metokote 2-22-11
TRANSCRIPT
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Advanced Materials and Coatings
John TexterSchool of Engineering Technology, Eastern Michigan University,
Ypsilanti, MI 48197, USA
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Antimicrobial Anionic Surfactants andVectors for Delivering Silver Ion
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Silver as an Antimicrobial Agent
Serendipity
Plate Tests
Membrane Poration Hypothesis
MICs
Foley Catheter PU Doping
Fabrics
Household Surfaces
Toxicology
Proposed Applications
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Use of Reverse-Micelle Forming Anionic Surfactants as
Vectors for Ag+ Delivery into Hydrophobic Coatings
AOT or S1
Na+ easily ionexchanged with
Ag+
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Application of E. coli to AgAOT (AgS1) containing
polyurethane coatings
amolAg/cm
% weight Ag inCoating
CFU/ml ofE. coliat 12 h CFU/ml of E. coliat 24 h
0 0 5.8 x 105 , 2.9 x 105, 4.1 x 105 6.8 x 106 , 3.4 x 105, 1.2 x 105
0.00310 0.0012 6.5 x 104 , 4.2 x 104, 1.21 x 105 1.1 x 105, 1.0 x 10, 3.0 x 10
0.00737 0.0031 1.4 x 105, 1.3 x 105, 5.8 x 104 1.5 x 10, 0, 3.0 x 10
0.00131 0.0061 5.0 x 10, 1.1 x 104, 3.0 x 104 0, 1.7 x 104, 0
0.00250 0.012 5.5 x 104, 9.5 x 10, 3.5 x 104 0, 0, 0
0.00597 0.031 0, 0, 0 0, 0, 0
0.0122 0.061 0, 0, 0 0, 0, 0
0.0261 0.122 0, 0, 0 0, 0, 0
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Application of P. aeruginosa to AgAOT (AgS1)
containing polyurethane coatings
amolAg/cm
% weight Agin Coating
CFU/ml ofP. aeruginosa at 12 h CFU/ml of P. aeruginosa at 24 h
0 0 5.5 x 104, 3.3 x 105, 1.0 x 105 5.0 x 104 , 3.2 x 105, 2.2 x 105
0.00310 0.0012 3.0 x 104, 9.5 x 105 , 2.6 x 104 0, 0, 0
0.00737 0.0031 1.1 x 104, 1.2 x 105, 3.3 x 104 0, 0, 7.5 x 10
0.00131 0.0061 4.8 x 10, 2.5 x 10, 6.3 x 10 0, 0, 0
0.00250 0.012 1.5 x 10, 1.5 x 10, 3.8 x 10 6.3 x 10, 0, 5.0 x 10
0.00597 0.031 0, 0, 0 0, 0, 0
0.0122 0.061 0, 0, 0 0, 0, 0
0.0261 0.122 0, 0, 0 0, 0, 0
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Silver as an Antimicrobial Agent
Serendipity
Plate Tests
Membrane Poration Hypothesis
MICsFoley Catheter PU Doping
Fabrics
Household Surfaces
Toxicology
Proposed Applications
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SerendipityContact (h) CFU/ml
B. subtilis S. aureus
0 3.6x104 2.0x105
12 0 0
24 0 0
0 1.6x104 5.1x105
12 0 0
24 0 0
Initial tests of polyurethane coatings on glass slides showed that
sodium surfactant controls, comprising S1 (AOT) at 30% byweight, killed all of the B. subtilis and S. aureus after 12 and 24 h
exposure.
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SerendipityBroth Test (TSB)
An initial broth test with (AOT) S1 showed that growth of the
bacteria was inhibited in the broth containing S1, but growth
was sustained in the broth free of S1.
This broth test was then repeated at S1 levels of 1%, 0.5%,0.25%, 0.12%, and 0.063% with B. subtilis, S. aureus, E. coli,
and P. aerugenosa. After incubation the broths were plated
onto TSA plates and again incubated. No effect on E. coli and
P. aerugenosa, but all the B. subtilis was killed at everydilution, and only a very few colonies were observed for S.
aureus at the two lowest dilution levels.
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Silver as an Antimicrobial Agent
Serendipity
Plate Tests
Membrane Poration Hypothesis
MICsFoley Catheter PU Doping
Fabrics
Household Surfaces
Toxicology
Proposed Applications
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Staphylococcus aureus ATCC6538 Pos
Bacillus subtilis ATCC33 Pos
Escherichia coli ATCC11229 Neg
Pseudomonas aeruginosa ATCC15442 Neg
Klebsiella pneumoniae EM22/ATCC13883 NegEnterobacteria aerogenes EM25 Neg
Escherichia coli EM55 Neg
Salmonella typhimurium EM56/AA2202 Neg
Serratia marcescens EM6 Neg
Streptococcus viridans EM8 Pos
Escherichia coli EM2 Neg
Staphylococcus aureus EM24/ATCC25923 Pos
Streptococcus bovis EM12 Pos
Enterococcus fecalis EM19 Pos
Enterococcus fecalis EM19 Pos
Staphylococcus epidermidis EM3/ATCC12228 Pos
TSB Only
Streptococcus pyogenes EM14 Pos
Streptococcus agalactiae EM13 Pos
Candida tropicalis EM23 Yeast
Bacillus subtilis EM27 Pos
Micrococcus luteus EM17 Pos
Salmonella typhimurium EM57 Neg
Salmonella typhimurium EM38 Neg
Panel of 23
Bacteria and
Yeast StrainsInvestigated
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Anionic Surfactants Evaluated
S2
S1
S3S4
S5
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Plate Tests With Surfactants
S1, S2, S3, S4, and S5
All Anionic
No Effect on Gram Negative Species!
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Plate Tests
1010 organisms spotted onto each plate; growthassessed after 18-24 h; P ~ intermediate result
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Plate Tests
1010 organisms spotted onto each plate; growthassessed after 18-24 h; P ~ intermediate result
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Plate TestsNo Gram-negative activity.
S1 & S2 active against all Gram-positives tested.
All Ss active against S. bovis.
Relative activity
S1 ~ S2 > S3 > S4 ~ S5
Hydrophobicity (clogP)
S1(2.5) > S2(1.3) > S3(0.7) ~ S4(0.7) > S5(0)
Activity probably stems from tendency to partition into membrane
and disrupt membrane function.
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Silver as an Antimicrobial Agent
Serendipity
Plate Tests
Membrane Poration Hypothesis
MICs
Foley Catheter PU Doping
Fabrics
Household Surfaces
Toxicology
Proposed Applications
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Membrane Poration Hypothesis
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Membrane Poration Hypothesis
Glycerol monooleate vesicles are porated by equilibrium adsorption ofsurfactant (C16 TAC). These cryo-TEMs represent CTAC/GMO ratios of 1,
1.7, 2.3 (left, right, lower); the scale bar is 100 nm.(M Kadi, P Hansson, M Almgren. J Phys Chem B (2004) 108:7344-7351; Determination of isotherms for
binding of surfactants to vesicles using a surfactant-selective electrode.)
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Membrane Poration Hypothesis
Oil soluble surfactants will preferentially partition into themembrane bilayer to form reverse micelles, thereby forming defacto pores. A structural model of a reverse AOT micelle depicts
such a hypothetical structure. The reverse micelle was producedby Abel et al.2 in an extensive modeling study.
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Silver as an Antimicrobial Agent
Serendipity
Plate Tests
Membrane Poration Hypothesis
MICsFoley Catheter PU Doping
Fabrics
Household Surfaces
Toxicology
Proposed Applications
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MIC for S1Optical Density vs. Log AOT Concentration
.
0
0
0
0
.
0000000
.0 000000.0 000000
.0 00000.
0 0000
.
0 0000.
0 000.
0 000.0 000
.
0
0
0
.
0 00.
0 00
- .0050
.005
.01
.015
.02
.025
.03
.035
.04
.045
.05
.055
.06
.065
.00.0001.001.011
OpticalDe
nsity(ODU)
% AOT(S1)by wt
Absorbance S. aureus(CFU/mL)
0.45 0.376 0
0.23 0.218 0
0.11 0.103 0
0.057 0.034 0
0.028 0.031 0
0.014 0.012 00.0071 0.017 150, 200
0.0039 0.552 Confluent Growth
0.00195 0.559 Confluent Growth
0.000975 0.549 Confluent Growth
0.000485 0.54 Confluent Growth
0.000244 0.59 Confluent Growth
0.000244 0.59 Confluent Growth
0.000122 0.547 Confluent Growth
0 0.573 Confluent Growth
Blank (TSB) 0 0
MIC = 0.01% S1
MIC = 100 g S1/mL
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MIC for Ampicillin
MIC = 1 g/mL
MIC = 32 g/mL
Optical Density vs. Log Ampicillin Concentration
.
0.0313
0.06125
0.125
0.25
0.5
12
4816
32
64
-0.05
0
0.05
0.1
0.150.2
0.250.3
0.35
0.4
0.45
0.5
0.55
0.6
0.1110100
OpticalD
ensity(ODU)
AMP(g/mL)
Absorbance S. aureus(CFU/mL)
64 0.008 032 -0.001 0
16 -0.006 10,10
8 -0.004 30,18
4 0.006 10,12
2 0.012 2,2
1 -0.01 3,10
0.5 0.016 CG
0.25 0.257 CG
0.125 0.34 CG
0.06125 0.402 CG
0.0313 0.482 CG
0.0157 0.514 CG
0 0.542 CG
Blank (TSB +AMP)
0 0
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MICs
S1 appears 1/3 as effective
as Ampicillin!
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Silver as an Antimicrobial Agent
Serendipity
Plate Tests
Membrane Poration Hypothesis
MICsFoley Catheter PU Doping
Fabrics
Household Surfaces
Toxicology
Proposed Applications
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Application to PU for CathetersTDI/PPG PU doped with AgAOT and contacted with
E. coli for 24 hours.Doping CFU/mL at 24 hours of E. coli
1st 2nd
3% AOT 2.3x106 2.7x106
1% AOT 8.5x105 5.0x105
0% AgAOT/AOT 2.6x106 1.90x106
0.01% AgAOT 3.7x106 2.0x106
0.03% AgAOT 2.5x106 2.4x106
0.1% AgAOT 1.7x105
1.9x105
0.3%AgAOT 0 0
1% AgAOT 0 0
3% AgAOT 0 0
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Application to PU for CathetersTDI/PPG PU doped with AgAOT and contacted with
S. aureus for 24 hours.Doping CFU/mL at 24 hours of S. aureus
1st 2nd
3% AOT 0 0
1% AOT 0 0
0% AgAOT/AOT 1.0x105 1.0x105
0.01% AgAOT 9.0x104 1.0x105
0.03% AgAOT 1.2x105 1.0x105
0.1% AgAOT 1.4x105
1.2x105
0.3%AgAOT 0 0
1% AgAOT 0 0
3% AgAOT 0 0
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Such reverse micelle formingsurfactants make adding silver ion
to PU coating and bulkformulations a simple drop in
reformulation.
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Silver as an Antimicrobial Agent
Serendipity
Plate Tests
Membrane Poration Hypothesis
MICsFoley Catheter PU Doping
Fabrics
Household Surfaces
Toxicology
Proposed Applications
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A series of commercially available fabrics were
obtained as substrates upon which to test AgAOTand AOT.
The commercially available fabrics are cotton, jute,
linen, silk, polyester, acetate, rayon, and nylon.
AgAOT or AOT solution was sprayed on arectangular area of fabric in a spray booth, dried,
weighed to check deposition, and then sterilized inan autoclave. The swatches were then cut up intosmaller pieces for repeat testing.
Application to Fabrics
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Application to Fabrics
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Application to Fabrics
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Application to Fabrics
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Application to Fabrics
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Silver as an Antimicrobial Agent
Serendipity
Plate Tests
Membrane Poration Hypothesis
MICsFoley Catheter PU Doping
Fabrics
Household Surfaces
Toxicology
Proposed Applications
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A series of commercially available indoor householdmaterials were obtained as substrates upon which totest AgAOT and AOT.
These materials are window treatment/shade,polyacrylate sheet, polycarbonate sheet, aluminum
sheet, ceramic tile, metal plate (light switch boxcover), wall paper, and vinyl tile. Samples were cut
into 2cm x 5cm coupons for testing and weresterilized after coating with AgAOT or AOT byspraying.
Application to Household Surfaces
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Application to Household Surfaces
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Application to Household Surfaces
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Application to Household Surfaces
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Application to Household Surfaces
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Application to Household Surfaces
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Application to Household Surfaces
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Application to Household Surfaces
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Application to Household Surfaces
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Application to Household Surfaces
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Silver as an Antimicrobial Agent
Serendipity
Plate Tests
Membrane Poration Hypothesis
MICsFoley Catheter PU Doping
Fabrics
Household Surfaces
Toxicology
Proposed Applications
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Toxicology
In ophthalmological formulations, concentrationsgreater than 0.1% may cause conjunctival irritation;repeated use my delay healing of corneal lesions.
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Toxicology
Toxic dose in humans is unknown.S1 (AOT) used extensively in mineral oil laxative
formulations and as a stool softener.
Toxicity following acute ingestion of excessive
amounts of laxatives is generally minimal andlimited to the gastrointestinal tract.
Hypothesis: Beneficent Gram positive flora killed oningestion may lead to intestinal distress.
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Toxicology
As a laxative and a stool softener -
In existing formulations/preparations, S1 is suppliedas 50, 60, and 100 mg capsules and tablets, as 250
& 300 mg capsules, in solution for oraladministration at 10 and 50 mg/mL and as syrup at
4 mg/mL.
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Toxicology
In animals large doses of S1 produce anorexia,vomiting, and diarrhea.
Even in chronic feeding tests, fatally poisonedanimals show only diarrhea and intestinal bloating,
with no gross lesions outside of gastrointestinaltract.
Docusate salts (S1) can occasionally causediarrhea.
Morphological damage to the intestines has beenobserved in rats.
May be hepatotoxic (liver).
Sil A ti i bi l A t
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Silver as an Antimicrobial Agent
Serendipity
Plate Tests
Membrane Poration Hypothesis
MICs
Foley Catheter PU Doping
Fabrics
Household Surfaces
Toxicology
Proposed Applications
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Proposed Applications
Develop prophylactic spray for surgeons to usebefore closing.
Develop spray treatments for hospital, school, andpublic building treatments.
Develop spray for topical burn treatment.
Develop cleanser for acne treatment.
Develop household prophylactic spray.
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Summary
Family of anionic surfactants appear lethal toGram-positive bacteria and to some other
microbes.
MICs competitive with known antibiotic.
Preliminary fabric spray tests look promising.Many new cleaning and prophylactic product
applications to consider.
Adding our surfactant technology to existing
cleansers produces a prophylactic long-actingproduct.
Now is the time to capitalize on MRSA hysteria!
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Carbon Nanotube Membranes and
Coatings
Reactive Ionic Liquid Surfactants
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Reactive Ionic Liquid Surfactants
Such reactive monomers found to produceinteresting new copolymers:
Ultrastable nanolatexes
Reversibly porating membranes
Ionic liquid polyelectrolytes
Di-stimuli responsive diblocks
Mi M t i l F P l i d
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Microporous Materials From Polymerized
Microemulsion Gels
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Latexes 20-28 nm diameter produced by
microemulsion polymerization
Nanolatex Primers
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Comparison with commercially available
latexes.
These nanolatexes form robust films.
Nanolatex Primers
Latex typeYoung's
Modulus (MPa)
ParticleSize
(nm)
Monomers
Nanolatex 50.5 1.8 25 IL-Br/MMACommercialLatex 1
1.41 0.03 297 Vinyl/AcrylicCommercial
Latex 2 4.0 1.8 322 Vinyl/AcrylicCommercial
Latex 3 2.0 0.6 256 Vinyl/AcrylicCommercial
Latex 4 1.40.2 237
Styrene, Butyl
Acrylate/Acrylonitrile
CommercialLatex 5
140 16 990Styrene, Butyl
Acrylate/StyrenatedPolymer/Polyalkylene Glycol
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Nanolatexes Are Good Film Formers
Transparent Latex Films Treated with Aqueous KPF6
N l t P i
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Pores can be generated in latex films by soaking inaqueous KPF6.
Nanolatex Primers
N l t P i
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Topcoat cross-cut adhesion/thickness ( m)
results for nanolatex-based pigmented primer
Nanolatex Primers
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Nanolatexes ultrastable
Nanolatex films 10x-35x tougher thancommercial latex films
Excellent adhesion on aluminum, plastic and
wood
Summary
N l t Di i f SWCNT
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Equivalent optical density (average absorbance
over 600-400 nm)
Nanolatex Dispersions of SWCNT
16,000 OD/wtfraction
L t S P i
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Equivalent optical density (average absorbance
over 600-400 nm)
Latex SuperPrimers
P d E f li ti M h i
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Proposed Exfoliation Mechanism
MWCNT Unwinding by Nanolatex
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MWCNT Unwinding by Nanolatex
Stabiization
MWCNT Electrical Conductivity(Through
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MWCNT Electrical Conductivity(Through
Plane)
MWCNT Thermal Diffusivity
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MWCNT Thermal Diffusivity(Through Plane)
1.1 mm2/s(in plane)
SWCNT
MWCNT Dispersions
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MWCNT Dispersions
How Concentrated?
wt% OD/wt fraction0.476 55,210
1 56,500
2 57,1153 60,3334 59,205
MWCNT Dispersions
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p
How much needed for complete
exfoliation?
MWCNT Di i
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MWCNT DispersionsHow much needed for complete exfoliation?
0.5-4% MWCNT Critical amount of nanolatex variesfrom 0.23 to 0.31 weight fraction of MWCNT
MWCNT Dispersions
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MWCNT Dispersions
Latex film dried and pyrolyzed @ 800C
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Saturation Adsorption of Nanolatex on MWCNT
Templated Coatings
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Templated Coatings
Templated Coatings
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Templated Coatings
Carbon Fiber Paper
3 mg MWCNT/cm2
|| ~ 1,600-2,000 mm2/s
~ 0.7-1.0 mm2/s
|| ~ 46 mm2/s
~ 5 mm2/s
|| ~ 4,600 mm2/s aligned CNT array
Xie, Cai, & Wang, Phys Lett A 369 (2007) 120-123
Templated Coatings
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Templated Coatings
Graphite, pyrolytic graphite, Agfoil, and carbon fiber paper
controls; linear regression lineextrapolates 900%
One of our experimentalcoatings of Baytubes (3mg/cm2) out of aqueous
dispersion
Templated Coatings
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Templated Coatings
k~ 0.84-1.05kW/m/K
|| ~ 1,600-2,000mm2/s
Cp~ 0.75 J/g/K
~ 0.7 g/cm3+
Biomass Hydrothermal Carbon
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Biomass Hydrothermal Carbon
Dispersions Antonietti/Titrici (MPIKG)
N l t Di i f WC
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Nanolatex Dispersion of WC
N l t Di i f WC
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Nanolatex Dispersion of WC
N l t Di i f WC
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Nanolatex Dispersion of WC
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Solvent-Free Nanofluids and Resins
Summary
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Imidazolium-based nanolatexes efficiently disperse CNTsin water, particularly MWCNT (up to 17% w/w).
As is dispersions suitable for printing conductors.
Simple coating produces MWCNT membranes suitable forelectrodes and membranes for various applications.
The use of nano-WC/nanolatexes for stabilizing MWCNTshould produce a practical fuel cell electrode for the ORR.
New and effective heat transfer elements suitable forflexible electronics should derive from the presently
illustrated examples.
Solvent-Free Nanoparticle Nanofluids
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Solvent-Free Nanoparticle Nanofluids
A.B. Bourlinos, R. Herrara, N. Chalkia, D.D. Jiang, Q.Zhang, L.A. Archer, E.P. Giannelis,Adv. Mater. 2005, 17,234-237; DOI: 10/1002/adma.200401060
A =R(OCH2CH2)7O(CH2)3SO3
R = C13 -C15 alkyl
N+ = (O)3-x (CH3O)xSi(CH2)3N+(CH3)(C10 H21 )2
Basic Nanofluid from 7 nm Silica
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Basic Nanofluid from 7 nm Silica
SiO2 (CH3O)3Si(CH2)3N(CH3)(C10H21)2Cl SiO2
N+
N+
N+
N+
Cl-
Cl
-
Cl-
Cl-
SiO2
N+
N+
N+
N+
A-A-
A-
A-
KO3S O
C9H19
-20 -O3S O
C9H19
-20
A=
Amino Sulfonate
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Amino Sulfonate
SiO2 (CH3O)3Si(CH2)3N(CH3)(C10H21)2Cl (CH3O)3Si(CH2)3NH2
SiO2
N+
N+
N+
N+Cl
NH2H2N
+ +
S OOO
O
C9H19
K-20
SiO2
N+
N+
N+
N+
NH2H2NS O
OO
O
C9H19
-20
SiO2
N+
N+
N+
N+Cl
NH2H2N +
C F N fl id
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Core-Free Nanofluid
C F N fl id
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Core-Free Nanofluid
Isothiocyanate Sulfonate
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Isothiocyanate Sulfonate
SiO2
N+
N+
N+
N+
A-A-
A-
A-
NH2
NH2
CSCl2 SiO2
N+
N
+
N+
N+
A-A-
A-
A-
NCS
NCS
A- =-O3S O
C9H19
-20
Air Curing PU Clearcoats
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+
~ 1 di-NCO/NCS
44% rh; 24C
~ 20% MEK
CH3
CH3
CH2
NCO
NHCOO O6
CH3
CH2
CH
CH3
OOCHN CH2
NCO
CH3
CH3
CH2
CH
Air Curing PU Clearcoats
Air Curing PU Clearcoats
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Cured at 50% rh and 25C.
Air Curing PU Clearcoats
Air Curing PU Clearcoats
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TDI/nanofluid Physical State
0- 0.3 Powdery to Hard and Opaque0.4 0.81 Hard and Clear
0.82 0.95 Tacky and Clear
0.80.50.40.30 0.1
Air Curing PU Clearcoats
Air Curing PU Clearcoats
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Air Curing PU Clearcoats
Solvent Free Acrylate UV Clearcoats
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SiO2
N+
N+
N+
N+
O
O
O
O
A- =-O2 S O
C2 H2 2
-2 2
+
Acrylate,SR494 at weight ratios of 50:50 (a50), 60:40 (a60), 80:20 (a80),and 0:100 (SR)
A photoinitiator, 2,2-dimethoxy-2-phenylacetophenone, was used at 1%(by weight of total reagents)
SR494
Solvent-Free Acrylate UV Clearcoats
Solvent Free Acrylate UV Clearcoats
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Modulus
NaModulus vs Disp
4
4.5
5
a50 a
0.2
0.25
Hardness
Each property decreases with increasingnanofluid
Solvent-Free Acrylate UV Clearcoats
increasingnanofluid
Solvent Free Acrylate UV Clearcoats
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Storage modului by nanoindentation of SR494-SiO2-acrylate resins as a function of
nanofluid content at various penetration depths; (left) after curing for several weeks;(right) after curing for 10 months.
Solvent-Free Acrylate UV Clearcoats
Solvent Free Acrylate UV Clearcoats
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Solvent-Free Acrylate UV Clearcoats
Storage modulus by nanoindentation of SR494-SiO2
nanocomposite resins as a function of silica content atvarious penetration depths.
Summary
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New approach to non-chipping clearcoats
Reactive nanofluids for new resin classesNew cross-linking materials
Composites become more flexible rather than
brittle
y
Advanced Materials and Coatings
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John TexterSchool of Engineering Technology, Eastern Michigan University,
Ypsilanti, MI 48197, USA
Advanced Materials and Coatings