Hyperbranched polyglycerol nanoparticles based multifunctional, nonmigrating hindered phenolic macromolecular antioxidants

Synthesis, characterization and its stabilization effect on poly(vinyl chloride)

György Kasza, Tímea Stumphauser, Attila Nádor, Zsófia Osváth, Györgyi Szarka, Attila Domján, Jaroslav Mosnáček, Béla Iván

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A facile synthesis of multifunctional hindered phenolic macromolecular antioxidants based on hyperbranched polyglycerol (HbPG) nanoparticles as cores with different molecular weights is reported. The structure of the resulting polymers was verified by 1H NMR and UV–Vis spectroscopies indicating 64–77% antioxidant functionalizations of the hydroxyl groups of the HbPGs. GPC analyses show that polymeric antioxidants with PDI of 1.33–1.66 are formed. DSC and TGA measurements revealed Tg of ∼40 °C and high thermal stability up to ∼300 °C of the multifunctional HbPG-antioxidant conjugates, respectively, confirming that these materials are liquids and stable at usual polymer processing temperatures. The efficiency of the synthesized antioxidants in thermooxidative stabilization of PVC was investigated, keeping in mind that although the importance and wide application of PVC, especially in biomedical fields are incontestable, the utilization of macromolecular antioxidants for the stabilization of PVC has not been examined so far. It was found that the macromolecular antioxidants show similar stabilizing efficiency as the tetrafunctional industrial Irganox1010. Very low extent of leaching of the HbPG-antioxidant from PVC, investigated by extraction tests in both water and hexane, was observed in both extracting agents in contrast to the case of the low molecular weight hindered phenolic antioxidant. Thus, the obtained results confirm the advantages, i.e. high efficiency and highly suppressed leaching, of HbPG-based macromolecular antioxidants in a variety of application fields.

Original languageEnglish
Pages (from-to)210-218
Number of pages9
JournalPolymer (United Kingdom)
Volume124
DOIs
Publication statusPublished - Aug 25 2017

Fingerprint

Antioxidants
Stabilization
Nanoparticles
Polyvinyl Chloride
Polyvinyl chlorides
Leaching
Polymers
Molecular weight
polyglycerol
Hexanes
Hexane
Hydroxyl Radical
Thermodynamic stability
Nuclear magnetic resonance
Spectroscopy
Water
Liquids
Processing

Keywords

  • Hindered phenols
  • Hyperbranched polyglycerol nanoparticle
  • Macromolecular antioxidant
  • Polymer-bound antioxidant
  • PVC
  • Thermooxidation

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry

Cite this

Hyperbranched polyglycerol nanoparticles based multifunctional, nonmigrating hindered phenolic macromolecular antioxidants : Synthesis, characterization and its stabilization effect on poly(vinyl chloride). / Kasza, György; Stumphauser, Tímea; Nádor, Attila; Osváth, Zsófia; Szarka, Györgyi; Domján, Attila; Mosnáček, Jaroslav; Iván, Béla.

In: Polymer (United Kingdom), Vol. 124, 25.08.2017, p. 210-218.

Research output: Contribution to journalArticle

Kasza, György ; Stumphauser, Tímea ; Nádor, Attila ; Osváth, Zsófia ; Szarka, Györgyi ; Domján, Attila ; Mosnáček, Jaroslav ; Iván, Béla. / Hyperbranched polyglycerol nanoparticles based multifunctional, nonmigrating hindered phenolic macromolecular antioxidants : Synthesis, characterization and its stabilization effect on poly(vinyl chloride). In: Polymer (United Kingdom). 2017 ; Vol. 124. pp. 210-218.
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abstract = "A facile synthesis of multifunctional hindered phenolic macromolecular antioxidants based on hyperbranched polyglycerol (HbPG) nanoparticles as cores with different molecular weights is reported. The structure of the resulting polymers was verified by 1H NMR and UV–Vis spectroscopies indicating 64–77{\%} antioxidant functionalizations of the hydroxyl groups of the HbPGs. GPC analyses show that polymeric antioxidants with PDI of 1.33–1.66 are formed. DSC and TGA measurements revealed Tg of ∼40 °C and high thermal stability up to ∼300 °C of the multifunctional HbPG-antioxidant conjugates, respectively, confirming that these materials are liquids and stable at usual polymer processing temperatures. The efficiency of the synthesized antioxidants in thermooxidative stabilization of PVC was investigated, keeping in mind that although the importance and wide application of PVC, especially in biomedical fields are incontestable, the utilization of macromolecular antioxidants for the stabilization of PVC has not been examined so far. It was found that the macromolecular antioxidants show similar stabilizing efficiency as the tetrafunctional industrial Irganox1010. Very low extent of leaching of the HbPG-antioxidant from PVC, investigated by extraction tests in both water and hexane, was observed in both extracting agents in contrast to the case of the low molecular weight hindered phenolic antioxidant. Thus, the obtained results confirm the advantages, i.e. high efficiency and highly suppressed leaching, of HbPG-based macromolecular antioxidants in a variety of application fields.",
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AU - Kasza, György

AU - Stumphauser, Tímea

AU - Nádor, Attila

AU - Osváth, Zsófia

AU - Szarka, Györgyi

AU - Domján, Attila

AU - Mosnáček, Jaroslav

AU - Iván, Béla

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N2 - A facile synthesis of multifunctional hindered phenolic macromolecular antioxidants based on hyperbranched polyglycerol (HbPG) nanoparticles as cores with different molecular weights is reported. The structure of the resulting polymers was verified by 1H NMR and UV–Vis spectroscopies indicating 64–77% antioxidant functionalizations of the hydroxyl groups of the HbPGs. GPC analyses show that polymeric antioxidants with PDI of 1.33–1.66 are formed. DSC and TGA measurements revealed Tg of ∼40 °C and high thermal stability up to ∼300 °C of the multifunctional HbPG-antioxidant conjugates, respectively, confirming that these materials are liquids and stable at usual polymer processing temperatures. The efficiency of the synthesized antioxidants in thermooxidative stabilization of PVC was investigated, keeping in mind that although the importance and wide application of PVC, especially in biomedical fields are incontestable, the utilization of macromolecular antioxidants for the stabilization of PVC has not been examined so far. It was found that the macromolecular antioxidants show similar stabilizing efficiency as the tetrafunctional industrial Irganox1010. Very low extent of leaching of the HbPG-antioxidant from PVC, investigated by extraction tests in both water and hexane, was observed in both extracting agents in contrast to the case of the low molecular weight hindered phenolic antioxidant. Thus, the obtained results confirm the advantages, i.e. high efficiency and highly suppressed leaching, of HbPG-based macromolecular antioxidants in a variety of application fields.

AB - A facile synthesis of multifunctional hindered phenolic macromolecular antioxidants based on hyperbranched polyglycerol (HbPG) nanoparticles as cores with different molecular weights is reported. The structure of the resulting polymers was verified by 1H NMR and UV–Vis spectroscopies indicating 64–77% antioxidant functionalizations of the hydroxyl groups of the HbPGs. GPC analyses show that polymeric antioxidants with PDI of 1.33–1.66 are formed. DSC and TGA measurements revealed Tg of ∼40 °C and high thermal stability up to ∼300 °C of the multifunctional HbPG-antioxidant conjugates, respectively, confirming that these materials are liquids and stable at usual polymer processing temperatures. The efficiency of the synthesized antioxidants in thermooxidative stabilization of PVC was investigated, keeping in mind that although the importance and wide application of PVC, especially in biomedical fields are incontestable, the utilization of macromolecular antioxidants for the stabilization of PVC has not been examined so far. It was found that the macromolecular antioxidants show similar stabilizing efficiency as the tetrafunctional industrial Irganox1010. Very low extent of leaching of the HbPG-antioxidant from PVC, investigated by extraction tests in both water and hexane, was observed in both extracting agents in contrast to the case of the low molecular weight hindered phenolic antioxidant. Thus, the obtained results confirm the advantages, i.e. high efficiency and highly suppressed leaching, of HbPG-based macromolecular antioxidants in a variety of application fields.

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