Bio‐based and effective: Cardanol‐piperidine derivatives for enhanced polypropylene resistance against thermo‐ and photo‐oxidative aging

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Main Authors: Xuemei Zeng, Jianxiang Feng, Yulin He, Siyu Cao, Cheng Zhou, Kangqi Li, Jinjing Tan, Shuyi Chen, Yong Xia, Yuejun Liu, Pu Shi, Jin Zhu
Format: Artículo Open Access
Published: Wiley 2024
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author Xuemei Zeng
Jianxiang Feng
Yulin He
Siyu Cao
Cheng Zhou
Kangqi Li
Jinjing Tan
Shuyi Chen
Yong Xia
Yuejun Liu
Pu Shi
Jin Zhu
author_facet Xuemei Zeng
Jianxiang Feng
Yulin He
Siyu Cao
Cheng Zhou
Kangqi Li
Jinjing Tan
Shuyi Chen
Yong Xia
Yuejun Liu
Pu Shi
Jin Zhu
Xuemei Zeng
Jianxiang Feng
Yulin He
Siyu Cao
Cheng Zhou
Kangqi Li
Jinjing Tan
Shuyi Chen
Yong Xia
Yuejun Liu
Pu Shi
Jin Zhu
collection Wiley Open Access
contents Bio‐based and effective: Cardanol‐piperidine derivatives for enhanced polypropylene resistance against thermo‐ and photo‐oxidative aging Xuemei Zeng Jianxiang Feng Yulin He Siyu Cao Cheng Zhou Kangqi Li Jinjing Tan Shuyi Chen Yong Xia Yuejun Liu Pu Shi Jin Zhu Journal of Vinyl and Additive Technology Abstract Bio‐based antioxidants have garnered attention for their sustainability and environmental benefits. In this study, we designed and synthesized three cardanol‐piperidine derivatives (HSs) by utilizing hydrogenated cardanol (HC) and piperidine derivatives to improve the aging inhibition of polypropylene (PP). These bio‐based antioxidants were intended as eco‐friendly alternatives to conventional synthetic antioxidants. The impact of these HSs on the thermal stability, thermo‐oxidative stability, and light stability of PP was thoroughly evaluated. The results unveiled that after 5 h of interaction with 2,2‐diphenyl‐1‐picrylhydrazyl free radical, HSs exhibited a remarkable over 5‐fold increase in free radical scavenging efficiency as compared to HC. Moreover, the addition of HSs significantly increased the oxidation induction time and the initial oxidation temperature compared to pristine PP. After photo‐oxidative aging and thermo‐oxidative aging, the HS‐dosed PP demonstrated remarkable retention of elongation at break, reaching more than 72% and 69%. From the comparison with physical mixtures and the density functional theory calculations, an intramolecular synergism mechanism is proposed. The intramolecular synergism between hydrogenated cardanol and piperidine derivatives may be the main reason for the inhibition of PP aging. Highlights A method for constructing simultaneous efficient light, thermal, and oxygen stable polypropylene. The mechanism for achieving simultaneous stabilization of light, heat, and oxygen is the intramolecular synergy of phenol piperidine. The essence of intramolecular synergy of cardanol and piperidine derivatives is its' reduced hydrogen bond dissociation energy and energy gap. 10.1002/vnl.22113 http://onlinelibrary.wiley.com/termsAndConditions#vor
doi_str_mv 10.1002/vnl.22113
format Artículo Open Access
id wiley_oa_10_1002_vnl_22113
institution Wiley Open Access
license_str_mv http://onlinelibrary.wiley.com/termsAndConditions#vor
publishDate 2024
publisher Wiley
record_format wiley_oa
spellingShingle Bio‐based and effective: Cardanol‐piperidine derivatives for enhanced polypropylene resistance against thermo‐ and photo‐oxidative aging
Xuemei Zeng
Jianxiang Feng
Yulin He
Siyu Cao
Cheng Zhou
Kangqi Li
Jinjing Tan
Shuyi Chen
Yong Xia
Yuejun Liu
Pu Shi
Jin Zhu
Journal of Vinyl and Additive Technology
Bio‐based and effective: Cardanol‐piperidine derivatives for enhanced polypropylene resistance against thermo‐ and photo‐oxidative aging Xuemei Zeng Jianxiang Feng Yulin He Siyu Cao Cheng Zhou Kangqi Li Jinjing Tan Shuyi Chen Yong Xia Yuejun Liu Pu Shi Jin Zhu Journal of Vinyl and Additive Technology Abstract Bio‐based antioxidants have garnered attention for their sustainability and environmental benefits. In this study, we designed and synthesized three cardanol‐piperidine derivatives (HSs) by utilizing hydrogenated cardanol (HC) and piperidine derivatives to improve the aging inhibition of polypropylene (PP). These bio‐based antioxidants were intended as eco‐friendly alternatives to conventional synthetic antioxidants. The impact of these HSs on the thermal stability, thermo‐oxidative stability, and light stability of PP was thoroughly evaluated. The results unveiled that after 5 h of interaction with 2,2‐diphenyl‐1‐picrylhydrazyl free radical, HSs exhibited a remarkable over 5‐fold increase in free radical scavenging efficiency as compared to HC. Moreover, the addition of HSs significantly increased the oxidation induction time and the initial oxidation temperature compared to pristine PP. After photo‐oxidative aging and thermo‐oxidative aging, the HS‐dosed PP demonstrated remarkable retention of elongation at break, reaching more than 72% and 69%. From the comparison with physical mixtures and the density functional theory calculations, an intramolecular synergism mechanism is proposed. The intramolecular synergism between hydrogenated cardanol and piperidine derivatives may be the main reason for the inhibition of PP aging. Highlights A method for constructing simultaneous efficient light, thermal, and oxygen stable polypropylene. The mechanism for achieving simultaneous stabilization of light, heat, and oxygen is the intramolecular synergy of phenol piperidine. The essence of intramolecular synergy of cardanol and piperidine derivatives is its' reduced hydrogen bond dissociation energy and energy gap. 10.1002/vnl.22113 http://onlinelibrary.wiley.com/termsAndConditions#vor
title Bio‐based and effective: Cardanol‐piperidine derivatives for enhanced polypropylene resistance against thermo‐ and photo‐oxidative aging
topic Journal of Vinyl and Additive Technology
url https://4spepublications.onlinelibrary.wiley.com/doi/10.1002/vnl.22113