# US 5,710,228 A · Maleimide/.alpha.-olefin copolymers and their use as light stabilizers and stabilizers for organic material

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- Number: US 5,710,228 A
- Document ID: US5710228A
- Status: Granted
- Kind: A
- Application number: 08/644,123
- Filed: 1996-05-10
- Granted: 1998-01-20
- Earliest claimed: 1992-11-24
- Assignees: BASF SE
- Inventors: Alfred Krause; Walter Denzinger; Albert Hettche; Alexander Aumueller; Hubert Trauth
- Web page: https://patentgrep.com/patent/US5710228A

## CPC

- C08F 8/32: by reaction with amines
- C08F 210/14: Monomers containing five or more carbon atoms
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

## Abstract

Maleimide/.alpha.-olefin copolymers are composed of structural units I ##STR1## where R.sup.1 is a tetramethylpiperidinyl radical of the formula II ##STR2## R.sup.3 is hydrogen, C.sub.1 -C.sub.6 -alkyl, formyl, C.sub.2 -C.sub.6 -alkanoyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.5 - or C.sub.6 -cycloalkoxy, cyanomethyl, 2-hydroxyethyl, benzyl or a radical of the formula --CR.sup.4 =CH--CO--OR.sup.5, R.sup.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl or a radical of the formula --CO--OR.sup.5, and R.sup.5 is C.sub.5 -C.sub.18 -alkyl, C.sub.5 -C.sub.8 -cycloalkyl, C.sub.7 -C.sub.18 -aralkyl, phenyl or tolyl, and up to 8 mol %, based on II, of R.sup.1 may furthermore be hydrogen, C.sub.1 -C.sub.22 -alkyl or C.sub.5 -C.sub.8 -cycloalkyl, and R.sup.2 is a mixture of C.sub.14 -C.sub.28 -alkyl groups, where two of these alkyl groups, which may differ by no more than two carbon atoms, each account for at least 30% of this mixture, having an average molecular weight of from 1,000 to 50,000. The copolymers described are suitable as light stabilizers and stabilizers for organic material, in particular plastics and coatings.

## Claims

### Claim 1

A maleimide/.alpha.-olefin copolymer composed of structural units of the formula I ##STR7## where R.sup.1 is a tetramethylpiperidinyl radical of the formula II ##STR8## R.sup.3 is hydrogen, C.sub.1 -C.sub.6 -alkyl, formyl, C.sub.2 -C.sub.6 -alkanoyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.5 - or C.sub.6 -cycloalkoxy, cyanomethyl, 2-hyrdoxy-ethyl, benzyl or a radical of the formula --CR.sup.4 =CH--CO--OR.sup.5, R.sup.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl or a radical of the formula --CO--OR.sup.5, and R.sup.5 is C.sub.1 -C.sub.18 -alkyl, C.sub.5 -C.sub.8 -cycloalkyl, C.sub.7 -C.sub.18 -aralkyl, phenyl or tolyl, and
up to 8 mol %, based on II, of R.sup.1 may furthermore be hydrogen, C.sub.1 -C.sub.22 -alkyl or C.sub.5 -C.sub.8 -cycloalkyl, and
R.sup.2 is a mixture of C.sub.18 -C.sub.28 -alkyl groups, said mixture comprising at least two C.sub.18 -C.sub.28 -alkyl groups which may differ by no more than two carbon atoms, and each of said two C.sub.18 -C.sub.28 -alkyl groups being present in an amount of at least 30% of said mixture, and
said copolymer having a number average molecular weight of from 1,000 to 50,000.

### Claim 2 (depends on 1)

A maleimide/.alpha.-olefin copolymer as claimed in claim 1, in which R.sup.2 is a mixture of C.sub.16 -C.sub.24 -alkyl groups, where two of these alkyl groups, which may differ by no more than two carbon atoms, account in each case for at least 40% of this mixture.

### Claim 3 (depends on 1)

A maleimide/.alpha.-olefin copolymer as claimed in claim 1, in which R.sup.1 is a tetramethylpiperidinyl radical II, where R.sup.3 is hydrogen, C.sub.1 -C.sub.6 -alkyl or a radical of the formula --CH=CH--CO--OR.sup.6 and R.sup.6 is C.sub.1 -C.sub.6 -alkyl.

### Claim 4 (depends on 1)

A process for the preparation of a maleimide/.alpha.-olefin copolymer as claimed in claim 1, wherein a maleicanhydride/.alpha.-olefin copolymer composed of structural units of the formula III ##STR9## is reacted with a 4-aminotetramethylpiperidine of the formula IV ##STR10## and, if desired, up to 8 mol %, based on IV, of ammonia, a C.sub.1 -C.sub.22 -alkylamine or a C.sub.5 -C.sub.8 -cycloalkylamine in an organic solvent at from 100.degree. to 220.degree. C.

### Claim 5 (depends on 1)

An organic material stabilized to the action of light, oxygen and heat, containing from 0.01 to 5% by weight, based on the amount of the organic material, of one or more maleimide/.alpha.-olefin copolymers as claimed in claim 1.

### Claim 6 (depends on 1)

A plastic or surface coating stabilized to the action of light, oxygen and heat, containing from 0.01 to 5% by weight, based on the amount of the plastic or surface coating, of one or more maleimide/.alpha.-olefin copolymers as claimed in claim 1.

### Claim 7 (depends on 1)

A method for stabilizing an organic material to the action of light, oxygen and heat, comprising mixing a maleimide/.alpha.-olefin copolymer as claimed in claim 1, with said organic material.

### Claim 8 (depends on 1)

A method for stabilizing plastics and surface coatings to the action of light, oxygen and heat, comprising mixing a maleimide/.alpha.-olefin copolymer as claimed in claim 1, with said plastics or coatings.