Organic Semiconductors for Advanced Electronics Conducting Polymers

Light Emitting Polymers

Charge Transport Materials

Semiconducting Small Molecules

Light Emitting Metal Complexes

Spin Coating Equipment

Anode Substrates

Reference Materials Introduction Product Locator sigma-aldrich.com number ofapplications. "please botherus,"at of monomerprecursorsenablingyoutodevelopyourownnewmaterials.Ifcannotfindaproductasneeded, your researchanddevelopmentneeds.Inadditiontoawiderangeofpolymersoligomers,weoffer acomplement Sigma-Aldrich, aleaderinHighTechnology products,offers abroadportfoliooforganicsemiconductormaterialsfor Introduction Semiconducting Oligomers: Electronic Polymers: ting diodes(OLEDs)usedindisplaysforcarradios. high-performance electronics.Breakthroughproductsemployedincommercialtechnologiesincludeorganiclight-emit- The fieldoforganicelectronicsisanactiveemergingtechnologywithimmensepromiseforinnovative,convenientand efficiencies arebeingrapidlyimproved. Contact usat Product Locator Oligomers Semiconducting Polymers (ICP) Conductive Inherently Hole Transport Hole Injection Hole Blocking Electron Transport Materials Electroluminescent rprisPout brvain Vacuum Solution Page Abbreviations Products Properties visible light.ThesepolymersincludePPV, CN-PPV, PFO,andPFE. phene, PANI, andPPy. Thelightemittingpolymers(LEPs)possesselectronicbandgapsthatallowfortheemissionof and OFETs, opticallyactivelayersforOLEDs,andanti-corrosioncoatingsironsteel.ICPsincludepolythio- polymers. ApplicationsforICPsinclude,electromagnetic-interference(EMI)shielding,conductivelayersOLEDs properties ofmetalsorsemiconductorswhileexhibitingthemechanicalandprocessingcharacteristics unique opto-electricalproperties.Theinherently(orintrinsically)conductivepolymers(ICPs)possesstheelectrical niques andincludeproductslikeanthracene,rubrene,Alq form well-orderedcrystallinefilms.Thesematerialsmaybeprocessedbyeithersolutionorthermaldepositiontech- [email protected] [email protected] These materialscontainanextended 3 Two classesofmaterialsareactivelyinvestigatedfororganicelectronicapplications: etcn 9 X 1 4 5 3 9 X 2 X X X X X X – 9 9 9 7 X 3 X X 1 2 P3AT 3T, X 6T, PPy DH-6T X X 10 PA PANI 9 – X X X 11 X X Pentacene 11 8 Other SmallMoleculeOrganics 1 X X PVN TiPc Oligothiophenes 7 TPD,NPD X Polythiophenes 8 PPV PANI X X Polythioacetylenes X PEDOT/PSS 11 6T, DH-6T X Polypyrroles X TCNE,TCQF X 11 Polyanilines X Poly(3,4-ethylenedioxythiophene) X Titanium phthalocyanine – X Polyvinylnaphthalene CuPc 6 Polyphenylene vinylenes Polyarylamines Zrq Tetracyano DMQA materials PEDOT/PSS X Sexithiophenes X PFO Alq Polyanilines PPV Poly(3,4-ethylenedioxythiophene) PFE Copper phthalocyanine BCP N,N'-Dimethyl-quinacridone – Other metalquinolines Aluminum hydroxyquinoline Rubrenes Polyphenylene vinylenes CN-PPV Polyfluoreneethynylenes Polyfluorenes Europium Triplets Emitters Cyano polyphenylenevinylenes Bathocuproine lmnmhdoyunln Alq Aluminum hydroxyquinoline to request absorptionandspectraof any lightemittingmaterial inthisbrochure. Small organicororganometallicmoleculespossessingextended 2 Organic photovoltaicsandfuelcellsalsoemployconductingpolymersfora 1 Organic fieldeffect-transistors (OFETs) areshowingpromiseastheir 3 , andsexithiophene. π -conjugated organicbackbone,givingrisetotheir 2 , Bq 3 3 4 Processing Method XX11XX11 XX11 π -conjugation thatcan monomer isavailableforyoursynthesisneeds. Conducting Polymers molecular electronicdevices. polythiophenes exhibitgoodsolubilityandtunablebandgaps.Applicationsinclude,OLEDs,OFETs andother alkylthiophenes (P3AT) whichareverystableandreadilycharacterized.Themono-,di-ringsubstituted Some ofthemostextensivelystudied Polythiophenes material inOLEDs. good electricalconductivityandstability. PEDOT/PSSisthemostwidelyusedholeinjecting Poly(2,3-dihydrothieno-1,4-dioxin) combinesopticaltransparencyinthevisiblespectrum, PEDOT head-to-tail), whichexhibithighchargemobilities,aswellregiorandomanalogs. 65,004-8 a rdc ae yeSz Structure Size 55,763-3 55,762-5 Type 52,593-6 51,142-0 51,086-6 51,085-8 R 51,083-1 51,082-3 49,534-4 49,533-6 45,065-0 Product Names 44,571-1 44,570-3 Cat # Structure Size 1.3wt%inwater Product Name 48,309-5 Cat # 6096electronic grade,2.8wt%inwater 56,059-6 65,005-6 48,302-8 0.5wt%innitromethane 0.5wt%inpropylene carbonate 64,982-1 64,981-3 1wt%dispersioninnitromethane 1wt%dispersioninnitromethane 64,980-5 1wt%dispersioninpropylene carbonate 64,979-1 64,978-3 Sigma-Aldrich FineChemicals at1-800-336-9719 (USA), orvisit www.sigma-aldrich.com/safc. Ready toscale up?Forcompetitivequotes onlargerquantitiesorcustom synthesis,contact oy3(-ehxehx) eirglr1g Regioregular – Poly(3-(2-methoxyethoxy)- oy3ccoeytipee25dy)––1g 1g 1g BrTerminated – – – – -C – Poly(3-cyclohexyl-4-methylthiophene-2,5-diyl) -C Poly(3-cyclohexylthiophene-2,5-diyl) -C -C Poly(thiophene-2,5-diyl) -C Poly(3-butylthiophene-2,5-diyl) Poly(3-dodecylthiophene-2,5-diyl) Poly(3-decylthiophene-2,5-diyl) Poly(3-octylthiophene-2,5-diyl) Poly(3-hexylthiophene-2,5-diyl) -C -C -C -C -C Poly(3-decylthiophene-2,5-diyl) Poly(3-butylthiophene-2,5-diyl) Poly(3-dodecylthiophene-2,5-diyl) Poly(3-octylthiophene-2,5-diyl) Poly(3-hexylthiophene-2,5-diyl) PEDOT/PSS poly(styrenesulfonate) doped oy3(-ehxehx) eirglr1g Regioregular – ethoxythiophene-2,5-diyl) Poly(3-(2-methoxyethoxy)- ethoxymethylthiophene-2,5-diyl) 10g MW: 142.18g/mol CAS#: 126213-50-1 100g 2,3-Dihydrothieno(3,4-b)-1,4-dioxin (EDOT) p-toluenesulfonate doped p-toluenesulfonate doped PEDOT tetramethacrylateend-capped perchlorate doped p-toluenesulfonate doped perchlorate doped PEDOT-block-PEG poly(styrenesulfonate) doped 4 Sigma-Aldrich offers several gradesofprocessablePEDOT. TheEDOT 5 Sigma-Aldrich offers highlyregiocontrolledpolyalkylthiophenes(>98.5% π -conjugated polymers,aretheconductingandsemiconductingpoly-3- 12 10 10 12 8 6 8 6 4 4 H H H H H H H H H H 17 13 17 13 9 25 21 21 9 25 eirno 1g 1g Regiorandom 1g Regiorandom 1g Regiorandom 1g Regiorandom Regiorandom eirglr1g 1g Regioregular 1g Regioregular 1g Regioregular 1g Regioregular Regioregular 250 g 25 g 25 g 25 g 25 g 25 g 25 g -[PEDOT] X O O O H S 2 R O S S O O S R R Regiorandom R If R If R Regioregular X S 1 O n - O 2 1 O n S S =Rthen =Rthen OO R S R=Propietary linker R R H S O 2 O R=Propietary linker S S n RO 1 2 R R R =H =H O O 1 m R S S R R 1 2 2 n n

Order: 1.800.558.9160 Technical Service: 1.800.231.8327 PEDOT Polythiophenes 2

Oligothiophenes S C6H13 S Oligothiophenes are generating interest in conductive polymer research S C6H13 for their high charge mobilities and on/off ratios as p-type semiconduc- 4 tors.6 Garnier et al. fabricated the first all-organic transistor based on 63,321-6 α-sexithiophene (6T). Substitution of the α and ω-positions on sexithio- α,ω−Dihexylsexithiophene (DH-6T) phene with alkyl chains increases the charge carrier mobility and improves 500 mg 93.50 the solubility in organic solvents, making DH-6T easier to process. α-Sexithiophene (6T) 5-Hexyl-2,2'-bithiophene, 97% 2,2'5',2'',5'',2'''-Quaterthiophene, 96%

59,468-7 S 1 g 63,051-9 S 500 mg 54,790-5 S 1 g S S S S S 1 g S 4 Oligothiophenes CAS NO: 88493-55-4 CAS NO: 173448-31-2 CAS NO: 5632-29-1

MF: C24H14S6 MF: C14H18S2 MF: C16H10S4 FW: 494.76 FW: 250.42 FW: 330.49

Thiophene Monomers mp: 290 °C (dec.) bp: 355 °C (760 mmHg) mp: 211-214 °C

3,2':5',3"-Terthiophene 2,2'-Bithiophene, 97% Thiophene, 99% 65,138-9 1 g S T3180-1 5 g S 24,163-6 S 1 g S 10 g S 100 g S 500 g CAS NO: 81294-16-8 CAS NO: 492-97-7 CAS NO: 110-02-1 MF: C12H8S3 MF: C H S MF: C8H6S2 4 4 MW: 248.39 FW: 166.26 FW: 84.14 2,2':5',2"-Terthiophene, 99% mp: 32-33 °C bp: 84 °C (760 mmHg)

31,107-3 S 250 mg S S 1 g

CAS NO: 1081-34-1

MF: C12H8S3 FW: 248.39 mp: 93-95 °C

OH S B Monomers for Polythiophene Synthesis OH S X S Barbarella and co-workers recently demonstrated rapid microwave assisted S X S n 7 PdCl2dppf, KF, n synthesis of oligothiophenes via a Suzuki coupling route. Sigma-Aldrich offers Al2O3 a complete line of thioboronic acids* and halogenated thiophenes for this microwaves application. We carry functionalized thiophenes for your tailored materials.

2-Thiopheneboronic acid 2,5-Dibromo-3-octylthiophene, 96% 2,5-Dibromo-3-hexylthiophene, 97%

43,683-6 1 g 52,548-0 CH2(CH2)6CH3 1 g 45,637-3 250 mg OH CH2(CH2)4CH3 S B 5 g 5 g 1 g OH Br S Br Br S Br 5 g 5-Methyl-2-thiopheneboronic acid 2,5-Dibromo-3-dodecylthiophene, 97% 5,5'-Dibromo-2,2'-bithiophene, 99% 51,219-2 1 g OH 45,640-3 250 mg H3C S B 5 g 51,549-3 1 g 1 g OH CH2(CH2)10CH3 Br Br 5 g 5 g SS Br S Br 2,5-Dibromo-3-decylthiophene, 96% 3,4-Dihydroxy-thiophene-2,5 45,638-1 250 mg dicarboxylic acid diethyl ester CH2(CH2)8CH3 2,5-Dibromo-3-cyclohexylthiophene, 1 g 97% 54,736-0 5 mL 5 g HO OH Br S Br 52,551-0 1 g H3C O O CH3 5 g S 2,5-Dibromo-3-phenylthiophene, 97% O O BrS Br 52,550-2 1 g 3,4-Dihydroxy-thiophene-2,5 5 g 2,5-Dibromo-3-butylthiophene, 96% dicarboxylic acid diethyl ester, disodium salt Br S Br 52,549-9 CH3 1 g 5 g 54,147-8 NaO ONa 1 g

BrS Br H3C O O CH3 S O O

*For additional thioboronic acids for Suzuki coupling, see Chemfile Vol. 4 No. 2, “Reagents for C-C Bond Formation” (GW4), available from Sigma-Aldrich.

TO ORDER: Contact your local Sigma-Aldrich office (see back cover),

sigma-aldrich.com call 1-800-558-9160 (USA), or visit sigma-aldrich.com. applications becauseofitsuniquephysicalandchemicalproperties. Polyaniline (PANI) isaversatileconductingpolymerwithmyriadof Polyanilines Polyaniline Dopants dopants forourundopedPANIs. PANIs foravarietyofprocessingneeds.We alsooffer highperformance tivities. Sigma-Aldrichoffers afulllineofthestable,dopedandundoped line. ThedopedemeraldinesaltformofPANIs exhibitveryhighconduc- shown) andafourth,unstable,fullyoxidizedformknownaspernigrani- and thermallystable.PANI existsinthreestableoxidationstates(as is easilyprocessedbymeltorsolutionprocesses,andenvironmentally Bis(2-ethylhexyl) phosphate Dodecylbenzenesulfonic acid aao oynln rdc oatM (/m Size (S/cm) Mw 56,109-6 Dopant 57,707-3 65,001-3 PolyanilineProduct Catalog # 23,782-5 52,295-3 53,067-0 57,647-6 57,637-9 53,068-9 55,638-6 55,637-8 47,670-6 53,056-5 55,645-9 56,113-4 56,112-6 56,111-8 42,832-9 64,999-6 O long chaingraftedtolignin short chaingraftedtolignin long chaingraftedtolignin short chaingraftedtolignin with carbonblack dispersion inmixedsolvents dispersion inxylene mrliesl otdo yo rai ufncAi . 10g 0.2 - OrganicSulfonicAcid Emeraldine salt,~20%wtinwater, Emeraldine saltcoatedonNylon Emeraldine salt,2-3wt.% eceeadn ae---5g - - - - - 300,000 - 100,000 - - 65,000 Undoped - 50,000 Undoped 20,000 Undoped 10,000 Undoped Undoped Leucoemeraldine base Undoped Emeraldine base Emeraldine base Emeraldine base Emeraldine base Emeraldine base Emeraldine base Emeraldine salt,composite mrliebs noe ,0 - 5,000 Undoped 2-4 Emeraldine base Emeraldine salt,powder, >15,000 Emeraldine salt,powder, OrganicSulfonicAcid Emeraldine salt,~20%wtinwater, Emeraldine salt Emeraldine salt,0.5wt.% OH O P (CH SO O Sigma-Aldrich FineChemicals at1-800-336-9719 (USA), orvisit www.sigma-aldrich.com/safc. Ready toscale up?Forcompetitivequotes onlargerquantitiesorcustom synthesis,contact 2 3 ) H 11 CH 3 (DEHHP) (DBSA) 500 mL 100 g 25 g 50 wt.%solutioninheptane (DNSA) Dinonylnaphthalenesulfonic acid 52,298-8 55 wt.%solutioninisobutanol 52,296-1 rai ufncAi 10-20(asfilm) - Organic SulfonicAcid rai ufncAi 40 - Organic SulfonicAcid rai ufncAi ~1(asfilm) - Organic SulfonicAcid in-ufncai 1-2 - Ligno-sulfonic acid in-ufncai 4-6 1-2 4-6 - - Ligno-sulfonic acid - Ligno-sulfonic acid Ligno-sulfonic acid (C 9 H 19 ) 2 SO 3 H 8 PANI Avg. Conductivity 100 mL 100 mL Leucoemeraldine Base Emeraldine Base Emeraldine Salt C Reagent ACS Monohydrate 98.5+% p-Toluenesulfonic Acid (CSA) (±)-Camphor-10-sulfonic acid( 40,288-5 14,792-3 N H N H N H H 3 C H N H N N H A 3 C 2e nH A 2n H CH - , 2H CH 3 2 O O S O 50 mL 50 mL 10 mL 10 mL SO + OH 25 g 25 g 25 g 50 g 25 g 25 g 50 g 25 g 10 g 10 g 50 g 50 g 25 g 10 g 10 g 10 g 10 g 3 H 5 g 5 g 5 g 5 g 5 g 5 g 5 g 2 g 2 g N H N N H A (pTSA) β ) 500 g 100 g 500 g 100 g N H N H N H 3 5 g 5 g n n n

Order: 1.800.558.9160 Technical Service: 1.800.231.8327 Polyanilines Polyaniline Dopants Polypyrroles

& Monomers 4 sigma-aldrich.com PPy exhibitshighconductivityandgoodstability. Polypyrroles (PPy) fabricated. and conductivecoatingsfornanomaterials.PPynanowireshavealsobeen applications inbatteries,chemicalsensors,ionselectiveelectrodes, a radicalcationchargebalancedbydopantanions.PPyfinds easily fabricatedonanumberofsurfaces.Intheoxidizedstate,PPyis has abandgapof1.67eV. tion schemes.OnesolutionprocessablePPyV, PDPV(R=dodecyl) conducting pyrrolylenevinylenes(PPyV) ester substitutedEDOPsareprecursorstobothPEDOPandthe and thealkylsubstitutionsimproveprocessability. Carboxylic pyrrole servestoenhancetheelectronicpropertiesofpyrroles dioxypyrrole (PPDOP).Ethyleneandpropylenesubstitutionof thesis ofpolyethylenedioxypyrrole(PEDOP)andpolypropylene- Sigma-Aldrich offers acompletelineofmonomersforthesyn- New aao oyyrl Sc) Size (S/cm) *Doped withproprietary organicsulfonicacid 57,817-7 57,706-5 53,057-3 48,255-2 57,703-0 Polypyrrole Catalog # solution inTHF 3,4-Ethylenedioxypyrrole, 2%(w/v) dicarboxylate, ethylenedioxypyrrole-2,5 Diethyl 1-benzyl-3,4 64,831-0 63,708-4 Polypyrrole StartingMaterials C 2 H 5 10 O oyyrl*pwe 04 rse elt10g 10-40pressed pellet 100mL 5 wt%loadingonTiO 10-40pressed pellet Polypyrrole* composite 20 wt%loadingoncarbonblack Polypyrrole composite,undoped 20 wt%loadingoncarbonblack Polypyrrole* composite Polypyrrole 5wt.%solutioninwater Polypyrrole* powder 2 C 95% O O H N N O O CO 2 C OORDER: ContactyourlocalSigma-Aldrich office (seeback cover), TO 2 H 5 12 call 1-800-558-9160 (USA), orvisitsigma-aldrich.com. 2 10 mL 2 mL 1 g solution inTHF 3,4-Propylenedioxypyrrole 2%(w/v) dicarboxylate, Diethyl-3,4-ethylenedioxypyrrole-2,5 dicarboxylic acid, 3,4-Ethylenedioxypyrrole-2,5 64,832-9 63,716-5 63,720-3 11 as showninthereac- C 2 H HO 5 O 2 2 C O C 98% O H N O H N H N O 95% O O CO CO 2 2 H C .-. rse elt10g 0.8-1.0 pressed pellet 2 H 5 9 Conductivity 32 uk10g 13-20 bulk PPy filmsare 0bl 25g 30 bulk 250 mg 500 mg 500 mg O O O R N 180 ii) TEA O 0 LAH, THF o O C o C O dicarboxylate propylenedioxypyrrole-2,5 Diethyl 1-benzyl-3,4 dicarboxylic acid,hydrate, 3,4-Propylenedioxypyrrole-2,5 63,741-6 63,743-2 100 i) NaOH HO o C O (aq) R N O R N O FeCl 0 O o C, H C HO 2 3 , CH H OH 2 2 NNH 5 C O 3 O CN 2 C 2 HSPh, ZnI CH H N H N O 2 Cl 2 O O X N PEDOT 2 CO R N 2 O

2 X H CO O n N H 2 C 2 S 2 H 95% 5 X O O R N H N R N 2 O PPyV 500 mg -28 THF HO O n S 2 o CCF C tort 1 g 3 n Polyacetylene canberegardedasanintrinsicsemiconductorwithabandgapof1.5eV. field ofconductivepolymerresearchandthetriowereawarded2000NobelPrizeinchemistry. New Technologies forOLEDs the polymersexhibitconductivitiesfrom10-200S/cm. Polythioacetylenes areasoluble,processablederivativeofpolyacetylene.Whenirradiatedwithlaser light, Polythioacetylenes acetylene becomesconductiveupondopingwithbromineoriodinevapor. The simplest Polyacetylenes aao oyctln rdcsAg n ru Size Rgroup Avg. Mn* PolyacetyleneProducts Catalog # *by vaporpressure osmometry(vpo) 44,602-5 44,601-7 44,600-9 100 mg CLD-1 64,413-7 CLD-1 DyeandReady-to-CastSolution Si O Si O N cyclooctatetraene. by removalofbenzenesulfinicacid,orring-openingmetathesispolymerization(ROMP) Polyacetylene canbeformedbyeitherpolymerizationofphenylvinylsulfoxide,followed Polyacetylene Synthesis Phenyl vinylsulfoxide 21,330-6 5 g 1 g oybsbnyti)ctln)90100mg 900 1200 Poly(bis(benzylthio)acetylene) Poly(bis(ethylthio)acetylene) oybsmtyti)ctln)4000 Poly(bis(methylthio)acetylene) O S p Sigma-Aldrich FineChemicals at1-800-336-9719 (USA), orvisit www.sigma-aldrich.com/safc. Ready toscale up?Forcompetitivequotes onlargerquantitiesorcustom synthesis,contact conjugated polymer. In1977Heeger, MacDiarmidandShirakawadiscoveredthatpoly- NC NC O CN 5 mL (25% solidswithAPCsupport) 10% CLD-1inDichloroethane 65,158-3 ate (APC)support. with anamorphouspoly-carbon- and asaready-to-cast solution Aldrich offers CLD-1asapowder modulation voltage.NowSigma- bility, lowopticalloss andlow possessing excellentthermalsta- CLD-1 isahigh O μβ chromophore S -CH Pol -CH 2 CH y 3 acet 3 Water SolubleCarbonNanotubes O N H y O lene H N SO N H 3 ROMP H 250 mg 250 mg 250 mg n 50 mg 50 mg SO N H 3 H n O N H 13 1,3,5,7-Cyclooctatetraene 13,892-4 This discoveryopenedupthe SO 250 mg N H 3 H n 5 g 1 g 50 mg fonic acidcoating(65/35) walled, polyaminobenzenesul- Carbon nanotube,single- 63,923-0 Solubility inH tion processing. conductive polymertoaidinsolu- otubes coatedinawatersoluble NEW singlewalledcarbonnan- RS 2 O =5.0mg/mL SR n 5

Order: 1.800.558.9160 Technical Service: 1.800.231.8327 Polyacetylenes Polythioacetylenes 6

Light-Emitting Polymers N OR5 C

OR5 Cyano-Polyphenylene vinylenes (CN-PPV)

CN-PPV acts as the electron accepting material in light emitting polymer C OR2 heterojunctions. OLEDs incorporating CN-PPV exhibit quantum efficiencies N OR2 of ~30%. n

R2 R5 Poly(2,5-di(3,7-dimethyloctyloxy)-cyanoterephthalylidene) 64,657-1 250 mg

Poly(5-(3,7-dimethyloctyloxy)-2-methoxy-cyanoterephthalylidene) 64,662-8 250 mg -CH3

Poly(5-(2-ethylhexyloxy)-2-methoxy-cyanoterephthalylidene)

64,664-4 250 mg -CH3 & Monomers Poly(2,5-di(hexyloxy)cyanoterephthalylidene)

64,665-2 250 mg -C6H13 -C6H13

Poly(2,5-di(octyloxy)cyanoterephthalylidene)

64,666-0 250 mg -C8H17 -C8H17 Cyano-Polyphenylene vinylenes Monomers for CN-PPV N OR' C N Sigma-Aldrich has a wide selection of OR OR' C CHO + - OR monomers for Knoevenagle condensa- (Bu4N) (OH) + tion to CN-PPV. If you don’t see the OHC THF, BuOH C OR' monomer you need, send a suggestion OR C OR' N to [email protected]. N OR n

2-Methoxy-5-(2'-ethylhexyloxy) 2,5-Bis(3',7'-dimethyloctyloxy) 2,5-Bis(hexyloxy)benzene-1,4- terephthalaldehyde benzene-1,4-diacetonitrile diacetonitrile

O H 56,079-0 1 g 56,067-7 CH3 CH3 1 g 56,069-3 OCH2(CH2)4CH3 1 g OCH 3 O CH3 CN NC CN H3C O NC OCH2(CH2)4CH3 H3C O H O CH3

2-Methoxy-5-(3',7'-dimethyloctyloxy) CH3 CH3 terephthalaldehyde 2,5-Bis(octyloxy)benzene-1,4 2,5-Bis(octyloxy)terephthalaldehyde diacetonitrile 56,078-2 O H 1 g CH3(CH2)6CH2O O 56,672-1 OCH2(CH2)6CH3 1 g OCH3 56,671-3 1 g CH3 CH3 H CN H3C O O NC

O H H OCH2(CH2)6CH3 OCH2(CH2)6CH3 2,5-Bis(3',7'-dimethyloctyloxy) 2-Methoxy-5-(2'-ethylhexyloxy) terephthalaldehyde benzene-1,4-diacetonitrile 2,5-Bis(hexyloxy)terephthalaldehyde 56,077-4 CH3 CH3 1 g 56,064-2 CN 1 g CH (CH ) CH O O CH3 56,076-6 3 2 4 2 1 g OCH3 O O H H3C O O H H3C NC O H OCH2(CH2)4CH3

H O CH3 2-Methoxy-5-(3',7'-dimethyloctyloxy) benzene-1,4-diacetonitrile CH3 CH3 56,066-9 CN 1 g

OCH3 CH3 CH3

H3C O

NC TO ORDER: Contact your local Sigma-Aldrich office (see back cover),

sigma-aldrich.com call 1-800-558-9160 (USA), or visit sigma-aldrich.com. any lightemittingmaterial in thisbrochure. characteristics andprocessingrequirements. Aldrich presentsarangeofsubstitutedPPVsandPPVco-polymerstocombineemissioncolor derivatives arecommonlyemployedastheelectroluminescentlayerinLEPsusedmobilephones.Sigma- with alkylandalkoxysubstituantsimprovesthesolubilitytunesopticalbandgap.PPV Contact usat PPV Copolymers processing propertieswithexcellentluminescentabilities. Among thebeststudiedlightemittingconjugatedpolymers,PPVcombinesgoodmechanicaland Polyphenylene vinylenes(PPV) p-phenylenevinylene) (2-methoxy-5-(2-ethylhexyloxy)- Poly(m-phenylenevinylene)- (2,5-dihexyloxy-p-phenylenevinylene) Poly(m-phenylenevinylene)- (2,5-dibutoxy-p-phenylenevinylene) Poly(m-phenylenevinylene)- phenylenevinylene) Poly(2,5-bis(1,4,7,10-tetraoxaundecyl)-1,4- phenyl)-1,4-phenylenevinylene), BEHP-PPV Poly(2-(2',5'-bis(2"-ethylhexyloxy) phenylenevinylene Poly(1-methoxy-4-(o-disperse red 1))-2,5- phenylenevinylene) MEH-PPV Poly(2-methoxy-5-(2'-ethylhexyloxy)-1,4- p-phenylenevinylene) (2-methoxy-5-octyloxy- Poly(m-phenylenevinylene)- 53,651-2 54,143-5 54,144-3 λ 57,540-2 λ 64,421-8 λ 54,661-5 λ 63,032-2 Avg Mn Catalog # λ 59,441-5 λ 59,431-8 λ 57,541-0 max max max max max max max (nm): 399 (nm): 401 (nm): 403 (nm): 403 (nm): 510 500mg (nm): 278 (nm): 465 2,0 9 1g 498 125,000 600471g 1g 497 497 86,000 51,000 [email protected] Sigma-Aldrich FineChemicals at1-800-336-9719 (USA), orvisit www.sigma-aldrich.com/safc. Ready toscale up?Forcompetitivequotes onlargerquantitiesorcustom synthesis,contact λ max n)Size (nm) alt alt alt alt - - - - to request absorptionandphotoluminscencespectra oradditionalanalyticaldataof 100 mg 1 g 1 g 1 g 1 g 1 g 1 g H 3 C O O CH OCH O CH O O CH O O CH CH O O CH CH N O(CH O(CH 3 O 3 3 2 2 2 2 (CH (CH 2 (CH (CH OCH O (CH n 2 2 2 2 2 2 ) ) CH 2 CH ) ) 4 4 2 ) 2 3 CH CH 6 CH CH CH N O 2 2 O) O) 3 3 3 3 n N 3 3 3 CH CH n n 3 3 n n n n NO 2 Poly(2-methoxy-5-(3',7'-dimethyloctyloxy) phenylenevinylene) Poly(2,5-dihexyloxy-1,4- Poly(2,5-bisoctyloxy)-1,4-phenylenevinylene phenylenevinylene) Poly(2,5-bis(3',7'-dimethyloctyloxy)-1,4- (2'-ethylhexyloxy)-1,4-phenylenevinylene]} 1,4-phenylenevinylene]- Poly{[2-[2',5'-bis(2”-ethylhexyloxy)phenyl]- p-phenylenevinylene)] (2-methoxy-5-(2-ethylhexyloxy)- Poly[(p-phenylenevinylene)- p-phenylenevinylene)] (2-methoxy-5-(2-ethylhexyloxy)- Poly[(o-phenylenevinylene)- (2,5-dioctoxy-p-phenylenevinylene) Poly(m-phenylenevinylene)- -1,4-phenylenevinylene) λ 56,080-4 λ 55,503-7 λ 54,651-8 λ 57,026-5 59,419-9 λ 59,408-3 λ 55,516-9 λ 54,646-1 max max max max max max max (nm): 496 (nm): 491 (nm): 488 (nm): 492 (nm): 385 (nm): 402 (nm): 491 14 Substitution oftheintractablePPVbackbone co -[2-methoxy-5- co alt alt - - - 1 g 1 g 1 g 1 g 1 g 1 g 1 g 1g O O O CH CH O O CH CH OCH O O O O O 3 2 O O O CH (CH 2 2 O (CH (CH 3 3 CH CH 2 ) 2 2 4 ) ) CH 6 6 2 CH CH (CH m CH O 3 n n n 3 3 O 2 ) 7 4 CH O 3 CH n n n 3 n n

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Polyphenylene vinylenes PPV Copolymers 8

PPV Monomers PPV materials are often prepared by the Wessling sulfonium precursor route,* which yields PPVs upon heating cast films of the precursors. An alternate route is the solution phase dehydrohalogenation method. Sigma-Aldrich offers several precursors for your PPV synthesis. 2,5-Bis(chloromethyl)-1-methoxy- 2,5-Bis(bromomethyl)-1,4-bis(3',7'-di 2,5-Bis(bromomethyl)-1,4- 4-(2-ethylhexyloxy)benzene, 98% methyloctyloxy)benzene, 98% bis(octyloxy)benzene, 98%

OCH3

53,625-0 1 g 54,649-6 1 g 55,504-5 O 1 g CH2Cl O CH2Br CH2Br ClH2C BrH2C BrH C O O 2 O 2,5-Bis(bromomethyl)-2',5'-bis(2-ethyl 2,5-Bis(bromomethyl)-1-methoxy-4- hexyloxy)-1,1'-biphenyl, 98% 2,5-Bis(chloromethyl)-1,4- (2-ethylhexyloxy)benzene, 98% bis(hexyloxy)benzene, 98% 54,660-7 CH2Br 1 g 53,653-9 OCH3 1 g BrH2C O CH Br 56,073-1 1 g 2 O CH2Cl BrH C 2 O ClH2C O O

2,5-Bis(bromomethyl)-1,4- 2,5-Bis(chloromethyl)-1-methoxy-4- 2,5-Bis(bromomethyl)-1-methoxy-4- bis(hexyloxy)benzene, 98% (3',7'-dimethyloctyloxy)benzene, 98% (3',7'-dimethyloctyloxy)benzene, 98% O OCH3 56,075-8 1 g CH2Br 54,644-5 CH Cl 1 g OCH3 2 54,645-3 1 g CH Br BrH2C ClH C 2 2 O O

Polyfluorenes BrH2C

PPV Monomers O 2,5-Bis(chloromethyl)-1,4-bis(3',7'-di methyloctyloxy)benzene, 98% *Poly(p-xylene tetrahydrothiophenium 2,5-Bis(chloromethyl)-1,4- 54,648-8 O 1 g chloride) is available as a film (54,077-3) bis(octyloxy)benzene, 98% CH2Cl or solution (54,076-5). For this and O Monomers for PFO/PFE ClH2C phosphonium monomers to PPV, 55,505-3 CH2Cl 1 g O contact us at [email protected]. ClH2C O Polyfluorenes (PFO, PFE) Alkylpolyfluorenes are an attractive class of conjugated polymers for OLED applications, because of their pure blue emission and efficient electroluminescence coupled with a high charge-carrier mobility and good processability.

Catalog # Polyacetylene Products R Size

57,103-2 Poly[9,9-di-(2'-ethylhexylfluorenyl-2,7'-diyl)] -C6H13 1 g

57,104-0 Poly(9,9-di-n-hexylfluorenyl-2,7'-diyl) -C6H13 1 g

R R 57,165-2 Poly(9,9-di-n-octylfluorenyl-2,7'-diyl) -C8H17 500 mg

57,166-0 Poly(9,9-di-n-dodecylfluorenyl-2,7-diyl) -C12H25 500 mg

54,658-5 Poly(9,9-dioctylfluorenyl-2,7-yleneethynylene) -C8H19 500 mg 55,499-5 Poly[9,9-di(2'-ethylhexyl)fluoren-2,7-yleneethynylene] 500 mg

H C C C 55,497-9 Poly[9,9-di(3',7'-dimethyloctyl)fluoren-2,7-yleneethynylene] 500 mg 3 C C CH3 R R

55,500-2 Poly(9,9-didodecylfluorenyl-2,7-yleneethynylene) -C12H25 500 mg Monomers for PFO/PFE synthesis Catalog # Polyacetylene Products R Size

54,662-3 9,9-Dioctyl-2,7-di-1-propynyl-9H-fluorene, 98% -C8H17 1 g

55,496-0 9,9-Didodecyl-2,7-di-1-propynyl-9H-fluorene, 98% -C12H25 1 g H3C C C C C CH3

55,501-0 9,9-Di(3',7'-dimethyloctyl)-2,7-di-1-propynyl-9H-fluorene, 98% 500 mg R R 55,502-9 9,9-Di(2'-ethylhexyl)-2,7-di-1-propynyl-9H-fluorene, 98% 500 mg

57,206-3 9,9-Didodecylfluorene-2,7-bis(trimethylene borate) -C12H25 500 mg 0.5M solution in toluene

56,935-6 9,9-Dihexylfluorene-2,7-bis(trimethyleneborate) -C8H17 500 mg Br Br R 56,668-3 9,9-Dihexylfluorene-2,7-bis(trimethyleneborate) -C6H13 500 mg R 57,207-1 9,9-Di(2'-ethylhexyl)fluorene-2,7-bis (trimethylene borate) 500 mg solution (0.5 M in Toluene)

56,005-7 9,9-Didodecyl-2,7-dibromofluorene -C12H25 500 mg

56,007-3 9,9-Dioctyl-2,7-dibromofluorene -C8H17 500 mg Br Br R R 56,006-5 9,9-Dihexyl-2,7-dibromofluorene -C6H13 500 mg

sigma-aldrich.com 56,008-1 9,9-Di-(2'-ethylhexyl)-2,7-dibromofluorene 500 mg [email protected] additional productsnotlistedbelow, soifyoudon'tseesomethingneed,contactusat can preparethesematerialswithextremelylowmetalscontentforelectronicgradeapplications.We have oligometers formwellorderedcrystallinefilmsofhighpuritythroughvacuumprocessing.Sigma-Aldrich OLEDs andOFETs arecommerciallyavailablebecauseofthesehigh-chargemobilitymaterials.Thearomatic Semiconducting SmallMolecules Charge Transport Materials precursors toseveral Sigma-Aldrich featuresawidevarietyofmolecularorganicandorganometallicHTMs.We alsohave Hole Transport Materials(HTM) us," at Mn. ca.100,000 Poly(1-vinylnaphthalene), average Triphenylamine, diphenylbenzidine, (TPD), N,N'-Bis(3-methylphenyl)-N,N'- Mn=30,000 54,145-1 Mn=100,000 19,196-5 T8,160-4 44,326-3 9,10 Phenanthrenequinone, Rubrene Anthracene, ZoneRefined, MF: C CAS NO:517-51-1 55,111-2, mp: 209-211°C FW: 208.22 MF: C CAS NO:84-11-7 15,650-7 mp: >315°C FW: 532.69 55,407-3, mp: 216-218°C FW: 178.23 MF: C CAS NO:120-12-7 33,148-1 14 42 14 H H H 8 28 10 [email protected] O sublimed 98+% 2 N 98% * N or visitouron-linecatalogat n * 99% N O 15 polyarylamines. Asalways,ifyouneedanewHTMnotlistedhere,"pleasebother O . 99+% 99+% 500 mg 100 mg 500 mg 100 mg 250 mg 100 g 25 g 25 g 5 g 1 g 1 g 1 g 5 g 1 g Tris(4-(diethylamino)phenyl)amine, Tri-p-tolylamine, sublimed grade, diphenyl]-1,1'-biphenyl-4,4'-diamine, (NPD) N,N'-Di-[(1-naphthalenyl)-N,N'- 55,639-4 45,976-3 55,669-6 Triphenylene, 2,3-Benzanthracene, Pentacene mp: 197-200°C FW: 228.29 MF: C CAS NO:217-59-4 T8,260-0 mp: >300°C FW: 228.29 MF: C CAS NO:92-24-0 B240-3 mp: >300°C FW: 278.35 P180-2 MF: C CAS NO:135-48-8 18 18 22 H H H 12 12 14 N N sigma-aldrich.com/matsci 99% 97% 98% N N N N N 98% (tetracene) 99+% 250 mg 500 mg 100 mg 100 mg 500 mg 50 mg 10 g 1 g 1 g 1 g 1 g 5 g 1 g . N,N'-Diphenylbenzidine, content Copper phthalocyaninepolymer, Titanyl phthalocyanine D20,520-6 52,762-9 γ 55,618-1 95% DyeContent 40,455-1 Perylene, Phenanthrene, 99+% 1,1,4,4-Tetraphenyl-1,3-butadiene, MF: C CAS NO:198-55-0 39,447-5 mp: 99-101°C FW: 178.23 MF: C CAS NO:85-01-8 26,087-8 mp: 207-209°C FW: 358.49 MF: C CAS NO:1450-63-1 18,521-3 mp: 278-280°C(dec) FW: 252.32 - modification 20 14 28 H H H 12 10 22 99.5+% N H N 99.5+% N N N Cu N N N N N N Ti O N N N N N 97% N H N n 60% dye 500 mg 250 mg 250 mg 9 50 g 10 g 5 g 1 g 1 g 5 g 1 g 5 g 1 g 1 g 1 g

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Semiconducting Small Molecules Hole Transport Materials Electron Transport Materials,

Hole Injection Materials, 10 Photosensitizing & CT Materials sigma-aldrich.com Additional PhotosensitizingandCTMaterials *(PEDOT:PSS islistedonpage 1)Electron acceptors forsuperconducting materials intheAdditionalCTMaterialstablebelow. injection, improvingdeviceefficiency. transfer superconductors.TheyarealsousedasabarrierbetweenITOandHTMstoenhancecharge The TCNfamilyofmoleculesaresomethebestknownelectronacceptingusedincharge Hole InjectionMaterials* efficient electrontransport materials. ETMs findutilityinOLEDsashole-blockingmaterialsandwhenco-polymerizedwithfluorenes Electron Transport Materials(ETM) diphenylhydrazone, 4-(Diphenylamino)benzaldehyde 1-Vinylnaphthalene, ethylenetricarbonitrile [4-[Bis(2-hydroxyethyl)amino]phenyl]-1,1,2- ethenyl-N,N-diethylaniline (Diethylamino)phenyldihydrophenylpyrazol-yl- Tetracyanoethylene, (TCNE), (TCNQ), 7,7,8,8-Tetracyanoquinodimethane, T,880-9 15,763-5 46,244-6 53,058-1 57,212-8 46,246-2 acid, 2,1,3-Benzoxadiazole-5-carboxylic oxadiazole, 2-(4-Bromophenyl)-5-phenyl-1,3,4- oxadiazole, (PBD), 2-(4-Biphenylyl)-5-phenyl-1,3,4- 55,661-0 55,364-6 25,785-0 H 3 C H 97% 3 HO C 98% HO N HO N NC NC NC NC 96% O N N O N N N CN CN N NC O CN CN N N 97% 95% CH N N 99% CN CN O N Br 98% N CH 5g149.30 85.00 25 g 10 g 48.40 14.20 5 g 1 g CH 3 3 500 mg 250 mg 50 mg 25 g 10 g 5 g 1 g 5 g 5 g 1 g 1 g 5 g 1 g 1 g diphenylhydrazone, 4-(Dimethylamino)benzaldehyde diphenylhydrazone, 4-(Diethylamino)benzaldehyde diphenylhydrazone, 4-(Dibenzylamino)benzaldehyde Phenothiazine, (TCNQF4), tetracyanoquinodimethane 46,241-1 46,243-8 54,836-7 P1,483-1 37,677-9 2,3,5,6-Tetrafluoro-7,7,8,8- oxadiazole-2-thiol, 5-(4-Methoxyphenyl)-1,3,4- oxadiazole 2,5-Bis(4-aminophenyl)-1,3,4- 2,5-Diphenyl-1,3,4-oxadiazole, 54,896-0 33,352-2 D21,021-8 H 2 N H N 3 N C N O 98+% N F F O NC NC S N H N N 97% 97% 97% N O N CN CN N NN N N N O 97% F F N NH SH 2 250 mg 97% 97% 25 mg 500 g 5 mg 25 g 25 g 25 g 1kg 1 g 5 g 1 g 1 g 1 g 1 g (BEDT-TTF), Bis(ethylenedithio)tetrathiafulvalene Tetrathiafulvalene, (TTF), Di-p-tolylamine, 3-Methyldiphenylamine, yldiene]malononitrile cyanomethylene)-2,5-cyclohexadien-1- 2-[4-((Bis(2-hydroxyethyl)aminophenyl)- 36,202-6 18,318-0 46,108-3 18,351-2 57,210-1 2-thiol, 5-(4-Methylphenyl)-1,3,4-oxadiazole- 97% 5-Phenyl-1,3,4-oxadiazole-2-thiol, 97% 5-(4-Pyridyl)-1,3,4-oxadiazole-2-thiol, 54,895-2 39,180-8 43,856-1 HO HO 97% N 98% H S S 3 C N S S S S 97% HN HN N CN N S S S S O O N N N O NC N SH S S SH 98% SH 97% CN 500 mg 100 mg 250 mg 100 mg 25 mg 5 mg 25 g 25 g 10 g 25 g 50 g 10 g 5 g 5 g 1 g 5 g 1 g Contact ruthenium complexesarealsousedinsensorapplications.Haveacomplexmind,butcan’t findit? (red), Alq Metal complexesarethekeyelectrontransportandemissionmaterialsforOLEDsEuropium Light-Emitting MetalComplexes (5-aminophenanthroline) europium(III) Tris(dibenzoylmethane)mono hydrate, Dichlortris(1,10-phenanthroline) ruthenium(II) Lithium tetra(8-hydroxyquinolinato)boron, 8-hydroxyquinoline, aluminumsalt, λ Application: Triplet mp: 163-168°C FW: 1017.95 MF: C CAS NO:352546-68-0 53,897-3 MF: C CAS NO:304695-79-2 34,371-4 MF: C CAS NO:322727-85-5 53,892-2 λ Application: Electroluminescent mp: 408-410°C FW: 459.44 MF: C CAS NO:2085-33-8 44,456-1 λ Application: Electroluminescent mp: 240-241°C FW: 594.4 Application: Triplet Emitter FW: 712.61 Red Emitter Blue Emitter max (Emis):612nm(H max (Emis):511nm(ITOFilm) max (Emis):512nm(THF) Green Emitter mp: 285.8ºC(dec) FW: 340.37 MF: C CAS NO:19205-19-7 55,758-7 acridine-7,14-dione (DMQA) 5,12-Dihydro-5,12-dimethylquino[2,3-b] stability, processabilityandfluorescenceproperties. Alq Using Alq DMQA orBCPtoimproveluminousandpowerefficiency, andemissionlifetime. NEW 5 36 36 27 7H H H H D 24 24 18 D D D Cl BN AlN 43 3 EuN 98% 2 N is thechoiceelectrontransportmaterialandgreenemission layer materialforOLEDapplicationsbecauseofits 4 100 mg 100 mg D D O D 3 [email protected] 22 O 6 D Ru 3 4 H O Li 3 3 N N 6 16 (green) andLiBq 5 g 1 g 5 g 1 g D N D 2 O Ru D D N N 2 2 O) D D D D D D N N 3 ? Improve yourefficiency. D D H 500 mg 100 mg 2 N Li D D D D N NN Ru N N ALq 2 , wewelcomeyourproductsuggestions. N N N O N N N Eu 3 O , 99.995% 4 Al O N O O O (blue) providethecompletespectrumofemissioncolors.Thetripletemitting O B O CH N 65,240-7 Sigma-Aldrich presentsournewesttechnologyforOLEDandsensorapplications. tions. Thequantumefficiencies are20%greaterthantheundeuteratedanalog. efficiency ofthetripletemissionbyreducingenergylossesthroughC-Hbondvibra- Deuteration ofthebipyridineligandimprovesemissionlifetimeandquantum Tris(2,2'-bipyridyl-d O 98% N 2 3 O N N • xH 2Cl 2 O 3 O CH N 3 europium(III) Tris(dibenzoylmethane)mono(phenanthroline) Chlorobis(2-phenylpyridine)rhodium(III boron, Lithium tetra(2-methyl-8-hydroxyquinolinato) 8-Hydroxyquinoline, zincsalt,Znq λ Application: Triplet mp: 172-173°C FW: 1001.93 MF: C CAS NO:17904-83-5 53,896-5 Application: Triplet Emitter mp: 270dec. FW: 893.49 MF: C CAS NO:33915-80-9 41,907-9 MF: C CAS NO:338949-42-1 53,891-4 MF: C CAS NO:13978-85-3 47,175-5 λ Application: Electroluminescent mp: 224-225°C FW: 650.5 λ Application: Electroluminescent mp: 354-356°C FW: 353.7 Red Emitter Blue Emitter Yellow Emitter max (Emis):608nm(THF) max (Emis):504nm(THF) max (Emis):544nm(inTHF) 57 44 40 18 H H H H 41 32 32 12 98% EuN Cl BN N 2 O 2 N 4 100 mg 250 mg 100 mg O 2 2 4 Zn O Rh 4 Li 6 17 25 g 2 1 g 5 g Alq 0 gmp:>300ºC 500 mg 0 gMW: C 100 mg 3 mp: 279-283ºC (dec) FW: 360.46 14,091-0 96% 2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline, MF: C CAS NO:4733-39-5 performance canbeimprovedbyemployingdopantslike 8 )ruthenium(II) hexafluorophosphate, 99% (Bathocuproine orBCP) 26 H Li 20 N N N 2 Rh N N N N N 3 Eu , N N O Cl 99% Cl O O O O O B ) Zn Rh N N O O N 500 mg N N N N 3 1 G Sublimation Grade Copper(II) pthalocyanine,99%(dyecontent) europium(III) Tris(benzoylacetonato)mono(phenanthroline) hydrate, Tris(2,2'-bipyridyl)dichlororuthenium(II) hexa hydrate Cis-bis(2,2'-bipyridine)dichlororuthenium(II) FW: 576.07 MF: C CAS NO:147-14-8 54,668-2 λ Application: Triplet mp: 191-192°C FW: 818.7 MF: C CAS NO:18130-95-5 53,895-7 MF: C CAS NO:50525-27-4 54,498-1 MF: C CAS NO:98014-14-3 28,812-8 Application: Triplet Emitter mp: >300°C FW: 748.63 Application: Triplet Emitter FW: 484.36 Red Emitter max (Emis):611nm(THF) 32 42 30 20 H H H H 16 38 24 16 CuN EuN Cl Cl 99.95% 2 2 N N 200 mg 100 mg 250 mg 500 mg lmax: 455nm 2 6 4 8 O Ru Ru N 6 2 g 1 g 5 g N 30 D 24 F 12 N 6 P 2 Ru N N N N N Eu N N N N Rh N N O O Cu Ru N N Cl N N N N N 11 CH Cl N 16 3 N 2 3 • 2

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Light-Emitting Metal Complexes Spin-Coating 12 Equipment sigma-aldrich.com organic thinfilms.220VequipmentisCEcompliantandsuppliedwithaU.S.plug. bake orcure yourthinfilmorcoating.Thissimplesystemcanbeusedtodepositmetaloxidefilms,polymercoatings,and The dispenserreleases accuratelymeasured amounts ontotheprecision spin-coater. Thehot plateandUVcurer are thenusedto These compatible,easy-to-usedevicesprovide aconvenientstep-by-stepmethodforprocessing metalorganicpolymersolutions. Spin-Coating Equipment For technical assistance, pleasecontact us [email protected], orcall800-231-8327. 2in. 80-100psi Quick-connect Air port: Air: Specifications im Cat.No. Cat.No. 1 1in. Diam. Type CGvacuumchucks Environmental controlchamber Cat.No. Vacuum pump Accessories 220V 110V Volts Dim.: 8 Dispenser Cat.No. 6rpm 220V 110V Volts 4watts/tube Turn plate: 254nm Power output: UV Wavelength: Specifications 2 tubes.Dim.:8 UV Curer Cat.No. 220V 120-660°F 110V Volts Temp. Range: 1°C Temp. Resolution: Specifications Has digitaldisplayandinternalthermocouple.Platedim:6x6in. The portabledesignisconvenienttobeusedinconjunctionwiththespin-coater. Compact HotPlate 220V 115V Volts homogenizing thecoatingathighspeeds.Dim.:8 A two-stagespinprocessallowsdispensingatlowspeedsand Precision Spin-Coater tg :1,000-8,000rpm 500-2,500rpm >2.1CFM Stage 2: <1% Stage 1: Speed stability: Vacuum: Specifications F in. I x 9 F x 4in. I x 9 3-60 seconds 2-18 seconds F in. Z55,170-8 Z55,169-4 Z55,168-6 Z55,171-6 Z55,167-8 Z55,164-3 Z55,163-5 Z55,162-7 Z55,161-9 Z55,160-0 Z55,159-7 Z55,158-9 Z55,156-2 F W x8 F H x10in.D. metal Indium TinOxideCoatedSubstrates OLED Substrates 1) Faupel,F.; Dimitrakopoulos,C.; Kahn,A.;Wöll; cation methods,screeningandmuchmore. ic lightemittingdiodes(OLEDs)andinorganicdisplaydevices includingmaterialssyntheticstrategies,processingandfabri- This bookprovidescoverageonvariousaspectsoforganic and inorganicluminescentmaterialsdevices.Includesorgan- H. S.Nalwa,AmericanScientificPublishers,2003,1200pp.,Hardcover Handbook ofLuminescence,Display, Materials,andDevices,3-volumeset reports onrecentadvancesinCEPprocessingtechniquesanddevicefabrication.\ edition aremoredetailsonpolythipheneandpolyanilinesystems,anupdateprogressinpolypyrroles, they clarifythechemicalandenergyparametersthatdeterminestructureitsproperties.Newinthis polythiophenes. Theyshowhowtousetheseparametersmanipulatethepropertiesofpolymers,and cuss theparametersthataffect theformationofimportantCEPs,includingpolypyrroles,polyanilines,and This bookprovidesathorough,up-to-dateintroductiontoconductiveelectroactivepolymers.Theauthorsdis- G. Wallace, G.M.Spinks,L.A.P. Kane-McGuire,andP. R.Teasdale, CRCPress,2002,248pp.,Hardcover Conductive Electroactive Polymers:IntelligentMaterialsSystems,2nded. the practicalfundamentalsandapplicationsofconductingpolymers. erties emanatingfromthisconductivityandtheassociatedcausativeelectronicstructure.Thisbookdealswith organic materialswiththepredominantpropertyofhighandcontrollableconductivitysubsidiaryprop- Conducting polymersisutilizingtheuniqueelectronicpropertiesofaclasseasilysynthesized,primarily P. Chandrasekhar, KluwerAcademicPublishing,1999,760pp.,Hardcover Conducting Polymers,FundamentalsandApplications:APracticalApproach References Books Kim, I.T.; Lee,J.Y.; Lee,S.W.; T.; Efimov, O.; 14) Akcelrud,L.; Rev. P.; Yakimov, A.;Forrest, S.R.; Adv. Mater. Synth. Met. Sakamoto, Y. ( 260 6a)Garnier, F. ( 7) Melucci,M.;Barbarella, G.;Zambianchi,M.,Bongini,A.; 1) Typical compositionofslideis72.6%SiO 63,928-1 63,930-3 63,931-1 63,692-4 2) Typical compositionofslideis55.0%SiO aao usrt yeResistance(sq 57,827-4 SubstrateType Catalog # 63,693-2 57,636-0 57,635-2 63,690-8 63,691-6 4) 5mil=0.125mm 3) PET=poly(ethyleneterephthalate) , 2001 Z54,768-9 Z55,218-6 Z42,253-3 , , 219 1998 2000 et al. Russ. Chem.Rev. , 76117)Chen.C.H.;Hung,L.S.; Prog. Polym.Sci. , PET PET PET PET Glass PET Aluminosilicate Glass Glass Glass , 10 ); 111 et al. , 3653a)Hoppe,H.;Sariciftci,N.; J. Am.Chem.Soc. Sigma-Aldrich FineChemicals at1-800-336-9719 (USA), orvisit www.sigma-aldrich.com/safc. Ready toscale up?Forcompetitivequotes onlargerquantitiesorcustom synthesis,contact 3 3 3 3 3 ld -22 5X11m oe10-60 >74 1200-1600 none 25X751.1mm 8-12 slide ld 0102 5X11m oe1030 >76 150-300 none 25X751.1mm 60-100 slide he 0101f tX5mlnn 5 >77 >79 >86 750 1000 1200 none none none 1ftX5mil 1ftX5mil 1ftX5mil 90-110 50-70 40-45 sheet sheet sheet , 1395a)Saxena,V.; Shirodkar, V.; 1 1 1 1 ld 7-0 5X7 . m2030 1030 >87 >84 >78 >83 150-300 300-600 600-1000 1200-1600 200-300 200-300 200-300 200-300 25X751.1mm 25X751.1mm 25X751.1mm 25X751.1mm 70-100 30-60 15-25 8-12 slide slide slide slide ); Adv. Mater. J. Appl.Phys. Chem. Lett. 1997 , 2 2003 ls ld 51 5X7 . mnn 2010 >85 1200-1600 none 25X751.1mm 5-15 glass slide , 66 2001 , 1990 , , 44310)Ramanathan,K.;Bangar, M.;Yun, M.;Chen,W.; Mulchandani,A.; Myung,N.; 28 2004 2003 , 87515)Shirota, Y.; Okumoto,K.;Inada,H.; , , 123 2 , , , 592.6b)Dodabalapur, A.( 93 33 J. Mater. Res. , 46436e)Locklin,J.( Mat. Sci.Eng.Rev. 2 2 , 7.0%B , 0.8%B , 3693.4)Elschner, A.;Bruder, F.; Heuer, H.-W.; Jonas,F.; Karbach,A.;Kirchmeyer, S.;Thurm,Wehrmann, R.; , 4612)Kim,I.T.; Elsenbaumer, R.L.; J. Mater. Res. ufc asvto ITOOptical Passivation Surface J. Appl.Polym.Sci. J. Org.Chem. 2 2 O O , 3 3 2004 , 10.4%Al , 1.7%Al , 2004 , Ω 2002 19 Dimensions ) et al. 2004 , 18872a)Dimitrakopoulos,C.;Malenfant,P.; , , 2 19 O R 39 2 ); O et al. 2001 3 , , 19243b)Winder, C.;Sariciftci,N.S.; , 4.6%CaO,3.6%MgO,and15.2%Na Langmuir 3 69 , 21.0%CaO,and1.0%Na , 143 , 48218)Stejskal,J.;Gilbert,R.; ); , 77 Science , 10505b)Bao,Z.;Dodabalapur, A.;Lovinger, , Macromolecules 2002 Synth. Met. 1995 4 , 18 , , 877.6f)Garnier, F. ( 268 Layer (Å,SiO , , 270.6c)Garnier, F.; 2000 , 2000 , 111 2 , O 33 , 38716)Browne, W.R.; Vos, J.G.; Pure. Appl.Chem. , 640713)Hall,N.; J. Mater. Chem. 2 hcns Å T ) Thickness (Å) Adv. Mater. et al. 2 ); O Acc. Chem.Res. J. Am.Chem.Soc. , Nano. Lett. , 2002 2004 A.; Appl.Phys.Lett. 2002 Chem. Comm. , , , 14 14 74 ransmittance (%) , 992b)Horowitz, G.; , 10773c)Peumans, , 8579)Vernitskaya, , 1999 2004 1993 , , Coord. Chem. 32 4 , , , 123711) 115 , 209.6d) 2003 1999 , 8716. 13 , , 1 74 , 1 ,

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