Advanced aromatic polymers with excellent antiatomic oxygen performance derived from molecular precursor strategy and copolymerization of polyhedral oligomeric silsesquioxane

ACS Applied Materials and Interfaces

Volumn 7, Issue 36, 2015, Pages 20144-20155

  Wang, Pei ^a   Tang, Yusheng ^a   Yu, Zhen ^a   Gu, Junwei ^a   Kong, Jie ^a  

^a NORTHWESTERN POLYTECHNICAL UNIVERSITY   (China)

Author keywords

aromatic polymers; atomic oxygen; molecular precursor; poly(p phenylene benzobisoxazole); polyhedral oligomeric silsesquioxnae

Indexed keywords

AROMATIC COMPOUNDS; AROMATIZATION; ATOMS; COPOLYMERIZATION; DESIGN; DIMETHYL SULFOXIDE; MOLECULAR OXYGEN; OLIGOMERS; ORBITS; ORGANIC SOLVENTS; OXYGEN; SOLUBILITY;

AROMATIC HETEROCYCLIC POLYMERS; ATOMIC OXYGEN; MOLECULAR PRECURSOR; N , N-DIMETHYLACETAMIDE; POLY (P-PHENYLENE BENZOBISOXAZOLE); POLY(P PHENYLENE BENZOBISOXAZOLE) (PBO); POLYHEDRAL OLIGOMERIC SILSESQUIOXANES; POLYHEDRAL OLIGOMERIC SILSESQUIOXNAE;

AROMATIC POLYMERS;

EID: 84941777192     PISSN: 19448244     EISSN: 19448252     Source Type: Journal    
DOI: 10.1021/acsami.5b05490     Document Type: Article

References (48)

1. Wei, J.; Zhang, S.; Liu, X. Y.; Qian, J.; Hua, J. S.; Li, X. X.; Zhuang, Q. X. In situ Synthesis of Ternary BaTiO3/MWNT/PBO Electromagnetic Microwave Absorption Composites with Excellent Mechanical Properties and Thermostabilities J. Mater. Chem. A 2015, 3, 8205-8214 10.1039/C5TA01410G
2. Arnold, F. E.; Van Deusen, R. L. Unusual Film-forming Properties of Aromatic Heterocyclic Ladder Polymers J. Appl. Polym. Sci. 1971, 15, 2035-2047 10.1002/app.1971.070150820
3. Fukumaru, T.; Saegusa, Y.; Fujigaya, T.; Nakashima, N. Fabrication of Poly(p-phenylenebenzobisoxazole) Film using a Soluble Poly(o-alkoxyphenylamide) as the Precursor Macromolecules 2014, 47, 2088-2095 10.1021/ma4024526
4. Lee, J. K.; Kim, J. H.; Kim, Y. J. Synthesis and Characterization of Fluorine-containing Polybenzoxazoles by High-temperature Direct Polycondensation Bull. Korean Chem. Soc. 2003, 24, 1029-1031 10.5012/bkcs.2003.24.7.1029
5. Matsuura, T.; Ando, S.; Matsui, S.; Sasaki, S.; Yamamoto, F. Heat-resistant Singlemode Optical Waveguides using Fluorinated Polyimides Electron. Lett. 1993, 29, 2107-2109 10.1049/el:19931409
6. Cheng, S. Z. D.; Wu, Z. Q.; Mark, E.; Hsu, S. L. C.; Harris, F. W. A High-performance Aromatic Polyimide Fibre: 1. Structure, Properties and Mechanical-history Dependence Polymer 1991, 32, 1803-1810 10.1016/0032-3861(91)90367-R
7. Su, P. H.; Cheng, J.; Li, J. F.; Liao, Y. H.; Yu, T. L. High Temperature Polybenzimidazole Membrane Electrode Assemblies using Pyridine-polybenzimizazole as Catalyst Layer Binder J. Power Sources 2014, 260, 131-139 10.1016/j.jpowsour.2014.02.101
8. So, Y. H.; Bell, B.; Heeschen, J. P.; Nyquist, R. A.; Murlick, C. L. Poly(p-phenylenebenzobisoxazole) Fiber with Polyphenylene Sulfide Pendent Groups J. Polym. Sci., Part A: Polym. Chem. 1995, 33, 159-164 10.1002/pola.1995.080330118
9. Zhang, C. H.; Huang, Y. D.; Yuan, W. J.; Zhang, J. N. UV Aging Resistance Properties of PBO Fiber Coated with Nano-ZnO Hybrid Sizing J. Appl. Polym. Sci. 2011, 120, 2468-2476 10.1002/app.33461
10. Koontz, S. L.; Leger, L. J.; Visentine, J. T.; Hunton, D. E.; Cross, J. B.; Hakes, C. L. EOIM-III Mass Spectrometry and Polymer Chemistry-STS 46 J. Spacecr. Rockets 1995, 32, 483-495 10.2514/3.26641
11. Buczala, D. M.; Brunsvold, A. L.; Minton, T. K. Erosion of Kapton H by Hyperthermal Atomic Oxygen J. Spacecr. Rockets 2006, 43, 421-425 10.2514/1.16402
12. Waters, D. L.; Banks, B. A.; De Groh, K. K.; Miller, S. K. R.; Thorson, S. D. The Atomic Oxygen Erosion Depth and Cone Height of Various Materials at Hyperthermal Energy High Perform. Polym. 2008, 20, 512-522 10.1177/0954008308089712
13. Nicholson, K. T.; Sibener, S. J.; Minton, T. K. Nucleation and Growth of Nanoscale to Microscale Cylindrical Pits in Highly-ordered Pyrolytic Graphite upon Hyperthermal Atomic Oxygen Exposure High Perform. Polym. 2004, 16, 197-206 10.1177/0954008304044122
14. Zhang, K.; Liu, J.; Ohashi, S.; Liu, X.; Han, Z.; Ishida, H. Synthesis of High Thermal Stability Polybenzoxazoles via Ortho-imide-functional Benzoxazine Monomers J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 1330-1338 10.1002/pola.27565
15. Chen, L.; Wei, F.; Liu, L.; Cheng, W. L.; Hu, Z.; Wu, G. S.; Du, Y. Z.; Zhang, C. H.; Huang, Y. D. Grafting of Silane and Graphene Oxide onto PBO Fibers: Multifunctional Interphase for Fiber/polymer Matrix Composites with Simultaneously Improved Interfacial and Atomic Oxygen Resistant Properties Compos. Sci. Technol. 2015, 106, 32-38 10.1016/j.compscitech.2014.10.021
16. Wolfe, J. F.; Arnold, F. E. Rigid-rod Polymers. 1. Synthesis and Thermal Properties of Para-aromatic Polymers with 2, 6-Benzobisoxazole Units in the Main Chain Macromolecules 1981, 14, 909-915 10.1021/ma50005a004
17. Choe, E. W.; Kim, S. N. Synthesis, Spinning, and Fiber Mechanical Properties of Poly (p-phenylenebenzobisoxazole) Macromolecules 1981, 14, 920-924 10.1021/ma50005a006
18. Walsh, P. J.; Hu, X. B.; Cunniff, P.; Lesser, A. J. Environmental Effects on Poly-p-phenylenebenzobisoxazole Fibers. I. Mechanisms of Degradation J. Appl. Polym. Sci. 2006, 102, 3517-3525 10.1002/app.24788
19. Fukumaru, T.; Fujigaya, T.; Nakashima, N. Extremely High Thermal Resistive Poly (p-phenylene benzobisoxazole) with Desired Shape and Form from a Newly Synthesized Soluble Precursor Macromolecules 2012, 45, 4247-4253 10.1021/ma3006526
20. Kannan, R. Y.; Salacinski, H. J.; Butler, P. E.; Seifalian, A. M. Polyhedral Oligomeric Silsesquioxane Nanocomposites: the Next Generation Material for Biomedical Applications Acc. Chem. Res. 2005, 38, 879-884 10.1021/ar050055b
21. Lin, Z. W.; Lu, P. T.; Yu, X. F.; Zhang, W. B.; Huang, M. J.; Wu, K.; Guo, K.; Wesdemiotis, C.; Zhu, X. L.; Zhang, Z. B.; Yue, K.; Cheng, S. Z. D. Sequential "Click" Synthesis of "Nano-Diamond-Ring-like" Giant Surfactants Based on Functionalized Hydrophilic POSS/C60 Tethered with Cyclic Polystyrenes Macromolecules 2014, 47, 4160-4168 10.1021/ma500696h
22. Li, J. Z.; Zhou, Z.; Ma, L.; Chen, G. X.; Li, Q. F. Hierarchical Assembly of Amphiphilic POSS-cyclodextrin Molecules and Azobenzene End-capped Polymers Macromolecules 2014, 47, 5739-5748 10.1021/ma501100r
23. Zhang, W. A.; Yuan, J. Y.; Weiss, S.; Ye, X. D.; Li, C. L.; Müller, A. H. E. Telechelic Hybrid Poly(acrylic acid)s Containing Polyhedral Oligomeric Silsesquioxane (POSS) and Their Self-assembly in Water Macromolecules 2011, 44, 6891-6898 10.1021/ma201152t
24. Majumdar, P.; Lee, E.; Gubbins, N.; Stafslien, S. J.; Daniels, J.; Thorson, C. J.; Chisholm, B. J. Synthesis and Antimicrobial Activity of Quaternary Ammonium-functionalized POSS (Q-POSS) and Polysiloxane Coatings Containing Q-POSS Polymer 2009, 50, 1124-1133 10.1016/j.polymer.2009.01.009
25. Li, G. Z.; Wang, L. C.; Ni, H. L.; Pittman, C. U., Jr. Polyhedral Oligomeric Silsesquioxane (POSS) Polymers and Copolymers: a Review J. Inorg. Organomet. Polym. 2001, 11, 123-154 10.1023/A:1015287910502
26. Wei, K.; Wang, L.; Li, L.; Zheng, S. X. Synthesis and Characterization of Bead-like Poly (N-isopropylacrylamide) Copolymers with Double Decker Silsesquioxane in the Main Chains Polym. Chem. 2015, 6, 256-269 10.1039/C4PY00786G
27. Minton, T. K.; Wright, M. E.; Tomczak, S. J.; Marquez, S. A.; Shen, L. H.; Brunsvold, A. L.; Cooper, R.; Zhang, J. M.; Vij, V.; Guenthner, A. J.; Petteys, B. J. Atomic Oxygen Effects on POSS Polyimides in Low Earth Orbit ACS Appl. Mater. Interfaces 2012, 4, 492-502 10.1021/am201509n
28. Gonzalez, R. I.; Phillips, S. H.; Hoflund, G. B. In situ Oxygen-atom Erosion Study of Polyhedral Oligomeric Silsesquioxane-siloxane Copolymer J. Spacecr. Rockets 2000, 37, 463-467 10.2514/2.3606
29. Leu, C. M.; Chang, Y. T.; Wei, K. H. Synthesis and Dielectric Properties of Polyimide-tethered Polyhedral Oligomeric Silsesquioxane (POSS) Nanocomposites via POSS-diamine Macromolecules 2003, 36, 9122-9127 10.1021/ma034743r
30. Hoflund, G. B.; Gonzalez, R. I.; Phillips, S. H. In situ Oxygen Atom Erosion Study of a Polyhedral Oligomeric Silsesquioxane-polyurethane Copolymer J. Adhes. Sci. Technol. 2001, 15, 1199-1211 10.1163/156856101317048707
31. Wu, S. M.; Hayakawa, T.; Kakimoto, M. A.; Oikawa, H. Synthesis and Characterization of Organosoluble Aromatic Polyimides Containing POSS in Main Chain Derived from Double-decker-shaped Silsesquioxane Macromolecules 2008, 41, 3481-3487 10.1021/ma7027227
32. Standard Practices for Ground Laboratory Atomic Oxygen Interaction Evaluation of Materials for Space Applications, ASTM E2089-00; ASTM International: West Conshohocken, PA, 2014.
33. Atar, N.; Grossman, E.; Gouzman, I.; Bolker, A.; Murray, V. J.; Marshall, B. C.; Qian, M.; Minton, T. K.; Hanein, Y. Atomic-oxygen-durable and Electrically-conductive CNT-POSS-Polyimide Flexible Films for Space Applications ACS Appl. Mater. Interfaces 2015, 7, 12047-12056 10.1021/acsami.5b02200
34. Watson, K. A.; Palmieri, F. L.; Connell, J. W. Space Environmentally Stable Polyimides and Copolyimides Derived from [2, 4-bis(3-aminophenoxy) phenyl] Diphenylphosphine oxide″ Macromolecules 2002, 35, 4968-4974 10.1021/ma0201779
35. Verker, R.; Grossman, E.; Gouzman, I.; Eliaz, N. POSS-polyimide Nanocomposite Films: Simulated Hypervelocity Space Debris and Atomic Oxygen Effects High Perform. Polym. 2008, 20, 475-491 10.1177/0954008308089710
36. Narushima, K.; Yamashita, N.; Isono, Y.; Islam, M. R.; Takeuchi, M.; Islam, M. R.; Takeuchi, M. Effect of Irradiation Power on Surface Modification of Polyester by Ammonia Plasma Treatment Jpn. J. Appl. Phys. 2008, 47, 3603-3605 10.1143/JJAP.47.3603
37. Ramires, P. A.; Mirenghi, L.; Romano, A. R.; Palumbo, F.; Nicolardi, G. Plasma-treated PET Surfaces Improve the Biocompatibility of Human Endothelial Cells J. Biomed. Mater. Res. 2000, 51, 535-539 10.1002/1097-4636(20000905)51:3<535::AID-JBM31>3.0.CO;2-P
38. Kong, J.; Wang, M. J.; Zou, J. H.; An, L. N. Soluble and Meltable Hyperbranched Polyborosilazanes towards High-temperature Stable SiBCN Ceramics ACS Appl. Mater. Interfaces 2015, 7, 6733-6744 10.1021/am509129a
39. Nakayama, Y.; Imagawa, K.; Tagashira, M.; Nakai, M.; Kudoh, H.; Sugimoto, M.; Kasai, N.; Seguchi, T. Evaluation and Analysis of Thermal Control Materials under Ground Simulation Test for Space Environment Effects High Perform. Polym. 2001, 13, 433-451 10.1088/0954-0083/13/3/334
40. López-Santos, C.; Yubero, F.; Cotrino, J.; González-Elipe, A. R. Surface Functionalization, Oxygen Depth Profiles, and Wetting Behavior of PET Treated with Different Nitrogen Plasmas ACS Appl. Mater. Interfaces 2010, 2, 980-990 10.1021/am100052w
41. Edwards, D. L.; Tighe, A. P.; Eesbeek, M. V.; Kimoto, Y.; de Groh, K. K. Overview of the Natural Space Environment and ESA, JAXA, and NASA Materials Flight Experiments MRS Bull. 2010, 35, 25-34 10.1557/mrs2010.613
42. De Groh, K. K.; Banks, B. A.; Mccarthy, C. E.; Rucker, R. N.; Roberts, L. M.; Berger, L. A. MISSE 2 PEACE polymers atomic oxygen erosion experiment on the international space station High Perform. Polym. 2008, 20, 388-409 10.1177/0954008308089705
43. Zheng, L.; Farris, R. J.; Coughlin, E. B. Novel Polyolefin Nanocomposites: Synthesis and Characterizations of Metallocene-catalyzed Polyolefin Polyhedral Oligomeric Silsesquioxane Copolymers Macromolecules 2001, 34, 8034-8039 10.1021/ma0110094
44. Liu, Y.; Shi, Z. X.; Xu, H. J.; Fang, J. H.; Ma, X. D.; Yin, J. Preparation, Characterization, and Properties of Novel Polyhedral Oligomeric Silsesquioxane-Polybenzimidazole Nanocomposites by Friedel-Crafts Reaction Macromolecules 2010, 43, 6731-6738 10.1021/ma1011792
45. Huang, J. C.; He, C. B.; Xiao, Y.; Mya, K. Y.; Dai, J.; Siow, Y. P. Polyimide/POSS Nanocomposites: Interfacial Interaction, Thermal Properties and Mechanical Properties Polymer 2003, 44, 4491-4499 10.1016/S0032-3861(03)00434-8
46. Wu, J.; Mather, P. T. POSS Polymers: Physical Properties and Biomaterials Applications Polym. Rev. 2009, 49, 25-63 10.1080/15583720802656237
47. Lei, X. F.; Qiao, M. T.; Tian, L. D.; Yao, P.; Ma, Y.; Zhang, H. P.; Zhang, Q. Y. Improved Space Survivability of Polyhedral Oligomeric Silsesquioxane (POSS) Polyimides Fabricated via Novel POSS-diamine Corros. Sci. 2015, 90, 223-238 10.1016/j.corsci.2014.10.013
48. Lei, X. F.; Chen, Y.; Zhang, H. P.; Li, X. J.; Yao, P.; Zhang, Q. Y. Space Survivable Polyimides with Excellent Optical Transparency and Self-Healing Properties Derived from Hyperbranched Polysiloxane ACS Appl. Mater. Interfaces 2013, 5, 10207-10220 10.1021/am402957s