Sterically hindered amine light stabilizers with a mixed functionalization

Patent metadata

Field	Value
Publication number	US-2017107352-A1
Application number	US-201615389823-A
Country	US
Kind code	A1
Filing date	Dec 23, 2016
Priority date	Oct 20, 2010
Publication date	Apr 20, 2017
Grant date	—

Abstract

Disclosed herein is a compound of the formula (I), wherein one or two radicals of the radicals R 1 are independently of one another C 1 -C 20 alkyloxy or C 3 -C 12 cycloalkyloxy and the remaining radicals R 1 are independently of one another hydrogen, C1-C 20 alkyl or C 3 -C 12 cycloalkyl; the radicals R 0 and R 2 are independently of one another hydrogen, C 1 -C 20 alkyl, C 3 -C 12 cycloalkyl or a group of the formula (II-a) with R 3 being hydrogen, C 1 -C 20 alkyl, C 3 -C 13 cycloalkyl, C 1 -C 20 alkyloxy or C 3 -C 12 cycloalkyloxy; Y is C 2 -C 12 alkylene; m is 0 or 1; n is 1, 2 or 3; when n is 1, X is hydrogen, C 1 -C 20 alkyl, C 3 -C 12 cycloalkyl or a group of the formula (II-a); when n is 2, X is C 2 -C 12 alkylene; when n is 3, X is a group N(Z—) 3 with Z being C 2 -C 12 alkyl.

First claim

1 . A compound of the formula (I)

wherein
one or two radicals of the radicals R 1 are independently of one another C 1 -C 20 alkyloxy or C 3 -C 12 cycloalkyloxy and the remaining radicals R 1 are independently of one another hydrogen, C 1 -C 20 alkyl or C 3 -C 12 cycloalkyl;
the radicals R 0 and R 2 are independently of one another hydrogen, C 1 -C 20 alkyl, C 3 -C 12 cycloalkyl or a group of the formula (II-a)

with R 3 being hydrogen, C 1 -C 20 alkyl, C 3 -C 12 cycloalkyl, C 1 -C 20 alkyloxy or C 3 -C 12 cycloalkyloxy;
Y is C 2 -C 12 alkylene;
m is 0 or 1;
n is 1, 2 or 3;
when n is 1, X is hydrogen, C 1 -C 20 alkyl, C 3 -C 12 cycloalkyl or a group of the formula (II-a);
when n is 2, X is C 2 -C 12 alkylene;
when n is 3, X is a group N(Z—) 3 with Z being C 2 -C 12 alkylene.

2 . A compound according to claim 1 wherein
one or two radicals of the radicals R 1 are independently of one another C 1 -C 10 alkyloxy or C 3 -C 6 cycloalkyloxy and the remaining radicals R 1 are independently of one another hydrogen, C 1 -C 10 alkyl or C 3 -C 6 cycloalkyl;
the radicals R 0 and R 2 are independently of one another hydrogen, C 1 -C 10 alkyl, C 3 -C 6 cycloalkyl or a group of the formula (II-a);
the radicals R 3 are independently of one another hydrogen, C 1 -C 10 alkyl, C 3 -C 6 cycloalkyl, C 1 -C 10 alkyloxy or C 3 -C 6 cycloalkyloxy;
Y is C 2 -C 8 alkylene;
m is 0 or 1;
n is 1, 2 or 3;
when n is 1, X is hydrogen, C 1 -C 10 alkyl, C 3 -C 6 cycloalkyl or a group of the formula (II-a);
when n is 2, X is C 2 -C 8 alkylene;
when n is 3, X is a group N(Z—) 3 with Z being C 2 -C 8 alkylene.

3 . A compound according to claim 1 wherein
one or two radicals of the radicals R 1 are independently of one another C 1 -C 4 alkyloxy or cyclohexyloxy and the remaining radicals R 1 are independently of one another hydrogen, C 1 -C 4 alkyl or cyclohexyl;
the radicals R 0 and R 2 are independently of one another hydrogen, C 1 -C 4 alkyl, cyclohexyl or a group of the formula (II-a);
the radicals R 3 are independently of one another hydrogen, C 1 -C 4 alkyl, cyclohexyl, C 1 -C 4 alkyloxy or cyclohexyloxy;
Y is C 2 -C 0 alkylene;
m is 0 or 1;
n is 1, 2 or 3;
when n is 1, X is hydrogen, C 1 -C 4 alkyl, cyclohexyl or a group of the formula (II-a);
when n is 2, X is C 2 -C 6 alkylene;
when n is 3, X is a group N(Z—) 3 with Z being C 2 -C 6 alkylene.

4 . A compound according to claim 1 wherein
one or two radicals of the radicals R 1 are independently of one another C 1 -C 4 alkyloxy and the remaining radicals R 1 are independently of one another hydrogen or C 1 -C 4 alkyl;
the radicals R 0 are independently of one another C 1 -C 4 alkyl or a group of the formula (II-a);
the radicals R 3 are independently of one another hydrogen, C 1 -C 4 alkyl or C 1 -C 4 alkyloxy;
m is 0;
n is 1, 2 or 3;
when n is 1, X is hydrogen, C 1 -C 4 alkyl or a group of the formula (II-a);
when n is 2, X is hexamethylene;
when n is 3, X is a group N(Z—) 3 with Z being ethylene.

5 . A compound according to claim 1 wherein
one or two radicals of the radicals R 1 are propoxy and the remaining radicals R 1 are independently of one another hydrogen or methyl.

6 . A compound according to claim 1 , which corresponds to

7 . A composition comprising
A) an organic material subject to degradation induced by light, heat or oxidation, and B) a compound of the formula (I) as defined in claim 1 .

8 . A composition according to claim 7 , which contains in addition one, two or more of the following components
(C-I) a filler or reinforcing agent, (C-II) a pigment, (C-III) a further light stabilizer, (C-IV) a processing additive, (C-V) an antioxidant, (C-VI) a terpene derivative.

9 . A composition according to claim 7 wherein
component (A) is a thermoplastic natural or synthetic polymer.

10 . A composition according to claim 7 wherein
component (A) is a polyolefin homo- or copolymer, a starch modified polyolefin or a starch based polymer composite.

11 . A composition according to claim 7 wherein
component (a) is a polyethylene, a polypropylene, a polyethylene copolymer or a polypropylene copolymer.

12 . A shaped article made of a composition according to claim 7 .

13 . A shaped article according to claim 12 , which is a film, fibre, profile, pipe, bottle, tank or container.

14 . A shaped article according to claim 12 , which is a mulch film.

15 . A method for stabilizing an organic material against degradation induced by light, heat or oxidation, which comprises incorporating into the organic material at least one compound of the formula (I) as defined in claim 1 .

Assignees

• Basf Se

Inventors

• Menozzi Edoardo
• Schoning Kai-Uwe

Classifications

• C08K3/013

  Fillers, pigments or reinforcing additives · CPC title

• C08K5/34926 Primary

  also containing heterocyclic groups other than triazine groups · CPC title

• C07D401/14 Primary

  containing three or more hetero rings · CPC title

• C09K15/30

  containing heterocyclic ring with at least one nitrogen atom as ring member · CPC title

• C08K5/3492 Primary

  Triazines · CPC title