CN104610118A - Phenylthiourea derivative and application thereof - Google Patents

Phenylthiourea derivative and application thereof Download PDF

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Publication number
CN104610118A
CN104610118A CN201510085868.0A CN201510085868A CN104610118A CN 104610118 A CN104610118 A CN 104610118A CN 201510085868 A CN201510085868 A CN 201510085868A CN 104610118 A CN104610118 A CN 104610118A
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China
Prior art keywords
phenylthiourea derivative
derivative
phenylthiourea
application
ion
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CN201510085868.0A
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Chinese (zh)
Inventor
丁国华
赵永
甘园园
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Guilin University of Technology
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Guilin University of Technology
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Priority to CN201510085868.0A priority Critical patent/CN104610118A/en
Publication of CN104610118A publication Critical patent/CN104610118A/en
Pending legal-status Critical Current

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Abstract

The invention discloses a phenylthiourea derivative and application thereof. A molecular structural formula of the phenylthiourea derivative is shown in the specification. The phenylthiourea derivative is applied to the cation recognition field, has the Cu<2+> selective recognition capability and has potential application values in the fields of environmental monitoring, and the like.

Description

A kind of phenylthiourea derivative and application thereof
Technical field
The present invention relates to a kind of phenylthiourea derivative and the application in cations recognition thereof.
Background technology
Cupric ion is widely used in industrial production and daily life, and the ion (copper) of copper, for biological, no matter be animal or plant, is then required element.It is a kind of required trace element in human body, plays an important role in the growth of human body, metabolism and immunity system process.Human body lacks copper can cause anaemia, paratrichosis, and bone and artery exception, so that cerebral disorders; If but superfluous or improper use, liver cirrhosis, diarrhoea, vomiting, dyskinesia and sensory nerve obstacle can be caused and a series of potential hazard can be caused to the ecosystem.Therefore cupric ion is indispensable, can not be excessive, otherwise can cause a series of serious problems.So exploitation can measure the chemical sensor of the copper ion concentration in environment quickly and accurately or probe has very important significance for clinical treatment and environmental applications field.
Summary of the invention
The object of this invention is to provide a kind of phenylthiourea derivative and application thereof.
The molecular structural formula of phenylthiourea derivative of the present invention is:
Above-mentioned phenylthiourea derivative is applied in cations recognition field, to Cu 2+there is Selective recognition ability.In fields such as environmental monitorings, there is potential using value.
Accompanying drawing explanation
Fig. 1 is the schematic arrangement of phenylthiourea derivative of the present invention.
Fig. 2 is the fluorescence spectrum figure that phenylthiourea derivative that the embodiment of the present invention obtains responds positively charged ion.
Embodiment
embodiment:
(1) synthesis of phenylthiourea derivative
According to following reaction formula synthesis of phenyl thiourea derivative:
Concrete steps are:
Get 0.3753 gram of carbamyl hydrazine (5 mmole) be placed in 50 milliliters of there-necked flasks and dissolve with 10 ml distilled waters, separately measure 0.6 milliliter of thiocarbanil and be dissolved in 15 milliliters of dehydrated alcohols, water bath with thermostatic control control temperature is at 75 ~ 80 DEG C, the latter is slowly instilled the former, a large amount of white precipitates is there is in back flow reaction after 4 hours, cooling leaves standstill suction filtration after 4.5 hours, and respectively washs three times with dehydrated alcohol and distilled water, and being placed in that vacuum drying oven is dry must crude product.With the distillation water-ethanol mixed solvent recrystallization that volume ratio is 4:1, after drying, obtain target compound.Productive rate: 79%.MS-ESI:m/z 209.0 (MH-);Calcd. Mr:210.26;IR(KBr,ν/cm-1): 3390, 3273, 3252, 3194, 2360, 1655, 1614, 1541, 1517, 1449, 1410, 1354, 1258, 1217, 1132, 1094, 1026, 927, 867, 770, 734, 689, 643。
(2) application of phenylthiourea derivative that obtains of the present embodiment
Cations recognition: the phenylthiourea derivative that the present embodiment is obtained is dissolved in DMF (DMF) solvent, makes its concentration be 1 × 10 -4molL -1; Metal-salt (vitriol or muriate) being dissolved in volume ratio is in the DMF-distilled water mixed solvent of 4:1, makes its concentration be 1 × 10 -4molL -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 phenylthiourea derivative and metal salt solution by volume 2:1 be 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. 2 is the fluorescence spectrum figure that phenylthiourea derivative responds positively charged ion.
From the experimental result of Fig. 2, in 19 kinds of positively charged ions of test, only has Cu 2+show with phenylthiourea derivative and significantly respond effect; As shown in Figure 2, when adding Cu 2+after, its fluorescence intensity significantly strengthens, and there occurs obvious blue shift.Phenylthiourea derivative and Cu are described 2+show obvious bonding recognition reaction.Therefore phenylthiourea derivative can as a kind of highly selective Cu 2+fluorescent probe, has potential using value in fields such as environmental monitorings.

Claims (2)

1. a phenylthiourea derivative, is characterized in that the molecular structural formula of this phenylthiourea derivative is:
2. the application of phenylthiourea derivative according to claim 1, is characterized in that described phenylthiourea derivative is applied to Cu 2+carry out Selective recognition.
CN201510085868.0A 2015-02-21 2015-02-21 Phenylthiourea derivative and application thereof Pending CN104610118A (en)

Priority Applications (1)

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CN201510085868.0A CN104610118A (en) 2015-02-21 2015-02-21 Phenylthiourea derivative and application thereof

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CN201510085868.0A CN104610118A (en) 2015-02-21 2015-02-21 Phenylthiourea derivative and application thereof

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CN104610118A true CN104610118A (en) 2015-05-13

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105675557A (en) * 2016-01-07 2016-06-15 济南大学 New method for detecting content of thiourea based on benzyne fluorescent reagent
CN108164448A (en) * 2017-12-27 2018-06-15 南京晓庄学院 A kind of anthraquinone derivative and synthetic method and application

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103159654A (en) * 2013-03-28 2013-06-19 桂林理工大学 Thiourea derivative and application

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103159654A (en) * 2013-03-28 2013-06-19 桂林理工大学 Thiourea derivative and application

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
A. DUTTA AHMED 等: "N-THIOCARBAMOYL-N"-CARBAMOYL HYDRAZINE DERIVATIVES AND THEIR METAL COMPLEXES", 《J.INORG,NUCL.CHEM》 *
M.M. SINGH 等: "Thiosemicarbazide, phenyl isothiocyanate and their condensation product as corrosion inhibitors of copper in aqueous chloride solutions", 《MATERIALS CHEMISTRY AND PHYSICS》 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105675557A (en) * 2016-01-07 2016-06-15 济南大学 New method for detecting content of thiourea based on benzyne fluorescent reagent
CN108164448A (en) * 2017-12-27 2018-06-15 南京晓庄学院 A kind of anthraquinone derivative and synthetic method and application
CN108164448B (en) * 2017-12-27 2018-10-09 南京晓庄学院 A kind of anthraquinone derivative and synthetic method and application

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Application publication date: 20150513