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2-Bromo-3-hexylthiophene is used in the synthesis of End-capped Regioregular Poly(3-hexylthiophene). It is also used to synthesize well-defined head-to-tail-type oligothiophenes which are used in a number of high-technology applications including OLEDs.
Kowalski, S.; Allard, S.; Zilberberg, K.; Riedl, T.; Scherf, U. Direct arylation polycondensation as simplified alternative for the synthesis of conjugated (co)polymers. Prog. Polym. Sci. 2013, 38 (12), 1805-1814.
Estrada, L. A.; Deininger, J. J.; Kamenov, G. D.; Reynolds, J. R. Direct (Hetero)arylation Polymerization: An Effective Route to 3,4-Propylenedioxythiophene-Based Polymers with Low Residual Metal Content. ACS Macro Lett. 2013, 2 (10), 869-873.
Lai, Y.; Tung, T.; Liang,W.; Cheng, Y. Synthesis of Poly(3-hexylthiophene), Poly(3-hexylselenophene), and Poly(3-hexylselenophene-alt-3-hexylthiophene) by Direct C-H Arylation Polymerization via N-Heterocyclic Carbene Palladium Catalysts. Macromolecules 2015, 48 (9), 2978-2988.
Andrey, E.; Rudenko, A. E.; Thompson, B. C. The effect of amide solvent structure on the direct arylation polymerization (DArP) of 2-Bromo-3-hexylthiophene. J. Polym. Sci., Part A: Polym. Chem. 2015, 53 (21), 2494-2500.
Hazard Statements: H302-H315-H319-H335
Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant