Synthesis, Polymer Reactions, and Characterization of Polystyrene-Polyoxetane Composite Resins Having a Pendant Terminal Bromide of 1-Oxapolymethylene Spacers Bound to the Styryl Group at the Para Position

Abstract

ABSTRACT:Polystyrene-polyoxetane composite resins were prepared via two-stage polymerizations using p-substituted styrenes CH2 =CHC6 HcO(CH 2 ).Br (7a or 7b), where n=4 or 6, and an isomeric mixture of m-and p-[3-(3-methyl-3-oxetanyl)-2-oxapropyl]styrenes (5) as a cross-linking agent. The terminal bromide linked to a styryl ring at the para position through an 1-oxapentamethylene spacer of7a (n = 4) was applicable to a starting substrate on polymer reactions with some nucleophiles, such as phenols, potassium acetate, and tributylamine, for obtaining polymeric derivatives via several reaction steps. These resins with a pendant quaternary ammonium bromide moiety were also used as phase-transfer catalysts. On the basis of their catalytic activities, qualities and spacer effects of these supporting resins were compared with those of resins obtained by using chloromethylstyrenes instead of 7a or divinylbenzenes instead of 5.

Curing temperature reduction and performance improvement of solution-processable hole-transporting materials for phosphorescent OLEDs by manipulation of cross-linking functionalities and core structures

“…Because of the presence of two electron-donating methoxy groups at 6-and 6 0 -positions, the oxidation potential of MeO-BCzBOS is considerably reduced indicating the increase of the HOMO energy level. 28 Molecular simulation by density functional theory (DFT) method also gave similar tendency of HOMO energy levels in case of methoxy substitution. The extension of electron density to the oxygen of the methoxy group of MeO-BCzBOS in case of HOMO is shown Fig.…”

“…A vinylbenzyl-containing HTM, BCzMS, was synthesized by reacting BCz with vinylbenzyl chloride. 27 For the synthesis of BCzBOS containing a more exible butoxy chain, bromobutoxystyrene (BrBOS) was rst prepared from hydroxystyrene and 1,4-dibromobutane, 28 and then reaction of BCz with BrBOS under the same conditions as used for the synthesis of BCzMS yielded the butoxystyrene-containing HTM, BCzBOS. Further modication of the HTM structure was done by introducing electron-donating methoxy substituents to the bicarbazole core of BCzBOS.…”

Novel synthesis of reactive polycarbonates with pendant chloromethyl groups by the polyaddition of bis(oxetane)s with 2,2′‐bis[(4‐chloroformyl)oxyphenyl]propane

“…Oxetanes have strain energies1 similar to those of oxiranes, and the cationic ring‐opening polymerization of oxetanes has been reported,2–5 in addition to that of oxiranes. Crivello and Sasaki6 described the synthesis of certain polyfunctional oxetane monomers and the cationic polymerization of these monomers with photoacid generators.…”

Crown Ether Cavity-Containing Copolymers via Controlled Alternating Cyclocopolymerization

“…The difunctional styrenic monomers 1,2-bis(2-(4-vinylphenoxy)ethoxy) ethane (M1), 34 Synthesis of M4. A mixture of catechol (0.72 g, 6 mmol), K 2 CO 3 (3.00 g), 1-(2-bromoethoxy)-4-vinylbenzene (4.52 g, 20 mmol), synthesized according to the literature, 36 and dimethylformamide (10 mL) was stirred at 75°C for 24 h. The mixture was diluted with water; the precipitate was collected and washed with cold water. The crude product was crystallized from ethyl acetate twice (2.03 g, 84%).…”