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Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech Alpha helix Protein St. Etienne du Mont (Paris) Spiral Staircase (Tel Aviv) M. Hargittai and I. Hargittai Visual Symmetry, World Scientific, 2009 University of Virginia, February 12, 2011

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Page 1: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn

Virginia Tech

Alpha helix Protein St. Etienne du Mont (Paris) Spiral Staircase (Tel Aviv)

M. Hargittai and I. Hargittai Visual Symmetry,

World Scientific, 2009

University of Virginia, February 12, 2011

Page 2: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

neon.otago.ac.nz/chemlect/chem203/symmetrylectures/molecularsymmetry.pdf

Page 3: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai
Page 4: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Symmetry Operation Decision Tree

Page 5: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

120! Rotation Three-fold, C3

90! Rotation Four-fold, C4

1 3

1 2 3 2

Rotational Symmetry Elements

Page 6: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Examples of Rotational Symmetry

Automobiles, Planes, and Ships M. Hargittai and I. Hargittai

Visual Symmetry, World Scientific, 2009

Page 7: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Symmetry and Music

J. S. Bach Contrapunctus

XVIII

B. Bartok

Microcosmos

Page 8: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

6-Fold Rotational Symmetry of Snow Flakes

Page 9: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

M. C. Escher 1893-1972

Symmetry in Architecture and Art

Buckminster Fuller

1895-1983

M. Hargittai and I. Hargittai Visual Symmetry,

World Scientific, 2009

Page 10: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Chirality “Handedness”

Nearly Mirror (Bilateral) Symmetry of Orchids:

Doubling the left-hand side of

orchid picture (middle)

Doubling the right-hand side of

orchid picture (middle)

M. Hargittai and I. Hargittai Visual Symmetry,

World Scientific, 2009

Page 11: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Doubling the left-hand side of Alan A. MacKay’s middle picture

Doubling the right-hand side of Alan A. MacKay’s

middle picture

“Less Perfect” Mirror Symmetry of Alan L. Mackay’s Picture

Mirror Symmetry of the Human Face

M. Hargittai and I. Hargittai Visual Symmetry,

World Scientific, 2009

Page 12: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Chirality of Molecules

Louis Pasteur 1822-1895

Sodium Ammonium Tartrate Crystals from Wine Lees

L(+)tartaric acid (most common) and D(-) tartaric acid

M. Hargittai and I. Hargittai Visual Symmetry,

World Scientific, 2009

Page 13: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Right Hand Version Left Hand Version

Ethambutol

Treats tuberculosis C a u s e s blindness

Penicillamine Treats joints V e r y toxic

Naproxen

Reduces pain, inflammation T o x i c for the liver (but risks heart disease)

Propxyphene*

Pain reliever D a r von Novrad Cough medicine

Norgestrol No harmful effect C o n t r a c eptive

Asparagine

Bitter S w e e t

Carvone Caraway sme l l S p e a r m i nt smell

Limonene

Orange sm e l l P i n e smell *Note that the names of the respective medications are each other’s mirror images, Darvon® versus Novrad®

Molecules, Medical Drugs, and Chirality

M. Hargittai and I. Hargittai Visual Symmetry,

World Scientific, 2009

Page 14: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Left-Handed and Right handed Carvone: Chiral Mirror Image Molecules with Different Odors

Page 15: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Molecules, Walnuts, and Symmetry

M. Hargittai and I. Hargittai Visual Symmetry,

World Scientific, 2009

Page 16: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Nanotechnology

The Big

and

Small of it

Buckyballs and Nanotechnology!

Page 17: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Richard Feynman “There’s Plenty of Room at the Bottom”

Cal Tech, Dec. 29, 1959

Origins of Nanotechnology

Why can’t we write the entire 24

Volumes of the Encyclopedia

Brittanica on the head of a pin?

How do we write small?

Miniaturizing the Computer?

Problems of Lubrication

A hundred Tiny Hands

Atoms in a Small World

Page 18: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Nanotechnology: A Matter of Size and Control

1 nm = 10-9 m Think very small (“nano” = 1 billionth of a meter) = 10 H atoms; or, 1 human hair = 100,000 nanometers!

The precise, highly controlled assembly of atoms and molecules into new materials and devices with unique, possibly revolutionary properties

Individual iron atoms positioned in an oval “corral” on a copper surface, using a scanning tunneling microscope --IBM Almaden Research Center

Carbon Nanotubes •  100 times stronger than steel •  Conduct electricity better than copper •  Conduct heat better than diamonds •  Depending on current, can either: - Act as a metal (conductor) - Act as semiconductor (transistor) •  Markets now exist for nanotubes as raw material

Single wall carbon nanotube with attached protein receptors

Page 19: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Allotropes of Carbon

6

C 12.011

CARBON Diamond

Graphite Rods New Carbonaceous Nanomaterials

Page 20: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Smalley, Kroto, and Curl (1984-5)

Large Fullerenes

Laser Apparatus

C60, Fullerenes, BuckyBalls! 0.2 m 0.7 nm

Page 21: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Dr. Richard Smalley,

Nobel Laureate,1996

Leukemia Victim,

October 2005

Fullerenes (Buckyballs)

Icosahedral (Ih) Fullerene C60:

120 Symmetry Operations !

M. Hargittai and I. Hargittai Visual Symmetry,

World Scientific, 2009

Page 22: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Solubility of C60 and C70

C60 dissolved in toluene

C70 dissolved in toluene

graphite in toluene (not dissolved)

C70 dissolved in toluene

Green food coloring in water

C60 dissolved in ortho- dichlorobenzene

Page 23: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Slide 19

Hexagon and Pentagon Motifs

Devil’s Postpile

National Monument, CA

Page 24: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Euler: Properties of Polyhedra

!  Euler’s Theorem !  " + f = e + 2 f = faces e= edges " = vertices

For a fullerene with n carbons, Cn n = "#e = 3n/2 f = n/2 + 2

Dodecahedron C20

Page 25: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Euler (Continued)

(5p + 6h)/3 = n

f = p + h (p =pentagons and h = hexagons)

p + h = n/2 + 2

Solution is p = 12, h = n/2 -10

Fullerene C60 Diameter =0.7 nm

120 Symmetry Elements !

Soccer Ball Diameter = 0.3 m

Page 26: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai
Page 27: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Carbon Nanotubes

Single-wall Carbon Nanotubes:

A Major Application

TU Delft/Gripp Design!Nature 412 (2001)

Two-dimensional imaging of electronic wavefunctions in carbon nanotubes

S.G. LEMAY, et al. Nature 412, 617 - 620 (2001)

Page 28: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Single Walled Carbon Nanotubes (Don Bethune, IBM)

Jan ‘93: 2% Co burn – “rubbery soot” and “spider web structures”

Page 29: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Single Wall Carbon Nanotubes

0 1 2 3 Diameter (nm)

- Bethune, et al., Nature 363, 605 (1993) •  Iijima & Ichihashi, Nature 363, 603 (1993) - Fe catalyst, with methane

Page 30: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

CNano’09 Conference, Santorini Island October, 2009

Page 31: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Nanotube Types

Armchair, Metal, n=m; n=integer, m=o, zigzag; n not equal to m, chiral (n-m multiples of 3, narrow bandgap)

Page 32: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

The structure of a nanotube can be specified by a vector, (n,m), which defines how the graphene sheet is rolled up. To produce a nanotube with the indices (6,3), say, the sheet is rolled up so that the atom labelled (0,0) is superimposed on the one labelled (6,3). It can be seen from the figure that m = 0 f all zig-zag tubes,

while n = m for all armchair tubes.

Nanotube Structure (Graphene Sheet Roll-Up) http://ipn2.epfl.ch/CHBU/NTbasics1.htm

Page 33: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai
Page 34: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

NASA Space Elevator

Page 35: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Carbon Nanohorns, Nano Onions, and Graphene

Carbon Nanohorns

Nano Onions

Graphene

Nobel Prize 2010

Geim and Novoselov

Page 36: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Gedanken Experiment in Science Education

Page 37: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Gedanken Horse Race (t=0)

Page 38: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Gedanken Horse Race (t= $)

Page 39: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Gedanken Horse Race (t= $)

Page 40: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Gedanken Horse Race (t= 2$)

Page 41: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Gedanken Horse Race (t= 2$)

Time Symmetry T: t (-t)

Page 42: Symmetry, Fullerenes, Nanotechnology and Other Stuff · Symmetry, Fullerenes, Nanotechnology and Other Stuff H. C. Dorn Virginia Tech ... Buckminster Fuller 1895-1983 M. Hargittai

Magnetic Resonance Imaging (MRI)

Over 150 million MRI Diagnostic Procedures/Year Between

25-50% Require the use of MRI Contrast Agent (over 1 billion $/

year market for MRI Contrast Agents