Fabrication and Optical Property of Diacetylene Derivative

CUI Li-ying; SONG Zhi-yang; ZHAO Xin-yu; YU Cun-long

doi:10.3788/fgxb20163712.1491

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Fabrication and Optical Property of Diacetylene Derivative

更新时间：2020-08-12

- Fabrication and Optical Property of Diacetylene Derivative
- Chinese Journal of Luminescence Vol. 37, Issue 12, Pages: 1491-1495(2016)
- 作者机构：
  
  吉林农业大学资源与环境学院, 吉林长春 130118
- 作者简介：
- 基金信息：
- DOI：10.3788/fgxb20163712.1491
  CLC： TP394.1;O63
- Received：25 July 2016，
  
  Revised：13 September 2016，
  
  Published：10 December 2016
- 稿件说明：
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崔丽影, 宋志洋, 赵欣宇等. 丁二炔衍生物的制备及其光学特性[J]. 发光学报, 2016,37(12): 1491-1495

CUI Li-ying, SONG Zhi-yang, ZHAO Xin-yu etc. Fabrication and Optical Property of Diacetylene Derivative[J]. Chinese Journal of Luminescence, 2016,37(12): 1491-1495
崔丽影, 宋志洋, 赵欣宇等. 丁二炔衍生物的制备及其光学特性[J]. 发光学报, 2016,37(12): 1491-1495 DOI： 10.3788/fgxb20163712.1491.

CUI Li-ying, SONG Zhi-yang, ZHAO Xin-yu etc. Fabrication and Optical Property of Diacetylene Derivative[J]. Chinese Journal of Luminescence, 2016,37(12): 1491-1495 DOI： 10.3788/fgxb20163712.1491.

摘要

利用一步酯化法并进一步通过重结晶纯化法成功地合成了含螺吡喃基团的丁二炔衍生物，并对其进行了

H NMR、质谱、元素分析、DSC、TGA和红外表征。测试结果表明，样品的熔点为55℃，具有较好的热稳定性，直到282℃才开始分解。接着对样品进行了光学测试，紫外光谱表明，经254 nm紫外光照射后，其最大吸收峰大约位于564 nm。荧光光谱表明，其最大荧光发射波长位于大约650 nm。化合物膜的耐疲劳测试表明，样品具有很好的耐疲劳性。

Abstract

The spiropyran functionalized diacetylene derivative was prepared by esterification reaction between 10

12-pentacosadiynoic acid and 3'

3'-Dimethyl-6-nitro-spiro[2H-1-benzopyran-2

2'-indoline]-1'-ethanol. Then

it was purified

via

recrystallization and characterized through

H NMR

MALDI-TOF-MS

elemental analysis

DSC

TGA

IR. The results show that the melt point of the sample is 55℃. It has good thermal stability and begins to decompose until to 282℃. The absorption spectrum shows only one absorption peak (

max

=564 nm) irradiated by UV light (

=254 nm). The fluorescence spectra indicate the fluorescence peak position is at about 650 nm when the excitation light wavelength varying from 560 to 580 nm. The photoreaction reversibility of the target compound doped in PMMA film is detected

and the results confirm that it has good fatigue resistance.

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Keywords

references

HU K D, YANG H S, ZHANG W, et al.. Solution processable polydiacetylenes (PDAs) through acyclic enediyne metathesis polymerization[J]. Chem. Sci., 2013, 4(9):3649-3653.

REPPY M A, PINDZOLA B A. Biosensing with polydiacetylene materials:structures, optical properties and applications[J]. Chem. Commun., 2007(42):4317-4338.

AHN D J, LEE S, KIM J M. Rational design of conjugated polymer supramolecules with tunable colorimetric responses[J]. Adv. Funct. Mater., 2009, 19(10):1483-1496.

RAYMO F M, GIORDANI S. Signal processing at the molecular level[J]. J. Am. Chem. Soc., 2001, 123(19):4651-4652.

XUE Y N, TIAN J T, TIAN W G, et al.. Significant fluorescence enhancement of spiropyran in colloidal dispersion and its light-induced size tunability for release control[J]. J. Phys. Chem. C, 2015, 119(35):20762-20772.

WAN S L, ZHENG Y, SHEN J, et al.. "On-off-on" switchable sensor:a fluorescent spiropyran responds to extreme pH conditions and its bioimaging applications[J]. ACS Appl. Mater. Interf., 2014, 6(22):19515-19519.

PARK I S, PARK H J, JEONG W, et al.. Low temperature thermochromic polydiacetylenes:design, colorimetric properties, and nanofiber formation[J]. Macromolecules, 2016, 49(4):1270-1278.

YAN X J, AN X Q. Thermal and photic stimuli-responsive polydiacetylene liposomes with reversible fluorescence[J]. Nanoscale, 2013, 5(14):6280-6283.

CHAE S, LEE J P, KIM J M. Mechanically drawable thermochromic and mechanothermochromic polydiacetylene sensors[J]. Adv. Funct. Mater., 2016, 26(11):1769-1776.

LEE J, LEE C W, KIM J M. A magnetically responsive polydiacetylene precursor for latent fingerprint analysis[J]. ACS Appl. Mater. Interf., 2016, 8(9):6245-6251.

YOON J, JUNG Y S, KIM J M. A combinatorial approach for colorimetric differentiation of organic solvents based on conjugated polymer-embedded electrospun fibers[J]. Adv. Funct. Mater., 2009, 19(2):209-214.

LEE H Y, TIWARI K R, RAGHAVAN S R. Biopolymer capsules bearing polydiacetylenic vesicles as colorimetric sensors of pH and temperature[J]. Soft Matter, 2011, 7(7):3273-3276.

CHO Y S, AHN K H. Molecular interactions between charged macromolecules:colorimetric detection and quantification of heparin with a polydiacetylene liposome[J]. J. Mater. Chem. B, 2013, 1(8):1182-1189.

PARK D H, JEONG W, SEO M, et al.. Inkjet-printable amphiphilic polydiacetylene precursor for hydrochromic imaging on paper[J]. Adv. Funct. Mater., 2016, 26(4):498-506.

KRISHNAN B P, MUKHERJEE S, ANEESH P M, et al.. Semiconducting fabrics by in situ topochemical synthesis of polydiacetylene:a new dimension to the use of organogels[J]. Angew. Chem. Int. Ed. Engl., 2016, 55(7):2345-2349.

JUNG S H, JANG H, LIM M C, et al.. Chromatic biosensor for detection of phosphinothricin acetyltransferase by use of polydiacetylene vesicles encapsulated within automatically generated immunohydrogel beads[J]. Anal. Chem., 2015, 87(4):2072-2078.

YANG D L, ZOU R F, ZHU Y, et al.. Magainin Ⅱ modified polydiacetylene micelles for cancer therapy[J]. Nanoscale, 2014, 6(24):14772-14783.

YAN X J, AN X Q. Multifunctional polydiacetylene-liposome with controlled release and fluorescence tracing[J]. RSC Adv., 2014, 4(36):18604-18607.

CHENG Q, YAMAMOTO M, STEVENS R C. Amino acid terminated polydiacetylene lipid microstructures:morphology and chromatic transition[J]. Langmuir, 2000, 16(12):5333-5342.

DATTILO D, ARMELAO L, FOIS G, et al.. Wetting properties of flat and porous silicon surfaces coated with a spiropyran[J]. Langmuir, 2007, 23(26):12945-12950.

RAYMO F M, GIORDANI S. Digital communication through intermolecular fluorescence modulation[J]. Org. Lett., 2001, 3(12):1833-1836.

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