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Stability and tinctorial strength of black leuco-colorants as viewed from the crystal structure of a phenolic developer

机译:从酚醛显影剂的晶体结构看,黑色无色着色剂的稳定性和着色力

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Certain leuco dyestuffs are known to exhibit a brilliant color by reaction with a phenolic developer. 2-[(4-hydroxyphenyl) sulfonyl]-phenol (BPS) is a well-known developer for black leuco dyes such as 6'-(diethylamino)-3'-methyl-2'-(phenylamino)-spiro[isobenzofuran-l(3H), 9'-[9H]-xanthen)-3-one (ODB) in thermosensitive papers. Although BPS is a small molecule (molecular weight: about 250), it is thermally stable as characterized by a high melting point of about 184 °C. Furthermore, the stability of BPS is also extended to the 1:1 "leuco/developer" system. In this connection, structure analysis of BPS has been carried out in order to elucidate the stability of BPS itself as well as its leuco/developer system. Then, we found that one BPS molecule is hydrogen-bonded to four different neighboring ones, forming an OHO two-dimensional hydrogen-bond network. This ensures a high thermal stability of BPS. On the other hand, in the ODB/BPS system, only one of the four hydrogen bonds in BPS is used for the formation of the 1:1 ODB/BPS colorant while the remaining three hydrogen bonds keep the network. As for the tinctorial strength in spin-coated ODB/BPS, the color intensity is found to be limited to about 70% of the maximum available value. This is because there is a fraction of ODB molecules, whose lactone ring is still closed owing to the steric hindrance.
机译:已知某些无色染料通过与酚类显影剂反应而显示出鲜艳的颜色。 2-[(4-羟苯基)磺酰基]-苯酚(BPS)是黑色无色染料如6'-(二乙氨基)-3'-甲基-2'-(苯氨基)-螺[异苯并呋喃-热敏纸中的1(3H),9'-[9H]-黄嘌呤)-3-one(ODB)。尽管BPS是小分子(分子量:约250),但它具有热稳定性,其特征在于约184°C的高熔点。此外,BPS的稳定性也扩展到1:1“无色/显影剂”系统。关于这一点,已经进行了BPS的结构分析,以阐明BPS本身以及其隐色/显影系统的稳定性。然后,我们发现一个BPS分子氢键结到四个不同的相邻分子上,形成了OHO二维氢键网络。这确保了BPS的高热稳定性。另一方面,在ODB / BPS系统中,BPS中四个氢键中只有一个用于形成1:1 ODB / BPS着色剂,而其余三个氢键保持网络。至于旋涂的ODB / BPS中的着色强度,发现颜色强度被限制为最大可用值的约70%。这是因为存在一部分ODB分子,由于空间位阻,其内酯环仍然闭合。

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