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Synthesis of Polyspirocyclobutanes and Related Spiropolymers. Part II. Poly(trispiro(3.1.1.3.1.1)dodecane-1,3-dione) and Poly(3,3-Bis(methylene) cyclobutane-1, 1-dicarboxylate) (2004)

Abstract
Dispiro(3.1.1.3.1.1)decane-2,8-dicarboxylic acid was converted to the corresponding diacid chloride. Dehydrohalogenation of the diacidchloride gave a bis-ketene intermediate which polymerized to poly(trispiro(3.1.1.3.1.1)dodecane- 1,3-dione) (I). Polymer I was fluorinated with sulfur tetrafluoride to a new fluorinated polyspirocyclobutane. Attempts to convert Polymer I into polyspirocyclobutane failed. Diethyl and diisoamyl 3,3-bis(hydroxymethyl) cyclobutane were synthesized by different methods. These monomers were polymerized under various conditions to a polymer believed to be a spiropolymer, poly(3,3-bis(hydroxymethyl)cyclobutane-1,1-dicarboxylate).. See also Part 1 dated Jun 68, AD-865 324.

Publication details
Contributors SAN DIEGO STATE COLL CA
Repository Defense Technical Information Center OAI-PMH Repository (United States)
Keywords ORGANIC CHEMISTRY, *POLYMERIZATION, *SPIRO COMPOUNDS, HALOGENATED HYDROCARBONS, INFRARED SPECTRA, KETONES, FLUORINE COMPOUNDS, CYCLOBUTANES., *CYCLOBUTANE-1-1- DICARBOXYLATE/3-3-BIS(HYDROXYMETHYL), *DECANE-2-8-DICARBOXYLIC ACID/DISPIRO(3-1-1-3-1-1), *DODECANE-1-3-DIONE SPIROPOLYMERS, *SPIROPOLYMERS, CYCLOBUTANE/DIETHYL-3-3-BIS(HYDROXYMETHYL), CYCLOBUTANE/DIISOAMYL-3-3- BIS(HYDROXYMETHYL)
Language eng