The selective cleavage of lignin aliphatic C–O linkages by solvent-assisted fast pyrolysis (SAFP)

Rashidi, Masih; Beltramini, Jorge; Martin, Darren J.

doi:10.1007/s10847-019-00905-x

Cited by 7 publications

(2 citation statements)

References 37 publications

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“…Owing to its structural similarity to PET, PHV is expected to follow a similar degradation pathway. − Two different main degradation processes are reported; polyesters including β-hydrogen atoms decompose primarily by heterolytic β-scission, while homolytic routes have additionally been detected. Furthermore, VA-based compounds, owing to their origin, are expected to follow a similar degradation route with lignocellulosic biomass, where C–O homolytic paths dominate. − Therefore, a complex mechanism including both heterolysis and homolysis paths is expected to take place during the thermal decomposition of PHV.…”

Section: Resultsmentioning

confidence: 99%

Poly(hexylene vanillate): Synthetic Pathway and Remarkable Properties of a Novel Alipharomatic Lignin-Based Polyester

Xanthopoulou

Terzopoulou

Zamboulis

et al. 2023

ACS Sustainable Chem. Eng.

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The negative environmental effects of conventional polymeric materials have intensified the research toward the production of biobased counterparts. Vanillic acid (VA), a vanillin oxidation product, is a relatively new and most promising aromatic monomer for the synthesis of biobased polyesters. In this work, the synthesis of a new, high molecular weight alipharomatic polyester, poly(hexylene vanillate) (PHV), using 4-(6-hydroxyethoxy)-3-methoxybenzoic acid via a two-stage melt polycondensation method is reported. The success of the polymerization was confirmed using nuclear magnetic resonance spectroscopy (NMR) and Fourier-transformed infrared spectroscopy (FTIR), while the number-average molecular weight (Mn) was estimated by size-exclusion chromatography (SEC). Moreover, the thermal behavior of PHV was determined with differential scanning calorimetry (DSC), and insights on the thermal stability and degradation mechanism of PHV were given. The mechanical and thermomechanical properties of the synthesized material were investigated, revealing a thermoplastic elastomer behavior, with elastic recovery at room temperature, associated with the formation of a mesophase status. Finally, rheological tests were applied, indicating that PHV is easily processable and fully recoverable upon yielding and flow cessation.

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Section: Resultsmentioning

confidence: 99%

Poly(hexylene vanillate): Synthetic Pathway and Remarkable Properties of a Novel Alipharomatic Lignin-Based Polyester

Xanthopoulou

Terzopoulou

Zamboulis

et al. 2023

ACS Sustainable Chem. Eng.

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“…In addition, the effect of solvent for cleaving C-O bonds of aryl ethers were also concerned. [18][19][20] Methanol has obvious solvent thermal effect and benign hydrogen supply, which can produce H + and other free radicals under mild conditions. Besides, it is cheap and bio-renewable.…”

Section: Introductionmentioning

confidence: 99%

Selective catalytic degradation of a lignin model compound into phenol over transition metal sulfates

Lin

et al. 2020

RSC Adv.

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Transition metal salts were employed as the catalysts to improve the selective degradation of the a-O-4 lignin model compound (benzyl phenyl ether (BPE)) in the solvothermal system. The results concluded that most of the transition metal salts could enhance BPE degradation. Among which, NiSO 4 $6H 2 O exhibited the highest performance on BPE degradation (90.8%) for 5 h and phenol selectivity (53%) for 4 h at 200 C. In addition, the GC-MS analysis indicated that the intermediates during BPE degradation included a series of aromatic compounds, such as phenol, benzyl methyl ether and benzyl alcohol. Furthermore, the mechanisms for BPE degradation and phenol selectivity in the NiSO 4 $6H 2 O system involved the synergetic effects between the acid catalysis and coordination catalysis, which caused the effective and selective cleavage of the C-O bonds.Fig. 3 (a) Effect of reaction time on BPE degradation; (b) the hydrogen ion concentration during the process. (c) X-ray diffraction pattern for recovered catalysts. Condition: 300 mg BPE, 1.4 mmol NiSO 4 $6H 2 O, 20 mL methanol, 200 C. 3016 | RSC Adv., 2020, 10, 3013-3019 This journal is

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A comprehensive review on lignin obtained from agro-residues: potential source of useful chemicals

Rishikesh

Harish

Prasanth

et al. 2021

Biomass Conv. Bioref.

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The selective cleavage of lignin aliphatic C–O linkages by solvent-assisted fast pyrolysis (SAFP)

Cited by 7 publications

References 37 publications

Poly(hexylene vanillate): Synthetic Pathway and Remarkable Properties of a Novel Alipharomatic Lignin-Based Polyester

Poly(hexylene vanillate): Synthetic Pathway and Remarkable Properties of a Novel Alipharomatic Lignin-Based Polyester

Selective catalytic degradation of a lignin model compound into phenol over transition metal sulfates

A comprehensive review on lignin obtained from agro-residues: potential source of useful chemicals

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