Synthesis of amphiphilic poly(p-phenylene)s with pendant dendrons and linear chains

The Suzuki polycondensation of the amphiphilically equipped dibromobenzene derivatives 8 and 11 with benzene diboronic acid ester 12 to the new kind of polymeric amphiphiles 13 and 14 is described. They carry at each repeat unit either a hydrophobic alkyl chain and a hydrophilic dendron with oligoethyleneoxy chains (13) or a hydrophobic third generation Frechet-type dendron and an oligoethyleneoxy chain (14). Some aspects of the behavior of these four compounds at the air/water interface and on mica are also reported.