Thermal degradation of poly-2-hydroxyethyl methacrylate by pyrolysis gas chromatography

Rázga, J.; Petranék, J.

doi:10.1016/0014-3057(75)90079-8

Cited by 46 publications

(20 citation statements)

References 7 publications

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“…Choudhary and Lederer [29] studied thermal degradation of pHEMA under vacuum in the range 30-440 8C, in addition to degradation of copolymers of HEMA with ethyl methacrylate and butyl methacrylate, respectively. They found similar results to those of Razga and Petranek [27] for homopolymer degradation, and concluded that homopolymers degraded via depolymerisation, similarly to pMMA. They also found that the crosslinking reaction competes with the degradation reaction for pHEMA degradation, particularly when HEMA is present in a copolymer; the crosslinking reaction became more dominant as the mole fraction of HEMA in the copolymer increases.…”

Section: Introductionsupporting

confidence: 75%

“…Very little work, however, has been carried out regarding the degradation of pHEMA. The few studies that have been undertaken thus far [27][28][29] indicate that pHEMA degrades thermally in similar ways to pMMA, with exceptions made for the hydroxyl group which predisposes the polymer to crosslinking.…”

Section: Introductionmentioning

confidence: 99%

“…Razga and Petranek [27] degraded pHEMA by Curie-point pyrolysis and gas chromatography in the temperature range 375-500 8C. The major products from the degradation were the monomer HEMA and ethylene dimethacrylate.…”

Section: Introductionmentioning

confidence: 99%

“…Minor products found were EGDMA (as in previous studies), CO 2 , methacrylic acid, a six-membered glutaric anhydride ring and an oxolane ring, thus identifying some of the unknown products found by Razga and Petranek. [27] The major products (monomer and dimethacrylate) can be accounted for by depolymerisation, with or without crosslinking.…”

Section: Introductionmentioning

confidence: 99%

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Degradation of Poly(butyl acrylate) and Poly(2‐hydroxyethyl methacrylate) Model Compounds Under Extreme Environmental Conditions

Bennet

Barker²,

Davis

et al. 2010

Macro Chemistry & Physics

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The degradation of low‐MW ($\overline {M} _{n} $ = 1 500 g · mol−1) model compounds of pBA and pHEMA were studied under conditions corresponding to the worst‐case temperatures and irradiation intensities likely to be experienced by a surface coating exposed to the harsh Australian environment. Vinyl‐terminated polymers were compared to their saturated analogues; the terminal vinyl bond was found to be a source of instability which rendered the polymers more susceptible to degradation. The cyclic degradation mechanism derived from degradation of pMMA in our previous publication is also relevant to pBA and pHEMA. In addition, pBA and pHEMA are susceptible to other degradation and crosslinking reactions; crosslinking is particularly rapid in pHEMA exposed to UV radiation.magnified image

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Section: Introductionsupporting

confidence: 75%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Degradation of Poly(butyl acrylate) and Poly(2‐hydroxyethyl methacrylate) Model Compounds Under Extreme Environmental Conditions

Bennet

Barker²,

Davis

et al. 2010

Macro Chemistry & Physics

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“…[29,31,34] Vinyl-terminated poly(methyl methacrylate) is known to undergo degradation reactions at around 250 8C, [29,31,32] and it appears that unsaturated HEMA end-groups are similar. [35] The unsaturated styrene end-groups are more stable and degrade around 300 8C. [34] Since it was shown that in a styrene-methyl methacrylate catalytic chain transfer copolymerization the fraction of unsaturated styrene endgroups is proportional to the mole fraction of styrene in the monomer feed, [14,36,37] it is expected that approximately 66% of all unsaturated endgroups will be methacrylic and about 33% styrenic.…”

Section: Thermal Propertiesmentioning

confidence: 99%

Preparation and characterization of oligomeric terpolymers of styrene, methyl methacrylate and 2-hydroxyethyl methacrylate: A comparison of conventional and catalytic chain transfer

Heuts

Muratore

Davis

2000

Macromol. Chem. Phys.

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Batch solution terpolymerizations of styrene, methyl methacrylate and 2‐hydroxyethyl methacrylate were carried out at 70°C in the presence of either dodecanethiol or bis[(difluoroboryl)diphenylglyoximato]cobalt‐(II) (COPhBF), to yield polymer products with a number average molecular weight of about 2 500. Conversion, molecular weight distribution and overall composition were monitored during the reaction, and the final products were investigated using differential scanning calorimetry and thermogravimetric analysis. It was found that the overall rates of polymerization do not differ significantly in the two systems, but that the molecular weight distribution of the polymer formed in the presence of the thiol becomes increasingly broader during the polymerization, whereas the COPhBF‐mediated polymerization produces a relatively uniform product during the course of the reaction. The polymer product formed with COPhBF was found to be slightly less thermally stable than the product formed by the thiol, which can be explained by the formation of unsaturated endgroups in the case of the former product.

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Synthesis, characterization and thermal degradation of poly[2-(3-p-bromophenyl-3-methylcyclobutyl)-2-hydroxyethylmethacrylate]

Demirelli

Çoşkun

1999

Polym. Int.

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In this work, 2‐(3‐p‐bromophenyl‐3‐methylcyclobutyl)‐2‐hydroxyethylmethacrylate (BPHEMA) [monomer] was synthesized by the addition of methacrylic acid to 1‐epoxyethyl‐3‐bromophenyl‐3‐methyl cyclobutane. The monomer and poly(BPHEMA) were characterized by FT‐IR and [1H] and [13C]NMR. Average molecular weight, glass transition temperature, solubility parameter, and density of the polymer were also determined. Thermal degradation of poly[BPHEMA] was studied by thermogravimetry (TG), FT‐IR. Programmed heating was carried out at 10 °C min−1 from room temperature to 500 °C. The partially degraded polymer was examined by FT‐IR spectroscopy. The degradation products were identified by using FT‐IR, [1H] and [13C]NMR and GC‐MS techniques. Depolymerization is the main reaction in thermal degradation of the polymer up to about 300 °C. Percentage of the monomer in CRF (Cold Ring Fraction) was estimated at 33% in the peak area of the GC curve. Intramolecular cyclization and cyclic anhydride type structures were observed at temperatures above 300 °C. The liquid products of the degradation, formation of anhydride ring structures and mechanism of degradation are discussed. © 1999 Society of Chemical Industry

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Thermal degradation of poly-2-hydroxyethyl methacrylate by pyrolysis gas chromatography

Cited by 46 publications

References 7 publications

Degradation of Poly(butyl acrylate) and Poly(2‐hydroxyethyl methacrylate) Model Compounds Under Extreme Environmental Conditions

Degradation of Poly(butyl acrylate) and Poly(2‐hydroxyethyl methacrylate) Model Compounds Under Extreme Environmental Conditions

Preparation and characterization of oligomeric terpolymers of styrene, methyl methacrylate and 2-hydroxyethyl methacrylate: A comparison of conventional and catalytic chain transfer

Synthesis, characterization and thermal degradation of poly[2-(3-p-bromophenyl-3-methylcyclobutyl)-2-hydroxyethylmethacrylate]

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