Unique molecular aggregation of novel naphthalocyanine (near IR absorbing dye) |
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Authors: | Seiji Tai Nobuyuki Hayashi Mitsuo Katayose |
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Affiliation: | Ibaraki Research Laboratory, Hitachi Chemical Co., Ltd., 13-1, 4-Chome, Higashi-cho, Hitachi 317, Japan |
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Abstract: | A series of organic-soluble naphthalocyanine derivatives (YmMNcX4) have been synthesized. Their spectroscopic properties in organic solutions and in thin films were studied. MNcX4 such as MNc(t-Bu)4 (5a-5c) and MNc(On-Bu)4 (5j) formed H-aggregates even in dilute solutions. MNc(CO2R')4 (5d-5i) had much stronger H-aggregation properties compared with those ofMNc(t-Bu)4 and MNc(On-Bu)4. Especially, MNc(CO2R')7 complexes (M=Cu, Pd and Ni) existed exclusively without monomers in the aggregated state even in highly dilute solutions. MNcX4, which has strong H-aggregation properties, showed merely H- aggregate absorption maxima in thin films. In contrast, Y2MNcX4 (4), which has sterically hindered Y groups, showed monomerically pure characteristics in solution. However, thin films of Y2MNcX4 have a J-type molecular arrangement, exhibiting a red shift of Q-band absorption. The monomeric properties of Y2MNcX4 in solutions and J-type molecular arrangement in thin films arise from steric hindrance of two Y groups, such as R3SiO-in Y2MNcX4, which prevents strong H-aggregation of naphthalocyanine. |
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Keywords: | Naphthalocyanine Aggregation Optical property H-aggregate J-type molecular arrangement |
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