Crosslinking kinetics of methyl and ethyl (α-hydroxymethyl)acrylates: effect of crosslinker type and functionality

Smith, Tara J; Shemper, Bianca S.; Nobles, Jennifer; Casanova, Amy M.; Ott, Craig; Mathias, Lon J.

doi:10.1016/s0032-3861(03)00688-8

Cited by 26 publications

(43 citation statements)

References 12 publications

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“…In agreement with previous results, 36 addition of a higher concentration of crosslinker (10 wt %) resulted in a decrease in final conversions compared to that of the neat MHMA system. This may be attributable to rapid microgelation, causing more monomer and pendant double bonds to be trapped in the network, making them less available for reaction and limiting conversion.…”

Section: Effect Of Hydroxylated Dimethacrylate Crosslinkers On the Phsupporting

confidence: 92%

“…However, increasing the concentration of crosslinkers up to 2 mol % led to decreasing final conversions. 36 A second goal in this work was to incorporate synthetic clay in mixtures of MHMA and these crosslinkers to study its effect on the photopolymerization kinetics and conversions. A third goal was to prepare and evaluate nanocomposite-based films by photopolymerization of the mixtures coated on glass microscope slides.…”

Section: Resultsmentioning

confidence: 99%

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Synthetic clay nanocomposite‐based coatings prepared by UV‐cure photopolymerization

Shemper

Morizur

Alirol

et al. 2004

J of Applied Polymer Sci

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ABSTRACT:The effect of synthetic clay on the photopolymerization kinetics and coating properties of methyl ␣-hydroxymethylacrylate (MHMA) systems in the presence of novel hydroxylated dimethacrylate crosslinkers is reported. In the presence of clay earlier onset of autoacceleration was observed, high rates of polymerization were achieved, and high final overall conversions were reached. Higher rates and increase in conversions were also observed as the clay content increased in the medium. To increase compatibility between clay and polymer matrix the use of Jeffamines as polymer/clay compatibilizers, based on ion-dipole interactions between ethylene oxide units and clay ions, was also investigated. Nanocomposite-based films by photopolymerization of the mixtures coated on glass microscope slides were prepared and evaluated using X-ray and TEM. The absence of Bragg diffraction peaks in all nanocomposite films indicated loss of organization of the clay layers and formation of well-dispersed, exfoliated systems was confirmed by TEM.

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Section: Effect Of Hydroxylated Dimethacrylate Crosslinkers On the Phsupporting

confidence: 92%

Section: Resultsmentioning

confidence: 99%

Synthetic clay nanocomposite‐based coatings prepared by UV‐cure photopolymerization

Shemper

Morizur

Alirol

et al. 2004

J of Applied Polymer Sci

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“…The choice of crosslinkers is quite broad in bulk and solution polymerization. A wide variety of vinyl crosslinkers has been used to form crosslinked networks . In this report, pristine MWCNTs with a hydrophobic nature and vinyl‐group‐modified MWCNTs (MWCNTCC) with a hydrophilic nature were used as crosslinking agents for the preparation of oil‐absorbents and for the oil‐absorbency of gels, which were compared with one another and with gels that were synthesized without CNTs.…”

Section: Resultsmentioning

confidence: 99%

Novel carbon‐nanotube‐based organogels as candidates for oil recovery

Pourjavadi

Doulabi

Soleyman

2012

Polymer International

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A simple method for synthesis of novel organogels based on multiwalled carbon nanotubes (MWCNTs) is reported. Three classes of organogels were synthesized by crosslinking polymerization of dodecyl methacrylate with various weight percentages of 1,4‐butanediol dimethacrylate, vinyl‐group‐modified MWCNTs or pristine MWCNTs in the presence of 2,2‐azoisobutyronitrile as initiator. In this reaction, the carbon nanotubes (CNTs) served simultaneously as an adsorbent, a comonomer and a crosslinking agent. The oil‐absorbent containing CNTs showed much higher swelling capacity in oil and organic solvents compared with that without CNTs. Therefore, CNT‐based organogels can be introduced as a promising candidate for environmental protection and oil recovery. © 2012 Society of Chemical Industry

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“…It is known that ester derivatives of α‐hydroxymethacrylates—RHMA's—show fast photopolymerization rates both on their own and in the presence of acrylate or methacrylate crosslinkers 29. The effect of the ester group on the FRP of α‐hydroxymethacrylates has been investigated theoretically30, 31 and the rate of FRP was shown to depend on the steric hindrance caused by the alkyl substituents.…”

Section: Propagation Of Rhma Monomersmentioning

confidence: 99%

A computational study on the reactivity enhancement in the free radical polymerization of alkyl α‐hydroxymethacrylate and acrylate derivatives

Karahan

Avi̇yente

Avcı

et al. 2012

J. Polym. Sci. A Polym. Chem.

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The free radical polimerizability behavior of alkyl α‐hydroxymethacrylate (RHMA) derivatives (M1–M3) has been modeled by considering the propagation of the dimeric units of the compounds of interest. All the transition structures in this class of monomers are stabilized by long‐range CO…HC interactions. The RHMA monomer bearing the ester functionality (M2) polymerizes slightly faster than the one with the ether functionality (M1) because of stronger electrostatic interactions between the CO and HC groups. 2‐(Methoxycarbonyl)allyl benzoate (M3) shows higher reactivity as compared to M1 and M2 due to stronger electrostatic interactions. The same type of study has been carried out for hexyl (M4), benzyl (M5), and phenyl (M6) acrylate derivatives whose increasing reactivity has been attributed to the presence of CO…HC, CO…H‐ϕ as well as π–π stabilizing interactions, respectively. While B3LYP/6‐31+G(d) has been used to locate the stationary points along the free radical polymerization of nonaromatic species, long‐range stabilizing interactions have only been detected with M06‐2X/6‐31+G(d). The kinetics that we obtain with this latter methodology for the free radical polymerization reactions of M1–M6 agree well qualitatively with experiment. An implicit solvent model has reproduced the kinetics of M1–M3 in benzene the best. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013

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Crosslinking kinetics of methyl and ethyl (α-hydroxymethyl)acrylates: effect of crosslinker type and functionality

Cited by 26 publications

References 12 publications

Synthetic clay nanocomposite‐based coatings prepared by UV‐cure photopolymerization

Synthetic clay nanocomposite‐based coatings prepared by UV‐cure photopolymerization

Novel carbon‐nanotube‐based organogels as candidates for oil recovery

A computational study on the reactivity enhancement in the free radical polymerization of alkyl α‐hydroxymethacrylate and acrylate derivatives

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