双氰基二苯代乙烯型双光子荧光温度敏感探针
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遵义师范学院信息工程学院

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O625.34;O625.63;O625.72

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贵州省高层次创新型人才培养计划项目──“百”层次人才([2016]5683);贵州省科技支撑计划项目(


Highly Sensitive Dicyanostilbene Two-photon Fluorescence Probe for Temperature
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School of Information Engineering, Zunyi Normal University

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This work was supported by the Guizhou Province High-level Innovative Talents Training Project──Hundred Talents Program (No. (2016)5683), Science and Technology Project in Guizhou Province (No. [2020]4Y001), the Special Fund Project of the Construction of the Eighth Batch of Scientific and Technological Innovation Talent Team in Guizhou Province [No. (2015)4007], Guizhou Science and Technology Fund Project (No. J[2015]2146), the Key Project of Education Department of Guizhou Province (No. KY[2014]296)

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    摘要:

    研制了一种新型的双光子荧光温度敏感探针(4-甲基-2,5-二氰基-4′(9-卡唑基)二苯乙烯(供体-π-受体(D-π-A))(SP)。SP的溶剂生色范围由412 nm(环己烷)红移至541 nm(DMSO)(最大发射波长),SP具有非常大的双光子吸收截面(δTPA, δTPA = 6930 GM)和高的荧光量子产率(Φ, Φ = 0.992 (环己烷)),其荧光对溶剂极性和温度显示很强的依赖性。在单光子发射(OPE)和双光子发射(TPF)中,SP的单、双光子发射强度与温度之间的线性相关系数(R2)均为0.998,函数表达式分别为IF = -0.0141T + 1.2881(OPE)和IF = -0.0143T + 1.2698(TPE)(IF为荧光强度,T为温度(℃))。这清楚地表明,SP对温度具有高度的敏感性,是一种相当理想的温度探针,也可用于溶剂极性的检测,SP亦称为环境敏感探针。SP的成功应用为开发理想的双光子荧光温度探针提供了一个可供借鉴的优化模型(分子相对小、δTPA和Φ都相当高)。

    Abstract:

    A novel two-photon fluorescence environment sensitive probe 2,5-dicyano-4-methyl-4’-(9-carbazolyl) stilbene (SP) with the push-pull electronic architecture (Donor-π-Acceptor (D-π-A)) derived from dicyanostilbene was developed. The unusually sensitive solvatochromism of SP varied from 412 nm in cyclohexane to 541 nm in DMSO in the emission maximum wavelengths. Compound SP with remarkably large two-photon absorption cross section (δTPA, δTPA = 6930 GM) exhibited very strong polarity- and temperature-dependence of fluorescence. The fluorescence quantum yield (Φ) of SP was quite high, and its maximum value reached 0.992 in cyclohexane. Its linearly dependent coefficients (R2) between the one- and two-photon emission intensities of SP and temperatures all reached 0.998 in both one-photon emission (OPE) and two-photon emission (TPF), and the function expressions were IF = -0.0141T + 1.2881 (OPE) and IF = -0.0143T + 1.2698 (TPE) (IF: fluorescence intensity; T: temperature (℃)), respectively. This clearly indicated that SP is a considerably ideal temperature probe and can also be used to detect polarities of solvents. SP is therefore also called an environment-sensitive probe. The successful applications of SP provide a brilliant prototype (relatively small molecule, high δTPA and Φ) for the developments of ideal two-photon fluorescence temperature probes.

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黄池宝,王谦.双氰基二苯代乙烯型双光子荧光温度敏感探针[J].精细化工,2024,41(4):

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  • 收稿日期:2023-05-22
  • 最后修改日期:2023-07-27
  • 录用日期:2023-07-17
  • 在线发布日期: 2024-04-10
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