Effect of calixarenes on thermal stability of polyethylenes

Jipa, S.; Zaharescu, Traian; Setnescu, Radu; Setnescu, Tanţa; Dumitru, Madalina; Gorghiu, Laura Monica; Mihalcea, Ion; Bumbac, Marius

doi:10.1016/s0141-3910(02)00389-0

Cited by 25 publications

(30 citation statements)

References 20 publications

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“…It can be interpreted in the following way. The efficiency of antioxidant depends on its compatibility with host materials . And high molecular weight can improve the compatibility of antioxidant.…”

Section: Resultsmentioning

confidence: 99%

Enzymatic oxidative polymerization of pyrogallic acid for preparation of hindered phenol antioxidant

Zheng

Zhang

Gao

et al. 2014

J of Applied Polymer Sci

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A novel antioxidant with high molecular weight was successfully synthesized via horseradish peroxide-catalyzed oxidative polymerization of pyrogallic acid. As-synthesized poly(pyrogallic acid), a black powder completely soluble in common organic solvents, has a number-averaged molecular weight of about several thousand and consists of phenylene and oxyphenylene units. Besides, as-prepared poly(pyrogallic acid) exhibits much better thermal stability and antioxidant capacity than butylated hydroxyanisole (denoted as BHA) and butylated hydroxytoluene (denoted as BHT), two kinds of commercial antioxidants. And it was also found that the higher phenolic content the pyrogallic acid polymer possess, the better antioxidant activity the poly(pyrogallic acid) shows. More importantly, poly(pyrogallic acid) could effectively inhibit the oxidation degradation of polypropylene (denoted as PP) during plastic processing.

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Section: Resultsmentioning

confidence: 99%

Enzymatic oxidative polymerization of pyrogallic acid for preparation of hindered phenol antioxidant

Zheng

Zhang

Gao

et al. 2014

J of Applied Polymer Sci

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“…Feng et al [26] has demonstrated an improved efficiency of the oxidative radiolysis of poly(propylene) as a result of p-tert-butylcalix [4]arene. Jipa et al [27] investigated the stabilization effect of calixarene on the thermal degradation of poly(propylene) and polyethylene. This was explained by the calixarene acting as an antioxidant by participation of the hydroxy units in the process of chain breaking and formation of aryloxy radicals.…”

Section: Thermal Properties Of Pusmentioning

confidence: 99%

“…(Fig. 1) 5,11,17,27-di(hydroxyethoxy)-26,28-dihydroxycalix [4]arene (CA [4]-OH) 1 [31] A mixture of CA [4] (calixarene/toluene, 2.96 g, 4.0 mmol), K 2 CO 3 (5.52 g, 40 mmol), and KI (9.0 g, 54.2 mmol) in dry acetonitrile (150 mL) was heated at reflux for 1 h under an argon atmosphere. 2-Chloroethanol (4 mL, 60.5 mmol) was added and the mixture was heated at reflux for another 72 h. After the solvent was distilled under reduced pressure, the residue was extracted with CHCl 3 ( [4]arene 3 [32] A mixture of CA [4] (calixarene/toluene, 5.0 g, 6.7 mmol), K 2 CO 3 (4.3 g, 31.2 mmol), chloroacetonitrile (2 mL, 31.5 mmol), and NaI (4.9 g, 32.7 mmol) in acetone (125 mL) was stirred and heated under reflux for 6 h. The suspension was cooled to room temperature and filtered.…”

Section: Instrumentationmentioning

confidence: 99%

Calix[4]arenes Used as a New Type of Chain Extender in the Preparation of Polyurethanes

et al. 2007

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A series of polyether-or polyester-polyurethanes based on tetrahydrofuran-propylene oxide copolyether diol (PTMG/PPG) or poly(ethylene terephthalate) diol (PET), toluene diisocyanate (TDI), and three kinds of chain extenders including two calix[4]arene derivatives and 3,3 -dichloro-4,4 -diaminodiphenylmethane (MOCA) were synthesized in toluene. The thermal stability and mechanical properties of solvent-type polyurethanes were investigated. Incorporation of calixarenes into polyurethane backbones improved the thermal properties of the polyurethane as a result of the residual phenol hydroxy groups of the calix[4]arene units. Compared with polyurethane chain-extended by MOCA, the polyurethanes with calix[4]arene derivatives had higher elongation at break, lower elastic modulus, and lower yield strength, as a result of the larger steric cubage of calix[4]arene units and relatively large free volume of the polymer.

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“…Calixarene is the third generation supramolecular host compounds after cyclodextrins and crown ethers, and the three‐dimensional structure of calixarene is similar to the Holy Grail of Greece . It is noteworthy that the considerable amount of phenolic groups on the structure of calixarene can play the role of antioxidation in polymer matrix reported on several literatures . Chao et al .…”

Section: Introductionmentioning

confidence: 99%

Phenolic antioxidants based on calixarene: Synthesis, structural characterization, and antioxidative properties in natural rubber

Zhong

et al. 2017

J of Applied Polymer Sci

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C‐methylcalix[4]resorcinarene (CMCR) was first synthesized by condensation reaction between resorcinol and acetaldehyde, and then used as functional monomer to prepare two CMCR derivatives including CMCR‐1 and CMCR‐2 with four ethoxymethyl chains and four hexylthiolmethyl chains, respectively. The structures of CMCR and its derivatives were confirmed by Fourier transform infrared spectroscopy and high‐resolution mass spectrometry. Thermogravimetric analysis revealed CMCR, CMCR‐1, and CMCR‐2 had superior thermal stability than commercial antioxidant 2,6‐di‐tert‐butyl‐4‐methylphenol. Oxidation induction time and accelerated thermal aging tests indicated that CMCR‐2 exhibited excellent antioxidative property in natural rubber, which was due to multiphenol groups, big steric hindrance, and synergistic effect between thiother and hindered phenol. Importantly, CMCR‐2 also possessed outstanding extraction resistance. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 45144.

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Effect of calixarenes on thermal stability of polyethylenes

Cited by 25 publications

References 20 publications

Enzymatic oxidative polymerization of pyrogallic acid for preparation of hindered phenol antioxidant

Enzymatic oxidative polymerization of pyrogallic acid for preparation of hindered phenol antioxidant

Calix[4]arenes Used as a New Type of Chain Extender in the Preparation of Polyurethanes

Phenolic antioxidants based on calixarene: Synthesis, structural characterization, and antioxidative properties in natural rubber

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