Partial Hydrogenation of Sunflower Oil-derived FAMEs Catalyzed by the Efficient and Recyclable Palladium Nanoparticles in Polyethylene Glycol

Liu, Wei; Lu, Guoyan

doi:10.5650/jos.ess16206

Cited by 8 publications

(10 citation statements)

References 18 publications

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“…The 1 H‐NMR (400 MHz, CDCl 3 ) spectra of starting material Bio‐oil 1 (Figure 5a) and final product Bio‐oil 2 (Figure 5b) clearly indicate the occurrence of the cycloaddition reaction. The signals intensity from the protons of epoxy ring appeared at δ = 2.80─3.20 ppm were diminished after the synthesis of Bio‐oil 2 and new peaks due to the protons of cyclic carbonated group emerged in the range of δ = 4.4─4.7 ppm which is in accordance with the reported literature 28,29 , 30 . Ethyl acetate peak came from the cleaning step which was performed to remove the catalyst.…”

Section: Resultssupporting

confidence: 89%

Synthetical modification of plant oil‐based plasticizer with CO₂ leads to reduced migration from NBR rubber

Shahzad

Rahman

Wittchen

et al. 2021

J of Applied Polymer Sci

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The increasing environmental and toxic health concerns due to phthalate-based plasticizers are pushing researchers to eliminate these market leader plasticizers and to find nature-friendly bio-based plasticizers with reduced migration. The present study is also an effort in this regard. Herein, the epoxidized monoester of glycerol formal based on soybean oil is synthetically modified by carbonation in the presence of a catalyst to increase the polarity of the plasticizer. These modified and pristine plasticizers were incorporated in acrylonitrile─butadiene rubber and their migration analysis during heating the sample for 60 h were performed using fourier transform infrared spectroscopy with attenuated total reflectance (FTIR-ATR) by observing the absorbance of the characteristic carbonyl stretching vibration peak (1736 cm À1 ) of plasticizer relative to the C H stretching vibration of butadiene (968 cm À1 ). The results of migration kinetics and mechanical testing demonstrated reduction of diffusion coefficients by modification while hardness and tensile strength are hardly affected. In addition to the fact that soybean oil as a natural resource is more sustainable, the additional synthesis step of binding CO 2 is advantageous for a green chemistry approach.

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Section: Resultssupporting

confidence: 89%

Synthetical modification of plant oil‐based plasticizer with CO₂ leads to reduced migration from NBR rubber

Shahzad

Rahman

Wittchen

et al. 2021

J of Applied Polymer Sci

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“…179 Later on, the same authors have adapted the experimental conditions to the partial hydrogenation of sunflower oil derived fatty acid methyl esters (FAME). 180 The best conditions were the following ones: FAME/Pd = 2000, 80 °C, 20 bar H 2 , and 1500 rpm stirring speed. This methodology permitted to obtain full conversion of methyl linoleate with a high selectivity towards methyl oleate (85%), while minimizing the total reduction towards stearic acid (only 7%).…”

Section: Methodsmentioning

confidence: 99%

“…119 Cobalt. Pd(core)Co(shell) nanoparticles with different compositions (Pd 1 Co 2 , Pd 1 Co 1 , Pd 2 Co 1 ) were prepared by a sequential methodology, starting by the reduction of Pd(acac) 2 in EG in the presence of PVP at 120 °C; after 30 min, Co(acac) 2 was added and the temperature increased at 180 °C with a rapid injection of NaOH for accelerating the reduction of Co(II) ions. 120 The former PdNPs showing a high density of states helps to reduce Co(II) to Co(0).…”

Section: Palladium Bimetallic Nanoparticlesmentioning

confidence: 99%

Palladium Nanoparticles in Polyols: Synthesis, Catalytic Couplings, and Hydrogenations

2019

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Alcohols, in particular polyols, are well-known for the synthesis of metal nanoparticles often acting as reducing agents, solvents, and stabilizers. Given not only their structural flexibility depending on the number of OH functions and their inherent H bonding interactions, but also the wide range of polyol molecular weights readily available, different physico-chemical properties (boiling point, polarity, viscosity) could be exploited towards the synthesis of well-defined nanomaterials. In particular, the relevance of the supramolecular structure of polyols has a fundamental impact on the formation of metal nanoparticles thereby favoring the dispersion of the nanoclusters. In the field of the metal-based nanocatalysis, palladium occupies a privileged position mainly due to its remarkable versatility in terms of reactivity representing a foremost tool in synthesis. In this review, we describe the controlled synthesis of Pd-based nanoparticles in polyol medium focusing on the progress in terms of tailoring size, morphology, structure, and surface state. Moreover, we discuss the use of 4.2. C(sp)-C(sp 2) Sonogashira cross-coupling 4.3. C(sp 2)-C(sp 2) Hiyama-Denmark cross-coupling 4.4. C(sp 2)-C(sp 2) Heck-Mizoroki cross-coupling 4.5. C(sp 2)-C(sp 2 /sp 3) Suzuki-Miyaura cross-coupling 4.5.1. In PEG and glycerol media 4.5.2. Solid-supported nanocatalysts 4.6. C(sp 2)-C(sp 2)-C(sp 2) Carbonylative Suzuki cross-coupling 4.7. C(sp 2)-C(sp 2) Ullmann-type homo-coupling 4.8. Miscellaneous: SiN and C-N amination reactions 5. Conclusions and outlook

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“…However, this step not only increases production cost but also using organic solvents is not environmentally benign. [12,13] Wei Liu et al [14] utilized deep eutectic solvents (DES) along with TBAB to optimize reaction output. DES are the ionic liquids (IL) generally composed of two or three components (Lewis or Brønsted acids and bases) that are capable of self-association, often through hydrogen bond interactions to form a eutectic mixture with a melting point lower than that of each individual component.…”

Section: Introductionmentioning

confidence: 99%

“…Although, high pressure of 1 MPa was needed. [14] Kossev et al [17] utilized tetraalkylammonium or phosphonium halide (onium halide) along with the co-catalyst CaCl 2 for the synthesis of 4-substituted 1,3-dioxolan-2-ones derivatives. CaCl 2 was claimed to enhance the catalytic activity of the onium halide.…”

Section: Introductionmentioning

confidence: 99%

CO₂ Cycloaddition to Plant Oil Based Epoxidized Monoester: Optimization and Catalyst Screening

Shahzad

Cepus

2022

Macromolecular Symposia

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Migration of epoxidized monoester plasticizers based on bio‐oil can be reduced by adopting a green strategy of incorporating CO2 into the epoxy rings of the plasticizer. In the present work, three different approaches are evaluated to optimize reaction output and the time required to complete the cycloaddition of CO2 in epoxidized monoester of soybean oil with glycerol formal. In the first approach, deep eutectic solvent (DES) is utilized along with conventionally used tetrabutylammonium bromide (TBAB) catalyst to analyze the effect of DES on reaction, while in the second approach a co‐catalyst system along with onium halide is employed. In the third strategy, a simple catalyst system comprising potassium iodide (KI) and polyethylene glycol with a molecular weight of 400 (PEG 400) or 18‐crown ether as phase transfer catalysts is investigated. In all three approaches, experimental parameters such as temperature, pressure, stirring rate, time, catalyst type, and catalyst concentration are systematically evaluated. TBAB catalyst along with equimolar (DES) under 40 bars pressure demonstrated the best conversion of epoxy groups to five‐membered cyclic carbonated rings within 4 h. Fourier transform Infrared spectroscopic (FTIR) analyses are regularly performed to monitor reaction progress while nuclear magnetic resonance spectroscopic (NMR) analysis is performed to confirm purity of the final product.

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Partial Hydrogenation of Sunflower Oil-derived FAMEs Catalyzed by the Efficient and Recyclable Palladium Nanoparticles in Polyethylene Glycol

Cited by 8 publications

References 18 publications

Synthetical modification of plant oil‐based plasticizer with CO₂ leads to reduced migration from NBR rubber

Synthetical modification of plant oil‐based plasticizer with CO₂ leads to reduced migration from NBR rubber

Palladium Nanoparticles in Polyols: Synthesis, Catalytic Couplings, and Hydrogenations

CO₂ Cycloaddition to Plant Oil Based Epoxidized Monoester: Optimization and Catalyst Screening

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Partial Hydrogenation of Sunflower Oil-derived FAMEs Catalyzed by the Efficient and Recyclable Palladium Nanoparticles in Polyethylene Glycol

Cited by 8 publications

References 18 publications

Synthetical modification of plant oil‐based plasticizer with CO2 leads to reduced migration from NBR rubber

Synthetical modification of plant oil‐based plasticizer with CO2 leads to reduced migration from NBR rubber

Palladium Nanoparticles in Polyols: Synthesis, Catalytic Couplings, and Hydrogenations

CO2 Cycloaddition to Plant Oil Based Epoxidized Monoester: Optimization and Catalyst Screening

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Synthetical modification of plant oil‐based plasticizer with CO₂ leads to reduced migration from NBR rubber

Synthetical modification of plant oil‐based plasticizer with CO₂ leads to reduced migration from NBR rubber

CO₂ Cycloaddition to Plant Oil Based Epoxidized Monoester: Optimization and Catalyst Screening