Methods for recovering and analyzing amines

Patent metadata

Field	Value
Publication number	US-10119945-B2
Application number	US-201313942954-A
Country	US
Kind code	B2
Filing date	Jul 16, 2013
Priority date	Jul 18, 2012
Publication date	Nov 6, 2018
Grant date	Nov 6, 2018

Abstract

The objects of embodiments in the present disclosure are to provide a method capable of recovering two or more amine compounds at the same time from a gas or solution, and also to provide a method capable of analyzing the recovered amines.
The amine-recovering method comprises the steps (A) and (B). In the step (A), the gas or solution is brought into contact with a solid adsorbent so that the adsorbent may retain the amines. In the step (B), the amines retained by the adsorbent in the step (A) are eluted out by use of a basic compound-containing organic solvent. The solid adsorbent has a substituent group represented by —SO 3 M (M is H or an alkali metal).

First claim

The invention claimed is:

1. A method for recovering at least one nitrosamine contained in a solution, comprising:
controlling a pH value of solution in the range of from 1 to 7 and bringing the solution into contact with a solid adsorbent packed in a cartridge or column so that the solid adsorbent retains the at least one nitrosamine, the solid adsorbent comprising an adsorbent support and a substituent group combining with the adsorbent support, said adsorbent support being selected from the group consisting of silica gel, alumina, glass, kaolin, mica, talc, hydrated alumina, Wollastonite, iron powder, potassium titanate, titanium oxide, zinc oxide, silicon carbide, silicon nitride, calcium carbonate, carbon, barium sulfate, boron, ferrite, cellulose, and activated carbon, and
said substituent group being represented by —(CH 2 ) w —C 6 H 4 —SO 3 H or —Si(CH 3 ) 2 —CH 2 —C 6 H 4 —SO 3 H,
wherein w is an integer satisfying the condition of 4≤w≤1000; and

eluting out the at least one nitrosamine retained by the solid adsorbent with a basic compound-containing organic solvent, wherein said eluting is performed while applying a pressure,
wherein the organic solvent is selected from the group consisting of methanol, ethanol, 2-propanol, and acetone.

2. The method according to claim 1 ,
wherein the basic compound-containing organic solvent is methanol comprising ammonia in an amount of 0.5 to 10 wt %.

3. The method according to claim 1 ,
wherein the basic compound-containing organic solvent further comprises:
water or
an aqueous solution comprising an acid in an amount of 5 wt % or less.

4. The method according claim 1 ,
wherein the solid adsorbent is in the form of a column.

5. The method according to claim 1 ,
wherein the at least one nitrosamine was previously used in a carbon dioxide-recovering method comprising:
bringing a gas containing carbon dioxide into contact with a basic absorption solution so that the basic absorption solution absorbs the carbon dioxide, and
dissociating the carbon dioxide absorbed in the basic absorption solution from the basic absorption solution.

6. The method according to claim 1 , the method further comprising:
analyzing at least one nitrosamine recovered;
wherein the at least one nitrosamine is analyzed in a manner selected from the group consisting of high performance liquid chromatography, high performance liquid chromatography-mass spectrometry, gas chromatograph flame ionization detection, and gas chromatograph-mass spectrometry.

7. The method according to claim 1 ,
wherein the at least one nitrosamine is in the solution.

8. The method of claim 1 ,
wherein the substituent group of the solid adsorbent is —(CH 2 ) w —C 6 —SO 3 H wherein w is an integer satisfying the condition of 4≤w≤1000.

9. The method of claim 1 ,
wherein the substituent group of said solid adsorbent is Si(CH 3 ) 2 —CH 2 —C 6 H 4 —SO 3 H.

10. The method according to claim 1 ,
wherein the solution further comprises at least one additional amine.

11. The method according to claim 1 ,
wherein the pH of solution is from 1 to 5.

12. The method according to claim 3 ,
wherein said basic compound-containing organic solvent further comprises:
an aqueous solution comprising phosphoric acid in an amount of 5 wt % or less.

13. The method according to claim 1 ,
wherein a basic compound of the basic compound-containing organic solvent is not a pyridine.

14. The method according to claim 1 , wherein the organic solvent comprises methanol.

15. The method according to claim 1 , wherein the organic solvent comprises ethanol.

16. The method according to claim 1 , wherein the organic solvent comprises 2-propanol.

17. The method according to claim 1 , wherein the organic solvent comprises acetone.

Assignees

• Toshiba Kk

Inventors

• Watando Hiroko
• Kuboki Takashi

Classifications

• G01N30/96 Primary

  using ion-exchange (G01N30/02, G01N30/90 take precedence) · CPC title

• C07C241/00

  Preparation of compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes · CPC title

• Y02C10/06

  Cross-Sectional Technologies · mapped topic

• Y10T436/170769

  N-Nitroso containing [e.g., nitrosamine, etc.] · CPC title

• B01J39/17

  containing also inorganic materials, e.g. inert material coated with an ion-exchange resin · CPC title