poster final - james duffy

1
Organic electronics are devices such as Solar Cells, TV’s, and cell phone screens that utilize organic materials. The use of Organic materials offer many exciting advantages including mechanical flexibility and low cost of materials and manufacturing. Introduction Photoswitching molecules change conformation when irradiated with discrete wavelengths of light. Doping the organic semiconductors of OFETs with photoswitchable molecules can enable multifunctional transistors [3] . Using optical analysis we aim to study the dependence of switching of a pyrrole substituted aurone (Py, fig. 1) on the surrounding environment to determine the viability of this molecule for use in light-switchable OFETs. Our long term goal is to examine the photoswitching of Py in an organic semiconductor and the effects of this switching on transistor properties. Py studied in thick and thin Py/PMMA polymer films (.04785% Py by weight) Created predominantly E isomer samples by irradiating molecules with 405nm light for 120s Created Predominantly Z Isomers by irradiating molecules with 469nm light for 300s Methods Results Conclusion Py can be photoisomerized in thick and thin polymer films Py’s conversion from Z to E occurs much faster relative to the E to Z conversion References [1] Flexible Organic Solar Modules. N.d. Photograph. Idw- online.de Karin Schneider. Web. [2]Organic Field Effect Transistor N.d. Photograph. bo.ismn.cnr.it/ Web. [3] Emanuele Orgiu, et al. “Optically switchable transistor via energy-level phototuning in a bicomponent organic semiconductor.” Nature Chemistry vol. 4 (2012) [4] Loew, Maura. “CHARACTERIZATION OF AN AURONE BEARING A PYRROLE SUBSTITUENT” Ch. 4 Ph.D Thesis Acknowledgements 1. Department of Physics - Binghamton University – State University of New York James Duffy 1 , Tong Yang 1 , Maura Loew 2 , Susan Bane 2 , Jeffrey Mativetsky 1 Optically Switching Organic Field Effect Transistors 0 20000 40000 60000 80000 100000 120000 140000 160000 180000 400 450 500 550 600 650 Intensity (CPS) Wavelength (nm) Thick Film Z Isomer Fluorescence (405nm Excitation) Predominantly E Predominantly Z 0 50000 100000 150000 200000 250000 300000 350000 400000 450 500 550 600 650 Intensity (CPS) Wavelength (nm) Thick Film E Isomer Fluorescence (469nm Excitation) 0 2000 4000 6000 8000 10000 12000 14000 16000 18000 20000 0 200 400 600 800 1000 1200 Fluorescence (CPS) Time Irradiated (s) Fluorescence Decay of Z Isomer during Z to E switching 0 10000 20000 30000 40000 50000 60000 70000 0 Intensity (CPS) Time Irradiated (s) Fluorescence Decay of E Isomer during E to Z switching 1000 2000 3000 4000 5000 6000 Photoswitching of Py in thin polymer films examined in real time by collecting the intensity of each isomer’s emission peak while irradiating for conformational change. Thin Film Kinetics Irradiating at 469nm, collecting emission at 497nm Irradiating at 405nm, collecting Emmision at 446nm 0 2000 4000 6000 8000 10000 12000 14000 400 450 500 550 600 650 Intensity (CPS) Wavelength (nm) Thin Film Z Isomer Fluorescence (405nm Excitation) 0 5000 10000 15000 20000 25000 30000 35000 450 470 490 510 530 550 570 590 610 630 650 Emmission (CPS) Wavelength (nm) Thin Film E Isomer Fluorescence (469nm Excitation) [1] A key device in Organic Electronics is the Organic Field Effect Transistor (OFET). Thick Film Emission [2] Thin Film Emission After irradiation the samples exhibited distinct emission spectra indicative of good photoswitching. The photoswitching of Py is maintained in thin films. Future Goals Study optical properties of Py in TIPS- Pentacene organic semiconductor Examine photoswitching effects of Py on OFET with Py doped organic semiconductor λ λ=405nm Excitation Emission λ=469nm Excitation Emission Z Isomer E Isomer Photoisomerization of Py [4] Fig. 1 Predominantly E Predominantly Z Predominantly E Predominantly Z Predominantly E Predominantly Z Dr. Scott Handy - Supplier of Py Takian Chio Alexander Haruk Goals 2. Department of Chemistry – Binghamton University – State University of New York

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Page 1: POSTER FINAL - JAMES DUFFY

• Organic electronics are devices such as Solar Cells, TV’s, and cell phone screens that utilize organic materials. The use of Organic materials offer many exciting advantages including mechanical flexibility and low cost of materials and manufacturing.

Introduction

• Photoswitching molecules change conformation when irradiated with discrete wavelengths of light. Doping the organic semiconductors of OFETs with photoswitchable molecules can enable multifunctional transistors [3].

• Using optical analysis we aim to study the dependence of switching of a pyrrolesubstituted aurone (Py, fig. 1) on the surrounding environment to determine the viability of this molecule for use in light-switchable OFETs.

• Our long term goal is to examine the photoswitching of Py in an organic semiconductor and the effects of this switching on transistor properties.

• Py studied in thick and thin Py/PMMA polymer films (.04785% Py by weight)

• Created predominantly E isomer samples by irradiating molecules with 405nm light for 120s

• Created Predominantly Z Isomers by irradiating molecules with 469nm light for 300s

Methods

Results

Conclusion

• Py can be photoisomerized in thick and thin polymer films

• Py’s conversion from Z to E occurs much faster relative to the E to Z conversion

References[1] Flexible Organic Solar Modules. N.d. Photograph. Idw-online.de Karin Schneider. Web.

[2]Organic Field Effect Transistor N.d. Photograph. bo.ismn.cnr.it/ Web.

[3] Emanuele Orgiu, et al. “Optically switchable transistor via energy-level phototuning in a bicomponent organic semiconductor.” Nature Chemistry vol. 4 (2012)

[4] Loew, Maura. “CHARACTERIZATION OF AN AURONE BEARING A PYRROLE SUBSTITUENT” Ch. 4 Ph.D Thesis

Acknowledgements

1. Department of Physics - Binghamton University – State University of New York

James Duffy1, Tong Yang1, Maura Loew2, Susan Bane2, Jeffrey Mativetsky1

Optically Switching Organic Field Effect Transistors

0

20000

40000

60000

80000

100000

120000

140000

160000

180000

400 450 500 550 600 650

Inte

nsi

ty (

CPS)

Wavelength (nm)

Thick Film Z Isomer Fluorescence

(405nm Excitation)

Irradiated @ 405 nm

Irradiated @ 469 nm

Predominantly E

Predominantly Z

0

50000

100000

150000

200000

250000

300000

350000

400000

450 500 550 600 650

Inte

nsi

ty(C

PS)

Wavelength (nm)

Thick Film E Isomer Fluorescence

(469nm Excitation)

Irradiated @ 405nm

Irradiated @ 469nm

0

2000

4000

6000

8000

10000

12000

14000

16000

18000

20000

0 200 400 600 800 1000 1200

Flu

ore

sce

nc

e (

CP

S)

Time Irradiated (s)

Fluorescence Decay of Z Isomer

during Z to E switching

0

10000

20000

30000

40000

50000

60000

70000

0 10000 20000 30000 40000 50000 60000

Inte

nsi

ty (

CP

S)

Time Irradiated (s)

Fluorescence Decay of E Isomer during

E to Z switching

1000 2000 3000 4000 5000 6000

• Photoswitching of Py in thin polymer films examined in real time by collecting the intensity of each isomer’s emission peak while irradiating for conformational change.

Thin Film Kinetics

Irradiating at 469nm, collecting emission at 497nmIrradiating at 405nm, collecting Emmision at 446nm

0

2000

4000

6000

8000

10000

12000

14000

400 450 500 550 600 650

Inte

nsi

ty (

CPS)

Wavelength (nm)

Thin Film Z Isomer Fluorescence

(405nm Excitation)

Irradiated @ 405nm

Irradiated @ 469nm

0

5000

10000

15000

20000

25000

30000

35000

450 470 490 510 530 550 570 590 610 630 650

Em

mis

sio

n (

CPS)

Wavelength (nm)

Thin Film E Isomer Fluorescence

(469nm Excitation)

Irradiated @ 405 nm

Irradiated @ 469 nm

[1]

• A key device in Organic Electronics is the Organic Field Effect Transistor (OFET).

Thick Film Emission

[2]

Thin Film Emission

• After irradiation the samples exhibited distinct emission spectra indicative of good photoswitching.

• The photoswitching of Py is maintained in thin films.

Future Goals

• Study optical properties of Py in TIPS-Pentacene organic semiconductor

• Examine photoswitching effects of Py on OFET with Py doped organic semiconductor

λ

λ=405nm

ExcitationEmission

λ=469nm

ExcitationEmission

Z Isomer E Isomer

Photoisomerization of Py[4]

Fig. 1

Predominantly E

Predominantly Z

Predominantly E

Predominantly Z

Predominantly E

Predominantly Z

• Dr. Scott Handy - Supplier of Py

• Takian Chio

• Alexander Haruk

Goals

2. Department of Chemistry – Binghamton University – State University of New York