Solubilities of Organic Semiconductors and Nonsteroidal Anti-inflammatory Drugs in Pure and Mixed Organic Solvents: Measurement and Modeling with Hansen Solubility Parameter
Solubilities of Organic Semiconductors and Nonsteroidal Anti-inflammatory Drugs in Pure and Mixed Organic Solvents: Measurement and Modeling with Hansen Solubility Parameter
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DOI：
10.1021/acs.jced.8b00536
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发表时间：
2018-09
影响因子：
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通讯作者：
Y. Takebayashi;K. Sue;T. Furuya;Satoshi Yoda
中科院分区：
文献类型：
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作者：
Y. Takebayashi;K. Sue;T. Furuya;Satoshi Yoda
用静态分析方法测定了5种有机半导体和4种非甾体抗炎药在298.15 K和0 10 Mpa条件下在7种典型有机溶剂中的溶解度，并与扩展的Hansen模型进行了定量关联，确定了溶质的HSP。有机半导体(N，N‘-二-1-萘基-N，N’-二苯基联苯胺、4，4‘-双(9H-咔唑-9-基)联苯、蒽、四苯和茂)的溶解度表现出类似的溶剂依赖性，其大小顺序为乙醇和lt；乙腈和lt；己烷和lt；丙酮和lt；四氯化碳和lt；氯苯≈氯仿，这是由于溶质的大分散参数δD≈21和小的极性和氢键参数(δP，δH)≈(5，5)。而非甾体抗炎药(萘普生、双氯芬酸、吲哚美辛、尼氟米酸)的溶解度为正己烷、四氯化碳、乙腈≈氯苯、乙醇≈氯仿。
The solubilities of five organic semiconductors and four nonsteroidal anti-inflammatory drugs (NSAIDs) were measured by a static analytical method in a set of seven representative organic solvents at 298.15 K and 0.10 MPa to determine the Hansen solubility parameter (HSP) of the solutes by a quantitative correlation with the extended Hansen model. Solubilities of the organic semiconductors (N,N′-di-1-naphthyl-N,N′-diphenylbenzidine (NPB), 4,4′-bis(9H-carbazol-9-yl)biphenyl (CBP), anthracene, tetracene, and perylene) exhibited similar solvent dependence to each other, increasing in the order of ethanol < acetonitrile < hexane < acetone < carbon tetrachloride < chlorobenzene ≈ chloroform due to the large dispersion parameter δD ≈ 21 and the small polarity and hydrogen bonding parameters (δP, δH) ≈ (5, 5) of the solutes. In contrast, the solubilities of NSAIDs (naproxen, diclofenac, indomethacin, and niflumic acid) were hexane < carbon tetrachloride < acetonitrile ≈ chlorobenzene < ethanol ≈ chloroform < ace...