Literature DB >> 30762275

Resin Swelling in Mixed Solvents Analysed using Hansen Solubility Parameter Space.

Yanrui Ran1, Fergal Byrne1, Ian D V Ingram1, Michael North1.   

Abstract

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.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Hansen solubility parameters; binary mixture; green chemistry; resin-swelling; solid-phase peptide synthesis; solvents

Year:  2019        PMID: 30762275     DOI: 10.1002/chem.201900228

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  3 in total

Review 1.  Greening the synthesis of peptide therapeutics: an industrial perspective.

Authors:  Vincent Martin; Peter H G Egelund; Henrik Johansson; Sebastian Thordal Le Quement; Felix Wojcik; Daniel Sejer Pedersen
Journal:  RSC Adv       Date:  2020-11-24       Impact factor: 4.036

Review 2.  Replacement of Less-Preferred Dipolar Aprotic and Ethereal Solvents in Synthetic Organic Chemistry with More Sustainable Alternatives.

Authors:  Andrew Jordan; Callum G J Hall; Lee R Thorp; Helen F Sneddon
Journal:  Chem Rev       Date:  2022-02-24       Impact factor: 72.087

3.  Investigation of Parameters that Affect Resin Swelling in Green Solvents.

Authors:  Chidi Amadi-Kamalu; Holly Clarke; Matthew McRobie; James Mortimer; Michael North; Yanrui Ran; Anne Routledge; Dani Sibbald; Matthew Tickias; Kai Tse; Helen Willway
Journal:  ChemistryOpen       Date:  2020-04-03       Impact factor: 2.911

  3 in total

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