Phenolic resins for solid‐phase peptide synthesis: Copolymerization of styrene and p‐acetoxystyrene

Wiley - Tập 12 Số 9 - Trang 2017-2025 - 1974
Reza Arshady1, G. W. Kenner1, A. Ledwith2
1Robert Robinson Laboratories, University of Liverpool, England
2Donnan Laboratories, University of Liverpool, England

Tóm tắt

AbstractDetails are given of the synthesis and purification of p‐acetoxystyrene and its solution and suspension copolymerization with styrene. Reactivity ratios, evaluated by the Tidwell‐Mortimer method, were r1 (p‐acetoxystyrene) = 1.18, and r2 (styrene) = 0.88 for (bulk) solution copolymerization. Corresponding values of the reactivity ratios for suspension copolymerization were, within experimental error, indistinguishable from unity. Thus the copolymer composition is governed simply by the monomer feed composition. Use of a specially designed reactor vessel permits convenient suspension copolymerization of styrene, p‐acetoxystyrene, and divinylbenzene to give crosslinked resins having comparatively narrow particle size distributions. Acetoxy groups in the crosslinked resin are cleaved by hydrazine hydrate under very mild conditions to give crosslinked polystyrenes having phenolic groups which, in turn, provide a useful alternative to the more usual chloromethylated polystyrene resins for solid‐phase peptide synthesis.

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Tài liệu tham khảo

10.1126/science.150.3693.178

Marshall G. R., 1971, Biochemical Aspects of Reactions on Solid Supports, 126

10.1002/anie.197107861

10.1021/ja00764a074

10.1021/ja01013a037

R. E.Williams J.Brown andD. R.Lauren paper presented at American Chemical Society Meeting 1972;

1972, Polym. Preprints, 13, 823

Scott G., 1965, Atmospheric Oxidation and Antioxidants

10.1002/pol.1969.150070814

10.1002/apmc.1970.050120113

Packham D. I., J. Chem. Soc., 1964, 2617

Danusso F., 1965, Chim. Ind. (Milan), 47, 585

10.1021/jo01098a012

10.1021/jo01094a004

10.1021/jo01094a003

Wolf F., 1971, Plaste Kautschuk, 18, 580

10.1002/pol.1965.100030137

Patterson J. A., 1971, Biochemical Aspects of Reactions on Solid Supports, 195

D.Hudson G. W.Kenner andR.Ramage in preparation.

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Wiley

Tập 12 Số 9

2017-2025

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