Poly(20,50-dioctyloxy-4,40,400-terphenylenevinylene) with (E) configuration of the vinylene double bonds was prepared by Suzuki–Miyaura polymerization of (E)-4,40-dibromostilbene and 2,5-dioctyloxy-1,4- benzenediboronic acid. Attempts to extend this simple procedure to the synthesis of the polymer with (Z) configuration, starting from (Z)-4,40-dibromostilbene, were unsuccessful. However, the use of (Z)- 4,40-diiodostilbene and a careful choice of Pd catalyst and experimental conditions, lead to a material with a >95/<5 (Z)/(E) ratio of vinylene units. The investigation of optical properties of both the (E) and (Z) polymers evidenced that (Z) linkages act as defects which reduce the effective conjugation length in the polymer backbone.
Synthesis and optical properties of a poly(2’,5’-dioctyloxy-4,4’,4”-terphenylenevinylene) with high content of (Z) vinylene units
BABUDRI, Francesco;FARINOLA, Gianluca Maria;TOMMASI, Raffaele
2008-01-01
Abstract
Poly(20,50-dioctyloxy-4,40,400-terphenylenevinylene) with (E) configuration of the vinylene double bonds was prepared by Suzuki–Miyaura polymerization of (E)-4,40-dibromostilbene and 2,5-dioctyloxy-1,4- benzenediboronic acid. Attempts to extend this simple procedure to the synthesis of the polymer with (Z) configuration, starting from (Z)-4,40-dibromostilbene, were unsuccessful. However, the use of (Z)- 4,40-diiodostilbene and a careful choice of Pd catalyst and experimental conditions, lead to a material with a >95/<5 (Z)/(E) ratio of vinylene units. The investigation of optical properties of both the (E) and (Z) polymers evidenced that (Z) linkages act as defects which reduce the effective conjugation length in the polymer backbone.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
