Stronger Plastics and Better Anti-Glare Coatings: Exploring the Properties of a Fluorinated CBDO Structure




Lynch, Jonathan

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Exciting advances have been made in recent years regarding both polymers that incorporate fluorine atoms or groups and polymers that incorporate 2,2,4,4-tetramethyl-1,3-cyclobutanediol (CBDO) based monomers into their backbone. A wide range of polymers have incorporated fluorine into their systems, usually in the form of trifluoromethyl (-CF3) groups. These groups increase the thermal and thermooxidative stability, flame resistance, mechanical stability, and optical transparency. The latter, especially, makes these systems optimal for anti-glare coatings for eyeglasses, military and commercial aircraft windows, and spacecraft windows. Incorporating trifluoromethyl groups into a polymer system via a cyclic structure opens the door to the potential for some particularly exciting properties, especially those of mechanical and thermal stability. A process for the preparation of the novel compound 2,2,4,4-tetrakis(trifluoromethyl)cyclobutane-1,3-diol (F12-CBDO) is described. Polymers incorporating this new monomer were expected to show superior mechanical and thermal stability, flame resistance, optical transparency, and other properties compared to their non-fluorinated counterparts. They were also expected to show superior properties compared to systems that did not incorporate a CBDO monomer at all. While successful synthesis of the F12-CBDO monomer was not achieved in the time constraints of this experiment, several considerations for future research concerning this monomer are discussed.



organic, chemistry, Trifluoromethyl, coating, film, novel, polymer, CBDO, Honors College


Lynch, J. D. (2013). Stronger plastics and better anti-glare coatings: Exploring the properties of a fluorinated CBDO structure (Unpublished thesis). Texas State University-San Marcos, San Marcos, Texas.


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