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THEORETICAL
STUDY ON
POLYFLUOREN
E
By
Dinesh Varma
IIT Guwahati
WHY POLYFLUORENE?
 Polyfluorenes are a class of polymeric materials. They are of interest because
similar to other conjugated polymers, they are currently being used in light-emitting
diodes, field-effect transistors, and plastic solar cells.
 The synthesis of monomers based on alkylated fluorene which can be then
copolymerized with other monomers to form conjugated copolymers whose band
gap is tuned by the regular insertion of the an electron-donating or electron-
withdrawing units, (3,4-ethylenedioxy)thiophene and pyridine, respectively.
WHAT IS FLUORENE?
 Fluorene, a principal repeat unit in polyfluorene derivatives, was
isolated from coal tar and discovered by Marcellin Berthelot prior
to 1883. Its name originates from its
interesting fluorescence. Fluorene became the subject of
chemical-structure related color variation (visible rather than
luminescent).
STRUCTURE OF FLUORENE
POLYFLUORENE DERIVATIVES USED IN…..
 These are commonly and extensively used in the fabrication of
devices such as Plastic Solar cells and Organic Light Emitting
Diodes (OLED’s) mainly.
 In OLEDs, polyfluorenes are desirable because they are the only
family of conjugated polymers that can emit colors spanning the
entire visible range with high efficiency and low operating voltage.
ORGANIC SOLAR CELLS
 An organic solar cell or plastic solar cell is a type of polymer
solar cell that uses organic electronics, a branch of electronics
that deals with conductive organic polymers or small organic
molecules, for light absorption and charge transport to
produce electricity from sunlight by the photovoltaic effect.
WHY PLASTIC SOLAR CELLS…
 The plastic used in organic solar cells has low production costs in
high volumes. Combined with the flexibility of organic molecules,
organic solar cells are potentially cost-effective for photovoltaic
applications.
 Molecular engineering (e.g. changing the length and functional
group of polymers) can change the energy gap, which allows
chemical change in these materials. The optical absorption
coefficient of organic molecules is high, so a large amount of light
can be absorbed with a small amount of materials.
CLEAN ENERGY SUPPLY NEEDED FOR QUALITY OF LIFE
 Fossil and nuclear fuels are costly.
If we include the environmental cost.
 The sun shines on everyone.
Ideal for distributed power generation and remote location.
 Tap solar energy directly
Ideal for distributed power generation
More environmental friendly
ANNUAL SUM OF GLOBAL IRRADIANCE
AREA OF SOLAR CELL NEEDED…..
 With 10% efficient solar cell area of solar cell needed in 2004
India 60 km × 60 km (0.12% area)
World need: 350 km × 350 km
ANNUAL VARIATION OF SOLAR
INSOLATION
 The energy (or insolation) received on a surface throughout the year
varies relatively little from year to year.
HISTORY
 1839 Photovoltaic effect discovered by Edmond Becquerel
 1954 First Silicon Solar Cell inBell Lab by Chapin, Fuller and Pearson (η∼6%)
 1970s Surge in research to harness solar energy
 1986 Heterojunction Organic Solar Cell by Tang of Eastman Kodak
 2007 Highest efficiency solar cells with η ηη η~40.7% in Spectrolab
 A big surge in solar cells research & development is underway
APPLICATIONS
APPLICATIONS
SOLAR ENERGY USAGE AND PRICING
Solar Energy: 30 c (Rs. 12) per kWh
Need to lower cost to 10c (Rs.4) per kWh and below
Solar markets
(average of last 5
years)
Solar
Price/Competing
Energy source
Remote Industrial 17% 0.1-0.5 times
Remote habitation 22% 0.2-0.8 times
Grid Connected 59% 2-5 times
Consumer Indoor 2% n/a
ELECTRICITY GENERATION COST
Energy Source Cost
Combined cycle gas turbine 3 ¢ -5 ¢ (Rs.1.20-Rs.2.00)
Wind 4 ¢ -7 ¢ (Rs.1.60-Rs.2.80)
Biomass gasification 7 ¢ -9 ¢ (Rs.2.80-Rs.3.60)
Remote diesel generation 20 ¢ -40 ¢ (Rs.8.00-Rs.16.00)
Solar PV central station 20 ¢ -30 ¢ (Rs.8.00-Rs.12.00)
Solar PV Distributed 20 ¢ -50 ¢ (Rs.8.00-Rs.20.00)
SOLAR ENERGY PRODUCTION AND
PRICE
LOWERING COST OF SOLAR CELLS
 Thin Film Solar Cells
■ Multiple junction solar cells (a-Si:H, a-SiGe:H)
■ CdTe based cells (CdTe, CdS)
■ CuInSe2 (CIS) Ternary & Multinary compound solar cells
■ Multicrystalline/Microcrystalline silicon solar cells
■ Thin film GaAs solar cells
■ Organic solar cells
WHY ORGANIC SOLAR CELLS?
 High-Throughput and Low-Cost Processing
 Printing
■ Screen Pringing
■ Stamping
 Spraying
 Spin Coating
 Vaporisation
FLEXIBLE SOLAR CELLS
 Flexible Surfaces
 Conformal Surfaces
ECO-FRIENDLY TECHNOLOGY
 Appropriate Process
 Biodegradable Molecule
POLYFLUORENE MATERIALS
USED IN OLEDS AND PLASTIC
PHOTOVOLTAICS
OTHER ORGANIC MATERIALS USED IN
OLEDS AND PLASTIC PHOTOVOLTAICS
WHAT IS AN OLED ?
OLED - Organic Light Emitting Diode
An OLED is a light emitting diode (LED) which emissive
electroluminescent layer is composed of a film of organic
compounds
HISTORY
• First developed in the early 1950s in France.
• 1960s-AC-driven electroluminescent cells using doped anthracene was developed.
• In 1987 Chin Tang and Van Slyke introduced the first light emitting diodes from thin
organic layers.
• In1990 electroluminescence in polymers was discovered.
ARCHITECTURE OF OLED
 SUBSTRATE.
 ANODE
 ORGANIC LAYER:
1-Conductive layer
2-Emmisive layer
 CATHODE
TYPES OF OLED
Passive OLEDs
• The organic layer is between cathode
& anode run perpendicular.
• The intersections
form the pixels.
• Easy to make.
• Use more power.
• Best for small screens.
 Active OLEDs
• Full layers of cathode and
anode.
• Anode over lays a thin film
transistor (TFT).
• Requires less power.
• Higher refresh rates.
• Suitable for large screens
APPLICATIONS OF
OLED
• Televisions
• SONY
• LG transparent TV
• Cell Phone screens
• Wrist Watch
• Computer Screens
• Laptops
• Desktops
• Bendable Devices
• Portable Device displays
• Philips Go Gear MP3 Player
ADVANTAGES
• Faster response time than LCDs
• Consume significantly less energy
• Can be transparent when off
• Flexible and Conformal Displays
• Thinner display-No backlight required
• Better contrast ratio
• Safer for the environment
• Wider viewing angles; up to 170 degrees
• OLEDs refresh almost 1,000 times faster
then LCDs
• Low cost materials and fabrication method
• Less Expensive than LCD due to lesser
components
• Can be made using plastic screens; LCDs
require glass backing
FUTURE USES FOR OLED
 Data glass
 GPS system
 OLED – in future cars
 Curved OLED displays, placed on non-flat
surfaces
 And many more we cannot even imagine today
Scroll Laptop
• Nokia concept OLED Laptop
DEFINITIONS
Electroluminescence (EL) is an optical
phenomenon and electrical phenomenon in which a
material emits light in response to an electric
current passed through it, or to a strong electric field
 A pixel (or picture element) is the smallest item of
information in an image
 A thin-film transistor (TFT) is a special kind of field-effect
transistor made by depositing thin films of a semiconductor active
layer.
 The refresh rate is the number of times in a second that display
hardware draws the data it is being given
OLED TV
Flexible OLED
Samsung's 40-inch OLED TV
LG Display 19-inch OLED
FAST RESPONSE TIME
LCDOLED
Fast response time means full motion graphics can be displayed
CONSTANT CONTRAST RATIO
 Wide viewing angle.
SONY PSP2 CONCEPT
Oled rollable display.
A flexible OLED display that
can be rolled around the main
electronics core but, when
charged, automatically stiffens
with minimal bezel surround.
BENDABLE OLED DISPLAY
 Organic Light Emitting Diode (OLED) technology is
threatening the Liquid Crystal Display, or LCD, standard
because of its flexibility, low power consumption and
versatility.
OLED VS LCD
MY EXPERIMENTAL WORK
 I reported the synthesis and characterization of two monomers
based on alkylated fluorene namely 2,7-Dibromo-9,9-
didecylfluorene and 2,7-Bis[4,4,5,5-tetramethyl-(1,3,2)-
dioxaborolan-2-yl]-9,9didecylfluorene which can then
copolymerized with other monomers to form conjugated
copolymers. The monomers synthesized are neither polymerized
nor tested for the applications due to some limitations in doing,
but copolymers of similar compounds such as 2,7-Dibromo-9,9-
dioctylfluorene and 2,7-Bis[4,4,5,5-tetramethyl-(1,3,2)-
dioxaborolan-2-yl]-9,9dioctylfluorene have optical properties
such that they are suitable materials for device developments
such as electrochromics, PLEDs, and solar cells
REACTION SCHEME
Method 1:
 Method 2:
RESULTS
 First two steps of the method 1 are successful but unfortunately
the final step i.e synthesis of 2,7-Bis[4,4,5,5-tetramethyl-(1,3,2)-
dioxaborolan-2-yl]-9,9didecylfluorene is not achieved.
 Then by following Method 2 we are able to synthesize both the
monomers.
 Due to some limitations in techniques as well as time to
synthesize and characterize the polymers which can be prepared
using these monomers is not performed.
CONCLUSION
 As Solar cells and OLED technology is vastly growing now-a-
days I aimed to synthesize few molecules which can be used in
the fabrication of Solar cell and OLED devices.
REFERENCES
 All images are taken from Google Images.
 Solar Cells data is from www.solarbuzz.com.
Thank You

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OLEDs and Solar Cells

  • 2. WHY POLYFLUORENE?  Polyfluorenes are a class of polymeric materials. They are of interest because similar to other conjugated polymers, they are currently being used in light-emitting diodes, field-effect transistors, and plastic solar cells.  The synthesis of monomers based on alkylated fluorene which can be then copolymerized with other monomers to form conjugated copolymers whose band gap is tuned by the regular insertion of the an electron-donating or electron- withdrawing units, (3,4-ethylenedioxy)thiophene and pyridine, respectively.
  • 3. WHAT IS FLUORENE?  Fluorene, a principal repeat unit in polyfluorene derivatives, was isolated from coal tar and discovered by Marcellin Berthelot prior to 1883. Its name originates from its interesting fluorescence. Fluorene became the subject of chemical-structure related color variation (visible rather than luminescent).
  • 5. POLYFLUORENE DERIVATIVES USED IN…..  These are commonly and extensively used in the fabrication of devices such as Plastic Solar cells and Organic Light Emitting Diodes (OLED’s) mainly.  In OLEDs, polyfluorenes are desirable because they are the only family of conjugated polymers that can emit colors spanning the entire visible range with high efficiency and low operating voltage.
  • 6. ORGANIC SOLAR CELLS  An organic solar cell or plastic solar cell is a type of polymer solar cell that uses organic electronics, a branch of electronics that deals with conductive organic polymers or small organic molecules, for light absorption and charge transport to produce electricity from sunlight by the photovoltaic effect.
  • 7. WHY PLASTIC SOLAR CELLS…  The plastic used in organic solar cells has low production costs in high volumes. Combined with the flexibility of organic molecules, organic solar cells are potentially cost-effective for photovoltaic applications.  Molecular engineering (e.g. changing the length and functional group of polymers) can change the energy gap, which allows chemical change in these materials. The optical absorption coefficient of organic molecules is high, so a large amount of light can be absorbed with a small amount of materials.
  • 8. CLEAN ENERGY SUPPLY NEEDED FOR QUALITY OF LIFE  Fossil and nuclear fuels are costly. If we include the environmental cost.  The sun shines on everyone. Ideal for distributed power generation and remote location.  Tap solar energy directly Ideal for distributed power generation More environmental friendly
  • 9. ANNUAL SUM OF GLOBAL IRRADIANCE
  • 10. AREA OF SOLAR CELL NEEDED…..  With 10% efficient solar cell area of solar cell needed in 2004 India 60 km × 60 km (0.12% area) World need: 350 km × 350 km
  • 11. ANNUAL VARIATION OF SOLAR INSOLATION  The energy (or insolation) received on a surface throughout the year varies relatively little from year to year.
  • 12. HISTORY  1839 Photovoltaic effect discovered by Edmond Becquerel  1954 First Silicon Solar Cell inBell Lab by Chapin, Fuller and Pearson (η∼6%)  1970s Surge in research to harness solar energy  1986 Heterojunction Organic Solar Cell by Tang of Eastman Kodak  2007 Highest efficiency solar cells with η ηη η~40.7% in Spectrolab  A big surge in solar cells research & development is underway
  • 15. SOLAR ENERGY USAGE AND PRICING Solar Energy: 30 c (Rs. 12) per kWh Need to lower cost to 10c (Rs.4) per kWh and below Solar markets (average of last 5 years) Solar Price/Competing Energy source Remote Industrial 17% 0.1-0.5 times Remote habitation 22% 0.2-0.8 times Grid Connected 59% 2-5 times Consumer Indoor 2% n/a
  • 16. ELECTRICITY GENERATION COST Energy Source Cost Combined cycle gas turbine 3 ¢ -5 ¢ (Rs.1.20-Rs.2.00) Wind 4 ¢ -7 ¢ (Rs.1.60-Rs.2.80) Biomass gasification 7 ¢ -9 ¢ (Rs.2.80-Rs.3.60) Remote diesel generation 20 ¢ -40 ¢ (Rs.8.00-Rs.16.00) Solar PV central station 20 ¢ -30 ¢ (Rs.8.00-Rs.12.00) Solar PV Distributed 20 ¢ -50 ¢ (Rs.8.00-Rs.20.00)
  • 18. LOWERING COST OF SOLAR CELLS  Thin Film Solar Cells ■ Multiple junction solar cells (a-Si:H, a-SiGe:H) ■ CdTe based cells (CdTe, CdS) ■ CuInSe2 (CIS) Ternary & Multinary compound solar cells ■ Multicrystalline/Microcrystalline silicon solar cells ■ Thin film GaAs solar cells ■ Organic solar cells
  • 19. WHY ORGANIC SOLAR CELLS?  High-Throughput and Low-Cost Processing  Printing ■ Screen Pringing ■ Stamping  Spraying  Spin Coating  Vaporisation
  • 20. FLEXIBLE SOLAR CELLS  Flexible Surfaces  Conformal Surfaces
  • 21. ECO-FRIENDLY TECHNOLOGY  Appropriate Process  Biodegradable Molecule
  • 22. POLYFLUORENE MATERIALS USED IN OLEDS AND PLASTIC PHOTOVOLTAICS
  • 23. OTHER ORGANIC MATERIALS USED IN OLEDS AND PLASTIC PHOTOVOLTAICS
  • 24. WHAT IS AN OLED ? OLED - Organic Light Emitting Diode An OLED is a light emitting diode (LED) which emissive electroluminescent layer is composed of a film of organic compounds
  • 25. HISTORY • First developed in the early 1950s in France. • 1960s-AC-driven electroluminescent cells using doped anthracene was developed. • In 1987 Chin Tang and Van Slyke introduced the first light emitting diodes from thin organic layers. • In1990 electroluminescence in polymers was discovered.
  • 26. ARCHITECTURE OF OLED  SUBSTRATE.  ANODE  ORGANIC LAYER: 1-Conductive layer 2-Emmisive layer  CATHODE
  • 27. TYPES OF OLED Passive OLEDs • The organic layer is between cathode & anode run perpendicular. • The intersections form the pixels. • Easy to make. • Use more power. • Best for small screens.
  • 28.  Active OLEDs • Full layers of cathode and anode. • Anode over lays a thin film transistor (TFT). • Requires less power. • Higher refresh rates. • Suitable for large screens
  • 29. APPLICATIONS OF OLED • Televisions • SONY • LG transparent TV • Cell Phone screens • Wrist Watch • Computer Screens • Laptops • Desktops • Bendable Devices • Portable Device displays • Philips Go Gear MP3 Player
  • 30. ADVANTAGES • Faster response time than LCDs • Consume significantly less energy • Can be transparent when off • Flexible and Conformal Displays • Thinner display-No backlight required • Better contrast ratio • Safer for the environment • Wider viewing angles; up to 170 degrees • OLEDs refresh almost 1,000 times faster then LCDs • Low cost materials and fabrication method • Less Expensive than LCD due to lesser components • Can be made using plastic screens; LCDs require glass backing
  • 31. FUTURE USES FOR OLED  Data glass  GPS system  OLED – in future cars  Curved OLED displays, placed on non-flat surfaces  And many more we cannot even imagine today Scroll Laptop • Nokia concept OLED Laptop
  • 32. DEFINITIONS Electroluminescence (EL) is an optical phenomenon and electrical phenomenon in which a material emits light in response to an electric current passed through it, or to a strong electric field  A pixel (or picture element) is the smallest item of information in an image  A thin-film transistor (TFT) is a special kind of field-effect transistor made by depositing thin films of a semiconductor active layer.  The refresh rate is the number of times in a second that display hardware draws the data it is being given
  • 33. OLED TV Flexible OLED Samsung's 40-inch OLED TV LG Display 19-inch OLED
  • 34. FAST RESPONSE TIME LCDOLED Fast response time means full motion graphics can be displayed
  • 35. CONSTANT CONTRAST RATIO  Wide viewing angle.
  • 36. SONY PSP2 CONCEPT Oled rollable display. A flexible OLED display that can be rolled around the main electronics core but, when charged, automatically stiffens with minimal bezel surround.
  • 37. BENDABLE OLED DISPLAY  Organic Light Emitting Diode (OLED) technology is threatening the Liquid Crystal Display, or LCD, standard because of its flexibility, low power consumption and versatility.
  • 39. MY EXPERIMENTAL WORK  I reported the synthesis and characterization of two monomers based on alkylated fluorene namely 2,7-Dibromo-9,9- didecylfluorene and 2,7-Bis[4,4,5,5-tetramethyl-(1,3,2)- dioxaborolan-2-yl]-9,9didecylfluorene which can then copolymerized with other monomers to form conjugated copolymers. The monomers synthesized are neither polymerized nor tested for the applications due to some limitations in doing, but copolymers of similar compounds such as 2,7-Dibromo-9,9- dioctylfluorene and 2,7-Bis[4,4,5,5-tetramethyl-(1,3,2)- dioxaborolan-2-yl]-9,9dioctylfluorene have optical properties such that they are suitable materials for device developments such as electrochromics, PLEDs, and solar cells
  • 42. RESULTS  First two steps of the method 1 are successful but unfortunately the final step i.e synthesis of 2,7-Bis[4,4,5,5-tetramethyl-(1,3,2)- dioxaborolan-2-yl]-9,9didecylfluorene is not achieved.  Then by following Method 2 we are able to synthesize both the monomers.  Due to some limitations in techniques as well as time to synthesize and characterize the polymers which can be prepared using these monomers is not performed.
  • 43. CONCLUSION  As Solar cells and OLED technology is vastly growing now-a- days I aimed to synthesize few molecules which can be used in the fabrication of Solar cell and OLED devices.
  • 44. REFERENCES  All images are taken from Google Images.  Solar Cells data is from www.solarbuzz.com.