Correction: A truly bio-based benzoxazine derived from three natural reactants obtained under environmentally friendly conditions and its polymer properties

Machado, Irlaine; Hsieh, Isabel; Rachita, Eric; Salum, María Laura; Iguchi, Daniela; Pogharian, Nicholas; Pellot, Analisa; Froimowicz, Pablo; Calado, Verônica; Ishida, Hatsuo

doi:10.1039/d1gc90103f

Cited by 1 publication

(2 citation statements)

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“…It is considered a viable approach to affect the ROP temperature and tailor the polymer properties. [ 17–22 ]…”

Section: Introductionmentioning

confidence: 99%

“…It is considered a viable approach to affect the ROP temperature and tailor the polymer properties. [17][18][19][20][21][22] The natural abundance of biomass is attractive and offers a wide resource of renewable feedstock to supplement the requirement for sustainable polymers. Furthermore, the presence of inherent functionalities in these naturally occurring molecules enact them as a desirable molecular scaffold, which is otherwise difficult to synthesize from petro-sourced chemicals.…”

Section: Introductionmentioning

confidence: 99%

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Catechin and Furfurylamine Derived Biobased Benzoxazine with Latent‐Catalyst Effect

Mukherjee

Amarnath

Ramkumar

et al. 2022

Macro Chemistry & Physics

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Sustainable polybenzoxazines sourced from renewable feedstock has emerged as an area of interest due to the inherent presence of a high number of reactive and additional functionalities. Plants are a rich source of flavan-3-ol viz., catechin (CAT) with four phenolic-OH and one aliphatic secondary-OH that can be a viable substitute to petro-phenols. In this current work, a biobased benzoxazine monomer, viz. CAT-fa, is synthesized using CAT and carbohydrate sourced furfurylamine (fa). Interestingly, an unexpected tris-oxazine (instead of tetra-oxazine) benzoxazine monomer is obtained. The unreacted phenolic-OH is involved in intramolecular H-bonding with the neighboring oxazine ring. Upon heat treatment, H-bonded hydroxyl groups become free and initiate ring-opening polymerization reaction at a low temperature of ≈125 °C exhibiting the latent catalyst effect. The ring-opening polymerization of the monomer and the thermal stability of polybenzoxazine are analyzed by differential scanning calorimetry, thermal gravimetric analysis, rheometry, and Fourier transform infrared spectroscopy. The polymerization reaction is proposed to proceed by the ring-opening reaction by cleavage at the oxygen of the pyran ring and O─CH 2 -N bond in oxazine ring to generate multiple polar functionalities to enable extensive H-bonding interactions. This work supports the potential of catechin as a green synthon to form sustainable polymers to employ H-bonding interactions and latent-catalytic potential.

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“…It is considered a viable approach to affect the ROP temperature and tailor the polymer properties. [ 17–22 ]…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Catechin and Furfurylamine Derived Biobased Benzoxazine with Latent‐Catalyst Effect

Mukherjee

Amarnath

Ramkumar

et al. 2022

Macro Chemistry & Physics

View full text Add to dashboard Cite

show abstract

Correction: A truly bio-based benzoxazine derived from three natural reactants obtained under environmentally friendly conditions and its polymer properties

Abstract: Correction for ‘A truly bio-based benzoxazine derived from three natural reactants obtained under environmentally friendly conditions and its polymer properties’ by Irlaine Machado et al., Green Chem., 2021, 23, 4051–4064, DOI: 10.1039/D1GC00951F.

Cited by 1 publication

References 3 publications

Catechin and Furfurylamine Derived Biobased Benzoxazine with Latent‐Catalyst Effect

Catechin and Furfurylamine Derived Biobased Benzoxazine with Latent‐Catalyst Effect

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