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Synthesis And Electrical Data-storage Characterization Of Small Molecules Based On Benzothiazole Groups

Posted on:2015-01-18Degree:MasterType:Thesis
Country:ChinaCandidate:Z SuFull Text:PDF
GTID:2251330431451592Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
With the rapid development of modern science and technology, people’s demand forinformation has increased dramatically, and will continue to increase for the years to come.However, the development of traditional data-storage devices based on optical andmagnetic techniques remain stagnant with the optimized capacity of traditionaldata-storage devices being about106Bit/cm2. Hence, it is imperative that we should makea great breakthrough in the field of data-storage technology. It was not until2010that ourgroup successfully designed a device based on a V-style small molecule containing azomoieties, which was indeed a landmark from traditional binary data-storage performance topromising ternary data-storage performance, thus data-storage capacity per unit has beenlargely elevated.In this paper, a new electron-withdrawing group (trap), benzothiazole, has beenintroduced to the backbone of a series of organic small molecules instead of azo groupwhich has been widely studied in our group. Combined with other electron acceptors ofdifferent electron-withdrawing abilities, we studied the influence of different “traps” on thedata-storage performance of devices. Meanwhile, this paper also has a systemic study onfilm-making technologies which also play an important role in enhancing the performanceof devices.(1) Two small conjugated molecules BTVCz-NO2and BTVCz, each incorporatingan electron-donating carbazole group and a medium electron-withdrawing benzothiazolegroup, were both successfully designed and synthesized. Molecule BTVCz-NO2is anA1-D-A2structure while BTVCz is a single D-A structure. And the fabricated device withBTVCz-NO2as active material showed non-volatile ternary WORM data-storage behavior,whereas its “counterpart” device with BTVCz as active material exhibited volatile binaryDRAM data-storage behaviors. The two films differentiated over their optical,electrochemical and morphological properties. Combined with theoretical calculation ofeach molecule, we conclude that different data-storage behaviors can be achieved by introducing different electron acceptors. This study has great significance for design ofmore superior high-density data storage devices by adjusting molecule structures.(2) Molecule BTVCz-NO2was fabricated into films with two different film-formingtechniques, spin-coating and vacuum deposition. Both devices showed nonvolatile ternaryWORM data-storage behavior. However, the spin-coated device had lower switchingthreshold voltages and the switching probability of the device was much higher than thevacuum-deposited device. Through a thorough study of their optical, electrochemical andmorphological properties, we found that the spin-coated films tended to have greater redshifts in their UV spectra, smoother surfaces with smaller roughness, and denser stacking(d-spacing) than the vacuum-deposited films. Therefore, different film-making methodsalso have an important effect on the data-storage performances of devices, through whichfilms of the best quality can be screened.(3) An organic small molecule, DPP-BT, in which an electron-deficientdiketopyrrolopyrrole (DPP) unit with two long alkyl chains is flanked by twobenzothiazole groups, has been successfully designed and synthesized. The indium-tinoxide (ITO)/Small-molecule/Al sandwich structures were fabricated by using varioussolvents such as pure chlorobenzene (CB), pure cyclohexanone (CH) and mixed solvents(CH/CB) with different ratios. The influences of mixed solvents on the data-storageperformances have been investigated. The results show that the device spin-coated by amixed solvent of CH: CB=1:2can achieve ternary nonvolatile data-storage behavior withits switching threshold voltage at-1.3V and-2.3V, which is lower than any other devicesfabricated by other solvents. What’s more, the switching probability of the device was40out of64cells (device yield of62%), which is also far higher than other devices.
Keywords/Search Tags:benzothiazole, electron-withdrawing groups, spin-coating, vacuumdeposition, mixed solvents
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