Metal coordination complex for detection of vapors and anions and process for the preparation thereof

Patent metadata

Field	Value
Publication number	US-9891200-B2
Application number	US-201515507554-A
Country	US
Kind code	B2
Filing date	Aug 28, 2015
Priority date	Aug 29, 2014
Publication date	Feb 13, 2018
Grant date	Feb 13, 2018

Abstract

The present invention discloses novel multi-action copper complexes which are used for reversible vapochromic detection of polar solvents as well as anion sensing in both aqueous and non-aqueous media.

First claim

We claim:

1. A complex of formula X

Wherein R 1 , R 2 , R 3 and R 4 is selected from H 2 O or NO 3 ;
Provided that when R 1 , and R 3 is NO 3 then R 2 and R 4 is absent.

2. The complex as claimed in claim 1 , wherein representative compound of formula X are

and

3. The complex as claimed in claim 1 , wherein said complex shows vapochromic behavior for polar solvent within a minute.

4. The complex as claimed in claim 3 , wherein the polar solvent is selected from the group consisting of methanol, ethanol, acetone, dimethylformamide, dimethyl sulfoxide and Tetrahydrofuran.

5. The complex as claimed in claim 1 , wherein said complex showed colour change in the solid state.

6. A process for the synthesis of complex of formula X as claimed in claim 2 the said process comprising the steps of:
a. adding triethylamine (Et 3 N) to a stirred solution of isonicotinoylchloride in dichloromethane (DCM) followed by adding 2-phenethylamine with stirring for period in the range of 7 to 8 hrs at room temperature in the range of 20 to 30° C. to obtain N-phenethylisonicotinamide ligand;
b. adding methanolic solution of N-phenethylisonicotinamide ligand of step (a) to Cu(NO 3 ) 2 ·3H 2 O with stirring followed by refluxing, filtering and separating the solution in two parts;
c. crystallizing one part of the solution as obtained in step (b) in methanol to yield blue coloured needle shaped crystals of complex of formula (1) and crystallizing the second part of the solution as obtained in step (b) in a MeOH-water mixture to obtain green coloured plates of complex of formula (2);
d. adding water to the blue crystals of formula 1 to obtain green crystal of formula 2 and suspending green crystals of formula 2 in methanol to yield blue crystals of formula 1.

7. A process for selective, naked eye detection of anions in aqueous and non-aqueous medium using complex of formula X of claim 1 comprising the steps of:
i. suspending the powder of complex of formula X in aqueous solution of tetrabutylammonium (TBA) or ammonium salts, alkali metal salts of various anions in the ratio 20:1 followed by observing the change in colour of the solid sample.

8. The process as claimed in claim 7 , wherein the anions are selected from the group consisting of chloride, bromide, nitro, thiocynate, formate and acetate.

9. The process as claimed in claim 7 , wherein said process may comprises co-grinding the powder of complex of formula X with tetrabutylammonium (TBA) or ammonium salts, alkali metal salts of various anions for period in the range of 2 to 5 minutes followed by observing the change in colour of the solid sample.

Assignees

• Council Scient Ind Res

Inventors

• Puranik Vedavati Gururaj
• Gonnade Rajesh Ghanshyam
• Gawade Rupesh Liladhar

Classifications

• G01N33/182

  Specific anions in water · CPC title

• G01N31/22 Primary

  using chemical indicators (G01N31/02 takes precedence) · CPC title

• C07F1/08

  Copper compounds · CPC title

• G01N21/783

  for analysing gases · CPC title

• C07B2200/13

  Crystalline forms, e.g. polymorphs · CPC title