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. Author manuscript; available in PMC: 2019 Nov 2.
Published in final edited form as: Org Lett. 2018 Oct 24;20(21):6850–6854. doi: 10.1021/acs.orglett.8b02976

Figure 2.

Figure 2.

(A) Branched 13 and linear 14 fluorous porphyrins prepared from 12. (B) Fluorous partition coefficient in toluene (upper phase) and perfluoro(methylcyclohexane) (lower phase). (C) Preparation of PFC nanoemulsions containing branched 13 and linear 14 fluorous porphyrin. Both porphyrins were dissolved in separate 7:3 mixtures of PFD 15:PFTPA 16 (10 vol%) and combined with Pluronic F-68 (2.8 wt%) in phosphate buffered saline. Sonication (35% amp, 90 s, 0 °C) of the mixture provided PFC nanoemulsions. (D) Leaching of porphyrin 13 (red, diamond) or 14 (blue, circle) from the fluorous interior of PFC nanoemulsions into 1-octanol over time. Error bars represent the standard deviation of 3 replicates. (E) Structures of fluorous solvents previously employed as the core of PFC nanoemulsions and solubility of porphyrins 13 and 14 in each solvent.