Antibacterial textile and method for preparing the same

Patent metadata

Field	Value
Publication number	US-11252964-B2
Application number	US-201715674546-A
Country	US
Kind code	B2
Filing date	Aug 11, 2017
Priority date	Feb 12, 2015
Publication date	Feb 22, 2022
Grant date	Feb 22, 2022

Abstract

A textile having a surface that is coated with a compound of formula I or formula II.

First claim

The invention claimed is:

1. An antibacterial textile comprising a surface being covalently modified by a compound having formula:

wherein R 1 represents OCN-L-NHCOO—R′ or OCN-L-NHCONH—R′; wherein L is a diisocyanate compound excluding both isocyanate groups, the diisocyanate compound is one selected from the group consisting of: isophorone diisocyanate (IPDI), toluene diisocynate (TDI), diphenylmethane diisocyanate (MDI), 1,5-naphthalene diisocyanate, tetramethyl diisocyanate, hexamethylene diisocyanate (HDI), p-phenyl diisocyanate, dimethylene phenyl diisocyanate, methylcyclohexane diisocyanate, and dicyclohexyl methane diisocyanate;
R′=—(CH 2 ) m , and m is a positive integer between 1 and 17;
or R′=—(CH 2 ) n O(CH 2 ) y , and n is a positive integer between 1 and 17; y is a positive integer between 1 and 17;
or R′=—(CH 2 ) m Ar, and m is a positive integer between 1 and 17, and Ar is aryl;
or R′=—(CH 2 ) n O(CH 2 ) y Ar, and n is a positive integer between 1 and 17; y is a positive integer between 1 and 17, and Ar is aryl;
R 4 represents —(CH 2 ) q , and q is a positive integer between 1 and 17;
R 5 is a mono-substituent or a poly-substituent on a pyridine ring, and is any one selected from —CH 3 , —CH 2 CH 3 , —F, —Cl, —Br, —OMe, —CN, or —NO 2 ; and
A represents —COO, or —SO 3 ,
wherein the modified textile is antibacterial and maintains at least 95% of its antibacterial properties after 50 washes.

2. The textile of claim 1 , wherein
R′=—(CH 2 ) m , and m is an integer between 1 and 6;
or R′=—(CH 2 ) n O(CH 2 ) y , and n is an integer between 1 and 6; y is an integer between 1 and 6;
or R′=—(CH 2 ) m Ar, and m is an integer between 1 and 6;
or R′=—(CH 2 ) n O(CH 2 ) y Ar, and n is an integer between 1 and 6; y is an integer between 1 and 6, and Ar is aryl;
and R 4 represents —(CH 2 ) q , and q is an integer between 1 and 6.

3. A method for preparing the textile of claim 1 , the method comprising:
1) soaking a raw textile in an antibacterial finishing solution containing the compound having the formula of claim 1 for between 10 s and 360 min; or brush coating or spray coating the raw textile with the antibacterial finishing solution containing the compound having the formula of claim 1 ;
2) drying the textile obtained from 1) to yield an intermediate; and
3) washing, shaping, and drying the intermediate to yield the antibacterial textile of claim 1 .

4. The method of claim 3 , wherein in 1), the raw textile is soaked in the antibacterial finishing solution containing the compound having the formula of claim 1 for between 10 and 120 min.

5. The method of claim 3 , wherein the textile obtained in 2) is once again soaked in the antibacterial finishing solution for between 10 s and 360 min, and the textile is once again dried, washed, shaped and dried to yield the antibacterial textile of claim 1 ; or the textile obtained in 2) is once again coated with the antibacterial finishing solution, and the textile is once again dried, washed, shaped and dried to yield the antibacterial textile of claim 1 .

6. The method of claim 3 , wherein the drying in 2) is performed at a temperature lower than 120° C.

7. The method of claim 3 , wherein the antibacterial finishing solution comprises:
between 0.5 and 20 wt. % of the compound having the formula of claim 1 ; and
between 80 and 99.5 wt. % of a solvent.

8. The method of claim 4 , wherein the antibacterial finishing solution comprises:
between 0.5 and 20 wt. % of the compound having the formula of claim 1 ; and
between 80 and 99.5 wt. % of a solvent.

9. The method of claim 5 , wherein the antibacterial finishing solution comprises:
between 0.5 and 20 wt. % of the compound having the formula of claim 1 ; and
between 80 and 99.5 wt. % of a solvent.

10. The method of claim 6 , wherein the antibacterial finishing solution comprises:
between 0.5 and 20 wt. % of the compound having the formula of claim 1 ; and
between 80 and 99.5 wt. % of a solvent.

11. The method of claim 7 , wherein the solvent is ethyl acetate, butyl acetate, chloroform, dichloromethane, tetrahydrofuran, acetone, butanone, ethyl alcohol, n-propanol, n-butanol, dimethylformamide, dimethylacetamide, dimethyl sulfoxide, or a mixture thereof.

12. The method of claim 8 , wherein the solvent is ethyl acetate, butyl acetate, chloroform, dichloromethane, tetrahydrofuran, acetone, butanone, ethyl alcohol, n-propanol, n-butanol, dimethylformamide, dimethylacetamide, dimethyl sulfoxide, or a mixture thereof.

13. The method of claim 9 , wherein the solvent is ethyl acetate, butyl acetate, chloroform, dichloromethane, tetrahydrofuran, acetone, butanone, ethyl alcohol, n-propanol, n-butanol, dimethylformamide, dimethylacetamide, dimethyl sulfoxide, or a mixture thereof.

14. The method of claim 10 , wherein the solvent is ethyl acetate, butyl acetate, chloroform, dichloromethane, tetrahydrofuran, acetone, butanone, ethyl alcohol, n-propanol, n-butanol, dimethylformamide, dimethylacetamide, dimethyl sulfoxide, or a mixture thereof.

15. The antibacterial textile of claim 1 , wherein the compound has a formula of

16. The textile of claim 1 , wherein the textile maintains at least 90% of its antibacterial properties after 100 washes.

17. The textile of claim 1 , wherein the textile has similar moisture permeability compared to the textile prior to the modification.

18. The textile of claim 1 , wherein the textile has similar fracture strength compared to the textile prior to the modification.

19. The textile of claim 1 , wherein the textile has similar elongation at break compared to the textile prior to the modification.

Assignees

• Univ Shenzhen

Inventors

• Chen Shiguo
• Yuan Lingjun
• Zhu Xingli
• Chen Shaojun
• Ge Zaochuan

Classifications

• A01N25/34

  Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group · CPC title

• D06M2101/06

  cellulosic · CPC title

• D06M13/463 Primary

  derived from monoamines · CPC title

• D06M15/00

  Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment (D06M10/00, D06M14/00 take precedence; {treatment with inorganic polyphosphates D06M11/72}) · CPC title

• D06M13/477

  having six-membered heterocyclic rings · CPC title