A detailed study of thermal degradation of poly(2-hydroxyethyl methacrylate)

Demirelli, Kadir; Çoşkun, Mehmet; Kaya, Esin

doi:10.1016/s0141-3910(00)00204-4

Cited by 81 publications

(47 citation statements)

References 11 publications

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“…They proposed a mechanism for crosslinking and subsequent depolymerisation of pHEMA to form ethylene glycol dimethacrylate (EGDMA). A similar experiment [28] found that the major product was the HEMA monomer arising from the depolymerisation reaction. 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.…”

Section: Introductionmentioning

confidence: 73%

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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: Introductionmentioning

confidence: 73%

“…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%

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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“…These spectroscopic changes suggested that considerable disappearance of the ester structures in the polymers accompanied their degradation, while cyclic anhydride structure was formed. The formation of a six-membered cyclic anhydride has been also observed for the thermal degradation of many poly(methacrylate ester)s [29][30][31].…”

Section: Changes In Ft-ir Spectra During Degradation Of Poly(nopma)mentioning

confidence: 74%

Synthesis, thermal degradation and dielectric properties of poly[2-hydroxy,3-(1-naphthyloxy)propyl methacrylate]

et al. 2016

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2-Hydroxy-3-(1-naphthyloxy)propyl methacrylate (NOPMA) monomer was synthesized from reaction of 2-[(2-naphthyloxy)methyl]oxirane with methacrylic acid in the presence of pyridine. The polymerization of NOPMA was carried out by free radical polymerization method in the presence of AIBN at 60°C. The structure of monomer and polymer was characterized by 1 H-NMR, 13 C-NMR and FT-IR spectroscopy techniques. The glass transition temperature and averagemolecular weights of poly(NOPMA) were measured using differential scanning calorimetry and gel permeation chromatography, respectively. The thermal degradation behavior of poly(NOPMA) has been investigated by FT-IR studies of the partially degraded polymer and thermogravimetry. The cold ring fractions (CRFs) were collected at two different temperatures, initially fraction-1 (CRF 1 ) is from room temperature to 320°C, and the other fraction-2 (CRF 2 ) is from 320 to 500°C. The volatile products of the degradation were trapped at -195°C (in liquid nitrogen). All the fractions were characterized by FT-IR, 1 H and 13 C-NMR spectroscopic techniques, and the cold ring fractions (CRFs) were also characterized by GC-MS. For the degradation of polymer, the major compound between products of CRFs is a-naphthol. The GC-MS, FT-IR and NMR data showed that depolymerization corresponding to monomer was not prominent below 320°C in the thermal degradation of poly(NOPMA). The mode of thermal degradation containing formation of the major products was identified. The dielectric permittivity (e 0 ), the loss factor (e 00 ) and conductivity (r ac ) were measured using a dielectric analyzer in the frequency range of 50 Hz to 20 kHz.

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“…Meanwhile, only one maximum temperature of degradation at 447 °C was detected with further heating. Comparing with the C0–2 or soaked Lysine-2 polymer, the maximum temperature of degradation at around 370–380 °C may be attributed to the loosely crosslink regions (polyHEMA-rich) [43]. On the other hand, the soaked Lysine-2 sample decomposed slower than soaked control and showed some thermal stabilization as the degradation proceeds, especially when temperature is below 450 °C.…”

Section: Discussionmentioning

confidence: 99%

Modulating pH through lysine integrated dental adhesives

Song

et al. 2018

Dental Materials

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Incorporating lysine in the adhesive formulations led to promising results regarding modulating pH, which may serve as one aspect of a multi-spectrum approach for enhancing the durability of composite restorations. The results provide insight and lay a foundation for incorporating amino acids or peptides into adhesive formulations for pH modulation or desired bioactivity at the interfacial margin between the composite and tooth.

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A detailed study of thermal degradation of poly(2-hydroxyethyl methacrylate)

Cited by 81 publications

References 11 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

Synthesis, thermal degradation and dielectric properties of poly[2-hydroxy,3-(1-naphthyloxy)propyl methacrylate]

Modulating pH through lysine integrated dental adhesives

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