Crystal violet lactone (original) (raw)

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dbo:abstract Kristallviolettlacton ist eine chemische Verbindung aus der Gruppe der Triphenylmethanfarbstoffe, die als farbgebende Komponente in Thermopapieren verwendet wird. (de) Crystal violet lactone (CVL) is a leuco dye, a lactone derivate of crystal violet 10B. In pure state it is a slightly yellowish crystalline powder, soluble in nonpolar or slightly polar organic solvents. The central carbon in the leuco form is in a tetrahedral configuration, with four covalent bonds.In an acidic environment, the lactone ring is broken, with the oxygen detaching from the central carbon. This now-trivalent position is a planar carbocation that is resonance stabilized, interconnecting the π systems of the aromatic rings and the amino functional groups. This single large conjugated system is a chromophore with strong absorption in visible spectrum, giving this compound its distinctive color. This chemical is usually drawn in the resonance structure with the cation on nitrogen. It was the first dye used in carbonless copy papers, and it is still widely used in this application. It is also the leuco dye component in some thermochromic dyes, e.g. in the Hypercolor line of clothing. One of its novel uses is a security marker for fuels. Its limitations as a fuel marker have to be carefully contemplated by users, as Crystal Violet Lactone (leuco) readily transforms to the colored species in >10% Ethanol Containing Gasoline, imparting a strong color. Crystal violet lactone as a fuel marker was covered by the BASF patent DE4422336A1 until June 2014. It may cause allergic contact dermatitis in people handling the carbonless copy paper. (en) クリスタルバイオレットラクトンはクリスタルバイオレットのラクトン誘導体。青色発色用の色素前駆体(ロイコ色素)として用いられる。 淡黄色の結晶で、水に難溶、有機溶媒に可溶。酸性物質(顕色剤)と接触すると可逆的に反応し、ラクトン環が分解してカルボン酸型となり、共役系ができることにより青く発色する。 ノーカーボン紙の色素として初めて実用化されたもので、感熱紙にも用いられる。 (ja)
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dct:subject dbc:Triarylmethane_dyes dbc:Anilines
gold:hypernym dbr:Dye
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rdfs:comment Kristallviolettlacton ist eine chemische Verbindung aus der Gruppe der Triphenylmethanfarbstoffe, die als farbgebende Komponente in Thermopapieren verwendet wird. (de) クリスタルバイオレットラクトンはクリスタルバイオレットのラクトン誘導体。青色発色用の色素前駆体(ロイコ色素)として用いられる。 淡黄色の結晶で、水に難溶、有機溶媒に可溶。酸性物質(顕色剤)と接触すると可逆的に反応し、ラクトン環が分解してカルボン酸型となり、共役系ができることにより青く発色する。 ノーカーボン紙の色素として初めて実用化されたもので、感熱紙にも用いられる。 (ja) Crystal violet lactone (CVL) is a leuco dye, a lactone derivate of crystal violet 10B. In pure state it is a slightly yellowish crystalline powder, soluble in nonpolar or slightly polar organic solvents. It was the first dye used in carbonless copy papers, and it is still widely used in this application. It is also the leuco dye component in some thermochromic dyes, e.g. in the Hypercolor line of clothing. One of its novel uses is a security marker for fuels. It may cause allergic contact dermatitis in people handling the carbonless copy paper. (en)
rdfs:label Kristallviolettlacton (de) Crystal violet lactone (en) クリスタルバイオレットラクトン (ja)
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