Modified cyanoacrylate monomers and methods of preparation

Details Modified cyanoacrylate monomers and methods of preparation Modified cyanoacrylate monomers and methods of preparation

1976-06-23

1977-08-09

Brust, Joseph P.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07C12130

Patent

active

040410633

ABSTRACT:
Difunctional monomers of the formula, ##STR1## where R is an organic linking group derived from a diol or a dihalide of the formula X--R--X, where X is either chlorine, bromine, iodine, or hydroxy, are prepared by reacting a conjugated diene, exemplified by anthracene, with an ester of 2-cyanoacrylic acid to form the Diels-Alder adduct of the ester. The ester adduct is hydrolyzed to ultimately obtain either the Diels-Alder adduct of either 2-cyanoacrylic acid-alkali metal salt or 2-cyanoacryloyl halide. These latter intermediates are respectively reacted with either the dihalide or the diol to afford the bis-Diels-Alder adduct of the R substituted bis (2-cyanoacrylate) monomer. The protective diene group may then be removed, for example, by reaction with excess maleic anhydride and the resulting difunctional monomer isolated.
The difunctional monomers thus prepared can be utilized as crosslinking agents in blends comprising one or more of these difunctional monomers and at least one monofunctional monomer, exemplified by an ester of 2-cyanoacrylic acid. Alternately, one or more difunctional monomers can be homopolymerized or copolymerized to a highly crosslinked polymer. The copolymerized compositions of the monomer blends are particularly useful as adhesives, especially in dental applications for coating or sealing enamel surfaces of teeth to allay decay, or for the bonding of brackets to teeth in orthodontics the bond being substantially more resistant to moisture than where the monofunctional monomer is used alone.

REFERENCES:
patent: 3142698 (1964-07-01), Halpern et al.
patent: 3254111 (1966-05-01), Hawkins et al.

Affiliated with

Also associated with

Rating

Modified cyanoacrylate monomers and methods of preparation does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Modified cyanoacrylate monomers and methods of preparation, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Modified cyanoacrylate monomers and methods of preparation will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1227852