Chemistry and Properties of Imide Oligomers from Phenylethynyl-Containing Diamines

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.

1998 ◽  
Vol 10 (3) ◽  
pp. 273-283 ◽  
Author(s):  
J W Connell ◽  
J G Smith ◽  
P M Hergenrother

As part of a programme to develop high-performance/high-temperature structural resins for aeronautical applications, imide oligomers containing pendent and terminal phenylethynyl groups were prepared, characterized and the cured resins evaluated as composite matrices. The oligomers were prepared at a calculated number-average molecular weight of 5000 g mol−1 and contained 15–20 mol% pendent phenylethynyl groups. In previous work, an oligomer containing pendent and terminal phenylethynyl groups exhibited a high glass transition temperature (∼313 °C), and laminates therefrom exhibited high compressive properties, but processability, fracture toughness, microcrack resistance and damage tolerance were less than desired. In an attempt to improve these deficiencies, modifications in the oligomeric backbone involving the incorporation of 1,3-bis(3-aminophenoxy)benzene were investigated as a means of improving processability and toughness without detracting from the high glass transition temperature and high compressive properties. The amide acid oligomeric solutions were prepared in N-methyl-2-pyrrolidinone and were subsequently processed into imide powder, thin films, adhesive tape and carbon fibre prepreg. Neat resin plaques were fabricated from imide powder by compression moulding. The maximum processing pressure was 1.4 MPa and the cure temperature ranged from 350 to 371 °C for 1 h for the mouldings, adhesives, films and composites. The properties of the 1,3-bis(3-aminophenoxy)benzene modified cured imide oligomers containing pendent and terminal phenylethynyl groups are compared with those of previously prepared oligomers containing pendent and terminal phenylethynyl groups of similar composition and molecular weight.


Author(s):  
Cornel Tarabasanu Mihaila ◽  
Lavinia G. Hinescu ◽  
Cristian Boscornea ◽  
Carmen Moldovan ◽  
Mihai E. Hinescu

The paper presents the synthetic routes for obtaining some organic semiconductors and their characterization in order to use in thin film deposition for gas sensing devices. An original technique was used to control the molecular weight of polymeric phthalocyanine. We have fabricated devices consisting of evaporated thin films of copper, nickel, and iron phthalocyanines onto interdigital electrodes and estimated the electrical conductivity by in-situ measurements. The films were evaporated onto substrates (gold or aluminum) which were entirely integrated in the standard CMOS (capacitor metal oxide semiconductor) technology. The objectives of this work were to improve the synthesis methods of organic metal-complex tetraizoindoles and their polymers and to evaluate their electrical response and thermal stability as evaporated thin films. We have also investigated the variation of polymers conductivity and sublimation yield with the average molecular weight. We found that for polymeric phthalocyanines, the thermal stability was higher than for Pcs monomers. The stability of polymers increased with the average molecular weight.


e-Polymers ◽  
2003 ◽  
Vol 3 (1) ◽  
Author(s):  
Thomas Fey ◽  
Helmut Keul ◽  
Hartwig Höcker

Abstract Alternating poly(ester amide)s 6a - e were prepared by polycondensation of α-carboxyl-ω-hydroxyamides 3a - e which were obtained by aminolysis of glutaric anhydride (1) and α,ω-aminoalcohols, H2N-(CH2)x-OH (x = 2 - 6) 2a - e. The polycondensation was performed in dimethylformamide solution using a carbodiimide as activating agent, or in bulk with Bu2Sn(OMe)2, Ti(OBu)4 and Sn(octoate)2 as a catalyst. For the polycondensation in bulk, the influence of catalyst and of temperature on the number-average molecular weight was studied. 1H NMR analyses of the poly(ester amide)s clearly show the alternating microstructure. The poly(ester amide)s from glutaric anhydride and the homologous series of α,ω-aminoalcohols are semicrystalline materials; their melting points show the odd/even effect observed for other poly(ester amide)s.


2011 ◽  
Vol 418-420 ◽  
pp. 13-17
Author(s):  
Su Ran Liao ◽  
Yuan Wei ◽  
Yu Qi Zhang ◽  
Meng Zhang ◽  
Gao Fei Feng

The study of polyurethanes are of continuing interest due to their excellent physical properties. In this study, the reaction kinetics and polymerization conditions in two-step process of toluene diisocyante (TDI) and polypropylene glycol (PPG) with organo-tin mixed catalyst were investigated by di-n-butylamine back-titration. It was showed that the reaction obeyed the second-order equation of step-growth polymerization, the rate constants of TDI and PPG reaction at 50, 60 and 70°C were 0.0922, 0.3373 and 0.5828 kg•mol-1•min-1,respectively. The activation energy obtained from the result was 71.63 kJ•mol-1. The number average molecular weight (Mn) and molecular-weight distribution (Mw/Mn) of the polyurethane were 45175 and 1.53, respectively, and the content of hydrogen bonding in the N-H group from Fourier transform infrared spectrum (FTIR) was 80.75%, which manifested that the large amount of N-H were present in hydrogen bonding.


1975 ◽  
Vol 147 (3) ◽  
pp. 625-628 ◽  
Author(s):  
A A Hadjiolov ◽  
R A Cox ◽  
P Huvos

The 3′ hydroxyl end of 28S L-rRNA (major RNA species of the larger subribosomal particle) was labelled by coupling its 2-hydroxy-3-naphthoic acid hydrazine with diazotized [3H]aniline. The RNA was hydrolysed partially with ribonuclease T1 and fractionated on Sephadex G-200. The results show that a highly structured segment with 78% G+C content and a number-average molecular weight of at least 1.0×10(5)-1.8×10(5) is located at the 3′ hydroxyl end of the 28S rRNA molecule.


2004 ◽  
Vol 1 (5) ◽  
pp. 256-262 ◽  
Author(s):  
Kanuprasad Dahyalal Patel ◽  
Dhirubhai J. Desai ◽  
Manish M. Morekar ◽  
Yogesh Shrikant Tilak

N,N'-Dimethylol thiourea-formaldehyde (DMTUF) resin having the methylol group (CH2OH) has been prepared and characterized. The condensation of DMTUF resin with Phenol (P) was carried out in the presence of alcoholic alkali catalyst at varying ratios of DMTUF: P, namely 1:1, 1:1.5 and 1:2. The resultant DMTUFP resin was characterized by elemental analysis, IR spectral studies, number average molecular weight (M¯n) estimated by non-aqueous conductometric titration, and thermo gravimetry. The curing study of DMTUFP resin with hexamethylene tetramine (HMTA) was monitored by differential scanning calorimetry (DSC) and kinetic parameters were evaluated. Glass-reinforced composites based on the DMTUFP-HMTA system have also been prepared and characterized.


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