Ambient Temperature Photocopolymerization of Tetrahydrofurfuryl Methacrylate and Isobornyl Methacrylate: Reactivity Ratios and Thermal Studies

Rajdeo, Kishor; Ponrathnam, S.; Pardeshi, Satish K.; Chavan, Nayaku; Bhongale, Sunil S.; Harikrishna, R.

doi:10.1080/10601325.2015.1095600

Cited by 9 publications

(5 citation statements)

References 43 publications

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“…For instance, the reactivity ratios of lauryl methacrylate (LMA) and methyl methacrylate (MMA) in 1,1,2-trichloro-1,2,2-trifluoroethane at 60 °C were reported as r LMA = 0.84 ± 0.10 and r MMA = 1.22 ± 0.14, while using conventional free radical polymerization in toluene at 70 °C for the same monomers resulted in r MMA = 1.12 ± 0.01 and r LMA = 1.19 ± 0.01 . In another study, the reactivity ratios of IBOMA and tetrahydrofurfuryl methacrylate (THFMA) from photo-copolymerization experiments were r IBOMA = 0.47 ± 0.10 and r THFMA = 2.51 ± 0.35 . For the ATRP of IBOMA with 4-methoxybenzyl methacrylate (MBMA) at 100 °C in bulk, the reactivity ratios were r IBOMA = 0.89 ± 0.01 and r MBMA = 0.64 ± 0.01…”

Section: Resultsmentioning

confidence: 99%

“…112 In another study, the reactivity ratios of IBOMA and tetrahydrofurfuryl methacrylate (THFMA) from photo-copolymerization experiments were r IBOMA = 0.47 ± 0.10 and r THFMA = 2.51 ± 0.35. 113 For the ATRP of IBOMA with 4-methoxybenzyl methacrylate (MBMA) at 100 °C in bulk, the reactivity ratios were r IBOMA = 0.89 ± 0.01 and r MBMA = 0.64 ± 0.01. 114 Chain Extension of Poly(IBOMA) Macroinitiator with C13MA.…”

Section: ■ Introductionmentioning

confidence: 99%

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Nitroxide-Mediated Miniemulsion Polymerization of Bio-Based Methacrylates

Tajbakhsh

Hajiali

Marić

2020

Ind. Eng. Chem. Res.

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Nitroxide-mediated homopolymerization and statistical copolymerization of commercially available methacrylates derived from sustainable feedstocks (isobornyl methacrylate (IBOMA) and a mixture of methacrylic esters with an average alkyl side chain length of 13 units (termed C13MA)) was conducted in organic solvent (toluene) and in dispersed aqueous media using an oil-soluble unimolecular initiator (Dispolreg 007) without any controlling comonomers in a controlled manner. IBOMA homopolymerization in emulsion at 83−100 °C revealed the optimal polymerization temperature of 90 °C giving relatively narrow molecular weight distributions (1.46 < dispersities (Đ) < 1.58) and conversion up to 83% in a relatively short time (2 h). IBOMA/C13MA statistical copolymerizations yielded copolymers with tunable glass transition temperature (T g ) prepared in emulsion (−52 °C < T g < 123 °C) and in organic solvent (−40 °C < T g < 169 °C). Resins made in emulsion at 90 °C proceeded up to 92.7% conversion with monomodal molecular weight distributions (M̅ n up to 68,000 g mol −1 and Đ = 1.62−1.72) and were colloidally stable (24% solids and final average particle sizes of 270−481 nm). Furthermore, chain end fidelity was verified by chain extensions with IBOMA and C13MA monomers in both emulsion and organic solvent. These results constitute a readily scalable route to make polymers via nitroxide-mediated polymerization with controlled architecture using biobased feedstocks without the hazards of bulk or homogeneous organic solvent polymerization.

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Section: Resultsmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

Nitroxide-Mediated Miniemulsion Polymerization of Bio-Based Methacrylates

Tajbakhsh

Hajiali

Marić

2020

Ind. Eng. Chem. Res.

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“…Agarwal et al has reported the reactivity ratio values of LMA and MMA as r MMA = 0.45 and r LMA = 0.88 for free radical bulk polymerization . The reactivity ratios for IBOMA and tetrahydrofurfuryl methacrylate (THFMA) photocopolymerizations were found to be r IBOMA = 0.57 and r THFMA = 2.13, using the Kelen–T

\overset{u}{true}

dos method …”

Section: Resultsmentioning

confidence: 99%

Nitroxide mediated polymerization of sustainably sourced isobornyl methacrylate and tridecyl methacrylate with acrylonitrile co‐monomer

Hajiali

Métafiot

Benitez-Ek

et al. 2018

J. Polym. Sci. Part A: Polym. Chem.

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Nitroxide‐mediated polymerization (NMP) of isobornyl methacrylate (IBOMA) and tridecyl methacrylate (TDMA), derived from sustainable feedstocks, with a low fraction of acrylonitrile (AN) co‐monomer were conducted with unimolecular initiator BlocBuilder‐MA™ (BB) and the succinimidyl ester‐functionalized form, NHS‐BB. IBOMA and TDMA‐rich compositions were both polymerized at 100 °C in a controlled manner (i.e., linear increase in number average molecular weight [Mn] with conversion up to ∼40% and low dispersity, Đ < 1.5). SG1‐terminated poly(IBOMA‐stat‐AN) macroinitiator was then cleanly chain‐extended with poly(TDMA‐stat‐AN) and the diblock copolymers exhibited two distinct glass transition temperatures (Tgs), indicative of microphase separation. IBOMA/TDMA/AN terpolymers with different IBOMA/TDMA molar ratios were also synthesized where terpolymers with higher IBOMA content had higher apparent rate constants and higher Tgs. Moreover, chain growth was linear up to conversions of ∼60% and all Đs were 1.51 to 1.64. Finally, 2‐hydroxyethyl methacrylate (HEMA) was incorporated into the IBOMA/TDMA/AN system, resulting in statistical quadripolymers. The quadripolymer Tg decreased with increasing TDMA content and Mn ranged from 12 to 15.4 kg mol−1 and the Đ were 1.39 to 1.54, suggesting the successful incorporation of sustainably sourced monomers into quadripolymers with a broad range of tunable Tgs via NMP with additional functionalities from HEMA. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 2422–2436

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“…To determin the reactivity ratio of monomers, Fineman‐Ross and Kelen‐Tudos parameters ( R , H , G , ɳ , and ᶓ ) for the polymerization of AAm and DAEA were obtained from Equations (2) to (9) 38,39 and shown in Table 2. It was observed that the achieved monomer molar ratios based on AgNO 3 titration ( ρ ) and 1 H NMR were significantly similar to each other (Table 2).…”

Section: Resultsmentioning

confidence: 99%

Polyelectrolyte‐controlled visible light catalytic reduction of nitrobenzene

Mardani

Kazemi

Mohamadnia

2020

Polymers for Advanced Techs

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To study the effect of cationic polyelectrolytes on the photoreduction of nitrobenzene over TiO2, a sequence of synthetic cationic polyelectrolytes (SCPs) containing acrylamide (AAm) and 2‐(dimethylamino)ethyl acrylate methochloride (DAEA) using various AAm:DAEA molar ratios (50:50, 55:45, 60:40, 70:30, and 85:15) were synthesized and named as PEA, PEB, PEC, PED, and PEE, respectively. According to the obtained monomer reactivity ratios, the SCPs with a range from medium to high molecular weights (2.11×105 ≤ Mv ≤ 1.22 ×106 g/mol) were obtained. Then the influence of the SCPs and the other polyelectrolytes such as Zetag 7563 (a commercial grade of cationic polyelectrolyte) and poly(vinylsulfate) potassium salt (PVSK) as an anionic polyelectrolyte on the photoreduction of nitrobenzene over TiO2 under 400 nm LED irradiation was investigated. Zetag 7563 was not an appropriate polyelectrolyte to enhance the photoreduction of nitrobenzene due to its high Mv, and having high entanglement of polymer chains. By the addition of PVSK anionic polyelectrolyte, the conversion of nitrobenzene to aniline decreased; the PVSK has a probably greater tendency than nitrobenzene to be absorbed on the surface of TiO2 (PVSK reduces the adsorption of nitrobenzene on the surfaces of TiO2 due to the electrostatic interactions with TiO2). Simultaneous use of TiO2 with 0.01 g of PEB (with medium Mv and 4.4 meq/g charge density), led to an increase in the nitrobenzene photoreduction (95% conversion) in comparison with application of bare TiO2 (53% conversion). It supposes that the selection of appropriate SCPs can facilitate the access of reactants to each other and enhance the nitrobenzene photoreduction.

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Ambient Temperature Photocopolymerization of Tetrahydrofurfuryl Methacrylate and Isobornyl Methacrylate: Reactivity Ratios and Thermal Studies

Cited by 9 publications

References 43 publications

Nitroxide-Mediated Miniemulsion Polymerization of Bio-Based Methacrylates

Nitroxide-Mediated Miniemulsion Polymerization of Bio-Based Methacrylates

Nitroxide mediated polymerization of sustainably sourced isobornyl methacrylate and tridecyl methacrylate with acrylonitrile co‐monomer

Polyelectrolyte‐controlled visible light catalytic reduction of nitrobenzene

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