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Dicoumarin derivatives and preparation method thereof
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A technology of coumarin derivatives and dicoumarin, applied in chemical instruments and methods, fluorescence/phosphorescence, instruments, etc., can solve the problems of time-consuming, labor-intensive, tedious sample pretreatment, etc., and achieve the effect of low cost
Active Publication Date: 2018-09-28
NANJING UNIV OF INFORMATION SCI & TECH
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The current methods for testing alcohol content include density bottle method, hydrometer method and distillation method, etc., but most of these methods require tedious sample pretreatment, which is time-consuming and labor-intensive.
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Embodiment 1
[0015] Weigh 3-(2-benzoimidazolyl)-7-diethylaminocoumarin (coumarin 7, 1.0g, 3.0mmol) and dissolve it in 40mL N,N'-dimethylformamide ( DMF) round bottom flask, then add potassium carbonate (1.24g, 9.0mmol) and 1,4-dibromobutane (0.32g, 1.5mmol) respectively, described coumarin 7, potassium carbonate and 1,4 - The mass ratio of dibromobutane is 2:6:1. After removing the air, it was heated to 80° C. under an atmosphere of argon protection, and the reaction was continued for 12 hours. After the reaction, the organic solvent in the reaction system was distilled off, the remaining oily solid was dissolved with chloroform, extracted and separated, the organic phase solution was combined, dried over anhydrous sodium sulfate, column chromatography (200-300 mesh silica gel, chloroform / petroleum ether =1:1 is eluent), obtains yellow solid 0.46g, is butane-bridged bis(3-(2-benzimidazolyl)-7-diethylaminocoumarin), yield is 42%. 1H NMR (400MHz, CDCl 3 ): δ7.99 (s, 2H, coumarin), 7.72 (...
Embodiment 2
[0017] Step 1: Drawing of working curve. The above-mentioned butane-bridged bis(3-(2-benzoimidazolyl)-7-diethylaminocoumarin) was dissolved in absolute ethanol to prepare 10 -4 mol / L solution (mother liquor), its ultraviolet-visible absorption spectrum in ethanol solution is as figure 2 shown. Prepare 10.00mL of alcohol solutions with a certain concentration gradient (alcohol levels are 35, 40, 45, 50, 55, 60, 65, and 70° respectively), add 0.25mL of the above-mentioned mother liquor to each group of alcohol solutions with a pipette, shake , shake well, and test the fluorescence titration spectrum in ethanol-water solution such as image 3 Shown, along with the reduction of alcohol content, the fluorescence emission intensity of solution at 482nm place linearly reduces (excitation wavelength 350nm). The fitting effect on the fluorescence intensity of each component at 482nm was good, and the linear correlation coefficient R was 0.998. Such as Figure 4 As shown, it is th...
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Abstract
The invention discloses a bishydroxycoumarin derivative and a preparation method thereof, and also provides an application of bishydroxyconumarin derivative in detecting alcoholic strength. The prepared bishydroxycoumarin derivative is low in cost and has obvious fluorescence-emission in a green-yellow light zone (480 to 560 nm) as a fluorescent probe. The fluorescence has regular linear quenching phenomenon in an alcohol solution with a certain concentration gradient, and a linear associated coefficient R is 0.998, which shows that the bishydroxycoumarin derivative has relatively high accuracy for detecting the alcoholic strength. In the detection range of the Baijiu alcoholic strength from 30 to 70 degrees, the accuracy deviation is less than + / -1 degree. By adopting the bishydroxycoumarin derivative and the preparation method thereof, a reliable technical support is provided for rapidly, inexpensively and accurately detecting the alcoholic strength.
Description
technical field [0001] The invention relates to a dicoumarin derivative and a preparation method thereof. Background technique [0002] Alcohol refers to the number of milliliters of ethanol (alcohol) contained in 100 milliliters of liquor at 20°C, that is, the percentage of volume (capacity). If the alcohol content is not up to standard, it will seriously affect the quality of liquor. In order to reduce costs, unscrupulous traders use low-alcohol wine as high-alcohol wine, so alcohol content detection is particularly important. The current methods for testing alcohol content include density bottle method, hydrometer method and distillation method, etc., but most of these methods require tedious sample pretreatment, which is time-consuming and labor-intensive. Due to its low cost, simple operation, real-time monitoring, high sensitivity and high selectivity and other advantages, fluorescent chemical sensors have always been a research hotspot in the fields of chemistry, env...
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