氢键作用对基于异佛尔酮发光材料的荧光性能的影响

白清云; 陈柳青; 赵浩成; 施琨雁; 席昭洋; 王忠强; 刘旭光; 王华; 许并社

doi:10.3788/fgxb20163708.0899

您当前的位置：

首页 >

文章列表页 >

氢键作用对基于异佛尔酮发光材料的荧光性能的影响

材料合成及性能 | 更新时间：2020-08-12

- 氢键作用对基于异佛尔酮发光材料的荧光性能的影响
- Hydrogen Bond Effect on Luminescence Properties of Isophorone-based Emitter
- 发光学报 2016年37卷第8期页码：899-905
- 作者机构：
  
  1. 太原理工大学新材料界面科学与工程教育部重点实验室, 山西太原 030024
  2. 太原理工大学材料科学与工程学院, 山西太原 030024
  3. 太原理工大学化学化工学院, 山西太原 030024
  4. 山西煤炭管理干部学院, 山西太原 030600
- 作者简介：
- 基金信息：
  
  教育部长江学者与创新团队发展项目（IRT0972）国家国际科技合作专项（2012DFR50460）国家自然科学基金（21071108，60976018，21101111
- DOI：10.3788/fgxb20163708.0899
  中图分类号： O63
- 纸质出版日期：2016-8-5，
  
  收稿日期：2016-3-28，
  
  修回日期：2016-4-19，
扫描看全文
白清云, 陈柳青, 赵浩成等. 氢键作用对基于异佛尔酮发光材料的荧光性能的影响[J]. 发光学报, 2016,37(8): 899-905

BAI Qing-yun, CHEN Liu-qing, ZHAO Hao-cheng etc. Hydrogen Bond Effect on Luminescence Properties of Isophorone-based Emitter[J]. Chinese Journal of Luminescence, 2016,37(8): 899-905
白清云, 陈柳青, 赵浩成等. 氢键作用对基于异佛尔酮发光材料的荧光性能的影响[J]. 发光学报, 2016,37(8): 899-905 DOI： 10.3788/fgxb20163708.0899.

BAI Qing-yun, CHEN Liu-qing, ZHAO Hao-cheng etc. Hydrogen Bond Effect on Luminescence Properties of Isophorone-based Emitter[J]. Chinese Journal of Luminescence, 2016,37(8): 899-905 DOI： 10.3788/fgxb20163708.0899.

摘要

合成了3种基于异佛尔酮的新型单晶荧光材料：3-二丙烯腈基-5，5-二甲基-1-苯乙烯基环己烯（DCDSC）、3-二丙烯腈基-5，5-二甲基-1-（3-羟基苯乙烯基）环己烯（DCDH

C）及3-二丙烯腈基-5，5-二甲基-1-（4-羟基苯乙烯基）环己烯（DCDH

C）。通过氢核磁共振谱和元素分析确定了它们的分子结构。通过单晶X射线衍射获得了3种材料的晶体结构数据。DCDSC、DCDH

C和DCDH

C的紫外吸收光谱依序分布在长波区的390，398，424 nm，短波区分布在268，269，283 nm。DCDSC、DCDH

C和DCDH

C在THF中的最大发射峰分别位于522，549，567 nm。与DCDSC相比，3位羟基取代的DCDH

C的发射波长红移了27 nm，而4位取代羟基的DCDH

C的发射波长红移了45 nm。其主要原因在于DCDSC、DCDH

C和DCDH

C存在不同的氢键作用，当然，取代基的类型及位置等也可能对材料的发射波长产生一定作用。

Abstract

Three luminescence materials

3-(dicyanomethylene)-5

5-dimethyl-1-styryl-cyclohexene (DCDSC)

3-(dicyanomethylene)-5

5-dimethyl-1-(3-hydroxy-styryl)cyclohexene(DCDH

C) and 3-(dicyanomethylene)-5

5-dimethyl-1-(4-hydroxy-styryl)cyclohexene (DCDH

were designed and synthesized

respectively. These compounds were confirmed by

H NMR and elemental analysis

and their crystal structures were confirmed by single-crystal X-ray diffraction (XRD). UV-Vis absorption peaks of DCDSC

DCDH

C and DCDH

C materials in THF solutions in turns are at about 268 and 390 nm

269 and 398 nm

as well as 283 and 424 nm. Their maximum emission peaks are at 522

549 and 567 nm in liquid state

respectively

which may be mainly ascribed to difference between their hydrogen bond besides substituent effect.

关键词

异佛尔酮发光取代基氢键

Keywords

isophoroneluminescencesubstituent grouphydrogen bond

references

STOKES G G. On the composition and resolution of streams of polarized light from different sources[J]. Trans. Cambridge Philos. Soc., 1852, 9:399-416.

BRAUN M, GMEINER J, TZOLOV M, et al.. A new crystalline phase of the electroluminescent material tris(8-hydroxyquinoline) aluminum exhibiting blueshifted fluorescence[J]. J. Chem. Phys., 2001, 114(21):9625-9632.

C LLE M, DINNEBIER R E, BRTTING W. The structure of the blue luminescent -phase of tris(8-hydroxyquinoline)-aluminium(Ⅲ) (Alq3)[J]. Chem. Commun., 2002, (23):2908-2909.

C LLE M, GMEINER J, MILIUS W, et al.. Preparation and characterization of blue-luminescent tris(8-hydroxyquinoline)-aluminum (Alq3)[J]. Adv. Funct. Mater., 2003, 13(2):108-112.

TEDESCO E, SALA F D, FAVARETTO L, et al.. Solid-state supramolecular organization, established directly from powder diffraction data, and photoluminescence efficiency of rigid-core oligothiophene-S, S-dioxides[J]. J. Am. Chem. Soc., 2003, 125(40):12277-12283.

ANTOLINI L, TEDESCO E, BARBARELLA G, et al.. Molecular packing and photoluminescence efficiency in odd-membered oligothiophene S, S-dioxides[J]. J. Am. Chem. Soc., 2000, 122(37):9006-9013.

BARBARELLA G, ZAMBIANCHI M, ANTOLINI L, et al.. Solid-state conformation, molecular packing, and electrical and optical properties of processable -methylated sexithiophenes[J]. J. Am. Chem. Soc., 1999, 121(38):8920-8926.

BARBARELLA G, FAVARETTO L, SOTGIU G, et al.. Rigid-core oligothiophene-S, S-dioxides with high photoluminescence efficiencies both in solution and in the solid state[J]. Chem. Mater., 2001, 13(11):4112-4122.

SAUTTER A, SCHMID D G, JUNG G, et al.. A triangle-square equilibrium of metallosupramolecular assemblies based on Pd(Ⅱ) and Pt(Ⅱ) corners and diazadibenzoperylene bridging ligands[J]. J. Am. Chem. Soc., 2001, 123(23):5424-5430.

WRTHNER F, SAUTTER A, SCHILLING J. Synthesis of diazadibenzoperylenes and characterization of their structural, optical, redox, and coordination properties[J]. J. Org. Chem., 2002, 67(9):3037-3044.

刘海林,马晓燕,袁莉,等.分子自组装研究进展[J].材料科学与工程学报,2004, 22(2):308-311. LIU H L, MA X Y, YUAN L, et al.. Molecule self-assembly technology and its research advances[J]. J. Mater. Sci. Eng., 2004, 22(2):308-311. (in Chinese)

武聪伶,陈柳青,景姝,等.非掺杂式电荷生成层的结构设计及其在叠层OLED器件中的应用[J].发光学报, 2015, 36(6):679-684. WU C L, CHEN L Q, JING S, et al.. Structure design of charge generation layer without doping and its application in tandem OLED devices[J]. Chin. J. Lumin., 2015, 36(6):679-684. (in Chinese)

浏览量

下载量

CSCD

文章被引用时，请邮件提醒。

提交

工具集

关联资源

CsFAMA混合阳离子钙钛矿的带尾态发光和热无序度分析

K₃La（PO₄）₂基质中Tb³⁺的发光和能量传递

近紫外基白光LEDs用KYBaSi₂O₇∶Bi³⁺蓝色荧光粉发光特性

磁耦合Mn²⁺-Mn²⁺离子对发光行为研究进展

稀土离子掺杂钙钛矿纳米晶的光学性质和应用