Abstract: An electrochromic device having an electrochromic medium comprising: a material represented by the following formula: wherein X comprises N—R10, O, or S; wherein R1-R10 are defined herein with the proviso that at least one of R5 and R10 comprises an alkyl, cycloalkyl, polycycloalkyl, heterocycloalkyl, aryl, alkaryl, aralkyl, alkoxy, alkenyl, and/or alkynyl group containing 4 to approximately 50 carbon atoms, wherein at least one of the carbon atoms may be a linking group to, or part of, a halogen, a N, O, and/or S containing moiety, and/or one or more functional groups comprising alcohols, esters, ammonium salts, phosphonium salts, and combinations thereof, and wherein at least one of R5 and R10 is void of any ? hydrogen atoms.

Abstract: Electrochromic compounds capable of reversibly attenuating the transmittance of the near infrared portion of the electromagnetic spectrum are provided. These compounds exhibit an energy difference between the singly occupied molecular orbital (SOMO) energy and the highest doubly occupied molecular orbital (HDOMO) energy (ESOMO−EHDOMO) of less than about 3.6 eV. In addition, these compounds have a transition moment of the configuration made up of the HDOMO and SOMO that is “long axis polarized”.