Synthesis and characterization of highly soluble 9,10-diphenyl-substituted poly(2,6-anthracenevinylene)

✍ Scribed by Peihua Ren; Yanli Zhang; Haichang Zhang; Xueheng Zhang; Wen Li; Wenjun Yang

• Book ID: 104087999
• Publisher: Elsevier Science
• Year: 2009
• Tongue: English
• Weight: 346 KB
• Volume: 50
• Category: Article
• ISSN: 0032-3861
• DOI: 10.1016/j.polymer.2009.08.019

✦ Synopsis

a b s t r a c t

We report the synthesis and optoelectronic properties of highly soluble poly(9,10-bis(3 0 ,4 0 -di(2 00 -ethylhexyloxy))phenyl)-2,6-anthracenevinylene) (HSM-PAV). The key intermediate for the synthesis of HSM-PAV is 2,6-dimethyl-9,10-dibromoanthracene, and the high solubility of HSM-PAV is from the incorporation of lateral 3,4-di(2-ethylhexyloxy)phenyl moieties into the 9,10-positions of anthracene units. The increase of side alkyloxy groups endows HSM-PAV with higher molecular weight (M n ¼ 3.2 Â 10 4 ) and better electroluminescence performances (L max ¼ 590 cd/m 2 , LE max ¼ 0.27 cd/A) compared with the poly(2,6-anthracenevinylene) with lateral monoalkyoxy moieties (M n ¼ 1.9 Â 10 4 , L max ¼ 340 cd/m 2 , LE max ¼ 0.17 cd/A). The electrical conductivity of doped HSM-PAV film with iodine is 5 Â 10 À2 S cm À1 that is several order higher than that of doped 9,10-anthracene-based polymers, further demonstrating that linkage position has a dramatic effect on the optoelectronic properties of anthracene-based conjugated polymers.