Effect of the chemical structure of various diamines on the gas separation of thermally rearranged poly(benzoxazole-co-imide) (TR-PBO-co-I) membranes

Journal of Membrane Science

Volumn 444, Issue , 2013, Pages 365-377

  Soo, Chye Yang ^a   Jo, Hye Jin ^a   Lee, Young Moo ^a   Quay, Jeffrey R ^b   Murphy, M Keith ^c  

^a Hanyang University   (South Korea)

^b AIR PRODUCTS AND CHEMICALS INC   (United States)

^c Air Products and Chemicals Inc   (United States)

Author keywords

Fractional free volume; Polybenzoxazole; Polybenzoxazole co imide; Polyimide; Thermally rearranged

Indexed keywords

COPOLYMER MEMBRANE; FRACTIONAL FREE VOLUME; GAS SEPARATION PERFORMANCE; POLYBENZOXAZOLE; POLYBENZOXAZOLE-CO-IMIDE; POLYMER CHAIN PACKING; ROTATIONAL MOBILITY; THERMALLY REARRANGED;

AMINES; FREE VOLUME; GAS PERMEABILITY; GASES; POLYIMIDES; STRUCTURE (COMPOSITION);

GAS PERMEABLE MEMBRANES;

ACID ANHYDRIDE; BENZOXAZOLE DERIVATIVE; DIAMINE; MONOMER; POLY(BENZOXAZOLE CO IMIDE); POLYIMIDE; POLYMER; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; GAS; GAS PERMEABILITY; GAS TRANSPORT; MEMBRANE; MOLECULE; PRIORITY JOURNAL; THERMAL ANALYSIS;

EID: 84879536678     PISSN: 03767388     EISSN: 18733123     Source Type: Journal    
DOI: 10.1016/j.memsci.2013.05.056     Document Type: Article

References (31)

1. Liaw D.J., Wang K.L., Huang Y.C., Lee K.R., Lai J.Y., Ha C.S. Advanced polyimide materials: synthesis, physical properties and applications. Prog. Polym. Sci. 2012, 37:907-974.
2. 2 binary mixtures using polyimide membranes. J. Membr. Sci. 2007, 293:53-65.
3. Robeson L.M. Correlation of separation factor versus permeability for polymeric membranes. J. Membr. Sci. 1991, 62:165-185.
4. Robeson L.M. The upper bound revisited. J. Membr. Sci. 2008, 320:390-400.
5. 2 removal from natural gas-a review. Prog. Polym. Sci. 2009, 34:561-580.
6. Park H.B., Jung C.H., Lee Y.M., Hill A.J., Pas S.J., Mudie S.T., Van Wagner E., Freeman B.D., Cookson D.J. Polymers with cavities tuned for fast selective transport of molecules and ions. Science 2007, 318:254-258.
7. Jung C.H., Lee J.E., Han S.H., Park H.B., Lee Y.M. Highly permeable and selective poly(benzoxazole-co-imide) membranes for gas separation. J. Membr. Sci. 2010, 350:301-309.
8. 2 separation. J. Membr. Sci. 2010, 359:11-24.
9. Han S.H., Misdan N., Kim S.J., Doherty C.M., Hill A.J., Lee Y.M. Thermally rearranged (TR) polybenzoxazole: effects of diverse imidization routes on physical properties and gas transport behaviors. Macromolecules 2010, 43:7657-7667.
10. Chang J.H., Park K.M., Lee S.M., Oh J.B. Two step thermal conversion from poly(amic acid) to polybenzoxazole via polyimide: their thermal and mechanical properties. J. Polym. Sci., Part B: Polym. Phys. 2000, 38:2537-2545.
11. Orszagh J.Z., Chreptowicz T. Thermal degradation of polyimides-II mechanism of carbon dioxide formation during thermal degradation. Eur. Polym. J. 1981, 17:877-880.
12. Bruck S.D. Thermal degradation of an aromatic polypyromellitimide in air and vacuum II-the effect of impurities and the nature of degradation products. Polymer (Guildf) 1965, 6:49-61.
13. Jakab E., Till F., Szekely T., Kozhabekov S.S., Zhubanov B.A. Thermal decomposition of aryl-alicyclic polyimides studied by thermogravimetry/mass spectrometry and pyrolysis-gas chromatography/mass spectrometry. J. Anal. Appl. Pyrolysis 1992, 23:229-243.
14. Cella J.A. Degradation and stability of polyimides. Polym. Degrad. Stab. 1992, 36:99-110.
15. Hsiao S.H., Lin K.H. Polyimides derived from novel asymmetric ether diamine. J. Polym. Sci., Part A: Pol. Chem. 2005, 43:331-341.
16. Matsumoto K., Xu P. Gas permeation of aromatic polyimides. II. Influence of chemical structure. J. Membr. Sci. 1993, 81:23-30.
17. Breck D.W. Zeolite Molecular Sieves: Structure, Chemistry and Use 1974, John Wiley & Sons, Inc., New York.
18. Gowariker V.R., Viswanathan N.V., Sreedhar J. Polymer Science 1986, New Age International (P) Ltd., New Delhi.
19. Ando S., Matsuura T., Sasaki S. Coloration of aromatic polyimides and electronic properties of their source materials. Polym. J. 1997, 29(1):69-76.
20. Grubb T.L., Ulery V.L., Smith T.J., Tullos G.L., Yagci H., Mathias L.J., Langsam M. Highly soluble polyimides from sterically hindered diamines. Polymer 1999, 40:4279-4288.
21. Calle M., Chan Y.S., Jo H.J., Lee Y.M. The relationship between the chemical structure and thermal conversion temperatures of thermally rearranged (TR) polymers. Polymer (Guildf) 2012, 53:2783-2791.
22. Bondi A. Van der Waals volume and Radii. J. Phys. Chem. 1964, 68:441-451.
23. Van Krevelen D.W., Te Nijenhuis K. Properties of Polymers: Their Correlation with Chemical Structure; Their Numerical Estimation and Prediction From Additive Group Contributions 2009, Elsevier, Amsterdam.
24. Park J.Y., Paul D.R. Correlation and prediction of gas permeability in glassy polymer membrane materials via a modified free volume based group contribution method. J. Membr. Sci. 1997, 125:23-39.
25. Sanders D.F., Smith Z.P., Ribeiro C.P., Guo R.L., McGrath J.E., Paul D.R., Freeman B.D. Gas permeability, diffusivity, and free volume of thermally rearranged polymers based on 3,3'-dihydroxy-4,4'-diamino-biphenyl (HAB) and 2,2'-bis-(3,4-dicarboxyphenyl) hexafluoropropane dianhydride. J. Membr. Sci. 2012, 409-410:232-241.
26. Espeso J., Lozano A.E., De La Campa J.G., De Abajo J. Effect of substituents on the permeation properties of polyamide membranes. J. Membr. Sci. 2006, 280:659-665.
27. Kim T.H., Koros W.J., Husk G.R., O'Brien K.C. Relationship between gas separation properties and chemical structure in a series of aromatic polyimides. J. Membr. Sci. 1988, 37:45-62.
28. McCaig M.S., Seo E.D., Paul D.R. Effects of bromine substitution on the physical and gas transport properties of five series of glassy polymers. Polymer (Guildf) 1999, 40:3367-3382.
29. Baker R.W. Membrane Technology and Applications 2004, John Wiley & Sons, Ltd., New York. Second Ed.
30. Coleman M.R., Koros W.J. Isomeric polyimides based on fluorinated dianhydrides and diamines for gas separation applications. J. Membr. Sci. 1990, 50:285-297.
31. McHattie J.S., Koros W.J., Paul D.R. Gas transport properties of polysulphones: 2. Effect of bisphenol connector group. Polymer (Guildf) 1991, 32:2618-2625.