Pendant propargyloxy-functionalized aromatic (co)polycarbonates: synthesis, thermal crosslinking and chemical modification

TitlePendant propargyloxy-functionalized aromatic (co)polycarbonates: synthesis, thermal crosslinking and chemical modification
Publication TypeJournal Article
Year of Publication2022
AuthorsNagane, SS, Maher, DM, Verma, S, Talanikar, AA, Wadgaonkar, PP
JournalJournal of Macromolecular Science Part A-Pure and Applied Chemistry
Volume59
Issue11
Pagination752-763
Date PublishedNOV
Type of ArticleArticle
ISSN1060-1325
KeywordsAromatic polycarbonate, Chemical modification, propargyloxy groups, thermal crosslinking, thiol-yne click reaction
Abstract

A bisphenol monomer bearing pendant propargyloxy group viz, 1, 1-bis (4-hydoxyphenyl)-1-(4 `-propargyloxyphenyl) ethane (BPP) was synthesized starting from commercially available 1, 1, 1-tris (4-hydroxyphenyl) ethane (THPE) by mono O-propargylation reaction using propargyl bromide. A new series of pendant propargyloxy-functionalized aromatic (co)polycarbonates was synthesized by low-temperature solution polycondensation of BPP or different molar ratios of BPP and bisphenol-A with triphosgene in dichloromethane in the presence of triethylamine. The formation of reasonably high molecular weight (co)polycarbonates was confirmed by inherent viscosity (0.52-0.83 dL/g) and gel permeation chromatography (M-n 37,000-69,800 g/mol, polystyrene standards) measurements. C-13 NMR spectral studies supported formation of random copolycarbonates in copolymerization of BPP and BPA with triphosgene. The 10% weight loss temperature (T-10) values of (co)polycarbonates, determined by thermogravimetric analysis under nitrogen atmosphere, were in the range 427-438 degrees C indicating their good thermal stability. The glass transition temperature (T-g) values of (co)polycarbonates were observed in the range 147-152 degrees C. The crosslinking ability of (co)polycarbonates involving pendant propargyloxy groups leading to formation of networked structure was evaluated via non-isothermal curing studies by DSC. As a proof-of-concept, the post-modification of a representative polycarbonate bearing pendant propargyloxy groups with 1-octane thiol as a model compound via thiol-yne click reaction was briefly studied.

DOI10.1080/10601325.2022.2117055
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.216

Divison category: 
Polymer Science & Engineering
Database: 
Web of Science (WoS)

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