CN110028784B - Light stabilizer composition for nylon - Google Patents
Light stabilizer composition for nylon Download PDFInfo
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- CN110028784B CN110028784B CN201810031752.2A CN201810031752A CN110028784B CN 110028784 B CN110028784 B CN 110028784B CN 201810031752 A CN201810031752 A CN 201810031752A CN 110028784 B CN110028784 B CN 110028784B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
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- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
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Abstract
The invention provides a light stabilizer composition for nylon, wherein the component mainly playing a role in light stabilization comprises a hindered amine light stabilizer containing an amide energy group and a polymeric hindered amine light stabilizer. The hindered amine light stabilizer containing the amide energy group can obviously stabilize the processing process of a nylon melt and increase the long-term thermal stability and light stability of the material, but because the molecular weight of the hindered amine light stabilizer is low, the hindered amine light stabilizer is easy to volatilize and has poor extraction resistance, the hindered amine light stabilizer containing the amide energy group and the polymeric hindered amine light stabilizer with high molecular weight are compounded for use, the hindered amine light stabilizer containing the amide energy group and the polymeric hindered amine light stabilizer can generate obvious synergistic effect, the performance of the polymeric hindered amine light stabilizer which is not easy to lose in extraction resistance can make up the defect of the hindered amine light stabilizer containing the amide energy group, and the processability and the light aging performance of the nylon material can be obviously improved by the compounding of the hindered amine light stabilizer containing the amide energy group and the polymeric hindered amine light stabilizer.
Description
Technical Field
The invention belongs to the technical field of functional additives of high polymer materials, and particularly relates to a light stabilizer composition which has a very good application effect when used for nylon.
Background
Nylon is an important engineering plastic, has excellent mechanical property, oil resistance, abrasion resistance and processability, and is widely applied to industry.
However, the nylon is affected by factors such as light in the outdoor use process, the nylon undergoes photolysis and photooxidation, chemical bonds are broken to generate free radicals and peroxides, unstable peroxides are decomposed to form free radicals, and a series of cracking reactions are further initiated, so that the structure and the performance of the nylon are fundamentally changed. The changes can bring about the degradation of mechanical properties caused by the aging of the material, the reduction of relative molecular mass, the degradation of mechanical properties, color changes and the like, thereby not only greatly shortening the service life of the material, but also causing a large amount of environmental waste. Therefore, the research on the light stabilization of nylon has important significance for the application and development of the nylon.
The prior art generally improves the long-term heat aging properties by adding the necessary light stabilizers. The light stabilizer has the functions of eliminating generated free radicals and preventing chain degradation reaction, namely preventing or inhibiting the photo-oxidation process of the polymer material, thereby preventing the organic material from aging and prolonging the service life of the organic material. Among the light stabilizers used, low molecular weight hindered amine light stabilizers are effective at the initial stage of use, but are volatile and have poor extraction resistance, and are liable to escape during polymer processing, resulting in a decrease in long-term stability. Compared with the hindered amine light stabilizer with low molecular weight, the polymeric hindered amine light stabilizer has obvious long-acting effect, but is not uniformly dispersed in the using process, and has certain influence on subsequent processing. Meanwhile, the polymeric hindered amine light stabilizer is not diffused as much as the low molecular weight hindered amine light stabilizer, and is not beneficial to supplement from the inside of the product to the surface, thereby influencing the full play of the light stability.
Therefore, it is of great importance to develop novel light stabilizers for nylon materials.
Disclosure of Invention
The invention aims to provide a novel light stabilizer composition aiming at the problems that the existing nylon product is influenced by illumination when used outdoors, the color turns yellow, the mechanical property is gradually reduced, and the product performance can not be protected.
Specifically, the present invention provides a light stabilizer composition, which mainly comprises the following components: hindered amine light stabilizers containing amide energy groups and polymeric hindered amine light stabilizers.
The amide structure in the hindered amine light stabilizer containing the amide energy group is highly compatible with nylon, and can be bonded with nylon molecules together, so that the stability of the hindered amine light stabilizer containing the amide energy group exceeds that of the traditional light stabilizer, the processing process of a nylon melt can be obviously stabilized, the long-term thermal stability and the light stability of the material are improved, but the molecular weight of the hindered amine light stabilizer containing the amide energy group is lower, the hindered amine light stabilizer containing the amide and the polymeric hindered amine light stabilizer containing high molecular weight are volatile and have poor extraction resistance, the hindered amine light stabilizer containing the amide energy group and the polymeric hindered amine light stabilizer can be compounded for use, the hindered amine light stabilizer containing the amide energy group and the polymeric hindered amine light stabilizer can generate obvious synergistic effect, the performance of the polymeric hindered amine light stabilizer which is not easy to lose in extraction resistance can make up the deficiency of the hindered amine light stabilizer containing the amide energy group, and the compound use of the two can obviously improve various performances of the material.
Preferably, the hindered amine light stabilizer containing amide energy groups is one or more selected from bis (2,2,6, 6-tetramethyl-3-piperidinylamino) -isophthalamide, N- (2-ethoxyphenyl) -N '- (4-ethylphenyl) -oxalamide and N- (5- (1,1) dimethylethyl) -2-ethoxyphenyl) -N' - (2-ethylphenyl) oxalamide.
More preferably, the hindered amine light stabilizer containing an amide energy group is selected from bis (2,2,6, 6-tetramethyl-3-piperidinylamino) -isophthalamide.
The di (2,2,6, 6-tetramethyl-3-piperidylamino) -isophthalamide is also called S-EED and is a multifunctional stabilizer suitable for nylon, and researches show that the S-EED can stabilize the melt pressure of nylon, stabilize the processing process and reduce broken filaments during fiber spinning; meanwhile, the S-EED is highly compatible with nylon and can be bonded with nylon molecules together, so that the stability of the S-EED on the nylon exceeds the limit of the traditional light stabilizer. Generally, S-EED is used alone in polymers, and has a remarkable effect in the initial stage of use of nylon, but is liable to be dissipated during processing to cause a reduction in the long-term stability. The research of the invention finds that when the S-EED and the ultraviolet absorbent in the light stabilizer are compounded for use, the effect of the ultraviolet absorbent in the fields of fibers, films and the like is poor, and the compounded effect is not ideal. Further research shows that when the S-EED and the polymeric hindered amine light stabilizer in the light stabilizer are compounded for use, the S-EED has good synergistic interaction, can obviously improve the light stability of nylon, and has the characteristic of remarkably preventing nylon from aging.
The polymeric hindered amine light stabilizer of the present invention is preferably a product having a molecular weight greater than 2100. Preferably, the polymeric hindered amine light stabilizer is selected from the group consisting of polysuccinic acid (4-hydroxy-2, 2,6, 6-tetramethyl-1-piperidinol) ester, poly { [6- [ (1,1,3, 3-tetramethylbutyl) amino ] ] -1,3, 5-triazine-2, 4- [ (2,2,6,6, -tetramethyl-piperidinyl) imino ] -1, 6-hexadiene [ (2,2,6, 6-tetramethyl-4-piperidinyl) imino ] }, poly [ (6-morpholinyl-1, 3, 5-triazine-2, 4-yl) - ((2,2,6, 6-tetramethyl-4-piperidinyl) imino) hexane- ((2,2,6, 6-tetramethyl-4-piperidyl) imido) ].
Wherein, the poly succinic acid and (4-hydroxy-2, 2,6, 6-tetramethyl-1-piperidinol polymer), namely the light stabilizer 622 is a polymeric high molecular weight hindered amine light stabilizer which is an oligomer and has good processing heat stabilizer and good compatibility with various resins; meanwhile, the modified polyvinyl chloride has high molecular weight and good water extraction resistance, and is not easy to lose in the processing and using processes. Poly { [6- [ (1,1,3, 3-tetramethylbutyl) amino ] ] -1,3, 5-triazine-2, 4- [ (2,2,6, 6-tetramethyl-piperidyl) imino ] -1, 6-hexamethylene [ (2,2,6, 6-tetramethyl-4-piperidyl) imino ] }, i.e., a light stabilizer 944, which is also a polymerization-type high-molecular-weight hindered amine light stabilizer having a molecular weight of 2100-3000, has an antioxidant effect at the same time and a long-term heat stabilizing effect on the polymer. Poly [ (6-morpholinyl-1, 3, 5-triazin-2, 4-yl) - ((2,2,6, 6-tetramethyl-4-piperidinyl) imido) hexane- ((2,2,6, 6-tetramethyl-4-piperidinyl) imido) ] i.e. a light stabilizer 3346.
More preferably, the polymeric hindered amine light stabilizer is light stabilizer 944.
Preferably, in the light stabilizer composition, the amount of the hindered amine light stabilizer containing the amide energy group is 10-60 parts by weight, and the amount of the polymeric hindered amine light stabilizer is 20-60 parts by weight.
In specific embodiments, the amount of the amide energy group-containing hindered amine light stabilizer may be 10 to 30 parts, 10 to 20 parts, 20 to 50 parts, 30 to 40 parts, 25 to 60 parts, and the like.
In particular embodiments, the polymeric hindered amine light stabilizer may be used in amounts of 20-40 parts, 20-30 parts, 30-50 parts, 20-55 parts, 25-45 parts, and the like.
Preferably, the weight ratio of the hindered amine light stabilizer containing the amide energy group to the polymeric hindered amine light stabilizer is (3-5): (3-5); more preferably, the weight ratio of the hindered amine light stabilizer containing the amide energy group to the polymeric hindered amine light stabilizer is 1: 1.
in the light stabilizer composition, the hindered amine light stabilizer containing an amide energy group and the polymeric hindered amine light stabilizer are components mainly playing a role in light stabilization in the composition, and in the processing or using process of nylon, the ideal light stabilization effect can be achieved only by adding the light stabilizer composition, other light stabilizer products do not need to be additionally added, and the light stability of the material can be further improved by adding other light stabilizers, but the light stabilizer composition is not economical.
The light stabilizer used in the invention is a solid product, and the dispersibility and the uniformity are not ideal when the light stabilizer is used. According to the invention, through research, the defect can be improved by further adding the dispersing agent into the light stabilizer composition, and the dispersing agent can play a role of a lubricant, so that the dispersing performance of the light stabilizer in the material can be improved, and the processing performance of the resin can be improved.
The dispersant may be any one commonly used in the art, and preferably, the dispersant of the present invention is an amide wax. More preferably, the dispersant is one, two or more selected from oleamide, stearic acid amide, natural paraffin, and Ethylene Bis Stearamide (EBS). Most preferably, the dispersant is EBS.
Preferably, the dispersant is used in an amount of 1 to 20 parts by weight in the light stabilizer composition. In specific embodiments, the dispersant may be used in an amount of 1-5 parts, 1-10 parts, 5-15 parts, 10-20 parts, 12-18 parts, and the like.
According to a preferred technical scheme of the invention, the light stabilizer composition comprises, by weight, 10-60 parts of a hindered amine light stabilizer containing an amide energy group, 20-60 parts of a polymeric hindered amine light stabilizer and 1-20 parts of a dispersing agent.
As a better technical scheme of the invention, the light stabilizer composition comprises 30-60 parts by weight of hindered amine light stabilizer containing amide energy groups, 30-60 parts by weight of polymeric hindered amine light stabilizer and 5-15 parts by weight of dispersant.
In the "preferred embodiment" and "more preferred embodiment", the hindered amine light stabilizer having an amide energy group is one, two or more selected from bis (2,2,6, 6-tetramethyl-3-piperidinylamino) -isophthalamide, N- (2-ethoxyphenyl) -N '- (4-ethylphenyl) -ethanediamide, and N- (5- (1,1) dimethylethyl) -2-ethoxyphenyl) -N' - (2-ethylphenyl) ethanediamide; the polymeric hindered amine light stabilizer is selected from one of poly (4-hydroxy-2, 2,6, 6-tetramethyl-1-piperidinol) succinate, poly { [6- [ (1,1,3, 3-tetramethylbutyl) amino ] ] -1,3, 5-triazine-2, 4- [ (2,2,6, 6-tetramethyl-piperidyl) imino ] -1, 6-hexadiene [ (2,2,6, 6-tetramethyl-4-piperidyl) imino ] }, poly [ (6-morpholinyl-1, 3, 5-triazine-2, 4-yl) - ((2,2,6, 6-tetramethyl-4-piperidyl) imino) ] hexane- ((2,2,6, 6-tetramethyl-4-piperidyl) imino) ], poly (N-hydroxy-2, 2,6, 6-tetramethyl-1-piperidyl) imino) ] and poly (N-hydroxy-2, 2,6, 6-tetramethyl-4-piperidyl) imino) ] Two or more; the dispersant is one, two or more than two of oleamide, stearic acid amide, natural paraffin and Ethylene Bis Stearamide (EBS).
As the best technical scheme of the invention, the light stabilizer composition comprises 30-60 parts of S-EED, 30-60 parts of light stabilizer 944 and 5-15 parts of EBS by weight.
More preferably, in the light stabilizer composition, the weight ratio of the hindered amine light stabilizer containing the amide energy group to the dispersant is (3-5): (3-5): 1. most preferably, the weight ratio of the hindered amine light stabilizer containing an amide energy group to the dispersant is 4.5:4.5: 1.
The light stabilizer composition provided by the invention can be prepared by adopting a conventional method in the field. As a simple and practical way, the components can be directly mixed.
The invention further protects the application of the light stabilizer composition in nylon.
The addition amount of the light stabilizer composition in nylon is the conventional amount in the field, and preferably, the addition amount of the light stabilizer composition in nylon accounts for 0.8-1.5% of the weight of the nylon.
The addition mode of the light stabilizer composition can refer to the prior art, and the light stabilizer composition can be added before nylon granulation and polymerization reaction, and is not described in detail in the invention.
On the basis of the common knowledge in the field, the above preferred conditions can be combined with each other to obtain the preferred embodiments of the invention.
The "weight part" in the invention is the weight unit of mg, g, kg and the like commonly used in the field, or is a multiple thereof, such as 1/100, 1/10, 10 times, 100 times and the like.
The raw materials and reagents involved in the invention are commercially available.
Detailed Description
The following examples are intended to illustrate the invention but are not intended to limit the scope of the invention. The operations referred to in the examples are, unless otherwise specified, all those of ordinary skill in the art.
Example 1
A light stabilizer composition comprises 45g of light stabilizer S-EED, 45g of light stabilizer 944 and 10g of dispersant EBS.
Example 2
A light stabilizer composition comprises 60g of light stabilizer S-EED, 30g of light stabilizer 944 and 10g of dispersant EBS.
Example 3
A light stabilizer composition comprises 30g of light stabilizer S-EED, 60g of light stabilizer 944 and 10g of dispersant EBS.
Example 4
A light stabilizer composition comprises 45g of light stabilizer S-EED, 45g of light stabilizer 944 and 5g of dispersant EBS.
Example 5
A light stabilizer composition comprises 45g of light stabilizer S-EED, 45g of light stabilizer 944 and 15g of dispersant EBS.
Example 6
A light stabilizer composition comprises 45g of light stabilizer S-EED, 45g of light stabilizer 622 and 10g of dispersant EBS.
Example 7
A light stabilizer composition comprises 45g of light stabilizer S-EED, 45g of light stabilizer 944 and 10g of dispersing agent natural paraffin.
Comparative example 1
A light stabilizer composition comprises 90g of light stabilizer S-EED and 10g of dispersant EBS.
Comparative example 2
A light stabilizer composition comprises 90g of light stabilizer 944 and 10g of dispersant EBS. Comparative example 3 blank control
A light stabilizer composition comprising 100g of dispersant EBS alone and containing no effective light stabilizer component.
Effect testing
Preparing nylon sample strips: 10 parts of 5kg of nylon particles were taken, and the light stabilizer compositions of examples 1 to 7 and comparative examples 1 to 3 were added to the nylon particles in the same amount of 1%, respectively, and after being mixed uniformly, twin-screw extrusion granulation was carried out under the same extrusion granulation conditions. And injection molding the extruded particles into tensile sample strips according to the national standard GB1040-79 and into impact sample strips according to the national standard GB 1043-79.
(II) xenon lamp aging test
Respectively placing 10 sample strips in xenon lamp at a back plate temperature of 63 deg.C, without spraying water, 0.55W/m2and (4) aging at340nm for 1000h, and detecting the mechanical property of the product. Each sample is repeated 3 times, and the average value is taken as the final test result.
(III) test results
The test results are shown in table 1.
Table 1: examples 1 to 7, comparative examples 1 to 3 test results
The data show that the light aging performance of the nylon material is obviously improved after the light stabilizer is applied to the nylon material; after the nylon material added with the light stabilizer is made into a sample strip to be subjected to xenon lamp aging test, the change of the mechanical property is reduced, and the stronger the light aging resistance of the nylon material is. In summary, the nylon material to which the composition comprising the amide-containing hindered amine light stabilizer, the polymeric hindered amine light stabilizer and the dispersant is added has excellent light stability.
Although the invention has been described in detail hereinabove by way of general description, specific embodiments and experiments, it will be apparent to those skilled in the art that many modifications and improvements can be made thereto based on the invention. Accordingly, such modifications and improvements are intended to be within the scope of the invention as claimed.
Claims (6)
1. A light stabilizer composition for nylon characterized by: the light stabilizing agent mainly comprises the following components in parts by weight: 10-60 parts of hindered amine light stabilizer containing amide groups and 20-60 parts of polymeric hindered amine light stabilizer; the composition also comprises 1-20 parts of a dispersant;
the hindered amine light stabilizer containing an amide group is N, N' -bis (2,2,6, 6-tetramethyl-4-piperidyl) -1, 3-benzenedicarboxamide;
the molecular weight of the polymeric hindered amine light stabilizer is larger than 2100, and the polymeric hindered amine light stabilizer is selected from one or more than two of light stabilizer 622, light stabilizer 944 and light stabilizer 3346;
the dispersant is an amide wax.
2. Light stabilizer composition according to claim 1, characterized in that: the weight ratio of the hindered amine light stabilizer containing the amide group to the polymeric hindered amine light stabilizer is (3-5): (3-5).
3. Light stabilizer composition according to claim 1, characterized in that: the dispersant is one or more than two of oleamide, stearic acid amide, natural paraffin and ethylene bis stearamide EBS.
4. Light stabilizer composition according to claim 1, characterized in that: the light stabilizer composition comprises 30-60 parts of hindered amine light stabilizer containing amide groups, 30-60 parts of polymeric hindered amine light stabilizer and 5-15 parts of dispersing agent;
the light stabilizer containing the amide group is N, N' -bis (2,2,6, 6-tetramethyl-4-piperidyl) -1, 3-benzenedicarboxamide;
the polymeric hindered amine light stabilizer is selected from one or more of light stabilizer 622, light stabilizer 944 and light stabilizer 3346;
the dispersing agent is selected from one or more than two of oleamide, stearic acid amide, natural paraffin and ethylene bis stearamide EBS.
5. Use of a light stabilizer composition according to any of claims 1 to 4 in nylon.
6. Use according to claim 5, characterized in that: the addition amount of the light stabilizer composition in the nylon accounts for 0.8-1.5% of the weight of the nylon.
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Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110938233B (en) * | 2019-11-07 | 2021-07-27 | 宿迁联盛科技股份有限公司 | Hindered amine light stabilizer for nylon and preparation method thereof |
| CN111251493B (en) * | 2020-01-21 | 2022-05-31 | 天津利安隆新材料股份有限公司 | Granulation method of hindered amine light stabilizer |
| CN113861411A (en) * | 2021-11-16 | 2021-12-31 | 上海普弗门化工新材料科技有限公司 | High-stability nylon polymer and preparation method thereof |
| CN115652466B (en) * | 2022-12-12 | 2023-03-31 | 烟台新秀新材料有限公司 | Synergistic amidated light stabilizer for polyamide materials |
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