Use of substituted 2-(2'-hydroxyaryl)-2H-benzotriazolesulfonates as photostabilizing agents for natural and synthetic fibres

• US 4,770,667 A
• Filed: 03/17/1987
• Issued: 09/13/1988
• Est. Priority Date: 12/07/1982
• Status: Expired due to Term

• Current Assignee: Board of Regents of the University of Texas System (University of Texas System)
• Original Assignee: Board of Regents of the University of Texas System (University of Texas System)
• Inventors: Rosevear, Judi, Wilshire, John F. K., Waters, Peter J., Leaver, Ian H., Evans, Neil A.
• Primary Examiner(s): CLINGMAN, A
• Application Number:
  US07/026,737
• Time in Patent Office: 546 Days
• Field of Search: 8/128 R, 8/115.58, 8/490
• US Class Current: 8/128.1
• CPC Class Codes: C07D 249/20 with aryl radicals directly attached in position 2
• CPC Class Codes: D06M 13/352 having five-membered heterocyclic rings
• CPC Class Codes: D06P 1/6426 Heterocyclic compounds
• CPC Class Codes: Y10S 8/917 Wool or silk

Abstract

A method for protecting synthetic and natural fibres against phototendering. The method comprises treating the fibres with a substituted benzotriazolesulfonate of the following formula: ##STR1## wherein (I) R₁ is hydrogen or halogen, R₂ is hydrogen or alkyl, R₃ is hydrogen or hydroxy, R₄ is --SO₃ X where X is hydrogen or an alkali metal, and R₅ is hydrogen, with the proviso that R₂ is not methyl when R₁ and R₃ are hydrogen; or

(II) R₁, R₃ and R₄ are hydrogen, R₂ is --SO₃ X where X is hydrogen or an alkali metal, and R₅ is --OR₆ where R₆ is hydrogen or alkyl; or

(III) R₁ is hydrogen or halogen, R₂ is --SO₃ X where X is hydrogen or an alkali metal, R₃ and R₅ are hydrogen, and R₄ is hydrogen, alkyl or benzyl; or

(IV) R₁ is --SO₃ X where X is hydrogen or an alkali metal, R₂ is alkyl, R₃ and R₅ are hydrogen, and R₄ is hydrogen or alkyl;

under acidic conditions. The method is particularly suitable for treating wool, silk and nylon fibres, including blends thereof.

Claims

1. A method for protecting fibres against phototendering which comprises treating the fibres under acidic conditions with a substituted benzotriazolesulfonate of the following formula:

##STR11## wherein R₁ is hydrogen or halogen, R₂ is --SO₃ X where X is hydrogen or an alkali metal, R₃ and R₅ are hydrogen, and R₄ is alkyl or benzyl.

2. A method as defined in claim 1, wherein said acidic conditions involve adjustment to a pH within the range of 2.0-5.5 with sulphuric acid.

3. A method as defined in claim 1, in which the fibre is treated for about 90 minutes at about 80°

C.

4. A method as defined in claim 2, in which the fibre is treated for about 90 minutes at about 80°

C.

5. A method as defined in any one of claims 1-4, in which the substituted benzotriazolenesulfonate is in an aqueous liquor and the liquor and fibre are in a ratio of about 60:

1.

6. A method as defined in any one of claims 1-4, in which the fibre is wool, including dyed wool, silk, nylon or blends thereof.

7. A method as defined in any one of claims 1-4, in which, in the formula of the substituted benzotriazolesulfonate, the halogen is chlorine, the alkali metal is sodium, and the alkyl is methyl, ethyl, propyl (n and i), butyl (s and t), or t-amyl.

8. A method as defined in claim 1, in which, in the formula of the substituted benzotriazolesulfonate:

R₁ is hydrogen, X is sodium, and R₄ is n-propyl, i-propyl, s-butyl or benzyl.

9. A method as defined in claim 1, in which, in the formula of the substituted benzotriazolesulfonate:

R₁ is hydrogen, X is sodium and R₄ is i-propyl.

10. A method as defined in claim 1, in which, in the formula of the substituted benzotriazolesulfonate:

R₁ is hydrogen;

R₄ is methyl, ethyl, propyl (n or i);

butyl (s or t) or t-amyl.

11. The method of claim 10 wherein R₄ is t-butyl.

15. The method of claim 1 wherein the fibre is a natural fibre.

16. The method of claim 1 wherein the fibre is a synthetic fibre.

12. A fibre which has been treated against phototendering with an agent which comprises a substituted benzotriazolesulfonate of the following formula:

##STR12## wherein R₁ is hydrogen or halogen R₂ is --SO₃ X where X is hydrogen or an alkali metal, R₃ and R₅ are hydrogen, and R₄ is alkyl or benzyl;

under acidic conditions.

13. The fibre of claim 12 wherein R₁ is hydrogen;

R₄ is methyl, ethyl, propyl (n or i), butyl (s or t) or t-amyl.

14. The fibre of claim 13 wherein R₄ is t-butyl.