CN106349468A - Preparation method of high-transparency light stabilizer 622 - Google Patents
Preparation method of high-transparency light stabilizer 622 Download PDFInfo
- Publication number
- CN106349468A CN106349468A CN201610651561.7A CN201610651561A CN106349468A CN 106349468 A CN106349468 A CN 106349468A CN 201610651561 A CN201610651561 A CN 201610651561A CN 106349468 A CN106349468 A CN 106349468A
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- light stabilizer
- preparation
- succinic acid
- reaction
- transmission rate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/685—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen
- C08G63/6854—Polyesters containing atoms other than carbon, hydrogen and oxygen containing nitrogen derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/6856—Dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
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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)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention discloses a preparation method of high-transparency light stabilizer 622. The preparation method includes the specific steps of adding succinic acid and ethoxy pipradrol and catalyst bismuth neodecanoic acid to a reactor under N 2 protection at room temperature; heating components at 62-68 DEG C in the presence of absolute ethyl alcohol, after performing the heat insulation reaction for 2-2.5 hours, adding isopropyl trioleic acyloxy titanate; performing the heat insulation reaction for 3-4 hours; sampling and detecting; when the molecular weight reaches 2500-3200, finishing reaction; processing after cooling, filtering, depressurizing and desolventizing, obtaining the target product. The light stabilizer 622 prepared by the technical scheme of the application under the catalyst effect excludes heavy metal tin; the light stabilizer 622 of the invention is white powder; the yield can reach 97% above, the purity is 97% above; the light stabilizer is dissolved in benzene, chloroform and other organic solvents but water. The light transmittance: 425 nm>/=98%; 500 nm>/=98% (10g/100 mL methylbenzene).
Description
Technical field
The present invention relates to a kind of preparation method of compound is and in particular to a kind of hindered amine light stabilizer preparation method.
Background technology
Light stabilizer 622 is efficient, the high molecular type hindered amine as light stabilizer of Switzerland's invention first.Industrial production light at present
Stabilizer 622, mainly uses ester-interchange method, is obtained so that hydroxyethyl piperidine alcohol carries out ester exchange reaction with dimethyl succinate, but
Dimethyl succinate price is higher than succinic acid；In direct esterification, dimethyl succinate and ethoxy are replaced for raw material with succinic acid
Piperidine alcohols react, but find that the problem existing has: the presence of certain quantity carboxylic acid can affect the light transmittance of product, makes product quality not
Qualified, light transmittance is not high enough.
Content of the invention
The technical problem to be solved is: provides a kind of preparation method of light stabilizer 622, this process costs is low, receives
Rate is high, and production efficiency is high.
For solving above-mentioned technical problem, the technical solution adopted in the present invention is:
A kind of preparation method of high transmission rate light stabilizer 622, concretely comprises the following steps: room temperature, under n2 protection, by succinic acid, hydroxyl second
Phenylpiperidines alcohol, adds catalyst bismuth neodecanoate in reactor, in the presence of dehydrated alcohol, heats 62-68 DEG C, insulation reaction 2-
After 2.5h, add isopropyl three Oleic acid acyloxy titanate esters, then insulation reaction 3-4h, sampling detection, when molecular weight reaches
When 2500～3200, terminate reaction, more cooled, filtration, precipitation post processing of reducing pressure, that is, obtain target product.
Described succinic acid, hydroxyethyl piperidine alcohol, the amount of the material of dehydrated alcohol are than for 1:1-1.4:1-1.5；
Described catalyst bismuth neodecanoate is the 0.5-1.5% of the amount of succinic acid material.
Described catalyst isopropyl three Oleic acid acyloxy titanate esters are the 1-1.5% of the amount of succinic acid material.
Beneficial effects of the present invention: the light stabilizer 622 that the technical scheme of the application is obtained under catalyst action, do not contain
Heavy Metal, Sn, the light stabilizer 622 of the present invention is white powder, and yield reaches more than 97%, and purity is more than 97%, is dissolved in benzene, chlorine
The organic solvent such as imitative, water insoluble.Light transmittance: 425nm >=98%；500nm >=98% (10g/100ml toluene).
Specific embodiment
With reference to specific embodiment, it is further elucidated with the present invention, these embodiments are merely to illustrate the present invention rather than limit
The scope of the present invention processed.
Embodiment 1
Equipped with agitator, thermometer, the four-hole boiling flask of the 1000ml of reflux condensing tube, under room temperature, add 1mol succinic acid,
1.5mol hydroxyethyl piperidine alcohol, 1.3mol dehydrated alcohol, add 0.8% catalyst bismuth neodecanoate of the amount of succinic acid material to arrive
In reactor, under stirring, be to slowly warm up to 65 DEG C, and keeping temperature reaction 2h after, add succinic acid material amount 1.2%
Isopropyl three Oleic acid acyloxy titanate esters, be further continued for insulation reaction.In course of reaction, sampling gpc detection, when molecular weight reaches
Terminate when 2500～3200 to react, 5.3h when shared.
After reaction terminates, solution is cooled down, Filtration of catalyst, redistillation removes solvent.Remaining material is cooled,
Obtain target product light stabilizer 622.Light transmittance: 98.5%(425nm)；98.9%(500nm) (10g/100ml toluene),
Yield is 97.8% (in terms of succinic acid), and purity is 97.1%.
Embodiment 2
Equipped with agitator, thermometer, the four-hole boiling flask of the 1000ml of reflux condensing tube, under room temperature, add 1mol succinic acid,
1.3mol hydroxyethyl piperidine alcohol, 1.2mol dehydrated alcohol, add 1.2% catalyst bismuth neodecanoate of the amount of succinic acid material to arrive
In reactor, under stirring, be to slowly warm up to 65 DEG C, and keeping temperature reaction 2h after, add succinic acid material amount 1.4%
Isopropyl three Oleic acid acyloxy titanate esters, are further continued for insulation reaction.In course of reaction, sampling gpc detection, when molecular weight reaches
Terminate when 2500～3200 to react, 5h when shared.
After reaction terminates, solution is cooled down, Filtration of catalyst, redistillation removes solvent.Remaining material is cooled,
Obtain target product light stabilizer 622.Light transmittance: 98.7%(425nm)；98.3%(500nm) (10g/100ml toluene),
Yield is 97.9% (in terms of succinic acid), and purity is 97.6%.
Embodiment 3
Equipped with agitator, thermometer, the four-hole boiling flask of the 1000ml of reflux condensing tube, under room temperature, add 1mol succinic acid,
1.2mol hydroxyethyl piperidine alcohol, 1.2mol dehydrated alcohol, add 1% catalyst bismuth neodecanoate of the amount of succinic acid material to arrive instead
Answer in device, under stirring, be to slowly warm up to 65 DEG C, and after keeping temperature reaction 2h, add succinic acid material amount 1.4% different
Propyl group three Oleic acid acyloxy titanate esters, are further continued for insulation reaction.In course of reaction, sampling gpc detection, when molecular weight reaches 2500
Terminate when～3200 to react, 5.1h when shared.
After reaction terminates, solution is cooled down, Filtration of catalyst, redistillation removes solvent.Remaining material is cooled,
Obtain target product light stabilizer 622.Light transmittance: 98.3%(425nm)；98.9%(500nm) (10g/100ml toluene),
Yield is 97.8% (in terms of succinic acid), and purity is 97.3%.
Comparative example 1
Solvent-free in reaction system, postorder need not remove solvent, and other steps are with embodiment 1, the target product light stabilizer obtaining
622.Light transmittance: 93.2%(425nm)；95.5%(500nm) (10g/100ml toluene), yield is 84.5% (with succinic acid
Meter), purity is 80.2%.
Comparative example 2
The catalyst that in reaction system, second adds replaces with bismuth neodecanoate, and other steps are produced with embodiment 1, the target obtaining
Product light stabilizer 622.Light transmittance: 94.3%(425nm)；95.0%(500nm) (10g/100ml toluene), yield is
95.2% (in terms of succinic acid), purity is 94.5%.
Comparative example 3
The catalyst adding for the first time in reaction system replaces with isopropyl three Oleic acid acyloxy titanate esters, and other steps are with enforcement
Example 1, the target product light stabilizer 622 obtaining.Light transmittance: 94.1%(425nm)；95.2%(500nm) (10g/100ml
Toluene), yield is 92.1% (in terms of succinic acid), and purity is 79.2%.
The present invention can be summarized with the concrete form of the spirit or essential characteristics without prejudice to the present invention, and the embodiment above is only
In order to illustrate that technical scheme rather than the design to the present invention and protection domain be defined, the ordinary skill of the present invention
Personnel modify to technical scheme or equivalent, the objective without deviating from technical scheme and scope, and it is equal
Should cover in scope of the presently claimed invention.
Claims (4)
1. a kind of preparation method of high transmission rate light stabilizer 622 is it is characterised in that concretely comprise the following steps: room temperature, under n2 protection,
By succinic acid, hydroxyethyl piperidine alcohol, it is initially charged catalyst bismuth neodecanoate in reactor, in the presence of dehydrated alcohol, heat 62-68
DEG C, after insulation reaction 2-2.5h, add isopropyl three Oleic acid acyloxy titanate esters, then insulation reaction 3-4h, sampling detection, when
When molecular weight reaches 2500～3200, terminate reaction, more cooled, filtration, precipitation post processing of reducing pressure, that is, obtain target product.
2. a kind of preparation method of high transmission rate light stabilizer 622 according to claim 1 is it is characterised in that described fourth
Diacid, hydroxyethyl piperidine alcohol, the amount of the material of dehydrated alcohol are than for 1:1-1.4:1-1.5.
3. a kind of preparation method of high transmission rate light stabilizer 622 according to claim 1 is it is characterised in that described urge
Agent bismuth neodecanoate is the 0.5-1.5% of the amount of succinic acid material.
4. a kind of preparation method of high transmission rate light stabilizer 622 according to claim 1 is it is characterised in that described urge
Agent isopropyl three Oleic acid acyloxy titanate esters are the 1-1.5% of the amount of succinic acid material.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610651561.7A CN106349468A (en) | 2016-08-11 | 2016-08-11 | Preparation method of high-transparency light stabilizer 622 |
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| CN201610651561.7A CN106349468A (en) | 2016-08-11 | 2016-08-11 | Preparation method of high-transparency light stabilizer 622 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112646152A (en) * | 2020-12-10 | 2021-04-13 | 利安隆凯亚(河北)新材料有限公司 | Preparation method of hindered amine light stabilizer |
-
2016
- 2016-08-11 CN CN201610651561.7A patent/CN106349468A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112646152A (en) * | 2020-12-10 | 2021-04-13 | 利安隆凯亚(河北)新材料有限公司 | Preparation method of hindered amine light stabilizer |
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| WD01 | Invention patent application deemed withdrawn after publication |
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