The DOI matches its Crossref record; 15 of the 15 references it cites were found in a registry or an index.
Double-Stage Convergent Approach for the Synthesis of Functionalized Dendritic Aliphatic Polyesters Based on 2,2-Bis(hydroxymethyl)propionic Acid
Abstract
The fourth generation tridendron dendrimer based on 2,2-bis(hydroxymethyl)propionic acid (bis-MPA) with 48 hydroxyl groups was synthesized in high yields using N, N ‘-dicyclohexylcarbodiimide (DCC) for the coupling steps. A double-stage convergent approach reduced the number of synthetic and liquid chromatographic steps required in the synthesis and purification of the final dendrimers. The hydroxyl functional dendrimer was subjected to a variety of surface modifications by reaction with different acid chlorides. The acetonide, hydroxy, acetate, n -octanoate, n -palmitoate, and benzoate end-functionalized dendrimers showed large differences in thermal and solution behavior depending on the nature of their end groups. The glass transition temperature varied from −4 °C for the acetate-terminated dendrimer to +57 °C for the hydroxyl-functionalized dendrimer. Dendrimers terminated with long alkyl chains were highly soluble in hexane and dichloromethane and poorly soluble in water and methanol whereas the hydroxy-terminated dendrimer showed the opposite solution behavior. All surface modified dendrimers were amorphous according to differential scanning calorimetry (DSC) except for the n -palmitoate-terminated dendrimer that showed a distinct melting transition at +28 °C in its DSC trace due to the crystallization of the long alkyl chains.
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Cites
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Metadata
- Authors
- Ihre, H., Hult, A., Fréchet, J. M. J., & Gitsov, I.
- Venue
- Macromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 1998-06-01
- Volume
- 31
- Issue
- 13
- Pages
- 4061-4068
- ISSN
- 0024-9297 (ISSN-L)
- 1520-5835
- OpenAlex
- W2035192891
- Cited by
- 324
- References
- 15
- FWCI
- 16.76
- Type
- journal article
- Language
- en
- Open access
- closed
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