Suspension of anhydrous FeCl3 (295 mg, 1.8 mmol) in Cholesteryl sulfate Endogenous Metabolite chlorobenzene (30

Suspension of anhydrous FeCl3 (295 mg, 1.8 mmol) in Cholesteryl sulfate Endogenous Metabolite chlorobenzene (30 mL), resulting inMaterials
Suspension of anhydrous FeCl3 (295 mg, 1.8 mmol) in chlorobenzene (30 mL), resulting inMaterials 2021, 14,8 of2.3.4. PBHOT–Reverse Addition, two.three Equivalents FeCl3 (Table 3, Entry five) A resolution of 3,4-BHOT (219 mg, 0.eight mmol) in chlorobenzene (6 mL) was added to a suspension of anhydrous FeCl3 (295 mg, 1.eight mmol) in chlorobenzene (30 mL), resulting in a dark green/blue mixture. The mixture was stirred for 24 h, along with the polymer was Diversity Library site precipitated and collected by filtration. The polymer was resuspended in chlorobenzene (30 mL), and anhydrous hydrazine (0.03 mL, 0.96 mmol) was added, causing a gradual color alter from the remedy to red. The polymer was purified as described above. Yield 92 mg (42 ) product as a red powder. two.3.five. P3HT–Reverse Addition, two.three Equivalents FeCl3 (Table three, Entry 9) A solution of 3-hexylthiophene (234 mg, 1.4 mmol) in chlorobenzene (six mL) was added to a suspension of anhydrous FeCl3 (525 mg, three.two mmol) in chlorobenzene (30 mL), resulting in a dark green mixture. The mixture was stirred for 24 h, and the polymer was precipitated and collected by filtration. The polymer was resuspended in chlorobenzene (30 mL), and anhydrous hydrazine (0.05 mL, 1.six mmol) was added, causing a gradual colour alter on the option to orange. The polymer was purified as described above. Yield 173 mg (75 ) product as a dark red powder. two.3.6. Common Procedure–Standard Addition Oxidative Polymerization A typical normal addition procedure was conducted as follows: anhydrous FeCl3 (either 2.three or 4 molar equivalents relative to monomer) was rapidly weighed into a dry 20 mL scintillation vial and sealed having a septum cap. The vial was purged with argon, and acetonitrile (5 mL) was added by way of syringe to give a dark red resolution. The FeCl3 answer was added dropwise to a well-stirred option of monomer (0.7.0 mmol) dissolved in 30 mL dry chlorobenzene beneath argon and stirred for 24 or 48 h at space temperature. The polymer was then precipitated by dropwise addition from the reaction mixture into an excess (250 mL) of quickly stirred methanol. In particular instances, the reaction mixture had to become concentrated beneath decreased pressure prior to precipitation due to solubility difficulties. The polymer was collected by vacuum filtration and washed completely with methanol. The polymer was allowed to air dry just before being resuspended in chlorobenzene (250 mL) below argon and reduced by the addition of anhydrous hydrazine (1 molar equivalents relative to monomer) by way of syringe. The mixture was stirred for 24 h at space temperature, right after which the polymer was precipitated into excess methanol, collected by filtration, and washed as above. The polymer was dried below vacuum and stored under argon within the dark. two.three.7. PEDOT-C12–Standard Addition, two.three Equivalents FeCl3 (Table three, Entry three) A solution of anhydrous FeCl3 (312 mg, 1.9 mmol) in acetonitrile (5 mL) was added to a remedy of EDOT-C12 (253 mg, 0.eight mmol) in chlorobenzene (30 mL), resulting within a dark green mixture. The mixture was stirred for 24 h, and the polymer was precipitated and collected by filtration. The polymer was resuspended in chlorobenzene (25 mL), and anhydrous hydrazine (0.04 mL, 1.three mmol) was added, causing a color adjust of the resolution to violet. The polymer was purified as described above. Yield 65 mg (26 ) solution as a dark purple powder. 2.3.8. PEDOT-C12–Standard Addition, four Equivalents FeCl3 (Table three, Entry four) A resolution of anhydrous FeCl3 (435 mg, two.7 mmol) in acetonitrile (5 mL) was ad.