Triptycene Diols: A Strategy for Synthesizing Planar π Systems through Catalytic Conversion of a Poly(p‐phenylene ethynylene) into a Poly(p‐phenylene vinylene)

Synthesis and characterization of precisely-defined ethylene-co-aryl ether polymers via ADMET polymerization

“…Williamson ether synthesis [16], Claisen rearrangement [17,18] and Ullmann condensation reaction [19e21] are the general methods access to small aryl ether molecules and even polymers with only short ethylene segments incorporated. However, synthesizing ethylene-based polymers with longer ethylene segments via these methods would require long reaction time, heating and often suffer from low yields.…”

Triptycene‐containing polyetherolefins via acyclic diene metathesis polymerization

“…24,25 11-bromo-1-undecene ARTICLE was chosen as the alkyl spacer and the relatively long chain insured that the steric bulk of the triptycene did not interfere at the catalyst reaction site. ADMET polymerizations of T1 and T2 were carried out under standard conditions for a solid monomer, which involved dynamic vacuum using high boiling solvent (1,2-dichlorobenzene) at 40 C. 26,27 Grubbs' first generation catalyst (G1) was selected because it is known to prevent terminal olefin isomerization, 28 and thereby assures a completely linear polymer with perfectly spaced triptycene units.…”

“…22 Synthesis of Trypticene-9,10-diol Synthesis was accomplished via literature procedure. [23][24][25] 9,10-diethynyl-9,10-dihydroanthracene-9,10-diol (5 g, 19.2 mmol), and [Rh(cod)Cl] 2 (237 mg, 0.48 mmol) were suspended in 150 mL dry toluene under argon. Norbornadiene (8.8 g, 96 mmol) was added and the flask was sealed and heated at 105 C for 20 h. The volatiles were removed in vacuo and the residue was purified by column chromatography (4:1, Hexanes:EtOAc) to give 8.52 g Triptycene-9,10-diol.…”

Triptycene‐based fluorescent polymers with pendant alkyl chains: interaction with fullerenes and morphology of thin films

“…Triptycene and pentiptycene molecules are members of the iptycene family, with the former being the simplest member bearing three phenyl rings connected via a [2.2.2] bicyclic ring. Materials bearing the iptycene motif demonstrate desirable properties such as good organosolubility, high intrinsic microporosity, high thermal stability, improved photostability, enhanced fluorescence quantum yields and others . Consequently, such polymers (derived from iptycene monomers) have found application in the design of gas separation membranes, organic photovoltaic devices, liquid crystals, .…”