Abstract
A set of five new aromatic poly(imide)s (PIs) incorporating pendant acyclic alkyl moieties were synthesized. The difference among them was the length and bulkiness of the pendant group, which comprises of linear alkyl chains from three to six carbon atoms, and a tert-butyl moiety. The effect of the side group length on the physical, thermal, mechanical, and gas transport properties was analyzed. All PIs exhibited low to moderate molecular weights (Mn ranged between 27.930–58.970 Da, and Mw ranged between 41.760–81.310 Da), good solubility in aprotic polar solvents, except for PI-t-4, which had a tert-butyl moiety and was soluble even in chloroform. This behaviour was probably due to the most significant bulkiness of the side group that increased the interchain distance, which was corroborated by the X-ray technique (PI-t-4 showed two d-spacing values: 5.1 and 14.3 Å). Pure gas permeabilities for several gases were reported (PI-3 (Barrer): He(52); H2(46); O2(5.4); N2(1.2); CH4(1.1); CO2(23); PI-t-4 (Barrer): He(139); H2(136); O2(16.7); N2(3.3); CH4(2.3); CO2(75); PI-5 (Barrer): He(44); H2(42); O2(5.9); N2(1.4); CH4(1.2); CO2(27); PI-6 (Barrer): He(45); H2(43); O2(6.7); N2(1.7); CH4(1.7); CO2(32)). Consistent higher volume in the side group was shown to yield the highest gas permeability. All poly(imide)s exhibited high thermal stability with 10% weight loss degradation temperature between 448–468 °C and glass transition temperature between 240–270 °C. The values associated to the tensile strength (45–87 MPa), elongation at break (3.2–11.98%), and tensile modulus (1.43–2.19 GPa) were those expected for aromatic poly(imide)s.
Highlights
A Study on the Impact of Size and Shape of LateralRodríguez-González 1,† , Germán Pérez 2,† , Vladimir Niebla 1 , Ignacio Jessop 3 , Rudy Martin-Trasanco 4 , Deysma Coll 5 , Pablo Ortiz 6 , Manuel Aguilar-Vega 7 , Luis H
One of the most important technological advances at the end of the 20th century was the industrial development of processes that include polymeric membranes for water treatment and gas separation [1].Membrane-based gas separation technologies have not yet succeeded in displacing traditional processes, such as separation by absorbents or cryogenic distillation, even when different polymeric materials have been tested as filters [2]
The monomers synthesis started with the nucleophilic substitution reaction on the commercial acyl chloride (DNBC) using five primary amines as nucleophile agents
Summary
Rodríguez-González 1,† , Germán Pérez 2,† , Vladimir Niebla 1 , Ignacio Jessop 3 , Rudy Martin-Trasanco 4 , Deysma Coll 5 , Pablo Ortiz 6 , Manuel Aguilar-Vega 7 , Luis H. Terraza 1,8, * and Alain Tundidor-Camba 1,8, *. Research Laboratory for Organic Polymers (RLOP), Department of Organic Chemistry, Pontificia. Laboratorio de Membranas, Unidad de Materiales, Centro de Investigación Científica de Yucatán. UC Energy Research Center, Pontificia Universidad Católica de Chile, Santiago 7810000, Chile. Rodríguez-González and Germán Pérez contributed to this work
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