Synthesis of soluble polyimides and functionalized imide oligomers via solution imidization of aromatic diester-diacids and aromatic diamines

Polymer ◽  
1993 ◽  
Vol 34 (4) ◽  
pp. 819-824 ◽  
Author(s):  
T.M. Moy ◽  
C.D. DePorter ◽  
J.E. McGrath
2020 ◽  
Vol 138 (10) ◽  
pp. 49974
Author(s):  
Igor A. Sarychev ◽  
Vyacheslav V. Kireev ◽  
Vladimir V. Khmelnitskiy ◽  
Viktoria V. Vorobyeva ◽  
Anton S. Tupikov ◽  
...  

Polymers ◽  
2020 ◽  
Vol 13 (1) ◽  
pp. 130
Author(s):  
Carlos Corona-García ◽  
Alejandro Onchi ◽  
Arlette A. Santiago ◽  
Araceli Martínez ◽  
Daniella Esperanza Pacheco-Catalán ◽  
...  

The future availability of synthetic polymers is compromised due to the continuous depletion of fossil reserves; thus, the quest for sustainable and eco-friendly specialty polymers is of the utmost importance to ensure our lifestyle. In this regard, this study reports on the use of oleic acid as a renewable source to develop new ionomers intended for proton exchange membranes. Firstly, the cross-metathesis of oleic acid was conducted to yield a renewable and unsaturated long-chain aliphatic dicarboxylic acid, which was further subjected to polycondensation reactions with two aromatic diamines, 4,4′-(hexafluoroisopropylidene)bis(p-phenyleneoxy)dianiline and 4,4′-diamino-2,2′-stilbenedisulfonic acid, as comonomers for the synthesis of a series of partially renewable aromatic-aliphatic polyamides with an increasing degree of sulfonation (DS). The polymer chemical structures were confirmed by Fourier transform infrared (FTIR) and nuclear magnetic resonance (1H, 13C, and 19F NMR) spectroscopy, which revealed that the DS was effectively tailored by adjusting the feed molar ratio of the diamines. Next, we performed a study involving the ion exchange capacity, the water uptake, and the proton conductivity in membranes prepared from these partially renewable long-chain polyamides, along with a thorough characterization of the thermomechanical and physical properties. The highest value of the proton conductivity determined by electrochemical impedance spectroscopy (EIS) was found to be 1.55 mS cm−1 at 30 °C after activation of the polymer membrane.


2019 ◽  
Vol 55 (42) ◽  
pp. 5958-5961 ◽  
Author(s):  
Atanu Bera ◽  
Motahar Sk ◽  
Khushboo Singh ◽  
Debasis Banerjee

The nickel-catalysed dehydrogenative coupling of 1,2-di-amino-benzene with primary alcohols and diols for the synthesis of N-heterocycles is reported. The catalytic protocol enables the transformation in up to 91% yield and generates water and hydrogen gas as byproducts.


2018 ◽  
Vol 31 (3) ◽  
pp. 261-272 ◽  
Author(s):  
Yixiang Zhang ◽  
Masahiko Miyauchi ◽  
Steven Nutt

A new polymerized monomeric reactant (PMR)-type polyimide, designated TriA X, was investigated to determine polymer structure, processability, thermal, and mechanical properties and establish the relationship between the molecular structure and those properties. TriA X is a PMR-type polyimide with an asymmetric, irregular, and nonplanar backbone. Both the imide oligomers and the cross-linked polyimides of TriA X exhibited loose-packed amorphous structures, independent of thermal processing. The peculiar structures were attributed to the asymmetric backbone, which effectively prevented the formation of closed-packed chain stacking typically observed in polyimides. The imide oligomers exhibited a lower melt viscosity than a control imide oligomer (symmetric and semi-crystalline), indicating a higher chain mobility above the glass transition temperature ( Tg). The cured polyimide exhibited a Tg = 362°C and a decomposition temperature = 550°C. The cross-linked TriA X exhibited exceptional toughness and ductility (e.g. 15.1% at 23°C) for a polyimide, which was attributed to the high-molecular-weight oligomer and loose-packed amorphous structure. The thermal and mechanical properties of TriA X surpass those of PMR-15 and AFR-PE-4.


2000 ◽  
Vol 12 (1) ◽  
pp. 213-223 ◽  
Author(s):  
J G Smith ◽  
J W Connell

As an extension of work on pendent phenylethynyl-containing imide oligomers, three new diamines containing pendent phenylethynyl groups were prepared and characterized. These diamines were used to prepare pendent and pendent and terminal phenylethynyl imide oligomers via the amide acid route in N-methyl-2-pyrrolidinone at a calculated number average molecular weight of 5000 g mol−1. The pendent phenylethynyl groups were randomly distributed along the oligomer backbone and provided a means of controlling the distance between reactive sites. The imide oligomers were characterized and thermally cured, and the cured polymers evaluated as thin films and compared with materials of similar composition prepared from 3,5-diamino-4′-phenylethynylbenzophenone. This work was performed as part of a continuing research effort to develop structural resins for potential aeronautical applications.


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