The Study of the Synthesis for Dicarbocyanine Dyes

• Main Authors: Hsin-Yi Wen, 文心怡
• Other Authors: Shyh-Yu Shaw
• Format: Others
• Language: zh-TW
• Published: 1999
• Online Access: http://ndltd.ncl.edu.tw/handle/37224842154595793062

碩士 === 國立成功大學 === 化學系 === 87 === Dicarbocyanine dyes belong to functional dyes. Their properties were distinct from traditional dyes. In 1875, it was first discovered that cyanine dyes had photosensitizing properties, therefore it could be used as photographic emulsions. In addition, it could store optical data because its photosensitizing range was from UV to IR. In this report, we have studied the synthetic method of dicarbocyanine dye, found out its optimized condition, and deduced its mechanism. We have expected to find out the higher yield and easier purification. The optimized condition was as following; methanol as solvent, triethylamine as base, acetic anhydride as a agent to promote the rate of reaction and the molar ratio of 2,3,3-trimethyl-1-propylindoline iodide to malonaldehyde dianilide hydrochloride was 1 to 1. Under this condition, the yield of dicarbocyanine dye was at 90 %. We identified three intermediates 3, 4 and 8 and deduced its possible mechanism.