CN106589514B - Light stabilizer composition master batch and preparation method and application thereof - Google Patents

Light stabilizer composition master batch and preparation method and application thereof Download PDF

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CN106589514B
CN106589514B CN201510683589.4A CN201510683589A CN106589514B CN 106589514 B CN106589514 B CN 106589514B CN 201510683589 A CN201510683589 A CN 201510683589A CN 106589514 B CN106589514 B CN 106589514B
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light stabilizer
hindered amine
amine light
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weight
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CN106589514A (en
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刘罡
李玉庆
李靖
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China (langfang) New Materials Ltd By Share Ltd
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3477—Six-membered rings
    • C08K5/3492—Triazines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/08—Stabilised against heat, light or radiation or oxydation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2203/00—Applications
    • C08L2203/16—Applications used for films
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2207/00—Properties characterising the ingredient of the composition
    • C08L2207/06—Properties of polyethylene
    • C08L2207/066—LDPE (radical process)

Abstract

The invention relates to the field of high molecular materials, and discloses a light stabilizer composition master batch, a preparation method and application thereof, wherein the master batch contains a polymer and a light stabilizer composition, and the light stabilizer composition contains at least one triazine light stabilizer and at least two hindered amine light stabilizers; the triazine light stabilizer has a structure shown in a formula (I), and the hindered amine light stabilizer is selected from a first hindered amine light stabilizer and a second hindered amine light stabilizer, wherein the first hindered amine light stabilizer has a structure shown in a formula (II), and the second hindered amine light stabilizer has structural units shown in a formula (III-1) and a formula (III-2). The product prepared by using the light stabilizer composition master batch has excellent anti-aging effect in the presence of acidic substances.

Description

Light stabilizer composition master batch and preparation method and application thereof
Technical Field
The invention relates to the field of high molecular materials, in particular to a light stabilizer composition master batch, a preparation method of the light stabilizer composition master batch and application of the light stabilizer composition master batch in polymer products.
Background
In the process of processing, storing and using, the polymer material generally has the degradation phenomenon caused by light and heat aging, which is shown as the reduction of mechanical strength, yellowing and the like. Among them, light irradiation is a main cause of aging degradation of polymer materials, so people add a class of compounds, light stabilizers, which can interfere in light-induced degradation of polymer materials, to polymer materials to prevent or retard aging thereof and prolong the service life thereof. The conventional light stabilizers are mainly classified into hindered amine light stabilizers and ultraviolet absorbers. The theoretical efficacy of a single light stabilizer is reduced due to the influences of compatibility, migration, volatilization and the like, and the light stability performance of the single light stabilizer cannot be exerted to the maximum extent. Therefore, compounding systems with significant synergistic effects are of great interest, as described in earlier patents such as EP0448036a1, EP0319480A, US5603885A, US4582785A, and the like.
In recent years, many new results have been obtained in studies on complex light stabilizers. EP0200190A3 discloses the use of low molecular weight hindered amine light stabilizers with triazine uv absorbers in coatings; the importance of composite light stabilizers prepared by adding polymeric hindered amine light stabilizers to 2-hydroxyphenylbenzotriazole and at least one ultraviolet absorber of the 2-hydroxyphenyltriazine or 2-hydroxybenzophenone type is disclosed in EP0453396a1 for coatings. EP1500675A1 discloses a binary formulation system (a triazine ultraviolet absorber is compounded with a high molecular weight oligomeric or polymeric or macromolecular hindered amine light stabilizer with a molecular weight of at least more than 500) which has a good application effect on thick products with the thickness of more than 1 mm. CN1154685C discloses the synergistic use of a triazine-based uv absorber and a hindered amine-based light stabilizer in molded, extruded articles or biaxially oriented tapes or films having a thickness of 1mm or more. In summary, hindered amine light stabilizers, especially high molecular weight hindered amine light stabilizers combined with triazine ultraviolet absorbers, benzotriazole ultraviolet absorbers or benzophenone ultraviolet absorbers, have been widely used in polymer materials.
However, the complex systems have been reported to be mainly used in relatively thick plastic articles or pigments shaped by molding, extrusion, or the like. Less light stabilizers have been reported to be suitable for polymer films, especially those that can be used in the presence of acidic materials. The reason for this is that the main anti-aging aids generally used are hindered amine light stabilizers which exhibit basicity. Such light stabilizers act to inhibit the photochemical reactions by trapping nitroxide radicals. However, plastic films used outdoors, such as agricultural plastic greenhouse films, are often exposed to acidic substances such as pesticide residues, acid rain, and the like. The presence of acidic substances can lead to the amine-based light stabilizers losing the ability to capture free radicals, thus leading to premature aging of the plastic film. To solve this problem, many attempts have been made in the art, including alkoxylation of hindered amine light stabilizers to reduce basicity, and the like. However, this method is expensive and not suitable for all applications. On the other hand, some anti-aging systems that are effective for articles greater than 1mm thick do not perform as well for films. This is because the lower the thickness, the shorter the effective optical path of the ultraviolet absorber, and the more difficult it is to achieve the effect of protecting the plastic material by shielding ultraviolet rays; meanwhile, the lower the thickness is, the more easily various stabilizers are separated out, and the protection of the materials is lost; the lower the thickness, the more readily the acidic species can penetrate sufficiently into the film interior, resulting in more of the hindered amine light stabilizer failing as a result of salt formation.
Therefore, effective photo-aging protection of polymeric films in the presence of acidic substances has been a very challenging problem.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provide the light stabilizer composition master batch with high-efficiency anti-aging effect, which is suitable for being used in the environment in the presence of acidic substances.
In order to achieve the above objects, in one aspect, the present invention provides a master batch for a light stabilizer composition, the master batch comprising a polymer and a light stabilizer composition, the polymer being at least one selected from the group consisting of polyolefin, polyester, polyether, polyketone, polyamide, polyurethane, polystyrene, polyimide, acrylonitrile-butadiene-styrene copolymer, and ethylene-vinyl acetate copolymer, the light stabilizer composition comprising at least one triazine light stabilizer and at least two hindered amine light stabilizers; the triazine light stabilizer has a structure shown in a formula (I), and the hindered amine light stabilizer is selected from a first hindered amine light stabilizer and a second hindered amine light stabilizer, wherein the first hindered amine light stabilizer has a structure shown in a formula (II), and the second hindered amine light stabilizer has structural units shown in a formula (III-1) and a formula (III-2):
Figure BDA0000826085910000031
wherein, in formula (I):
R1and R2Each independently of the other being unsubstituted C6～10Aryl or C having 1 to 3 substituents6～10Aryl of (a); r3Is hydroxy, halogen, C1～12A hydrocarbon group of1～12Alkoxy group of (C)1～12Alkoxy ester group of (1), C2～12Hydroxy-substituted alkyl or C6～10Aryl of (a); n is an integer of 0 to 4;
in formula (II):
R4is hydrogen, C1～20Alkyl or have the structure shown in formula (II-1):
Figure BDA0000826085910000041
R5and R6Each independently is morpholinyl, C1～8Amino-substituted alkyl of (1), C1～8Diamino-substituted alkyl, pyrrolidinyl, amino-substituted cyclohexyl, C1～8Or an amino-substituted alkylpiperidine group having a structure represented by the formula (II-2):
Figure BDA0000826085910000042
R7is hydrogen or C1～20Alkyl groups of (a); r8Is hydrogen, hydroxy-substituted C2～3Alkyl of (C)1～8Alkyl of (C)1～8Alkoxy or hydroxy of (a); r9Is hydrogen, C1～8Alkyl or benzyl of (a); r15、R16、R15’And R16’Each independently is C1～8Alkyl, benzyl or phenethyl, or R15And R16And R15’And R16’Respectively form C5～10Cycloalkyl groups of (a);
z is optionally oxidized or sulfurized C2～20Alkylene or
Figure BDA0000826085910000043
A group; wherein R is12Is hydrogen, C1～20Alkyl of (C)5～10Cycloalkyl of, C6～12Aryl of (C)8～14Or an aryl-substituted alkylene group having a structure represented by the formula (II-1);
m is an integer greater than 1;
y is hydrogen, halogen, C1～8Amino-substituted alkyl of (1), C1～8Diamino-substituted alkyl, pyrrolidinyl, morpholinyl, or amino-substituted cyclohexyl of (a);
in the formulae (III-1) and (III-2):
R13and R14Each independently is C1～12A hydrocarbon group of1～12Alkoxy group of (C)1～12Alkoxy ester group or hydroxy-substituted C2～12Alkyl groups of (a); r10、R11、R10’And R11’Each independently is C1～8Alkyl, benzyl or phenethyl, or R10And R11And R10’And R11’Respectively form C5～10A cycloalkyl group of (a).
In a second aspect, the present invention provides a method for preparing the above light stabilizer composition masterbatch, which comprises: mixing the light stabilizer composition and the polymer to obtain a mixture; and (3) melting and blending the mixture by adopting a mixing processing device, and then cooling and forming.
In a third aspect, the present invention provides the use of the above-mentioned master batch for a light stabilizer composition in a polymer product.
The light stabilizer composition master batch provided by the invention has high-efficiency anti-aging effect, and a product prepared by using the light stabilizer composition master batch provided by the invention has excellent anti-aging effect even in the presence of an acidic substance, and the method for preparing the light stabilizer composition master batch provided by the invention is simple and low in cost. When the master batch for a light stabilizer composition of the present invention is used for a film having a small thickness, for example, a thickness of 50 μm or less, an excellent anti-aging effect can be obtained.
The light stabilizer composition master batch disclosed by the invention shows excellent light and heat stability and durability in a polymer, is good in ageing resistance and is low in production cost. In addition, the master batches of the light stabilizer composition according to the invention exhibit excellent ageing resistance even under the influence of acidic substances or in polymer articles of small thickness (50 μm to 1 mm).
Additional features and advantages of the invention will be set forth in the detailed description which follows.
Detailed Description
The following describes in detail specific embodiments of the present invention. It should be understood that the detailed description and specific examples, while indicating the present invention, are given by way of illustration and explanation only, not limitation.
In one aspect, the present invention provides a master batch of a light stabilizer composition, the master batch comprising a polymer and a light stabilizer composition, the polymer being at least one selected from the group consisting of polyolefin, polyester, polyether, polyketone, polyamide, polyurethane, polystyrene, polyimide, acrylonitrile-butadiene-styrene copolymer (ABS) and ethylene-vinyl acetate copolymer, the light stabilizer composition comprising at least one triazine light stabilizer and at least two hindered amine light stabilizers; the triazine light stabilizer has a structure shown in a formula (I), and the hindered amine light stabilizer is selected from a first hindered amine light stabilizer and a second hindered amine light stabilizer, wherein the first hindered amine light stabilizer has a structure shown in a formula (II), and the second hindered amine light stabilizer has structural units shown in a formula (III-1) and a formula (III-2):
Figure BDA0000826085910000061
wherein, in formula (I):
R1and R2Each independently of the other being unsubstituted C6～10Aryl or C having 1 to 3 substituents6～10Aryl of (a); r3Is hydroxy, halogen, C1～12A hydrocarbon group of1～12Alkoxy group of (C)1～12Alkoxy ester group of (1), C2～12Hydroxy-substituted alkyl or C6～10Aryl of (a); n is an integer of 0 to 4;
in formula (II):
R4is hydrogen, C1～20Alkyl or have the structure shown in formula (II-1):
Figure BDA0000826085910000062
R5and R6Each independently is morpholinyl, C1～8Amino-substituted alkyl of (1), C1～8Diamino-substituted alkyl, pyrrolidinyl, amino-substituted cyclohexyl, C1～8Or an amino-substituted alkylpiperidine group having a structure represented by the formula (II-2):
Figure BDA0000826085910000071
R7is hydrogen or C1～20Alkyl groups of (a); r8Is hydrogen, hydroxy-substituted C2～3Alkyl of (C)1～8Alkyl of (C)1～8Alkoxy or hydroxy of (a); r9Is hydrogen, C1～8Alkyl or benzyl of (a); r15、R16、R15’And R16’Each independently is C1～8Alkyl, benzyl or phenethyl, or R15And R16And R15’And R16’Respectively form C5～10Cycloalkyl groups of (a);
z is optionally oxidized or sulfurized C2～20Alkylene or
Figure BDA0000826085910000072
A group; wherein R is12Is hydrogen, C1～20Alkyl of (C)5～10Cycloalkyl of, C6～12Aryl of (C)8～14Or an aryl-substituted alkylene group having a structure represented by the formula (II-1);
m is an integer greater than 1;
y is hydrogen, halogen, C1～8Amino-substituted alkyl of (1), C1～8Diamino-substituted alkyl, pyrrolidinyl, morpholinyl, or amino-substituted cyclohexyl of (a);
in the formulae (III-1) and (III-2):
R13and R14Each independently is C1～12A hydrocarbon group of1～12Alkoxy group of (C)1～12Alkoxy ester group or hydroxy-substituted C2～12Alkyl groups of (a); r10、R11、R10’And R11’Each independently is C1～8Alkyl, benzyl or phenethyl, or R10And R11And R10’And R11’Respectively form C5～10A cycloalkyl group of (a).
In the light stabilizer composition master batch of the present invention, the at least two hindered amine light stabilizers may be selected from the first hindered amine light stabilizer, or the second hindered amine light stabilizer, or at least one selected from the first hindered amine light stabilizer and at least one selected from the second hindered amine light stabilizer.
In the present invention, in the formula (I), said C6～10The aryl group of (A) means an aryl group having 6 to 10 carbon atoms, excluding the carbon atoms of the optional carbon-containing substituents present on the aryl group, for example, C6～10The aryl group of (a) may be an aryl group or a naphthyl group. C containing 1 to 3 substituents6～10The substituent in the aryl group of (1) may include hydroxyl, halogen, C1～12A hydrocarbon group of1～12Alkoxy group of (C)1～12The alkoxy ester group or the optional phenyl group containing 1-3 substituent groups, wherein the substituent group in the phenyl group can be hydroxyl, halogen or C1～12A hydrocarbon group of1～12Alkoxy group of (C)1～12At least one of alkoxy ester group(s) of (a), or the substituent(s) in the phenyl group is/are represented by C1～12A mono-hydrocarbyl-substituted amino group of1～12Amino group substituted by a bishydrocarbyl group of (1), C1～12Alkyl or C1～12In the alkoxy group of (1)One kind of the medicine. Said C is1～12The hydrocarbyl group (b) is a substituted or unsubstituted hydrocarbyl group having 1 to 12 carbon atoms. Said C is1～12The alkoxy group (b) is a substituted or unsubstituted alkoxy group having 1 to 12 carbon atoms. The compound is composed of1～12By mono-hydrocarbyl-substituted amino is meant that one hydrogen atom in the amino group is replaced by C1～12A hydrocarbyl-substituted amino group of (a); the compound is composed of1～12By amino substituted with a dihydrocarbyl group is meant that both hydrogen atoms in the amino group are the same or different C1～12A hydrocarbyl-substituted amino group of (a). The n includes 0, 1, 2, 3 and 4. When n is 0, it represents R3Is H. And, said R3The substituent may be substituted at any position of the phenyl group.
In the present invention, in the formula (II), said C1～20The alkyl group is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms. R5And R6Which may be the same or different, said C1～8The amino-substituted alkyl group of (a) is an amino-substituted alkyl group having 1 to 8 carbon atoms; said C is1～8The diaminoalkyl group (b) is a diamino-substituted alkyl group having 1 to 8 carbon atoms. Said C is1～8The alkyl group of (A) is a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms; said C is1～8The alkoxy group is a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms; the R is15、R16、R15’And R16’May be the same or different. Said C is5～10The cycloalkyl group in (b) is a substituted or unsubstituted cycloalkyl group having 5 to 10 carbon atoms. Z is optionally oxidized or sulfurized C2～20By alkylene is meant that the Z may be C2～20Or may be oxidized or sulfurized C2～20An alkylene group of (a). Said C is2～20The alkylene group of (A) is a substituted or unsubstituted alkylene group having 2 to 20 carbon atoms. Said C is6～12The aryl group in (b) is a substituted or unsubstituted aryl group having 6 to 12 carbon atoms. The m is an integer greater than 1, meaning that m can be 2, 3, 4, 5, 6, 7, 8, 9, or 10.
In the present invention, in the formulae (III-1) and (III-2), the C1～12The hydrocarbyl group (b) is a substituted or unsubstituted hydrocarbyl group having 1 to 12 carbon atoms. Said C is1～12The alkoxy group (b) is a substituted or unsubstituted alkoxy group having 1 to 12 carbon atoms. Said C is1～12The alkoxy ester group (b) is a substituted or unsubstituted alkoxy ester group having 1 to 12 carbon atoms. The R is10、R11、R10’、R11’May be the same or different. Said C is1～8The alkyl group of (A) is a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms. Said C is5～10The cycloalkyl group in (b) is a substituted or unsubstituted cycloalkyl group having 5 to 10 carbon atoms.
In the present invention, the halogen includes fluorine, chlorine, bromine and iodine.
In the present invention, the polyolefin may include polyethylene, polypropylene. In particular, the polyethylene may also include low density polyethylene and high density polyethylene.
In the composition of the present invention, the average molecular weight of the hindered amine light stabilizer may be greater than 800, and preferably, the average molecular weight of the hindered amine light stabilizer is 1000 to 10000.
According to the composition of the present invention, preferably, the first hindered amine light stabilizer has a structure represented by formula (II-A);
Figure BDA0000826085910000091
wherein R is1、R2And R3The same or different, each independently selected from hydrogen and C1～10Alkyl of (C)1～10Alkoxy group of (a); more preferably selected from C1～8Alkyl of (C)1～8Alkoxy group of (a); methyl is particularly preferred. And in the formula (II-A), n is an integer of 1 or more.
The light stabilizer composition masterbatch according to the present invention, preferably, the hindered amine light stabilizer may be selected from the group consisting of light stabilizer 944, light stabilizer 3346, light stabilizer 3529, light stabilizer 119, light stabilizer 2020, light stabilizer HA-88, light stabilizer 905, light stabilizer 20, light stabilizer HA-89, and light stabilizer 21.
In the present invention, the light stabilizer 944 has a structure represented by formula (944); the light stabilizer 3346 has a structure represented by formula (3346); the light stabilizer 3529 has a structure represented by formula (3529); the light stabilizer 119 has a structure represented by formula (119); the light stabilizer 2020 has a structure represented by formula (2020); the light stabilizer HA-88 HAs a structure shown as a formula (HA-88); the light stabilizer 905 has a structure represented by formula (905); the light stabilizer 20 has a structure represented by formula (20); the light stabilizer 21 has a structure represented by formula (21); the light stabilizer HA-89 is a methylated light stabilizer HA-88:
Figure BDA0000826085910000101
Figure BDA0000826085910000111
wherein n in formula (944), formula (3346), formula (3529), formula (HA-88), formula (20) and formula (21) is an integer of 1 or more; of formula (HA-88)
Figure BDA0000826085910000112
In formula (119)
Figure BDA0000826085910000113
The light stabilizer composition masterbatch according to the present invention, preferably, the triazine light stabilizer represented by formula (I) may be selected from 2- (4, 6-diphenyl-1, 3, 5-diazin-2-yl) -5- (hexyl) oxy-phenol, 2- (4- ((2-hydroxy-3-dodecyloxypropyl) -oxy-2-hydroxyphenyl) -4, 6-bis (2, 4-dimethylphenyl) -1,3, 5-triazine, 2- (4- ((2-hydroxy-3-tridecyloxypropyl) -oxy-2-hydroxyphenyl) -4, 6-bis (2, 4-dimethylphenyl) -1, at least one of 3, 5-triazine and 2- (4- ((2-hydroxy-3-isooctyloxypropyl) -oxyl-2-hydroxyphenyl) -4, 6-bis (2, 4-dimethylphenyl) -1,3, 5-triazine.
In the light stabilizer composition masterbatch of the present invention, the content of the polymer may be 30 to 98 parts by weight, and preferably 40 to 95 parts by weight, based on 100 parts by weight of the masterbatch.
In the light stabilizer composition master batch of the present invention, the content of the light stabilizer composition may be 2 to 70 parts by weight, and preferably 5 to 60 parts by weight, based on 100 parts by weight of the master batch.
In the light stabilizer composition master batch, the content of the triazine light stabilizer can be 1-30 parts by weight relative to 100 parts by weight of the light stabilizer composition; preferably, the triazine light stabilizer is contained in an amount of 5 to 25 parts by weight.
In the light stabilizer composition masterbatch, the content of the hindered amine light stabilizer may be 70 to 99 parts by weight relative to 100 parts by weight of the light stabilizer composition; preferably, the content of the hindered amine light stabilizer is 75-95 parts by weight.
According to a preferred embodiment of the present invention, in the light stabilizer composition masterbatch of the present invention, the hindered amine light stabilizer is at least one first hindered amine light stabilizer and at least one second hindered amine light stabilizer. Preferably, the content weight ratio of the first hindered amine light stabilizer to the second hindered amine light stabilizer is 1: 15 to 15: 1. more preferably, the content weight ratio of the first hindered amine light stabilizer to the second hindered amine light stabilizer is 1: 8 to 8: 1; particularly preferably, the content weight ratio of the first hindered amine light stabilizer to the second hindered amine light stabilizer is 1: 1 to 1: 8.
in a second aspect, the present invention provides a method for preparing the above light stabilizer composition masterbatch, which comprises: mixing the light stabilizer composition and the polymer to obtain a mixture; and (3) melting and blending the mixture by adopting a mixing processing device, and then cooling and forming.
In the invention, the mixing processing equipment can be a double-screw extruder or mixing processing equipment such as banburying, open milling and the like. The present invention does not particularly limit the operation method of the mixing processing apparatus, and those skilled in the art can operate the mixing processing apparatus by various methods conventionally used in the art after understanding the technical scheme of the present invention.
The temperature of the melt blending is not particularly required in the present invention, and the melt blending at 130 ℃ is exemplarily employed in the examples of the present invention.
In a third aspect, the invention provides the use of the above light stabilizer composition masterbatch in a polymer product.
In the application of the master batch of the light stabilizer composition in the polymer product, the polymer product can comprise an extruded product, a molded product, a biaxial orientation belt and a biaxial orientation film.
According to the application of the light stabilizer composition masterbatch in the polymer product, the thickness of the polymer product can be more than or equal to 10 micrometers; preferably 30 μm or more; more preferably 35 to 150 μm.
In the present invention, it is preferable that the method for preparing the light stabilizer composition comprises: optionally, at least one triazine light stabilizer and at least two hindered amine light stabilizers are mixed in the presence of a solvent. By optionally in the presence of a solvent is meant that the process for the preparation of the light stabilizer composition can be carried out in the presence or absence of a solvent. And, when carried out in the presence of a solvent, the solvent may be selected from the group consisting of toluene, xylene, acetone, tetrahydrofuran, n-hexane and dichloromethane.
According to a preferred embodiment of the present invention, the process for the preparation of the light stabilizer composition comprises: the light stabilizer composition of the present invention is obtained by directly mixing at least two hindered amine stabilizers having different structures with at least one triazine light stabilizer in a desired weight ratio.
According to another preferred embodiment of the present invention, the process for the preparation of the light stabilizer composition comprises: fully dissolving at least two hindered amine stabilizers with different structures and at least one triazine light stabilizer in a solvent according to a required weight ratio to obtain a homogeneous phase, and removing the solvent through reduced pressure concentration to obtain the light stabilizer composition.
The present invention will be described in detail below by way of examples. In the following examples, various raw materials used were commercially available unless otherwise specified.
Comparative example 1
100g of hindered amine light stabilizer
Figure BDA0000826085910000131
BW-10LD (CAS number: 65447-77-0) and 1900g of low-density polyethylene resin are mixed, and then the mixture is processed by a double-screw extruder and cooled and formed to obtain the anti-aging master batch (A) containing the light stabilizer.
Comparative example 2
100g of hindered amine light stabilizer
Figure BDA0000826085910000132
UV-325(CAS:193098-40-7) and 1900g of low-density polyethylene resin are mixed, and then the mixture is processed by a double-screw extruder and cooled and formed to obtain the anti-aging master batch (B) containing the light stabilizer.
Comparative example 3
50g of hindered amine light stabilizer
Figure BDA0000826085910000141
BW-10LD and 50g of hindered amine light stabilizer
Figure BDA0000826085910000142
UV-325, adding 2000mL of xylene, stirring until the mixture is sufficiently mixed, heating to 130 ℃, and removing the xylene under vacuum to obtain 100g of the light stabilizer composition.
100g of the light stabilizer composition and 1900g of the low-density polyethylene resin are mixed, and then the mixture is processed by a double-screw extruder and cooled and formed to obtain the anti-aging master batch (C) containing the light stabilizer.
Comparative example 4
85g of a receiverHindered amine light stabilizers
Figure BDA0000826085910000143
BW-10LD and 15g of triazine light stabilizer
Figure BDA0000826085910000144
UV-630(CAS number: 2725-22-6), 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to give 100g of a light stabilizer composition.
100g of the light stabilizer composition and 1900g of the low-density polyethylene resin are mixed, and then the mixture is processed by a double-screw extruder and cooled and formed to obtain the anti-aging master batch (D) containing the light stabilizer.
Comparative example 5
85g of hindered amine light stabilizer
Figure BDA0000826085910000145
UV-325 and 15g of triazine light stabilizers
Figure BDA0000826085910000146
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 1900g of the low-density polyethylene resin are mixed, and then the mixture is processed by a double-screw extruder and cooled and formed to obtain the anti-aging master batch (E) containing the light stabilizer.
Example 1
42.5g of a hindered amine light stabilizer
Figure BDA0000826085910000151
BW-10LD, 42.5g of hindered amine light stabilizer
Figure BDA0000826085910000152
UV-325 and 15g of triazine light stabilizers
Figure BDA0000826085910000153
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 1900g of the low-density polyethylene resin are mixed, and then the mixture is processed by a double-screw extruder and cooled and formed to obtain the anti-aging master batch (F-1) containing the light stabilizer.
Example 2
60g of hindered amine light stabilizer
Figure BDA0000826085910000154
BW-10LD, 30g of hindered amine light stabilizer
Figure BDA0000826085910000155
UV-325 and 10g of triazine light stabilizers
Figure BDA0000826085910000156
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 900g of the low-density polyethylene resin are mixed, and then the mixture is processed by a double-screw extruder and cooled and formed to obtain the anti-aging master batch (F-2) containing the light stabilizer.
Example 3
40g of hindered amine light stabilizer
Figure BDA0000826085910000157
BW-10LD, 40g hindered amine light stabilizer
Figure BDA0000826085910000158
UV-325 and 20g of triazine light stabilizers
Figure BDA0000826085910000159
UV-630 mixing, adding 2000mL of xylene, stirring to mix thoroughly, heating to 130 deg.C, and removing xylene under vacuum condition to obtain light stabilizer groupCompound 100 g.
100g of the light stabilizer composition and 400g of the low-density polyethylene resin are mixed, and then the mixture is processed by a double-screw extruder and cooled and formed to obtain the anti-aging master batch (F-3) containing the light stabilizer.
Test example 1
GB-T13022-1991, which is prepared by using the master batches A, B, C, D and E containing light stabilizer prepared in comparative examples 1-5 and the master batches F-1, F-2 and F-3 containing light stabilizer prepared in examples 1-3, specifies that type II test specimens, polyethylene films having a thickness of 65 μm, are used, and then an aging test is performed according to ASTM-G154.
The aging test conditions were as follows: a lamp source: UV-A, 340 nm; and (3) period: 8 hours, 0.89W/m2At 60 ℃; 4 hours, dark dew, 50 ℃. Then, the samples were subjected to mechanical property tests, and the anti-aging effects of different light stabilizers were studied by mechanical property comparison, with the test results shown in table 1.
Wherein the tensile strength retention ratio is tensile strength after aging/tensile strength before aging × 100%; the% elongation at break is the elongation at break after aging/elongation at break before aging × 100%.
TABLE 1
Figure BDA0000826085910000161
As can be seen from Table 1, the light stabilizer composition master batch of the present invention composed of at least two hindered amine light stabilizers and at least one triazine light stabilizer has more excellent anti-aging properties than the light stabilizer composition master batch of the comparative example.
Comparative example 6
The aging-resistant master batch (D) containing the light stabilizer prepared in comparative example 4 was blown into a film to prepare a polyethylene film (G) having a thickness of 50 μm.
Comparative example 7
The anti-aging master batch (E) containing the light stabilizer prepared in comparative example 5 was blown into a film to prepare a polyethylene film (H) having a thickness of 50 μm.
Example 4
The aging-resistant master batch (F-1) containing a light stabilizer prepared in example 1 was blown into a film to prepare a polyethylene film (I-1) having a thickness of 50 μm.
Example 5
The aging-resistant master batch (F-2) containing the light stabilizer prepared in example 2 was blown into a film to prepare a polyethylene film (I-2) having a thickness of 50 μm.
Test example 2
The polyethylene films G, H, I-1 and I-2 prepared in comparative examples 6 to 7 and examples 4 to 5 were prepared in the form of films having a gauge of 350X 0.05mm, and acid-treated under the following conditions: 0.1N aqueous sulfurous acid solution for 24h, and UV aging treatment (total 300 h): a lamp source: UV-A, 340 nm; and (3) period: 8 hours, 0.89W/m2At 60 ℃; 4 hours, dark dew, 50 ℃. Tests and calculations were then performed to obtain the data in table 2.
TABLE 2
G H I-1 I-2
Transverse tensile Strength holding ratio/%) 73.51 71.15 98.31 98.54
Retention of longitudinal tensile strength/%) 70.01 74.45 96.29 96.74
Retention of elongation at break in the transverse direction/%) 72.17 73.13 95.34 95.63
Retention of elongation at break in the longitudinal direction/%) 72.61 72.60 90.72 90.91
As can be seen from Table 2, even though the polymer article has a thickness of only 50 μm and acidic substances exist in the environment, the polymer article prepared from the master batch of the light stabilizer composition consisting of at least two hindered amine light stabilizers and at least one triazine light stabilizer of the present invention still has excellent anti-aging properties, while the anti-aging properties of the polymer article of the comparative example are significantly inferior to those of the present invention.
Example 6
70g of hindered amine light stabilizer
Figure BDA0000826085910000181
BW-10LD, 10g hindered amine light stabilizer
Figure BDA0000826085910000182
UV-325 and 20g of triazine light stabilizers
Figure BDA0000826085910000183
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 100g of the low density polyethylene resin were mixed, then processed through a twin-screw extruder and cooled to be shaped, and then blown into a film to prepare a polyethylene film (I-3) having a thickness of 50 μm.
Example 7
10g of hindered amine light stabilizer
Figure BDA0000826085910000184
BW-10LD, 70g hindered amine light stabilizer
Figure BDA0000826085910000185
UV-325 and 20g of triazine light stabilizers
Figure BDA0000826085910000186
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 100g of the low density polyethylene resin were mixed, then processed through a twin-screw extruder and cooled to be shaped, and then blown into a film to prepare a polyethylene film (I-4) having a thickness of 50 μm.
Example 8
42.5g of hindered amine light stabilizer
Figure BDA0000826085910000191
BW-10LD, 42.5g hindered amine light stabilizer
Figure BDA0000826085910000192
UV-325 and 15g triazine light stabilizers
Figure BDA0000826085910000193
UV-630 mixing, adding 2000mL xylene, stirringAfter thoroughly mixing, the mixture was heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 1900g of the high-density polyethylene resin were mixed, processed through a twin-screw extruder and cooled to be shaped, and then blown into a film to prepare a polyethylene film (I-5) having a thickness of 50 μm.
Example 9
42.5g of hindered amine light stabilizer
Figure BDA0000826085910000194
BW-10LD, 42.5g hindered amine light stabilizer
Figure BDA0000826085910000195
UV-325 and 15g triazine light stabilizers
Figure BDA0000826085910000196
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 1900g of nylon 6 (one of polyamides) were mixed, processed through a twin-screw extruder and cooled to be shaped, and then blown into a film to prepare a polyamide film (I-6) having a thickness of 50 μm.
Example 10
42.5g of hindered amine light stabilizer
Figure BDA0000826085910000201
BW-10LD, 42.5g hindered amine light stabilizer
Figure BDA0000826085910000202
UV-325 and 15g triazine light stabilizers
Figure BDA0000826085910000203
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 1900g of the ABS resin were mixed, processed through a twin-screw extruder and cooled to be shaped, and then blown into a film to prepare a polyethylene film (I-7) having a thickness of 50 μm.
Example 11
77g of hindered amine light stabilizer
Figure BDA0000826085910000204
BW-10LD, 22g hindered amine light stabilizer
Figure BDA0000826085910000205
UV-325 and 1g triazine light stabilizers
Figure BDA0000826085910000206
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 250g of a low density polyethylene resin were mixed, processed through a twin-screw extruder and cooled to be shaped, and then blown into a film to prepare a polyethylene film (I-8) having a thickness of 50 μm.
Example 12
22g of hindered amine light stabilizer
Figure BDA0000826085910000207
BW-10LD, 77g hindered amine light stabilizer
Figure BDA0000826085910000208
UV-325 and 1g triazine light stabilizers
Figure BDA0000826085910000209
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 250g of a low density polyethylene resin were mixed, processed through a twin-screw extruder and cooled to be shaped, and then blown into a film to prepare a polyethylene film (I-9) having a thickness of 50 μm.
Example 13
42.5g of hindered amine light stabilizer
Figure BDA0000826085910000211
BW-10LD, 42.5g hindered amine light stabilizer
Figure BDA0000826085910000212
UV-325 and 15g triazine light stabilizers
Figure BDA0000826085910000213
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 43g of a low density polyethylene resin were mixed, processed through a twin-screw extruder and cooled to be shaped, and then blown into a film to prepare a polyethylene film (I-10) having a thickness of 50 μm.
Example 14
42.5g of hindered amine light stabilizer
Figure BDA0000826085910000214
BW-10LD, 42.5g hindered amine light stabilizer
Figure BDA0000826085910000215
UV-325 and 15g triazine light stabilizers
Figure BDA0000826085910000216
UV-630, 2000mL of xylene was added, the mixture was stirred until well mixed, heated to 130 ℃ and xylene was removed under vacuum to obtain 100g of a light stabilizer composition.
100g of the light stabilizer composition and 4900g of a low density polyethylene resin were mixed, processed through a twin-screw extruder and cooled to be shaped, and then blown into a film to prepare a polyethylene film (I-11) having a thickness of 50 μm.
Test example 3
The polyethylene films I-3 to I-12 obtained in examples 6 to 15 above were prepared into films having a gauge of 350X 0.05mm, and subjected to acid treatment under the following conditions: 0.1N aqueous sulfurous acid solution for 24h, and UV aging treatment (total 300 h): a lamp source: UV-A, 340 nm; and (3) period: 8 hours, 0.89W/m2At 60 ℃; 4 hours, dark dew, 50 ℃. Tests and calculations were then performed to obtain the data in table 3.
TABLE 3
Figure BDA0000826085910000221
The preferred embodiments of the present invention have been described in detail, however, the present invention is not limited to the specific details of the above embodiments, and various simple modifications may be made to the technical solution of the present invention within the technical idea of the present invention, and these simple modifications are within the protective scope of the present invention.
It should be noted that the various technical features described in the above embodiments can be combined in any suitable manner without contradiction, and the invention is not described in any way for the possible combinations in order to avoid unnecessary repetition.
In addition, any combination of the various embodiments of the present invention is also possible, and the same should be considered as the disclosure of the present invention as long as it does not depart from the spirit of the present invention.

Claims (13)

1. A master batch of a light stabilizer composition, which contains a polymer and the light stabilizer composition, wherein the polymer is at least one of polyolefin, polyester, polyether, polyketone, polyamide, polyurethane, polystyrene, polyimide, acrylonitrile-butadiene-styrene copolymer or ethylene-vinyl acetate copolymer, and the light stabilizer composition contains triazine light stabilizer and hindered amine light stabilizer; the triazine light stabilizer is Tiangang UV-630; the hindered amine light stabilizer comprises a first hindered amine light stabilizer and a second hindered amine light stabilizer, wherein the first hindered amine light stabilizer is a hindered amine light stabilizer of Tiangang UV-325; the second hindered amine light stabilizer is a hindered amine light stabilizer Tiangang BW-10 LD;
wherein the content of the triazine light stabilizer is 1 to 30 parts by weight and the content of the hindered amine light stabilizer is 70 to 99 parts by weight based on 100 parts by weight of the light stabilizer composition.
2. The photostabilizer composition masterbatch according to claim 1, wherein the polymer content is 30 to 98 parts by weight and the photostabilizer composition content is 2 to 70 parts by weight, based on 100 parts by weight of the masterbatch.
3. The photostabilizer composition masterbatch according to claim 2, wherein the polymer content is 40 to 95 parts by weight and the photostabilizer composition content is 5 to 60 parts by weight, based on 100 parts by weight of the masterbatch.
4. The light stabilizer composition masterbatch according to claim 1, wherein the triazine light stabilizer is contained in an amount of 5 to 25 parts by weight and the hindered amine light stabilizer is contained in an amount of 75 to 95 parts by weight, based on 100 parts by weight of the light stabilizer composition.
5. The light stabilizer composition masterbatch of claim 1, wherein the first hindered amine light stabilizer and the second hindered amine light stabilizer are contained in a weight ratio of 1: 15 to 15: 1.
6. the light stabilizer composition masterbatch of claim 5, wherein the first hindered amine light stabilizer and the second hindered amine light stabilizer are contained in a weight ratio of 1: 8 to 8: 1.
7. the light stabilizer composition masterbatch of claim 5, wherein the first hindered amine light stabilizer and the second hindered amine light stabilizer are contained in a weight ratio of 1: 1 to 1: 8.
8. a process for the preparation of a masterbatch of a light stabilizer composition according to any one of claims 1 to 7, which process comprises: mixing the light stabilizer composition and the polymer to obtain a mixture; and (3) melting and blending the mixture by adopting a mixing processing device, and then cooling and forming.
9. Use of a masterbatch of a light stabilizer composition according to any one of claims 1 to 7 in a polymer article.
10. The use of claim 9, wherein the polymeric article comprises an extruded article, a molded article, a biaxially oriented tape, and a biaxially oriented film.
11. The use according to claim 9, wherein the thickness of the polymer article is 10 μm or more.
12. The use according to claim 9, wherein the thickness of the polymer article is 30 μm or more.
13. The use according to claim 9, wherein the thickness of the polymer article is 35-150 μm.
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