thermal decomposition behavior of the copolymers was investigated by TGA. The average molecular weights of the copolymers were determined by GPC. The dye uptaking properties of the copolymers were investigated using bromocresol green. Then, the dielectric constant, dielectric loss factor, and conductivity of copolymers were investigated as a function of temperature and frequency. The activation energies (Ea) of the copolymers were determined by impedance analyzer.

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“…One disadvantage of the Kelen–Tüdos method is that it uses the initial ratio of the two monomers rather than the reaction weighted cumulative average. When one monomer reacts faster, it is depleted more rapidly than the other and the feed composition continuously drifts during the reaction; however, the KT method fails to take into account this drift …”

Section: Resultsmentioning

confidence: 99%

Estimation of Reactivity Ratios in the RAFT Copolymerization of Styrene and Glycidyl Methacrylate

Benvenuta‐Tapia

Tenorio-López

Vivaldo‐Lima

2018

Macro Reaction Engineering

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the advantages of undemanding condition requirements and the ability to polymerize a large number of monomers. The disadvantage of this method is poor control in both molar mass and polymer microstructure of the product.Reversible deactivation radical polymerization (RDRP) or controlled radical polymerization (CRP) techniques have received a great deal of attention because of their ability to generate materials with well-defined molar mass and microstructures. Such products include a great variety of polymers synthesized from functional monomers, which could not be created by living anionic polymerization without stringent requirements. The main CRP techniques, nitroxide-mediated polymerization (NMP), [7] atom transfer radical polymerization (ATRP), [8] and reversible addition-fragmentation chain transfer (RAFT), [9] have provided access to functional polymers with targeted molar mass, narrow molar mass distributions, and defined molecular microstructures. These properties were once thought impossible to obtain via free-radical technology.The RAFT technique is probably the most versatile of those mentioned, because it can be used with a wide range of functional monomers bearing a reactive side group (hydroxyl, carboxyl, amino, etc.), and is tolerant of water and oxygen in the system. [10][11][12] The RAFT process has been applied to a range of monomers, including vinyl, styrene, acrylates, and methacrylates, under relatively mild conditions, to produce a variety of molecular microstructures, including block copolymers, [13] star-shaped molecules, [14] and comb structures. [15] CRP of GMA by ATRP [16,17] and RAFT, [18] as well as copolymerization of GMA with styrene using NMP, [19] are already reported in the literature. Little experimentation has been carried out on RAFT copolymerization of S with GMA, and there are no reports on the synthesis of functional S-GMA copolymers by RAFT polymerization at temperatures higher than 100 °C, which is the range of interest for acrylate-based copolymers.On the other hand, controlling polymer microstructural characteristics, such as copolymer composition, copolymer sequence distribution, and molar mass distribution, is of particular importance in copolymerization processes. The estimation of monomer reactivity ratios in copolymerization studies is essential for determining polymerization rates and copoly mer sequence distributions, which support the manufacture of copolymers with the desired properties. This information is very important for selection of the reaction conditions needed to produce a desired product. On the other hand, the industrial RAFT CopolymerizationThe bulk reversible addition-fragmentation chain transfer (RAFT) copolymerization of glycidyl methacrylate (GMA) and styrene (S) at several GMA molar feed fractions in the presence of 2-cyano isopropyl dodecyl trithiocarbonate as RAFT agent and 1,10-azobis(cyclohexane carbonitrile) as initiator is reported. The reaction conditions are similar to those used in the industrial production of crystal and high-impact ...

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Copolymerization of cyclohexene-3-yl methyl methacrylate with styrene: synthesis, characterization, monomer reactivity ratios, and thermal properties

Cited by 10 publications

References 21 publications

Cis–trans isomerism shown by the polymer containing chalcone moiety in its side chain

Cis–trans isomerism shown by the polymer containing chalcone moiety in its side chain

A Study on Copolymer Systems of Styrene with Diethanolamine Side Group and Methyl Methacrylate

Estimation of Reactivity Ratios in the RAFT Copolymerization of Styrene and Glycidyl Methacrylate

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