Synthesis and Properties of Polyethylene‐Bound Antioxidants

Zhang, Yongjie; Li, Huayi; Li, Qian; Ma, Zhi; Dong, Jie; Hu, Youliang

doi:10.1002/macp.201300749

Cited by 35 publications

(42 citation statements)

References 70 publications

(107 reference statements)

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“…Previously, we demonstrated that chain end functionalized PE, such as diol‐ and triol‐terminated PE, could be facilely prepared via epoxide ring‐opening reaction between epoxide‐terminated PE (e‐PE) and nucleophilic reagents (Red‐Al, diethanolamine and N ‐methylethanolamine etc.) . We also showed that chain end functionalized PE (trimethoxysilane‐terminated PE) is useful in the surface modification of carbon nanotube, a carbon‐based nanomaterial, and that modified carbon nanotube could be homogeneously dispersed in a low density PE matrix since the interfacial interactions between the carbon nanotube and PE matrix were efficiently enhanced .…”

Section: Introductionmentioning

confidence: 85%

Tri-ammonium end functional polyethylene: facile synthesis and application as an intercalation agent

Zhang

Wang

et al. 2017

Polym. Int.

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Organo-modification of montmorillonite (MMT) is crucial for the promotion of a fine dispersion of MMT into an (often hydrophobic) polymer matrix. Ammonium-terminated polymers are more efficient in modifying clay compared to small organic cations such as alkyl ammoniums or side functionalized polymers. Herein, tri-amino end functional polyethylene (PE-3 N) with low molecular weight was first synthesized via an efficient and robust epoxide ring-opening reaction by treating epoxide-terminated PE with diethylenetriamine. The chemical structure of PE-3 N was unambitiously characterized by chromatographic and spectral methods. By reacting with excess HCl, PE-3 N was subsequently converted to tri-ammonium end functional polyethylene (PE-3 N + ), which serves as an intercalation agent of MMT. By adjusting the weight ratio of PE-3 N + to pristine MMT (R P/M ) applied in the static melt intercalation process, correlations between the extent of exfoliation and R P/M were successfully established. XRD results revealed that complete exfoliation of MMT could be afforded with R P/M as low as 1, which is the lowest value ever reported for ammonium-terminated polymers applied as intercalation agents. SEM micrographs showed that MMT sheets were swollen by PE-3 N + , affirming the successful modification of MMT. The PE modified MMT obtained may find application in preparing high-performance PE/MMT nanocomposites.

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Section: Introductionmentioning

confidence: 85%

Tri-ammonium end functional polyethylene: facile synthesis and application as an intercalation agent

Zhang

Wang

et al. 2017

Polym. Int.

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“…Moreover, the reaction conditions are harsh, and the post‐treatment is relatively complicated. The other one is to directly synthesize macromolecular antioxidants with the reactive monomers containing antioxidative groups or chemically graft antioxidative groups onto organic backbones with high molecular weight . Beer 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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“…This approach is particularly acute in thin film and coating applications. However, there are only few reports [12][13][14][15] discussing PE and PP-bonded hindered phenol antioxidants. Most synthesis routes are based on free-radical mediated copolymerization and grafting reactions with monomers containing hindered phenol moieties [16][17][18][19][20][21].…”

Section: Introductionmentioning

confidence: 99%

Developing Polypropylene Bonded Hindered Phenol Antioxidants for Expanding Polypropylene Applications in High Temperature Conditions

Zhang¹,

C²,

Tc³

2017

J Material Sci Eng

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Polypropylene (PP) represents about a quarter of commercial plastics produced around the world. Despite its huge commercial success, PP polymer is not suitable for the applications that require long-term exposure to high temperatures (>80°C), due to its chemical and physical stability. The PP chain is prone to the oxidative chaindegradation and exhibits a relatively low material softening temperature. This paper discusses a new research approach by developing the PP-bonded hindered phenol (PP-HP) antioxidants to address this scientifically challenging issue. We have investigated two PP-HP structures, one with two methylene units adjacent to the hindered phenol group (HP-L) and one without this spacer (HP-S). In general, PP-HP polymers are advantaged with the ability to incorporate a suitable concentration of HP antioxidant groups with homogeneous distribution along the polymer chain, which provide effective protection to the PP chains from oxidative degradation. In addition, the specific PP-HP-L structure can also engage in a facile crosslinking reaction to form a 3-D network during the oxidation reaction. In one accelerated oxidation test in air at 190-210°C, the regular commercial PP polymer (containing common antioxidants and stabilizers) degrades within a few minutes; a PP-HP-L copolymer with about 1 mol% HP-L group shows almost no detectable weight loss after 24 hrs. In an ASTM endurance test at 140°C in air, the commercial PP shows 1% weight loss within about 10 days. On the other hand, the PP-HP-L polymer lasts for more than 30 years. Overall, the experiment results present the potential of expanding PP applications into a much higher temperature range (>140°C) under oxygen oxidative environments.

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Synthesis and Properties of Polyethylene‐Bound Antioxidants

Cited by 35 publications

References 70 publications

Tri-ammonium end functional polyethylene: facile synthesis and application as an intercalation agent

Tri-ammonium end functional polyethylene: facile synthesis and application as an intercalation agent

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

Developing Polypropylene Bonded Hindered Phenol Antioxidants for Expanding Polypropylene Applications in High Temperature Conditions

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