Journal
MACROMOLECULAR RAPID COMMUNICATIONS
Volume 32, Issue 17, Pages 1386-1392Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/marc.201100242
Keywords
degradable polymers; lignin; polyesters; sustainable polymers; vanillin
Categories
Funding
- American Chemical Society [47951-AC7]
- National Science Foundation [CHE-0848236]
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Polyalkylenehydroxybenzoates (PAHBs) are a new class of thermoplastic, biorenewable aromatic/aliphatic polyester having the general formula H-[O-(CH2)(n)-O-4-(3-X,5-Y-C6H2)-CO](z)-OH. These are synthesized from the lignin-derived aromatics 4-hydroxybenzoic acid (X=Y=H), vanillic acid (X=OMe; Y=H), and syringic acid (X=Y=OMe). Alkylation of these with several chloroalkanols affords hydroxy-acidmonomers suitable for polyesterification under dynamic vacuum between 150 and 250 degrees C with 1mol% Sb2O3 as catalyst. Thus, polyalkylene 4-hydroxybenzoates, polyalkylene vanillates, and polyalkylene syringates are prepared, characterized, and subjected to thermal property comparisons by differential scanning calorimetry and thermogravimetric analysis.
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