Degradation, Cyclopentadienylation, and Grafting of Vinyl Chloride/2-Chloropropene Copolymers

Iván, Béla; Kennedy, Joseph P.; Kende, I.; Kelen, Tibor; Tüdős, F.

doi:10.1080/00222338108063249

Cited by 25 publications

(5 citation statements)

References 12 publications

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“…Table summarizes the thermal degradation data of T i , T 10 , T 50 , weight loss at different times, and residues. Two main degradation steps could be observed from all of the TGA curves, which was in agreement with reports. ,− The largest weight loss of 69.9% at 210–350 °C occurred in the first stage. The second degradation step of PVC films, which was connected with the formation of aromatic compounds, took place at 400–520 °C, attributed to the largest weight loss of 22.4% .…”

Section: Resultssupporting

confidence: 91%

Synthesis of Tung-Oil-Based Triglycidyl Ester Plasticizer and Its Effects on Poly(vinyl chloride) Soft Films

Chen

Wang

et al. 2017

ACS Sustainable Chem. Eng.

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A tung-oil-derived renewable plasticizer, tung-maleic triglycidyl esters (TMTE), was prepared and incorporated into poly(vinyl chloride) (PVC) for the first time. The chemical structure was studied by Fourier transform infrared (FTIR), 1 H nuclear magnetic resonance (NMR), and 13 C NMR. The plasticizing effects of TMTE replacement of dioctyl phthalate (DOP) in soft PVC films were researched. Thermal stability, thermal degradation performance, dynamic mechanical property, and mechanical properties of pure PVC and PVC films were investigated with thermogravimetric analysis (TGA), TGA-FTIR, TGA-mass spectrometry, dynamic mechanical analysis, and mechanical test. The results showed that PVC films plasticized with the TMTE exhibited increased thermal stability, plasticizing effect, compatibility, and flexibility. When 30 phr (parts per hundred parts of resin) DOP was substituted with TMTE in PVC blends, glass transition temperature (T g ) dropped from 41.46 to 40.18 °C, the initial decomposition temperature (T i ), 10% and 50% mass loss temperatures (T 10 and T 50 ), had maximum increases of 8.0, 20.0, and 27.5 °C, respectively. The interaction between TMTE and PVC molecule was also discussed. Furthermore, the extraction, exudation, and volatility resistance of plasticizers were carried out and analyzed by solubility parameters, the results of which revealed the migration stabilities of PVC films were promoted with the increasing amount of TMTE.

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Section: Resultssupporting

confidence: 91%

Synthesis of Tung-Oil-Based Triglycidyl Ester Plasticizer and Its Effects on Poly(vinyl chloride) Soft Films

Chen

Wang

et al. 2017

ACS Sustainable Chem. Eng.

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“…It is well established that the primary process of PVC degradation is the zip-elimination of HCl and simultaneous formation of conjugated double bond containing sequences (polyenes) in the polymer backbone (10)(11)(12)(13)(14)(15)(16)(17). It is also known that in addition to initiation of this degradation process by slow elimination of HCl from regular vinyl chloride monomer units in the chain (10)(11)(12), allylic and tertiary chlorine containing defects, as proved by degradation of PVCs with deliberately introduced amounts of such irregularities (10,11,18,19,(38)(39)(40)(41)(42), have significant contribution to the thermal instability of this polymer. However, conclusive evidence is still lacking whether the thermal zipelimination of HCl in inert atmosphere takes place by molecular, ionic or radical mechanisms.…”

Section: Introductionmentioning

confidence: 99%

Thermal Properties, Degradation and Stability of Poly(vinyl chloride) Predegraded Thermooxidatively in the Presence of Dioctyl Phthalate Plasticizer

Szarka

Iván

2013

Journal of Macromolecular Science, Part A

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Thermooxidative degradation of poly(vinyl chloride) (PVC) is inevitable during processing of PVC. Recycling of this polymer requires reprocessing in most of the cases, and due to the low thermal stability of PVC, it is of paramount importance to reveal the effect of thermooxidation on the thermal stability of this commercially important polymer. However, detailed systematic investigations are lacking on this crucial problem. In this study, the thermal behavior of PVCs thermooxidized in dilute dioctyl phthalate (DOP) (di(2-ethylhexyl) phthalate, DEHP) plasticizer was investigated by DSC, thermal gravimetry and isothermal degradation under inert atmosphere. It was found that thermooxidation leads to PVCs with certain extent of internal plasticization by DOP chemically bound to the PVC chains and by the oxidized chain segments as well. These striking results also indicate that the decreased thermal stability caused by thermooxidation in the course of the primary processing of this polymer should be taken into account in order to efficiently stabilize PVC products for reprocessing and recycling.2

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“…Radical polymerization of VCM results in the formation of various defect structures29–34 in the chain during polymerization, and this is unfavorable for thermal stability. The bond dissociation energies of the chlorine atom bonded to the tertiary carbon and of the chlorine at the allylic position are low 35.…”

Section: Resultsmentioning

confidence: 99%

Nonaqueous polymerization of vinyl chloride: An environmentally friendly process

Georgiadou

Thomas

Gilbert

et al. 2009

J of Applied Polymer Sci

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Poly(vinyl chloride) (PVC) is produced via a nonaqueous polymerization process in which hexane is used as a diluent. This nonaqueous process can lead to significant energy savings, significant reductions in carbon dioxide emissions, and the elimination of wastewater. Various suspending agents have been used to evaluate their effects on the shape and morphology of PVC grains. The nonaqueous process leads to the formation of PVC grains with higher porosity than that of typical suspension PVC. The bulk density is slightly lower than that of suspension PVC, but the thermal stability seems to be similar.

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Degradation, Cyclopentadienylation, and Grafting of Vinyl Chloride/2-Chloropropene Copolymers

Cited by 25 publications

References 12 publications

Synthesis of Tung-Oil-Based Triglycidyl Ester Plasticizer and Its Effects on Poly(vinyl chloride) Soft Films

Synthesis of Tung-Oil-Based Triglycidyl Ester Plasticizer and Its Effects on Poly(vinyl chloride) Soft Films

Thermal Properties, Degradation and Stability of Poly(vinyl chloride) Predegraded Thermooxidatively in the Presence of Dioctyl Phthalate Plasticizer

Nonaqueous polymerization of vinyl chloride: An environmentally friendly process

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