Synthesis and Characterization of Anthracene-Containing Polythiophenes

• Main Authors: Yi-Tung Ho, 何漪彤
• Other Authors: 芮祥鵬
• Format: Others
• Language: zh-TW
• Published: 2011
• Online Access: http://ndltd.ncl.edu.tw/handle/zrut9c

碩士 === 國立臺北科技大學 === 有機高分子研究所 === 99 === In recent years, the conjugated polymer has been successfully applied to organic polymer solar cells, and its power conversion efficiency ( PCE ) is increasing in every year. Using the materials with extersive absorption is the way to improve the PCE of polymer solar cells. Basically, anthracene is a conjugated functional group with good coplanarity and high hole mobility. Therefor, in our study, we use this properties to develop two series of anthracene –containing polythiophenes. There are two seriers of polymers：[1] one is anthracene linking to the side chain ：2,5-dibromo-3-dodecylthiophene、3-(2-(anthracen-9-yl)vinyl)-2,5-dibromo-thiophene and 2,5-bis(trimethylstannyl) thiophene react by Stille coupling reaction with different ratio ( random copolymer)；2,5”-bis(trimethylstannyl)-3’-dodecyl-2,2’:5’,2”-terthiophene and 2,5-dibromo-3-dodecylthiophene react by Stille coupling reaction(alternative copolymer). [2] another one is anthracene linking to the main chain：2,5-dibromo-3-dodecylthiophene、9,10-dibromoanthracene、2,5-bis(trimethyl-stannyl)-thiophene react by Stille coupling reaction with different ratio ( random copolymer)；2,5”-bis(trimethylstannyl)-3’-dodecyl-2,2’:5’,2”-terthiophene and 9,10 -dibromoanthracene react by Stille coupling reaction(alternative copolymer). We distinguish these structures by 1H NMR, and decided the molecular weight by GPC( Gel Permeation Chromatography ). Using UV- Vis spectrophotometer( UV-vis spectrum )to observe the absorption of them,we find that the alternative polymer of anthracene linking to the side chain has the red shift and board absorption . Finally, we use electrospray analyzer to observe the energy level,the alternative polymers have lower HOMO level.