Structural Characterization of Hydroxyl-Terminated Polybutadiene-Bound 2, 2-Thiobis(4-methyl-6-tert-butylphenol) and Its Thermo-Oxidative Aging Resistance for Natural Rubber Vulcanizates

Wang, Yonghong; Zeng, Xingrong; Li, Hongqiang; Guo, Jin

doi:10.1080/00222348.2012.664452

Cited by 18 publications

(4 citation statements)

References 32 publications

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“…This is possibly due to a combination of the high molecular weight and special molecular structure of β‐CD‐DBHMP. The high molecular weight should make it more resistant to physical loss, whereas hindered phenol and urethane group attached to β‐CD‐DBHMP may play a synergistic effect . In order to give more clear details, the possible antioxidative mechanisms of β‐CD‐DBHMP are proposed in Figure .…”

Section: Resultsmentioning

confidence: 99%

Synthesis of A Star‐Shaped Macromolecular Antioxidant Based on β‐Cyclodextrin and its Antioxidative Properties in Natural Rubber

Xie

Lai

et al. 2015

Macro Materials & Eng

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Per-2,3-acetyl-b-cyclodextrin is first synthesized by selective modification and used as core molecule for preparing a star-shaped macromolecular antioxidant (b-CD-DBHMP) via a twostep method. b-CD-DBHMP is characterized by 1 H-NMR, MALDI-TOF MS, and TGA. The performance of b-CD-DBHMP as antioxidant for natural rubber is determined by OIT and accelerated thermal aging test, and its extraction resistance is also investigated. The results show that b-CD-DBHMP with a Mn of 4.03 Â 10 3 g Á mol À1 is successfully obtained, and it possesses high thermal stability with an initial weight loss temperature of 290 8C. Moreover, b-CD-DBHMP is superior to DBHMP for the stabilization of NR against thermal oxidation, and exhibits better extraction resistance. Its possible antioxidative mechanism is also discussed.

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Section: Resultsmentioning

confidence: 99%

Synthesis of A Star‐Shaped Macromolecular Antioxidant Based on β‐Cyclodextrin and its Antioxidative Properties in Natural Rubber

Xie

Lai

et al. 2015

Macro Materials & Eng

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“…Unfortunately, decreased monomers and increased polymers cannot be simultaneously identified. The polymer molecular weight can be evaluated via colligative property measurement, viscosity, light scattering, size exclusion chromatography and gel permeation chromatography [16][17][18]. The polymer extent of a reaction can also be identified by infrared spectrometry, based on double bond absorption and type of isomer (cis, trans and vinyl isomers) [12,14,19].…”

Section: ■ Introductionmentioning

confidence: 99%

Kinetic study of HTPB (Hydroxyl Terminated Polybutadiene) Synthesis Using Infrared Spectroscopy

et al. 2020

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A kinetic study of HTPB synthesis by radical polymerization of butadiene with hydrogen peroxide initiator was conducted using infrared spectroscopy. HTPB conversion was determined based on the conjunction termination rate constant, and all polymerization kinetics were evaluated to identify the constant. All polymerization steps (decomposition, initiation, propagation, conjunction, and proportional termination) can be evaluated based on polymer conversion and functionality from data provided by infrared spectroscopy. The investigation variables included the initial molar ratio of initiator to monomer (H2O2/butadiene) and the reaction temperature. These steps were assumed as the first-order reactions, giving constant reaction rates of kd, ka, kp, kt, ktc, and ktd. The reaction rates obtained for these constants were 4.2 × 10–5 sec–1, 8.9 × 10–4, 7.7 × 103, 8.5 × 107, 3.2 × 107 and 5.3 × 107 L mol–1 sec–1, respectively, with activation energy of 7608, 14188, 2247, 105, 87 and 135 kJ mol–1, respectively. The determining step of the reaction rate was identified as the initiation reaction. HTPB conversion can be measured if all polymerization kinetics constants have been evaluated.

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“…It was found that its antioxidative property was superior to low molecular weight antioxidant (Irganox 1076) due to persistence in polymer matrix. In our previous work, 25–27 2,2-thiobis (4-methyl-6-tert-butylphenol) (TPH) was bound onto HTPB via a two-step reaction with isophorone diisocyanate (IPDI), and a novel polymeric antioxidant (HTPB–IPDI–TPH) with excellent thermo-oxidative aging resistance for NR was obtained. However, to the best of our knowledge, there have been few reports on the increase in the molecular weight of MPH by modification and the systemic study on properties and mechanism of thermo-oxidative aging resistance of modified antioxidant MPH.…”

Section: Introductionmentioning

confidence: 99%

Characterisation of novel polymeric antioxidant and its thermo-oxidative aging resistance for natural rubber vulcanizates

Wang

Zhang

Liu

et al. 2015

Plastics, Rubber and Composites

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Hydroxyl terminated polybutadiene bound 2,2-methylenebis (4-methyl-6-tert-butylphenol) (HTPB–IPDI–MPH) was prepared by binding 2,2-methylenebis (4-methyl-6-tert-butylphenol) (MPH) onto hydroxyl terminated polybutadiene (HTPB) using isophorone diisocyanate (IPDI) as bridging agent. The structure of HTPB–IPDI–MPH was characterised by Fourier transform infrared spectroscopy, 1H nuclear magnetic resonance (NMR) spectroscopy, 13C NMR spectroscopy and gel permeation chromatography. The thermal stability of HTPB–IPDI–MPH was studied by thermal gravity analysis (TGA). The thermo-oxidative aging resistance of HTPB–IPDI–MPH for natural rubber (NR) vulcanizates was investigated by mechanical properties, cross-link density assessment and TGA, and then, possible mechanism of thermo-oxidative aging resistance of HTPB–IPDI–MPH for NR was proposed. The results showed that HTPB–IPDI–MPH had better thermal stability than the corresponding low molecular antioxidant MPH. The thermo-oxidative aging resistance and thermo-oxidative degradation of NR vulcanizates containing HTPB–IPDI–MPH were better than that of NR vulcanizates containing MPH obviously, indicating that the synergetic effect of phenolic –OH and –NHCOO– groups existed in HTPB–IPDI–MPH, which could enhance ability to scavenge free radical.

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Structural Characterization of Hydroxyl-Terminated Polybutadiene-Bound 2, 2-Thiobis(4-methyl-6-tert-butylphenol) and Its Thermo-Oxidative Aging Resistance for Natural Rubber Vulcanizates

Cited by 18 publications

References 32 publications

Synthesis of A Star‐Shaped Macromolecular Antioxidant Based on β‐Cyclodextrin and its Antioxidative Properties in Natural Rubber

Synthesis of A Star‐Shaped Macromolecular Antioxidant Based on β‐Cyclodextrin and its Antioxidative Properties in Natural Rubber

Kinetic study of HTPB (Hydroxyl Terminated Polybutadiene) Synthesis Using Infrared Spectroscopy

Characterisation of novel polymeric antioxidant and its thermo-oxidative aging resistance for natural rubber vulcanizates

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