Bio-Inspired Materials for Electronic Applications

agreementkittensΗμιαγωγοί

1 Νοε 2013 (πριν από 4 χρόνια και 8 μέρες)

232 εμφανίσεις

19/04/2005

Bio
-
Inspired Materials for
Electronic Applications

Technion


Israel
Institute of Technology

Prof. N.
Tessler

(Electrical Engineering)

Prof
. Y.
Eichen

(Chemistry)

19/04/2005

N.
Tessler
, O.
Globerman
, N. Rappaport, Y.
Preezant
, Y.
Roichman
, O.
Solomesch
, et al.
,
"Conjugated Polymer Electronics


Engineering Materials and Devices," in
Handbook of
Conducting Polymers
, T. A.
Skotheim

and J. R. Reynolds, Eds.,
ed

London: CRC, 2006.

Y.
-
J. Yu, O.
Solomeshch
, H.
Chechik
, A. A.
Goryunkov
, R. F.
Tuktarov
, D. H. Choi
, et
al.
, "p
-
type doping in organic light emitting diodes based on fluorinated C60,"
Journal
of Applied Physics,
vol. 104, p. 124505, 2008.

O.
Solomeshch
, Y. J. Yu, V. Medvedev, A.
Razin
, B.
Blumer
-
Ganon
, Y.
Eichen
, et al.
,
"Wide band gap cross
-
linkable semiconducting polymer LED,"
Synt
. Met.,
vol. 157,
pp. 841
-
845, 2007.

19/04/2005

J.C. ELLENBOGEN J.C. LOVE,

PROC. OF THE IEEE
,
2000
,
88
(
3
),
386


Many structures with
exciting electrical
properties may be
drawn on paper


But

Most of them are just
too difficult to make.

Organic Molecules as Semiconductors

19/04/2005

How is Complexity Achieved in Truly Complex
Systems?

19
/
04
/
2005

How is Complexity Achieved in Truly Complex
Systems?

Antibodies

The molecular
machinery
(peptides) used to
tackle

Unknown problems

19
/
04
/
2005

How is Complexity Achieved in Truly Complex
Systems?

19/04/2005

Phospho(di)ester world

Peptide world

Sequence Independent Syntheses
-

The Way
Nature Deals with Complexity

19/04/2005

How is Complexity Achieved in Truly Complex
Systems?

-
H
2
O

Very Simply

in the case of peptides

19
/
04
/
2005

Linker

X

N

H

R

O

O

Solid Phase Peptide Synthesis

X
= Amino protecting
group


Deprotect


a

amino


function

Repeat

Couple

X

N

H

R

'

OH

O

Linker

N

H

2

R

O

O

Linker

N

H

R

O

O

O

R

'

N

H

X

N

H

R

O

H

O

O

R

'

N

H

2

19
/
04
/
2005

Peptide bond



p
-
conjugated

What is its role in extended conjugation?

O

O

R
1

R
2

Electronic Peptide

Of the shelf peptide synthesizer

Electronic Peptides


The basic idea


The materials of organic displays

The materials of Nature

Electronic
-
grade

Tailor
-
made

19
/
04
/
2005

Oligo
-

p
-
Conjugated Peptide
-
Like Systems

“Insulating” sp
3

“Conductive” sp
2

19
/
04
/
2005

Oligo
-

p
-
Conjugated Peptide
-
Like Systems

19
/
04
/
2005

Peptide Bonds



p
-
Conjugated or Not?

Can the Peptide Bond Serve As An Assembler
for Electronic Materials ?

Or


will the material remain a semiconductor


when such unit is used as a linker?

H
2
N


H
2
N


dipeptide

tripeptide

Absorption

Emission

Electronic Continuity through the Peptide bond?

NH
2
-
5
I
2
-
5
T
2
-
CO
2
Me

HOMO

LUMO

NO
2
-
5
T
2
-
5
T
2
-
CO
2
Me


S

O

O

M

e

N

H

O

S

O

2

N

S

O

O

M

e

N

H

O

N

H

2

N

CH
3

N

Michelle Steel & Jerome Cornil, Mons Group

The conjugation through the peptide bond is possible

PL QE=
25
%

Can one successfully
-
introduce PPV analogs?

No quenching introduced by this bond despite its slight push
-
pull nature

N
N

O

O

N

*

O

H

*

10



Of the shelf peptide
synthesizer