Award Abstract # 1610311
SusChEM: Resourceful Polymers Derived from Polyhydroxyl Natural Products

NSF Org: CHE
Division Of Chemistry
Recipient: TEXAS A & M UNIVERSITY
Initial Amendment Date: July 5, 2016
Latest Amendment Date: July 5, 2018
Award Number: 1610311
Award Instrument: Continuing Grant
Program Manager: Suk-Wah Tam-Chang
stamchan@nsf.gov
 (703)292-8684
CHE
 Division Of Chemistry
MPS
 Directorate for Mathematical and Physical Sciences
Start Date: August 15, 2016
End Date: July 31, 2022 (Estimated)
Total Intended Award Amount: $700,000.00
Total Awarded Amount to Date: $719,305.00
Funds Obligated to Date: FY 2016 = $350,000.00
FY 2017 = $350,000.00

FY 2018 = $19,305.00
History of Investigator:
  • Karen Wooley (Principal Investigator)
    wooley@mail.chem.tamu.edu
  • Donald Darensbourg (Co-Principal Investigator)
  • Guorong Sun (Co-Principal Investigator)
Recipient Sponsored Research Office: Texas A&M University
400 HARVEY MITCHELL PKY S STE 300
COLLEGE STATION
TX  US  77845-4375
(979)862-6777
Sponsor Congressional District: 10
Primary Place of Performance: Texas A&M University Main Campus
3255 TAMU, Dept of Chemistry
College Station
TX  US  77845-4375
Primary Place of Performance
Congressional District:
10
Unique Entity Identifier (UEI): JF6XLNB4CDJ5
Parent UEI:
NSF Program(s): Macromolec/Supramolec/Nano
Primary Program Source: 01001617DB NSF RESEARCH & RELATED ACTIVIT
01001718DB NSF RESEARCH & RELATED ACTIVIT

01001819DB NSF RESEARCH & RELATED ACTIVIT
Program Reference Code(s): 8248, 8650
Program Element Code(s): 688500
Award Agency Code: 4900
Fund Agency Code: 4900
Assistance Listing Number(s): 47.049

ABSTRACT

Organic polymer materials, commonly thought of as plastics, are of critical importance to every aspect of human life, from the clothes that we wear to the computers that we use to the tires on which we drive to the devices through which medicines are administered. Two key challenges with polymer materials are their production from petrochemical sources, which are non-renewable, and their persistence in the environment. To address these challenges, Professors Wooley, Darensbourg, and Dr. Sun of Texas A&M University are designing strategies to produce polymer materials from natural building blocks while also incorporating degradable linkages that regenerate those natural building blocks once the material has completed its useful lifetime. This project includes research and educational components to impact fundamental knowledge about polymer materials across the disciplines of chemistry and engineering.

The research team is developing synthetic chemistry approaches to the production of a series of polycarbonates and polyphosphoesters that originate from renewable resources, exhibit novel chemical, physical and mechanical properties, and undergo hydrolytic breakdown to biologically-beneficial or benign by-products. In one direction, this project combines polyhydroxyl natural products as the monomeric building blocks and carbonates as the linkages. Hydrolytic degradation of the resulting polymers produces the polyhydroxyl compound plus carbon dioxide. In a second direction, phosphoester linkages are utilized, again borrowing from Nature, in phosphoesters commonly found in biological macromolecules, such as DNA or RNA. The research activities include 1) the synthesis of functional monomers from polyhydroxyl natural products, 2) the transformation of those monomers into linear, branched or crosslinked polymer materials by either step-growth condensation or chain-growth ring-opening polymerizations, 3) rigorous characterization studies to determine the compositions, structures, physicochemical and mechanical properties; and 4) the study of hydrolytic stabilities and degradation products.

PUBLICATIONS PRODUCED AS A RESULT OF THIS RESEARCH

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(Showing: 1 - 10 of 51)
Dong, Mei and Wessels, Michiel G. and Lee, Jee Young and Su, Lu and Wang, Hai and Letteri, Rachel A. and Song, Yue and Lin, Yen-Nan and Chen, Yingchao and Li, Richen and Pochan, Darrin J. and Jayaraman, Arthi and Wooley, Karen L. "Experiments and Simulations of Complex Sugar-Based CoilBrush Block Polymer Nanoassemblies in Aqueous Solution" ACS Nano , v.13 , 2019 10.1021/acsnano.8b08811 Citation Details
Dong, Mei K. and Song, Yue A. and Wang, Hai A. and Su, Lu L. and Shen, Yidan and Tran, David and Letteri, Rachel and Flores, Jeniree and Lin, Yen-Nan and Li, Jialuo and Wooley, Karen "Degradable sugar-based magnetic hybrid nanoparticles for recovery of crude oil from aqueous environments" Polymer Chemistry , 2020 10.1039/D0PY00029A Citation Details
Dong, M.; Song, Y.; Wang, H.; Su, L.; Shen, Y.; Tran, D. K.; Letteri, R. A.; Flores, J. A.; Lin, Y.-N.; Li, J.; Wooley, K. L. "Degradable Sugar-based Magnetic Hybrid Nanoparticles for Recovery of Crude Oil from Aqueous Environments" Polym. Chem. , v.11 , 2020 , p.4895 10.1039/D0PY00029A
Dong, M.; Wessels, M. G.; Lee, J. Y.; Su, L.; Wang, H.; Letteri, R. A.; Song, Y.; Lin, Y.-N.; Chen, Y.; Li, R.; Pochan, D. J.; Jayaraman, A.; Wooley, K. L. "Experiments and Simulations of Complex Sugar based Coil brush Block Polymer Nanoassemblies in Aqueous Solution" ACS Nano , v.13 , 2019 , p.5147 10.1021/acsnano.8b08811
Elsabahy, Mahmoud and Song, Yue and Eissa, Noura G. and Khan, Sarosh and Hamad, Mostafa A. and Wooley, Karen L. "Morphologic design of sugar-based polymer nanoparticles for delivery of antidiabetic peptides" Journal of Controlled Release , v.334 , 2021 https://doi.org/10.1016/j.jconrel.2021.04.006 Citation Details
Elsabahy, M.; Song, Y.; Eissa, N. G.; Khan, S.; Hamad, M. A.; Wooley, K. L. "Morphologic design of sugar-based polymer nanoparticles for delivery of antidiabetic peptides" J. Control. Release , v.334 , 2021 , p.1 10.1016/j.jconrel.2021.04.006
Felder, S. E.; Redding, M.; Noel, A.; Grayson, S. M.; Wooley, K. L. "Organocatalyzed ROP of a Glucopyranoside Derived 5 Membered Cyclic Carbonate" Macromolecules , v.51 , 2018 , p.1787 10.1021/acs.macromol.7b01785
Felder, Simcha E. and Redding, McKenna J. and Noel, Amandine and Grayson, Scott M. and Wooley, Karen L. "Organocatalyzed ROP of a Glucopyranoside Derived Five-Membered Cyclic Carbonate" Macromolecules , v.51 , 2018 10.1021/acs.macromol.7b01785 Citation Details
Heo, G. S.; Cho, S.; Wooley, K. L. "Preparation of Degradable Polymeric Nanoparticles with Various Sizes and Surface Charges from Polycarbonate Block Copolymers" Macromol. Res. , v.27 , 2019 , p.1173 10.1007/s13233-020-8044-x
Kristufek, Samantha L. and Wacker, Kevin T. and Tsao, Yi-Yun Timothy and Su, Lu and Wooley, Karen L. "Monomer design strategies to create natural product-based polymer materials" Natural Product Reports , v.34 , 2017 10.1039/c6np00112b Citation Details
Kristufek, S. L.; Wacker, K. T.; Tsao, Y. T.; Lu, S.; Wooley, K. L. "Monomer Design Strategies to Create Natural Product-Based Polymer Materials" Nat. Prod. Rep. , v.34 , 2017 , p.433 10.1039/C6NP00112B
(Showing: 1 - 10 of 51)

PROJECT OUTCOMES REPORT

Disclaimer

This Project Outcomes Report for the General Public is displayed verbatim as submitted by the Principal Investigator (PI) for this award. Any opinions, findings, and conclusions or recommendations expressed in this Report are those of the PI and do not necessarily reflect the views of the National Science Foundation; NSF has not approved or endorsed its content.

Organic polymer materials, commonly thought of as plastics, are of critical importance to every aspect of human life, from the clothes that we wear to the computers that we use to the tires on which we drive to the devices through which medicines are administered.  A key goal of this research was the establishment of synthetic methodologies by which to transform natural products into functional polymer materials.  It was anticipated that such accomplishments would led a revolution in plastics, which would be based upon an increased awareness of the need to consider the full life cycle of a polymer material (plastic), from the stage of the initial design through to its functional performance and, finally, to its breakdown into biologically- and environmentally-resorbable by-products.  Although Nature has several examples of engineering-type construction materials (e.g. cellulose, chitin, etc.) that are degradable, resorbable and recyclable, most synthetic materials are designed to be derived from renewable resources and degradable or from petrochemicals and perform as an engineering material.  In one direction, this project combined polyhydroxyl natural products as the monomeric building blocks, and carbonates, found in common engineering materials, as the linkages.  Hydrolytic degradation produced the polyhydroxyl compound plus carbon dioxide.  In a second direction, phosphoester linkages were utilized, again borrowing from Nature, in the use of phosphoesters commonly found in biological macromolecules, such as DNA or RNA.  The physical, mechanical and stability properties were tuned by the chemical compositions and structures, controlled by the advancement of synthetic methodologies by which to prepare such materials.  Therefore, the focus of the research involved the development of chemistry techniques that would harness the rich chemical diversity of natural resources.  An emphasis was placed on the incorporation of sugars and other natural products into plastics, so that they would be capable of useful performance but, ultimately, could avoid long-term burden as waste in the environment.  This project produced advances that were disseminated in 27 peer-reviewed publications.  Specific objectives also included providing a rigorous educational environment and research training experience for the 1 postdoctoral research associate (female), 12 Ph.D. students (6 female), 1 M.D./Ph.D. student, and 4 undergraduates (3 female) who were involved in this project.

 


Last Modified: 01/11/2023
Modified by: Karen L Wooley

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