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基于萘并二酰亚胺的胺基功能化聚合物的三组分一锅法合成及其在聚合物太阳电池中的应用
  • ISSN号:0567-7351
  • 期刊名称:《化学学报》
  • 时间:0
  • 分类:TQ325.7[化学工程—合成树脂塑料工业]
  • 作者机构:华南理工大学高分子光电材料与器件研究所发光材料与器件国家重点实验室,广州510640
  • 相关基金:国家自然科学基金(No.21490573)资助
中文摘要:

通过微波辅助炔、醛、胺三组分一锅法聚合反应合成了一系列基于萘并二酰亚胺的聚合物P1-P4,并通过核磁表征确认其结构.目标聚合物的光物理与电化学性能研究表明,由于聚合物主链共轭被打断,聚合物的吸收和能级主要由其重复单元决定.通过开尔文探针与电子顺磁共振谱研究了聚合物侧链与主链胺基不同的化学环境对其电极功函调节以及自掺杂行为的影响.发现由于主链胺基与苄基、炔丙基相连,胺基氮的电子云密度显著降低,导致聚合物形成界面偶极能力减弱,从而使其电极功函调节能力与自掺杂强度都大大降低.所有聚合物中P1具有良好的醇溶性,可被用于聚合物太阳电池的阴极界面层.以PTB7-Th:PC71BM为活性层,P1为阴极界面层的聚合物太阳电池器件的光电转换效率达到9.34%.

英文摘要:

In this work,we demonstrate the microwave-assisted synthesis of naphthalene diimide-based polymers via three-component polymerization(TCP) of diynes,dialdehydes and dibenzylamine,and the applications of such polymers as cathode interfacial layers for polymer solar cells.The TCP of diynes(1a-1c),dialdehydes(2a-2b) and dibenzylamine catalyzed by InCl3 could be performed smoothly under microwave irradiation in very short reaction time,yielding soluble polymers P1-P4 with high molecular weights.The chemical structures of these resulting polymers were confirmed by nuclear magnetic resonance spectroscopy.The thermal stability,photophysical and electrochemical properties of the resulting polymers were also investigated.Besides,the effects of chemical environment of amine groups on the resulting polymers' electrode modification capability and self-doping behavior were explored by conducting scanning Kelvin probe microscopy and electron paramagnetic resonance(EPR) spectroscopy studies,respectively.It was found that the chemical environment variation of amine groups,including the decreasing electron density of the nitrogen atoms in alkylamine and the enhancing steric hindrance around the nitrogen atoms from substituent groups,can substantially influence the electrode modification capability and self-doping behavior of the resulting polymers.Moreover,quantum chemistry calculation was also conducted to qualitatively illuminate the essential distinction in chemical environment of different amine groups.It was found that the negative atomic dipole moment corrected Hirshfeld(ADCH) charge of nitrogen atoms in side chains was significantly larger than the ADCH charges of nitrogen atoms in main chains.Among all the resulting polymers,P1 can be easily dissolved in alcohol due to its amino functionalized side chain groups and thus was utilized as the cathode interlayer for polymer solar cells.The device with P1 as the cathode interlayer and PTB7-Th:PC71BM as the photoactive layer exhibits a high power convers

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期刊信息
  • 《化学学报》
  • 北大核心期刊(2014版)
  • 主管单位:中国科学院
  • 主办单位:中国化学会 中国科学院上海有机化学研究所
  • 主编:周其林
  • 地址:上海市零陵路345号
  • 邮编:200032
  • 邮箱:hxxb@sioc.ac.cn
  • 电话:021-54925085
  • 国际标准刊号:ISSN:0567-7351
  • 国内统一刊号:ISSN:31-1320/O6
  • 邮发代号:4-209
  • 获奖情况:
  • 首届国家期刊奖,第二届国家期刊奖提名奖,中国期刊方阵“双高期刊”
  • 国内外数据库收录:
  • 俄罗斯文摘杂志,美国化学文摘(网络版),荷兰文摘与引文数据库,美国科学引文索引(扩展库),日本日本科学技术振兴机构数据库,中国中国科技核心期刊,中国北大核心期刊(2004版),中国北大核心期刊(2008版),中国北大核心期刊(2011版),中国北大核心期刊(2014版),英国英国皇家化学学会文摘,中国北大核心期刊(2000版)
  • 被引量:28694