Tunable photoactive compounds

摘要

Photoactive compositions of matter, methods for their design and synthesis, and various applications of such compositions of matter are disclosed. Such photoactive compositions may, for example, include any one or more of the following: a core moiety; a primary electron donor moiety; an electron-withdrawing moiety; and an alkyl tail. Some photoactive compositions may further include multiple additional electron donor moieties, electron-withdrawing moieties, and alkyl tails. Methods for designing such photoactive compositions may include selecting a core moiety; selecting an electron-withdrawing moiety to add to the core moiety in order to modify the composition's electronic properties; selecting a primary electron donor moiety to be added in order to further modify the composition's electronic properties; selecting a second electron donor moiety to be added in order to modify the composition's electronic properties even further, if necessary; and synthesizing the designed composition.

主权项

1. A method comprising:
synthesizing a photoactive compound comprising (E)-2-cyano-3[5-[9,9-diethyl-7-(4-methoxy-N-(-4-methoxyphenyl)anilino)fluoren-2-yl]thiazol-2-yl]prop-2-enoic acid by: halogenating a fluorene moiety so as to form a 4,4′-dihalo fluorene; alkylating the fluorene moiety so as to form a photoactive moiety comprising 9,9-diethyl, 4,4′-dihalo fluorene; reacting, by a coupling reaction, the photoactive moiety with a first reactant comprising 4-methoxy-N-(-4-methoxyphenyl)aniline so as to form an electron-donor modified photoactive moiety that comprises 9,9-diethyl-2-halo-7(4-methoxy-N-(-4-methoxyphenyl)anilino)fluorene; reacting, by a second coupling reaction, the photoactive moiety with a second reactant comprising thiazol so as to form an electron-donor modified photoactive moiety that comprises 9,9-diethyl-7-(4-methoxy-N-(-4-methoxyphenyl)anilino)fluoren-2-yl]thiazol; reacting, by a group addition reaction, the electron-donor modified photoactive moiety with a third reactant comprising cyanoacetic acid so as to form (E)-2-cyano-3[5-[9,9-diethyl-7-(4-methoxy-N-(-4-methoxyphenyl)anilino)fluoren-2-yl]thiazol-2-yl]prop-2-enoic acid.