CN110452223A - A kind of preparation method of composite light stabilizer - Google Patents
A kind of preparation method of composite light stabilizer Download PDFInfo
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- CN110452223A CN110452223A CN201910691474.8A CN201910691474A CN110452223A CN 110452223 A CN110452223 A CN 110452223A CN 201910691474 A CN201910691474 A CN 201910691474A CN 110452223 A CN110452223 A CN 110452223A
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- pentamethyl
- light stabilizer
- piperidines
- oxygroup
- composite light
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
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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
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
- C08K5/34926—Triazines also containing heterocyclic groups other than triazine groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
- C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
- C08J2323/04—Homopolymers or copolymers of ethene
- C08J2323/06—Polyethene
Abstract
The present invention relates to a kind of preparation methods of composite light stabilizer, and steps are as follows: with chloro- 4,6-, bis- (the N- butyl -1 of 2-, 2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5-triazines, 2- butylamine base -4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazines are raw material, and catalyst, solvent, water is added and is reacted；It washed, decolourized, filtered after reaction, filtered organic phase cools down after reflux water-dividing, and crystallization completely, is filtered to get composite light stabilizer；Separating-purifying process is simple, and the reaction time is short, and the yield of product can achieve 93% or more, and product purity is high, and low energy consumption, and environmental pollution is small, at low cost, is the comparatively ideal technique for realizing industrialized production.
Description
Technical field
The present invention relates to a kind of this composite light stabilizer N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6-
(2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine -2- base]-the N- [(N- butyl -1,2,2,6,6- pentamethyl-of 4,6- bis-
4- piperidines amido) -1,3,5-triazines -2- base] butylamine preparation method, belong to the preparation field of light stabilizer.
Background technique
N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5-
Triazine -2- base]-N- [4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- triazine -2- base] fourth
Amine is a kind of new compound hindered amine light stabilizer.Due to N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6-
(2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine -2- base]-the N- [(N- butyl -1,2,2,6,6- pentamethyl-of 4,6- bis-
4- piperidines amido) -1,3,5-triazines -2- base] it include hindered amine and benzophenone functional group in butylamine molecule, to high molecular material
The performance of existing light stabilizer, and there is anti-ultraviolet performance, it is similar with such light stabilizer, it is led in recent years in macromolecule
Application constantly extension in domain, while it and resin material have good compatibility and dispersibility.To high (low) pressure polyolefin,
Polyformaldehyde, polyamide, polyolefin films for electrical purposes, PET, PBT, styrene resin, polyurethane, polystyrene, ABS resin and poly-
The plastics such as urethane are also effective, can be used for polypropylene, impact modified polypropylene (TPO), EPDM, polystyrene, impact-resistant polystyrene,
ABS, SAN, ASA, it can also be used to which polyurethane, polyamide, polyacetals etc., light stablizing effect are excellent.Due to N- [4- (1,2,2,
6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine -2- base]-N- [4,6- bis-
(N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- triazine -2- base]-butylamine synthesis domestic literature report
Seldom, thus research N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4- oxygroup) -1,
3,5- triazine -2- base]-N- [4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- triazine -2-
Base]-butylamine preparation method have very important industrial application value.
Summary of the invention
The composite light stabilizer that the purpose of the present invention is to provide a kind of environmental pollutions is small, at low cost, product yield is high
N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine -2-
Base]-N- [4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- triazine -2- base]-butylamine preparation
Method.
To achieve the above object, The technical solution adopted by the invention is as follows:
A kind of composite light stabilizer, structural formula are as follows:
。
The synthesis route of the preparation method are as follows:
。
A kind of preparation method of composite light stabilizer, steps are as follows:
(1) with chloro- 4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines the amido) -1,3,5- triazine, 2- butylamine base-of 2-
4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5-triazines is raw material,
Catalyst, solvent, water is added to be reacted；
(2) washed, decolourized, filtered after reaction, filtered organic phase cools down after reflux water-dividing, crystallization completely, mistake
Filter is to get composite light stabilizer N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4-
Oxygroup) -1,3,5- triazine -2- base]-N- [4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- three
Piperazine -2- base] butylamine.
As an improvement of the present invention, chloro- 4, the 6- of 2- described in the step (1) bis- (N- butyl -1,2,2,6,6- five
Methyl -4- piperidines amido) -1,3,5- triazine, 2- butylamine base -4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxyl
Base-UVINUL MS 40-oxygroup)-1,3,5- triazine, catalyst, solvent and water usage ratio be by mass 1:0.954-
1.048:0.071-0.104:1.429-3.571:0.714-1.036。
As an improvement of the present invention, solvent is any one in benzene,toluene,xylene in the step (1).
As an improvement of the present invention, the solvent is dimethylbenzene.
As an improvement of the present invention, in the step (1) catalyst be sodium hydroxide, potassium hydroxide, sodium carbonate with
And any one in potassium carbonate.
As an improvement of the present invention, the catalyst is sodium hydroxide.
As an improvement of the present invention, reaction temperature is 95-100 DEG C in the step (1), reaction time 6-8h.
As an improvement of the present invention, the temperature in the step (2) after cooling is 8-10 DEG C.
Due to using the above technology, the present invention compared with the prior art, is had the advantage that as follows:
The present invention chloro- 4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines the amido) -1,3,5- triazine, 2- butylamine of 2-
Base -4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine is original
Material synthesis composite light stabilizer N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4-
Oxygroup) -1,3,5- triazine -2- base]-N- [4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- three
Piperazine -2- base]-butylamine, separating-purifying process is simple, and the reaction time is short, and the yield of product can achieve 93% or more, product purity
Height, low energy consumption, and environmental pollution is small, at low cost, is the comparatively ideal technique for realizing industrialized production.
Specific embodiment
With reference to embodiment, the present invention is furture elucidated.
Embodiment 1:
In the four-hole boiling flask equipped with thermometer and the 500mL of condenser pipe, dimethylbenzene 80g is added, opens stirring, it is chloro- that 2- is added
4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- triazine 56.0g, 2- butylamine base -4- (1,2,2,
6,6- pentamethyl -4- piperidines oxygroups) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5-triazines 53.4g, sodium hydroxide 4g,
Water 40g, when being warming up to 95 DEG C, reaction time 6h (is monitored with liquid chromatogram and is reacted).After reaction, it stands and separates water phase, then
It is washed with 40g clear water secondary, separates water phase, collect organic phase, it is organic to be added to active carbon decoloration, filter out the organic of active carbon
8 DEG C are cooled to after mutually carrying out reflux water-dividing, crystallization completely, is filtered to get N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygen
Base) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine -2- base]-the N- [(N- butyl -1,2,2,6,6- five of 4,6- bis-
Methyl -4- piperidines amido) -1,3,5-triazines -2- base]-butylamine product, product yield 93.16%.
Embodiment 2:
In the four-hole boiling flask equipped with thermometer and the 500mL of condenser pipe, dimethylbenzene 80g is added, opens stirring, it is chloro- that 2- is added
4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- triazine 56.0g, 2- butylamine base -4- (1,2,2,
6,6- pentamethyl -4- piperidines oxygroups) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5-triazines 56.0g, sodium hydroxide 4g,
Water 40g, when being warming up to 100 DEG C, reaction time 8h (is monitored with liquid chromatogram and is reacted).After reaction, it stands and separates water phase, then
It is washed with 40g clear water secondary, separates water phase, collect organic phase, it is organic to be added to active carbon decoloration, filter out the organic of active carbon
10 DEG C are cooled to after mutually carrying out reflux water-dividing, crystallization completely, is filtered to get N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygen
Base) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine -2- base]-the N- [(N- butyl -1,2,2,6,6- five of 4,6- bis-
Methyl -4- piperidines amido) -1,3,5-triazines -2- base]-butylamine product, product yield 94.43%.
Embodiment 3:
In the four-hole boiling flask equipped with thermometer and the 500mL of condenser pipe, dimethylbenzene 80g is added, opens stirring, it is chloro- that 2- is added
4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- triazine 56.0g, 2- butylamine base -4- (1,2,2,
6,6- pentamethyl -4- piperidines oxygroups) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5-triazines 56.0g, sodium hydroxide 5g,
Water 50g, when being warming up to 98 DEG C, reaction time 7h (is monitored with liquid chromatogram and is reacted).After reaction, it stands and separates water phase, then
It is washed with 40g clear water secondary, separates water phase, collect organic phase, it is organic to be added to active carbon decoloration, filter out the organic of active carbon
9 DEG C are cooled to after mutually carrying out reflux water-dividing, crystallization completely, is filtered to get N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygen
Base) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine -2- base]-the N- [(N- butyl -1,2,2,6,6- five of 4,6- bis-
Methyl -4- piperidines amido) -1,3,5-triazines -2- base]-butylamine product, product yield 93.92%.
Embodiment 4:
In the four-hole boiling flask equipped with thermometer and the 500mL of condenser pipe, dimethylbenzene 150g is added, opens stirring, it is chloro- that 2- is added
4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- triazine 56.0g, 2- butylamine base -4- (1,2,2,
6,6- pentamethyl -4- piperidines oxygroups) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5-triazines 56.0g, sodium hydroxide 4g,
Water 40g, when being warming up to 99 DEG C, reaction time 7h (is monitored with liquid chromatogram and is reacted).After reaction, it stands and separates water phase, then
It is washed with 40g clear water secondary, separates water phase, collect organic phase, it is organic to be added to active carbon decoloration, filter out the organic of active carbon
9 DEG C are cooled to after mutually carrying out reflux water-dividing, crystallization completely, is filtered to get N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygen
Base) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine -2- base]-the N- [(N- butyl -1,2,2,6,6- five of 4,6- bis-
Methyl -4- piperidines amido) -1,3,5-triazines -2- base]-butylamine product, product yield 94.08%.
Embodiment 5:
In the four-hole boiling flask equipped with thermometer and the 500mL of condenser pipe, dimethylbenzene 200g is added, opens stirring, it is chloro- that 2- is added
4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- triazine 56.0g, 2- butylamine base -4- (1,2,2,
6,6- pentamethyl -4- piperidines oxygroups) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5-triazines 58.7g, sodium hydroxide
5.8g, water 58g, when being warming up to 100 DEG C, reaction time 6h (is monitored with liquid chromatogram and is reacted).After reaction, it stands and separates water
Phase, then washed with 40g clear water secondary, water phase is separated, organic phase is collected, it is organic to be added to active carbon decoloration, filter out active carbon
Organic phase carry out reflux water-dividing after be cooled to 10 DEG C, crystallization completely, is filtered to get N- [4- (1,2,2,6,6- pentamethyl -4-
Piperidines oxygroup) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine -2- base]-N- [4,6- bis- (butyl -1,2,2 N-,
6,6- pentamethyl -4- piperidines amidos) -1,3,5-triazines -2- base]-butylamine product, product yield 93.76%.
Light stabilizer prepared by above-described embodiment 4 is added separately to polyethylene in 0.2%, 0.5%, 1.0% ratio
In material, by blown film, the plastic film that thickness is about 0.09mm is respectively prepared, tests its stretching according to GB/T13022-1991
Intensity and elongation at break (aging condition are as follows: lamp type: UVB-340；Irradiation level (340nm): 0.76W/ ㎡/nm；Black mark temperature
Degree: 60 ± 3 DEG C/50 ± 3 DEG C；Illumination/condensation cycle: 480min/240min).
Performance test without aging:
| Test item | Former PE material | The PE of addition 0.3% | The PE of addition 0.5% | The PE of addition 0.7% |
| Elongation at break % | 734 | 727 | 746 | 752 |
| Tensile strength MPa | 18.14 | 18.26 | 17.76 | 17.39 |
The performance test of aging 800h:
| Test item | Former PE material | The PE of addition 0.3% | The PE of addition 0.5% | The PE of addition 0.7% |
| Elongation at break % | 539 | 695 | 710 | 718 |
| Tensile strength MPa | 15.21 | 16.12 | 16.44 | 16.68 |
The performance test of aging 1200h:
| Test item | Former PE material | The PE of addition 0.3% | The PE of addition 0.5% | The PE of addition 0.7% |
| Elongation at break % | 369 | 601 | 642 | 685 |
| Tensile strength MPa | 12.02 | 14.24 | 14.82 | 15.12 |
According to above-mentioned test result it is found that the PE material for being not added with light stabilizer of the invention breaks with the increase of ageing time
It splits elongation and tensile strength gradually decreases；When without aging, the PE material of various concentration light stabilizer, elongation at break are added
Significant change does not occur with tensile strength, with the increase of ageing time, is added to the PE material of light stabilizer of the invention
Elongation at break and tensile strength effect are more excellent, illustrate that light stabilizer of the invention has excellent anti-aging property.
Above-described embodiment is only the preferred technical solution of the present invention, and is not construed as limitation of the invention, the present invention
Protection scope should with claim record technical solution, including claim record technical solution in technical characteristic etc.
It is protection scope with alternative, i.e., equivalent replacement within this range is improved, also within protection scope of the present invention.
Claims (8)
1. a kind of composite light stabilizer, which is characterized in that its structural formula is as follows:
。
2. a kind of composite light stabilizer according to claim 1, which is characterized in that the synthesis technology of the preparation method
Route are as follows:
。
3. a kind of composite light stabilizer according to claim 2, which is characterized in that the preparation step are as follows:
(1) with chloro- 4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines the amido) -1,3,5- triazine, 2- butylamine base-of 2-
4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5-triazines is raw material,
Catalyst, solvent, water is added to be reacted；
(2) washed, decolourized, filtered after reaction, filtered organic phase cools down after reflux water-dividing, crystallization completely, mistake
Filter is to get composite light stabilizer N- [4- (1,2,2,6,6- pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4-
Oxygroup) -1,3,5- triazine -2- base]-N- [4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- three
Piperazine -2- base] butylamine.
4. a kind of composite light stabilizer according to claim 3, it is characterised in that: 2- described in the step (1) is chloro-
4,6- bis- (N- butyl -1,2,2,6,6- pentamethyl -4- piperidines amido) -1,3,5- triazine, 2- butylamine base -4- (1,2,2,6,6-
Pentamethyl -4- piperidines oxygroup) -6- (2- hydroxy benzophenone -4- oxygroup) -1,3,5- triazine, the use of catalyst, solvent and water
Amount ratio is 1:0.954-1.048:0.071-0.104:1.429-3.571:0.714-1.036 by mass.
5. a kind of composite light stabilizer according to claim 3, it is characterised in that: in the step (1) solvent be benzene,
Any one in toluene, dimethylbenzene.
6. a kind of composite light stabilizer according to claim 3, it is characterised in that: catalyst is in the step (1)
Any one in sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate.
7. a kind of composite light stabilizer according to claim 3, it is characterised in that: reaction temperature in the step (1)
It is 95-100 DEG C, reaction time 6-8h.
8. a kind of composite light stabilizer according to claim 3, it is characterised in that: in the step (2) after cooling
Temperature is 8-10 DEG C.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111875584A (en) * | 2020-08-07 | 2020-11-03 | 宿迁市振兴化工有限公司 | Preparation method of multifunctional light stabilizer |
| CN112159393A (en) * | 2020-10-20 | 2021-01-01 | 宿迁联盛科技股份有限公司 | Hindered amine light stabilizer and preparation process thereof |
| CN113149963A (en) * | 2021-04-19 | 2021-07-23 | 宿迁联盛科技股份有限公司 | Benzotriazole-hindered amine composite light stabilizer and preparation process thereof |
| CN115322173A (en) * | 2022-08-23 | 2022-11-11 | 西安工业大学 | Multifunctional hindered amine light stabilizer and preparation method thereof |
| CN115557935A (en) * | 2022-10-17 | 2023-01-03 | 南通大学 | Preparation method of hindered amine light stabilizer |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0022080A1 (en) * | 1979-06-23 | 1981-01-07 | Sankyo Company Limited | Synthetic polymer compositions containing triazine derivatives as light stabilizers and novel triazine derivatives |
| EP0481300A2 (en) * | 1990-10-16 | 1992-04-22 | BASF Aktiengesellschaft | Polyalkylpiperidine-derivatives and their use as light stabilizers |
| EP1319643A2 (en) * | 2001-12-11 | 2003-06-18 | 3V SIGMA S.p.A | Macromolecular HALS with a definite molecular weight |
| CN102482261A (en) * | 2009-09-10 | 2012-05-30 | 巴斯夫欧洲公司 | Sterically hindered amine stabilizer |
| CN103153985A (en) * | 2010-10-20 | 2013-06-12 | 巴斯夫欧洲公司 | Sterically hindered amine light stabilizers with mixed functionalization |
| CN106967048A (en) * | 2017-04-26 | 2017-07-21 | 宿迁万康新材料有限公司 | A kind of new light stabilizer and preparation method thereof |
| CN107033127A (en) * | 2017-04-26 | 2017-08-11 | 宿迁万康新材料有限公司 | A kind of light stabilizer and its preparation technology |
| CN109134928A (en) * | 2018-10-31 | 2019-01-04 | 天集化工助剂（沧州）有限公司 | The triazine hindered amine light stabilizer and its preparation method and application that N- replaces |
-
2019
- 2019-07-29 CN CN201910691474.8A patent/CN110452223B/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0022080A1 (en) * | 1979-06-23 | 1981-01-07 | Sankyo Company Limited | Synthetic polymer compositions containing triazine derivatives as light stabilizers and novel triazine derivatives |
| EP0481300A2 (en) * | 1990-10-16 | 1992-04-22 | BASF Aktiengesellschaft | Polyalkylpiperidine-derivatives and their use as light stabilizers |
| EP1319643A2 (en) * | 2001-12-11 | 2003-06-18 | 3V SIGMA S.p.A | Macromolecular HALS with a definite molecular weight |
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