Methane → Benzene, ethenyl-, polymer with 1,3-butadiene

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In an evacuated one liter beverage bottle equipped with a rubber septum and stir bar was added ten grams of polymer XVIII in carbon tetrachloride (100 grams). The solution was treated with 900 milliliters (0.04 mol, 2.6 grams) of chlorine gas introduced into the solution via cannula. After one hour, methanol (500 milliliters) was added to the reaction mixture to precipitate a white product. After filtration and vacuum drying, the resultant polymer had two glass transition temperatures at 52° and 72° C. as determined by DSC. The area under the 72° C. glass transition was approximately one-third the area under the 52° C. transition. When the same reaction was repeated using 450 milliliters of (0.02 mol, 1.3 grams) chlorine gas under the same conditions, a polymer product was obtained with a glass transition temperature at 50° C. The minimum fix temperature of this polymer as toner by extrusion with 6 weight percent of Regal® 330 carbon black and 2 percent of cetyl pyridinium chloride charge control agent was 240° F. and the hot offset temperature was 290° F. with a Xerox Corporation 5028™ silicone roll fuser operated at 3.3 inches per second.

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