Fire behavior of novel imidized norbornene-containing poly(ethylene terephthalate) copolymers: Influence of retro-Diels-Alder reaction at high temperature

Dong, Xue; Duan, Rong-Tao; Ni, Yan‐Peng; Cao, Zhijie; Chen, Li; Wang, Yu‐Zhong

doi:10.1016/j.polymdegradstab.2017.09.022

Cited by 20 publications

(1 citation statement)

References 27 publications

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“…Nevertheless, Boydston et al demonstrated the efficacy of metal-free catalysts for ROMP. , Therefore, DDB was used in this study as a metal-free radical initiator source. Notably, the early onset of weight loss for POSS–PI–Ph–NB (Figure ) could be attributed to the retro or reversible Diels–Alder (rDA) reaction, in which the NB moieties decompose to form ethylene and cyclopentadiene upon exposure to higher temperatures. , Presumably, the catalyzed ROMP of NB occurred in conjunction with the rDA reaction at a faster rate, as the decomposition profile of POSS–PI–Ph–NB recovered shortly after the brief loss of NB-derived ethylene and cyclopentadiene. Faster recovery was observed in the presence of the DDB radical initiator, owing to the promotion of ROMP.…”

Section: Resultsmentioning

confidence: 99%

Gas-Permeable Carbon Molecular Sieve Membranes Fabricated from a Norbornene-Functionalized Polyimide–Polyhedral Oligomeric Silsesquioxane Composite

Lawal,

Watanabe,

Uchino

et al. 2024

Ind. Eng. Chem. Res.

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Polyhedral oligomeric silsesquioxanes (POSSs) are a promising family of regularly structured silsesquioxanes with resilient cage-like configurations and exterior edges that can be functionalized with various organic groups. In this study, POSS was functionalized with a polyimide−phenylene (PI−Ph) unit, which yielded POSS−PI−Ph to fabricate carbonized-POSS membranes (denoted as carbon-POSS) via inert pyrolysis. Replacing some PI−Ph units with norbornene (NB) increased the amount of residual carbon formed in the carbon-POSS structure. X-ray photoelectron spectroscopy and 29 Si nuclear magnetic resonance analysis revealed that residual sp 2 -hybridized carbon atoms were connected to the POSS cage after pyrolysis at 700 °C. Analysis of single-gas permeation at 200 °C with the carbon-POSS membranes pyrolyzed at different temperatures (200−800 °C) indicated that the permeance of all investigated gases (He, H 2 , CO 2 , N 2 , CH 4 , CF 4 , and SF 6 ) increased with increasing membrane pyrolysis temperature. Notably, the early onset of the decline in permeance of large-molecule gases such as CF 4 and SF 6 at 600 °C ensured a high N 2 permeance and ideal N 2 /SF 6 selectivity of 10 −6 mol m −2 s −1 Pa −1 and 100, respectively. Overall, this study demonstrates the feasibility of preparing high-performance carbon-POSS-derived membranes by optimizing the NB functionality and the POSS content of the hybrid copolymer precursor.

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Section: Resultsmentioning

confidence: 99%

Gas-Permeable Carbon Molecular Sieve Membranes Fabricated from a Norbornene-Functionalized Polyimide–Polyhedral Oligomeric Silsesquioxane Composite

Lawal,

Watanabe,

Uchino

et al. 2024

Ind. Eng. Chem. Res.

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Fire‐Safe Polyesters Enabled by End‐Group Capturing Chemistry

et al. 2019

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Upon heating, polyesters decompose to small molecules and release flammable volatiles and toxic gases, primarily through chain scission of their ester linkages, and therefore exhibit poor fire‐safety properties, thus restricting their applications. Reported herein is an end‐group‐capturing effect of (bis)oxazoline groups, generated from the thermal rearrangement of the N‐(2‐hydroxyphenyl)phthalimide (HPI) moiety which was incorporated into the polyester chain by copolymerization. These copolyesters, as a result, exhibit high efficiency in retarding decomposition by capturing the decomposed products, particularly for the carbonyl‐terminated fragments, thus increasing the fire‐safety properties, such as self‐extinguishing, anti‐dripping, and inhibiting heat release and smoke production. The successful application of this method in both semi‐aromatic and aliphatic polyesters provide promising perspectives to designing versatile fire‐safe polymers.

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Fire‐Safe Polyesters Enabled by End‐Group Capturing Chemistry

et al. 2019

Self Cite

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Upon heating,p olyesters decompose to small molecules and release flammable volatiles and toxic gases, primarily through chain scission of their ester linkages,a nd therefore exhibit poor fire-safety properties,t hus restricting their applications.R eported herein is an end-group-capturing effect of (bis)oxazoline groups,g enerated from the thermal rearrangement of the N-(2-hydroxyphenyl)phthalimide (HPI) moiety whichw as incorporated into the polyester chain by copolymerization. These copolyesters,asaresult, exhibit high efficiency in retarding decomposition by capturing the decomposed products,p articularly for the carbonyl-terminated fragments,t hus increasing the fire-safety properties,s uch as selfextinguishing,a nti-dripping,a nd inhibiting heat release and smoke production. The successful application of this method in both semi-aromatic and aliphatic polyesters providepromising perspectives to designing versatile fire-safe polymers. Figure 2. Pyrolysis and decomposition process of PET and PET-co-HPI 20 .T hree-dimensional TG-IR spectra of PET (a) and PET-co-HPI 20 (b). c) Absorbanceintensity change of CO 2 and carbonyl group as afunction of time obtained from TG-IR. d) Characteristic chromatographic peak of bisbenzoxazole derivate detected from Py-GC/MS. e) Thermalr earrangement process of PET-co-HPI.

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Fire behavior of novel imidized norbornene-containing poly(ethylene terephthalate) copolymers: Influence of retro-Diels-Alder reaction at high temperature

Cited by 20 publications

References 27 publications

Gas-Permeable Carbon Molecular Sieve Membranes Fabricated from a Norbornene-Functionalized Polyimide–Polyhedral Oligomeric Silsesquioxane Composite

Gas-Permeable Carbon Molecular Sieve Membranes Fabricated from a Norbornene-Functionalized Polyimide–Polyhedral Oligomeric Silsesquioxane Composite

Fire‐Safe Polyesters Enabled by End‐Group Capturing Chemistry

Fire‐Safe Polyesters Enabled by End‐Group Capturing Chemistry

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