Synthesis, UV-curing Behavior and Surface Properties of New Fluorine-containing Aromatic Oxetane Monomers
- Corresponding author: Ying-Quan Zou, zouyq@263.net
Citation:
Shu-Qing Fang, Yu-Lian Pang, Ying-Quan Zou. Synthesis, UV-curing Behavior and Surface Properties of New Fluorine-containing Aromatic Oxetane Monomers[J]. Chinese Journal of Polymer Science,
;2018, 36(4): 521-527.
doi:
10.1007/s10118-018-2048-4
Sangermano M., Bongiovanni R., Malucelli G., Priola A., Thomas R. R., Medsker R. E., Kim Y., Kausch C. M.. Synthesis and cationic photopolymerization of a new fluorinated oxetane monomer[J]. Polymer, 2004,45(7):2133-2139. doi: 10.1016/j.polymer.2004.01.046
Yang J., Huang W. Y.. Synthesis and characterization of a novel fluorine-containing hydrophobically associating polymer[J]. Chinese J. Polym. Sci., 1999,17(3):281-288.
Wan S. C., Huang B. W., Du Z. P.. Study on the synthesis of 3, 3'-[1, 4-butanediylbis(oxymethylene)]bis[(3-ethyl)oxetane] for the novel cationic curing monomer[J]. Imag. Sci. Photochem., 2016:181-189.
Kurt P., Wynne K. J.. Co-polyoxetanes with alkylammonium and fluorous or PEG-like side chains:soft blocks for surface modifying polyurethanes[J]. Macromolecules, 2007,40(26):9537-9543. doi: 10.1021/ma071763a
Škola O., Jašúrek B., Veselý D., Němec P.. Mechanical properties of polymer layers fabricated via hybrid free radical-cationic polymerization of acrylate, epoxide, and oxetane binders[J]. Prog. Org. Coat., 2016,101:279-287. doi: 10.1016/j.porgcoat.2016.08.020
Nakano Y., Tsutsumi H.. Ion conduction and electrochemical performance of poly(oxetane)-based electrolytes with tri(cyanoethoxymethyl) moiety as a side chain[J]. ECS Transactions, 2014,62(1):255-263. doi: 10.1149/06201.0255ecst
Zhan F., Cheng X., Shi W. F.. Synthesis and properties of oxetane-based polysiloxanes used for cationic UV curing coatings[J]. Polym. Adv. Technol., 2012,23(3):645-651. doi: 10.1002/pat.v23.3
Bongiovanni R., Malucelli G., Sangermano M., Priola A.. Fluorinated networks through photopolymerisation processes:synthesis, characterisation and properties[J]. J. Fluorine Chem., 2004,125(2):345-351. doi: 10.1016/j.jfluchem.2003.07.017
Mou H., Chen L., Wang C., Wang Y. L., Wang X. L.. Paint Coat[J]. Ind., 2015,2:1-6.
Tan J. Q., Liu W. Q., Wang Z. F.. Preparation and performance of waterborne UV-curable polyurethane containing long fluorinated side chains[J]. J. Appl. Polym. Sci., 2017. doi: 10.1002/app.44506
Liu B., Bao Y., Ling H. F., Zhu W. S., Gong R. J., Lin J. Y., Xie L. H., Yi M. D., Huang W.. Fluorinated p-n type copolyfluorene as polymer electret for stable nonvolatile organic transistor memory device[J]. Chinese J. Polym. Sci., 2016,34(10):1183-1195. doi: 10.1007/s10118-016-1826-0
Li W., Feng P., Zou Y. Q., Hai B.. Synthesis and cationic photopolymerization of fluorine-containing vinyl ether monomers for the hydrophobic films[J]. J. Appl. Polym. Sci., 2014,131(21)41019.
Li W., Z ou, Y. Q. Synthesis. UV-curing behavior and surface properties of fluorine-containing vinyl ether polymers[J]. Chinese J. Polym. Sci., 2014,32(8):1032-1039. doi: 10.1007/s10118-014-1485-y
Canak T. C., Hamuryudan E., Serhatli I. E.. Synthesis and characterization of perfluorinatedacrylatemethyl methacrylate copolymers[J]. J. Appl. Polym. Sci., 2013,128(3):1450-1461.
Lin Y., Liao K., Huang C., Chou N., Wang S., Chu S., Hsieh K.. Superhydrophobic films of UV-curable fluorinated epoxy acrylate resins[J]. Polym. Int., 2010,59(9):1205-1211. doi: 10.1002/pi.2848
Wang J., Huang J. Q., Huang Y. G.; Qing F. L.. Synthesis and characterization of novel oxetane monomers containing short perfluorocarbon side chains[J]. Chinese J. Org. Chem., 2009:1969-1974.
Xie K., Hou A., Shi Y.. Synthesis of fluorine-containing acrylate copolymer and application as resinson dyed polyester microfiber fabric[J]. J. Appl. Polym. Sci., 2008,108(3):1778-1782. doi: 10.1002/(ISSN)1097-4628
Kurt P., Chakravorty A., Zeng X. M., Wynne K. J.. Strongly amphiphilic wetting behavior for polyurethanes with polyoxetane soft blocks having-CF2H terminated side chains[J]. Polymer, 2014,55(9):2170-2178. doi: 10.1016/j.polymer.2014.03.011
Deng C., Xie W. F., Huang B. W.. Study on the properties of oxetane/acrylate UV-cured hybrid system[J]. Imag. Sci. Photochem., 2014:289-299.
Yang S., Jin J., Kwak S., Bae B.. Photocurable transparent cycloaliphatic epoxy hybrid materials crosslinked by oxetane[J]. J. Appl. Polym. Sci., 2012,126(S2):E380-E386. doi: 10.1002/app.36654
Zhan F., Zhang Y., Shi W. F.. Synthesis of perfluorinated oxetane and surface properties of its cationic UV cured coating as a reactive additive[J]. Chem. Res. Chinese U., 2012,28(3):550-558.
Ertekin A., Kim Y., Kausch C. M., Thomas R. R.. Adsorption properties of oligo(fluorooxetane)-b-poly(ethylene oxide)-b-oligo(fluorooxetane) triblock copolymers at the air-water interface:comparison of hydroxyl and acetate end groups[J]. J. Colloid Interf. Sci., 2009,336(1):40-45. doi: 10.1016/j.jcis.2009.03.043
Song B. J., Park J. K., Kim H. K.. Novel photocurable multifunctional acrylate monomers containing perfluorinated aromatic units and their copolymers for photonic applications[J]. J. Polym. Sci., Part A:Polym. Chem., 2004,42(24):6375-6383. doi: 10.1002/(ISSN)1099-0518
Liu H. T., Mo J. H., Liu H. C.. HuaZhong U.Sci. Technol.[J]. Nat. Sci. Ed., 2008,36:129-132.
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