Accession Number : ADA264837


Title :   Conjugated Polymers from Cyclohexadienediol Monomers


Descriptive Note : Final technical rept. 1 Oct 91-30 Sep 92,


Corporate Author : CALIFORNIA INST OF TECH PASADENA


Personal Author(s) : Grubbs, Robert H


Full Text : https://apps.dtic.mil/dtic/tr/fulltext/u2/a264837.pdf


Report Date : 17 Mar 1993


Pagination or Media Count : 7


Abstract : A novel, high yield synthetic scheme for poly(paraphenylene) starting from biologically produced cis-5,6-dihydroxy-1,3-cyclohexadiene has been developed in which trimethylsiloxy groups on the diol precursor polymer are quantitatively transformed to ester functionalities for facile cis-pyrolytic elimination. The final pyrolysis step appears to be very sensitive to reaction conditions and additives, and can result in some degradation of the polymer backbone. The use of Lewis acid salts such as anhydrous zinc halides or Bronsted acids such as 3,4-dichlorobenzenesulfonic acid as aromatization catalysts has been found to lower the aromatization temperature and prevent degradation. The Lewis acid salt catalysts afford dark colored, tough films while the Bronsted acid catalysts afford light colored, malleable foams. Polyphenylenevinylene has also been prepared from cis-5,6-dihydroxy-1,3-cyclohexadiene through a precursor polymer route.


Descriptors :   *POLYMERS , TEMPERATURE , PRECURSORS , YIELD , ZINC , CATALYSTS , ESTERS , ACIDS , FOAM , PYROLYSIS , SALTS , MONOMERS , HALIDES , FILMS , DEGRADATION


Subject Categories : Organic Chemistry
      Polymer Chemistry


Distribution Statement : APPROVED FOR PUBLIC RELEASE