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2 protocols using benzene boronic acid

1

Bithiophene Synthesis and Characterization

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5-Bromo-5′-(4,4,5,5-tetramethyl-3,2-dioxaborolan-2-yl)-2,2′-bithiophene
was purchased from TCI. [4-(Methoxycarbonyl) phenyl] boronic acid,
benzene boronic acid, 4-fluorobenzene boronic acid, 3,5-difluorobenzene
boronic acid, 3,4,5-trifluorobenzene boronic acid, N,N-dimethylformamide (DMF), and 1,2-dimethoxy ethane
(DME) were acquired from Alfa-Aesar. [1,1′-Bi(diphenylphosphino)
ferrocene]dichloropalladium(II) and MoO3 were purchased
from Sigma-Aldrich. Potassium carbonate was purchased from Riedel
de Haen. Poly-3 hexylthiophene (P3HT) and PC61BM were acquired
from Luminescence Technology Company (LUMTEC).
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2

Synthesis of Functional Latex Polymers

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Diethyl methylene malonate (Chemi-lian M1000, DEMM) and Forza B3100 (DEMM)6 were provided by Sirrus Inc. (Loveland, OH). Methyl methacrylate (MMA, Fisher), butyl acrylate (BA, Acros Organics), and methacrylate acid (MAA, Sigma-Aldrich) were used as monomers for latex synthesis. 2,2′-Azobis[2-(2-imidazolin-2-yl) propane] dihydrochloride (AIBI, TCI) was used as an initiator, and Triton X-405 (Sigma-Aldrich) was used as a surfactant. Acrylic acid (AA, Sigma-Aldrich), catechol (Acros Organics), 2-vinylbenzoic acid (VBA, Fisher), and benzeneboronic acid (BBA, Alfa Aesar) were used to prepare initiators for DEMM polymerization. Aluminum oxide (Sigma-Aldrich) was used to remove the inhibitor from monomers. N,N-Dimethylformamide (DMF, Fisher) was used as an extractor. Deuterium oxide (D2O, 99.8% atom D), chloroform-d (CDCl3, 99.8% atom D), and methyl sulfoxide-d6 (DMSO-d6, 99.5+% atom D) were obtained from Acros Organics. Doubly deionized (DDI) water was used throughout the work.
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