Aromatic polycarbonates bearing pendant maleimide groups via functional monomer approach: synthesis and characterization

TitleAromatic polycarbonates bearing pendant maleimide groups via functional monomer approach: synthesis and characterization
Publication TypeJournal Article
Year of Publication2019
AuthorsNagane, SS, Kuhire, SS, Ichake, AB, Rajamohanan, PR, Wadgaonkar, PP
JournalJournal of Polymer Research
Volume27
Issue1
Pagination8
Date PublishedDEC
Type of ArticleArticle
ISSN1022-9760
KeywordsAromatic polycarbonate, Cross-linking, maleimide group, Thiol-maleimide reaction, Triphosgene
Abstract

A new bisphenol containing pendant maleimide group, viz., 4, 4'-(5-maleimidopentane-2, 2-diyl) diphenol (BPA-MA), was synthesized starting from commercially available 4, 4'-bis (4-hydroxyphenyl) pentanoic acid. Aromatic (co)polycarbonates possessing pendant maleimide groups were synthesized by solution polycondensation of BPA-MA or varying mixtures of BPA-MA and bisphenol-A (BPA) with triphosgene in dry dichloromethane in the presence of triethylamine as a base. Inherent viscosities and number average molecular weights of (co)polycarbonates were in the range 0.46-0.66 dL/g and 24,600-36,700, respectively, indicating the formation of reasonably high molecular weight polymers. Tough, transparent, and flexible films could be cast from chloroform solutions of these (co)polycarbonates. (Co)polycarbonates were characterized using FT-IR, H-1 NMR, C-13 NMR spectroscopy, XRD, TGA and DSC analysis. The chemical modification of a representative copolycarbonate containing pendant maleimide groups was carried out quantitatively using thiol-maleimide Michael addition reaction with two thiol compounds, namely, 4-chlorothiophenol and 1-adamantanethiol. Additionally, it was demonstrated that copolycarbonate containing pendant maleimide groups could be used to form insoluble cross-linked gel by reaction with a multifunctional thiol cross-linker, namely, pentaerythritol tetrakis(3-mercaptopropionate).

DOI10.1007/s10965-019-1909-z
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

1.434

Divison category: 
Central NMR Facility
Polymer Science & Engineering

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