Polymeric hindered amines, their preparation and use

Abstract

The present invention provides a polymeric hindered amine having the following general formula I structure. The compound has advantages such as high anti-aging properties, high molecular weight, resistance to migration from polymeric material products, and excellent thermal stability and compatibility. The NOR amine ether polymer compound obtained by polymerizing specific monomers containing a NOR amine ether structure has advantages such as low alkalinity and flame retardancy. The present invention also provides a method for producing the same, which involves simple steps, is low-carbon, and is environmentally friendly. [Formula 1] TIFF2025537329000157.tif14170(I)

Description

[Technical Field]

[0001] The present invention relates to the field of polymers, and in particular to polymeric hindered amines, their preparation methods, and uses. [Background technology]

[0002] Polymeric materials play an increasingly important role in people's daily lives. During use, polymeric materials are often damaged by factors such as light, heat, and oxygen, resulting in powdering, cracking, and yellowing, which further affect the appearance, performance, and lifespan. To avoid these phenomena, some stabilizers are usually added during the processing of polymeric materials.

[0003] In recent years, hindered amine light stabilizers (HALS) have been actively researched and developed in modern society due to their excellent application properties, becoming a focus of research and development in light stabilizers. Among them, the most important are piperidine derivative series light stabilizers such as Tinuvin® 770, Chimassorb® 938, Chimassorb® 2020 (EP782994), Tiangang® HS-950, Tinuvin® 783, Tinuvin® 379, Tiangang® HS-625, Tinuvin® 393, and Flamestab® NOR 116. Among these, low molecular weight hindered amine light stabilizers have disadvantages such as easy volatilization and migration during processing of products such as films and fibers, limiting their scope of use. In comparison, high molecular weight hindered amine light stabilizers offer significant advantages in this regard.

[0004] Furthermore, in some specific application scenarios of polymer materials, the coagents require low alkalinity and flame retardancy properties and functions, so NOR amine ether type hindered amine products, especially polymerized NOR amine ether type hindered amine products, are attracting more and more attention from the market and researchers.

[0005] Patent document CN113354813A discloses a method for preparing the low-alkali hindered amine light stabilizer NOR371, which is synthesized using electrocatalysis. Patent document CN111303481B discloses an oligomeric hindered amine light stabilizer and its preparation method, which uses commercially available light stabilizer 944 as the starting material and, through end-capping, free radical reaction, and alkoxylation, obtains a low-alkali, acid-resistant oligomeric hindered amine light stabilizer containing an alkoxy structure. Patent document CN100384826C describes a preparation method for NOR371, which involves nucleophilic substitution with allyl bromide using Chimassorb 2020, followed by oxidative rearrangement with peracetic acid, and finally hydrogenation reduction. However, there are almost no polymeric hindered amine light stabilizers in the prior art that take into consideration all of the low alkalinity, flame retardancy, stability, and compatibility of the product, have simple manufacturing steps, are economical, and are environmentally friendly. Summary of the Invention [Problem to be solved by the invention]

[0006] To overcome the shortcomings of the prior art, the present invention provides a polymeric hindered amine, its preparation method, and use. [Means for solving the problem]

[0007] In a first aspect of the present invention, there is provided a polymeric hindered amine having the structure: [ka] (however, A n , B n are different unit structures, and A n contains at least two hindered amine structures, and B n At least two graft sites [ka] Contains A n and B n is the graft site [ka] are connected end-to-end via The * is a graft site, R' is selected from the group consisting of one or more of hydrogen, alkyl groups, cycloalkyl groups, heterocycloalkyl groups, heteroalkyl groups, or alkyl groups separated by one or more first spacer groups; the first spacer group comprises any one or more combinations of a heteroatom, -C(=O)O-, an amine group, -OC(=O)O-, an alkenyl group, an alkynyl group, -C(=S)O-, an amido group, a ureido group, an arylene group, a heteroalkylene group, a heteroarylene group, an alkylene group substituted with one or more first substituents, a heteroalkylene group substituted with one or more first substituents, or a cycloalkylene group substituted with one or more first substituents; the first substituent is selected from the group consisting of any one or more of hydroxy, halogen, aryl, cycloalkyl, hydroxyalkyl, alkoxy, thioalkoxy, nitro, cyano, amino, heteroaryl, heterocycloalkyl, aryloxycarbonyl, heteroaryloxycarbonyl, alkoxycarbonyl, heteroalkoxycarbonyl, alkoxythiocarbonyl, acyloxy, alkanoyloxy, aryloyloxy, heteroaryloyloxy, cycloalkanoyloxy, heteroalkanoyloxy, alkanoyl, aminoacyl, alkylaminoacyl, alkylsulfonyl, aryloyl, alkyl groups separated by one or more heteroatoms, and alkyl groups separated by one or more second spacer groups; the second spacer group is one or a combination selected from the group consisting of a heteroatom, —C(═O)O—, —OC(═O)O—, —C(═O)—, —C(═S)O—, an amide, a ureido group, an arylene group, an alkenyl group, an alkynyl group, an amine group, a heteroalkylene group, and a heteroarylene group; m1, m2……m n is the degree of polymerization of each repeating unit and is an integer between 1 and 20 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20), n is an integer between 1 and 20, and n represents the degree of polymerization; Preferably, the m1+m2+...+m n is greater than or equal to 3, n is an integer from 1 to 20 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20), and n represents the degree of polymerization; A1, A2, A3...A n are the same or different, B1, B2, B3……B n are the same or different, RT1 and RT2 are the same or different end groups, Specifically, in Formula I: [ka] is one or more (if any) identical or different [ka] For example, when n=4, ----- represents [ka] When n=5, ----- represents [ka] etc.)

[0008] Specifically, R.T. 1 , R.T. 2is any suitable capping group that may have a potentially reactive group, or an inert capping group.

[0009] Preferably, RT 1 , R.T. 2 is independently any one or more selected from the following structures: hydrogen, an alkyl group, a cycloalkyl group, a heterocycloalkyl group, a heteroalkyl group, an alkyl group separated by one or more second spacer groups, an alkyl group substituted with one or more substituents, a heteroalkyl group substituted with one or more first substituents, and a cycloalkyl group substituted with one or more first substituents.

[0010] In some embodiments of the present invention, n is 1 and the polymeric hindered amine has the following structure: [ka] I-1

[0011] In some embodiments of the present invention, n is an integer greater than or equal to 2, for example, 2, and the polymeric hindered amine has the following structure: [ka] I-2

[0012] Furthermore, the hindered amine structure of the present invention has a structure of the following general formula II: [ka] (II) (However, E1, E2, and E3 are independent of each other. [ka] [ka] [ka] [ka] [ka] or [ka] and a1 is 0, 1, or 2.

[0013] Preferably, the hindered amine structure may be one or more selected from the following structures: [ka]

[0014] In some embodiments of the present invention, the hindered amine structure has the following structure: [ka]

[0015] Furthermore, the A1, A2, ..., A n may independently be one or more selected from the following structural formulae AI to AV: [ka] (however, X 1 , X 2 is independently selected from the group consisting of one or more of a single bond, —O—, —NH—, -alkylene-, —O-alkylene-, —NH-alkylene group, —C(O)—, or a —C(O)-alkylene group; Preferably, X 1 , X 2 is independently selected from -O-, or -alkylene-; Y 1 , Y 2is independently selected from the group consisting of one or more of a single bond, —O—, —NH—, -alkylene-, —O-alkylene-, —NH-alkylene group, —C(O)—, —C(O)-alkylene group; Preferably, Y 1 , Y 2 is independently selected from -O-, -alkylene-; Z 1 , Z 2 are independently selected from the group consisting of one or more of -alkylidene-, -O-alkylidene-, -NH-alkylidene groups, alkylidene groups substituted with one or more of alkyl, hydroxy, halogen, or alkoxy groups; Preferably, Z 1 , Z 2 is selected from -C-, -alkylidene-; X 3 , X 4 are independently -O-, -NH-, -N(R 13 )-, -S-, -alkylene-, alkylene groups separated by one or more heteroatoms, or alkylene groups substituted with one or more second substituents.

[0016] Preferably, X 3 , X 4 are independently -O-, -NH-, -N(R 13 )-, -O-alkylene-, or -alkylene-.

[0017] R 13 is selected from an alkylene group, an alkylene group separated by one or more heteroatoms, or an alkylene group substituted with one or more second substituents.

[0018] The second substituent may be an alkyl group, a hydroxy group, an alkenyl group, a halogen atom, an aryl group, an arylene group, a cycloalkyl group, an alkoxy group, a thioalkoxy group, a nitro group, a cyano group, an amino group, a heteroaryl group, a heterocycloalkyl group, a hydroxyalkyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a heteroaryloxycarbonyl group, a heteroalkoxycarbonyl group, an alkoxythiocarbonyl group, an acyloxy group, an alkanoyloxy group, an aryloyloxy group, a heteroaryloyloxy group, a cycloalkanoyloxy group, or a cycloalkanoyloxy group. a heteroalkanoyloxy group, an alkanoyl group, an aminoacyl group, an alkylaminoacyl group, an alkylsulfonyl group, an alkyl group separated by one or more second spacer groups, wherein said second spacer groups are one or more selected from a heteroatom, —C(═O)O—, —OC(═O)O—, —C(═O)—, —C(═S)O—, —S(═O)—, —S(═O)2-, an amido group, a ureido group, an arylene group, an alkenyl group, an alkynyl group, a heteroalkylene group, or a heteroarylene group; Specifically, Y 3 , Y 4 is independently selected from the group consisting of one or more of a single bond (-), -O-, -NH-, -alkylene-, -O-alkylene-, -NH-alkylene group, or an alkylene group substituted with one or more second substituents; Preferably, Y 3 , Y 4 is independently selected from a single bond, -alkylene-, or -NH-; Specifically, X 5 , X 6 are independently -O-, -NH-, -N(R 13 )-, -N(R 14 )-, -C(=O)-, -C(S)-, -C(=O)O-, -OC(=O)-, -alkylene-, alkylene groups separated by one or more heteroatoms, or alkylene groups substituted with one or more substituents; More preferably, X 5 , X 6is independently selected from -alkylene-, -NH-, and -NH-alkylene-; More specifically, the R 14 is selected from alkyl groups, alkyl groups separated by one or more heteroatoms, and alkyl groups substituted with one or more second substituents.

[0019] Specifically, R 1 , R 2 are independently selected from the group consisting of one or more of a single bond (-), an -alkylene group, a -cycloalkylene group, a -heterocyclylene group, an alkylene group separated by one or more heteroatoms, or an arylene group, an alkylene group substituted with one or more second substituents; R 1 If is a single bond (-), Z 1 , Z 2 are directly linked to form a spiro ring structure, and the AI ​​structure is as follows: [ka]

[0020] Preferably, R 1 , R 2 are independently a single bond (-), -alkylene-, -arylene-, -OC(=O)O-, -OC(=O)-, -C(=O)O-, -C(=O)-, -O-, -NH-, -N(R 14 )-, [ka] [ka] and Preferably, the R 14 is selected from alkyl groups, Specifically, X 7 , X 8 , X 9 are independently a single bond (-), -alkylene-, an imino group, a nitrilo group, -N(R 14)-, -NH-alkylene-, -cycloalkylene-, -heterocyclylene-, -O-, or -S-; R 3 , R 3’’ are independently selected from the group consisting of one or more of hydrogen, -NH-alkyl groups, -cycloalkyl groups, -heterocyclyl groups, -O-cycloalkyl groups, cycloalkyl groups separated by one or more heteroatoms, cycloalkyl groups substituted with one or more alkyl groups, and cycloalkyl groups substituted with one or more alkyl groups and heteroatoms; Preferably, R 3 , R 3’’ are independently hydrogen, -alkyl group, -NH-alkyl group, [ka] or [ka] is selected from Preferably, X 7 , X 8 , X 9 are independently a single bond (-), -alkylene-, -imino-, -nitrilo-, -N(R 14 )-, -NH-alkylene-, or -S-.

[0021] Furthermore, the above B1, B2, B3, B4, B5...B n are independently selected from structures of general formulas B1 to BV-II. [ka] (however, a, b, c, e, f, g, h are B n a, b, c, e, f, g, h are selected from 1 or 2; Preferably, a+b≧2, c≧2, e+f≧2, g≧2, and h≧2; R 3’are independently selected from the group consisting of any one or more of hydrogen, -alkylene-, -NH-alkylene, -cycloalkylene, -heterocyclylene, -O-cycloalkylene, cycloalkylene separated by one or more heteroatoms, cycloalkylene substituted with one or more alkyl groups, and cycloalkylene substituted with one or more alkyl groups and separated by one or more heteroatoms; Preferably, R 3’ is an -alkylene group, or [ka] and R 4 , R 11 , R 12 , R 15 , R 16 are independently selected from the group consisting of any one or more of H, alkyl groups, cycloalkyl groups, heterocycloalkyl groups, and alkyl groups separated by one or more third spacer groups, wherein the third spacer groups are selected from the group consisting of any one or more of heteroatoms, -C(=O)O-, heteroalkylene groups, alkenyl groups, alkynyl groups, -C(=O)-, -C(=S)O-, amido groups, ureido groups, -OC(=O)O-, alkylene groups substituted with a third substituent, and heterocycloalkylene groups substituted with a third substituent; Preferably, R 15 , R 16 is H or an alkyl group, the third substituent is selected from the group consisting of one or more of hydroxy, cycloalkyl, alkoxy, thioalkoxy, nitro, cyano, amine, heterocycloalkyl, alkoxycarbonyl, alkoxycarbonyl, heteroalkoxycarbonyl, alkoxythiocarbonyl, acyloxy, alkanoyloxy, cycloalkanoyloxy, heteroalkanoyloxy, alkanoyl, aminoacyl, alkylaminoacyl, alkylsulfonyl, or alkyl groups substituted with one or more fourth substituents; the fourth substituent is selected from the group consisting of one or more of a heteroatom, -C(=O)O-, -OC(=O)O-, -C(=O)-, -C(=S)O-, an amido group, a ureido group, an alkenyl group, an alkynyl group, or a heteroalkylene group; Preferably, R 4 is selected from H or an alkyl group; More preferably, R 4 is selected from H or -CH3; R 5 , R 6 , R 8 are independently selected from a single bond (-), an alkylene group, a cycloalkylene group, a heterocycloalkylene group, or an alkylene group separated by one or more fourth spacer groups; R 7 , R 10 , R 15’ are independently selected from alkylene groups, cycloalkylene groups, heterocycloalkylene groups, and alkylene groups separated by one or more fourth spacer groups; Preferably, R 7 is a C7 to C22 alkylene group, Preferably, R 12 is selected from H, an alkyl group, or —C(═O)—; Preferably, R 15’ is an alkylene group, R7 in B-II and R in B-IV 10 There are two or more active sites in B-II and B-IV, and the two grafting sites are connected to A, preferably R7 in B-II and R8 in B-IV. 10 is a long carbon chain, more preferably the long carbon chain is a C8 to C22 alkylene group; the fourth spacer group is selected from the group consisting of one or more of an alkyl group, an imino group, -C(=O)O-, a heteroalkylene group, an arylene group, an alkenyl group, an alkynyl group, -C(=O)-, -C(=S)O-, an amido group, a ureido group, or an -OC(=O)O-alkyl group; Preferably, R 5 , R6 , R 8 is selected from H or -alkylene-; More preferably, R 5 and R 6 is a C8 to C22 alkylene group.

[0022] Preferably, R 7 is any one selected from H, an alkylene group, and -NH-alkylene-, Preferably, R 5 , R 6 , R 7 , R 8 is a long chain alkyl group selected from C8 to C22 alkylene groups, including, but not limited to, C8, C9, C10, C11, C12, C13, C14, C15, C16, C17, C18, C19, C20, C21, or C22 alkylene groups; R 9 are independently selected from alkylene groups, cycloalkylene groups, heterocycloalkylene groups, and alkylene groups separated by one or more fifth spacer groups; the fifth spacer group is selected from the group consisting of one or more of a heteroatom, -C(=O)O-, a heteroalkylene group, an arylene group, an alkenyl group, an alkynyl group, -C(=O)-, -C(=S)O-, an amido group, a ureido group, -OC(=O)O-, an alkylene group substituted with a fifth substituent, and a heterocycloalkylene group substituted with one or more fifth substituents; the fifth substituent is selected from the group consisting of one or more of hydroxy, cycloalkyl, alkoxy, thioalkoxy, nitro, cyano, amine, heterocycloalkyl, alkoxycarbonyl, alkoxycarbonyl, heteroalkoxycarbonyl, alkoxythiocarbonyl, acyloxy, alkanoyloxy, cycloalkanoyloxy, heteroalkanoyloxy, alkanoyl, aminoacyl, alkylaminoacyl, alkylsulfonyl, and alkylene separated by one or more sixth spacer groups; the sixth spacer group is one or more selected from a heteroatom, —C(═O)O—, —OC(═O)O—, —C(═O)—, —C(═S)O—, an amide group, a ureido group, an alkenyl group, an alkynyl group, and a heteroalkylene group; Preferably, R 9 is selected from a single bond (-), an alkylene group, and -O-; Preferably, R 10 is selected from alkylene groups; X 8’ , X 10 , X 11 , X 12 , X 13 , X 14 are independently a single bond (-), -O-, -NH-, -NH-C(=O)-, -N(R 14 )-, -NH(R 13 )-, -S-, -alkylene-, or an alkylene group substituted with one or more sixth substituents; the sixth substituent is selected from the group consisting of one or more of a heteroatom, hydroxy, a cycloalkyl group, an alkoxy group, a thioalkoxy group, a nitro group, a cyano group, an amine group, a heterocycloalkyl group, a carbonyl group, an alkoxycarbonyl group, a heteroalkoxycarbonyl group, an alkoxythiocarbonyl group, an acyloxy group, an alkanoyloxy group, a cycloalkanoyloxy group, a heteroalkanoyloxy group, an alkanoyl group, an aminoacyl group, an alkylaminoacyl group, an alkylsulfonyl group, or an alkyl group separated by one or more seventh spacer groups; the seventh spacer group comprises one or more combinations of a heteroatom, —C(═O)O—, —OC(═O)O—, —C(═O)—, —C(═S)O—, an amide, a ureido group, an alkenyl group, an alkynyl group, and a heteroalkylene group; Preferably, X 8’ is selected from -alkylene-, or -NH-; Preferably, X 10 is selected from -O-, -NH-, or -alkylene-; Preferably, X11 -alkylene-, -NH-C(=O)-, -NH-, -N(R 14 )-, -NH(R 13 )-, or -O, Preferably, X 12 , X 13 is independently selected from a single bond (-), -alkylene-, -NH-, or -NH-alkylene-; More preferably, X 12 is -alkylene- or -NH-, X 15 , X 16 , Y 5 , Y 6 is independently selected from -O-, -N-, -alkylene-, -O-alkylene-, -N-alkylene groups, or carbonyl groups; Preferably, X 16 is selected from -N-, -alkylene-, Z 3 are independently selected from -alkylidene-, -O-alkylidene-, -N-alkylidene, and alkylidene substituted with one or more substituents, wherein said substituents are independently selected from alkyl, cycloalkyl, hydroxy, halogen, or alkoxy groups; Z 4 is independently selected from -alkylene-, a cycloalkyl group, a cycloalkylene group, an alkylene group, a cycloalkyl group, or a cycloalkylene group substituted with one or more seventh substituents.

[0023] Preferably, Z 4 is selected from alkylene groups substituted with cycloalkyl groups.

[0024] Additionally, AI may independently be selected from the following structures: [ka] (wherein i may be an integer from 1 to 22, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; * indicates available grafting sites for grafting between AI and B; Preferably, i is an integer from 1 to 12, more preferably an integer from 1 to 8.

[0025] A-II is independently selected from the following structures: [ka] [ka] (where j may be an integer of 1 to 22, specifically 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; Preferably, j is an integer from 1 to 12, more preferably an integer from 1 to 8, * indicates available grafting sites for grafting A-II and B.)

[0026] A-III may be independently selected from the following structures: [ka] (wherein k may be an integer of 1 to 22, specifically 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; * indicates available grafting sites for grafting A-III and B.)

[0027] IV may be independently selected from the following structures: [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0028] AV is independently selected from the following structures: [ka] (wherein O may be an integer of 1 to 22, specifically 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; * indicates available grafting sites for AV and B grafting.) Preferably, O is an integer of 8 to 22, more preferably an integer of 8 to 12.

[0029] Furthermore, in some embodiments of the present invention, BI is independently selected from the following structures: [ka] (wherein x and x' are independently selected from integers of 8 to 22, and * is a grafting site available for grafting B1 and A.)

[0030] B-II is independently selected from the following structures: [ka] (wherein y may be an integer from 5 to 22, for example, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; Preferably, y is an integer from 8 to 22, * indicates available grafting sites for grafting B-II to A.

[0031] B-III is independently selected from the following structures: [ka] (wherein p may be an integer from 1 to 22, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; Preferably, p is an integer from 1 to 8, q may be an integer from 0 to 22, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; Preferably, q is an integer from 1 to 8, r may be an integer from 0 to 22, for example, 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; Preferably, r is an integer from 0 to 8, * indicates available grafting sites for grafting B-III with A. There are available grafting sites only if q>1.)

[0032] B-IV is independently selected from the following structures: [ka]

[0033] BVI is independently selected from the following structures: [ka]

[0034] BV-II is independently selected from the following structures: [ka] wherein z may be an integer from 8 to 22, e.g., 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; Preferably, z is an integer of 12 to 22, more preferably an integer of 12 to 16, and * is a grafting site available for grafting B-IV, BVI, BV-II with A.

[0035] In a second aspect of the present invention, the method comprises the step of polymerizing monomers by the action of a catalyst and a hydroperoxide, the monomers include a monomer A and a monomer B, both of which contain a hindered amine structure, the monomer A contains at least two hindered amine structures, and the monomer B contains two graft site structures; The polymerization reaction may be carried out in a solvent, which may be one or more selected from tetrahydrofuran, 2-methyltetrahydrofuran, halogenated hydrocarbons (e.g., dichloromethane, dichloroethane, carbon tetrachloride, etc.), acetonitrile, propionitrile, butyronitrile, aromatic hydrocarbons (e.g., benzene, toluene, xylene, chlorobenzene, dichlorotoluene, etc.), aliphatic hydrocarbons (e.g., petroleum ether, n-hexane, n-heptane, cyclohexane, n-octane, etc.), alcohols (e.g., methanol, ethanol, propanol, ethylene glycol, diethylene glycol, ethylene glycol methyl ether), dimethyl sulfoxide, N,N-dimethylamide, and diphenyl ether. Preferably, the solvent may be one or more selected from toluene, chlorobenzene, xylene, cyclohexane, n-heptane, and dichloromethane.

[0036] The catalyst may be one selected from tungsten, molybdenum, and ruthenium-based catalysts; The catalyst may be a homogeneous catalyst or a solid / supported catalyst; Preferably, the catalyst is a molybdenum or ruthenium catalyst, more preferably, molybdenum trioxide or dichloro[o-isopropoxybenzylidene][1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]ruthenium; The hydroperoxide may be an inorganic hydroperoxide or an organic hydroperoxide; The inorganic hydroperoxides include H2O2, the organic hydroperoxides include alkyl hydroperoxides and aryl hydroperoxides, preferably the alkyl hydroperoxides include t-alkyl hydroperoxides (e.g., tert-butyl hydroperoxide, tert-amyl hydroperoxide, tert-hexyl hydroperoxide, tert-octyl hydroperoxide), and the aryl hydroperoxides include ethylbenzene hydroperoxide, tetralin peroxide, or cumene hydroperoxide.

[0037] Preferably, the hydroperoxide is any one selected from H2O2, tert-amyl hydroperoxide, or cumene hydroperoxide.

[0038] The amount of the peroxide used is 1 to 20 molar equivalents, preferably 1 to 10 molar equivalents, and more preferably 1 to 5 molar equivalents, based on the molar equivalents of the polymerizable monomer; The amount of the catalyst used is 0.0001 to 0.6 molar equivalents, preferably 0.01 to 0.3 molar equivalents, and more preferably 0.01 to 0.15 molar equivalents.

[0039] Furthermore, the molar ratio of the catalyst to the monomer used is 5:100 to 1:100000 (for example, 1:100, 1:200, 1:400, 1:500, 1:600, 1:800, 1:1000, 1:2000, 1:4000, 1:5000, 1:6000, 1:8000, 1:10000, 1:50000, 1:100000), particularly 1:100 to 1:10000.

[0040] And / or, the reaction temperature of the polymerization reaction is 0 to 150°C, preferably 120 to 150°C (for example, 120, 125, 130, 135, 140, 145, 150°C).

[0041] And / or, the pressure of the polymerization reaction is −0.099 MPa to 0.1 MPa, preferably −0.099 MPa to 0.02 MPa (for example, −0.1, −0.001, −0.005, 0.01, 0.02 MPa).

[0042] The polymerization reaction is carried out in a protective gas, which may be a chemically inert gas such as argon gas or nitrogen gas. Preferably, the protective gas comprises one or two of argon gas and nitrogen gas; Preferably, the pressure of the production process is between 0.5 and 30 bar, preferably between 0.5 and 20 bar, more preferably between 0.5 and 10 bar, and the production process may be carried out under atmospheric pressure.

[0043] Furthermore, in the above polymerization reaction, monomer A contains at least two hindered amine structures (e.g., as described in the first aspect of the present invention), and monomer B contains two grafting sites. [ka] The structure includes the following: Monomer A and Monomer B are grafting sites. [ka] are connected end-to-end via

[0044] Furthermore, in some embodiments of the present invention, the monomer A is [ka] or [ka] (free radicals).

[0045] More specifically, the monomers are selected from structures AI to AV, and the monomers AI are independently one or more selected from the following structures: [ka] [ka] (wherein i is an integer from 1 to 22 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22), preferably an integer from 1 to 12, and more preferably an integer from 1 to 8.)

[0046] Monomer A-II is independently one or more selected from the following structures: [ka] [ka] (wherein j is an integer of 1 to 22 (for example, j may be 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22), preferably an integer of 1 to 12, and more preferably an integer of 1 to 8.)

[0047] The monomer A-III is one or more selected from the following structures: [ka]

[0048] Monomers A-IV are independently selected from the following structures: [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0049] The monomer AV is one or more selected from the following structures: [ka] (wherein O is an integer of 1 to 22 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22), preferably an integer of 8 to 22, more preferably an integer of 8 to 12.)

[0050] Specifically, in some embodiments of the present invention, the monomer BI is one or more selected from the following structures: [ka] (wherein x and x' are independently selected from integers of 8 to 22 (e.g., 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22).

[0051] Monomer B-II is independently one or more selected from the following structures: [ka] (y may be an integer of 5 to 22, for example, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22, but is preferably an integer of 8 to 22, and more preferably an integer of 8 to 12.)

[0052] Monomers B-III are independently selected from the following structures: [ka] (wherein p may be an integer from 1 to 22, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; Preferably, p is an integer from 1 to 8, q may be an integer from 0 to 22, for example, 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; Preferably, q is an integer from 1 to 8, r may be an integer from 0 to 22, for example, 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22; Preferably, r is an integer of 0 to 8.

[0053] The monomers B-IV are independently one or more selected from the following structures: [ka]

[0054] The monomer BVI or BV-II is one or more selected from the following structures: [ka] (Note that z may be an integer of 8 to 22, for example, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22, but is preferably an integer of 12 to 22.)

[0055] Specifically, the above-mentioned monomers may be commercially available products and used as they are, or may be produced by methods known in the art.

[0056] In a third aspect of the present invention, there is provided the use of a monomer A and a monomer B in the preparation of a polymeric hindered amine light stabilizer I, wherein the monomer A contains at least two hindered amine structures and the monomer B contains two grafting sites. [ka] The structure includes the following: Monomer A and Monomer B are grafting sites. [ka] The system provides end-to-end connectivity via

[0057] In a fourth aspect of the present invention, there is provided a polymeric auxiliary comprising the polymerizable hindered amine additive according to the first aspect of the present invention, which can be used as a light stabilizer and / or flame retardant in the production, processing, and use of polymeric material products, delaying or preventing aging of the polymeric material products, improving the performance in use of the polymeric material products, and extending their service life.

[0058] Specifically, the additives include one or more of antioxidants, UV absorbers, hindered amine light stabilizers, reinforcing agents, fillers, flame retardants, plasticizers, lubricants, emulsifiers, pigments, rheological additives, catalysts, flow control agents, optical brighteners, fire retardants, antistatic agents, and foaming agents, etc.; Preferably, the antioxidant may be one or more selected from phenolic and / or amine-based antioxidants, phosphites or thioesters, such as Antioxidant 1010, Antioxidant 1076, Antioxidant 1098, Antioxidant 168, etc.

[0059] Preferably, the UV absorber may be one or more selected from salicylate-based, benzoate-based, benzophenone-based, benzotriazole-based, or triazine-based ultraviolet absorbers.

[0060] Preferably, the hindered amine light stabilizer is one or more selected from hindered amine light stabilizers having a structure different from the polymeric hindered amine compound or mixture thereof described in the first aspect of the present invention, such as bis(2,2,6,6-tetramethyl-4-piperidinyl) sebacate, a polymer of succinic acid and 4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol, Chimassorb 944, Chimassorb 2020, UV-3346, UV-3529, Tinuvin 770, Tinuvin 622LD, Tinuvin 292, HS-625, HS-950, etc.

[0061] Preferably, the fillers and reinforcing agents are any one or more selected from calcium carbonate, silicates, glass fibers, glass beads, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite, wood flour and wheat flour, or other natural or synthetic fibers; Preferably, the auxiliary further comprises an organic substance that is sensitive to light, heat or oxidation; Preferably, the light, heat or oxidation sensitive organic material comprises one or more of the following combinations: polyolefin, acrylonitrile / butadiene / styrene, polyvinyl chloride, polymethyl methacrylate, polyacetal, polyamide, polyimide, epoxy resin, polyurethane, polycarbonate, polyurethane, polyester, polysulfone, polyurea, polystyrene, thermoplastic elastomer.

[0062] In a fifth aspect of the present invention, there is provided a composition comprising a polymeric hindered amine according to the first aspect and one or more organic materials that are sensitive to light, heat or oxidation.

[0063] Preferably, the light-, heat- or oxidation-sensitive organic material comprises one or more combinations of polyolefin, acrylonitrile / butadiene / styrene, polyvinyl chloride, polymethyl methacrylate, polyacetal, polyamide, polyimide, epoxy resin, polyurethane, polycarbonate, polyurethane, polyester, polysulfone, polyurea, polystyrene, or a thermoplastic elastomer.

[0064] Furthermore, the amount of the polymeric hindered amine will depend on the nature of the organic material, the end use and the additives, and the polymeric hindered amine may be used in various proportions.

[0065] Preferably, in the composition, the amount of the polymeric hindered amine may be 0.01% to 5%, for example, 0.01%, 0.05%, 0.1%, 0.15%, 0.2%, 0.25%, 0.3%, 0.35%, 0.4%, 0.45%, 0.5%, 1%, 2%, 3%, 4%, or 5%.

[0066] More preferably, the amount of the polymerized hindered amine light stabilizer of general formula I is 0.05% to 2% by weight of the organic material; Particularly preferably, the amount of the polymerized hindered amine light stabilizer of general formula I is 0.05% to 1% by weight of the organic substance; Particularly preferably, the amount of the high molecular weight hindered amine light stabilizer of general formula I is 0.05% to 0.5% by weight of the organic material.

[0067] Furthermore, the polyolefin is obtained by homopolymerizing or copolymerizing an α-olefin or a cycloolefin, the α-olefin is one or more selected from ethylene, propylene, 1-butene, 1-pentene, 1-hexene, 1-octene, or 4-methyl-1-pentene; The polyolefin may be polyethylene, polypropylene, poly-1-butene, poly-4-methyl-1-pentene, polyvinyl chloride, ethylene-vinyl acetate copolymer, or the like.

[0068] and / or the polyacetal is one or more selected from polyoxymethylene, polyoxymethylene containing ethylene oxide as a copolymerizable monomer, thermoplastic polyurethane-modified polyacetal, acrylate-modified polyacetal, or MBS-modified polyacetal; Preferably, the polyoxymethylene is a polyoxymethylene containing ethylene oxide as a copolymerizable monomer, and / or the polyamide is one or more selected from polyamides and copolyamides derived from diamines and dicarboxylic acids and / or aminocarboxylic acids or the corresponding lactams (e.g., polyamide 4, polyamide 6, polyamide 66, polyamide 610, polyamide 69, polyamide 612, polyamide 46, polyamide 1212, polyamide 11, polyamide 12); aromatic polyamides obtained from m-xylenediamine and adipic acid; and polyamides obtained from hexamethylene and isophthalic acid and / or terephthalic acid with or without the presence of an elastomer as a modifier.

[0069] and / or the polyester is selected from polyesters prepared from dicarboxylic acids and diols and / or hydroxycarboxylic acids or the corresponding lactones, such as polyethylene terephthalate, polybutylene terephthalate, poly(1,4-dihydroxymethylcyclohexane terephthalate) and polyhydroxybenzoates, as well as block copolyetheresters of hydroxy-terminated polyether derivatives, and polyesters modified with polycarbonate or MBS.

[0070] And / or the thermoplastic elastomer is selected from polyolefin thermoplastic elastomers and block copolymer polystyrene thermoplastic elastomers.

[0071] Preferably, the polyolefin thermoplastic elastomer comprises a polyolefin resin (for example, polyethylene and polypropylene functioning as the hard segment) and a rubber composition (for example, ethylene-propylene-diene elastomer (EPDM) functioning as the soft segment).

[0072] Preferably, the block copolymer polystyrene thermoplastic elastomer contains polystyrene as a hard segment and a polydiene (e.g., polybutadiene or polyisoprene) as a soft segment. Alternatively, a blend of a polyolefin elastomer and a polystyrene elastomer can be used as the thermoplastic elastomer of the present invention. Methods for combining soft and hard segments in a thermoplastic elastomer can be broadly classified into simple blending, embedding by copolymerization, and dynamic crosslinking. Combinations of polystyrene thermoplastic elastomer segments include SBS, SIS, SEBS, SEPS, hydrogenated polymers of any of these four copolymers, hydrogenated polymers of SBR (HSBR), and blends of any one or more of these polymers with polypropylene.

[0073] Preferably, the composition may further comprise one or more of an antioxidant, a UV absorber, a hindered amine light stabilizer, a toughening agent, a filler, a flame retardant, a plasticizer, a lubricant, an emulsifier, a pigment, a rheological additive, a catalyst, a flow control agent, an optical brightener, a fire retardant, an antistatic agent, or a foaming agent, or the like.

[0074] Preferably, the antioxidant is one or more selected from phenolic and / or amine-based antioxidants, phosphites, thioesters, or other antioxidants, including but not limited to Antioxidant 1010, Antioxidant 1076, Antioxidant 1098, Antioxidant 168, and the like.

[0075] Preferably, the UV absorber is one or more selected from salicylate-based, benzoate-based, benzophenone-based, benzotriazole-based, and triazine-based ultraviolet absorbers.

[0076] Preferably, the hindered amine light stabilizer is selected from hindered amine light stabilizers having a structure different from the polymeric hindered amine compound or mixtures thereof described in the first aspect of the present invention, for example, hindered amine light stabilizers such as bis(2,2,6,6-tetramethyl-4-piperidinyl) sebacate, polymers of succinic acid and 4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol, Chimassorb 944, Chimassorb 2020, UV-3346, UV-3529, Tinuvin 770, Tinuvin 622LD, Tinuvin 292, HS-625, or HS-950.

[0077] Specifically, the fillers and reinforcing agents may be one or more selected from calcium carbonate, silicates, glass fibers, glass beads, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite, wood flour and wheat flour or other natural fibers, synthetic fibers.

[0078] In a sixth aspect of the present invention, there is provided the use of a polymeric hindered amine according to the first aspect or a polymeric hindered amine produced by the method according to the second aspect in the manufacture of a light stabilizer and / or a flame retardant.

[0079] Specifically, the light stabilizers and flame retardants are used in the production, processing and use of polymeric material products to delay or prevent the aging of the polymeric material products, improve the use performance of the polymeric material products and extend their service life.

[0080] In a seventh aspect of the present invention, there is provided use of the polymeric hindered amine according to the first aspect and the polymeric auxiliary according to the fourth aspect in the production of a polymeric material product.

[0081] Specifically, the polymer material product is a plastic, a rubber, a fiber, a paint, an adhesive, or a composite material; The uses include the use of the polymeric material products in the fields of interior and exterior automotive decoration, floating devices, road traffic devices, agricultural products, electrical products, furniture, footwear, hygiene products, and health care products.

[0082] Specifically, the plastics can be made by any method known to those skilled in the art, including, but not limited to, extrusion, extrusion blow molding, film casting, calendar molding, injection molding, blow molding, compression molding, thermoforming, spin molding, blow extrusion, and rotational casting. [Effects of the Invention]

[0083] The beneficial effects of the present invention are as follows:

[0084] In the present invention, a monomer A containing two hindered amine structures and two grafting sites [ka] A high molecular weight hindered amine light stabilizer is produced by polymerizing a monomer B containing NOR with a monomer B containing NOR. The polymerized hindered amine light stabilizer of the present invention has advantages such as high anti-aging properties, high molecular weight, resistance to migration from polymer material products, and excellent thermal stability. Furthermore, by modifying the substituents, it can also have good compatibility with various types of polymer materials. NOR amine ether polymer compounds obtained by polymerizing specific monomers containing a NOR amine ether structure have advantages such as low alkalinity and flame retardancy. The production method of the present invention is simpler, lower carbon dioxide, and more environmentally friendly than conventional techniques. DETAILED DESCRIPTION OF THE INVENTION

[0085] Unless otherwise defined, all scientific and technical terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains.

[0086] The term "alkyl group" used in the present invention may be a straight-chain alkyl group or a branched alkyl group. The alkyl group according to the present invention is a group having 1 to 22 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22) carbon atoms (e.g., C1 alkyl group, C2 alkyl group, C3 alkyl group, C4 alkyl group, C5 alkyl group, C6 alkyl group, C7 alkyl group, C8 alkyl group, C9 alkyl group, C10 alkyl group, C11 alkyl group, C12 alkyl group, C13 alkyl group, C14 alkyl group, C15 alkyl group). C alkyl group, ...

[0087] The term "halogen" according to the present invention includes atoms of fluorine (F), chlorine (Cl), bromine (Br) and iodine (I).

[0088] The "alkoxy group" described in the present invention contains 1 to 22 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22) carbon atoms, i.e., a C1 to 22 alkoxy group (e.g., a C1 alkoxy group, a C2 alkoxy group, a C3 alkoxy group, a C4 alkoxy group, a C5 alkoxy group, a C6 alkoxy group, a C7 alkoxy group, a C8 alkoxy group, a C9 alkoxy group, a C10 alkoxy group, a C11 alkoxy group, a C12 alkoxy group, a C13 alkoxy group, a C14 alkoxy group, a C15 alkoxy group, a C16 alkoxy group, a C17 alkoxy group, a C18 alkoxy group, a C19 alkoxy group, a C20 alkoxy group, a C21 alkoxy group, a C22 alkoxy group, a C23 alkoxy group, a C24 alkoxy group, a C25 alkoxy group, a C26 alkoxy group, a C27 ​​alkoxy group, a C28 alkoxy group, a C29 alkoxy group, a C30 alkoxy group, a C31 alkoxy group, a C32 alkoxy group, a C33 alkoxy group, a C34 alkoxy group, a C35 alkoxy group, a C36 alkoxy group, a C37 alkoxy group, a C38 alkoxy group, a C39 alkoxy group, a C40 alkoxy group, a C41 alkoxy group, a C42 alkoxy group, a C43 alkoxy group, a C44 and C1-18 alkoxy groups, C1-8 alkoxy groups, C1-6 alkoxy groups, and C1-3 alkoxy groups, and further includes, but is not limited to, methoxy groups, ethoxy groups, isopropoxy groups, propoxy groups, butoxy groups, hexyloxy groups, octyloxy groups, n-dodecyloxy groups, and n-octadecyloxy groups. The alkoxy group of the present invention may be substituted, and examples of the substituent include halogen, aryl, hydroxy, cyano, nitro, C1-22 alkoxy, and C1-22 alkylamino groups (e.g., C1 alkylamino, C2 alkylamino, C3 alkylamino, C4 alkylamino, C5 alkylamino, C6 alkylamino, C7 alkylamino, C8 alkylamino, C9 alkylamino, C10 alkylamino, C11 alkylamino, C12 alkylamino, C13 alkylamino, C14 alkylamino, C15 alkylamino, C16 alkylamino, C17 alkylamino, C18 alkylamino, C19 alkylamino, C20 alkylamino, C21 alkylamino, and C22 alkylamino groups). The alkoxy groups of the present invention may be separated by spacer groups, which are oxygen, nitrogen, sulfur, an arylene group, a heteroalkylene group, -C(=O)-, or -C(=O)O-.

[0089] The term "cycloalkyl group" used herein includes substituted or unsubstituted cycloalkyl groups and unsaturated cycloalkyl groups. Cycloalkyl groups according to the present invention include 1 to 10 carbon atoms, i.e., C1-10 cycloalkyl groups, such as C3-6 cycloalkyl groups (for example: C1 cycloalkyl group, C2 cycloalkyl group, C3 cycloalkyl group, C4 cycloalkyl group, C5 cycloalkyl group, C6 cycloalkyl group, C7 cycloalkyl group, C8 cycloalkyl group, C9 cycloalkyl group, C10 cycloalkyl group, C11 cycloalkyl group, C12 cycloalkyl group, C13 cycloalkyl group, C14 cycloalkyl group, C15 cycloalkyl group, C16 cycloalkyl group, C17 cycloalkyl group, C18 cycloalkyl group, C19 cycloalkyl group, C20 cycloalkyl group, C21 cycloalkyl group, C22 cycloalkyl group). Cycloalkyl groups according to the present invention include, but are not limited to, cyclopentyl, cyclopropyl, cyclohexyl, etc.

[0090] The term "alkylene group" used in the present invention may be a straight-chain alkylene group or a branched alkylene group. The alkylene group described in the present invention contains 1 to 22 carbon atoms, that is, a C1-22 alkylene group, such as a C1-18 alkylene group, a C1-12 alkylene group, a C1-8 alkylene group, a C1-6 alkylene group, a C1-3 alkylene group (for example: a C1 alkylene group, a C2 alkylene group, a C3 alkylene group, a C4 alkylene group, a C5 alkylene group, a C6 alkylene group). and C22 alkylene groups). In some embodiments of the present invention, the alkylene groups may be methylene, ethylene, propylene, butylene, etc.

[0091] When an alkylene group is substituted with a cycloalkyl group, it becomes a "cycloalkylenealkyl group."

[0092] When an alkylene group is substituted with an aryl group, it becomes an "arylenealkyl group."

[0093] When an alkylene group is substituted with a heterocyclyl group, it becomes a "heterocyclylenealkyl group."

[0094] The term "aryl group" used in the present invention includes C6 to C18 aryl groups such as benzene ring aryl groups and naphthalene ring aryl groups (for example, C6 aryl group, C7 aryl group, C8 aryl group, C9 aryl group, C10 aryl group, C11 aryl group, C12 aryl group, C13 aryl group, C14 aryl group, C15 aryl group, C16 aryl group, C17 aryl group, C18 aryl group), particularly benzene ring aryl groups. The aryl group may be substituted with one or more alkyl groups, halogens, C3 to C8 cycloalkyl groups, C3 to C8 cycloalkoxy groups, or C1 to C18 alkoxy groups.

[0095] The term "heteroaryl group" as used herein refers to an aromatic monocyclic or polycyclic ring system containing 5 to 18 ring atoms (e.g., 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 ring atoms), preferably 5 to 10 ring atoms, where one or more ring atoms are not carbon atoms but are, for example, nitrogen, sulfur, oxygen, phosphorus, or silicon, particularly oxygen and nitrogen, and the remaining ring atoms are carbon atoms. The heteroaryl group of the present invention may be substituted with a substituent, which may include alkyl, cyano, nitro, alkoxy, hydroxy, halogen, amino, alkylamino, aryloyl, alkanoyl, arylsulfonyloxy, alkanoylamino, or alkanesulfonylamino. Examples of heteroaryl groups of the present invention include benzotriazole and 1,3,5-triazine.

[0096] The term "arylene group" used in the present invention includes C6 to C18 arylene groups, such as a C6 arylene group, a C7 arylene group, a C8 arylene group, a C9 arylene group, a C10 arylene group, a C11 arylene group, a C12 arylene group, a C13 arylene group, a C14 arylene group, a C15 arylene group, a C16 arylene group, a C17 arylene group, and a C18 arylene group.

[0097] The term "heteroalkyl group" used in the present invention means an alkyl group in which one or more carbon atoms in the C1-22 alkyl group defined above (e.g., C1 alkyl group, C2 alkyl group, C3 alkyl group, C4 alkyl group, C5 alkyl group, C6 alkyl group, C7 alkyl group, C8 alkyl group, C9 alkyl group, C10 alkyl group, C11 alkyl group, C12 alkyl group, C13 alkyl group, C14 alkyl group, C15 alkyl group, C16 alkyl group, C17 alkyl group, C18 alkyl group, C19 alkyl group, C20 alkyl group, C21 alkyl group, C22 alkyl group) are replaced with one or more atoms other than carbon, and the atoms other than carbon include one or more of nitrogen, sulfur, oxygen, phosphorus, and silicon.

[0098] The term "heterocyclyl group" as used herein includes heteroaryl and heterocycloalkyl groups containing from 1 to 3 monocyclic and / or fused rings and from 3 to about 18 ring atoms.

[0099] The term "heterocycloalkyl group" as used herein includes aliphatic monocyclic or polycyclic ring systems containing 5 to 18 ring atoms (e.g., 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, or 18 ring atoms), preferably 5 to 10 ring atoms, where one or more ring atoms are not carbon atoms, such as nitrogen, sulfur, oxygen, phosphorus, silicon, especially oxygen and nitrogen, and the remaining ring atoms are carbon atoms. Heterocycloalkyl groups of the present invention include, but are not limited to, pyrrolidine, piperidine, morpholine, tetrahydrofuran, piperidone, piperazinone, imidazoline, imidazolinone, 1,3,5-triazinane, or piperazine. The heterocycloalkyl groups of the present invention may be further substituted with a substituent, and the substituent may include an alkyl group, a hydroxyalkyl group, a halogen, a hydroxy, an alkoxy group, an aryloyl group, an alkanoyl group, a nitro group, a cyano group, an amino group, or an alkylamino group.

[0100] In the present invention, the carbon atoms contained in the "alkoxycarbonyl group," "heteroalkoxycarbonyl group," "alkoxythiocarbonyl group," "alkanoyloxy group," "cycloalkanoyloxy group," "heteroalkanoyloxy group," "alkanoyl group," "alkylaminoacyl group," and the term "alkylsulfonyl group" are, by way of reference, 1 to 22 (e.g., 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, or 22) carbon atoms.

[0101] In the present invention, the aryl group in the terms "aryloxycarbonyl group," "heteroaryloxycarbonyl group," "aryloyl group," "aryloyloxy group," and "heteroaryloyloxy group" contains 6 to 18 carbon atoms (e.g., 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18).

[0102] The term "halogen" as it appears in the present invention refers to bromine, chlorine, iodine or fluorine.

[0103] Various publications, patents, and published patent specifications are cited herein, the disclosures of which are incorporated by reference in their entireties.

[0104] The polymerizable monomers set forth above are known in the art, some of which are commercially available or can be synthesized according to methods known in the art.

[0105] The solvent used in the method of the present invention is a commonly used organic solvent such as an aromatic hydrocarbon (e.g., benzene, xylene, chlorobenzene, etc.), a halogenated hydrocarbon, an alcohol (e.g., methanol, ethanol, ethylene glycol, or methyl ether), or water.

[0106] The following clearly and completely describes the technical solutions in the embodiments of the present invention, and obviously, the described embodiments are only some of the embodiments of the present invention, not all of them, and all other embodiments that can be obtained by those skilled in the art based on the embodiments of the present invention without any creative work fall within the protection scope of the present invention. Example 1

[0107] [ka] In a 1 L round-bottom flask, 110 g of Monomer 1 and 100 g of Monomer 2 were dissolved in 500 mL of xylene, 0.8 g of molybdenum trioxide was added, and the mixture was heated to 140°C. Then, 90 g of tert-amyl hydroperoxide (70% aqueous solution) was slowly added dropwise, and the mixture was stirred for 18 hours to allow the reaction to complete. After that, an excess of saturated sodium sulfite solution was added, and the mixture was stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 195.2 g of the target product P1-EX1. Molecular weight: 3179.5 Viscosity (100℃): 962cps Example 2

[0108] [ka] In a 1 L round-bottom flask, 135 g of Monomer 1 and 106 g of Monomer 2 were dissolved in 500 mL of xylene, 0.6 g of molybdenum trioxide was added, and the mixture was heated to 130°C. Then, 90 g of cumene hydroperoxide (70% aqueous solution) was slowly added dropwise, and the mixture was stirred for 12 hours to allow the reaction to complete. After that, an excess of saturated sodium sulfite solution was added, and the mixture was stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 214 g of the target product P1-EX2. Molecular weight: 2263.43 Viscosity (100℃): 695cps Example 3

[0109] [ka] In a 1000 mL round-bottom flask, 125 g of Monomer 3-1 and 208 g of Monomer 3-2 were dissolved in 500 mL of dichloromethane, 1 g of molybdenum trioxide was added, and the mixture was heated to 150°C. Then, 100 g of cumene hydroperoxide (70% aqueous solution) was slowly added dropwise and stirred for 16 hours. After the reaction was complete, an excess of saturated sodium sulfite solution was added and stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 266 g of the target product P1-EX3. Molecular weight: 1028.57 Viscosity (100℃): 423cps Example 4

[0110] [ka] In a 1000 mL round-bottom flask, 160 g of monomer 4-1 and 202 g of monomer 4-2 were dissolved in 500 mL of chlorobenzene, 2.8 g of dichloro[o-isopropoxybenzylidene][1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]ruthenium was added, and the mixture was heated to 130 °C. Then, 120 g of tert-amyl hydroperoxide (70% aqueous solution) was slowly added dropwise and stirred for 18 hours. After the reaction was complete, excess saturated sodium sulfite solution was added and stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 293.2 g of the desired product P1-EX4. Molecular weight: 2178.82 Viscosity (100℃): 695cps Example 5

[0111] [ka] In a 1000 mL round-bottom flask, 270 g of Monomer 5-1 and 149 g of Monomer 5-2 were dissolved in 600 mL of dichloromethane, 0.5 g of molybdenum trioxide was added, and the mixture was heated to 140°C. Then, 100 g of tert-amyl hydroperoxide (70% aqueous solution) was slowly added dropwise and stirred for 18 hours. After the reaction was complete, an excess of saturated sodium sulfite solution was added and stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 162 g of the target product P1-EX5. Molecular weight: 2584.58 Viscosity: 846cps (100℃) Example 6

[0112] [ka] In a 2000 mL round-bottom flask, 280 g of monomer 6-1 and 211 g of monomer 6-2 were dissolved in 800 mL of xylene, and the mixture was purged with argon gas. 0.5 g of molybdenum trioxide was added as a catalyst, and the mixture was heated to 140°C. 100 g of tert-amyl hydroperoxide (70% aqueous solution) was then slowly added dropwise, and the mixture was stirred for 18 hours to allow the reaction to complete. An excess of saturated sodium sulfite solution was added, and the mixture was stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 370.4 g of the target product P1-EX6. Molecular weight: 2939.5 Viscosity: 1029cps (100℃) Example 7

[0113] [ka] In a 2000 mL round-bottom flask, 233 g of monomer 7-1 and 196 g of monomer 7-2 were dissolved in 600 mL of xylene. After introducing nitrogen gas and replacing the atmosphere, 5 g of dichloro[o-isopropoxybenzylidene][1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]ruthenium was added as a catalyst and heated to 140 °C. Then, 180 g of cumene hydroperoxide (70% aqueous solution) was slowly added dropwise and stirred for 18 hours. After the reaction was complete, excess saturated sodium sulfite solution was added and stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 370.4 g of the target product P1-EX7. Molecular weight: 2639 Viscosity: 1023cps (100℃) Example 8

[0114] [ka] In a 2000 mL round-bottom flask, 306 g of monomer 8-1 and 217 g of monomer 8-2 were dissolved in 800 mL of xylene. Argon gas was introduced and replaced, and then 3.8 g of dichloro[o-isopropoxybenzylidene][1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]ruthenium was added as a catalyst. The mixture was heated to 135 °C, and then 130 g of tert-amyl hydroperoxide (70% aqueous solution) was slowly added dropwise. The mixture was stirred for 16 hours until the reaction was complete. After that, excess saturated sodium sulfite solution was added and the mixture was stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 516.8 g of the target product P1-EX8. Molecular weight: 3131.38 Viscosity: 916cps (100℃) Example 9

[0115] [ka] In a 2000 mL round-bottom flask, 192 g of monomer 9-1 and 184 g of monomer 9-2 were dissolved in 500 mL of dichloromethane. After introducing nitrogen gas and replacing the atmosphere, 3.8 g of dichloro[o-isopropoxybenzylidene][1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]ruthenium was added as a catalyst and heated to 135 °C. Then, 130 g of tert-amyl hydroperoxide (70% aqueous solution) was slowly added dropwise and stirred for 12 hours. After the reaction was complete, excess saturated potassium sulfite solution was added and stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 346.1 g of the target product P1-EX9. Molecular weight: 2320.51 Viscosity: 843cps (100℃) Example 10

[0116] [ka] In a 2000 mL round-bottom flask, 196 g of Monomer 10-1 and 297 g of Monomer 10-2 were dissolved in 600 mL of xylene, and the mixture was purged with nitrogen gas. 0.8 g of molybdenum trioxide was added as a catalyst and heated to 140°C. 130 g of hydroperoxide (40% aqueous solution) was then slowly added dropwise and stirred for 12 hours until the reaction was complete. An excess of saturated sodium sulfite solution was added and stirred, and the mixture was separated, filtered, and the organic phase was concentrated to obtain 396.7 g of the target product P1-EX10. Molecular weight: 3935.4 Viscosity: 1210cps (100℃) Example 11

[0117] [ka] In a 2000 mL round-bottom flask, 205 g of monomer 11-1 and 296 g of monomer 11-2 were dissolved in 600 mL of xylene. The atmosphere was replaced with nitrogen gas, and 4.8 g of dichloro[o-isopropoxybenzylidene][1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]ruthenium was added as a catalyst. The mixture was heated to 140 °C, and then 120 g of tert-amyl hydroperoxide (70% aqueous solution) was slowly added dropwise. The mixture was stirred for 13 hours until the reaction was complete. After that, an excess of saturated sodium sulfite solution was added and the mixture was stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 396.7 g of the desired product P1-EX11. Molecular weight: 2047.84 Viscosity: 897cps (100℃) Example 12

[0118] [ka] In a 2000 mL round-bottom flask, 314.4 g of monomer 12-1 and 275 g of monomer 12-2 were dissolved in 500 mL of xylene, and the mixture was purged with nitrogen gas. 0.8 g of molybdenum trioxide was added as a catalyst and heated to 140°C. 150 g of hydroperoxide (40% aqueous solution) was then slowly added dropwise and stirred for 14 hours until the reaction was complete. An excess of saturated sodium sulfite solution was added and stirred, and the mixture was separated, filtered, and the organic phase was concentrated to obtain 483 g of the target product P1-EX12. Molecular weight: 3575.8 Viscosity: 1321cps (100℃) Example 13

[0119] [ka] In a 2000 mL round-bottom flask, 328.5 g of monomer 13-1 and 275.5 g of monomer 13-2 were dissolved in 600 mL of xylene, and the mixture was purged with nitrogen gas. 0.8 g of molybdenum trioxide was added as a catalyst and heated to 130°C. 130 g of hydroperoxide (40% aqueous solution) was then slowly added dropwise and stirred for 12 hours until the reaction was complete. An excess of saturated sodium sulfite solution was added and stirred, and the mixture was separated, filtered, and the organic phase was concentrated to obtain 496.7 g of the target product P1-EX13. Molecular weight: 2458 Viscosity: 1021cps (100℃) Example 14

[0120] [ka] In a 2000 mL round-bottom flask, 275 g of monomer 14-1 and 283.5 g of monomer 14-2 were dissolved in 600 mL of xylene. The mixture was purged with nitrogen gas, and 4.8 g of dichloro[o-isopropoxybenzylidene][1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]ruthenium was added as a catalyst. The mixture was heated to 135 °C, and 140 g of hydroperoxide (40% aqueous solution) was slowly added dropwise. The mixture was stirred for 12 hours until the reaction was complete. After that, excess saturated sodium sulfite solution was added and the mixture was stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 457 g of the target product P1-EX14. Molecular weight: 4558 Viscosity: 2013cps (100℃) Example 15

[0121] [ka] In a 2000 mL round-bottom flask, 286 g of Monomer 15-1 and 253.5 g of Monomer 15-2 were dissolved in 500 mL of xylene, and the mixture was purged with argon gas. 0.9 g of molybdenum trioxide was added and heated to 150°C. 80 g of hydroperoxide (40% aqueous solution) was then slowly added dropwise and stirred for 12 hours until the reaction was complete. An excess of saturated sodium sulfite solution was added and stirred, and the mixture was separated, filtered, and the organic phase was concentrated to obtain 456.7 g of the target product P1-EX15. Molecular weight: 3310 Viscosity: 1763cps (100℃) Example 16

[0122] [ka] In a 2000 mL round-bottom flask, 363.5 g of Monomer 16-1 and 205 g of Monomer 16-2 were dissolved in 500 mL of xylene, and the mixture was purged with nitrogen gas. 0.8 g of molybdenum trioxide was added as a catalyst and heated to 130°C. 90 g of hydroperoxide (40% aqueous solution) was then slowly added dropwise and stirred for 12 hours until the reaction was complete. After that, an excess of saturated sodium sulfite solution was added and stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 456.7 g of the target product P1-EX16. Molecular weight: 3301 Viscosity: 1763cps (100℃) Example 17

[0123] [ka] In a 2000 mL round-bottom flask, 309 g of Monomer 17-1 and 350 g of Monomer 17-2 were dissolved in 700 mL of xylene, and the mixture was purged with nitrogen gas. 0.8 g of molybdenum trioxide was added as a catalyst and heated to 150°C. 100 g of hydroperoxide (40% aqueous solution) was then slowly added dropwise and stirred for 12 hours until the reaction was complete. An excess of saturated sodium sulfite solution was added and stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 557.7 g of the target product P1-EX17. Molecular weight: 2678 Viscosity: 861cps (100℃) Example 18

[0124] [ka] In a 2000 mL round-bottom flask, 236 g of Monomer 18-1 and 302 g of Monomer 18-2 were dissolved in 500 mL of xylene, and the mixture was purged with nitrogen gas. 0.8 g of molybdenum trioxide was added as a catalyst and heated to 140°C. 70 g of hydroperoxide (40% aqueous solution) was then slowly added dropwise and stirred for 15 hours until the reaction was complete. After that, an excess of saturated sodium sulfite solution was added and stirred. The phases were separated, filtered, and the organic phase was concentrated to obtain 486 g of the target product P1-EX18. Molecular weight: 3297 Viscosity: 1065cps (100℃) Example 19: Experiments on Stable Polypropylene Materials

[0125] Basic composition: Standard polymer: Thermoplastic polypropylene 79.8 wt%, hydrotalcite 20 wt%, antioxidant (AO-1010) 0.20 wt% 1# is 100wt% standard polymer, 2# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX1 (Example 1); 3# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX2 (Example 2); 4# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX3 (Example 3); 5# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX4 (Example 4); 6# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX5 (Example 5); 7# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX6 (Example 6); 8# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX7 (Example 7); 9# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX8 (Example 8); 10# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX9 (Example 9); 11# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX10 (Example 10); 12# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX11 (Example 11); 13# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX12 (Example 12); 14# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX13 (Example 13); 15# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX14 (Example 14); 16# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX15 (Example 15); 17# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX16 (Example 16); 18# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX17 (Example 17); 19# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX18 (Example 18). Test sample production: The components were premixed in a mixer and then extruded and granulated in a twin-screw extruder at 220°C. The mixture was dried at 80°C for 8 hours and then injection-molded at 240°C using an injection molding machine. Finally, the samples were subjected to a xenon lamp aging test according to the SAE J 2527 standard, and the test results are shown in Table 1.

[0126] Table 1: △E* of samples after aging with a xenon lamp (low values ​​required) [Table 1] Example 20: Testing on stable thermoplastic polyethylene

[0127] Basic composition: Standard polymer: Thermoplastic polyethylene 79.8 wt%, calcium carbonate 20 wt%, antioxidant (AO-1010) 0.20 wt% 1# is 100wt% standard polymer, 2# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX1 (Example 1); 3# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX2 (Example 2); 4# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX3 (Example 3); 5# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX4 (Example 4); 6# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX5 (Example 5); 7# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX6 (Example 6); 8# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX7 (Example 7); 9# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX8 (Example 8); 10# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX9 (Example 9); 11# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX10 (Example 10); 12# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX11 (Example 11); 13# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX12 (Example 12); 14# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX13 (Example 13); 15# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX14 (Example 14); 16# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX15 (Example 15); 17# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX16 (Example 16); 18# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX17 (Example 17); 19# is 99.7 wt% standard polymer, 0.3 wt% polymeric hindered amine light stabilizer P1-EX18 (Example 18). Test sample production: The components were premixed in a mixer and then extruded and granulated in a twin-screw extruder at 190°C. The mixture was dried at 80°C for 8 hours and then blown at 200°C using a film blowing machine. Finally, the samples were subjected to an artificial xenon lamp accelerated aging test in accordance with GB / T 16422.2-2014 standard, and the test results are shown in Table 2.

[0128] Table 2: Tensile strength retention % [Table 2] Example 21: Testing on stable thermoplastic polyvinyl chloride

[0129] Basic composition: Standard polymers: Thermoplastic polyvinyl chloride 65.5wt%, plasticizer 31.5wt%, epoxidized soybean oil 1.6wt%, calcium zinc stabilizer 1.4wt% 1# is 100wt% standard polymer, 2# is 99.5 wt% standard polymer, 0.25 wt% UV-531, and 0.25 wt% polymeric hindered amine light stabilizer P1-EX1 (Example 1); 3# is 99.5 wt% standard polymer, 0.25 wt% UV-531, and 0.25 wt% polymeric hindered amine light stabilizer P1-EX4 (Example 4); 4# is 99.5 wt% standard polymer, 0.25 wt% UV-531, and 0.25 wt% polymeric hindered amine light stabilizer P1-EX6 (Example 6); 5# is 99.5 wt% standard polymer, 0.25 wt% UV-531, 0.25 wt% polymeric hindered amine light stabilizer P1-EX8 (Example 8). Test sample production: The components were premixed in a mixer and then kneaded on a two-roll mill at 165°C for 7 minutes to obtain the desired samples. Finally, the samples were subjected to a xenon lamp aging test according to GB / T 16422.2-2014 standard, and the test results are shown in Table 3.

[0130] Table 3: Breaking elongation retention % [Table 3] Example 22: Tests on stable thermoplastic polyamide 6

[0131] Basic composition: Standard polymer: Thermoplastic polyamide 6 79.8 wt%, calcium carbonate 20 wt%, antioxidant (AO-1098) 0.20 wt% 1# is 100wt% standard polymer, 2# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX1 (Example 1); 3# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX4 (Example 4); 4# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX6 (Example 6); 5# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX7 (Example 7); 6# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX18 (Example 18). Test sample production: The components were premixed in a mixer, then extruded and granulated in a twin-screw extruder at 260 °C, dried at 80 °C for 12 h, and then injection-molded at 265 °C using an injection molding machine. Finally, the samples were subjected to a xenon lamp aging test according to standard GB / T 16422.2-2014, and the test results are shown in Table 4.

[0132] Table 4: △E* of samples after aging with a xenon lamp (low values ​​required) [Table 4] Example 23: Testing the performance of PP film as a flame retardant

[0133] Basic composition: Standard polymer: Thermoplastic polypropylene 99.65 wt%, calcium stearate 0.05 wt%, antioxidant (AO-1010:AO-168 = 1:1) 0.30 wt% 1# is 100wt% standard polymer, 2# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX1 (Example 1); 3# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX2 (Example 2); 4# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX6 (Example 6); 5# is 99.6 wt% standard polymer, 0.4 wt% polymeric hindered amine light stabilizer P1-EX9 (Example 9). Test sample production: The components were premixed in a mixer, then extruded and granulated in a twin-screw extruder at 220°C. The mixture was dried at 80°C for 8 hours and then compression molded in a hot press. Finally, the samples were tested for flame retardancy according to the DIN 4102-B2 standard, and the test results are shown in Table 5.

[0134] Table 5: Flame retardancy of samples [Table 5]

[0135] The above description is only a preferred embodiment of the present invention, and is not intended to limit the present invention. Any modifications, equivalent replacements, etc. made within the spirit and principle of the present invention should be included in the protection scope of the present invention.

[0136] The above embodiments and methods described in the present invention may vary depending on the ability, experience, and preferences of those skilled in the art.

[0137] In the present invention, the steps of the method are described in a certain order, but the order of the steps of the method is not limited thereto.

Claims

1. A polymeric hindered amine comprising a structure of the following general formula I: 【Chemistry 1】 (However, A ｎ , B ｎ are different unit structures, and A ｎ contains at least two hindered amine structures, and B ｎ At least two graft sites 【Chemistry 2】 and A ｎ and B ｎ is the graft site 【Transformation 3】 are connected via R' is selected from the group consisting of one or more of hydrogen, alkyl groups, cycloalkyl groups, heterocycloalkyl groups, heteroalkyl groups, or alkyl groups separated by one or more first spacer groups; the first spacer group comprises any one or more combinations of a heteroatom, —C(═O)O—, an amine group, —OC(═O)O—, an alkenyl group, an alkynyl group, —C(═S)O—, an amido group, a ureido group, an arylene group, a heteroalkylene group, a heteroarylene group, an alkylene group substituted with one or more first substituents, a heteroalkylene group substituted with one or more first substituents, or a cycloalkylene group substituted with one or more first substituents; the first substituent is selected from the group consisting of any one or more of hydroxy, halogen, aryl, cycloalkyl, hydroxyalkyl, alkoxy, thioalkoxy, nitro, cyano, amino, heteroaryl, heterocycloalkyl, aryloxycarbonyl, heteroaryloxycarbonyl, heteroalkoxycarbonyl, alkoxythiocarbonyl, acyloxy, alkanoyloxy, aryloyl, aryloyloxy, heteroaryloyloxy, cycloalkanoyloxy, heteroalkanoyloxy, alkanoyl, aminoacyl, alkylaminoacyl, alkylsulfonyl, aryloyl, alkyl groups separated by one or more heteroatoms, and alkyl groups separated by one or more second spacer groups; the second spacer group is one or a combination of one or more selected from the group consisting of a heteroatom, —C(═O)O—, —OC(═O)O—, —C(═O)—, —C(═S)O—, an amide, a ureido group, an arylene group, an alkenyl group, an alkynyl group, an amine group, a heteroalkylene group, and a heteroarylene group; m １ , m ２ ……m ｎ is the degree of polymerization of each repeating unit and is an integer between 1 and 20, n is an integer between 1 and 20, and ｎ is greater than or equal to 3, RT １ , R.T. ２ is an end group, RT １ , R.T. ２ are independently any one or more selected from the following structures: hydrogen, an alkyl group, a cycloalkyl group, a heterocycloalkyl group, a heteroalkyl group, an alkyl group separated by one or more second spacer groups, an alkyl group substituted with one or more substituents, a heteroalkyl group substituted with one or more first substituents, and a cycloalkyl group substituted with one or more first substituents.

2. 2. The polymeric hindered amine according to claim 1, wherein the hindered amine structure has the following general formula II: 【Chemistry 4】 (II) (However, E １ , E ２ , E ３ is, independently, 【Transformation 5】 【Transformation 6】 【Transformation 7】 【Transformation 8】 【Chemistry 9】 or 【Chemistry 10】 wherein a1 is 0, 1, or 2; Preferably, the hindered amine structure is one or more selected from the following structures: 【Chemistry 11】 Preferably, the hindered amine structure is one or more selected from the following structures: 【Chemistry 12】

3. The above A １ , A ２ , ..., A ｎ 3. The polymeric hindered amine of claim 2, wherein the structure is independently one or more selected from the following general structural formulas AI to AV: 【Chemistry 13】 (X １ , X ２ is independently selected from the group consisting of one or more of a single bond, —O—, —NH—, -alkylene-, —O-alkylene-, —NH-alkylene group, —C(O)—, or —C(O)-alkylene group; Y １ , Y ２ is independently selected from the group consisting of one or more of a single bond, —O—, —NH—, -alkylene-, —O-alkylene-, —NH-alkylene group, —C(O)—, —C(O)-alkylene group; Z １ , Z ２ are independently selected from the group consisting of one or more of -alkylidene-, -O-alkylidene-, -NH-alkylidene groups, alkylidene groups substituted with one or more of alkyl, hydroxy, halogen, or alkoxy groups; X ３ , X ４ are independently —O—, —NH—, —N(R １３ )-, -S-, -alkylene-, alkylene groups separated by one or more heteroatoms, or alkylene groups substituted with one or more second substituents; The R １３ is selected from alkylene groups, alkylene groups separated by one or more heteroatoms, and alkylene groups substituted with one or more second substituents; The second substituent is selected from the group consisting of one or more of alkyl, hydroxy, alkenyl, halogen, aryl, arylene, cycloalkyl, alkoxy, thioalkoxy, nitro, cyano, amino, heteroaryl, heterocycloalkyl, hydroxyalkyl, alkoxycarbonyl, aryloxycarbonyl, heteroaryloxycarbonyl, heteroalkoxycarbonyl, alkoxythiocarbonyl, acyloxy, alkanoyloxy, aryloyloxy, heteroaryloyloxy, cycloalkanoyloxy, heteroalkanoyloxy, alkanoyl, aminoacyl, alkylaminoacyl, alkylsulfonyl, and alkyl groups separated by one or more second spacer groups, wherein the second spacer groups are selected from the group consisting of a heteroatom, —C(═O)O—, —OC(═O)O—, —C(═O)—, —C(═S)O—, —S(═O)—, or —S(═O) ２ -, an amido group, a ureido group, an arylene group, an alkenyl group, an alkynyl group, a heteroalkylene group, or a heteroarylene group; Y ３ , Y ４ is independently selected from the group consisting of one or more of a single bond (-), -O-, -NH-, -alkylene-, -O-alkylene-, -NH-alkylene group, or an alkylene group substituted with one or more second substituents; X ５ , X ６ are independently —O—, —NH—, —N(R １４ ) -, -N(R １３ )—, —C(═O)—, —C(S)—, —C(═O)O—, —OC(═O)—, -alkylene-, alkylene groups separated by one or more heteroatoms, or alkylene groups substituted with one or more second substituents; The R １４ are independently selected from alkyl groups, alkyl groups separated by one or more heteroatoms, and alkyl groups substituted with one or more second substituents; R １ , R ２ are independently selected from the group consisting of one or more of a single bond (-), -alkylene-, -cycloalkylene-, -arylene-, -heterocyclylene-, alkylene groups separated by one or more heteroatoms, or arylene groups, alkylene groups substituted with one or more second substituents; Preferably, R １ , R ２ are independently a single bond (-), -alkylene-, -arylene-, -OC(=O)O-, -OC(=O)-, -C(=O)O-, -C(=O)-, -O-, -NH-, -N(R １４ ) -, 【Chemistry 14】 or 【Chemistry 15】 and Preferably, the R １４ is selected from alkyl groups, X ７ , X ８ , X ９ are independently a single bond (-), -alkylene-, -imino-, -nitrilo-, -N(R １４ )-, -NH-alkylene-, -cycloalkylene-, -heterocyclylene-, -O-, or -S-; R ３ , R ３’’ are independently selected from the group consisting of one or more of hydrogen, -alkyl groups, -NH-alkyl groups, -cycloalkyl groups, -heterocyclyl groups, -O-cycloalkyl groups, cycloalkyl groups separated by one or more heteroatoms, cycloalkyl groups substituted with one or more alkyl groups, and cycloalkyl groups substituted with one or more alkyl groups and heteroatoms; Preferably, R ３ , R ３’’ are independently hydrogen, an -alkyl group, an -NH-alkyl group, 【Chemistry 16】 or 【Chemistry 17】 is selected from

4. B １ , B ２ , B ３ , B ４ , B ５ ……B ｎ 4. The polymeric hindered amine according to claim 3, wherein the structures are independently selected from structures of general formulas BI to BV-II. [Chemistry 18] (however, a, b, c, e, f, g, h are B ｎ a, b, c, e, f, g, h are selected from 1 or 2; Preferably, a+b≧2, c≧2, e+f≧2, g≧2, and h≧2; R ３’ are independently selected from the group consisting of any one or more of hydrogen, -alkylene-, -NH-alkylene, -cycloalkylene, -heterocyclylene, -O-cycloalkylene, cycloalkylene separated by one or more heteroatoms, or cycloalkylene substituted with one or more alkyl groups, and cycloalkylene substituted with one or more alkyl groups and separated by one or more heteroatoms; R ４ , R １１ , R １２ , R １５ , R １６ are independently selected from the group consisting of any one or more of H, an alkyl group, a cycloalkyl group, a heterocycloalkyl group, and an alkyl group separated by one or more third spacer groups, and the third spacer groups are selected from the group consisting of any one or more of a heteroatom, —C(═O)O—, a heteroalkylene group, an alkenyl group, an alkynyl group, —C(═O)—, —C(═S)O—, an amido group, a ureido group, —OC(═O)O—, an alkylene group substituted with a third substituent, or a heterocycloalkylene group substituted with a third substituent; the third substituent is selected from the group consisting of one or more groups selected from the group consisting of hydroxy, a cycloalkyl group, an alkoxy group, a thioalkoxy group, a nitro group, a cyano group, an amine group, a heterocycloalkyl group, an alkoxycarbonyl group, an alkoxycarbonyl group, a heteroalkoxycarbonyl group, an alkoxythiocarbonyl group, an acyloxy group, an alkanoyloxy group, a cycloalkanoyloxy group, a heteroalkanoyloxy group, an alkanoyl group, an aminoacyl group, an alkylaminoacyl group, an alkylsulfonyl group, or an alkyl group substituted with one or more fourth substituents; the fourth substituent is selected from the group consisting of one or more of a heteroatom, —C(═O)O—, —OC(═O)O—, —C(═O)—, —C(═S)O—, an amido group, a ureido group, an alkenyl group, an alkynyl group, or a heteroalkylene group; R ５ , R ６ , R ８ are independently selected from a single bond (-), an alkylene group, a cycloalkylene group, a heterocycloalkylene group, and alkylene groups separated by one or more fourth spacer groups; R ７ , R １０ , R １５’ are independently selected from alkylene groups, cycloalkylene groups, heterocycloalkylene groups, and alkylene groups separated by one or more fourth spacer groups; the fourth spacer group is selected from the group consisting of one or more of an alkylene group, an imino group, —C(═O)O—, a heteroalkylene group, an arylene group, an alkenyl group, an alkynyl group, —C(═O)—, —C(═S)O—, an amido group, a ureido group, or an —OC(═O)O-alkyl group; R ９ are independently selected from alkylene groups, cycloalkylene groups, heterocycloalkylene groups, and alkylene groups separated by one or more fifth spacer groups; the fifth spacer group is selected from the group consisting of one or more of a heteroatom, —C(═O)O—, a heteroalkylene group, an arylene group, an alkenyl group, an alkynyl group, —C(═O)—, —C(═S)O—, an amido group, a ureido group, —OC(═O)O—, an alkylene group substituted with a fifth substituent, and a heterocycloalkylene group substituted with one or more fifth substituents; the fifth substituent is selected from the group consisting of one or more of hydroxy, cycloalkyl, alkoxy, thioalkoxy, nitro, cyano, amine, heterocycloalkyl, alkoxycarbonyl, alkoxycarbonyl, heteroalkoxycarbonyl, alkoxythiocarbonyl, acyloxy, alkanoyloxy, cycloalkanoyloxy, heteroalkanoyloxy, alkanoyl, aminoacyl, alkylaminoacyl, alkylsulfonyl, and alkylene separated by one or more sixth spacer groups; the sixth spacer group is one or more selected from a heteroatom, —C(═O)O—, —OC(═O)O—, —C(═O)—, —C(═S)O—, an amide group, a ureido group, an alkenyl group, an alkynyl group, and a heteroalkylene group; Preferably, R ９ is selected from a single bond (-), an alkylene group, and -O-; Preferably, R １０ is an alkylene group, The X ８’ , X １０ , X １１ , X １２ , X １３ , X １４ are independently a single bond, —O—, —NH, —NH—C(═O)—, —N(R １４ ) -, -NH(R １３ )-, -S-, -alkylene-, or an alkylene group substituted with one or more sixth substituents; the sixth substituent is selected from the group consisting of one or more of a heteroatom, hydroxy, a cycloalkyl group, an alkoxy group, a thioalkoxy group, a nitro group, a cyano group, an amine group, a heterocycloalkyl group, a carbonyl group, an alkoxycarbonyl group, a heteroalkoxycarbonyl group, an alkoxythiocarbonyl group, an acyloxy group, an alkanoyloxy group, a cycloalkanoyloxy group, a heteroalkanoyloxy group, an alkanoyl group, an aminoacyl group, an alkylaminoacyl group, an alkylsulfonyl group, and an alkyl group separated by one or more seventh spacer groups; the seventh spacer group includes one or more combinations of a heteroatom, —C(═O)O—, —OC(═O)O—, —C(═O)—, —C(═S)O—, an amide, a ureido group, an alkenyl group, an alkynyl group, and a heteroalkylene group; Preferably, X １１ is -alkylene-, -NH-C(=O)-, -NH-, -N(R １４ ) -, -NH(R １３ )-, or -O-; Preferably, X １２ , X １３ is independently selected from a single bond (-), -alkylene-, -NH-, and -NH-alkylene-; X １５ , X １６ , Y ５ , Y ６ are independently selected from —O—, —N—, -alkylene-, —O-alkylene-, —N-alkylene groups, and carbonyl groups; Z ３ is independently selected from -alkylidene-, -O-alkylidene-, -N-alkylidene, and alkylidene substituted with one or more seventh substituents, wherein said seventh substituents are independently selected from alkyl, cycloalkyl, hydroxy, halogen, or alkoxy groups; Z ４ is independently selected from -alkylene-, a cycloalkyl group, a cycloalkylene group, an alkylene group, a cycloalkyl group, or a cycloalkylene group substituted with one or more seventh substituents.

5. wherein AI is independently selected from the following structures: 【Chemistry 19】 (wherein i is an integer from 1 to 22, and * is a grafting site available for grafting A-I and B.) A-II is independently selected from the following structures: 【Chemistry 20】 【Chemistry 21】 (where j is an integer from 1 to 22, * is a grafting site available for grafting A-II with B, Preferably, j is an integer from 1 to 12, more preferably an integer from 1 to 8. A-III is independently selected from the following structures: 【Chemistry 22】 (where k is an integer from 1 to 22, and * is a grafting site available for grafting A-III and B.) A-IV is independently selected from the following structures: 【Chemistry 23】 【Chemistry 24】 【Chemistry 25】 【Chemistry 26】 【Chemistry 27】 【Chemistry 28】 AV is independently selected from the following structures: 【Chemistry 29】 (wherein O is an integer from 1 to 22, * is a grafting site available for grafting A-V and B, Preferably, O is an integer of 8 to 22, more preferably an integer of 8 to 12. The polymeric hindered amine according to claim 3,

6. B-I is independently selected from the following structures: 【Transformation 30】 (wherein x and x' are independently selected from integers of 8 to 22, and * is a grafting site available for grafting B-I and A.) B-II is independently selected from the following structures: 【Chemistry 31】 (wherein y is an integer of 5 to 22, preferably an integer of 8 to 22, more preferably an integer of 8 to 12, * indicates available grafting sites for grafting B-II and A.) B-III is independently selected from the following structures: 【Chemistry 32】 (wherein p is an integer of 1 to 22, preferably an integer of 1 to 8, q is an integer from 0 to 22, preferably an integer from 1 to 8; r is an integer from 0 to 22, preferably an integer from 0 to 8; * indicates an available grafting site for grafting B-III with A, and there is an available grafting site only if q>1.) B-IV is independently selected from the following structures: 【Transformation 33】 BVI is independently selected from the following structures: 【Transformation 34】 BV-II is independently selected from the following structures: 【Chemistry 35】 (wherein z is an integer of 8 to 22, preferably an integer of 12 to 22, more preferably an integer of 12 to 16, and * is a grafting site available for grafting B-IV, BVI, or BV-II with A.) The polymeric hindered amine according to claim 4, characterized in that

7. Polymerizing the monomers by the action of a catalyst and a hydroperoxide; the monomers include a monomer A and a monomer B, both of which contain a hindered amine structure, the monomer A contains at least two hindered amine structures, and the monomer B contains two graft moiety structures; The polymerization reaction may be carried out in a solvent, and the solvent may be one or more selected from tetrahydrofuran, 2-methyltetrahydrofuran, halogenated hydrocarbons, acetonitrile, propionitrile, butyronitrile, aromatic hydrocarbons, aliphatic hydrocarbons, alcohols, dimethyl sulfoxide, N,N-dimethylamide, and diphenyl ether; Preferably, the solvent may be one or more selected from toluene, chlorobenzene, xylene, cyclohexane, n-heptane, dichloromethane; The catalyst is one selected from catalysts based on tungsten, molybdenum, and ruthenium, preferably a molybdenum or ruthenium catalyst, more preferably molybdenum trioxide or dichloro[o-isopropoxybenzylidene][1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]ruthenium; The hydroperoxide may be an inorganic hydroperoxide or an organic hydroperoxide; The inorganic hydroperoxide is H ２ O ２ wherein the organic hydroperoxide is an alkyl hydroperoxide or an aryl hydroperoxide; Preferably, the alkyl hydroperoxide is a t-alkyl hydroperoxide, such as tert-butyl hydroperoxide, tert-amyl hydroperoxide, tert-hexyl hydroperoxide, or tert-octyl hydroperoxide, and the aryl hydroperoxide is ethylbenzene hydroperoxide, tetralin peroxide, or cumene hydroperoxide; Preferably, the hydroperoxide is H ２ O ２ , tert-amyl hydroperoxide, or cumene hydroperoxide; Preferably, the amount of peroxide used is 1 to 20 molar equivalents, preferably 1 to 10 molar equivalents, more preferably 1 to 5 molar equivalents; The method for producing a polymeric hindered amine according to claim 1, characterized in that the amount of the catalyst used is preferably 0.0001 to 0.6 molar equivalents, preferably 0.01 to 0.3 molar equivalents, more preferably 0.01 to 0.15 molar equivalents.

8. the molar ratio of the catalyst to the monomer is 5:100 to 1:100000, preferably 1:100 to 1:10000; and / or the temperature of the polymerization reaction is 0 to 150°C, preferably 120 to 150°C; and / or the pressure of the polymerization reaction is -0.099 MPa to 0.1 MPa, preferably -0.099 MPa to 0.02 MPa; and / or the polymerization reaction is carried out in a protective gas, which comprises one or both of argon gas and nitrogen gas; A method according to claim 7, characterized in that the pressure of the method is preferably between 0.5 and 30 bar, preferably between 0.5 and 20 bar, more preferably between 0.5 and 10 bar.

9. The structure of the monomer A 【Transformation 36】 or 【Chemistry 37】 Contains, Preferably, the monomers are selected from structures AI to AV, and the monomers AI are independently one or more selected from the following structures: 【Transformation 38】 【Chemistry 39】 (wherein i is an integer of 1 to 22, preferably an integer of 1 to 12, more preferably an integer of 1 to 8.) The monomer A-II is one or more selected from the following structures: 【Chemistry 40】 【Chemistry 41】 (where j is an integer of 1 to 22, preferably an integer of 1 to 12, more preferably an integer of 1 to 8.) The monomer A-III is one or more selected from the following structures: 【Chemistry 42】 (wherein k is an integer of 1 to 22, preferably an integer of 1 to 5, more preferably an integer of 1 to 3.) The monomer A-IV is one or more selected from the following structures: 【Chemistry 43】 【Chemistry 44】 【Chemistry 45】 【Chemistry 46】 【Chemistry 47】 【Chemistry 48】 【Chemistry 49】 [Transformation 50] 【Chemistry 51】 【Chemistry 52】 The monomers A-V are one or more selected from the following structures: 【Chemistry 53】 (wherein O is an integer of 1 to 22, preferably an integer of 8 to 22, more preferably an integer of 8 to 12),

10. The monomer B-I is independently one or more selected from the following structures: 【Chemistry 54】 (wherein x and x' are independently selected from integers of 8 to 22.) Monomer B-II is one or more selected from the following structures: 【Transformation 55】 (y is an integer of 5 to 22, preferably an integer of 8 to 22, more preferably an integer of 8 to 12). Monomer B-III is one or more selected from the following structures: 【Transformation 56】 (wherein p is an integer of 1 to 22, preferably an integer of 1 to 8, q is an integer from 0 to 22, preferably an integer from 1 to 8; r is an integer of 0 to 22, preferably an integer of 0 to 8. The monomer B-IV is one or more selected from the following structures: 【Chemistry 57】 The monomer BVI or BV-II is one or more selected from the following structures: 【Transformation 58】 (wherein z is an integer of 8 to 22, preferably an integer of 12 to 22, more preferably an integer of 12 to 16),

11. A composition comprising the polymeric hindered amine of claim 1 and an additive, the additives include one or more of antioxidants, UV absorbers, hindered amine light stabilizers, toughening agents, fillers, flame retardants, plasticizers, lubricants, emulsifiers, pigments, rheology additives, catalysts, flow control agents, optical brighteners, fire retardants, antistatic agents, and blowing agents; Preferably, the antioxidant is one or more selected from phenolic and / or amine-based antioxidants, phosphites or thioesters; Preferably, the UV absorber is one or more selected from salicylate, benzoate, benzophenone, benzotriazole, or triazine ultraviolet absorbers; Preferably, the hindered amine light stabilizer is selected from hindered amine light stabilizers having a structure different from that of the polymerizable hindered amine according to claim 1, More preferably, the hindered amine light stabilizer is any one or more selected from bis(2,2,6,6-tetramethyl-4-piperidinyl) sebacate, polymer of succinic acid and 4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol, Chimassorb 944, Chimassorb 2020, UV-3346, UV-3529, Tinuvin 770, Tinuvin 622LD, Tinuvin 292, HS-625, and HS-950; Preferably, the fillers and reinforcing agents are any one or more selected from calcium carbonate, silicates, glass fibers, glass beads, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite, wood flour and wheat flour, or other natural or synthetic fibers; Preferably, the auxiliary further comprises an organic substance that is sensitive to light, heat or oxidation; Preferably, the light, heat or oxidation sensitive organic material comprises one or more of the following combinations: polyolefin, acrylonitrile / butadiene / styrene, polyvinyl chloride, polymethyl methacrylate, polyacetal, polyamide, polyimide, epoxy resin, polyurethane, polycarbonate, polyurethane, polyester, polysulfone, polyurea, polystyrene, thermoplastic elastomer.

12. A polymeric hindered amine composition according to claim 1 and one or more organic substances that are sensitive to light, heat, or oxidation, Preferably, the light-, heat- or oxidation-sensitive organic material comprises one or more combinations of polyolefin, acrylonitrile / butadiene / styrene, polyvinyl chloride, polymethyl methacrylate, polyacetal, polyamide, polyimide, epoxy resin, polyurethane, polycarbonate, polyurethane, polyester, polysulfone, polyurea, polystyrene, or a thermoplastic elastomer.

13. 13. The composition according to claim 12, wherein the weight range of the polymeric hindered amine is 0.01 to 5 wt %.

14. The polyolefin is obtained by homopolymerizing or copolymerizing an α-olefin or a cycloolefin, the α-olefin is one or more selected from ethylene, propylene, 1-butene, 1-pentene, 1-hexene, 1-octene, or 4-methyl-1-pentene; and / or the polyacetal is one or more selected from polyoxymethylene, thermoplastic polyurethane-modified polyacetal, acrylate-modified polyacetal, or MBS-modified polyacetal; Preferably, the polyoxymethylene is a polyoxymethylene containing ethylene oxide as a copolymerizable monomer, and / or said polyamide is one or more selected from polyamides and copolyamides derived from diamines and dicarboxylic acids and / or aminocarboxylic acids or the corresponding lactams, aromatic polyamides obtained from m-xylenediamine and adipic acid, polyamides obtained from hexamethylene and isophthalic and / or terephthalic acid with or without the presence of an elastomer as a modifier, and / or the polyester is one or more selected from polyesters prepared from dicarboxylic acids and diols and / or hydroxycarboxylic acids or their corresponding lactones, block copolyetheresters of hydroxy-terminated polyether derivatives, polycarbonates or polyesters modified with MBS, and / or the thermoplastic elastomer is selected from polyolefin thermoplastic elastomers and block copolymer polystyrene thermoplastic elastomers; Preferably, the polyolefin thermoplastic elastomer comprises a polyolefin resin and a rubber composition, Preferably, the block copolymer polystyrene thermoplastic elastomer contains polystyrene functioning as a hard segment and polydiene functioning as a soft segment, Preferably, the composition further comprises one or more of an antioxidant, a UV absorber, a hindered amine light stabilizer, a toughening agent, a filler, a flame retardant, a plasticizer, a lubricant, an emulsifier, a pigment, a rheological additive, a catalyst, a flow control agent, an optical brightener, a fire retardant, an antistatic agent, or a blowing agent, or the like; Preferably, the antioxidant is one or more selected from phenolic and / or amine-based antioxidants, phosphites, thioesters; Preferably, the UV absorber is one or more selected from salicylate-based, benzoate-based, benzophenone-based, benzotriazole-based, and triazine-based ultraviolet absorbers; Preferably, the hindered amine light stabilizer is selected from hindered amine light stabilizers having a structure different from that of the polymerizable hindered amine according to claim 1, More preferably, the hindered amine light stabilizer is selected from bis(2,2,6,6-tetramethyl-4-piperidinyl) sebacate, polymers of succinic acid and 4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol, Chimassorb 944, Chimassorb 2020, UV-3346, UV-3529, Tinuvin 770, Tinuvin 622LD, Tinuvin 292, HS-625, or HS-950; 13. The composition of claim 12, wherein the fillers and reinforcing agents are preferably one or more selected from calcium carbonate, silicates, glass fibers, glass beads, asbestos, talc, kaolin, mica, barium sulfate, metal oxides and hydroxides, carbon black, graphite, wood and flour or other natural fibers, synthetic fibers.

15. Use of the polymeric hindered amine according to any one of claims 1 to 6 and / or the polymeric hindered amine produced by the method according to claims 7 to 10, and / or the polymeric auxiliary according to claims 11 to 13, and / or the composition according to claim 14 in the production of a polymeric material product, comprising: Preferably, the polymeric material product is one or more selected from plastic, rubber, fiber, paint, adhesive, or composite material; The uses include the use of the polymer material products in the fields of interior and exterior decoration of automobiles, floating devices, road traffic devices, agricultural products, electrical products, furniture, footwear, hygiene products, and health care products.

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