Method of stabilizing organic materials employing pyrazole compounds and stabilized compositions thereof

Claim 3

A method according to claim 1, wherein said material is treated with a compound of the formula: ##STR127## wherein R 1 ' and R 3 ', are each independently, alkyl (C 1 -C 8 ), phenyl or phenyl substituted by halogen and/or 1 or 2 alkyl (C 1 -C 4 ) groups, Me' is hydrogen or an equivalent of nickel, zinc, manganese, copper, chromium, calcium, barium or cobalt, and R 2 is as defined in claim 1.

Claim 4

A method according to claim 2, wherein said material is treated with a compound of the formula: ##STR128## wherein R 2 ' is alkyl (C 6 -C 18 ); cycloalkyl (C 6 -C 8 ); aralkyl (C 7 -C 10 ); aralkyl substituted on the aryl nucleus by hydroxyl and/or 1 or 2 alkyl (C 1 -C 6 ) groups; phenyl; phenyl substituted by 1 to 3 halogen atoms, 1 or 2 hydroxyl groups, 1 or 2 alkyl or alkoxy (C 1 -C 8 ) groups and/or phenyl; a furan, thiophene or benzothiophene radical, unsubstituted or substituted by halogen and/or alkyl (C 1 -C 4 ), with 1 or 2 substituents in the aggregate thereof, and R 1 ', r 3 ' and Me' are as defined in claim 2.

Claim 5

A method according to claim 3, wherein said material is treated with a compound of the formula: ##STR129## wherein R 2 " is alkyl (C 8 -C 18 ); cycloalkyl (C 6 -C 8 ); aralkyl (C 7 -C 10 ); aralkyl substituted on the aryl nucleus by a hydroxyl and/or 1 or 2 alkyl (C 1 -C 6 ) groups; phenyl; phenyl substituted by 1 or 2 halogen, hydroxyl, 1 or 2 alkyl or alkoxy (C 1 -C 8 ) groups and/or phenyl with 1 to 3 substituents in the aggregate thereof; or a furan, thiophene or benzothiophene radical unsubstituted or substituted by 1 or 2 halogens or alkyl (C 1 -C 4 ); Me" is nickel, zinc, manganese, copper, chromium or cobalt, and R 1 ' and R 3 ' are as defined in claim 2.

Claim 6

A method according to claim 4, wherein said material is treated with a compound of formula Id, ##STR130## wherein R 1 " is phenyl, phenyl substituted by alkyl-(C 1 -C 4 ) or methyl, R 3 " is alkyl (C 1 -C 4 ) or phenyl, R 2 "' is alkyl (C 8 -C 11 ); cyclohexyl; phenylethyl; phenylethyl substituted on the phenyl nucleus by a hydroxyl group, and/or 1 or 2 alkyl (C 1 -C 4 ) groups; phenyl; phenyl substituted by hydroxyl, 1 or 2 alkyl (C 1 -C 4 ) groups, alkoxy (C 1 -C 4 ) and/or phenyl with 1 to 3 substituents in the aggregate thereof; or a furan, thiophene or benzothiophene radical unsubstituted or substituted by chlorine, methyl or ethyl with 1 or 2 substituents in the aggregate thereof, and Me" is as defined in claim 4.

Claim 7

A method according to claim 1, wherein said material is treated with a compound of the formula: ##STR131## wherein R 2 IV is alkyl (C 8 -C 18 ); a cycloalkyl (C 6 -C 12 ); aralkyl (C 7 -C 10 ); aralkyl substituted on the aryl nucleus by hydroxyl and/or 1 or 2 alkyl (C 1 -C 6 ) groups; phenyl; phenyl substituted by 1 or 2 halogens, a hydroxyl, 1 or 2 alkyl or alkoxy-(C.sub. 1 -C 8 ) groups and/or phenyl with 1 to 3 substituents in the aggregate thereof and when exclusively substituted by halogen, and Me is hydrogen, then the phenyl has 2 halogen substituents: a indole, pyridine or quinoxaline radical, unsubstituted or substituted by 1 or 2 halogen atoms, 1 or 2 alkyl or alkoxy-(C 1 -C 4 ) groups with 1 or 2 substituents in the aggregate thereof, and R 1 , r 3 and Me are as defined in claim 1.

Claim 8

A method according to claim 6, wherein said material is treated with a compound of formula Ie', ##STR132## wherein R 1 VI is phenyl or phenyl substituted by alkyl (C 1 -C 4 ), R 2 x is alkyl (C 8 -C 17 ), phenyl, phenylethyl or phenyl or phenylethyl substituted on the phenyl nucleus by 1 or 2 alkyl-(C 1 -C 4 ) groups and/or by hydroxyl, R 3 is alkyl (C 1 -C 4 ) and Me IV is H or one equivalent of Ni or Mn.

Claim 9

A method according to claim 1, wherein said material is treated with a compound of formula If, ##STR133## wherein R 1 V is alkyl (C 1 -C 6 ), phenyl or phenyl substituted by alkyl (C 1 -C 4 ), R 2 v is alkyl (C 1 -C 20 ); cyclohexyl; phenyl or phenylethyl, unsubstituted or substituted on the phenyl nucleus by 1 or 2 alkyl (C 1 -C 4 ) groups, an alkoxy (C 1 -C 4 ) group, a hydroxyl group and/or a phenyl group and bearing 1 to 3 substituents in the aggregate, a thiophene radical unsubstituted or substituted by an alkyl-(C 1 -C 4 ) group or chlorine atom, or a quinoxaline radical unsubstituted or disubstituted on the hetero ring thereof by chlorine, R 3 v is alkyl (C 1 -C 4 ) or phenyl and Me is as defined in claim 1.

Claim 10

A method according to claim 8, wherein said material is treated with a compound of the formula: ##STR134## wherein R 1 V , R 3 V and Me are as defined in claim 8, and R 2 vi is alkyl (C 1 -C 20).

Claim 11

A method according to claim 8, wherein said material is treated with a compound of the formula: ##STR135## wherein R 1 V , R 3 V and Me are as defined in claim 8, and R 2 vii is phenyl or phenylethyl, unsubstituted or substituted on the phenyl nucleus by 1 or 2 alkyl (C 1 -C 4 ) groups, an alkoxy (C 1 -C 4 ) group, a hydroxyl group and/or a phenyl group.

Claim 12

A method according to claim 8, wherein said material is treated with a compound of the formula: ##STR136## wherein R 1 V , R 3 V and Me are as defined in claim 8, and R 2 viii is a thiophene radical, unsubstituted or substituted by an alkyl (C 1 -C 4 ) group or a chlorine atom.

Claim 13

A method according to claim 8, wherein said material is treated with a compound of the formula: ##STR137## wherein R 1 V , R 3 V and Me are as defined in claim 8, and R 2 ix is quinoxaline unsubstituted or disubsubstituted on the hetero ring thereof by chlorine.

Claim 14

A method according to claim 1, wherein the stabilizing compound is incorporated into the body of the polymeric material.

Claim 15

A method according to claim 13, wherein the polymeric material is a plastics material.

Claim 16

A method according to claim 14, wherein the plastics material is selected from polypropylene, polyethylene, polyester, polyamide, polyurethane, polyacrylonitrile, acrylonitrile-butadiene-styrene (ABS) terpolymer, acrylicester-styrene-acrylonitrile terpolymer, styrene-acrylonitrile copolymer and styrene butadiene copolymer.

Claim 17

A stabilized composition comprising a natural or synthetic polymeric material susceptible to degradation under the effect of heat, oxidation or ultra-violet light and incorporated therein, in a sufficient amount to prevent said degradation, a compound of the formula: ##STR138## wherein R 1 is alkyl (C 1 -C 22 ); cycloalkyl (C 5 -C 12 ); cycloalkyl (C 5 -C 11 ) alkyl (C 1 -C 7 ); alkyl (C 1 -C 21) thioalkyl (C 1 -C 21 ) with C 2 -C 22 in the aggregate thereof; cycloalkyl (C 5 -C 11 ) alkyl (C 1 -C 6 ) thioalkyl-(C 1 -C 6 ) with C 7 -C 18 in the aggregate thereof; aralkyl (C 7 -C 12 ); aralkyl (C 7 -C 12 ) substituted on the aryl nucleus by 1 or 2 hydroxyl groups, 1 or 2 alkyl (C 1 -C 12 ) groups, cycloalkyl (C 5 -C 12 ) and/or cycloalkyl (C 5 -C 11 ) alkyl (C 1 -C 11 ); phenyl; phenyl substituted by 1 to 3 halogen atoms, cyano, 1 or 2 hydroxyl groups, 1 or 2 alkyl (C 1 -C 12) groups, 1 or 2 alkoxy (C 1 -C 12 ) groups, phenyl, --SO 3 H and/or a radical R 4 --O-- or R 4 --SO 2 --, wherein R 4 is phenyl or phenyl substituted by 1 or 2 alkyl (C 1 -C 8 ) groups; R 2 has one of the significances of R 1 or is a furan, thiophene, benzothiophene, indole, pyridine or quinoxaline radical, each of which is either unsubstituted or substituted by halogen, alkyl (C 1 14 C 4 ) and/or alkoxy (C 1 -C 4 ) with 1 or 2 substituents in the aggregate thereof; R 3 has one of the significances of R 1 or is cyano or --COOR 5 , wherein R 5 is alkyl (C 1 -C 12 ), cycloalkyl-(C 5 -C 12 ), cycloalkyl (C 5 -C 11 ) alkyl(C 1 -C 7 ), phenyl or phenyl substituted by hydroxy and/or 1 to 2 alkyl (C 1 -C 8 ) groups, and Me is hydrogen or an equivalent of a bivalent metal ion.

Claim 18

A stabilized composition comprising a natural or synthetic polymeric material susceptible to degradation under the effect of heat, oxidation or ultra-violet light and incorporated therein, in a sufficient amount to prevent said degradation, a compound of the formula: ##STR138## wherein R 1 is alkyl (C 1 -C 22 ); cycloalkyl (C 5 -C 12 ); cycloalkyl (C 5 -C 11 ) alkyl (C 1 -C 7 ); alkyl (C 1 -C 21) thioalkyl (C 1 -C 21 ) with C 2 -C 22 in the aggregate thereof; cycloalkyl (C 5 -C 11 ) alkyl (C 1 -C 6 ) thioalkyl-(C 1 -C 6 ) with C 7 -C 18 in the aggregate thereof; aralkyl (C 7 -C 12 ); aralkyl (C 7 -C 12 ) substituted on the aryl nucleus by 1 or 2 hydroxyl groups, 1 or 2 alkyl (C 1 -C 12 ) groups, cycloalkyl (C 5 -C 12 ) and/or cycloalkyl (C 5 -C 11 ) alkyl (C 1 -C 11 ); phenyl; phenyl substituted by 1 to 3 halogen atoms, cyano, 1 or 2 hydroxyl groups, 1 or 2 alkyl (C 1 -C 12) groups, 1 or 2 alkoxy (C 1 -C 12 ) groups, phenyl, --SO 3 H and/or a radical R 4 --O-- or R 4 --SO 2 --, wherein R 4 is phenyl or phenyl substituted by 1 or 2 alkyl (C 1 -C 8 ) groups; R 2 has one of the significances of R 1 or is a furan, thiophene, benzothiophene, indole, pyridine or quinoxaline radical, each of which is either unsubstituted or substituted by halogen, alkyl (C 1 14 C 4 ) and/or alkoxy (C 1 -C 4 ) with 1 or 2 substituents in the aggregate thereof; R 3 has one of the significances of R 1 or is cyano or --COOR 5 , wherein R 5 is alkyl (C 1 -C 12 ), cycloalkyl-(C 5 -C 12 ), cycloalkyl (C 5 -C 11 ) alkyl(C 1 -C 7 ), phenyl or phenyl substituted by hydroxy and/or 1 to 2 alkyl (C 1 -C 8 ) groups, and Me is hydrogen or an equivalent of a bivalent metal ion.