| The organic light-emtting diode has advantages such as self light-emission,quick response high efficiency ,low drive-voltage,low energy-consumption,and low cost, etc. The organic light-emitting diode, a research to industrialization .In the full-colour display based on tichromatic in cluding red, green and blue, one of the greatest challenge in the field of OLED is to search the red dyestuff which could meet the demand of utilization .Due to the long wavelength of the PL from the charge transfer in the molecular . DCJTB is a kind of excellent red dystuff ,and it is used wildly. However , this kind of fluorescent dyestuff, and it is used wildly .However this kind of fluorescent dyestuff also has many disadvantages:(1) synthetic procedures and purification for DCJTB are complicated and would significantly increase the production cost for red OLEDs.(2) The yield of the production is low .Synthetic procedures for DCJTB are improved in this paper.In this paper the research background and the fluorescent mechanism of DCJTB (4-(dicyanomethylene)-2-t-butyl-6(1,1,7,7-tetramethyljulolidyl -9-enyl)-4H-pyran) and Alq3 are reviewed .DCJTB is a new kind of excellent red-fluorescent dyestuff . According to the approaches used in some references , some intermediate were designed and obtained .Some synthesizing methods of the intermediates were optimized with the yield increased significantly .We improve the yieldand purity of DCJTB and Alq3 through kowning of property and developed trades of DCJTB and Alq3 , the patent of US , mechanism of luminescent , and the other literature.DCJTB was obtained by applying the reactions of aldol condensation , sub stituent, Knovenagel ,Vilsmelier combined with some experimental methods of refluence , recrystalization , extraction ,distillation etc .The condition of reaction and result of reaction is showed as follow:(1)Under 65℃, the mol of Aniline and 1-Chlorine-3-methyl-2-butylene is 1:2.1, 0.75eqK2CO3 ,MeOH,10h,it is afforded N,N-Bis(4-methyl-2-butenyl)aniline, the yield is improved from 69.00% up to 80.50%.(2)Under -15 to -5℃, 2.73eq con H2SO4 ,DCM, N,N-Bis(4-methyl-2-butenyl)aniline, 3h, it is afforded 1,1,7,7-tetramethyljulolidine (TMJ), the yield is improved from 51.00% up to 65.00%.(3)Below -5℃, 1,1,7,7-tetramethyljulolidine,POCl3:DMF:1,1,7,7-tetramethyljulolidine is 1:3:1(mol), 15h, it is afforded 1H,5H-Benzo[i,j]quinolizine-9-carboxaldehyde-2,3,6,7-tetrahydro-1,1,7,7-tetramethyl, the yield is improved from 55.12.00% up to 63.00%.(4)Under -8 to -5℃, (30-60℃)PE, Dimethyl sulfate: DMA is 1:1,6h, it is afforded N,N-Dimethylaccetamide Dimethyl Acetal, the yield is improved from 52.00% up to 65.00%. (4)Under -10 to -5℃, pinacolone:Ac2O is 1:4, 16h, it is afforded Boron,(5,5-dimethyl-2,4-hexanedionato-ko,ko)difluoro, the yield is improved from 61.00% up to 72.96%.(6)Under 65℃to 85℃, Boron,(5,5-dimethyl-2,4-hexanedionato-ko,ko)difluoro: N,N-Dimethylaccetamide Dimethyl Acetal is 1:1.6,DMA, Pyridine, 2h, it is afforded Boron,[7-(dimethylamino)-2,2dimethyl-6-octene-3,5dionato-ko,ko]difluoro, the yield is improved from 36.00% up to 41.00%.(7)At reflux, 90%EtOH, Boron,[7-(dimethylamino)-2,2dimethyl-6-octene-3,5dionato-ko,ko]difluoro:HClO4 is 0.72:1, it is afforded 4H-Pyran-4-one-2-(1,1-dimethylethyl)-6-methyl, the yield is improved from 77.00% up to 99.00%.(8)Under 126℃, Ac2O, dicyanogene:4H-Pyran-4-one-2-(1,1-dimethylethyl)-6-methyl is 1:1.8,7h,it is afforded Propanedinitrile,[2-(1,1dimethylethy)-6-methyl-4H-Pyran-4-ylidene], the yield is improved from 58.00% up to 66.40%。(9)At reflux, CH3CN, 1H,5H-Benzo[i,j]quinolizine-9-carboxaldehyde-2,3,6,7-tetrahydro-1,1,7,7-tetramethyl: Propanedinitrile,[2-(1,1dimethylethy)-6-methyl-4H-Pyran-4-ylidene], it is afforded DCJTB, the yield is improved from 63.00% up to 78.80%.Based on the yield of every reaction is improved , the yield is improved from 63.00% up to 78.80%, the purity of DCJTB is improved from 99.00 % up to 99.93%. Synthetic procedures for DCJTB are improved by changing solvent ,ratio among the reactors ,reaction temperature and time etc .At last ,the prime reaction conditions are found .The structures of production are confirmed by IR and H-NMR and so on .In this paper, prepared with improved out of electroluminescent material Alq3, through infrared spectroscopy and nuclear magnetic resonance spectroscopy to characterize its structure.And of the reaction system feed ratio, acidity and reaction time on the 8 - hydroxyquinoline aluminum (Alq3) yield, we obtain the optimal synthesis conditions: 60 ~ 70℃, pH 6.0 ~ 6.5 reaction 3h.The condition of reaction and result of reaction is showed as follow:(1)Under 60～70℃, pH 6.0～6.5, 2.01eqNH4COOCH3 , it is afforded Alq3 , the yield is improved from 78.00% up to83.12%。(2)On(V:V =1:9)high purity waterl: EtOH as sovent ,we make recrystallization of crude Alq3 , the purity of Alq3 is improved from76.00% up to 95.00%. |
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