Hydrogen Bond Effect on Luminescence Properties of Isophorone-based Emitter

BAI Qing-yun; CHEN Liu-qing; ZHAO Hao-cheng; SHI Kun-yan; XI Zhao-yang; WANG Zhong-qiang

doi:10.3788/fgxb20163708.0899

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Hydrogen Bond Effect on Luminescence Properties of Isophorone-based Emitter

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- Hydrogen Bond Effect on Luminescence Properties of Isophorone-based Emitter
- Chinese Journal of Luminescence Vol. 37, Issue 8, Pages: 899-905(2016)
- 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：
- DOI：10.3788/fgxb20163708.0899
  CLC： O63
- Received：28 March 2016，
  
  Revised：19 April 2016，
  
  Published：05 August 2016
- 稿件说明：
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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.

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Keywords

references

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