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US4308362A Expired / Lapsed US ⏱️ 0.0 years remaining

Copolymers of substituted piperidines, their manufacture and use

Assignee: Hoechst AG
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Filing: 1980-05-19
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Granted: 1981-12-29
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Expires: 2000-05-19
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Abstract

Abstract The invention relates to copolymers of polyalkyl piperidines which are substituted by a polymerizable group and which have the formula ##STR1## with olefinic comonomers such as ethylene, styrene, vinyl acetate, acrylates or methacrylates. The copolymers which have a molecular weight of from 1,000 to 10,000 are used as light stabilizers for synthetic polymers which do not migrate to the surface of the polymers.

Inventors

  • 👤 Hartmut Wiezer
  • 👤 Gerhard Pfahler
  • 👤 Norbert Mayer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 16:16
CPC Classifications
C; C08; C08F; C08F222/00; C08F222/36; C08F222/38; C08F222/10; C08F222/12; C08F222/22; C08L; C08L101/00

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 296 words
Copolymers, useful as light stabilizers for synthetic polymers, of one or several polyalkyl piperidines of the formula (I). ##STR7## and one or several comonomers of the formula (II) ##STR8## in which the molar ratio of (I) to (II) is about 1:1 and wherein the monomers of formula (I) R 1 is hydrogen or C 1 to C 18 --alkyl, R 2 and R 3 are either the same and represent hydrogen or C 1 to C 5 --alkyl, in which case R 4 is methyl, or R 2 is hydrogen or C 1 to C 5 --alkyl, in which case R 3 and R 4 , together with the carbon atoms to which they are bound, represent a C 5 or C 6 --cycloalkyl group or a group of the formula (III) ##STR9## R 5 is hydrogen, C 1 to C 18 --alkyl or a group of the formula (IV) ##STR10## in which R 1 , R 2 , R 3 and R 4 are defined as above, and X stands for an oxygen atom or a group ##STR11## R 6 being hydrogen, C 1 to C 18 --alkyl or a group of the formula (IV), whereas in the monomers of the formula (II) R 7 is hydrogen or a group of formula COOR 10 with R 10 being C 1 to C 18 --alkyl, R 8 is hydrogen or methyl, and R 9 is hydrogen or C 1 to C 36 --alkyl, or phenyl, or chlorine, or acetyl, or a group of formula --OR 11 with R 11 being hydrogen or C 1 to C 18 --alkyl, or a group of the formula --COOR 12 with R 12 being alkyl or hydroxyalkyl with 1 to 18 carbon atoms or a radical of the formula (IV).
Claim 2
Dependent Claim 296 words
Copolymers, useful as light stabilizers for synthetic polymers, of one or several polyalkyl piperidines of the formula (I). ##STR7## and one or several comonomers of the formula (II) ##STR8## in which the molar ratio of (I) to (II) is about 1:1 and wherein the monomers of formula (I) R 1 is hydrogen or C 1 to C 18 --alkyl, R 2 and R 3 are either the same and represent hydrogen or C 1 to C 5 --alkyl, in which case R 4 is methyl, or R 2 is hydrogen or C 1 to C 5 --alkyl, in which case R 3 and R 4 , together with the carbon atoms to which they are bound, represent a C 5 or C 6 --cycloalkyl group or a group of the formula (III) ##STR9## R 5 is hydrogen, C 1 to C 18 --alkyl or a group of the formula (IV) ##STR10## in which R 1 , R 2 , R 3 and R 4 are defined as above, and X stands for an oxygen atom or a group ##STR11## R 6 being hydrogen, C 1 to C 18 --alkyl or a group of the formula (IV), whereas in the monomers of the formula (II) R 7 is hydrogen or a group of formula COOR 10 with R 10 being C 1 to C 18 --alkyl, R 8 is hydrogen or methyl, and R 9 is hydrogen or C 1 to C 36 --alkyl, or phenyl, or chlorine, or acetyl, or a group of formula --OR 11 with R 11 being hydrogen or C 1 to C 18 --alkyl, or a group of the formula --COOR 12 with R 12 being alkyl or hydroxyalkyl with 1 to 18 carbon atoms or a radical of the formula (IV).
Claim 3
Dependent Claim 269 words
Process for the manufacture of copolymers as claimed in claim 1, which comprises either a. copolymerizing a monomer or a monomer mixture of the formula (I) with about an equimolar amount of a comonomer or comonomer mixture of the formula (II) in an organic solvent or in water in the presence of from 0.01 to 15% by weight of an ion forming agent or of a common radical forming agent and of from 0 to 6% by weight of an emulsifier, each calculated on the total amount of the monomers, at 50° to 180° C., the working pressure in the case of gaseous comonomers being in the range of from 20 to 200 bars, or b. copolymerizing at first a lower alkyl ester of fumaric acid or maleic acid or maleic acid anhydride under the conditions indicated under (a) with the equimolar amount of one or several monomers of formula (II), whereupon the resulting copolymer is further reacted with a polyalkyl piperidine compound of formula (VI) ##STR12## in which R 1 , R 2 , R 3 , R 4 and X are defined as in claim 1, in a way that the mixture is heated in an inert solvent to 50° to 150° C.--when using a maleic acid anhydride copolymer--and to 80° to 250° C. with the addition of a transesterification catalyst, when using a fumaric or maleic acid ester copolymer, wherein in the case where R 5 is to be C 1 to C 18 --alkyl, the corresponding alcohol or the corresponding amine is to be added in the equimolar amount, calculated on the polyalkyl piperidine compound.

References Cited (Backward Citations)

US2687400A Cited
US2687401A Cited
US3355518A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-12-28 1985-06-29 1985-12-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-12-28 1989-06-29 1989-12-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-12-28 1993-06-29 1993-12-29 $7700.00 Window Closed / Lapsed

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