US 5,942,638 AGranted

Method of functionalizing polycyclic silicones and the resulting compounds

AssigneeThe United States of America as represented by the Secretary of the Air Force

InventorsJoseph D. Lichtenhan, Joseph J. Schwabb, Frank J. Feher, Daravong Soulivong

Life of this patent

Estimating the term…

Loading patent…

Abstract

A synthetic process for the selective preparation of reactive polyhedral oligomeric silsesquioxanes (POSS) as well as polyhedral oligomeric silicate (POS) (spherosilicate) is provided. The method claimed herein employs metal catalyzed metathesis reactions for the selective reaction of .alpha.-olefin containing polyhedral oligomeric silsesquioxanes or silicates with olefinic reagents bearing functionalities useful for grafting reactions, polymerization chemistry and sol-gel processes. The use of metal catalyzed metathesis chemistry to form both linear or network polyhedral silsesquioxane polymers directly from .alpha.-olefin-containing polyhedral oligomeric silsesquioxanes is also described.

Claims13

Dependent claims

A method for the functionalization of polycyclic silicones (PS) comprising, contacting a solution of formula 1 of:

##STR14## thereof with effective amounts of olefins of alkyls, cyclics, aryls, siloxys or isomers containing R.sup.4,
in the presence of effective amounts of a metathesis catalyst
to produce a product of formula 2 of:
##STR15## where R.sup.1 is ##STR16## in 1-8 instances and R in 7-0 instances and R is --CH.dbd.CH.sub.2 (vinyl), --CH.sub.2 CH.dbd.CH.sub.2 (allyl), --CH.sub.2 (CH.sub.2).sub.n CH.dbd.CH.sub.2 (.alpha.-olefins, n=1-42), --OSi(Me).sub.2 CH.sub.2 (CH.sub.2).sub.n CH.dbd.CH.sub.2 (.alpha.-olefins, n=1-42), (CH.sub.2).sub.n CH.dbd.CH(CH.sub.2).sub.n CH.sub.3 (cis and trans internal olefins, n=1-42), --OSi(Me).sub.2 (CH.sub.2).sub.n CH.dbd.CH(CH.sub.2).sub.n CH.sub.3 (cis and trans internal olefins, n=1-42), --Si(CH.sub.3).sub.2 CH.dbd.CH.sub.2 (dimethylvinylsilane), --Si(CH.sub.3).sub.2 CH.sub.2 CH.dbd.CH.sub.2 (dimethylallylsilane), --OSi(CH.sub.3).sub.2 CH.dbd.CH.sub.2 (dimethylvinylsiloxane), --OSi(CH.sub.3).sub.2 CH.sub.2 CH.dbd.CH.sub.2 (dimethylallylsiloxane) and cyclic olefins
and R.sup.4 is epoxides, caprolactams, cyclicolefin, .alpha.-olefins, fluorinated .alpha.-olefins, mono, di and tri-halides (including 5-bromo-1-pentene), alcohols, acids, esters, amines, nitriles, cyanates, amides, alcohols, silanols, trihalosilanes, trialkoxysilanes and cis or trans internal olefins.

2 more elements

Dependencies are inferred from the claim text.