Antimicrobial treatment of textile materials

• US 5,700,742 A
• Filed: 04/18/1996
• Issued: 12/23/1997
• Est. Priority Date: 10/27/1993
• Status: Expired due to Fees

• Current Assignee: Zeneca Incorporated (Astrazeneca PLC)
• Original Assignee: Zeneca Incorporated (Astrazeneca PLC)
• Inventors: Payne, John David
• Primary Examiner(s): Bell, James J.
• Application Number:
  US08/632,449
• Time in Patent Office: 614 Days
• Field of Search: 442/123, 442/153
• US Class Current: 442/123
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 37/02 Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
• CPC Class Codes: A01N 37/04 polybasic
• CPC Class Codes: A01N 37/06 Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof
• CPC Class Codes: A01N 37/10 Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
• CPC Class Codes: A01N 37/36 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
• CPC Class Codes: A01N 47/44 Guanidine; Derivatives thereof
• CPC Class Codes: C07C 279/26 X and Y being nitrogen atoms, i.e. biguanides
• CPC Class Codes: C08G 73/0206 Polyalkylene(poly)amines
• CPC Class Codes: D06M 13/432 Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
• CPC Class Codes: D06M 15/564 Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
• CPC Class Codes: D06M 15/59 Polyamides; Polyimides
• CPC Class Codes: D06M 15/61 Polyamines polyimines
• CPC Class Codes: D06M 16/00 Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
• CPC Class Codes: Y10T 442/2525 Coating or impregnation functions biologically [e.g., insect repellent, antiseptic, insecticide, bactericide, etc.]
• CPC Class Codes: Y10T 442/277 Coated or impregnated cellulosic fiber fabric

Abstract

Antimicrobial treatment of textile material with an oligomeric or polymeric biguanide and a strong organic acid having a pK value below 4.5. Acid protects treated material against yellowing the presence of chlorine bleaches and loss of antimicrobial activity on laundering. The preferred biguanide is poly(hexamethylene biguanide) hydrochloride.

Claims

1. A method of treating a textile material to inhibit microbial growth which comprises applying to the textile material a) an oligo- or polymeric biguanide or salt thereof with an inorganic acid or an organic acid having a pK value above 4.5 followed by b) a strong organic acid having a pK value below 4.5 and free from any aliphatic or oxyalkylene chain containing 12 or more carbon atoms.

2. A method according to claim 1 wherein the strong organic acid has a pK value from 3.1 to 0.5.

3. A method according to either claim 1 or claim 2 wherein the biguanide contains at least two biguanide units of formula ##STR12##

4. A method according to claim 3 wherein the biguanide is a compound of formula IIa or IIb or III ##STR13## wherein n is 4 to 15.

5. A method according to claim 1 wherein the strong organic acid has the formula IV ##STR14## wherein R is halogen, C_1-6 -alkyl, C_1-6 -alkenyl, substituted C_1-6 -alkyl, phenyl, substituted phenyl, nitrile, carboxy, a group OR³ or a group R³ CO;

R¹ and R² are, independently, hydrogen, halogen, amino, substituted amino, hydroxy, C_1-6 -alkyl, substituted C_1-6 -alkyl or R and R¹ together with the carbon atom to which they are attached form an alicyclic or heterocyclic ring; and

R³ is C_1-6 -alkyl, substituted C_1-6 -alkyl, phenyl or substituted phenyl;

provided that R, R¹ and R² are selected to give a pK value below 4.5.

6. A method according to claim 1 wherein the strong organic acid has the formula V ##STR15## wherein R⁴ is hydrogen, C_1-6 -alkyl, substituted C_1-6 alkyl, C_1-6 -alkenyl, phenyl, substituted phenyl or --COOH;

and

R⁵ and R⁶ are, independently, hydrogen, C_1-4 -alkyl or substituted C_1-4 -alkyl.

7. A method according to any one of claims 1 to 4 wherein the strong organic acid has the formula VI

8. A method as claimed in claim 1 wherein the acid is malonic, maleic, citric or oxalic acid.

9. A method as claimed in claim 1 wherein the textile material is rinsed with water after treatment with the strong organic acid.

10. A method as claimed in claim 1 wherein the textile material is cellulose or a blend thereof.

11. A method as claimed in any one of claims 1 to 10 wherein the textile material contains a binder or resin.

12. A textile material treated with a) an oligo- or polymeric biguanide or salt thereof with an inorganic acid or an organic acid having a pK value above 4.5 followed by b) a strong organic acid having a pK value below 4.5 and free from any aliphatic or oxyalkylene chain containing 12 or more carbon atoms.