Poly(amideimide)s containing pendant pentadecyl chains: synthesis and characterization

TitlePoly(amideimide)s containing pendant pentadecyl chains: synthesis and characterization
Publication TypeJournal Article
Year of Publication2010
AuthorsMore, AS, Patil, AS, Wadgaonkar, PP
JournalPolymer Degradation and Stability
Volume95
Issue5
Pagination837-844
Date PublishedMAY
ISSN0141-3910
KeywordsCardanol, Cashew nut shell liquid, Pentadecyl chains, Plasticization, Poly(amideimide)s, thermal stability
Abstract

A new aromatic diacylhydrazide monomer viz., 4-[4'-(hydrazinocarbonyl)phenoxy]-2- pentadecylbenzo-hydrazide was synthesized starting from cardanol, which in turn is obtainable from cashew nut shell liquid a renewable resource material. A series of new poly(amideimide)s containing flexibilizing ether linkages and pendant pentadecyl chains was synthesized from 4-[4'-(hydrazinocarbonyl)phenoxy]-2-pentade-cylbenzohydrazide and commercially available aromatic dianhydrides, viz., benzene-1,2,4,5-tetracarboxylic dianhydride, 3,3',4,4'-biphenyltetracarboxylic dianhydride, benzophenone-3,3',4,4'-tetracarboxylic dianhydride, 4,4'-oxydiphthalic anhydride and 4,4'-(hexafluoro isopropylidene)diphthalic anhydride by a two-step solution polycondensation in N,N-dimethylacetamide via the poly(hydrazide acid) intermediate. Inherent viscosities of poly(amideimide)s were in the range 0.60-0.64 dL/g in N,N-dimethylacetamide at 30 +/- 0.1 degrees C. Poly(amideimide)s could be solution cast into tough, transparent and flexible films from their N,N-dimethylacetamide solutions. The solubility of poly(amideimide)s was significantly improved by incorporation of pendant pentadecyl chains and were found to be soluble in N,N-dimethylacetamide, 1-methyl-2-pyrrolidinone, pyridine and m-cresol at room temperature or upon heating. Wide angle X-ray diffraction patterns of poly(amideimide)s revealed a broad halo at around 2 theta = similar to 19 degrees suggesting that polymers were amorphous in nature. In the small-angle region, diffuse to sharp reflections of a typically layered structure resulting from the packing of pentadecyl side chains were observed. The temperature at 10% weight loss (T(10)), determined by TGA in nitrogen atmosphere, of poly(amideimide)s was in the range of 388-410 degrees C indicating their good thermal stability. Glass transition temperatures of poly(amideimide)s were in the range 162-198 degrees C. It was observed that the plasticization effect of attached pentadecyl side chains induced the depression of T(g). (C) 2010 Elsevier Ltd. All rights reserved.

DOI10.1016/j.polymdegradstab.2010.01.030
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.594
Divison category: 
Polymer Science & Engineering