JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE) ›› 2016, Vol. 51 ›› Issue (11): 88-92.doi: 10.6040/j.issn.1671-9352.0.2016.366

Previous Articles     Next Articles

Synthesis of sulphur-functionalized disiloxanes by thiol-ene “click”reaction and their luminescent properties

ZUO Yu-jing, FENG Sheng-yu*   

  1. Key Laboratory of Special Functional Aggregated Materials of Ministry of Education;
    School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, Shandong, China
  • Received:2016-07-28 Online:2016-11-20 Published:2016-11-22

Abstract: Using divinyltetramethyldisiloxane(MMVi)as the starting materials, a series of functionalized disiloxanes(S1-S4)have been synthesized between MMVi and four types of thiols(propanethiol, mercaptoacetic acid, thiohydracrylic acid, and methyl 3-mercaptopropionate)via facile thiol-ene “click” reaction and characterized by NMR(1H, 13C)and mass spectroscopy. Their luminescent properties were characterized by Fluorescence Spectrometer and show strong and narrow emission peak, which means these compounds could be applied in optical devices.

Key words: thiol-ene “click” reaction, sulphur-functionalized disiloxanes, luminescent properties

CLC Number: 

  • O211
[1] 冯圣玉, 张洁, 李美江, 等.有机硅高分子及其应用[M].北京: 化学工业出版社, 2004:34-71.
[2] 周振宇, 王政, 顾晓丹, 等.几种含α-官能团的二硅氧烷的合成与表征[J]. 有机硅材料, 2009, 23(5):288-292.
[3] ZHANG T, LITT M H, ROGERS C E. Sulfone-containing polymers as high barrier materials[J].J Polym Sci, Part B: Polym Phys, 1994, 32(9):1671-1676.
[4] TITVINIDZE G, KREUER K D, SCHUSTER M, et al. Proton conducting phase-separated multiblock copolymers with sulfonated poly(phenylene sulfone)blocks for electrochemical applications:Preparation, Morphology, Hydration behavior, and Transport[J].Adv Funct Mater, 2012, 22(21):4456-4470.
[5] TUCKER-SCHWARTZ A K, FARRELL R A, GARRELL R L. Thiol—ene click reaction as a general route to functional trialkoxysilanes for surface coating applications [J]. J Am Chem Soc, 2011, 133(29):11026-11029.
[6] CAMPOS L M, MEINEL I, GUINO R G, et al.Highly versatile and robust materials for soft imprint lithography based on thiol-ene click chemistry[J]. Adv Mater, 2008, 20(19):3728-3733.
[7] DESROCHES M, CAILLOL S, LAPINTE V, et al.Synthesis of biobased polyols by thiol-ene coupling from vegetable oils[J].Macromolecules, 2011, 44(8):2489-2500.
[8] HOYLE C E, BOWMAN C N.Thiol—Ene click chemistry[J].Angew Chem Int Ed, 2010, 49(9):1540-1573.
[9] CAMPOS L M, TRUONG T T, SHIM D E, et al.Applications of photocurable PMMS thiol-ene stamps in soft lithography[J]. Chem Mater, 2009, 21(21):5319-5326.
[10] LLUCH C, RONDA J C, GALIÀ M, at al.Rapid approach to biobased telechelics through two one-pot thiol-ene click reactions[J]. Biomacromolecules, 2010, 11(6):1646-1653.
[11] ZUO Y, WANG D, FENG S, et al. Multifunctional alkoxysilanes prepared by thiol—yne “click” chemistry:their luminescenceproperties and modification on a silicon surface[J].RSC Adv, 2014, 4(108):62827-62834.
[12] XUE L, WANG D, FENG S, et al. Facile, versatile and efficient synthesis of functional polysiloxanes via thiol—ene chemistry[J]. Eur Polym J, 2013, 49:1050-1056.
[13] RISSING C, SON D Y. Thiol-ene reaction for the synthesis of multifunctional branched organosilanes[J]. Organometallics, 2008, 27(20):5394-5397.
[14] ZUO Y, GOU Z, FENG S, et al. From polymer to monomer:cleavage and rearrangement ofSi-O-Si bonds after oxidation yielded an ordered cycliccrystallized structure[J]. Chem-Eur J, 2015, 21(31):10972-10977.
[15] WANG X, XU L, FENG S, et al. Silicon effect of dendritic polyphenyl derivatives:enhancement of aggregation-induced emissionand emission color adjustment[J]. RSC Adv, 2016, 6(28):23335-23339.
[16] WANG D, WANG L, FENG S, et al. Tetrahedral silicon-based luminescent molecules: synthesis and comparison of thermal and photophysical properties by various effect factors[J].J Organomet Chem, 2013, 735:58-64.
[17] KULKARNI A P, TONZOLA C J, BABEL A, et al. Electron transport materials for organic light-emitting diodes[J].Chem Mater, 2004, 16(23):4556-4573.
[1] DUAN Yingpeng, HU Lin. Combination solution method for stochastic differential equations with Poisson jumps [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2026, 61(4): 123-132.
[2] Pingtao LYU,Caishi WANG,Jijun ZHAO. A class of two-state quantum walk based on Hadamard walk with the same eigenvalues and continuous spectrum [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2024, 59(8): 84-93.
[3] Yufeng GAO,Decheng FENG. Upcrossing and downcrossing inequalities for conditional demimartingales and conditional N-demimartingales [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2024, 59(6): 122-126.
[4] Yaru ZHANG,Li XIA,Dianqiu ZHANG. Perpetual American lookback option pricing under mixed bi-fractional Brownian motion [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2024, 59(4): 98-107.
[5] Xiaodong YAN. Strategic limit theory and strategic statistical learning [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2024, 59(1): 1-10, 45.
[6] Chenghao XU,Kaiyong WANG. The ruin probability of a two-dimensional discrete-time risk model [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2023, 58(11): 27-34, 52.
[7] Peng YANG,Xiaoyan ZHANG. Optimal reinsurance contract design based on Stackelberg game [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2023, 58(11): 1-14,26.
[8] Shimiao ZHANG,Yan LYU. Parameter estimation for competitive Lotka-Volterra model with Lévy noise [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2023, 58(10): 24-31.
[9] Jiaxin DING,Yongfeng GUO,Lina MI. Transition behavior of underdamped periodic potential system driven by Gaussian noise and Lévy noise [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2023, 58(8): 111-117.
[10] Qi GAO,Hongshuai DAI,Yanhua WU. MPEWMA chart for detecting tandem queuing network [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2023, 58(8): 104-110, 117.
[11] Yejun CHEN,Huisheng DING. θ-almost periodic solutions for stochastic differential equations in infinite dimensions with Stepanov almost periodic coefficients [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2023, 58(6): 113-126.
[12] ZHOU Yu-lan, LI Zhuan, LI Xiao-hui. Properties of modified stochastic gradient operators in continuous-time Guichardet-Fock space [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2018, 53(12): 62-68.
[13] LI Yong-ming, NIE Cai-ling, LIU Chao, GUO Jian-hua. Consistency of estimator of nonparametric regression function for arrays of rowwise NSD [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2018, 53(12): 69-74.
[14] CHEN Hao-jun, ZHENG Ying, MA Ming, BIAN Li-na, LIU Hua. Covariance of self-exciting filtered Poisson process [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2018, 53(12): 75-79.
[15] MA Ming, BIAN Li-na, LIU Hua. Low order moments of self-excited filtered Poisson processes based on joint distribution of event points [J]. JOURNAL OF SHANDONG UNIVERSITY(NATURAL SCIENCE), 2018, 53(4): 55-58.
Viewed
Full text


Abstract

Cited

  Shared   
  Discussed   
No Suggested Reading articles found!