Pineapple Fiber Hybrids Prepared by the Fusion of radiation-induced Graft Polymerization and Kabachnik-Fields three-component Reaction (RIGP-KF3CR)

ABSTRACT

The fusion of multicomponent reactions and polymer chemistry allows the synthesis of polymeric materials that contain special classes of molecules that are otherwise difficult to produce. In this study, a locally available nonwoven fabric composed of pineapple fibers and polylactic acid (piñatex) was modified by radiation-induced graft polymerization (RIGP) of vanillin methacrylate, a lignin-derived monomer. RIGP yielded organic hybrids made from a natural, renewable, and biodegradable substrate, and surface aldehyde groups from vanillin. The grafted fabric was prepared by gamma pre-irradiation at 50 kGy, exhibiting an increasing degree of grafting with increasing reaction time and monomer concentration. Post-polymerization modification carried out using Kabachnik-Fields three-component reaction (KF3CR) enabled the immobilization of amine and phosphite moieties on the fabric. FTIR, SEM-EDS and XPS analysis of 8 amine and phosphite combinations showed the presence of the corresponding elements and functional groups, indicating successful surface functionalization through RIGP-KF3CR. All modified natural fibers-based fabrics displayed enhanced thermal stability without obvious radiation degradation effects. Synthesized natural fibers contain α-aminophosphonate pendants which may be useful in the selective adsorption and recovery of industry valuable metals.

摘要

多组分反应和聚合物化学的融合允许合成包含特殊类别分子的聚合物材料, 否则难以生产. 在本研究中, 通过木质素衍生单体甲基丙烯酸香兰素的辐射诱导接枝聚合(RIGP)对由菠萝纤维和聚乳酸(piñatex)组成的本地可用非织造布进行了改性. RIGP产生了由天然、可再生和可生物降解基质制成的有机混合物, 以及香草醛的表面醛基. 接枝织物是通过50kgy的γ预辐照制备的, 接枝程度随着反应时间和单体浓度的增加而增加. 使用Kabachnik Fields三组分反应(KF3CR)进行的后聚合改性使胺和亚磷酸酯部分能够固定在织物上. 8种胺和亚磷酸酯组合的FTIR、SEM-EDS和XPS分析表明存在相应的元素和官能团, 表明通过RIGP-KF3CR成功实现了表面功能化. 所有改性天然纤维织物均表现出增强的热稳定性, 没有明显的辐射降解效应. 合成的天然纤维含有α-氨基膦酸盐悬垂物, 可用于选择性吸附和回收工业有价金属.

KEYWORDS:

• radiation-induced graft polymerization
• multicomponent reaction
• Kabachnik-Fields
• natural fibers
• lignin monomer

关键词:

• 辐射引发接枝聚合
• 多组分反应
• 油田
• 天然纤维
• 木质素单体

Highlights

• This work has established for the first time that both the RIGP and KF3CR were feasibly compatible with the piñatex as a matrix material.

• RIGP of vanillin methacrylate onto pineapple nonwoven fabric was carried out using gamma pre-irradiation method achieving a 100% degree of grafting.

• The substrate had enhanced thermal stability compared to the pristine natural fiber owing to the incorporation of aromatic and organophosphorus compounds.

• Characterization of 8 amine and phosphite combinations showed the presence of the corresponding elements and functional groups, indicating successful surface functionalization through RIGP-KF3CR.

Acknowledgments

The authors acknowledge the services of De La Salle University NMR Laboratory and Central Instrumentation Facility for the NMR and SEM characterization of samples used above, and Dr. Atsumi Miyashita (Research Project Positron Nanoscience, QST) for the XPS measurements.

Disclosure statement

No potential conflict of interest was reported by the author(s).

Supplementary material

Supplemental data for this article can be accessed online at https://doi.org/10.1080/15440478.2022.2101040

Additional information

Funding

This work was funded by the Department of Science and Technology -Japan Society for the Promotion of Science (DOST-JSPS) Joint Scientific Research Program, under Project number 08575 entitled, “Preparation of Crown Ethers and Alpha-aminophosphonates Decorated Natural Fibers-based Hybrids Metal Ion Adsorbents by Fusing Multicomponent-reaction and Radiation-grafting of Polymers; Department of Science and Technology - Philippines [08575];