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Stereochemistry-Controlled Mechanical Properties and Degradation in 3D-Printable Photosets.

Publication ,  Journal Article
Khalfa, AL; Becker, ML; Dove, AP
Published in: Journal of the American Chemical Society
October 2021

Stereochemistry provides an appealing handle by which to control the properties of small molecules and polymers. While it is established that stereochemistry in linear polymers affects their bulk mechanical properties, the application of this concept to photocurable networks could allow for resins that can accommodate the increasing demand for mechanically diverse materials without the need to significantly change their formulation. Herein, we exploit cis and trans stereochemistry in pre-resin oligomers to create photoset materials with mechanical properties and degradation rates that are controlled by their stereochemistry and molecular weight. Both the synthesis of stereopure (cis or trans) acrylate-terminated pre-polymers and the subsequent UV-triggered cross-linking occurred with a retention of stereochemistry, close to 100%. The stereochemistry of a 4 kDa oligomer within the resin enabled the tuning of the formulation to either a fast eroding, soft cis elastomer or a stiff trans plastic that is more resistant to degradation. These results demonstrate that stereochemistry is a powerful tool to modify the stiffness, toughness, and degradability of high-resolution, three-dimensional printed scaffolds from the same formulated ratio of components.

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Published In

Journal of the American Chemical Society

DOI

EISSN

1520-5126

ISSN

0002-7863

Publication Date

October 2021

Volume

143

Issue

42

Start / End Page

17510 / 17516

Related Subject Headings

  • General Chemistry
  • 40 Engineering
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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Khalfa, A. L., Becker, M. L., & Dove, A. P. (2021). Stereochemistry-Controlled Mechanical Properties and Degradation in 3D-Printable Photosets. Journal of the American Chemical Society, 143(42), 17510–17516. https://doi.org/10.1021/jacs.1c06960
Khalfa, Anissa L., Matthew L. Becker, and Andrew P. Dove. “Stereochemistry-Controlled Mechanical Properties and Degradation in 3D-Printable Photosets.Journal of the American Chemical Society 143, no. 42 (October 2021): 17510–16. https://doi.org/10.1021/jacs.1c06960.
Khalfa AL, Becker ML, Dove AP. Stereochemistry-Controlled Mechanical Properties and Degradation in 3D-Printable Photosets. Journal of the American Chemical Society. 2021 Oct;143(42):17510–6.
Khalfa, Anissa L., et al. “Stereochemistry-Controlled Mechanical Properties and Degradation in 3D-Printable Photosets.Journal of the American Chemical Society, vol. 143, no. 42, Oct. 2021, pp. 17510–16. Epmc, doi:10.1021/jacs.1c06960.
Khalfa AL, Becker ML, Dove AP. Stereochemistry-Controlled Mechanical Properties and Degradation in 3D-Printable Photosets. Journal of the American Chemical Society. 2021 Oct;143(42):17510–17516.
Journal cover image

Published In

Journal of the American Chemical Society

DOI

EISSN

1520-5126

ISSN

0002-7863

Publication Date

October 2021

Volume

143

Issue

42

Start / End Page

17510 / 17516

Related Subject Headings

  • General Chemistry
  • 40 Engineering
  • 34 Chemical sciences
  • 03 Chemical Sciences