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Thermally rearranged polybenzoxazoles made from poly(orthohydroxyamide)s. Characterization and evaluation as gas separation membranes

AuthorsDíez, Blanca; Cuadrado, Purificación; Marcos-Fernández, Ángel ; González de la Campa, José; Tena, Alberto ; Prádanos, Pedro; Palacio, Laura; Moo Lee, Young; Álvarez, Cristina; Lozano López, Ángel Emilio ; Hernández, Antonio
KeywordsPoly(o-hydroxyamide)s (HPAs)
Thermal treatment
TR polymers
Gas separation membranes
CO2 separation
Issue Date2018
CitationReactive and Functional Polymers 127: 38-47 (2018)
AbstractTwo series of aromatic poly(ortho-hydroxyamide)s (poly(o-hydroxyamide)s, HPAs) were prepared by reaction of two diamines, 2,2-bis(3-amino-4-hydroxyphenyl) propane (APA) and 2,2-bis(3-amino-4-hydroxyphenyl) hexafluoropropane (APAF), with four aromatic diacid chlorides; terephthaloyl dichloride (TPC), isophthaloyl dichloride (IPC), 2,2-bis[4-chlorocarbonylphenyl)hexafluoropropane (6FC) and 4,4¿-sulfonyldibenzoyl dichloride (DBSC). Amorphous HPAs with high molecular weights (inherent viscosities higher than 0.5 dL/g) and relatively high glass transition temperatures (220¿280 °C) were obtained. Dense membranes of HPAs were able to undergo a thermal rearrangement (TR) process to polybenzoxazoles (ß-TR-PBOs) heating at moderate temperatures (between 250 and 375 °C), and their complete conversion was reached at a temperature below 375 °C, depending on the o-hydroxy diamine moiety, APA and APAF. The ß-TR-PBOs films derived from APAF showed a higher thermal stability and higher Tg than those from APA. Gas separation properties of TR-PBOs membranes were superior to those of their poly(o-hydroxyamide) precursors, particularly for the following gas pairs: O2/N2, CO2/CH4, He/CH4 and He/CO2.
Publisher version (URL)http://dx.doi.org/10.1016/j.reactfunctpolym.2018.03.013
Identifiersdoi: 10.1016/j.reactfunctpolym.2018.03.013
issn: 1381-5148
e-issn: 1873-166X
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