Use of metal complex compounds as oxidation catalysts

1. A method of carrying out an oxidation reaction which comprises bringing an oxidizable substrate into contact with a metal complex compound of formula (1), wherein an oxidizingly effective amount of said metal complex is incorporated into a washing, cleaning, disinfecting or bleaching agent as a catalyst for said oxidation reaction,

[L n Me m X p ] z Y q   (1),

wherein Me is manganese,

X is CH 3 CN, H 2 O, F − , Cl − , Br − , HOO − , O 2 2− , O 2− , R 17 COO − , R 17 O − , LMeO − or LMeOO − wherein

R 17 is hydrogen or unsubstituted or substituted C 1 -C 18 alkyl or aryl,

n and m are each independently of the other an integer having a value of from 1 to 8,

p is an integer having a value of from 0 to 32,

z is the charge of the metal complex,

Y is R 17 COO − , CIO 4 − , BF 4 − , PF 6 − , R 17 SO 3 − , R 17 SO 4 − , SO 4 2− , NO 3 − , F − , Cl − , Br − or I − wherein

R 17 is hydrogen or unsubstituted or substituted C 1 -C 18 alkyl or aryl,

q =z/(charge Y), and

L is a ligand of formula

wherein

R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 are each independently of the others hydrogen; unsubstituted or substituted C 1 -C 18 alkyl or aryl; cyano; halogen; nitro; —COOR 12 or —SO 3 R 12 wherein R 12 is in each case hydrogen, a cation or unsubstituted or substituted C 1 -C 18 alkyl or aryl; —SR 13 , —SO 2 R 13 or —OR 13 wherein R 13 is in each case hydrogen or unsubstituted or substituted C 1 -C 18 alkyl or aryl; —N(R 13 )—NR′ 13 R″ 13 wherein R 13 , R′ 13 and R″ 13 are as defined above for R 13 ; —NR 14 R 15 or —N ⊕ R 14 R 15 R 16 wherein R 14 , R 15 and R 16 are each independently of the other(s) hydrogen or unsubstituted or substituted C 1 -C 18 alkyl or aryl, or R 14 and R 15 together with the nitrogen atom bonding them form an unsubstituted or substituted 5-, 6- or 7-membered ring which may optionally contain further hetero atoms;

with the proviso that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 are not simultaneously hydrogen.

2. A method according to claim 1 , wherein an oxidizingly effective amount of the metal complex compound of formula (1) is formed in situ in the washing, cleaning, disinfecting or bleaching agent.

3. A method according to claim 1 , wherein a catalytically effective amount of the metal complex compound of formula (1) is combined with a peroxy compound, and the oxidation reaction is the bleaching of spots or stains on textile material, the prevention of redeposition of migrating dyes in the context of a washing process or the cleaning of hard surfaces.

4. A method according to claim 1 , wherein n is an integer having a value of from 1 to 4.

5. A method according to claim 1 , wherein m is an integer having a value of 1 or 2.

6. A method according to claim 1 , wherein p is an integer having a value of from 0 to 4.

7. A method according to claim 1 , wherein z is an integer having a value of from 8 − to 8 + .

8. A method according to claim 1 , wherein aryl is phenyl or naphthyl unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, cyano, nitro, carboxyl, sulfo, hydroxyl, amino, N-mono- or N,N-di-C 1 -C 4 alkylamino unsubstituted or substituted by hydroxy in the alkyl moiety, N-phenylamino, N-naphthylamino, phenyl, phenoxy or by naphthoxy.

9. A method according to claim 1 wherein the 5-, 6- or 7-membered ring formed by R 14 and R 15 together with the nitrogen atom bonding them is an unsubstituted or C 1 -C 4 alkyl-substituted pyrrolidine, piperidine, piperazine, morpholine or azepane ring.

10. A method according to claim 1 , wherein

R 6 is C 1 -C 12 alkyl; phenyl unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, cyano, nitro, carboxyl, sulfo, hydroxyl, amino, N-mono- or N,N-di-C 1 -C 4 alkylamino unsubstituted or substituted by hydroxy in the alkyl moiety, N-phenylamino, N-naphthylamino, phenyl, phenoxy or by naphthoxy; cyano; halogen; nitro; —COOR 12 or —SO 3 R 12 wherein R 12 is in each case hydrogen, a cation, C 1 -C 12 alkyl, or phenyl unsubstituted or substituted as indicated above; —SR 13 , —SO 2 R 13 or —OR 13 wherein R 13 is in each case hydrogen, C 1 -C 12 alkyl, or phenyl unsubstituted or substituted as indicated above; —N(R 13 )—NR′ 13 R″ 13 wherein R 13 , R′ 13 and R″ 13 are as defined above for R 13 ; —NR 14 R 15 or —N ⊕ R 14 R 15 R 16 wherein R 14 , R 15 and R 16 are each independently of the other(s) hydrogen, unsubstituted or hydroxyl-substituted C 1 -C 12 alkyl, or phenyl unsubstituted or substituted as indicated above, or R 14 and R 15 together with the nitrogen atom bonding them form an unsubstituted or C 1 -C 4 alkyl-substituted pyrrolidine, piperidine, piperazine, morpholine or azapane ring.

11. A method according to claim 10 , wherein the ligand L is a compound of formula

wherein

R′ 3 , R′ 6 and R′ 9 are as defined for R 6 in claim 10 .

12. A method according to claim 11 , wherein

R′ 3 , R′ 6 and R′ 9 are each independently of the others C 1 -C 4 alkoxy; hydroxy; phenyl unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, phenyl or by hydroxy; hydrazino; amino; N-mono- or N,N-di-C 1 -C 4 alkylamino unsubstituted or substituted by hydroxy in the alkyl moiety; or an unsubstituted or C 1 -C 4 alkyl-substituted pyrrolidine, piperidine, piperazine, morpholine or azepane ring.

13. A method according to claim 10 , wherein

R 6 is hydroxy.

14. A method according to claim 1 , wherein Me is manganese which is present in oxidation state II, III, IV or V.