CN114018879A - Method for sensitively detecting lead in PVC basketball material - Google Patents
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- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6402—Atomic fluorescence; Laser induced fluorescence
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
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Abstract
The invention provides a method for sensitively detecting lead in a PVC basketball material, and relates to the technical field of functional material detection; the detection material disclosed by the invention is prepared by taking salicylaldehyde and aminofluorene as reaction raw materials through one-step polymerization reaction. Because the detection material simultaneously contains two metal ion action sites of imine and adjacent hydroxyl, the detection material has double-channel signal detection performance of ultraviolet absorption and fluorescence emission on lead ions in the basketball PVC material, is accurate and quick, and has obvious application value; the preparation method has the advantages of high yield, simple preparation process, easy implementation and the like, is suitable for industrial popularization, and creates favorable conditions for popularization and application of the detection material.
Description
Technical Field
The invention relates to the technical field of functional material detection, in particular to an optical detection method for lead ions in a PVC basketball material.
Background
The high efficiency and fast pace of modern society limit people to communicate and understand each other, but basketball courts provide opportunities for people. Basketball sport is a collective project, and can cultivate good quality of conglomeration, struggle and cooperation; basketball activity is a creative activity, tactics have specifications and personal characteristics, and the basketball activity has no fixed mode, so that participants need to timely and timely deal with various problems appearing on the field according to conditions, break fruits and quickly, and exercise and cultivate the ability to find, analyze and solve the problems. The basketball activity form can be different according to different people, and the amount of exercise can be adjusted at will, so the basketball sport system is suitable for wide participation of various crowds. All kinds of different participants can find a self-displaying mode on the playground, and the requirements of different levels of the participants are met. Therefore, basketball games have a very wide market. Basketball materials include polyvinyl chloride (PVC) materials, Polyurethane (PU) materials and the like; although the hand feeling and the low temperature resistance of the PVC basketball are slightly inferior to those of the PU synthetic leather, the PVC basketball has the advantages of water resistance, wear resistance, mildew resistance, saline-alkali resistance superior to that of the PU synthetic leather, price advantage, economy, practicability, good popularization type indoor and outdoor dual-purpose basketball skin material and wide consumer market. The content of heavy metal ions in the PVC basketball material is also a very important index. Once the content of the metal ions exceeds the standard, the service life of the basketball is shortened, and the metal ions can easily enter a human body along with food due to the touch of people in the basketball movement process; especially children and teenagers, basketball movement is one of the main movement forms during their growth, and after the activity, people can drink the basketball only after the hands are washed, and metal ions can enter the body to cause a series of diseases. For example, lead ions with high content in human body can reduce memory, cause anemia, nerve paralysis, renal function decline and other diseases, and lead children to short stature, low immunity, hyperactivity and inattention. Therefore, the development of a method for quickly and sensitively detecting the lead ions in the PVC basketball material has very important significance.
The traditional method for detecting metal ions in PVC basketball materials mainly comprises the technologies of chromatography and mass spectrometry, but the methods are troublesome to operate and are complexRequire expensive equipment and thus limit their widespread use. The fluorescence detection method has the characteristics of high sensitivity, low cost, easy operation and the like, and has become one of the hot spots of research of people. The fluorescence detection method realizes in-situ and real-time detection on a single molecule level, and the analysis result is sensitive and accurate. Based on different detection requirements, people have prepared a large number of fluorescent detection materials for detecting metal ions, and the fluorescent detection materials are widely applied to the fields of chemical production, environmental monitoring, life science and the like. The fluorene group has a rigid conjugated structure and has higher light stability; the imine group has stronger metal coordination capacity, and the introduction of the imine group into optical detection can increase the complexation and selectivity between the molecular material and metal ions and induce sensitive optical signal change. After combining the two, a series of fluorescent detection materials with different identification performances are developed [ D. Yang, X. Liu, Y. ZHou, L. Luo, J. Zhang, A. Huang, Q. Mao, X. Chen, L.Tang ].Anal. Methods, 2017,9, 1976-1990; X. Meng, D. Cao, Z. Hu, X. Han, Z. Li, W. Ma. RSC Adv., 2018, 8, 33947-33951]. But the existing fluorescence detection method is less in lead ion analysis reports when being used for basketball PVC materials.
Disclosure of Invention
The invention aims to provide a molecular material with a function of accurately detecting lead in a PVC basketball material.
The invention also aims to provide a method for detecting lead ions in the PVC basketball material, which has the advantages of rapidness, sensitivity, easy operation, easy popularization and the like.
In order to achieve the technical purpose, the invention adopts the following technical scheme:
a material with sensitive detection function on lead ions in a basketball PVC material has a molecular structure as follows:
a material with sensitive detection function on lead ions in a PVC basketball material is prepared by the following steps:
after alpha mmol of salicylaldehyde and beta mmol of aminofluorene are put into a round-bottom flask containing gamma mL of absolute ethyl alcohol, heating to reflux reaction for 3-5 hours; filtering a mixture obtained by the reaction, washing with absolute ethyl alcohol, and drying to obtain a tawny salicyl-aminofluorene material; the ratio of alpha, beta and gamma is 1:1: 15.
A material with sensitive detection function on lead ions in a basketball PVC material is prepared by the following reaction formula:
the invention has the following technical effects: the material with sensitive detection function on the lead ions in the basketball PVC material simultaneously contains two ion action sites of imine and ortho-hydroxyl, and the synergistic effect of the two has strong complexing ability on the lead ions; along with the continuous increase of the concentration of lead ions in the solution, the fluorescence emission of the detection material at the 370 nm position is obviously enhanced, meanwhile, the 355 nm maximum absorption peak disappears, no structural feature and wide absorption appear in the range of 260-500 nm, a sensitive dual-channel detection signal is presented, and the detection material is accurate, rapid and high in application value; the preparation process of the material with sensitive detection function on the lead ions in the basketball PVC material has the advantages of simple preparation process, mild reaction conditions, high yield and the like, is suitable for industrial implementation, and creates favorable conditions for popularization and application of the detection material.
Drawings
FIG. 1 is a nuclear magnetic hydrogen spectrum of the detection material obtained in example 1-2.
FIG. 2 shows the optical detection performance of the material with sensitive detection function on lead ions in basketball PVC material by adding different metal ions into 70% acetonitrile water solution.
FIG. 3 shows the fluorescence detection performance of the material with sensitive detection function on lead ions in the basketball PVC material by adding different metal ions into 70% methanol aqueous solution.
FIG. 4 shows the competitive performance of the material with sensitive detection function for lead ions in basketball PVC material with lead ions and other metal ions in 70% acetonitrile water solution.
Detailed Description
The invention discloses a material with sensitive detection function on lead ions in a basketball PVC material, which has the following molecular structure:
the catalyst can be prepared by one-step polymerization reaction by using salicylaldehyde and aminofluorene as raw materials, and the preparation reaction formula is as follows:
example 1
1 mmol of salicylaldehyde and 1 mmol of aminofluorene are put into a round-bottom flask containing 15 mL of absolute ethyl alcohol, and then the temperature is raised to reflux reaction for 3 hours; the reaction mixture was filtered, washed with absolute ethanol, and dried to give a tan material a, 171 mg, 60% yield.
Example 2
1 mmol of salicylaldehyde and 1 mmol of aminofluorene are put into a round-bottom flask containing 15 mL of absolute ethyl alcohol, and then the temperature is raised to reflux reaction for 5 hours; the reaction mixture was filtered, washed with absolute ethanol, and dried to give a tan material B, 173.9 mg, in 61% yield.
The materials A and B obtained in examples 1-2 were analyzed and determined to have consistent nuclear magnetic hydrogen spectra, and the data are as follows: in that1H NMR (CCl3D, 400 MHz), contains 1 OH proton signal peak: 13.74 (s, 2H); 1 proton signal peak on C = N-carbon: 10.30 (s, 2H); 11 aromatic ring proton signal peaks: 8.95 (s, 1H), 7.99 (m, 2H), 7.65 (d, 2H), 7.50 (d, 1H), 7.45 (t, 2H), 7.37 (t, 1H), 6.44 (d, 1H), 6.34 (s, 1H); CH on 2 fluorene groups2-proton signal peak: 4.0 (s, 2H), which is essentially in accordance with the theory of salicyl-aminofluorene. From this, it was confirmed that the molecular structure of the material A, B was:
Example 3
The optical detection performance of the salicylic-aminofluorene detection material on different metal ions in 70% acetonitrile water solution is as follows: in 70% acetonitrile in water at a concentration of 4X 10-5The salicylic-aminofluorene detection material with mol/L has a weak fluorescence emission peak near the 370 nm position; adding 10 times of equivalent Pb2+Then, the maximum fluorescence emission intensity of the detection material at the 370 nm position is increased by 13.4 times, the maximum absorption peak at the 355 nm position disappears, and meanwhile, the wide absorption without structural features appears in the range of 260-500 nm; other metal ions, e.g. Li+、Na+、K+、Ba2+、Ca2+、Mg2+、Co2+、Zn2+、Mn2+、Ni2+、Cd2+、Hg2+And the like, the spectrum of the detection material is hardly changed. This indicates that the salicylic-aminofluorene detection material is sensitive to Pb2+The ions have accurate dual optical detection properties.
Example 4
The optical detection performance of the salicylic-aminofluorene detection material on different metal ions in 70% methanol water solution is as follows: in 70% aqueous methanol at a concentration of 4X 10-5The detection material of salicylic-aminofluorene of mol/L has a weak fluorescence emission peak near the position of 368 nm; adding 10 times of equivalent Pb2+Then, the maximum fluorescence emission intensity at the position of 368 nm is increased by 3.9 times; other metal ions, e.g. Li+、Na+、K+、Ba2+、Ca2+、Mg2+、Co2+、Zn2+、Mn2+、Ni2+、Cd2+、Hg2+After the plasma is added, the fluorescence emission spectrum of the detection material is almost unchanged. This indicates that the salicyl-aminofluorene detection material is p-Pb in methanol solvent2+The ions have sensitive fluorescence detection properties.
Example 5
The selective competitive performance of the lead ions and other metal ions of the salicylic-aminofluorene detection material in 70% acetonitrile water solution is as follows: at a concentration of 4X 10-5Adding 10 times of equivalent Pb into 70% acetonitrile water solution of mol/L salicyl-aminofluorene detection material2+And other different metal ions. The spectral study shows that: adding 10 times of equivalent Pb into the salicylic-aminofluorene detection material2+Then, the weak fluorescence emission of the fluorescent material at the 370 nm position is obviously enhanced; when adding Pb2+With Li+、Na+、K+、Ba2+、Ca2+、Mg2+、Co2+、Zn2+、Mn2+、Ni2+、Cd2+、Hg2+After the metal ions are simultaneously added into the salicyl-aminofluorene detection material, only Pb is added into the fluorescence emission spectrum of the mixed system and the salicyl-aminofluorene detection material2+Similarly. Correspondingly, the salicyl-aminofluorene detection material is added with Pb simultaneously2+With Li+、Na+、K+、Ba2+、Ca2+、Mg2+、Co2+、Zn2+、Mn2+、Ni2+、Cd2+、Hg2+After metal ions are plated, only Pb is added into the material for detecting the ultraviolet spectrum change and the salicyl-aminofluorene2+Nearly, a wide absorption without structural features occurs in the range of 260-500 nm. This indicates that even Pb is present2+When the detection material coexists with other metal ions, the detection material of the salicyl-aminofluorene only treats Pb2+And the selective detection performance is good.
Example 6
Detection material of salicyl-aminofluorene for detecting Pb in PVC basketball material2+Actual detection performance of ions: weighing a certain amount of PVC basketball raw material, adjusting pH to be neutral by microwave digestion, acid dispelling and alkaline solution, and determining that the obtained PVC basketball raw material does not contain Pb based on an inductively coupled plasma method (ICP-MS)2+(ii) a Weighing a certain amount of basketball PVC raw material, adding a certain amount of Pb2+Preparing series Pb containing different concentrations by digesting, removing acid, adjusting pH to neutrality and fixing volume with distilled water2+The basketball PVC material solution detects Pb through a salicyl-aminofluorene material2+The reproduction rate. The results are shown in the table below, showing that the salicylic-aminofluorene detection material is sensitive to Pb2+The reproduction rate of the method is 100.5% -102%, and is within an allowable error range. This indicates a salicyl-amino groupFluorene detection material for detecting Pb in PVC basketball raw material2+The analysis and detection has higher accuracy and wide application prospect.
TABLE 1 detection of Pb in PVC basketball materials by salicylic-aminofluorene detection materials2+Actual detection performance of ions
| Adding Pb2+ (M ) | Detection of Pb2+ (M ) | Reproduction ratio (%) | R.S.D.a (%) | |
| Basketball PVC material | -- | -- | ||
| Synthesis solution 1b | 4.0 × 10-6 | (4.04 ± 0.02) × 10-6 | 101 | 1 |
| |
4.0 × 10-5 | (4.02 ± 0.03) × 10-5 | 100.5 | 0.5 |
| |
4.0 × 10-4 | (4.08 ± 0.02) × 10-4 | 102 | 2 |
a n = 3; bAdding Mg2+、Ca2+、Li+、Na+And K+Basketball PVC material (10.00 mu M), test condition of 40 mu M salicylic-aminofluorene detection material in acetonitrile-water (7:3) mixed solvent.
Claims (2)
1. A material for sensitively detecting lead ions in a PVC basketball material has the structure that:
2. the technical method for sensitively detecting the lead ions in the PVC basketball material as claimed in claim 1 is characterized in that the molecular material simultaneously contains two ionic action sites of imine and ortho-hydroxyl, has strong complexing ability to the lead ions, and has a sensitive ultraviolet and fluorescence double-channel detection function to the lead ions in the PVC basketball material.
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| NL2030282A NL2030282B1 (en) | 2021-10-13 | 2021-12-23 | Method for sensitive detection of lead in polyvinyl chloride (pvc)-based basketball material |
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| US4229528A (en) * | 1978-11-13 | 1980-10-21 | Smith Robert E | Fluorescence method for enzyme analysis which couples aromatic amines with aromatic aldehydes |
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| CN107235838A (en) * | 2017-05-05 | 2017-10-10 | 浙江大学 | Metal-organic framework material for heavy metal lead ion detection and preparation method thereof |
| CN110407717A (en) * | 2018-04-27 | 2019-11-05 | 北京市环境保护科学研究院 | A kind of fluorenes fluorescence probe and preparation method thereof of p- diethylin salicylide modification |
| CN113121385A (en) * | 2021-04-15 | 2021-07-16 | 德州学院 | Detectable aquatic Fe3+、Al3+、Cu2+And Zn2+Fluorescent molecular sensor and application |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4229528A (en) * | 1978-11-13 | 1980-10-21 | Smith Robert E | Fluorescence method for enzyme analysis which couples aromatic amines with aromatic aldehydes |
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