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US 5,489,632 AGranted
Imino ethers
AssigneeSandoz Ltd.
InventorLajos Avar
Life of this patent
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Abstract
Novel imino ether compounds, processes for their production and methods for their use are provided. These novel imino ether compounds are particularly useful as light stabilizers for polymeric compositions, particularly for lacquer coating compositions.
Claims13
A compound of formula I ##STR29## in which n is 1,2 or 3;
- Y is C.sub.1-22 alkyl or phenyl, unsubstituted or monosubstituted by phenyl and/or mono-, di- or tri-substituted by C.sub.1-4 alkyl, C.sub.1-4 alkoxy and halogen;
- or Y is ##STR30## when n is 1, Z is C.sub.1-22 alkyl, uninterrupted or interrupted by --O-- or phenyl, unsubstituted or substituted by 1 to 3 groups selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy and halogen and/or one group phenyl;
- when n is 2, Z is C.sub.1-22 alkylene uninterrupted or interrupted by --O-- or phenylene, unsubstituted or monosubituted by a C.sub.1-4 alkyl, C.sub.1-4 alkoxy or halogen group;
- and
- when n is 3, Z is a trivalent C.sub.1-22 alkane group or a group of the formula ##STR31## X is a group of formula .alpha., .beta., .gamma. or .delta. ##STR32## in which R is hydrogen;
- oxygen;
- --OH;
- C.sub.1-24 alkyl;
- --O--CO--C.sub.1-24 alkyl;
- --O--C.sub.1-24 alkyl;
- --O--CO-phenyl or --COR.sub.5 ;
- where R.sub.5 is --C(R.sub.3).dbd.CH.sub.2, C.sub.1-6 alkyl, phenyl, --COC.sub.1-24 alkyl;
- --CO-phenyl, --NR.sub.7 R.sub.8, --COC.sub.5 H.sub.5, --CH.sub.2 --C.sub.6 H.sub.5, --CO--OC.sub.1-12 alkyl or --COOH;
- R.sub.3 is hydrogen or C.sub.1-4 alkyl, R.sub.7 is hydrogen, C.sub.1-12 alkyl, C.sub.5-6 cycloalkyl, phenyl, phenyl-C.sub.1-4 alkyl or C.sub.1-12 alkylphenyl and R.sub.8 is C.sub.1-12 alkyl or hydrogen,
- each R.sub.1 independently, is --CH.sub.3 or --CH.sub.2 (C.sub.1-4 alkyl) or both groups R.sub.1 form a group --(CH.sub.2).sub.5 --;
- each R.sub.2, independently, is --CH.sub.3 or --CH.sub.2 (C.sub.1-4 alkyl) or both groups R.sub.2 form a group --(CH.sub.2).sub.5 --;
- each R.sub.4, independently is hydrogen, C.sub.1-22 alkyl, C.sub.1-22 alkoxy or halogen;
- and
- R.sub.9 is a direct bond or the divalent bridging group according to the formula ##STR33## wherein x is 1 to 8.
16 more elements
A compound of the formula ##STR37##
A process for the preparation of a compound according to the formula ##STR38## in which n is 1, 2 or 3;
- Y is C.sub.1-22 alkyl or phenyl, unsubstituted or monosubstituted by phenyl and/or mono-, di- or tri-substituted by C.sub.1-4 alkyl, C.sub.1-4 alkoxy and halogen;
- or Y is ##STR39## when n is 1, Z is C.sub.1-22 alkyl, uninterrupted or interrupted by --O-- or phenyl, unsubstituted or substituted by 1 to 3 groups selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy and halogen and/or one group phenyl;
- when n is 2, Z is C.sub.1-22 alkylene uninterrupted or interrupted by --O-- or phenylene, unsubstituted or monosubituted by a C.sub.1-4 alkyl, C.sub.1-4 alkoxy or halogen group;
- and
- when n is 3, Z is a trivalent C.sub.1-22 alkane group or a group of the formula ##STR40## X is a group of formula .alpha., .beta., .gamma. or .delta. ##STR41## in which R is hydrogen;
- oxygen;
- --OH;
- C.sub.1-24 alkyl;
- --O--CO--C.sub.1-24 alkyl;
- --O--C.sub.1-24 alkyl;
- --O--CO--phenyl or --COR.sub.5 ;
- where R.sub.5 is --C(R.sub.3).dbd.CH.sub.2, C.sub.1-6 alkyl, phenyl, --COC.sub.1-24 alkyl;
- --CO-phenyl, --NR.sub.7 R.sub.8, --COC.sub.5 H.sub.5, --CH.sub.2 --C.sub.6 H.sub.5, --CO--OC.sub.1-12 alkyl or --COOH;
- R.sub.3 is hydrogen or C.sub.1-4 alkyl, R.sub.7 is hydrogen, C.sub.1-12 alkyl, C.sub.5-6 cycloalkyl, phenyl, phenyl-C.sub.1-4 alkyl or C.sub.1-12 alkylphenyl and R.sub.8 is C.sub.1-12 alkyl or hydrogen,
- each R.sub.1 independently, is --CH.sub.3 or --CH.sub.2 (C.sub.1-4 alkyl) or both groups R.sub.1 form a group --(CH.sub.2).sub.5 --;
- each R.sub.2, independently, is --CH.sub.3 or --CH.sub.2 (C.sub.1-4 alkyl) or both groups R.sub.2 form a group --(CH.sub.2).sub.5 --;
- each R.sub.4, independently is hydrogen, C.sub.1-22 alkyl, C.sub.1-22 alkoxy or halogen;
- and
- R.sub.9 is a direct bond or the divalent bridging group according to the formula ##STR42## wherein x is 1 to 8;
- which process comprises the steps of:
- reacting n moles of a compound of formula II ##STR43## with n moles of a compound of formula III
- X--OH (III)
- in which n is 1, 2 or 3, and
- X is a group of formula .alpha., .beta., .gamma. or .delta..
21 more elements
Dependencies are inferred from the claim text.