CN110028751A - A kind of solid antioxidants composition for C5 Petropols - Google Patents
A kind of solid antioxidants composition for C5 Petropols Download PDFInfo
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- CN110028751A CN110028751A CN201810031771.5A CN201810031771A CN110028751A CN 110028751 A CN110028751 A CN 110028751A CN 201810031771 A CN201810031771 A CN 201810031771A CN 110028751 A CN110028751 A CN 110028751A
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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
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
- C08K5/134—Phenols containing ester groups
- C08K5/1345—Carboxylic esters of phenolcarboxylic acids
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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
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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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/372—Sulfides, e.g. R-(S)x-R'
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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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
- C08K5/526—Esters of phosphorous acids, e.g. of H3PO3 with hydroxyaryl compounds
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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
- C08L57/00—Compositions of unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C08L57/02—Copolymers of mineral oil hydrocarbons
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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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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention relates to a kind of solid antioxidants compositions for C5 Petropols, by weight, including 30~80 parts of hindered phenol anti-oxidants, 10~40 parts of hindered amine light stabilizers, 0~30 part of phosphite antioxidant, 0~30 part of thioesters antioxidant.Antioxidant of the invention adds in C5 petroleum resin production process, and additive amount is the 0.1%-1.0% of C5 Petropols weight.The present composition is solid product, can directly replace current antioxidant series, does not have to carry out technologic transformation, compares existing antioxidant series specifically antioxidant effect more outstanding.
Description
Technical field
The invention belongs to high molecular material function additive technical field more particularly to a kind of solid antioxidants composition,
Further relate to application of the composition in C5 Petropols.
Background technique
C 5 fraction is the by-product of ethylene producing device, accounts for about the 10%-15% of ethylene yield.C5 Petropols be exactly with
The C 5 fraction of cracking of ethylene byproduct is raw material, and aggregated obtained functional resin, molecular weight is 300~3000.C5 petroleum tree
Rouge has low acid value, good, water-fast, the resistance to ethyl alcohol of compatibility, chemical resistance corrosion, thermal stability good, good with organic matter compatibility
Good feature, and play the role of adjusting stickiness, it is widely used in the row such as rubber, binder, coating, traffic paint, ink, papermaking
Industry.
But thermo-oxidative ageing phenomenon easily occurs in the process of processing and using for C5 resin, reduces product quality, it is this existing
As related with hot oxygen process.Simultaneously as containing unsaturated double-bond in C5 Petropols molecular structure, resistance to thermo-oxidative stability is poor,
After high temperature thermal oxidation aging, deterioration, weatherability and bad stability occur for the performances such as color burn, viscosity.
Common way is antioxidant to be added in C5 Petropols to improve its heatproof air aging performance, the prior art
It mainly uses Hinered phenols antioxidant or hindered phenol anti-oxidants and phosphite antioxidant is used in compounding conduct
It produces, the method for the thermo oxidative aging stabilization aid of application process, such as antioxidant 1010, antioxidant 1010 are compounded with 168.It is existing
There is the formula of technology excessively single, function and effect are unsatisfactory, still will appear biggish discoloration after the high Hygrothermal Aging of C5 resin.
Summary of the invention
The purpose of the present invention is in view of the defects existing in the prior art and insufficient, a kind of consolidating for C5 Petropols is provided
Body anti-oxidant compositions, the composition can significantly improve heat resistanceheat resistant of the C5 Petropols in production, transport, processing, use
Oxidative aging energy, function and effect are better than existing antioxidant formula.
To achieve the above object, the present invention adopts the following technical scheme:
A kind of solid antioxidants composition, by weight, including 30~80 parts of hindered phenol anti-oxidants, 10~40
Part hindered amine light stabilizer, 0~30 part of phosphite antioxidant, 0~30 part of thioesters antioxidant.
Generally, hindered amine light stabilizer is used as the light stabilizer of high molecular material, but hindered amines light is stablized
Agent equally has certain anti-oxidation function, it is a discovery of the invention that hindered phenol anti-oxidants and hindered amine light stabilizer compounding
When for C5 Petropols, the two has synergistic very outstanding, can significantly inhibit the generation of thermo-oxidative ageing, inhibits color
Become.
Preferably, hindered phenol anti-oxidants of the present invention are selected from antioxidant 1010, antioxidant 1076, antioxygen
Agent 3114, at least one of antioxidant 330.
Wherein, the Chinese of antioxidant 1010 was four [β-(3,5- di-tert-butyl-hydroxy phenyl) propionic acid] seasons penta
Irganox 1010,1010 trade mark product of THANOX specifically can be used in four alcohol esters.The Chinese of antioxidant 1076 is β-
(3,5- di-tert-butyl-hydroxy phenyl) propionic acid n-octadecyl alcohol ester, specifically can be used Irganox 1076, THANOX 1076
Trade mark product.The Chinese of antioxidant 3114 is 1,3,5- tri- (3,5- di-tert-butyl-4-hydroxyl benzyl) isocyanuric acids, tool
Irganox 3114,3114 trade mark product of THANOX can be used in body.The Chinese of antioxidant 330 is 1,3,5- trimethyl-
2,4,6- tri- (3,5- di-t-butyl -4- hydroxyl benzyl) benzene, specifically can be used Irganox 330,330 product of THANOX.
Preferably, aggretion type or non-polymeric class product can be used in hindered amine light stabilizer of the present invention.When
When using polymerized hindered amine light stabilizer, the molecular weight of preferred polymeric type hindered amine light stabilizer is 2000~4000.
Preferably, light stabilizer 770 can be used in non-polymeric product.
Preferably, polymerized hindered amine light stabilizer can be selected from light stabilizer 622, at least one in light stabilizer 944
Kind.
Wherein, the Chinese of light stabilizer 770 is double -2,2,6, the 6- tetramethyl piperidine alcohol esters of decanedioic acid, can specifically be adopted
With Tinuvin 770 or THASORB UV-770 trade mark product.The Chinese of light stabilizer 622 is poly-succinic (4- hydroxyl-
2,2,6,6- tetramethyl -1- piperidine ethanols) ester, Tinuvin 622 or THASORB UV-622 trade mark product specifically can be used.Light
The Chinese of stabilizer 944 be 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 supports [(2,2,6,6- tetramethyl -4- piperidyl) imino group] }, specifically
Tinuvin 944 or THASORB UV-944 can be used) trade mark product.
In the present invention, hindered phenol anti-oxidants and hindered amine light stabilizer are required component, and the two is applied in combination, and are had
There is good synergistic function, the thermo oxidative aging effect better than the prior art can be obtained.The study found that ought further add
When adding phosphite antioxidant and/or thioesters antioxidant, thermo oxidative aging effect can be promoted further,
That is, phosphite antioxidant and thioesters antioxidant of the invention are optional addO-on therapy.
Preferably, the phosphite antioxidant is selected from antioxidant 168, antioxidant 626, antioxidant PEP-
At least one of 36.
Wherein, the Chinese of antioxidant 168 is phosphorous acid three (2,4- di-tert-butyl) ester, specifically be can be used
168 trade mark product of Irganox 168 or THANOX.The Chinese of antioxidant 626 is bis- (2,4- di-tert-butyl-phenyl) seasons
626 trade mark product of Irganox 626 or THANOX specifically can be used in penta tetrol diphosphites.In antioxidant PEP-36
Literary fame is known as bis- (2,6- di-t-butyl -4- aminomethyl phenyl) pentaerythritol diphosphates, and THANOX PEP-36 board specifically can be used
Number product.
Preferably, the thioesters antioxidant is selected from antioxidant DSTP, at least one of antioxidant DLTP.
Wherein, the Chinese of antioxidant DSTP is the double octadecyls of thio-2 acid, and THANOX specifically can be selected
DSTP trade mark product.Antioxidant DLTP Chinese is thiodipropionic acid bis-dodecanol ester, and THANOX DLTP specifically can be used
Trade mark product.
Preferably, the dosage of hindered phenol anti-oxidants is 40~75 parts perhaps 40~60 parts or 60~75 parts.
Preferably, the dosage of hindered amine light stabilizer is 20~30 parts.
Preferably, preferable additive amount is 10~30 parts or 20~30 when adding phosphite antioxidant
Part or 20 parts.
More preferably, when adding phosphite antioxidant, hindered phenol anti-oxidants are controlled, hindered amines light is stablized
The weight ratio of agent, phosphite antioxidant is 3:1:1, and thermo oxidative aging effect is more prominent.
Preferably, preferable additive amount is 10~30 parts or 20~30 parts when adding thioesters antioxidant,
Or 20 parts.
More preferably, when adding thioesters antioxidant, hindered phenol anti-oxidants are controlled, hindered amines light is stablized
The weight ratio of agent, thioesters antioxidant is 3:1:1, and thermo oxidative aging effect is more prominent.
As the preferable technical solution of the present invention, the solid antioxidants composition includes: 40~75 parts of Hinered phenols
Antioxidant, 20~30 parts of hindered amine light stabilizers, 0~20 part of phosphite antioxidant, 0~20 part of thioesters are anti-
Oxidant.
As the preferable technical solution of the present invention, the solid antioxidants composition includes: 30~80 parts of Hinered phenols
Antioxidant, 10~40 parts of hindered amine light stabilizers, 10~30 parts of phosphite antioxidants, 10~30 parts of thioesters
Antioxidant.
It include: 40~75 parts of Hinered phenols as the present invention more preferably technical solution, the solid antioxidants composition
Antioxidant, 20~30 parts of hindered amine light stabilizers, 10~30 parts of phosphite antioxidants, 10~30 parts of thioesters
Antioxidant.More preferably, when the weight ratio of hindered phenol anti-oxidants and hindered amine light stabilizer is (2~3): when 1, antioxygen
Change better effect.
Most preferably, work as hindered phenol anti-oxidants, hindered amine light stabilizer, phosphite antioxidant, monothioester
When the weight ratio of class antioxidant is 2:1:1:1, C5 resin high temperature thermal oxidation weather stain color difference is minimum, and thermo oxidative aging effect is most
It is prominent.
In " preferable technical solution " above-mentioned, " more preferably technical solution ", the hindered phenol anti-oxidants are obstructed
Amine light stabilizer, phosphite antioxidant, thioesters antioxidant specific choice with it is identical above, this time do not do
It repeats.
Composition of the present invention, each component are solid, weigh each component according to parts by weight, be uniformly mixed to get.
It is of the invention another solution is that any one of the above solid antioxidants composition is in C5 Petropols
Using.
When preparing C5 Petropols, heat resistanceheat resistant oxygen can be met by generally only adding solid antioxidants composition of the invention
The demand of aging can effectively prevent C5 Petropols that color burn, weatherability and bad stability occur because of processing, be not necessarily to volume
It is outer to use other type antioxidants.
C5 Petropols of the present invention produce to obtain using cold polymerization production technology well known in the art.Specifically
AlCl first is added after thermal polymerization (can also be without thermal polymerization) in refined C 5 fraction by ground3Or BF3Catalyst is mono- in C5
Polymerization reaction is carried out under alkene or toluene solvant, after the reaction was completed with soda lye wash catalyst, is washed after separating waste water,
Obtain polymerization liquid, then flashed to obtain C5 Petropols solution, finally carry out cooling granulation to get.
Solid antioxidants composition of the invention is added in C5 Petropols solution before cooling granulation, can be fine
Ground plays thermo oxidative aging effect.
Preferably, the additive amount of solid antioxidants composition is 0.1~1.0wt% of C5 Petropols solution.
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 well known in the art, the unit of weights such as g, kg, or be its multiple, such as 1/
10,1/100,10 times etc..
The present invention relates to the commercially available acquisition of raw materials and reagents.
The present invention achieves following good effect: each component of the invention plays synergistic effect, improves the height of resin
Hygrothermal Aging performance, discoloration becomes smaller after resin high temperature thermal oxidation aging, expands the scope of application of resin, improves resin
Product quality.
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 solid antioxidants compound contains 75g antioxidant 1010,25g light stabilizer in every 100g compound
770。
Embodiment 2
A kind of solid antioxidants compound contains 60g antioxidant 1010,20g light stabilizer in every 100g compound
770,20g antioxidants 168.
Embodiment 3
A kind of solid antioxidants compound contains 60g antioxidant 1076,20g light stabilizer in every 100g compound
622,20g antioxidants 168.
Embodiment 4
A kind of solid antioxidants compound contains 60g antioxidant 1010,20g light stabilizer in every 100g compound
770,20g antioxidant DLTP.
Embodiment 5
A kind of solid antioxidants compound contains 60g antioxidant 1076,20g light stabilizer in every 100g compound
944,20g antioxidant DSTP.
Embodiment 6
A kind of solid antioxidants compound contains 40g antioxidant 1010,20g light stabilizer in every 100g compound
944,20g antioxidants 626,20g antioxidant DLTP.
Measure of merit
C5 Petropols solution is taken, respectively by (additive amount is that C5 Petropols are molten in embodiment 1-6 product addition solution
The 0.3% of liquid weight), and the blank control example (comparative example 3) for not adding any antioxidant is set, cooling is made after mixing
Grain, obtains C5 Petropols finished product.
Comparative example is set simultaneously, and comparative example 1 uses universal antioxidant 1010, and comparative example 2 uses antioxidant 1010
The product compounded with antioxidant 168 according to weight ratio 1:1, comparative example 3 are blank control.It is anti-oxidant in these three comparative examples
The additive amount of agent is also the 0.3% of C5 Petropols solution, and it is the same to be granulated mode.
Before measuring thermo-oxidative ageing, the form and aspect (the Gardner color number of 50% toluene solution) of C5 Petropols finished product；Then exist
Thermo-oxidative ageing is carried out to C5 Petropols finished product at 190 ± 2 DEG C and handles 4h, the form and aspect after measuring thermo-oxidative ageing 4h.It the results are shown in Table
1。
Table 1: embodiment 1-6 and comparative example 1-3 test result
| Color number before aging | Color number after aging | Color difference | |
| Embodiment 1 | 3.4 | 6.8 | 3.4 |
| Embodiment 2 | 3.5 | 6.9 | 3.4 |
| Embodiment 3 | 3.5 | 6.8 | 3.3 |
| Embodiment 4 | 3.4 | 6.9 | 3.5 |
| Embodiment 5 | 3.4 | 6.7 | 3.3 |
| Embodiment 6 | 3.3 | 6.2 | 3.1 |
| Comparative example 1 | 3.5 | 7.5 | 4.0 |
| Comparative example 2 | 3.5 | 7.9 | 4.4 |
| Comparative example 3 | 3.5 | 10.3 | 6.8 |
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 solid antioxidants composition, it is characterised in that: by weight, including 30~80 parts of Hinered phenols are anti-oxidant
Agent, 10~40 parts of hindered amine light stabilizers, 0~30 part of phosphite antioxidant, 0~30 part of thioesters are anti-oxidant
Agent.
2. composition according to claim 1, it is characterised in that: hindered phenol anti-oxidants and hindered amine light stabilizer
Weight ratio be (2~3): 1.
3. composition according to claim 1, it is characterised in that: the hindered phenol anti-oxidants are selected from four [β-(3,5-
Di-tert-butyl-hydroxy phenyl) propionic acid] pentaerythritol ester, the positive octadecanol of β-(3,5- di-tert-butyl-hydroxy phenyl) propionic acid
Ester, 1,3,5- tri- (3,5- di-tert-butyl-4-hydroxyl benzyl) isocyanuric acid, (the tertiary fourth of 3,5- bis- of 1,3,5- trimethyl -2,4,6- three
At least one of base -4- hydroxyl benzyl) benzene.
4. composition according to claim 1-3, it is characterised in that: the hindered amine light stabilizer is polymerization
Type or non-polymeric compound；Preferably, the molecular weight of the polymeric compounds is 2000~4000.
5. composition according to claim 4, it is characterised in that: the non-polymeric compound is decanedioic acid double -2,2,
6,6- tetramethyl piperidine alcohol ester；The polymeric compounds are selected from poly-succinic (4- hydroxyl -2,2,6,6- tetramethyl -1- piperidines
Ethyl alcohol) ester, poly- [6- [(1,1,3,3- tetramethyl butyl) amino]] -1,3,5-triazines -2,4- [(2,2,6,6,-tetramethyl-piperazine
Piperidinyl) imino group] -1,6- oneself two support [(2,2,6,6- tetramethyl -4- piperidyl) imino group] at least one of.
6. composition according to claim 1-5, it is characterised in that: the phosphite antioxidant is selected from
Phosphorous acid three (2,4- di-tert-butyl) ester, bis- (2,4- di-tert-butyl-phenyl) pentaerythritol diphosphites, bis- (bis- uncles of 2,6-
At least one of butyl -4- aminomethyl phenyl) pentaerythritol diphosphate；And/or
The thioesters antioxidant in the double octadecyl of thio-2 acid, thiodipropionic acid bis-dodecanol ester at least
It is a kind of.
7. composition according to claim 1-6, it is characterised in that: the use of the phosphite antioxidant
Amount is 10~30 parts；And/or the dosage of thioesters antioxidant is 10~30 parts.
8. composition according to claim 1, it is characterised in that: including 40~75 parts of hindered phenol anti-oxidants, 20~
30 parts of hindered amine light stabilizers, 10~30 parts of phosphite antioxidants, 10~30 parts of thioesters antioxidants.
9. application of the described in any item compositions of claim 1-8 in C5 resin, the C5 resin preferably mixes C5 tree
Rouge or pentadiene C5 resin.
10. application according to claim 9, it is characterised in that: additive amount of the composition in C5 resin is 0.1-
1.0wt%.
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| CN201810031771.5A CN110028751A (en) | 2018-01-12 | 2018-01-12 | A kind of solid antioxidants composition for C5 Petropols |
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| CN201810031771.5A CN110028751A (en) | 2018-01-12 | 2018-01-12 | A kind of solid antioxidants composition for C5 Petropols |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112409636A (en) * | 2020-11-23 | 2021-02-26 | 广东众和高新科技有限公司 | Antioxidant composition and preparation method and application thereof |
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| CN101759920A (en) * | 2008-12-26 | 2010-06-30 | 上海普利特复合材料股份有限公司 | Polypropylene composite material with improved scraping and wiping resistance performance and preparation method thereof |
| CN105566834A (en) * | 2014-11-10 | 2016-05-11 | 合肥杰事杰新材料股份有限公司 | ABS composite material for low-odor low-volatilization scraping resistant automobile trim and preparation method |
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- 2018-01-12 CN CN201810031771.5A patent/CN110028751A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1361197A (en) * | 2000-12-29 | 2002-07-31 | 中国石化集团齐鲁石油化工公司 | Polypropylene composition for hot water pipe and its prepn |
| CN101386693A (en) * | 2008-10-22 | 2009-03-18 | 深圳长园电子材料有限公司 | Radiation crosslinking flame-retardant polyolefin heat-shrinkable material and preparation method thereof |
| CN101759920A (en) * | 2008-12-26 | 2010-06-30 | 上海普利特复合材料股份有限公司 | Polypropylene composite material with improved scraping and wiping resistance performance and preparation method thereof |
| CN105566834A (en) * | 2014-11-10 | 2016-05-11 | 合肥杰事杰新材料股份有限公司 | ABS composite material for low-odor low-volatilization scraping resistant automobile trim and preparation method |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112409636A (en) * | 2020-11-23 | 2021-02-26 | 广东众和高新科技有限公司 | Antioxidant composition and preparation method and application thereof |
| CN112409636B (en) * | 2020-11-23 | 2023-05-12 | 广东众和高新科技有限公司 | Antioxidant composition and preparation method and application thereof |
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Application publication date: 20190719 |