Organic Semiconductors for Advanced Electronics - TDA Research ...
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<strong>Organic</strong> <strong>Semiconductors</strong><strong>for</strong> <strong>Advanced</strong> <strong>Electronics</strong>Conducting PolymersLight Emitting PolymersCharge TransportMaterialsSemiconducting SmallMoleculesLight Emitting MetalComplexesSpin Coating EquipmentAnode SubstratesReference Materials
US$ 9Charge Transport MaterialsSemiconducting Small MoleculesOLEDs and OFETs are commercially available because of these high-charge mobility materials. The aromaticoligometers <strong>for</strong>m well ordered crystalline films of high purity through vacuum processing. Sigma-Aldrichcan prepare these materials with extremely low metals content <strong>for</strong> electronic grade applications. We haveadditional products not listed below, so if you don't see something you need, contact us atmatsci@sial.com or visit our on-line catalog at sigma-aldrich.com/matsci.Anthracene, Zone Refined, 99+%33,148-1 250 mg 11.301 g 30.20CAS NO: 120-12-7MF: C 14 H 10FW: 178.23mp: 216-218 °CRubrene55,407-3, 98+% 100 mg 22.40500 mg 74.2055,111-2, sublimed 100 mg 26.78500 mg 89.23CAS NO: 517-51-1MF: C 42 H 28FW: 532.69mp: >315 °C9,10 Phenanthrenequinone, 99+%15,650-7 5 g 28.8025 g 115.50O OCAS NO: 84-11-7MF: C 14 H 8 O 2FW: 208.22mp: 209-211 °CHole Transport Materials (HTM)Sigma-Aldrich features a wide variety of molecular organic and organometallic HTMs. We also haveprecursors to several 15 polyarylamines. As always, if you need a new HTM not listed here, "please botherus," at matsci@sial.com.N,N'-Bis(3-methylphenyl)-N,N'-diphenylbenzidine, (TPD), 99%44,326-3 1 g 32.865 g 109.30NTriphenylamine, 98%T8,160-4 25 g 37.00N 100 g 109.00Poly(1-vinylnaphthalene), averageMn. ca. 100,00019,196-5 * 1 g 100.50*nMn=100,00054,145-1 1 g 93.50Mn=30,000NPentaceneP180-2 50 mg 27.50100 mg 45.601 g 324.50CAS NO: 135-48-8MF: C 22 H 14FW: 278.35mp: >300 °C2,3-Benzanthracene, 98% (tetracene)B240-3 100 mg 51.40500 mg 85.301 g 144.50CAS NO: 92-24-0MF: C 18 H 12FW: 228.29mp: >300 °CTriphenylene, 98%T8,260-0 250 mg 17.801 g 49.20CAS NO: 217-59-4MF: C 18 H 12FW: 228.29mp: 197-200 °CN,N'-Di-[(1-naphthalenyl)-N,N'-diphenyl]-1,1'-biphenyl-4,4'-diamine, (NPD)sublimed grade, 99%55,669-6 500 mg 194.06NTri-p-tolylamine, 97%45,976-3 1 g 24.00N5 g 80.10Tris(4-(diethylamino)phenyl)amine, 99+%55,639-4 1 g 38.0610 g 213.00NNNNNPhenanthrene, 99.5+%26,087-8 500 mg 34.301 g 56.60CAS NO: 85-01-8MF: C 14 H 10FW: 178.23mp: 99-101 °CPerylene, 99.5+%39,447-5 1 g 36.925 g 122.20CAS NO: 198-55-0MF: C 20 H 12FW: 252.32mp: 278-280 °C (dec)1,1,4,4-Tetraphenyl-1,3-butadiene,99+%18,521-3 1 g 32.305 g 76.40CAS NO: 1450-63-1MF: C 28 H 22FW: 358.49mp: 207-209 °CTitanyl phthalocyanine40,455-1 250 mg 21.8495% Dye Content 1 g 60.3255,618-1 250 mg 19.03γ-modification 1 g 53.20NNNCopper phthalocyanine polymer, 60% dyecontent52,762-9 1 g 31.205 g 103.90NNNNCuNNNN,N'-Diphenylbenzidine, 97%D20,520-6 10 g 56.80HNNOTiNNNNHNNnOrder: 1.800.558.9160 Technical Service: 1.800.231.8327Semiconducting Small MoleculesHole Transport Materials
10Electron Transport Materials (ETM)ETMs find utility in OLEDs as hole-blocking materials and when co-polymerized with fluorenes asefficient electron transport materials.2-(4-Biphenylyl)-5-phenyl-1,3,4-oxadiazole, (PBD), 99%25,785-0 N N5 g 35.2525 g 111.50O2-(4-Bromophenyl)-5-phenyl-1,3,4-oxadiazole, 96%55,364-6N N1 g 63.60O5 g 212.002,1,3-Benzoxadiazole-5-carboxylicacid, 97%OHO55,661-0 500 mg 45.00NONBr2,5-Diphenyl-1,3,4-oxadiazole, 97%D21,021-8 N N 1 g 29.74O 5 g 100.882,5-Bis(4-aminophenyl)-1,3,4-oxadiazole33,352-2 N N 250 mg 14.401 g 30.00H2N5-(4-Methoxyphenyl)-1,3,4-oxadiazole-2-thiol, 97%ONH254,896-0 N N 25 g 159.00H 3COOSH5-(4-Pyridyl)-1,3,4-oxadiazole-2-thiol,97%N N43,856-1 1 g 16.80O SH10 g 92.30N5-Phenyl-1,3,4-oxadiazole-2-thiol,97%N39,180-8N5 g 31.00O SH25 g 103.005-(4-Methylphenyl)-1,3,4-oxadiazole-2-thiol, 97%N N54,895-2 5 g 47.20O SH25 g 157.50H3CElectron Transport Materials,Hole Injection Materials,Photosensitizing & CT MaterialsHole Injection Materials*The TCN family of molecules are some of the best known electron accepting molecules used in chargetransfer superconductors. They are also used as a barrier between ITO and HTMs to enhance chargeinjection, improving device efficiency.7,7,8,8-Tetracyanoquinodimethane,(TCNQ), 98%15,763-5 NC CN1 g 15.205 g 51.7010 g 86.10NCCNTetracyanoethylene, (TCNE), 98%T,880-9 NC CN1 g 14.905 g 50.80NC CN 10 g 89.2025 g 157.002,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane (TCNQF4), 97%37,677-9 5 mg 27.30NC CN25 mg 89.70Additional Photosensitizing and CT Materials2-[4-((Bis(2-hydroxyethyl)aminophenyl)-cyanomethylene)-2,5-cyclohexadien-1-yldiene]malononitrile57,210-1 NC 5 mg 42.3025 mg 141.00*(PEDOT:PSS is listed on page 1) Electron acceptors <strong>for</strong> superconducting materials in the Additional CT Materials table below.FFNCFFCNHOHONCNCNH 3C NH3CN NN CH 3CH 3(Diethylamino)phenyldihydrophenylpyrazol-ylethenyl-N,N-diethylaniline46,246-2 CH 1 g 50.44[4-[Bis(2-hydroxyethyl)amino]phenyl]-1,1,2-ethylenetricarbonitrilePhenothiazine, 98+%P1,483-1 H25 g 7.00N500 g 25.001kg 39.80S4-(Dibenzylamino)benzaldehydediphenylhydrazone, 97%54,836-7 1 g 42.603-Methyldiphenylamine, 98%18,351-2 10 g 24.6050 g 79.70HNDi-p-tolylamine, 97%46,108-3 5 g 49.0025 g 167.5057,212-8 NC CN 50 mg 42.30250 mg 141.00HOHOCN1-Vinylnaphthalene, 95%NNN N4-(Diethylamino)benzaldehydediphenylhydrazone, 97%HNTetrathiafulvalene, (TTF), 97%18,318-0 S S 100 mg 22.90250 mg 45.60S S1 g 126.00sigma-aldrich.com53,058-1 1 g 51.105 g 167.004-(Diphenylamino)benzaldehydediphenylhydrazone, 97%46,244-6 1 g 50.90NNN46,243-8 1 g 50.90N25 g 273.004-(Dimethylamino)benzaldehydediphenylhydrazone, 97%46,241-1 1 g 55.40NN NN NBis(ethylenedithio)tetrathiafulvalene(BEDT-TTF), 98%36,202-6 S S S S 100 mg 20.90500 mg 85.50SSSS
12Spin-Coating EquipmentThese compatible, easy-to-use devices provide a convenient step-by-step method <strong>for</strong> processing metalorganic polymer solutions.The dispenser releases accurately measured amounts onto the precision spin-coater. The hot plate and UV curer are then used tobake or cure your thin film or coating. This simple system can be used to deposit metal oxide thin films, polymer coatings, and metalorganic thin films. 220V equipment is CE compliant and supplied with a U.S. plug.Precision Spin-CoaterA two-stage spin process allows dispensing at low speeds andhomogenizing the coating at high speeds. Dim.: 8 FW x 8 FH x 10in.D.SpecificationsVacuum: >2.1CFMSpeed stability:
US$ 13OLED SubstratesIndium Tin Oxide Coated SubstratesSurface Passivation ITO OpticalCatalog # Substrate Type Resistance (sq Ω) Dimensions 4 Layer (Å, SiO 2 ) Thickness (Å) Transmittance (%)57,827-4 Glass 1 slide 8-12 25 X 75 X 1.1 mm 200-300 1200-1600 >8363,691-6 Glass 1 slide 15-25 25 X 75 X 1.1 mm 200-300 600-1000 >7863,690-8 Glass 1 slide 30-60 25 X 75 X 1.1 mm 200-300 300-600 >8457,635-2 Glass 1 slide 70-100 25 X 75 X 1.1 mm 200-300 150-300 >8757,636-0 Aluminosilicate 2 glass slide 5-15 25 X 75 X 1.1 mm none 1200-1600 >8563,693-2 PET 3 slide 8-12 25 X 75 X 1.1 mm none 1200-1600 >7463,692-4 PET 3 slide 60-100 25 X 75 X 1.1 mm none 150-300 >7663,931-1 PET 3 sheet 40-45 1 ft X 1 ft X 5 mil none 1200 >8663,930-3 PET 3 sheet 50-70 1 ft X 1 ft X 5 mil none 1000 >7963,928-1 PET 3 sheet 90-110 1 ft X 1 ft X 5 mil none 750 >771) Typical composition of slide is 72.6% SiO 2 , 0.8% B 2 O 3 , 1.7% Al 2 O 3 , 4.6% CaO, 3.6% MgO, and 15.2% Na 2 O2) Typical composition of slide is 55.0% SiO 2 , 7.0% B 2 O 3 , 10.4% Al 2 O 3 , 21.0% CaO, and 1.0% Na 2 O3) PET = poly(ethylene terephthalate)4) 5 mil = 0.125 mmBooksConducting Polymers, Fundamentals and Applications: A Practical ApproachP. Chandrasekhar, Kluwer Academic Publishing, 1999, 760pp., HardcoverConducting polymers is utilizing the unique electronic properties of a class of easily synthesized, primarilyorganic materials with the predominant property of high and controllable conductivity and subsidiary propertiesemanating from this conductivity and the associated causative electronic structure. This book deals withthe practical fundamentals and applications of conducting polymers.Z42,253-3 $210.00Conductive Electroactive Polymers: Intelligent Materials Systems, 2nd ed.G. G. Wallace, G. M. Spinks, L. A. P. Kane-McGuire, and P. R. Teasdale, CRC Press, 2002, 248pp., HardcoverThis book provides a thorough, up-to-date introduction to conductive electroactive polymers. The authors discussthe parameters that affect the <strong>for</strong>mation of important CEPs, including polypyrroles, polyanilines, andpolythiophenes. They show how to use these parameters to manipulate the properties of the polymers, andthey clarify the chemical and energy parameters that determine the structure and its properties. New in thisedition are more details on polythiphene and polyaniline systems, an update on progress in polypyrroles, andreports on recent advances in CEP processing techniques and device fabrication.\Z55,218-6 $189.95Handbook of Luminescence, Display, Materials, and Devices, 3-volume setH. S. Nalwa, American Scientific Publishers, 2003, 1200pp., HardcoverThis book provides coverage on various aspects of organic and inorganic luminescent materials and devices. Includes organiclight emitting diodes (OLEDs) and inorganic display devices including materials synthetic strategies, processing and fabricationmethods, screening methods, and much more.Z54,768-9 $1,097.80References1) Faupel, F.; Dimitrakopoulos, C.; Kahn, A.; Wöll; J. Mater. Res., 2004, 19, 1887 2a) Dimitrakopoulos, C.; Malenfant, P.; Adv. Mater., 2002, 14, 99 2b) Horowitz, G.;Adv. Mater. 1998, 10, 365 3a) Hoppe, H.; Sariciftci, N.; J. Mater. Res. 2004, 19, 1924 3b) Winder, C.; Sariciftci, N.S.; J. Mater. Chem., 2004, 14, 1077 3c) Peumans,P.; Yakimov, A.; Forrest, S.R.; J. Appl. Phys. 2003, 93, 3693. 4) Elschner, A.; Bruder, F.; Heuer, H.-W.; Jonas, F.; Karbach, A.; Kirchmeyer, S.; Thurm, S.; Wehrmann, R.;Synth. Met., 2000, 111, 139 5a) Saxena, V.; Shirodkar, V.; J. Appl. Polym. Sci. 2001, 77, 1050 5b) Bao, Z.; Dodabalapur, A.; Lovinger, A.; Appl. Phys. Lett. 1999, 74,260 6a) Garnier, F. (et al.); Adv. Mater. 1990, 2, 592. 6b) Dodabalapur, A. (et al.); Science 1995, 268, 270. 6c) Garnier, F.; Acc. Chem. Res. 1999, 32, 209. 6d)Sakamoto, Y. (et al.); J. Am. Chem. Soc. 2001, 123, 4643 6e) Locklin, J. (et al.); Langmuir, 2002, 18, 877. 6f) Garnier, F. (et al.); J. Am. Chem. Soc. 1993, 115, 8716.7) Melucci, M.; Barbarella, G.; Zambianchi, M., Bongini, A.; J. Org. Chem. 2004, 69, 4821 8) Stejskal, J.; Gilbert, R.; Pure. Appl. Chem. 2002, 74, 857 9) Vernitskaya,T.; Efimov, O.; Russ. Chem. Rev. 1997, 66, 443 10) Ramanathan, K.; Bangar, M.; Yun, M.; Chen, W.; Mulchandani, A.; Myung, N.; Nano. Lett., 2004, 4, 1237 11)Kim, I.T.; Lee, J.Y.; Lee, S.W.; Chem. Lett., 2004, 33, 46 12) Kim, I.T.; Elsenbaumer, R.L.; Macromolecules, 2000, 33, 6407 13) Hall, N.; Chem. Comm., 2003, 1, 114) Akcelrud, L.; Prog. Polym. Sci., 2003, 28, 875 15) Shirota, Y.; Okumoto, K.; Inada, H.; Synth. Met., 2000, 111, 387 16) Browne, W.R.; Vos, J.G.; Coord. Chem.Rev., 2001, 219, 761 17) Chen. C.H.; Hung, L.S.; Mat. Sci. Eng. Rev., 2002, R 39, 143Ready to scale up? For competitive quotes on larger quantities or custom synthesis, contactSigma-Aldrich Fine Chemicals at 1-800-336-9719 (USA), or visit www.sigma-aldrich.com/safc.Order: 1.800.558.9160 Technical Service: 1.800.231.8327OLED SubstratesBooksReferences
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