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Alkoxyphenacyl Polymers: A Novel Photodegradable Polymer Platform

Sun, Shuangyi
http://rave.ohiolink.edu/etdc/view?acc_num=akron1424234383

Abstract Details

2015, Doctor of Philosophy, University of Akron, Polymer Science.
Photoresponsive polymers have unique properties and are increasingly studied for various biomaterial applications. This dissertation described a unique approach of incorporating the alkoxyphenacyl chromophore to prepare photodegradable polycarbonates, polyesters, and polyacrylates. The phenacyl group was previously used as a phototriggers for the release of phosphates, amino acids, peptides, and carboxylic acids. In the current research the alkoxyphenacyl chromophore was incorporated directly in the polymer backbone to make polycarbonates and polyesters. The polycarbonate and polyesters showed efficient chain scission upon irradiation at 300 nm UV light even in presence of oxygen. SEC, UV, 1H NMR, and MS were employed to analyze the photodegradation process and mechanism. A study of photodegradation in oxygen-free environment showed a faster degradation rate. Polycarbonate nanoparticles were loaded with Nile Red for a controlled chemical release study. The efficient polymer chain scission even in the presence of oxygen enabled facile fabrication of micropatterned surfaces which are potentially useful for creating biomedical implants. Amine group was introduced to the polymer as pendent group by polymerization with Boc-L-glutamic acid, which allowed conjugation of functional molecules such as rhodamine B and FITC via surface chemistry or solution chemistry. Subsequent surface patterning created fluorescent patterned surface. The polymers were open to further functionalization at the carbonyl group with hydrazide to create dual fluorescent patterns, where two patterns bearing green and red fluorescence overlaps with each other. Hydroxylamine conjugated RGD peptide was functionalized at the surface of the polymer coating, and selective photodegradation of the polymer coating through a mask created a spatial defined RGD peptide micropatterned surface.
Abraham Joy, Dr. (Advisor)
Matthew Becker, Dr. (Committee Member)
Ali Dhinojwala, Dr. (Committee Member)
Yu Zhu, Dr. (Committee Member)
Nic Leipzig, Dr. (Committee Member)
224 p.
Polymers

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Citations

  • Sun, S. (2015). Alkoxyphenacyl Polymers: A Novel Photodegradable Polymer Platform [Doctoral dissertation, University of Akron]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=akron1424234383

    APA Style (7th edition)

  • Sun, Shuangyi. Alkoxyphenacyl Polymers: A Novel Photodegradable Polymer Platform. 2015. University of Akron, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=akron1424234383.

    MLA Style (8th edition)

  • Sun, Shuangyi. "Alkoxyphenacyl Polymers: A Novel Photodegradable Polymer Platform." Doctoral dissertation, University of Akron, 2015. http://rave.ohiolink.edu/etdc/view?acc_num=akron1424234383

    Chicago Manual of Style (17th edition)

akron1424234383
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© 2015, all rights reserved.
This open access ETD is published by University of Akron and OhioLINK.