The DOI matches its Crossref record; 8 of the 8 references it cites were found in a registry or an index.
Molecularly Defined Caprolactone Oligomers and Polymers: Synthesis and Characterization
Abstract
The synthesis of molecularly defined epsilon-caprolactone oligomers and polymers up to the 64-mer, via an exponential growth strategy, is described. By careful selection of orthogonal protecting groups, t-butyldimethylsilyl (TBDMS) ether for the hydroxyl group and benzyl (Bn) ester for the carboxylic acid group, a highly efficient synthetic strategy was developed with yields for both deprotection steps being essentially quantitative and for the coupling reactions using 1,3-dicyclohexylcarbodiimide (DCC), yields of 80-95% were obtained even at high molecular weights. This allows monodisperse dimers, tetramers, octamers, 16-mers, 32-mers and 64-mers to be prepared in gram quantities and fully characterized using mass spectroscopy, size exclusion chromatography (SEC), and IR and NMR spectroscopy. Thermal and physical properties were measured using thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), atomic force microscopy (AFM), and small-angle X-ray scattering (SAXS). These results conclusively show a distinct structure/property relationship with a close correlation between the number of repeat units and physical properties. In addition, a number of marked differences were observed on comparison with the parent poly(caprolactone) polymer.
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Ovitt, T. M., & Coates, G. W. (2002) · Journal of the American Chemical Society · doi:10.1021/ja012052+ · Cited by 713
PEG- and Peptide-Grafted Aliphatic Polyesters by Click Chemistry
Parrish, B., Breitenkamp, R. B., & Emrick, T. (2005) · Journal of the American Chemical Society · doi:10.1021/ja050310n · Cited by 579
Synthesis and RGD peptide modification of a new biodegradable copolymer: poly(lactic acid-co-lysine)
Barrera, D. A., Zylstra, E., Lansbury, P. T., & Langer, R. (1993) · Journal of the American Chemical Society · doi:10.1021/ja00076a077 · Cited by 456
O'Keefe, B. J., Breyfogle, L. E., Hillmyer, M. A., & Tolman, W. B. (2002) · Journal of the American Chemical Society · doi:10.1021/ja012689t · Cited by 297
Biodegradable, Amorphous Copolyester‐Urethane Networks Having Shape‐Memory Properties
Alteheld, A., Feng, Y., Kelch, S., & Lendlein, A. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200461360 · Cited by 237
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Polylactones 12. Cationic polymerization of 2,2‐dimethyltrimethylene carbonate
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Zhang, W.-B., Yu, X., Wang, C.-L., Sun, H.-J., Hsieh, I.-F., Li, Y., Dong, X.-H., Yue, K., Van Horn, R., & Cheng, S. Z. D. (2014) · Macromolecules · doi:10.1021/ma401724p · Cited by 354
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Self-citationTransforming polylactide into value‐added materials
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Metadata
- Authors
- Takizawa, K., Tang, C., & Hawker, C. J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-01-12
- Volume
- 130
- Issue
- 5
- Pages
- 1718-1726
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1980085478
- Cited by
- 170
- References
- 8
- FWCI
- 2.66
- Type
- journal article
- Language
- en
- Open access
- closed
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