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Thursday, August 18, 2016
Crystallography as a Drug Design and Delivery Tool Vincent Stoll, Research Fellow and Associate Director of Structural Biology, Abbvie
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Contact ACS Webinars ® at acswebinars@acs.org
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Chemophobia: How We Became Afraid of Chemicals and What to Do About It
James Kennedy, Chemistry Teacher and Blogger, Haileybury, Australia
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www.acs.org/acswebinars Slides available now! Recordings will be available to ACS members in a few weeks
2016 Material Science Series “The Chemistry of Power Free Wearable Sensors: Smart Polymeric Materials”
The 2016 Material Science Series is co-produced with ACS Industry Member Programs, C&EN, and the ACS POLY Division
Mark Jones Executive External Strategy and
Communications Fellow,
Dow Chemical
Michele Lee Ph.D. Student, Dept. of Chemical
Engineering and Materials Science,
University of Southern California Andrea Armani
Fluor Early Career Chair and Associate
Professor, Dept. of Chemical Engineering
and Materials Science,
University of Southern California
The Chemistry of Power
Free Wearable Sensors:
Smart Polymeric Materials
Thursday, August 4th 2016, 2 – 3 pm EST
facebook.com/ArmaniResearchLab
@ArmaniLab
www.armani.usc.edu
8/3/2016
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Outline
• History of wearable technology
• Smart polymers
• Responsive functional groups
• Smart polymers in wearable sensors
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“Wearable” Technology designed to be worn on the body
Past: Bulky/ wired Power-source dependent Singular functionality
1983
Ioannou, K., Ignaszewski, M., Macdonald, I. 2014, BCMJ, 56, 86-89.
1947
1923
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Portable Multifunctional Connected
2015 2013 2008
Present:
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“Wearable” Technology designed to be worn on the body
2017 2018
Seamless integration Battery-free Expanded functionality
2016
Future:
“Wearable” Technology designed to be worn on the body
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Audience Survey Question ANSWER THE QUESTION ON BLUE SCREEN IN ONE MOMENT
• $500 million
• $5 billion
• $30 billion
• $100 billion
How much is the wearable tech industry predicted to be worth by 2020?
Smart Polymers
light
heat chemical environment
pH
saltcityoptics.com 33rdsquare.com
voltage
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Smart Polymeric Materials Functionality depends on where modification occurs
backbone modification
pendant group modification
cross-link modification
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backbone modification
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backbone modification
Ayer, M. A.; Simon, Y. C.; Weder, C. 2016, Macromolecules, 49, 2917-2927.
Graded mechanical properties after T or UV
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pendant group modification
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pendant group modification
PTHPMA conversion to PMAA releases THP Modify environmental pH
Wang, J., Pelletier, M., Zhang, H, et al. 2009, Langmuir, 25, 13201-205. 25
cross-link modification
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PEG-based photolabile hydrogel
2D & 3D cell culture matrix Cell morphology, cytoskeleton changes with environment
Kloxin, A., Tibbitt, M., Anseth, K. 2010, Nat. Protocols, 5, 1867-87.
cross-link modification
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Secondary structure
brush layer
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Secondary structure
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Secondary structure
hydrogel
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Secondary structure
hydrogel
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Secondary structure
micelle
hydrogel
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Secondary structure
micelle
hydrogel
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Secondary structure
micelle
hydrogel
multilayer film
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Secondary structure
micelle
hydrogel
multilayer film
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Secondary structure
micelle
hydrogel
multilayer film
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Audience Survey Question ANSWER THE QUESTION ON BLUE SCREEN IN ONE MOMENT
• Transition lenses
• Dental night guard
• Self-healing paint
• Anti-fogging glass
Which of these is not made with a smart polymeric material?
Stimuli-responsive groups
Temperature - triggered
Light - triggered
pH - triggered
Electrically - triggered
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Temperature - triggered
poly(N-isopropylacrylamide) (PNIPAM)
Low Critical Solution Temperature (LCST) = 32°C Close to body temperature
Below LCST Above LCST
Swollen Hydrophilic surface
Compacted Hydrophobic surface
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Bagherifard, S., Tamayol, A., et al. 2015, Adv. Healthcare Mater., 5, 175-184.
Crosslinked PNIPAM to synthesize responsive microparticles
As T increases, microparticles shrink
Thermoresponsive drug release
Temperature - triggered
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Bagherifard, S., Tamayol, A., et al. 2015, Adv. Healthcare Mater., 5, 175-184.
Particle shrinkage results in drug release during heating
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Thermoresponsive drug release
Temperature - triggered
Bagherifard, S., Tamayol, A., et al. 2015, Adv. Healthcare Mater., 5, 175-184.
Release rate is temperature dependent
Thermoresponsive drug release
Temperature - triggered
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Bagherifard, S., Tamayol, A., et al. 2015, Adv. Healthcare Mater., 5, 175-184.
• Integrated drug release capsules into a biocompatible flexible platform (hydrogel patch)
alginate patch with loaded microparticles
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Thermoresponsive drug release
Temperature - triggered
Bagherifard, S., Tamayol, A., et al. 2015, Adv. Healthcare Mater., 5, 175-184.
Thermoresponsive drug release
Temperature - triggered
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Electrically - triggered
Beverina, L., Pagani, G.A., Sassi, M. 2014, Chem. Commun., 50, 5413-30.
Conjugated polymers: poly(heterocycles)
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Chou, H., Nguyen, A., et al. 2015, Nat. Comm., 6, 1-10.
Electrically - triggered
poly(3-hexylthiophene-2,3-diyl) (P3HT)
• Voltage induces change in P3HT oxidation state
• Oxidation state changes absorbance & color appearance of P3HT
Electrically - triggered
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Chou, H., Nguyen, A., et al. 2015, Nat. Comm., 6, 1-10.
Pressure-sensitive layer
• Pyramidal microstructured PDMS spray-coated with single walled carbon nanotubes (SWNT) act as pressure-sensitive layer
Electrically - triggered
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Chou, H., Nguyen, A., et al. 2015, Nat. Comm., 6, 1-10.
Electrochromic pressure sensor
Electrically - triggered
48
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Chou, H., Nguyen, A., et al. 2015, Nat. Comm., 6, 1-10.
Electrochromic pressure sensor
Electrically - triggered
49
pH - triggered
polyaniline (PANI)
leucoemeraldine pernigraniline
low pH high pH
emeraldine
pH changes lead to changes in color & conductivity 50
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Bandodkar, A., Hung, V., et al. 2013, Analyst, 138, 123–128.
Temporary tattoo pH indicator
• Integrated PANI into tattoo-based sweat sensor
• Screen-printed carbon reference electrode and insulator, patterned PANI onto release-agent coated base paper to transfer to skin
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pH - triggered
Bandodkar, A., Hung, V., et al. 2013, Analyst, 138, 123–128.
Temporary tattoo pH indicator
• Monitored changes in pH while cycling matched with commercial pH meter
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pH - triggered
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Lee, M., Gungor, E., Armani, A. 2015, Macromolecules., 48, 8746-8751.
Light - triggered
o-nitrobenzyl (ONB) λ = 300-380
• Photocleavage occurs upon exposure to UVA, UVB light
• Cleaving causes formation of new functional groups
53
Lee, M., Gungor, E., Armani, A. 2015, Macromolecules., 48, 8746-8751.
UV-responsive polymer
• Incorporate ONB into a bifunctional ATRP initiator
• Post-synthesis, ONB is located directly in center of the chain
ONB, ortho-nitrobenzyl ATRP, atom transfer radical polymerization
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Light - triggered
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Lee, M., Gungor, E., Armani, A. 2015, Macromolecules., 48, 8746-8751.
UV-responsive polymer
• Photocleavage reduces polymer molecular weight by half
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Light - triggered
Lee, M., Gungor, E., Armani, A. 2015, Macromolecules., 48, 8746-8751.
Environment-dependent response
• UV-dose dependent photocleavage
• Rate of photocleavage is environment-dependent
% c
lea
ve
d
56
Light - triggered
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Lee, M., Gungor, E., Armani, A. 2015, Macromolecules., 48, 8746-8751.
Environment-dependent response
• UV-dose dependent photocleavage
• Rate of photocleavage is environment-dependent
% c
lea
ve
d
57
Light - triggered
Lee, M., Gungor, E., Armani, A. 2015, Macromolecules., 48, 8746-8751.
Colorimetric UV detection
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Light - triggered
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References
Smart material sensors
• Ayer, M. A.; Simon, Y. C.; Weder, C. 2016, Macromolecules, 49, 2917-2927.
• Wang, J., Pelletier, M., Zhang, H, et al. 2009, Langmuir, 25, 13201-205.
• Kloxin, A., Tibbitt, M., Anseth, K. 2010, Nat. Protocols, 5, 1867-87.
• Bagherifard, S., Tamayol, A., et al. 2015, Adv. Healthcare Materials, 5, 175-184.
• Chou, H., Nguyen, A., et al. 2015, Nat. Comm., 6, 1-10.
• Bandodkar, A., Hung, V., et al. 2013, Analyst, 138, 123–128.
• Lee, M., Gungor, E., Armani, A. 2015, Macromolecules., 48, 8746-8751.
Reviews
• Schattling, P., Jochum, F., et al. 2014, Polymer Chemistry, 5, 25-36.
• Stuart, M., Huck, W., et al. 2010, Nature Materials, 9, 101-113.
• Xia, F., Jiang, L.. 2008, Adv. Mat., 15, 2842-2858.
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facebook.com/ArmaniResearchLab
@ArmaniLab
www.armani.usc.edu www-scf.usc.edu/~lee853/
8/3/2016
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www.acs.org/acswebinars Slides available now! Recordings will be available to ACS members in a few weeks
2016 Material Science Series “The Chemistry of Power Free Wearable Sensors: Smart Polymeric Materials”
The 2016 Material Science Series is co-produced with ACS Industry Member Programs, C&EN, and the ACS POLY Division
Mark Jones Executive External Strategy and
Communications Fellow,
Dow Chemical
Michele Lee Ph.D. Student, Dept. of Chemical
Engineering and Materials Science,
University of Southern California Andrea Armani
Fluor Early Career Chair and Associate
Professor, Dept. of Chemical Engineering
and Materials Science,
University of Southern California
62
2016 Material Science Series http://bit.ly/2016MaterialScienceSeries
The 2016 Material Science Series is co-produced with
ACS Industry Member Programs, C&EN, and the ACS POLY Division
Discover the material science innovations that make life more comfortable!
8/3/2016
32
Upcoming ACS Webinars www.acs.org/acswebinars
63
Thursday, August 18, 2016
Crystallography as a Drug Design and Delivery Tool Vincent Stoll, Research Fellow and Associate Director of Structural Biology, Abbvie
Robert Wenslow, Vice President Business Development, Crystal Pharmatech
Andrew Brunskill, Associate Principal Scientist, Merck
Contact ACS Webinars ® at acswebinars@acs.org
Thursday, August 11, 2016
Chemophobia: How We Became Afraid of Chemicals and What to Do About It
James Kennedy, Chemistry Teacher and Blogger, Haileybury, Australia
Darren Griffin, Professor of Genetics, University of Kent, UK
64
www.acs.org/acswebinars Slides available now! Recordings will be available to ACS members in a few weeks
2016 Material Science Series “The Chemistry of Power Free Wearable Sensors: Smart Polymeric Materials”
The 2016 Material Science Series is co-produced with ACS Industry Member Programs, C&EN, and the ACS POLY Division
Mark Jones Executive External Strategy and
Communications Fellow,
Dow Chemical
Michele Lee Ph.D. Student, Dept. of Chemical
Engineering and Materials Science,
University of Southern California Andrea Armani
Fluor Early Career Chair and Associate
Professor, Dept. of Chemical Engineering
and Materials Science,
University of Southern California
8/3/2016
33
65
“Fantastic ACS Webinar. I have one intraocular lens because of cataract surgery and occasionally wear a contact lens in the other eye, so this topic affects me personally. I also self-administered LOTS of eye drops after the cataract surgery, so the drug delivery info is appreciated as well. It is good to know that so much great work is being done in this field.”
Daniel A. Green, Principal Investigator, DuPont
Quote in reference to: http://bit.ly/ContactsChemistry
Be a featured fan on an upcoming webinar! Write to us @ acswebinars@acs.org
How has ACS Webinars benefited you?
®
66
8/3/2016
34
67
Benefits of ACS Membership
http://bit.ly/benefitsACS
Chemical & Engineering News (C&EN) The preeminent weekly news source.
NEW! Free Access to ACS Presentations on Demand® ACS Member only access to over 1,000 presentation recordings from recent ACS meetings and select events.
NEW! ACS Career Navigator Your source for leadership development, professional education, career services, and much more.
68
ACS Webinars does not endorse any products or services. The views expressed in this presentation are those of the presenter and do not necessarily reflect the views or policies of the American Chemical Society.
®
Contact ACS Webinars ® at acswebinars@acs.org
8/3/2016
35
Upcoming ACS Webinars www.acs.org/acswebinars
69
Thursday, August 18, 2016
Crystallography as a Drug Design and Delivery Tool Vincent Stoll, Research Fellow and Associate Director of Structural Biology, Abbvie
Robert Wenslow, Vice President Business Development, Crystal Pharmatech
Andrew Brunskill, Associate Principal Scientist, Merck
Contact ACS Webinars ® at acswebinars@acs.org
Thursday, August 11, 2016
Chemophobia: How We Became Afraid of Chemicals and What to Do About It
James Kennedy, Chemistry Teacher and Blogger, Haileybury, Australia
Darren Griffin, Professor of Genetics, University of Kent, UK
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