2013
DOI: 10.1002/app.39714
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Lignin‐xylaric acid‐polyurethane‐based polymer network systems: Preparation and characterization

Abstract: Polyurethanes (PU) were synthesized from lignin by first preparing a prepolymer from esterified sugar-based trihydroxyl compound xylaric acid and a 20 mol % excess of methylene diphenyl diisocyanate. The prepolymer was crosslinked with 5, 10, and 15 wt % of an industrial soda lignin, and polyethylene glycol was used to bring soft segments into the material structure. The total amount of bio-based starting materials was as high as 35%. Evidence for the reaction between the prepolymer and lignin was observed usi… Show more

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Cited by 35 publications
(33 citation statements)
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“…(C-H stretching in methylene groups of the side chains), and 1595 cm -1 (aromatic skeletal vibrations) (Pohjanlehto et al 2013;Zhou et al 2013) increased, while the sulfonate (R-SO2-O -) at 1044 cm -1 and ether at 1113 cm -1 (Hu et al 2012;Faix 1992) decreased upon alkaline treatment. These changes indicate an increase in hydroxymethyl group abundance and ether bond scission resulting from the alkaline hydrolysis of lignin (El Mansouri et al 2006).…”
Section: Resultsmentioning
confidence: 99%
“…(C-H stretching in methylene groups of the side chains), and 1595 cm -1 (aromatic skeletal vibrations) (Pohjanlehto et al 2013;Zhou et al 2013) increased, while the sulfonate (R-SO2-O -) at 1044 cm -1 and ether at 1113 cm -1 (Hu et al 2012;Faix 1992) decreased upon alkaline treatment. These changes indicate an increase in hydroxymethyl group abundance and ether bond scission resulting from the alkaline hydrolysis of lignin (El Mansouri et al 2006).…”
Section: Resultsmentioning
confidence: 99%
“…These C-O-C linkages are formed by the condensation between sucrose hydroxyls, sucrose hydroxyl and GO hydroxyls and between GO hydroxyls. It appears that the C-O-C linkages involving the GO are more thermally stable due to its aromatic nature [57]. The high-temperature decomposition is due to the formation of CO from the cross-linked carbon-rich structure containing the C-O-C linkages.…”
Section: Foaming and Setting Characteristicsmentioning
confidence: 98%
“…The limitation of the T g -reducing effect of PBD glycol to very low levels of polyol mixing could be explained by the poor solubility of PBD in the lignin derivative network (i.e., < 3.6% and < 7.1% for HDI and TDI-based polyurethanes, respectively). 85 The pre-polymer was crosslinked with 5, 10, and 15 wt % of an industrial soda lignin, and polyethylene glycol (PEG) was used to incorporate soft segments into the material. A dramatic similarity between both was revealed with the rubber-networks showing transitions at a lower temperature with a steady decrease in T g as a result of soft segment incorporation.…”
Section: Scheme 5 Polyesters Synthesized Bymentioning
confidence: 99%