CN110028784A - Light stabilizer combination for nylon - Google Patents
Light stabilizer combination for nylon Download PDFInfo
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- CN110028784A CN110028784A CN201810031752.2A CN201810031752A CN110028784A CN 110028784 A CN110028784 A CN 110028784A CN 201810031752 A CN201810031752 A CN 201810031752A CN 110028784 A CN110028784 A CN 110028784A
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- light stabilizer
- hindered amine
- tetramethyl
- amine light
- nylon
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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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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention provides a kind of light stabilizer combination for nylon, and the component that light stabilization is mainly played in the composition includes the hindered amine light stabilizer that can be rolled into a ball containing amide and polymerized hindered amine light stabilizer.Wherein, the hindered amine light stabilizer that can be rolled into a ball containing amide can significantly stable nylon melt process, increase the thermal stability and photostability of material, but since its molecular weight is lower, volatile and resistant to extraction is poor, the polymerized hindered amine light stabilizer of hindered amine light stabilizer containing amide and high molecular weight is used in compounding by the present invention, the two can generate apparent synergistic, the performance that polymerized hindered amine light stabilizer resistant to extraction is not easy to lose can make up for it the deficiency for the hindered amine light stabilizer that can be rolled into a ball containing amide, the two is used in compounding the processing performance and photooxidation aging property for being remarkably improved nylon material.
Description
Technical field
The invention belongs to high molecular material function additive technical field more particularly to a kind of light stabilizer combination, the light
Stabiliser compositions have extraordinary application effect for nylon.
Background technique
Nylon is a kind of important engineering plastics, has excellent mechanical performance, oil resistivity, wear resistance and processability
Can, industrially it is widely applied.
However, nylon is influenced in use process outdoors by factors such as illumination, photodissociation and photooxidation, chemistry occur for nylon
Key fracture generates free radical and peroxide, unstable peroxide are decomposed to form free radical, further causes a series of
Cracking reaction leads to nylon structure, the variation of the essence of performance.These variations can bring the aging of material and draw mechanical performance
Decline, relative molecular mass reduction, mechanical properties decrease and color change etc., not only greatly shortens the service life of material,
And cause a large amount of environmental debris.Therefore, the Photostabilised research of nylon is applied to develop and be of great significance.
The prior art generally improves its long term heat ageing performance by adding necessary light stabilizer.The work of light stabilizer
With being to eliminate the free radical generated, chain type degradation reaction is prevented to carry out, that is, prevent or inhibit polymer material photooxidation
The progress of journey, to prevent the aging of organic material, and prolongs its service life.In the light stabilizer used, low molecular weight
Hindered amine light stabilizer is significant but volatile in use initial performances and resistant to extraction is poor, the Yi Yi in polymer processing
It dissipates and lasting stability is caused to decline.Compared with the hindered amine light stabilizer of low molecular weight, polymerized hindered amine light stabilizer is long
Effect is obvious, but dispersion is uneven in use, there is certain influence to following process.Meanwhile polymerized hindered amine light
Stabilizer diffusion is not so good as low molecular weight hindered amine light stabilizer, is unfavorable for from being supplemented inside product to surface, to affect it
Photostability gives full play to.
Therefore, it for nylon material, develops novel light stabilizer and is of great significance.
Summary of the invention
The purpose of the present invention is used outdoors for existing nylon products by illumination effect, colour changed into yellow and mechanical property
Can gradually it decline, product properties cannot obtain the problem of protecting, and provide a kind of novel light stabilizer combination, and the composition exists
It is added in nylon granulation or polymerization process, can be improved the mechanical property of polymer, optical property and processing performance.
Specifically, the present invention provides a kind of light stabilizer combination, the component for mainly playing light stabilization includes:
The hindered amine light stabilizer and polymerized hindered amine light stabilizer that can be rolled into a ball containing amide.
The amide structure in hindered amine light stabilizer that can be rolled into a ball containing amide can be with nylon point with nylon highly compatible
Sub-key is combined, and makes its stability beyond tradition light stabilizer to nylon, can significantly stable nylon melt process,
Increase the thermal stability and photostability of material, but since its molecular weight is lower, volatile and resistant to extraction is poor, the present invention
The polymerized hindered amine light stabilizer of hindered amine light stabilizer containing amide and high molecular weight is used in compounding, the two can produce
Raw apparent synergistic, the performance that polymerized hindered amine light stabilizer resistant to extraction is not easy to lose can make up for it and can roll into a ball containing amide
The deficiency of hindered amine light stabilizer, the two are used in compounding the various performances for being remarkably improved material.
Preferably, the hindered amine light stabilizer that can be rolled into a ball containing amide is selected from two (2,2,6,6- tetramethyl -3- piperidinamines
Base)-isophtalamide, N- (2- ethoxyl phenenyl)-N'- (4- ethylphenyl)-oxalamide, N- (5- (1,1) 2 first and second
One or more of base) -2- ethoxyphenyl)-N'- (2- ethylphenyl) oxalamide.
More preferably, the hindered amine light stabilizer that can be rolled into a ball containing amide is selected from two (2,2,6,6- tetramethyl -3- piperidinamines
Base)-isophtalamide.
Two (2,2,6,6- tetramethyl -3- piperidines amido)-isophtalamides are also referred to as " S-EED ", are that one kind is suitable for Buddhist nun
The multiple function stable agent of dragon, studies have shown that S-EED can stablize nylon melt pressure, steady process, when fibre spinning, subtracts
Few fracture of wire；Meanwhile S-EED and nylon highly compatible, it can be bonded together with nylon molecules, surmount it to the stability of nylon
The limit of traditional light stabilizer.Generally, when S-EED is applied individually to any polymer, in the significant using initial performances of nylon, but
Easily its lasting stability is caused to decline because of loss in process.The research of the invention finds that in S-EED and light stabilizer
When ultraviolet absorbing agent is used in compounding, since ultraviolet absorbing agent is poor in the fields such as fiber, film effect, after compounding, effect is simultaneously
It is undesirable.Further study show that having when the polymerized hindered amine light stabilizer in S-EED and light stabilizer is used in compounding
Good synergistic function can significantly improve the photostability of nylon, have the characteristics that outstanding to prevent nylon aging.
Polymerized hindered amine light stabilizer preferred molecular weight of the present invention is greater than 2100 product.Preferably, described
Polymerized hindered amine light stabilizer be selected from poly-succinic (4- hydroxyl -2,2,6,6- tetramethyl -1- piperidine alcohols) ester, it is poly- [6- [(1,
1,3,3- tetramethyl butyl) amino]] -1,3,5- triazine -2,4- [(2,2,6,6,-tetramethyl-4-piperidyl) imino group] -1,6-
Oneself two support [(2,2,6,6- tetramethyl -4- piperidyl) imino group], it is poly- [(6- morpholinyl -1,3,5-triazines -2,4- yl)-((2,
2,6,6- tetramethyl -4- piperidyl) imido) hexane-((2,2,6,6- tetramethyl -4- piperidyl) imido)] one of, two kinds
Or it is two or more.
Wherein, poly-succinic and (4- hydroxyl -2,2, the polymer of 6,6- tetramethyl -1- piperidine alcohols) i.e. light stabilizer 622,
For aggretion type high molecular weight hindered amine light stabilizer, it is a kind of oligomer, have well processing heat stabilizer and with it is various
The good compatibility of resin；Simultaneously as its molecular weight is high, there is good water-extraction resistance, in the process of processing and using,
It is not easy to lose.Poly- [6- [(1,1,3,3- tetramethyl butyl) amino]] -1,3,5- triazine -2,4- [(2,2,6,6,-tetramethyl -
Piperidyl) imino group] -1,6- oneself two supports [(2,2,6,6- tetramethyl -4- piperidyl) imino group] } i.e. light stabilizer 944, equally
For aggretion type high molecular weight hindered amine light stabilizer, molecular weight 2100-3000, which has the effect of antioxidant simultaneously
Fruit has long-term thermal stability effect to polymer.Poly- [(6- morpholinyl -1,3,5- triazine -2,4- base)-((2,2,6,6- tetramethyl -
4- piperidyl) imido) hexane-((2,2,6,6- tetramethyl -4- piperidyl) imido)] i.e. light stabilizer 3346.
More preferably, the polymerized hindered amine light stabilizer is light stabilizer 944.
Preferably, by weight, in the light stabilizer combination, the hindered amine light stabilizer that can roll into a ball containing amide
Dosage is 10-60 parts, and the dosage of polymerized hindered amine light stabilizer is 20-60 parts.
In a particular embodiment, the dosage that can roll into a ball hindered amine light stabilizer containing amide can be 10-30 parts, 10-
20 parts, 20-50 parts, 30-40 parts, 25-60 parts etc..
In a particular embodiment, the dosage of polymerized hindered amine light stabilizer can be 20-40 parts, and 20-30 parts,
30-50 parts, 20-55 parts, 25-45 parts etc..
Preferably, be containing the weight ratio that amide can roll into a ball hindered amine light stabilizer and polymerized hindered amine light stabilizer (3~
5): (3~5)；More preferably, can roll into a ball the weight ratio of hindered amine light stabilizer and polymerized hindered amine light stabilizer containing amide is 1:
1。
In light stabilizer combination of the invention, the hindered amine light stabilizer and polymerized hindered amine light that can be rolled into a ball containing amide
Stabilizer only adds the light in the processing or use process of nylon mainly to play the component of light stabilization in composition
Stabiliser compositions can reach ideal light stablizing effect, no longer need to additionally add other light stabilizer products, then add it
His light stabilizer can further improve the photostability of material, but uneconomic.
Light stabilizer used in the present invention is solid product, in use, its dispersibility and homogeneity are undesirable.This hair
Bright to find after study, dispersing agent is further added in the light stabilizer combination can improve the defect, and dispersing agent can rise
To the effect of lubricant, the dispersion performance of light stabilizer in the material can be improved, improve the processing performance of resin.
Substance commonly used in the art can be used in the dispersing agent, preferably, dispersing agent of the present invention is amide waxe.More preferably
Ground, the dispersing agent are selected from one of oleamide, stearic amide, natural paraffin wax, ethylenebisstearamide (EBS), two
Kind is two or more.Most preferably, the dispersing agent is EBS.
Preferably, by weight, in the light stabilizer combination, the dosage of dispersing agent is 1-20 parts.Specific
In embodiment, the dosage of the dispersing agent can be 1-5 parts, 1-10 parts, 5-15 parts, 10-20 parts, 12-18 parts etc..
As the preferable technical solution of the present invention, by weight, the light stabilizer combination, including 10-60 parts contain
The hindered amine light stabilizer for having amide that can roll into a ball, 20-60 parts of polymerized hindered amine light stabilizers, 1-20 parts of dispersing agents.
As the present invention more preferably technical solution, by weight, the light stabilizer combination, including 30-60 parts contain
The hindered amine light stabilizer for having amide that can roll into a ball, 30-60 parts contain polymerized hindered amine light stabilizer, 5-15 parts of dispersing agents.
In " the preferable technical solution " and " more preferably technical solution ", the hindered amine light that can be rolled into a ball containing amide is steady
Determine agent and is selected from two (2,2,6,6- tetramethyl -3- piperidines amido)-isophtalamides, N- (2- ethoxyl phenenyl)-N'- (4- second
Base phenyl)-oxalamide, N- (5- (1,1) dimethylethyl) -2- ethoxyphenyl) in-N'- (2- ethylphenyl) oxalamide
It is a kind of, two or more；Polymerized hindered amine light stabilizer is selected from poly-succinic (4- hydroxyl -2,2,6,6- tetramethyl -1-
Piperidine alcohols) ester, poly- [6- [(1,1,3,3- tetramethyl butyl) amino]] -1,3,5-triazines -2,4- [(2,2,6,6,-tetramethyl -
Piperidyl) imino group] -1,6- oneself two support [(2,2,6,6- tetramethyl -4- piperidyl) imino group], it is poly- [(6- morpholinyl -1,3,
5- triazine -2,4- base)-((2,2,6,6- tetramethyl -4- piperidyl) imido) hexane-((2,2,6,6- tetramethyl -4- piperidyl)
Imido)] one of, two or more；The dispersing agent is selected from oleamide, stearic amide, natural paraffin wax, ethylidene
One of bis-stearamides (EBS), two or more.
As the optimal technical solution of the present invention, by weight, the light stabilizer combination, including 30-60 parts of S-
EED, 30-60 parts of light stabilizers 944,5-15 parts of EBS.
More preferably, it in the light stabilizer combination, containing the hindered amine light stabilizer that amide can be rolled into a ball, can be rolled into a ball containing amide
Hindered amine light stabilizer and dispersing agent weight ratio be (3-5): (3-5): 1.Most preferably, the hindered amine light that can be rolled into a ball containing amide
Stabilizer, the weight ratio of the hindered amine light stabilizer and dispersing agent that can roll into a ball containing amide are 4.5:4.5:1.
The conventional method that this field can be used in light stabilizer combination provided by the invention is prepared.As one of which
Easy, practical mode can directly mix each component.
The present invention further protects application of the light stabilizer combination in nylon.
Additive amount of the light stabilizer combination in nylon is this field convention amount, preferably, light of the present invention
Additive amount of the stabiliser compositions in nylon accounts for the 0.8%~1.5% of nylon weight.
The addition manner of light stabilizer combination of the present invention can refer to the prior art, generally before nylon granulation and polymerize
It is added before reaction, the present invention does not repeat them here.
On the basis of common knowledge of the art, above-mentioned each optimum condition can be combined with each other each preferably to get the present invention
Example.
" parts by weight " of the present invention be mg commonly used in the art, the unit of weights such as g, kg, or be its multiple, such as 1/
100,1/10,10 times, 100 times etc..
The present invention relates to the commercially available acquisition of raw materials and reagents.
Specific embodiment
The following examples are used to illustrate the present invention, but are not intended to limit the scope of the present invention..Operation involved in embodiment
It unless otherwise specified, is this field customary technical operation.
Embodiment 1
A kind of light stabilizer combination, by 45g light stabilizer S-EED, 45g light stabilizer 944,10g dispersing agent EBS group
At.
Embodiment 2
A kind of light stabilizer combination, by 60g light stabilizer S-EED, 30g light stabilizer 944,10g dispersing agent EBS group
At.
Embodiment 3
A kind of light stabilizer combination, by 30g light stabilizer S-EED, 60g light stabilizer 944,10g dispersing agent EBS group
At.
Embodiment 4
A kind of light stabilizer combination, by 45g light stabilizer S-EED, 45g light stabilizer 944,5g dispersing agent EBS composition.
Embodiment 5
A kind of light stabilizer combination, by 45g light stabilizer S-EED, 45g light stabilizer 944,15g dispersing agent EBS group
At.
Embodiment 6
A kind of light stabilizer combination, by 45g light stabilizer S-EED, 45g light stabilizer 622,10g dispersing agent EBS group
At.
Embodiment 7
A kind of light stabilizer combination, by 45g light stabilizer S-EED, 45g light stabilizer 944,10g dispersing agent natural stone
Wax composition.
Comparative example 1
A kind of light stabilizer combination is made of 90g light stabilizer S-EED, 10g dispersing agent EBS.
Comparative example 2
A kind of light stabilizer combination, by 90g light stabilizer 944,10g dispersing agent EBS composition.3 blank control of comparative example
A kind of light stabilizer combination only contains 100g dispersing agent EBS, is free of effective light stabilizer ingredient.
Measure of merit
(1) it prepares nylon batten: taking 10 parts of 5kg nylon particles respectively, it, respectively will be real according to identical 1% additive amount
A 1-7 is applied, the light stabilizer combination addition of comparative example 1-3 enters in nylon particles, after mixing, using identical extrusion
Granulation conditions carry out double-screw extruding pelletizing.Particle will be squeezed out and according to national standard GB1040-79 be molded into tensile bars, by national standard
GB1043-79 is molded into impact batten.
(2) xenon lamp aging is tested
10 battens are placed on xenon lamp respectively, backboard temperature is 63 DEG C, it does not spray water, 0.55W/m2At340nm aging
After 1000h, its mechanical property is detected.Each batten respectively repeats 3 times, is averaged to test final result.
(3) test result
Test result is as shown in table 1.
Table 1: embodiment 1-7, comparative example 1-3 test result
It is seen from the above data that after light stabilizer of the invention is applied to nylon material, the light aging of nylon material
Performance significantly improves；After batten progress xenon lamp aging test is made in the nylon material for adding light stabilizer, mechanical property variation
Become smaller, illustrates that the ability of the anti-light aging of nylon material is stronger.To sum up, it is added to the hindered amine light stabilizer containing amide, gathers
The nylon material of the composition of mould assembly hindered amine light stabilizer and dispersing agent has excellent photostability.
Although above having used general explanation, specific embodiment and test, the present invention is made to retouch in detail
It states, but on the basis of the present invention, it can be made some modifications or improvements, this is apparent to those skilled in the art
's.Therefore, these modifications or improvements without departing from theon the basis of the spirit of the present invention, belong to claimed
Range.
Claims (10)
1. a kind of light stabilizer combination for nylon, is essentially characterized in that: its group subpackage for mainly playing light stabilization
It includes: the hindered amine light stabilizer and polymerized hindered amine light stabilizer that can be rolled into a ball containing amide.
2. light stabilizer combination according to claim 1, it is characterised in that: by weight, can be rolled into a ball containing amide
The dosage of hindered amine light stabilizer is 10-60 parts, and the dosage of polymerized hindered amine light stabilizer is 20-60 parts.
3. light stabilizer combination according to claim 1 or 2, it is characterised in that: the hindered amine light that can be rolled into a ball containing amide
The weight ratio of stabilizer and polymerized hindered amine light stabilizer is (3~5): (3~5).
4. light stabilizer combination according to claim 1-3, it is characterised in that: described to roll into a ball containing amide
Hindered amine light stabilizer is selected from two (2,2,6,6- tetramethyl -3- piperidines amido)-isophtalamides, N- (2- ethoxybenzene
Base)-N'- (4- ethylphenyl)-oxalamide,
N- (5- (1,1) dimethylethyl) -2- ethoxyphenyl) one of-N'- (2- ethylphenyl) oxalamide, two kinds or two
Kind or more.
5. light stabilizer combination according to claim 1-4, it is characterised in that: the polymerized hindered amine light
The molecular weight of stabilizer is greater than 2100；It preferably is selected from poly-succinic (4- hydroxyl -2,2,6,6- tetramethyl -1- piperidine alcohols) ester, is gathered
{ [6- [(1,1,3,3- tetramethyl butyl) amino]] -1,3,5- triazine -2,4- [(2,2,6,6,-tetramethyl-4-piperidyl) imido
Base] -1,6- oneself two support [(2,2,6,6- tetramethyl -4- piperidyl) imino group], poly- [(6- morpholinyl -1,3,5-triazines -2,4-
Base)-((2,2,6,6- tetramethyl -4- piperidyl) imido) hexane-((2,2,6,6- tetramethyl -4- piperidyl) imido)] in
It is a kind of, two or more.
6. light stabilizer combination according to claim 1-5, it is characterised in that: further include dispersing agent；It is described
The dosage of dispersing agent is preferably 1-20 parts.
7. light stabilizer combination according to claim 6, it is characterised in that: the dispersing agent is amide waxe；It preferably is selected from
One of oleamide, stearic amide, natural paraffin wax, ethylenebisstearamide (EBS), two or more.
8. light stabilizer combination according to claim 1, it is characterised in that: the light stabilizer combination, including 30-
60 parts of hindered amine light stabilizers that can be rolled into a ball containing amide, 30-60 parts contain polymerized hindered amine light stabilizer, 5-15 parts of dispersions
Agent；
The hindered amine light stabilizer that can be rolled into a ball containing amide is selected from two (2,2,6,6- tetramethyl -3- piperidines amido)-isophthalic two
Formamide, N- (2- ethoxyl phenenyl)-N'- (4- ethylphenyl)-oxalamide, N- (5- (1,1) dimethylethyl) -2- ethoxy benzene
Base) one of-N'- (2- ethylphenyl) oxalamide, two or more；
Polymerized hindered amine light stabilizer is selected from poly-succinic (4- hydroxyl -2,2,6,6- tetramethyl -1- piperidine alcohols) ester, poly- { [6-
[(1,1,3,3- tetramethyl butyl) amino]] -1,3,5- triazine -2,4- [(2,2,6,6,-tetramethyl-4-piperidyl) imino group] -
1,6- oneself two support [(2,2,6,6- tetramethyl -4- piperidyl) imino group], it is poly- [(6- morpholinyl -1,3,5-triazines -2,4- yl) -
One of ((2,2,6,6- tetramethyl -4- piperidyl) imido) hexane-((2,2,6,6- tetramethyl -4- piperidyl) imido)],
Two or more；
The dispersing agent is selected from one of oleamide, stearic amide, natural paraffin wax, ethylenebisstearamide (EBS), two
Kind is two or more.
9. application of the described in any item light stabilizer combinations of claim 1-8 in nylon.
10. application according to claim 9, it is characterised in that: additive amount of the light stabilizer combination in nylon
Account for the 0.8%~1.5% of nylon weight.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110938233A (en) * | 2019-11-07 | 2020-03-31 | 宿迁联盛科技股份有限公司 | Hindered amine light stabilizer for nylon and preparation method thereof |
| CN111251493A (en) * | 2020-01-21 | 2020-06-09 | 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 |
| CN115652466A (en) * | 2022-12-12 | 2023-01-31 | 烟台新秀新材料有限公司 | Synergistic amidated light stabilizer for polyamide materials |
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| 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 |
| CN115652466A (en) * | 2022-12-12 | 2023-01-31 | 烟台新秀新材料有限公司 | Synergistic amidated light stabilizer for polyamide materials |
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