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Journal of Renewable Materials · 2020 ·Vol. 8 ·期 3 ·289-300 · IF 1.341

Synthesis and Kinetics of Hydrogenated Rosin Dodecyl Ester as an Environmentally Friendly Plasticizer

Li Qiaoguang,Gong Sheng,Yan Jie,Hu Hongchao,Shu Xugang,Tong Hanqing,Cai Zhiye

The plasticizer is an important polymer material additive. Non-toxic and environmentally friendly plasticizers are developed recently in order to decrease fossil fuel reserves, serious environmental pollution and the toxicity of phthalate esters. In this study, a new, efficient and environmentally friendly plasticizer of hydrogenated rosin dodecyl ester was prepared by an esterification reaction of hydrogenated rosin and dodecanol. The influences of different reaction conditions (including different catalysts, the catalyst concentration, the ratio of the reactants, reaction temperature, and reaction time) on the esterification yield are examined and discussed. Hydrogenated rosin dodecyl ester with 71.8% yield was synthesized under the optimized reaction conditions (1:0.8 molar ratio of rosin to dodecanol, 1 mol% tetrabutyl titanate concentration, and 210°C for 6 h). The esterification reaction is a second-order reaction, and kinetic calculations showed that the activation energy is 39.77 KJ·mol–1. The structure of the hydrogenated rosin dodecyl ester was confirmed by FT-IR spectroscopy and 13C NMR spectrum. Besides, the thermal stability of target product (hydrogenated rosin dodecyl ester) was also tested by thermal gravimetric analysis (TGA), which showed a good thermal stability.

研究领域: 材料科学 · 环境科学 · 化学工程
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JOURNAL OF APPLIED POLYMER SCIENCE · 2015 ·Vol. 133 ·期 6 · IF 1.768

Hydrogenated rosin ester latexes/waterborne polyacrylate blends for pressure-sensitive adhesives

KaiTao Zhang,Shibin Shang,PeiPei Sun,MingGui Shen,Dan Wang

Diethylene glycol ester of hydrogenated rosin (DGE-HR) emulsion was prepared via phase inversion method and then blended with waterborne (wb) polyacrylate for pressure-sensitive adhesives (PSAs). The preparation conditions of DGE-HR emulsion were studied. DGE-HR emulsion with an average particle size of about 220 nm was obtained. Furthermore, the thermal, adhesive, and viscoelastic properties and the morphology of DGE-HR/polyacrylate composite were investigated. Thermal analysis indicated that glass transition temperatures (T g ) of the DGE-HR/polyacrylate blends became higher as the DGE-HR content increased and DGE-HR did not have a significant influence on thermal stability of the blend films. Atomic Force Microscopy (AFM) observation revealed that the DGE-HR particles added had a good miscibility with acrylic particles. Additionally, for these tackified acrylic PSAs, positive correlations between mechanical performance and viscoelastic response at bonding and debonding frequencies were also found. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016 , 133 , 42965.

CAS / MDL: 7727-54-0
研究领域: 材料科学 · 高分子化学
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JOURNAL OF CHROMATOGRAPHY A · 2022 · IF 4.601

Development and evaluation of a hydrogenated rosin (β-acryloxyl ethyl) ester–bonded silica stationary phase for high-performance liquid chromatography separation of paclitaxel from yew bark

Hao Li,Wenbo Xie,Lei Zeng,Wen Li,Boan Shi,Fuhou Lei

Paclitaxel (PTX) is a complex diterpenoid anticancer drug whose separation from yew biomass poses a significant challenge. In this study, a new stationary phase comprising hydrogenated rosin (β-acryloxyl ethyl) ester (HRE)–bonded silica (HRE@SiO 2 ) is developed to separate and purify PTX from crude yew-bark extract using high-performance liquid chromatography. In HRE@SiO 2 , HRE molecules, which are functional ligands, are bonded to the surface of a silica gel matrix using a coupling agent, (3-mercaptopropyl)trimethoxysilane. The proposed HRE@SiO 2 stationary phase was characterized by Fourier-transform infrared spectroscopy, elemental analysis, thermogravimetric analysis, scanning electron microscopy, laser diffraction granulometry, and nitrogen gas adsorption. The HRE@SiO 2 column exhibited excellent chromatographic performance, satisfactory performance reproducibility, and typical reversed-phase chromatographic behavior. An HRE@SiO 2 column was used to separate PTX and its analogs, achieving resolutions exceeding 7.43 for consecutively eluted species. Stoichiometric displacement theory for retention (SDT-R), the van Deemter equation, and van 't Hoff plots were used to analyze the separation mechanism and properties of the HRE@SiO 2 column. The results showed that hydrophobic interactions determine the analyte retention and the separation of PTX and its analogs on an HRE@SiO 2 column is an exothermic process driven by enthalpy. Furthermore, an HRE@SiO 2 column was employed to separate and purify PTX from crude yew-bark extract, increasing PTX purity from 6% to 82%. The findings of this study provide insights for developing rosin-based stationary phases for the separation of natural products.

研究领域: 药物化学 · 分析化学 · 植物化学
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INDUSTRIAL CROPS AND PRODUCTS · 2025 · IF 6.2

Bio-based Si-N flame-retardant curing for silicone rubber modified pine: Synthesis and degradation

Qiaoguang Li,Wei Wei,Wenqing Xiao,Yunliang Li,Zekun Chen,Guijun Xie,Yigang Wang

We have successfully developed a molecular design strategy to synthesize a hydrogenated rosin-modified isocyanatopropyltriethoxysilane crosslinking agent (HRIS) with organic and inorganic active groups. Then curing it, rosin-based silicone rubber chemically cross-linked modified pine (RSP) is formed. This process enables the organic integration of fire-retardant silicon, nitrogen elements, and the rigid hydrogenated phenanthrene ring structure of rosin with the internal and external surfaces of the pine’s porous structure through chemical bonding. In the channels, rosin-based silicone rubber with 48.81 % of carbon, 42.96 % of oxygen, and 8.23 % of silicon, respectively was observed. The degradation mechanism coupled with LOI (limiting oxygen index) testing revealed that the RSP exhibited enhanced flame retardancy, with its LOI significantly increasing from 24.68 % to 25.4 %. Additionally, it exhibited higher thermal stability up to 330℃ than pine, indicating that the fire-retardant performance of RSP was effectively enhanced through the crosslinking modification with HRIS and PDMS (hydroxyl-terminated polydimethylsiloxane). During the thermal degradation process, RSP will produce gaseous cyclic siloxane molecules such as D3 (hexamethylcyclotrisiloxane), D4 (octamethylcyclotetrasiloxane), D5 (decamethylcyclopentasiloxane), etc. This study demonstrated that a new type of adhesive has been synthesized, but the influence of byproducts on the entire system should be considered in application, which is of significance for indicating the direction.

CAS / MDL: 56-37-1
研究领域: 高分子科学 · 材料工程 · 化学合成 · 阻燃材料 · 木材科学 · 热分析
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