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)

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).

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Document Details

Document Type
Technical Report
Publication Date
Dec 01, 1970
Accession Number
AD0881316

Entities

People

  • Clay M. Sharts
  • Derril L. Steele

Organizations

  • San Diego State University

Tags

Communities of Interest

  • Ground and Sea Platforms

DTIC Thesaurus Topics

  • Air Force
  • Air Force Facilities
  • Alkanes
  • Alkenes
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Cyclic Hydrocarbons
  • Cyclobutanes
  • Export Controls
  • Government (Foreign)
  • Governments
  • Hydrocarbon Fuels
  • Materials
  • Materials Laboratories
  • Plastic Explosives

Fields of Study

  • Chemistry

Readers

  • Military Logistics and Supply Chain Management
  • Organic Chemistry