Regioselective palladium-catalysed aerobic oxidation of dextran and its use as a bio-based binder in paperboard coatings

Sarina C. Maßmann; Gerald A. Metselaar; Derk Jan van Dijken; Keimpe J. van den Berg; Martin D. Witte; Adriaan J. Minnaard

doi:10.1039/d3gc04204a

Regioselective palladium-catalysed aerobic oxidation of dextran and its use as a bio-based binder in paperboard coatings

Sarina C. Maßmann
, Gerald A. Metselaar
, Derk Jan van Dijken
, Keimpe J. van den Berg
, Martin D. Witte^*
, Adriaan J. Minnaard^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

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Abstract

The coatings industry is aiming to replace petrochemical-based binders in products such as paints and lacquers with bio-based alternatives. Native polysaccharide additives are already used, especially as adhesives, and here we show the use of oxidised dextran as a bio-based binder additive. Linear dextran with a molecular weight of 6 kDa was aerobically oxidised in water at the C3-position of its glucose units, catalysed by [(neocuproine)PdOAc]₂(OTf)₂. The resulting keto-dextran with different oxidation degrees was studied using adipic dihydrazide as a crosslinker in combination with the commercial petrochemical-based binder Joncryl^®. Coating experiments show that part of the Joncryl^® can be replaced by keto-dextran while maintaining the desired performance.

Original language	English
Article number	d3gc04204a
Pages (from-to)	4005-4012
Number of pages	8
Journal	Green Chemistry
Volume	26
Issue number	7
Early online date	23-Feb-2024
DOIs	https://doi.org/10.1039/d3gc04204a
Publication status	Published - 7-Apr-2024

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title = "Regioselective palladium-catalysed aerobic oxidation of dextran and its use as a bio-based binder in paperboard coatings",

abstract = "The coatings industry is aiming to replace petrochemical-based binders in products such as paints and lacquers with bio-based alternatives. Native polysaccharide additives are already used, especially as adhesives, and here we show the use of oxidised dextran as a bio-based binder additive. Linear dextran with a molecular weight of 6 kDa was aerobically oxidised in water at the C3-position of its glucose units, catalysed by [(neocuproine)PdOAc]2(OTf)2. The resulting keto-dextran with different oxidation degrees was studied using adipic dihydrazide as a crosslinker in combination with the commercial petrochemical-based binder Joncryl{\textregistered}. Coating experiments show that part of the Joncryl{\textregistered} can be replaced by keto-dextran while maintaining the desired performance.",

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AU - Maßmann, Sarina C.

AU - Metselaar, Gerald A.

AU - van Dijken, Derk Jan

AU - van den Berg, Keimpe J.

AU - Witte, Martin D.

AU - Minnaard, Adriaan J.

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N2 - The coatings industry is aiming to replace petrochemical-based binders in products such as paints and lacquers with bio-based alternatives. Native polysaccharide additives are already used, especially as adhesives, and here we show the use of oxidised dextran as a bio-based binder additive. Linear dextran with a molecular weight of 6 kDa was aerobically oxidised in water at the C3-position of its glucose units, catalysed by [(neocuproine)PdOAc]2(OTf)2. The resulting keto-dextran with different oxidation degrees was studied using adipic dihydrazide as a crosslinker in combination with the commercial petrochemical-based binder Joncryl®. Coating experiments show that part of the Joncryl® can be replaced by keto-dextran while maintaining the desired performance.

AB - The coatings industry is aiming to replace petrochemical-based binders in products such as paints and lacquers with bio-based alternatives. Native polysaccharide additives are already used, especially as adhesives, and here we show the use of oxidised dextran as a bio-based binder additive. Linear dextran with a molecular weight of 6 kDa was aerobically oxidised in water at the C3-position of its glucose units, catalysed by [(neocuproine)PdOAc]2(OTf)2. The resulting keto-dextran with different oxidation degrees was studied using adipic dihydrazide as a crosslinker in combination with the commercial petrochemical-based binder Joncryl®. Coating experiments show that part of the Joncryl® can be replaced by keto-dextran while maintaining the desired performance.

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Regioselective palladium-catalysed aerobic oxidation of dextran and its use as a bio-based binder in paperboard coatings

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