CN114249920B - Light stabilizer compound for polyolefin thin product and preparation method thereof - Google Patents

Light stabilizer compound for polyolefin thin product and preparation method thereof Download PDF

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CN114249920B
CN114249920B CN202111602510.2A CN202111602510A CN114249920B CN 114249920 B CN114249920 B CN 114249920B CN 202111602510 A CN202111602510 A CN 202111602510A CN 114249920 B CN114249920 B CN 114249920B
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light stabilizer
hindered amine
amine light
parts
preparation
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CN114249920A (en
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张勇
陆涛
张子俊
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Suqian Lianhong New Materials Co 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
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3432—Six-membered rings
    • C08K5/3435—Piperidines
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/24—Acids; Salts thereof
    • C08K3/26—Carbonates; Bicarbonates
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C08K5/098—Metal salts of carboxylic acids
    • 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
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C08K2003/2296—Oxides; Hydroxides of metals of zinc
    • 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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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)

Abstract

The invention discloses a light stabilizer compound for polyolefin films and a preparation method thereof, wherein the raw materials of the light stabilizer compound comprise two hindered amine light stabilizers and an acid absorber; the weight portions of the light stabilizer A are 65.3 to 78.4 portions of triazine hindered amine light stabilizer, 19.6 to 34.69 portions of other hindered amine light stabilizer B and 0.1 to 2 portions of acid absorber; the hindered amine light stabilizer compound can improve the use efficiency of the hindered amine light stabilizer by 5% -10%, has good resin compatibility and adaptability to external use environment, and meets the use requirement of high cost performance.

Description

Light stabilizer compound for polyolefin thin product and preparation method thereof
Technical Field
The invention belongs to the technical field of high polymer materials, and particularly relates to a light stabilizer compound for polyolefin thin products and a preparation method thereof.
Background
Polyolefin thin products such as polyolefin films, woven products and the like are easy to be subjected to the actions of light, heat and oxygen in the outdoor use process to degrade and oxidize molecular chains, so that the phenomena of pulverization, color change, performance reduction and the like of the products are caused, and therefore, an anti-aging auxiliary agent is generally used in the polyolefin product processing process.
The common ultraviolet light aging resistant agents in plastic products mainly comprise hindered amine light stabilizer, ultraviolet light absorber, ultraviolet light shielding agent and quenching agent, wherein the hindered amine light stabilizer is the most developed one of various light stabilizer products due to the characteristics of high efficiency, non toxicity and the like. The performance of the plastic additive is greatly related to the structure of the plastic additive, and the small molecular hindered amine can not achieve good anti-aging effect in the polyolefin thin product due to the characteristic of easy precipitation, so the anti-aging performance of the polyolefin thin product mainly depends on the macromolecular hindered amine light stabilizer. The triazine structure is an effective structural body for improving the molecular weight of the hindered amine light stabilizer, and meanwhile, the introduction of the triazine structure can effectively improve the piperidinyl content of the hindered amine light stabilizer, so that the triazine hindered amine light stabilizer has extremely high anti-aging effect. However, the triazine hindered amine light stabilizer is generally high in price, the problem of poor compatibility of a single auxiliary agent and a numerical value can be solved by reasonably compounding other hindered amine light stabilizers of the triazine hindered amine light stabilizer, and meanwhile, the requirements of high-efficiency and durable weather resistance, good environment compatibility and high cost performance can be met.
Because cyanuric chloride is used in the synthesis process of the triazine hindered amine light stabilizer, a small amount of chlorine element is remained in a final finished product, a Ziegler-Natta catalyst and a free radical initiator are used in the synthesis process of polyolefin, a small amount of chlorine is remained in the final polyolefin resin, and the chlorine element is dechlorinated in the subsequent granulation process to form hydrogen chloride, so that a hedging effect is generated with the hindered amine light stabilizer, and the use efficiency of the hindered amine light stabilizer is further affected.
Disclosure of Invention
In order to solve the problems, the invention discloses a light stabilizer compound for polyolefin thin products and a preparation method thereof, wherein the light stabilizer compound can effectively improve the service efficiency of hindered amine light stabilizers, has more efficient and long-term anti-aging performance, and simultaneously meets the requirement of high cost performance.
In order to achieve the above purpose, the technical scheme of the invention is as follows:
the invention aims to provide a light stabilizer compound for polyolefin thin products, which comprises the following components in parts by weight: 65.3-78.4 parts of hindered amine light stabilizer A, 19.6-34.69 parts of hindered amine light stabilizer B and 0.1-2 parts of acid scavenger; wherein the hindered amine light stabilizer A is a triazine hindered amine light stabilizer.
Further, the hindered amine light stabilizer B is a hindered amine light stabilizer 622.
Further, the triazine hindered amine light stabilizer has a molecular weight greater than 1000.
Further, the molecular weight of the triazine hindered amine light stabilizer is 2000-3000.
Further, the triazine-based hindered amine light stabilizer is one of a hindered amine light stabilizer 119, a hindered amine light stabilizer 944, a hindered amine light stabilizer 3346, and a hindered amine light stabilizer 2020.
Further, the hindered amine light stabilizer 622 has a molecular weight greater than 2000. Preferably, the hindered amine light stabilizer 622 has a molecular weight greater than 2500.
Further, the acid scavenger is one of zinc oxide, calcium stearate, calcium oxide, magnesium oxide and hydrotalcite.
The invention further aims to provide a preparation method of the light stabilizer compound for polyolefin thin products, which comprises the following steps: rotary belt type condensation granulation method.
The method specifically comprises the following steps: 65.3-78.4 parts of triazine hindered amine light stabilizer, 622.6-34.69 parts of hindered amine light stabilizer and 0.1-2 parts of acid scavenger; after the molten material is added into a mixing melting kettle to be melted, the molten material enters a distributing device to be formed into intermittent liquid drops which drop on a steel plate, and then the intermittent liquid drops are cooled and formed by a cooling water continuous atomization spraying device under the steel belt, so that the granular light stabilizer compound is finally obtained.
Further, the melting temperature is 90-140 ℃; the cooling water temperature is <30 ℃.
Compared with the prior art, the invention has the beneficial effects that:
according to the light stabilizer compound for the polyolefin thin product, the acid scavenger is introduced in the processing and granulating process of the composite auxiliary agent in the system, so that the dechlorination hedging effect in the high-temperature processing process of the triazine light stabilizer can be effectively solved, and the use efficiency of the hindered amine light stabilizer is improved by 5% -10%.
The light stabilizer compound for polyolefin thin products is granular, has no dust in the use process, does not generate the phenomena of hopper blockage and the like, and is more beneficial to downstream customers.
The preparation method of the hindered amine light stabilizer for the polyolefin thin product is simple, and can meet the use requirement of high cost performance.
Detailed Description
The present invention will be further elucidated with reference to the following embodiments, which should be understood as merely illustrative of the invention and not as limiting the scope of the invention.
Example 1
The specific steps of this embodiment are as follows:
66.6 parts of HALS944, 33.3 parts of HALS622 and 0.1 part of hydrotalcite are weighed, the weighed materials are put into a mixing melting kettle to be melted, the temperature is 100-120 ℃, then the melted materials are converted into intermittent dripping liquid drops through a distributor, the intermittent dripping liquid drops fall on a steel belt moving at a constant speed, and then the steel belt is cooled to be granulated through a cooling water continuous atomizing spray device under the steel belt, the cooling water temperature is less than 30 ℃, and finally the granular light stabilizer compound is obtained.
Example 2
The specific steps of this embodiment are as follows:
66 parts of HALS944, 33 parts of HALS622 and 1 part of hydrotalcite are weighed, the weighed materials are put into a mixing melting kettle to be melted, the temperature is set to be 100-120 ℃, then the melted materials are converted into intermittent dripping liquid drops through a distributor, the intermittent dripping liquid drops fall on a steel belt moving at a uniform speed, and then the steel belt is cooled to be granulated through a cooling water continuous atomization spraying device under the steel belt, the cooling water temperature is lower than 30 ℃, and finally the granular light stabilizer compound is obtained.
Example 3
The specific steps of this embodiment are as follows:
65.3 parts of HALS944, 32.7 parts of HALS622 and 2 parts of hydrotalcite are weighed, the weighed materials are put into a mixing melting kettle to be melted, the temperature is set to be 100-120 ℃, then the melted materials are converted into intermittent dripping liquid drops through a distributor, the intermittent dripping liquid drops fall on a steel belt moving at a constant speed, and then the granular light stabilizer compound is finally obtained through cooling molding of a cooling water continuous atomizing spray device under the steel belt, wherein the cooling water temperature is lower than 30 ℃.
Comparative example 1
The specific steps of this comparative example are as follows:
66.7 parts of HALS944 and 33.3 parts of HALS622 are weighed, the weighed materials are put into a mixing melting kettle to be melted, the temperature is set to be 100-120 ℃, then the melted materials are converted into intermittent dripping liquid drops through a distributor, the intermittent dripping liquid drops fall on a steel belt moving at a uniform speed, and then the steel belt is cooled to be granulated through a cooling water continuous atomization spraying device under the steel belt, the cooling water temperature is lower than 30 ℃, and finally the granular light stabilizer compound is obtained.
The light stabilizer compound for polyolefin films prepared in examples 1 to 3 and comparative example 1 was mixed with a resin in an amount of 8wt% to prepare 8-filament film samples. Film properties after initial and UV aging for 3000 hours were tested with reference to GB/T2410-2008, ASTM G154, and the test results are shown in Table 1.
Table 1:
example 4
The specific steps of this embodiment are as follows:
74.9 parts of HALS119, 25 parts of HALS622 and 0.1 part of zinc oxide are weighed, the weighed materials are put into a mixing melting kettle to be melted, the temperature is set to be 110-140 ℃, then the melted materials are converted into intermittent dripping liquid drops through a distributor, the intermittent dripping liquid drops fall on a steel belt moving at a constant speed, and then the molten materials are cooled to be granulated through a cooling water continuous atomization spraying device under the steel belt, and the water temperature is lower than 30 ℃.
Example 5
The specific steps of this embodiment are as follows:
74.25 parts of HALS119, 24.75 parts of HALS622 and 1 part of zinc oxide are weighed, the weighed materials are put into a mixing melting kettle to be melted, the temperature is set to be 110-140 ℃, then the melted materials are converted into intermittent dripping liquid drops through a distributor, the intermittent dripping liquid drops fall on a steel belt moving at a constant speed, and then the molten materials are cooled to be granulated through a cooling water continuous atomization spraying device under the steel belt, and the water temperature is lower than 30 ℃.
Example 6
The specific steps of this embodiment are as follows:
s1, weighing 73.5 parts of HALS119, 24.5 parts of HALS622 and 2 parts of zinc oxide, putting the weighed materials into a mixing melting kettle for melting, setting the temperature to be 110-140 ℃, then converting the molten continuous flow of the molten materials into intermittent dripping liquid drops through a distributor, putting the intermittent dripping liquid drops on a steel belt moving at a constant speed, and cooling the steel belt into particles through a cooling water continuous atomization spraying device under the steel belt, wherein the water temperature is less than 30 ℃.
Comparative example 2
The specific steps of this comparative example are as follows:
weighing 75 parts of HALS119 and 25 parts of HALS622, putting the weighed materials into a mixing melting kettle for melting, setting the temperature to be 110-140 ℃, converting the molten continuous flow of the molten materials into intermittent dripping liquid drops through a distributor, putting the intermittent dripping liquid drops on a steel belt moving at a constant speed, and continuously atomizing cooling by a cooling water spraying device under the steel belt to obtain particles, wherein the water temperature is less than 30 ℃.
The light stabilizer compounds for polyolefin films prepared in examples 4 to 6 and comparative example 2 were mixed with resin in an amount of 8wt% to prepare 8-filament film samples. Film properties after initial and UV aging for 3000 hours were tested with reference to GB/T2410-2008, ASTM G154 and the test results are shown in Table 2.
Table 2:
example 7
The specific steps of this embodiment are as follows:
78.4 parts of HALS2020, 19.6 parts of HALS622 and 2 parts of distearamine are weighed, the weighed materials are put into a mixing melting kettle to be melted, the temperature is set to 90-120 ℃, then the melted materials are converted into intermittent dripping liquid drops through a distributor, the intermittent dripping liquid drops fall on a steel belt moving at a constant speed, and then the molten materials are cooled to be granulated through a cooling water continuous atomization spraying device under the steel belt, wherein the water temperature is less than 30 ℃.
Example 8
The specific steps of this embodiment are as follows:
73.5 parts of HALS2020, 24.5 parts of HALS622 and 2 parts of distearamine are weighed, the weighed materials are put into a mixing melting kettle to be melted, the temperature is set to 90-120 ℃, then the melted materials are converted into intermittent dripping liquid drops through a distributor, the intermittent dripping liquid drops fall on a steel belt moving at a constant speed, and then the molten materials are cooled to be granulated through a cooling water continuous atomization spraying device under the steel belt, and the water temperature is less than 30 ℃.
Example 9
The specific steps of this embodiment are as follows:
s1, weighing 65.3 parts of HALS2020, 32.67 parts of HALS622 and 2 parts of ammonium distearate, putting the weighed materials into a mixing melting kettle for melting, setting the temperature to 90-120 ℃, then converting the molten continuous flow of the molten materials into intermittent dripping liquid drops through a distributor, putting the intermittent dripping liquid drops on a steel belt moving at a constant speed, and cooling the steel belt into particles through a cooling water continuous atomization spraying device under the steel belt, wherein the water temperature is less than 30 ℃.
Comparative example 3
The specific steps of this comparative example are as follows:
100 parts of HALS2020 are weighed and put into a mixing melting kettle for melting, the temperature is set to be 110-135 ℃, then the molten material is converted into intermittent dripping liquid drops through a distributor, the intermittent dripping liquid drops fall on a steel belt moving at a constant speed, and then the molten material is cooled to be granulated through a cooling water continuous atomization spraying device under the steel belt, wherein the water temperature is less than 30 ℃.
Comparative example 4
100 parts of HALS622 are weighed and put into a mixing melting kettle to be melted, the temperature is set to be 60-85 ℃, then the melted materials are converted into intermittent dripping liquid drops through continuous flow of a distributor, the intermittent dripping liquid drops fall on a steel belt moving at a uniform speed, and then the molten materials are cooled to be granulated through a cooling water continuous atomization spraying device under the steel belt, wherein the water temperature is less than 30 ℃.
The light stabilizer compounds for polyolefin films prepared in examples 7 to 9 and comparative examples 3 to 4 were mixed with resin in an amount of 8wt% to prepare 8-filament film samples. Film properties after initial and UV aging for 3000 hours were tested with reference to GB/T2410-2008, ASTM G154 and the test results are shown in Table 3.
Table 3:
from the data results of examples 1-9 and comparative examples 1-4 in tables 1, 2 and 3, the anti-aging effect of the system is improved by 5% -10% compared with that of a system without the acid absorber, the cost is reduced, meanwhile, the system still has extremely good anti-aging performance, the performance retention rate is more than 75% after 3000 hours aging, and the use requirement of high cost performance is met.
It should be noted that the foregoing merely illustrates the technical idea of the present invention and is not intended to limit the scope of the present invention, and that a person skilled in the art may make several improvements and modifications without departing from the principles of the present invention, which fall within the scope of the claims of the present invention.

Claims (1)

1. The preparation method of the light stabilizer compound for the polyolefin thin product is characterized by comprising the following components in parts by weight: 65.3-78.4 parts of hindered amine light stabilizer A, 19.6-34.69 parts of hindered amine light stabilizer B and 0.1-2 parts of acid scavenger; wherein the hindered amine light stabilizer A is a triazine hindered amine light stabilizer; the hindered amine light stabilizer B is a hindered amine light stabilizer 622;
the preparation method comprises the following steps: 65.3 to 78.4 parts of hindered amine light stabilizer A, 19.6 to 34.69 parts of hindered amine light stabilizer B and 0.1 to 2 parts of acid scavenger; after the molten materials are added into a mixing melting kettle and melted, the molten materials enter a distributing device and are formed into intermittent liquid drops which drop on a steel plate, and then the intermittent liquid drops are cooled and formed by a cooling water continuous atomization spraying device under the steel belt, so that a granular light stabilizer compound is finally obtained;
the preparation method is a rotary belt type condensation granulation method;
the molecular weight of the triazine hindered amine light stabilizer is 2000-3000;
the hindered amine light stabilizer 622 has a molecular weight greater than 2000;
the triazine hindered amine light stabilizer is one of a hindered amine light stabilizer 119, a hindered amine light stabilizer 944, a hindered amine light stabilizer 3346 and a hindered amine light stabilizer 2020;
the melting temperature is 90-140 ℃; the temperature of the cooling water is <30 ℃;
the acid scavenger is one of zinc oxide, calcium stearate, calcium oxide, magnesium oxide, hydrotalcite, trilaurylamine and distearate.
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CN114909833A (en) * 2022-04-09 2022-08-16 宿迁盛锦新材料有限公司 Cooling equipment for rapid cooling molding of light stabilizer

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