Crosslinking and stabilization of high fractional free volume polymers for gas separation

International Journal of Greenhouse Gas Control

Volumn 2, Issue 4, 2008, Pages 492-501

  Shao, Lei ^a   Samseth, Jon ^b,c   Hägg, May Britt ^a  

^a NORWEGIAN UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Norway)

^b SINTEF MATERIALS AND CHEMISTRY   (Norway)

^c OSLO METROPOLITAN UNIVERSITY   (Norway)

Author keywords

Crosslinking; Gas separation; Membranes; Poly(4 methyl 2 pentyne)

Indexed keywords

CARBON TETRACHLORIDE; COMPOSITE MEMBRANES; CROSSLINKING; FREE VOLUME; IRRADIATION; MEMBRANES;

CROSS LINKED MEMBRANES; CROSS-LINKABLE; FRACTIONAL FREE VOLUME; GAS SEPARATIONS; HEXAFLUOROISOPROPYLIDENE; MECHANICALLY STABLE; POLY(4-METHYL-2-PENTYNE); POLYDIMETHYLSILOXANE PDMS;

GAS PERMEABLE MEMBRANES;

MEMBRANE; PERMEABILITY; POLYMER; SEPARATION;

EID: 51449101677     PISSN: 17505836     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijggc.2008.04.005     Document Type: Article

References (45)

1. Baker R.W. Membrane Technology and Application. 2nd ed. (2004), J. Wiley, New York
2. Bondi A. Physical Properties of Molecular Crystals, Liquids and Glasses (1968), Wiley, New York
3. Cernia E., D'Ilario L., Lupoli M., Mantovani E., Schwarz M., Benni P., and Zanobi A. Thermal- and UV-induced cis/trans isomerization of undoped polyacetylene films. An ESR and IR investigation. J. Polym. Sci. 22 (1984) 3393-3399
4. Chung T.-S., Chng M.L., Pramoda K.P., and Xiao Y. PAMAM dendrimer-induced cross-linking modification of polyimide membranes. Langmuir 20 (2004) 2966-2969
5. Coe, D.G., 1967. Diaryl fluoro compounds. US Patent 3,310,573.
6. Consolati G., Genco I., Pegoraro M., and Zanderighi L. Positron annihilation lifetime (PAL) in poly[1-(trimethyl-silyl)propyne] (PTMSP): free volume determination and time dependence of permeability. J. Polym. Sci. Part B: Polym. Phys. 34 (1996) 357-367
7. DeForset W. Photoresist Materials and Processes (1975), McGraw Hill, New York
8. Ghosal K., and Freeman B.D. Gas separation using polymer membranes: an overview. Polym. Adv. Technol. 5 (1994) 673-697
9. 129Xe-NMR study of free volume in amorphous perfluorinated polymers: comparsion with other methods. Polymer 44 (2003) 5039-5045
10. He Z., Pinnau I., and Morisato A. Nanostructured poly(4-methyl-2-pentyne)/silica hybrid membranes for gas separation. Desalination 146 (2002) 11-15
11. Hepher, M., Wagner, H.M., 1958. Azide resin photolithographic composition. US Patent 2,852,379.
12. Hofmann D., Entrialgo-Castano M., Lerbret A., Heuchel M., and Yampolskii Y. Molecular modeling investigation of free volume distributions in stiff chain polymers with conventional and ultrahigh free volume: comparison between molecular modeling and positron lifetime studies. Macromolecules 36 (2003) 8528-8538
13. Hofmann D., Heuchel M., Yampolskii Y., Khotimskii V., and Shantarovich V. Free volume distributions in ultrahigh and lower free volume polymers: comparison between molecular modeling and positron lifetime studies. Macromolecules 35 (2002) 2129-2140
14. 2 selectivity improvement for polytrimethylsilylpropyne membranes by UV-irradiation and further enhancement by subambient temperature operation. J. Membr. Sci. 79 (1993) 1-10
15. Jia J., and Baker G.L. Crosslinking of poly(1-trimethylsilyl-1-propyne) membranes using bis(aryl azides). J. Polym. Sci. Part B: Polym. Phys. 36 (1998) 959-968
16. Khotimsky V.S., Matson S.M., Litvinova E.G., Bondarenko G.N., and Rebrov A.I. Synthesis of poly(4-methyl-2-pentyne) with various configurations of macromolecular chains. Polym. Sci. Ser. A 45 8 (2003) 740 (Russia)
17. Kita H., Inada T., Tanaka K., and Okamoto K. Effect of photocrosslinking on permeability and permselectivity of gases through benzophenone-containing polyimide. J. Membr. Sci. 87 (1994) 139-147
18. Kobayashi Y., Haraya K., Hattori S., and Sasuga T. Evaluation of polymer free volume by positron annihilation and gas diffusivity measurements. Polymer 35 (1994) 925-928
19. Lie, J.A., 2005. Synthesis, performance and regeneration of carbon membranes for biogas upgrading-a future energy carrier. Ph.D. Thesis. NTNU, 152, Trondheim, Norway.
20. Lin S., Kai T., Freeman B.D., Kalakkunnath S., and Kalika D.S. The effect of cross-linking on gas permeability in cross-linked poly(ethylene glycol diacrylate). Macromolecules 38 (2005) 8381-8393
21. Lindbråthen, A., 2005. Development and modification of glass membranes for aggressive gas separations. Ph.D. Thesis. NTNU, 24, Trondheim, Norway.
22. Lindbråthen A., and Hägg M.-B. Glass membranes for purification of aggressive gases. Part II. Adsorption measurements and diffusion coefficient estimations. J. Membr. Sci. 259 (2005) 154-160
23. Ling C., Minato M., Lahti P.M., and van Willigen H. Models for intramolecular exchange in organic 7r-conjugated open-shell systems. A comparison of 1,l-ethenediyl and carbonyl linked bis(arylnitrenes). J. Am. Chem. Soc. 114 (1992) 9959-9969
24. Liu Y., Wang R., and Chung T.S. Chemically cross-linking modification of polyimide membranes for gas separation. J. Membr. Sci. 189 (2001) 231-237
25. Merkel T.C., Freeman B.D., Spontak R.J., He Z., Pinnau I., Meakin P., and Hill A.J. Ultrapermeable reverse-selective nanocomposite membranes. Science 296 (2002) 519-522
26. Merkel T.C., Freeman B.D., Spontak R.J., He Z., Pinnau I., Meakin P., and Hill A.J. Sorption, transport, and structural evidence for enhanced free volume in poly(4-methyl-2-pentyne)/fumed silica nanocomposite membranes. Chem. Mater. 15 (2003) 109-123
27. Morisato A., and Pinnau I. Synthesis and gas permeation properties of poly(4-methyl-2-pentyne). J. Membr. Sci. 121 (1996) 243-250
28. Mulder M. Basic Principles of Membrane Technology. 2nd ed. (1996), Kluwer Academic Publishers, Amsterdam
29. Nagai K., Kanehashi S., Tabei S., and Nakagawa T. Nitrogen permeability and carbon dioxide solubility in poly(1-trimethylsilyl-1-propyne)-based binary substituted polyacetylene blends. J. Membr. Sci. 251 (2005) 101-110
30. Nagai K., Sugawara A., Kazama S., and Freeman B.D. Effects of physical aging on solubility, diffusivity, and permeability of propane and n-butane in poly(4-methyl-2-pentyne). J. Polym. Sci. Part B: Polym. Phys. 42 (2004) 2407-2418
31. O'Brien K.C., Koros W.J., Barbari T.A., and Sanders E.S. A new technique for the measurement of multicomponent gas transport through polymer films. J. Membr. Sci. 29 (1986) 229-238
32. Paul D.R., and Yampolskii Y.P. Polymeric Gas Separation Membranes (1994), CRC Press, Boca Raton, FL
33. Pinnau, I., Morisato, A., 1998. Substituted polyacetylene separation membrane. US Patent 5,707,423.
34. Roe R.J., and Curro J.J. Small-angle X-ray scattering study of density fluctuation in polystyrene annealed below the glass transition temperature. Macromolecules 16 (1983) 428-434
35. Rolland M., Bernier P., Lefrannt S., and Aldissi M. Conductivity measurements during the cis-trans isomerization of (CH)x films. Polymer 21 (1980) 1111-1112
36. 4 separation characteristics of polyimides by chemical crosslinking. J. Membr. Sci. 155 (1999) 145-154
37. Staudt-Bickel, C., Miller, S.J., Wind, J., Wallace, D., Koros, W.J., 2007. Crosslinked and crosslinkable hollow fiber membrane and method of making same utility. US Patent 7,247,191.
38. Stern S.A. Polymers for gas separations: the next decade. J. Membr. Sci. 94 (1994) 1-65
39. Toshima N. Polymers for Gas Separation (1992), VCH, Weinheim pp. 15-49, Chapter 2
40. van Krevelen D.W. Properties of Polymers (1997), Elsevier, Amsterdam
41. Wiley and Sons, J., 1973. Organic Syntheses. Collective vol. 5, New York.
42. Wright C.T., and Paul D.R. Gas sorption and transport in UV-irradiated polyarylate copolymers based on tetramethyl bisphenol-A and dihydroxybenzophenone. J. Membr. Sci. 124 (1997) 161-174
43. Yampolskii Y.P., Kaliuzhnyi N.E., and Durgar'yan S.G. Thermodynamics of sorption in glassy poly(vinyltrimethylsilane). Macromolecules 19 (1986) 846-850
44. Yampolskii Y.P., Motyakin M.V., Wasserman A.M., Masuda T., Teraguchi M., Khotimskii V.S., and Freeman B.D. Study of high permeability polymers by means of the spin probe technique. Polymer 40 (1999) 1745-1752
45. Yampolskii Y.P., Shantorovich V.P., Chernyakovskii F.P., Kornilov A.I., and Plate N.A. Estimation of free volume in poly(trimethylsilyl propyne) by positron annihilation and electrochromism methods. J. Appl. Polym. Sci. 47 (1993) 85-92