Green chemistry Centre of Excellence, Department of Chemistry, University of York, Heslington, YO10 5DD, UK.
Chemistry. 2019 Apr 1;25(19):4951-4964. doi: 10.1002/chem.201900228. Epub 2019 Mar 4.
The swelling of resins (Merrifield and HypoGel 200) in mixtures of two solvents was generally found not to vary linearly with the relative amount of each solvent in the mixture. Hansen solubility parameter (HSP) space could be used to define high, medium and low swelling regions for each resin. The variation of resin swelling with binary solvent composition could then be explained based on the HSP parameters of the two solvents and the way in which the line connecting the points corresponding to the two pure solvents bisected the swelling region for the resin. The applicability of the methodology was demonstrated by showing that an appropriate mixture of two green solvents was more effective for solid-phase peptide synthesis on Merrifield resin than use of either individual solvent and could completely replace the use of traditional polar aprotic and chlorinated solvents for this application. It was also shown that the high resin swelling area of Merrifield resin can be used to predict mixtures of green solvents that will dissolve linear, unfunctionalised polystyrene.
通常情况下，发现两种溶剂混合物中树脂（Merrifield 和 HypoGel 200）的溶胀与混合物中每种溶剂的相对量不成线性变化。Hansen 溶解度参数（HSP）空间可用于为每种树脂定义高、中、低溶胀区域。然后可以根据两种溶剂的 HSP 参数以及连接对应于两种纯溶剂的线将溶胀区域二等分的方式，解释树脂溶胀随二元溶剂组成的变化。通过表明两种绿色溶剂的适当混合物在 Merrifield 树脂上进行固相肽合成比使用任何一种单一溶剂更有效，并可完全替代传统的极性非质子和氯化溶剂在这种应用中的使用，证明了该方法的适用性。还表明，Merrifield 树脂的高树脂溶胀区域可用于预测将溶解线性、无官能化聚苯乙烯的绿色溶剂混合物。
