WO2009072144A4

WO2009072144A4 - Antimicrobial materials and preparation thereof

Info

Publication number: WO2009072144A4
Application number: PCT/IN2008/000553
Authority: WO
Inventors: Uday Shankar Agarwal; Sumesh Thampi; Ashwin Kumar Jain
Original assignee: Reliance Industries Limited
Priority date: 2007-12-07
Filing date: 2008-09-01
Publication date: 2009-10-08
Also published as: WO2009072144A2; WO2009072144A3

Abstract

The invention relates to a monomelic antimicrobial agent, to a copolymer and polymer compositions having antimicrobial activity and to articles and products prepared from them. The invention also relate to methods for preparing the anti microbial copolymer and polymer compositions. The monomeric antimicrobial agent of the invention has the general formula (R)_j-(SO₃MM)_m(L)_n where j, l, m is an integer from 1 to 6, n is an integer from 0 to 6, M is a metal selected from Ag, Cu or Zn, L is a nitrogen, phosphorus or sulphur containing ligand selected from ammonia, an amine, pyridine, imidazole, pyrazole, triaryl phosphine, trialkyl phosphine, triaryl phosphate, trialkyl phosphate or a thiol, R is a linear or branched unsubstituted or substituted alkyl or alkenyl, an aryl or a substituted aryl carrying at least one reactive functional group.

Claims

AMENDED CLAIMS received by the International Bureau on 05 August 2009 (05.08.09)

1. A process for Incorporation of a soft metal into a polymer, said process comprising the steps of:

• Selecting metal for incorporation into the polymer; said metal being chosen from amongst the groups 1B, 2B, 3A, 4A, 5A and 6A, of the modern period table;

• Reacting an acid functionality bearing monomer or end group with a compound of the said metal to result in the cation being chemically bound to acid functionality of said monomer, the said metal compound being categorized in being selected from amongst the group including metal salts, metal oxides, metal organic compounds and the like;

• Polymerizing the metal incorporated monomer with or without other monomers to obtain polymer containing the metal ion.

2. A process for incorporation of a soft metal Into a polymer according to claim 1 wherein said acid functionality is optionally neutralized as an alkali metal salt.

3. A process for incorporation of a soft metal into a polymer according to claim 1 wherein said monomer-bound metal Is optionally further chelated, said chelation being either fractional or stoichiometric with neutral or anionic ligands chosen from among the group comprising ammonia, amine, pyridine, imidazole, pyrazole, triaryl phosphine, trialkyl phosphine, triaryl phosphate, triaikyl phosphate and thiol.

4. A process for Incorporation of a soft metal Into a polymer according to claim 1 wherein the species for hosting the said metal-binding acid functionality possesses at least one functional group chosen from amongst the group comprising carboxyiic acids, their salts, acid chlorides, acid anhydrides, acid amides, alcohols, phenols, amines, esters, alkenyl aliphatic and aromatic moieties, alkenyl benzenes and Isocyanates,

5. A process for incorporation of a soft metal Into a polymer according to claim 1 wherein the monomeτ for incorporating the metal bound specles is chosen from among the group typified by terephthallic acid, isopthallic acid, pthallic acid and their derivatives.

6. An antlmicrobfal polymer made by process of claim 1 wherein antimicrobial metal Is silver, species for hosting metal binding ligand is dlmethyJlsopthalate and the acid functionality for binding silver ion is sulphonic acid.

7. An antimicrobial polymer according to claim 5 wherein overall silver metal to sulphonatθ ratio in the composition is in the range of 1 :0,8 to 1 :2,2.

8. A monomer of antimicrobial polymer of claim 5 of the formula

where X is H, halo, alkoxy, NH₂, OH, SH₁ CN, NO₂, CH₂OH or SO₃Ag, R₁ ^', R₂ is H, C₁-C₁₀ alkyl, alkenyl, aryl, substituted aryl, C₆H₅N₂, CHO, CH₂OH, COCI, CONH₂, SO₃Ag COOR₆ where R₆ is a (C₁-C₃) alky], aryl or substituted aryl or COOR₅, R₅ being H, Na, K, (C₁C₃) alkyl, aryl, substituted aryl, COOR₅ where R₆ is as defined above or -(CH₂)_n-OH where n' is an integer from 1 to 6.

9. Monomβric units of poiymers for acting as vehicles for metal cations, typified by the general formula

where j, /, m is an integer from 1 to 6; k is an integer from O to 6; X is H, halo, alkoxy, NH₂, OH, SH, CN, NO2, CH2OH or SO₃M where M is a metal selected from amongst the groups 1B, 2B₁ 3A, 4A, 5A and 6A of the modern period table; R₁, R₂ is individually H₁ C₁-C₁₀ alkyl, alkenyl, aryl, substituted aryl, C₆H₅N₂, CHO, CH₂OH, COCI, CONH₂, COOR₆ where R₆ is a (C₁C₃) alkyl, aryi or substituted aryl, SO₃M where M is as defined above, COOR₅, R₅ being H, Na, K, (C₁-C₃) alkyl, aryl, substituted aryl, COORe where R₅ is as defined above or - (CH2)_n-OH where n' is an integer from 1 to 6 or R1 and R2 together form an anhydride or an unsubstltuted or substituted 5- or 6- membered ring and R₃ and R₄ are reactive functional groups selected from alkenyl, alkoxy , OH, CH₂OH NH₂, CHO₁ COCI or COORs where R₅ is as defined above. L is an external ligand and n ranges from 0 to any positive fraction or Integer smaller than 6.

10. Polymeric product obtained by processes of claim 1 having prolonged antimicrobial activity, improved tenacity, melting point and hydrolytic stability, said polymeric product being master batch of polymerization process, filaments, fibers, yarns, fabrics, films, containers or the like.

11. An antimicrobial polymer according to claims 3 and 4 wherein antimicrobial metal is silver.