Battle of Alcácer Quibir
The defeat of Portugal and attendant death of the childless Sebastian led to the end of the Aviz dynasty , and the integration of the country in the Iberian Union for 60 years under the Philippine Dynasty in a dynastic union with Spain . 
<triplet> Portugal <subj> Spain <obj> diplomatic relation <triplet> Aviz dynasty <subj> Philippine Dynasty <obj> followed by <triplet> Iberian Union <subj> dynastic union <obj> instance of <triplet> Philippine Dynasty <subj> Aviz dynasty <obj> follows <subj> Iberian Union <obj> country <triplet> Spain <subj> Portugal <obj> diplomatic relation