Isoxazoles, a process for their preparation and uses thereof

Patent metadata

Field	Value
Publication number	US-9834524-B2
Application number	US-201615284708-A
Country	US
Kind code	B2
Filing date	Oct 4, 2016
Priority date	Oct 7, 2015
Publication date	Dec 5, 2017
Grant date	Dec 5, 2017

Abstract

The present invention relates to novel isoxazoles, a process for their preparation and their use in the preparation of technical textiles and PPE's (Personal Protective Equipments), namely in the preparation of UV-protective and anti-infective textiles and garments.

First claim

What is claimed is:

1. A compound of formula (I):

wherein
R1 is a non-substituted aromatic fused polycyclic hydrocarbon having 10 to 18 carbon atoms and;
R2 is a non-substituted, saturated or unsaturated, linear or branched, acyclic C1-C10 group.

2. The compound according to claim 1 , wherein said R 1 is selected from the group consisting of naphthalenyl, anthracenyl and pyrenyl groups.

3. The compound according to claim 1 , wherein said R 1 is a group selected from the group consisting of 1-naphthalenyl; 2-naphthalenyl; 9-anthracenyl and 1-pyrenyl groups.

4. The compound according to claim 1 , wherein said R 2 is a C1-C4 alkyl group.

5. The compound according to claim 4 , wherein said R 2 is a methyl group.

6. The compound according to claim 1 wherein said compound is selected from the group consisting of 3-methyl-N-(1-naphthalenylmethylen)-5-isoxazolamine, 3-methyl-N-(2-naphthalenylmethylen)-5-isoxazolamine, 3-methyl-N-(9-phenanthrenylmethylen)-5-isoxazolamine and 3-methyl-N-(2-pyrenylmethylen)-5-isoxazolamine.

7. A method to make fabrics sun-protective and anti-infective, comprising treating said fabrics with at least one compound according to claim 1 .

8. A clothing or personal protective equipment (PPE) comprising a fabric treated with at least a compound of claim 1 .

9. A process for the preparation of a compound according to claim 1 , said process comprising reacting compounds of formula (II) and (III) according to the following scheme

in an appropriate solvent with an acidic catalyst.

10. The process of claim 9 , wherein a molar ratio of compound (II)/compound (III) is 1/1.

11. The process of claim 9 , wherein said solvent is toluene or ethanol.

12. The process of claim 9 , wherein said acidic catalyst is p-toluenesulfonic acid (TsOH).

13. The process of claim 9 , wherein said reacting further includes reacting in one or more absorbent agents.

14. The method of claim 7 , wherein said fabrics are cotton fabrics.

15. The method of claim 7 , wherein said fabrics are denim.

Assignees

• Sanko Tekstil Isletmeleri San Ve Tic As

Inventors

• Aker Acelya
• OCAL Nuket
• ERGINDEMIR Hikmet Nil
• Hamitbeyli Agamirze

Classifications

• A01N43/80

  five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2 · CPC title

• B65D65/42

  Applications of coated or impregnated materials · CPC title

• A01N25/08

  containing solids as carriers or diluents · CPC title

• C07D261/14 Primary

  Nitrogen atoms · CPC title

• D06M2200/25

  Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments · CPC title