Resin Swelling in Mixed Solvents Analysed using Hansen Solubility Parameter Space

被引:32
|
作者
Ran, Yanrui [1 ]
Byrne, Fergal [1 ]
Ingram, Ian D., V [1 ]
North, Michael [1 ]
机构
[1] Univ York, Green Chem Ctr Excellence, Dept Chem, Heslington YO10 5DD, England
关键词
binary mixture; green chemistry; Hansen solubility parameters; resin-swelling; solid-phase peptide synthesis; solvents; PHASE PEPTIDE-SYNTHESIS; DIHYDROLEVOGLUCOSENONE CYRENE; N-BUTYLPYRROLIDINONE; PROPYLENE CARBONATE; ALTERNATIVE SOLVENT; ALDOL REACTIONS; DMF; PERSPECTIVE; SCAFFOLDS; CHEMISTRY;
D O I
10.1002/chem.201900228
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 applica- bility 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.
引用
收藏
页码:4951 / 4964
页数:14
相关论文
共 50 条
  • [31] Solubility determination, model evaluation, Hansen solubility parameter and thermodynamic properties of benorilate in six pure solvents and two binary solvent mixtures
    Sha, Jiao
    Ma, Teng
    Huang, Zibo
    Hu, Xiaoran
    Zhang, Ruke
    Cao, Zidan
    Wan, Yameng
    Sun, Renren
    He, Haixia
    Jiang, Gaoliang
    Li, Yu
    Li, Tao
    Ren, Baozeng
    JOURNAL OF CHEMICAL THERMODYNAMICS, 2021, 153
  • [32] Representation of solubilities of phenylthioanthraquinone in supercritical carbon dioxide using Hansen solubility parameter
    Tamura, Kazuhiro
    Fukamizu, Takuya
    FLUID PHASE EQUILIBRIA, 2019, 489 : 68 - 74
  • [33] Equilibrium solubility of 6-propyl-2-thiouracil in nine pure solvents: Determination, correlation, Hansen solubility parameter and thermodynamic properties
    Shen, Yanmin
    Bi, Yu
    Zhao, Peixia
    Yang, Xiaolong
    Zhang, Zheng
    Dang, Dan
    Wang, Han
    Liu, Wenju
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2023, 100 (03)
  • [34] Resin solubility in 3-D: Using cloudpoints and Hansen Solubility Parameters to better understand a litho resin's interaction with solvent
    Sarnecki, G.
    Szabo, B.
    American Ink Maker, 2001, 79 (03): : 36 - 41
  • [35] 2,3-Dichloropyridine solubility in 14 pure solvents: Determination, correlation, Hansen solubility parameter, solvent effect and thermodynamic analysis
    Li, Fanfan
    Chen, Yulu
    Li, Yanxun
    Wan, Yameng
    Gao, Xiaoqiang
    Xiao, Jian
    Ma, Shuxiu
    Yu, Yi
    JOURNAL OF CHEMICAL THERMODYNAMICS, 2024, 191
  • [36] Equilibrium solubility of exo-5,6-dehydronorcantharidin in thirteen pure solvents: Determination, correlation, Hansen solubility parameter and thermodynamic properties
    He, Haixia
    Wan, Yameng
    Sha, Jiao
    Sun, Renren
    Jiang, Gaoliang
    Li, Yu
    Li, Tao
    Ren, Baozeng
    JOURNAL OF MOLECULAR LIQUIDS, 2020, 312
  • [38] Predicting solubility and permeation properties of organic solvents in viton glove material using Hansen's solubility parameters
    Evans, KM
    Hardy, JK
    JOURNAL OF APPLIED POLYMER SCIENCE, 2004, 93 (06) : 2688 - 2698
  • [39] Solid-liquid equilibrium of forchlorfenuron in four binary solvents: Experiments, hansen solubility parameter and molecular simulation
    Wang, Yueru
    Wang, Hansong
    Chen, Jiaxuan
    Mei, Bolun
    Li, Yu
    Li, Tao
    Ren, Baozeng
    JOURNAL OF MOLECULAR LIQUIDS, 2024, 403
  • [40] Screening Solvents Based on Hansen Solubility Parameter Theory To Depolymerize Lignocellulosic Biomass Efficiently under Low Temperature
    Zhang, Quan
    Tan, Xuesong
    Wang, Wen
    Yu, Qiang
    Wang, Qiong
    Miao, Changlin
    Guo, Ying
    Zhuang, Xinshu
    Yuan, Zhenhong
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2019, 7 (09) : 8678 - 8686