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High-efficiency synthesis and properties of latent pigment red 272DPP-BOC by microwave irradiation

マイクロウェーブ照射による赤色顔料272DPP-BOCの高効率合成と性質

大石 知司*; 木村 ゆう*; 中島 清彦*; 渡邉 雅之; 青柳 登

Oishi, Tomoji*; Kimura, Yu*; Nakajima, Kiyohiko*; Watanabe, Masayuki; Aoyagi, Noboru

赤色ラテント顔料ジケトピロロピロール(Pig. Red 272: 272DPP)は、有機顔料として非常に重要な顔料である。本研究ではその高効率な合成法として272DPPをNMP(N-メチル-2-ピロリドン)溶媒中でマイクロウェーブ(MWs)を数秒照射することでDPPラテント顔料(272DPP-Boc)として86.2%の高収率で得ることに成功した。この顔料は、再結晶することで、赤色と黄色の二種類のラテント顔料結晶となり、その蛍光特性はこの二種類の結晶構造を反映した相違を示した。

A high-efficiency synthesis method for a latent pigment of red pigment diketo-pyrrolo-pyrrole (Pig. Red 272:272DPP), which is important as a functional organic pigment, was investigated, and the investigation results revealed that irradiation of microwaves (MWs) for several seconds to 272 DPP in NMP (N-methyl-2-pyrrolidone) solvent yielded DPP latent pigment (272DPP-BOC) at a high yield of 86.2%. Two kinds of latent-pigment crystals, namely, red and yellow, were obtained by recrystallization, and it was found that the fluorescence-emission properties of the two kinds differ significantly. Single-crystal X-ray structural analysis showed that the difference in the fluorescence-emission properties of the two types is derived from the difference in their crystal structures.

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