CN104370771A - Bromosalicylaldehyde-based mono-schiff base and use thereof - Google Patents
Bromosalicylaldehyde-based mono-schiff base and use thereof Download PDFInfo
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- CN104370771A CN104370771A CN201410519052.XA CN201410519052A CN104370771A CN 104370771 A CN104370771 A CN 104370771A CN 201410519052 A CN201410519052 A CN 201410519052A CN 104370771 A CN104370771 A CN 104370771A
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- schiff
- bromo
- base
- aldehyde radical
- bigcatkin willow
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Abstract
The invention discloses a bromosalicylaldehyde-based mono-schiff base and a use thereof. The bromosalicylaldehyde-based mono-schiff base has a molecular structural formula shown in the following description, can be used in the field of cation recognition and has a Co<2+> selective recognition capability. The bromosalicylaldehyde-based mono-schiff base has obvious bonding identification effects on Co<2+> and has a latent application value in the field of environment monitoring.
Description
Technical field
The present invention relates to a kind of bromo bigcatkin willow aldehyde radical list Schiff's base and the application in cations recognition field thereof.
Background technology
Cobalt metal has widespread use in magneticsubstance, plating, glass, dyeing, medicine medical treatment etc., has potential meaning to the research of its related direction such as colorimetric sensor and title complex.Therefore, the chemical sensor developing the concentration of cobalt ions that can measure quickly and accurately in environment in actual life has great importance to environment measuring.
Summary of the invention
The object of this invention is to provide a kind of bromo bigcatkin willow aldehyde radical list Schiff's base and application thereof.
The molecular structural formula of bromo bigcatkin willow aldehyde radical list Schiff's base of the present invention is:
。
Above-mentioned bromo bigcatkin willow aldehyde radical list Schiff's base is applied in cations recognition field, to Co
2+there is Selective recognition ability.
Bromo bigcatkin willow aldehyde radical list Schiff's base of the present invention is to Co
2+there is obvious bonding recognition reaction, in fields such as environmental monitorings, there is potential using value.
Accompanying drawing explanation
Fig. 1 is the schematic arrangement of bromo bigcatkin willow aldehyde radical list Schiff's base of the present invention.
Fig. 2 is the building-up reactions formula of bromo bigcatkin willow aldehyde radical list Schiff's base in the embodiment of the present invention.
Fig. 3 is that the obtained bromo bigcatkin willow aldehyde radical list Schiff's base of the embodiment of the present invention is to cationic response fluorescence spectrum figure.
Embodiment
embodiment:
(1) synthesis of bromo bigcatkin willow aldehyde radical list Schiff's base
According to following reaction formula synthetic bromide for bigcatkin willow aldehyde radical list Schiff's base:
。
Concrete steps are:
1 mmole 3 is added in the there-necked flask of 50 milliliters, the bromo-Benzaldehyde,2-hydroxy of 5-bis-(0.5598 gram) and 20 milliliters of dehydrated alcohols, after dissolving completely, stir, control temperature is at 8 ~ 10 DEG C of low-temp reactions, at the uniform velocity drip the mixing solutions of 1 mmole 3-carboxyanilino and 5 milliliters of dehydrated alcohols again, stirring reaction is continued 1 hour after dripping, leave standstill suction filtration after 0.5 hour and wash twice respectively with dehydrated alcohol and anhydrous diethyl ether, with acetone-dehydrated alcohol mixed solvent recrystallization that volume ratio is 3:1, in the vacuum drying oven that the yellow powder crystal obtained is placed on 40 DEG C dry 24 hours for subsequent use, be bromo bigcatkin willow aldehyde radical list Schiff's base.
The performance of the bromo bigcatkin willow aldehyde radical list Schiff's base that the present embodiment obtains is as follows:
Solubility property: be soluble in methyl-sulphoxide, (DMF) DMF, methylene dichloride, chloroform solvent, be slightly soluble in methyl alcohol, ethanol equal solvent, more stable under normal temperature.Productive rate: 85%, m.p. 178.0 ~ 179.0 ° of C. MS, m/z:397.85 (M-);
1h NMR (500 MHz, DMSO-d6) δ 14.33 (s, 1H, OH), 9.08 (s; 1H, HC=N), 8.02 ~ 7.60 (m, 6H, ArH); 3.35 (br s, 1H, COOH), 2.50 (s, solvent peaks); IR (KBr, ν/cm-1): 3447,2926,1693,1615 (-C=N), 1439,1385,1303,1163,1094,919,870,684; Anal.Calcd.for C
14h
9br
2nO
3(%): C 42.14, H 2.27, N 3.51; Found:C 42.17, H 2.24, N 3.55.
(2) application of bromo bigcatkin willow aldehyde radical list Schiff's base that obtains of the present embodiment
Cations recognition: the bromo bigcatkin willow aldehyde radical list Schiff's base that the present embodiment is obtained is dissolved in DMF (DMF) solvent, makes its concentration be 1 × 10
-5molL
-1; It is in the mixed solvent of DMF-distilled water of 4:1 that metal-salt (vitriol or muriate) is dissolved in volume ratio, makes its concentration be 1 × 10
-5molL
-1.Altogether select 19 metal ion species, comprised alkalimetal ion: Na
+, K
+, alkaline-earth metal ions: Mg
2+, Ca
2+, Ba
2+, transition metal ion: Ti
4+, Cr
3+,mn
2+, Fe
2+, Fe
3+, Co
2+, Ni
2+, Cu
2+, Zn
2+, Cd
2+, Hg
2+, rare earth ion: Ce
4+, and other metal ion: Al
3+, Pb
2+.
By the DMF solution of above-mentioned obtained bromo bigcatkin willow aldehyde radical list Schiff's base and metal salt solution by volume for 2:1 is mixed with mixed solution system, and be placed in dark surrounds 24 hours, after question response system reaches balance, the fluorescence emission spectrum carrying out each individual system measures.Fig. 3 is the fluorescence spectrum figure that bromo bigcatkin willow aldehyde radical list Schiff's base responds positively charged ion.
From the experimental result of Fig. 3, in 19 kinds of positively charged ions of test, only has Co
2+show with bromo bigcatkin willow aldehyde radical list Schiff's base and significantly respond effect; As shown in Figure 3, when adding Co
2+after, its fluorescence intensity there occurs significantly and weakens Quenching, reduces 14 times than the fluorescence intensity of simple bromo bigcatkin willow aldehyde radical list Schiff's base; Bromo bigcatkin willow aldehyde radical list Schiff's base and Co are described
2+show obvious bonding recognition reaction.Therefore bromo bigcatkin willow aldehyde radical list Schiff's base can as a kind of highly selective Co
2+fluorescent probe, has potential using value in fields such as environmental monitorings.
Claims (2)
1. a bromo bigcatkin willow aldehyde radical list Schiff's base, is characterized in that the molecular structural formula of this bromo bigcatkin willow aldehyde radical list Schiff's base is:
。
2. the application of bromo bigcatkin willow aldehyde radical list Schiff's base according to claim 1, is characterized in that described bromo bigcatkin willow aldehyde radical list Schiff's base is applied to Co
2+carry out Selective recognition.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410519052.XA CN104370771A (en) | 2014-10-06 | 2014-10-06 | Bromosalicylaldehyde-based mono-schiff base and use thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410519052.XA CN104370771A (en) | 2014-10-06 | 2014-10-06 | Bromosalicylaldehyde-based mono-schiff base and use thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104370771A true CN104370771A (en) | 2015-02-25 |
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Country Status (1)
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108640888A (en) * | 2018-06-14 | 2018-10-12 | 淮阴师范学院 | A kind of double fluoro- 4- morpholinyl phenylamines schiff bases of halogenated salicylaldehyde contracting 3- and its preparation method and application |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013053012A (en) * | 2011-08-31 | 2013-03-21 | National Institute Of Advanced Industrial Science & Technology | Organic molecule (schiff base molecule)-including fibrous alumina self-supporting membrane and method of manufacturing the same, and detection method/recovery method for transition metal ion in water with this composite membrane |
| CN103113393A (en) * | 2013-03-07 | 2013-05-22 | 桂林理工大学 | Amino acid schiff base transition metal complex and application thereof |
-
2014
- 2014-10-06 CN CN201410519052.XA patent/CN104370771A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013053012A (en) * | 2011-08-31 | 2013-03-21 | National Institute Of Advanced Industrial Science & Technology | Organic molecule (schiff base molecule)-including fibrous alumina self-supporting membrane and method of manufacturing the same, and detection method/recovery method for transition metal ion in water with this composite membrane |
| CN103113393A (en) * | 2013-03-07 | 2013-05-22 | 桂林理工大学 | Amino acid schiff base transition metal complex and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| 殷德飞等: "含席夫碱基的螺吡喃双功能光致变色材料的合成及性质", 《高等学校化学学报》 * |
| 江道勇等: ""一种氨基酸Schiff碱及其铜、锌配合物的合成及抑菌活性"", 《化学试剂》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108640888A (en) * | 2018-06-14 | 2018-10-12 | 淮阴师范学院 | A kind of double fluoro- 4- morpholinyl phenylamines schiff bases of halogenated salicylaldehyde contracting 3- and its preparation method and application |
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Application publication date: 20150225 |