Ethynyl adamantane derivatives and methods of polymerization the

Details Ethynyl adamantane derivatives and methods of polymerization the Ethynyl adamantane derivatives and methods of polymerization the

1989-12-11

1991-05-21

McFarlane, Anthony

Chemistry of hydrocarbon compounds

Compound or reaction product mixture

Alicyclic

585352, 585 22, C07C 13615

Patent

active

050177346

ABSTRACT:
1,3-Diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 3,3'-diethynyl-1,1'-biadamantane; 1-ethynyldiamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane as new compositions of matter, and a method of forming them in which adamantane; 1,3-dimethyladamatane; 1-hydroxy-3,5-dimethyladamantane; 1,1'-biadamantane and diamantane are each brominated to form a bromo derivative thereof; the bromo derivative is reacted with vinyl bromide in the presence of a Friedel-Crafts catalyst to convert it to its corresponding 2,2-dibromoethyl derivative and the 2,2-dibromoethyl derivative is subjected to dehydrohalogenation to convert it to its final ethynyl form. The 1,3-diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 3,3'-diethynyl-1,1'-biadamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane can be heat cured to form homopolymers having useful commercial properties. 1,3-Diethynyl-5,7-dimethyladamantane; 1,3,5-triethynyladamantane; 1,4-diethynyldiamantane; 1,6-diethynyldiamantane and 4,9-diethynyldiamantane can be polymerized in the presence of a suitable metal or peroxide catalyst.

REFERENCES:
patent: 4849565 (1989-07-01), Baum et al.
patent: 4918158 (1990-04-01), Baum et al.

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