Sterically hindered amine light stabilizers with a mixed functionalization

Patent metadata

Field	Value
Publication number	US-9963575-B2
Application number	US-201615389823-A
Country	US
Kind code	B2
Filing date	Dec 23, 2016
Priority date	Oct 20, 2010
Publication date	May 8, 2018
Grant date	May 8, 2018

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 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 alkyl.

First claim

The invention claimed is:

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 1;
n is 2 or 3;
when n is 2, X is C 2 -C 12 alkylene; and
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 1;
n is 2 or 3;
when n is 2, X is C 2 -C 8 alkylene; and
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 6 alkylene;
m is 1;
n is 2 or 3;
when n is 2, X is C 2 -C 6 alkylene; and
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 propoxy and the remaining radicals R 1 are independently of one another hydrogen or methyl.

5. A composition, comprising:
A) an organic material subject to degradation induced by light, heat or oxidation; and
B) a compound of claim 1 .

6. A composition according to claim 5 , further comprising at least one 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.

7. A composition according to claim 5 , wherein the organic material A) is a thermoplastic natural or synthetic polymer.

8. A composition according to claim 5 wherein the organic material A) is a polyolefin homo- or copolymer, a starch modified polyolefin or a starch based polymer composite.

9. A composition according to claim 5 , wherein the organic material a) is a polyethylene, a polypropylene, a polyethylene copolymer or a polypropylene copolymer.

10. A shaped article made of a composition according to claim 5 .

11. A shaped article according to claim 10 , which is a film, fibre, profile, pipe, bottle, tank or container.

12. A shaped article according to claim 10 , which is a mulch film.

13. 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 claim 1 .

Assignees

• Basf Se

Inventors

• Menozzi Edoardo
• Schoning Kai-Uwe

Classifications

• C07D401/14 Primary

  containing three or more hetero rings · CPC title

• C08K5/34926 Primary

  also containing heterocyclic groups other than triazine groups · CPC title

• C08K3/013

  Fillers, pigments or reinforcing additives · CPC title

• C09K15/30

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

• C08K3/0033

  Chemistry & Metallurgy · mapped topic