International Journal of Polymer Science / 2014 / Article / Tab 1

Research Article

Utilization of Zinc Dust for a Core Monomer 2-Bromo-3-hexylthien-5-ylzinc Bromide: Its Synthesis and Application for the Preparation of Regioregular Poly(3-hexylthiophene)

Table 1

Summary of the study.

EntryOxidative additiona Polymerizationb
SolventAdditivecConversiondSolventResults
YieldeNMRfMwgPDIg

1THFI2No insertionh
2DMSOI2No insertionh
3NMPI296% (80 : 20)NMPNo polymerization
4DMAI294% (82 :  18)DMA50%>97%10,0001.4
5DMAI2/LiBr99% (85 : 15)DMA51%>97%12,0001.5
6DMAI2/LiBr98% (85 : 15)DMA/THF (1 : 1)62%>97%13,0001.5
7DMFI2/LiBr96% (84 : 16)DMFNo polymerization
8DMFI2/LiBr96% (84 : 16)DMF/THF (1 : 1)40%>96%5,0001.3

Carried out at refluxing temperature for 24 h, 0.3 mol % Ni(dppe)Cl2 used, 5.0 mol % I2/1.0 eq LiBr used, calculated by GC, isolated yield based on monomer, regioregularity: calculated by the integration of 2-methylene proton in 1H NMR spectrum, determined by GPC analysis (eluent: THF; calibration: polystyrene standards), and not available to perform.