Activator for hydrogen peroxide and its application

Patent metadata

Field	Value
Publication number	US-9228294-B2
Application number	US-201414335929-A
Country	US
Kind code	B2
Filing date	Jul 20, 2014
Priority date	Apr 2, 2014
Publication date	Jan 5, 2016
Grant date	Jan 5, 2016

Abstract

The present invention provides a novel, non-toxic and eco-friendly hydrogen peroxide activator, a method for its production and its application. The activator can effectively activate H 2 O 2 under mild conditions, such as low temperature and nearly neutral aqueous solution, making it a more advantageous alternative to traditional activators. The novel activator can further expand the application of H 2 O 2 in the fields, such as textile, paper making and health care.

First claim

What is claimed is:

1. A hydrogen peroxide activator, wherein the structural formula of said activator is

wherein n is 3-5, the substituent W is hydrogen, alkyl, aryl, alkoxy, hydroxy, nitro, amino, halogen, mercapto, cyano or trifluoromethyl; the substituent X is hydrogen, alkyl, aryl, alkoxy, hydroxy, nitro, amino, halogen, mercapto, cyano or trifluoromethyl; the substituent Y is hydrogen, alkyl, aryl, alkoxy, hydroxy, nitro, amino, halogen, mercapto, cyano or trifluoromethyl; and the substituent Z is hydrogen, alkyl, aryl, alkoxy, hydroxy, nitro, amino, halogen, mercapto, cyano or trifluoromethyl.

2. The activator of claim 1 , wherein said structural formula is Formula IV:

3. The activator of claim 1 , wherein said structural formula is Formula V:

4. The activator of claim 1 , wherein said structural formula is Formula VI:

5. A method of producing the activator of claim 1 , comprising the steps of:
1) Synthesizing nicotinoyl-chloride or nicotinoyl-chloride derivatives by acyl chlorination of niacin or niacin derivatives;
2) Synthesizing the activator by reacting said nicotinoyl-chloride or nicotinoyl-chloride derivatives with lactam.

6. The method of claim 5 , wherein said Nicotinoyl-chloride or Nicotinoyl-chloride derivatives are synthesized by acyl chlorination of niacin or niacin derivatives and oxalyl chloride, wherein the mole ratio of niacin or niacin derivatives to oxalyl chloride is 1:1-1:2.5; the reaction is catalyzed by N,N-dimethylformamide and proceeds for 2-24 hours with the protection of an inert gas at a temperature from 0° C. to solvent reflux temperature.

7. The method of claim 6 , wherein niacin/niacin derivatives and oxalyl chloride are dissolved in toluene, tetrahydrofuran, acetonitrile, methylene chloride or ethyl acetate.

8. The method of claim 5 , wherein the molar ratio of said nicotinoyl-chloride or nicotinoyl-chloride derivatives to lactam is 1:1-1:2 in step 2), and nicotinoyl-chloride or nicotinoyl-chloride derivatives react with lactam under a temperature between room temperature and solvent reflux temperature for 3-24 hours with the protection of an inert gas.

9. The method of claim 5 , wherein said lactam is hexanolactam, oenantholactam or caprylolactam.

10. The method of claim 5 , wherein nicotinoyl-chloride or nicotinoyl-chloride derivatives and lactam are dissolved in toluene, tetrahydrofuran, acetonitrile, methylene chloride or ethyl acetate in step 2).

11. The method of claim 5 , further comprising washing the activator with one or more solvents selected from the group consisting of toluene, tetrahydrofuran, acetone, ethyl acetate, acetonitrile and methanol.

12. A method of using the activator of claim 1 for bleaching fine cotton fabric, comprising treating the fine cotton fabric with the activator of claim 1 and hydrogen peroxide.

13. A method of claim 12 , comprises treating 2 gram of cotton fabric with a mixture containing 30 mL of sodium dihydrogen phosphate/disodium hydrogen phosphate buffer (pH 7.2), 36 mmol/L of hydrogen peroxide solution 30%, w/v, 0.5 g/L of ethylene diamine tetraacetate, 0.5 g/L of sodium dodecyl benzene sulfonate and 30 mmol/L of the activator of claim 1 at 50° C. for 30 min.

Assignees

• Xu Changhai
• Sun Chang
• Wang mengze
• Du Jinmei
• Wei Dong
• Fu Shaohai
• Gao Weidong
• Univ Jiangnan

Inventors

• Xu Changhai
• Sun Chang
• Wang mengze
• Du Jinmei
• Wei Dong
• Fu Shaohai
• Gao Weidong

Classifications

• C11D3/392 Primary

  Heterocyclic compounds, e.g. cyclic imides or lactames · CPC title

• C11D3/28 Primary

  Heterocyclic compounds containing nitrogen in the ring · CPC title

• D06L3/021 Primary

  Textiles & Paper · mapped topic

• C11D11/0017

  Chemistry & Metallurgy · mapped topic

• C11D7/3281

  Heterocyclic compounds · CPC title