CN107325890A - A kind of epoxy plasticizer synthetic method based on perrhenate ions liquid - Google Patents
A kind of epoxy plasticizer synthetic method based on perrhenate ions liquid Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/006—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by oxidation
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
- B01J31/0278—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre
- B01J31/0279—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the cationic portion being acyclic or nitrogen being a substituent on a ring
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
- B01J31/0278—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre
- B01J31/0281—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member
- B01J31/0284—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member of an aromatic ring, e.g. pyridinium
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
- B01J31/0298—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature the ionic liquids being characterised by the counter-anions
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/38—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D303/40—Compounds containing oxirane rings with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals by ester radicals
- C07D303/42—Acyclic compounds having a chain of seven or more carbon atoms, e.g. epoxidised fats
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- 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
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1515—Three-membered rings
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
- B01J2231/72—Epoxidation
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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Abstract
The present invention relates to a kind of epoxy plasticizer synthetic method based on perrhenate ions liquid.The technical scheme of use is：Using anion as ReO4 ‑Perrhenate ions liquid be catalyst, directly with H2O2For oxidant, soybean oil is catalyzed using solventless method or fatty acid methyl ester carries out epoxidation reaction, synthesizing epoxy plasticizer.Reaction temperature is in 30~60 DEG C, 2~6h of reaction time.Reaction centrifuges out catalyst after terminating, oil phase is washed with deionized to neutrality, and distillation can obtain epoxy product.Catalyst used herein does not dissolve in feedstock oil, easily reclaims and uses, free from environmental pollution, gained epoxy plasticizer quality is higher.
Description
Technical field
The invention belongs to chemical synthesis process field, and in particular to a kind of epoxy plasticising based on perrhenate ions liquid
Agent synthetic method.
Background technology
Epoxy plasticizer is the compound for carrying epoxide group in the molecular structure, is a kind of excellent plasticising and stable
Agent, compared with the phthalic acid ester of in the market, the advantage that it is protruded is exactly that nontoxic, heat-resisting and light fastness is good.In industry
In Corvic processing industry, it not only has plasticization to PVC, and can make the active chlorine atom in polyvinyl chloride chain
Stable, the epoxide group in structure can be absorbed because of the hydrogen chloride that light and heat degrades out, so as to prevent PVC continuous decomposition
Effect, plays a part of stabilizer, can extend the service life of PVC product.Epoxy plasticizer has excellent water resistance, oil resistant
Property, while still good auxiliary stabilizer, so epoxy plasticizer is widely used in modern plastics industry.Epoxy plasticizer
Including epoxidised fatty acid glyceride and epoxy aliphatic acid methyl ester, development and application at home and abroad are than being that epoxyfatty acid is sweet earlier
Grease, epoxy is carried out using natural grease such as soybean oil, linseed oil, cottonseed oil, corn oil, rapeseed oil, palm oil, peanut oil etc.
Change, wherein the yield of epoxidized soybean oil is maximum, and 200000t has been reached in 1999.In recent years, ground because biodiesel turns into
Study carefully focus, epoxy aliphatic ester is also more and more concerned as the downstream product of biodiesel.
Research both at home and abroad to chemical method synthesizing epoxy soybean oil is more early, and the achievement in research of report is also more, wherein work
The optimization of skill condition and the selection of catalyst are the emphasis of research.Chemical method catalyzes and synthesizes the method for epoxidized soybean oil according to used
The species of catalyst is different to be divided into traditional inorganic acid catalyzed process, ion-exchange resin catalyzed method and metal catalysed processes etc. again.Pass
System inorganic acid, storng-acid cation exchange resin are fatty acid ester and the conventional catalyst of soybean oil epoxidation, such catalyst
Substantial amounts of acid waste water is produced during use, environmental pollution is serious.
The content of the invention
It is an object of the invention to provide a kind of method is simple, less catalyst amount and environmental protection, plasticizer epoxy
The high epoxy plasticizer synthetic method based on perrhenate ions liquid of value.
The technical solution adopted by the present invention is：A kind of epoxy plasticizer synthetic method based on perrhenate ions liquid,
Comprise the following steps：Take appropriate perrhenate ions liquid catalyst to be mixed with raw oil material, high rhenium is added dropwise in oxidant
In the mixed system of hydrochlorate ionic liquid and raw oil material, 30~60 DEG C of 2~6h of reaction.
A kind of above-mentioned epoxy plasticizer synthetic method based on perrhenate ions liquid, described perrhenate ions
Liquid is：Tetra-allkylammonium class perrhenate ions liquid of the structure as shown in (I)：
Wherein, R1、R2、R3And R4For methyl, ethyl, normal-butyl or n-hexadecyl.
A kind of above-mentioned epoxy plasticizer synthetic method based on perrhenate ions liquid, described perrhenate ions
Liquid is：Imidazoles perrhenate ions liquid of the structure as shown in (II)：
Wherein, n=1~8.
A kind of above-mentioned epoxy plasticizer synthetic method based on perrhenate ions liquid, described oxidant is H2O2。
A kind of above-mentioned epoxy plasticizer synthetic method based on perrhenate ions liquid, perrhenate ions liquid is urged
Agent consumption is the 1~20% of raw oil material quality, and oxidizer is the 10~100% of raw oil material quality.
A kind of above-mentioned epoxy plasticizer synthetic method based on perrhenate ions liquid, described raw oil material is not
Saturated vegetable oil or fatty acid methyl ester.It is preferred that, described polyunsaturated vegetable oil is soybean oil.
The beneficial effects of the invention are as follows：
1. the present invention, will be based on ReO4 -The perrhenate ions liquid of anion is used for the synthesis of epoxy plasticizer first,
Catalyst activity is high, consumption is few.
2. the present invention, the grease epoxidation containing unsaturated double-bond is carried out by catalyst of perrhenate ions liquid anti-
Should, catalyst is insoluble in reaction raw materials oil, and centrifugation may separate out catalyst after reaction terminates, and separation method is simple.
3. the present invention, uses solventless method directly with H2O2For epoxy agent, it is to avoid organic solvent and organic carboxyl acid make
With environmental protection, reaction cost is relatively low.
4. the present invention, reaction centrifuges out catalyst after terminating, oil phase is washed with deionized to neutrality, vacuum distillation
Epoxy product is can obtain, last handling process is simple.
5. carrying out the synthetic reaction of epoxy plasticizer using the method for the present invention, gained epoxides quality is preferable, epoxy
Value ＞ 5.5%, acid number ＜ 1mg KOH/g.Not only epoxida tion catalyst effect is good by the present invention, and catalyst is easily reclaimed and used, no
Pollute environment.
Embodiment
Below by embodiment, the present invention is described in further detail, but embodiment is not the limit to the present invention
It is fixed.
1- butyl -3- methylimidazole perrhenate ions liquid ([Bmim] ReO of embodiment 14) catalyze and synthesize epoxy soybean
Oily plasticizer
[Bmim]ReO4Structural formula is shown below：
Weigh 0.5g [Bmim] ReO4Catalyst and 20g refined soybean oils are in the 50mL equipped with reflux condensing tube, thermometer
In three-necked flask, under stirring, 5g H are slowly added dropwise2O2(30%), and 60 DEG C are to slowly warm up to, in 60 DEG C of constant temperature stirring 6h.Reaction
After end, question response liquid is cooled to after room temperature, centrifuges out catalyst, and reaction solution is washed with water to neutrality, is dried, is produced Huang
Color oily product, is Plasticizer Epoxidized Soybean Oil.
It is 6.35% to determine Plasticizer Epoxidized Soybean Oil epoxide number according to GB/T 1677-2008, according to GB/T 1668-
2008 determine Plasticizer Epoxidized Soybean Oil acid number for 0.45mg KOH/g.
The catalyst isolated washs with ether, dry after it is reusable.Use five Plasticizer Epoxidized Soybean Oils
Epoxide number is respectively 6.29%, 6.22%, 6.18%, 6.12% and 6.08%.
1- butyl -3- methylimidazole perrhenate ions liquid ([Bmim] ReO of embodiment 24) catalyze and synthesize epoxidised fatty
Sour methyl esters plasticizer
[Bmim]ReO4Structural formula is shown below：
Weigh 0.5g [Bmim] ReO4Catalyst and 20g fatty acid methyl esters are in the 50mL equipped with reflux condensing tube, thermometer
In three-necked flask, under stirring, 5g H are slowly added dropwise2O2(30%), and 60 DEG C are to slowly warm up to, in 60 DEG C of constant temperature stirring 6h.Reaction
After end, question response liquid is cooled to after room temperature, centrifuges out catalyst, and reaction solution is washed with water to neutrality, is dried, is produced Huang
Color oily product, is epoxy aliphatic acid methyl ester plasticizer.
It is 6.46% to determine epoxy aliphatic acid methyl ester plasticizer epoxide number according to GB/T 1677-2008, according to GB/T
It is 0.41mg KOH/g that 1668-2008, which determines epoxy aliphatic acid methyl ester plasticizer acid number,.
The catalyst isolated washs with ether, dry after it is reusable.It is plasticized using five epoxy aliphatic acid methyl esters
The epoxide number of agent is respectively 6.37%, 6.29%, 6.20%, 6.17% and 6.10%.
1- hexyl -3- methylimidazole perrhenate ions liquid ([Hmim] ReO of embodiment 34) catalyze and synthesize epoxy soybean
Oily plasticizer
[Hmim]ReO4Structural formula is shown below：
Weigh 0.5g [Hmim] ReO4Catalyst and 20g refined soybean oils are in the 50mL equipped with reflux condensing tube, thermometer
In three-necked flask, under agitation, 5g H are slowly added dropwise2O2(30%), and 60 DEG C are to slowly warm up to, in 60 DEG C of constant temperature stirrings
6h.After reaction terminates, question response liquid is cooled to after room temperature, centrifuges out catalyst, and reaction solution is washed with water to neutrality, is done
It is dry, yellow oily product is produced, is Plasticizer Epoxidized Soybean Oil.
It is 6.25% to determine Plasticizer Epoxidized Soybean Oil epoxide number according to GB/T 1677-2008, according to GB/T 1668-
2008 determine Plasticizer Epoxidized Soybean Oil acid number for 0.44mg KOH/g.
The catalyst isolated washs with ether, dry after it is reusable.Use five Plasticizer Epoxidized Soybean Oils
Epoxide number is respectively 6.21%, 6.15%, 6.09%, 6.01% and 5.94%.
1- hexyl -3- methylimidazole perrhenate ions liquid ([Hmim] ReO of embodiment 44) catalyze and synthesize epoxidised fatty
Sour methyl esters plasticizer
[Hmim]ReO4Structural formula is shown below：
Weigh 0.5g [Hmim] ReO4Catalyst and 20g fatty acid methyl esters are in the 50mL equipped with reflux condensing tube, thermometer
In three-necked flask, under agitation, 5g H are slowly added dropwise2O2(30%), and 60 DEG C are to slowly warm up to, in 60 DEG C of constant temperature stirrings
6h.After reaction terminates, question response liquid is cooled to after room temperature, centrifuges out catalyst, and reaction solution is washed with water to neutrality, is done
It is dry, yellow oily product is produced, is epoxy aliphatic acid methyl ester plasticizer.
It is 6.34% to determine epoxy aliphatic acid methyl ester plasticizer epoxide number according to GB/T 1677-2008, according to GB/T
It is 0.40mg KOH/g that 1668-2008, which determines epoxy aliphatic acid methyl ester plasticizer acid number,.
The catalyst isolated washs with ether, dry after it is reusable.It is plasticized using five epoxy aliphatic acid methyl esters
The epoxide number of agent is respectively 6.30%, 6.22%, 6.16%, 6.07% and 6.00%.
The tetramethyl ammonium perrhenate ionic liquid ([N (CH of embodiment 53)4]ReO4) catalyze and synthesize Plasticizer Epoxidized Soybean Oil
[N(CH3)4]ReO4Structural formula is shown below：
Weigh 0.5g [N (CH3)4]ReO4Catalyst and 20g refined soybean oils are in equipped with reflux condensing tube, thermometer
In 50mL three-necked flasks, under stirring, 5g H are slowly added dropwise2O2(30%), and 60 DEG C are to slowly warm up to, in 60 DEG C of constant temperature stirring 6h.
After reaction terminates, question response liquid is cooled to after room temperature, centrifuges out catalyst, and reaction solution is washed with water to neutrality, is dried, i.e.,
Yellow oily product is obtained, is Plasticizer Epoxidized Soybean Oil.
It is 6.30% to determine Plasticizer Epoxidized Soybean Oil epoxide number according to GB/T 1677-2008, according to GB/T 1668-
2008 determine Plasticizer Epoxidized Soybean Oil acid number for 0.35mg KOH/g.
The catalyst isolated washs with ether, dry after it is reusable.Use five Plasticizer Epoxidized Soybean Oils
Epoxide number is respectively 6.28%, 6.20%, 6.14%, 6.08% and 6.01%.
The tetramethyl ammonium perrhenate ionic liquid ([N (CH of embodiment 63)4]ReO4) catalyze and synthesize epoxy aliphatic acid methyl ester increasing
Mould agent [N (CH3)4]ReO4Structural formula is shown below：
Weigh 0.5g [N (CH3)4]ReO4Catalyst and 20g fatty acid methyl esters are in equipped with reflux condensing tube, thermometer
In 50mL three-necked flasks, under stirring, 5g H are slowly added dropwise2O2(30%), and 60 DEG C are to slowly warm up to, in 60 DEG C of constant temperature stirring 6h.
After reaction terminates, question response liquid is cooled to after room temperature, centrifuges out catalyst, and reaction solution is washed with water to neutrality, is dried, i.e.,
Yellow oily product is obtained, is epoxy aliphatic acid methyl ester plasticizer.
It is 6.36% to determine epoxy aliphatic acid methyl ester plasticizer epoxide number according to GB/T 1677-2008, according to GB/T
It is 0.37mg KOH/g that 1668-2008, which determines epoxy aliphatic acid methyl ester plasticizer acid number,.
The catalyst isolated washs with ether, dry after it is reusable.It is plasticized using five epoxy aliphatic acid methyl esters
The epoxide number of agent is respectively 6.31%, 6.24%, 6.14%, 6.09% and 6.03%.
The tetrabutyl ammonium perrhenate ionic liquid ([N (C of embodiment 74H9)4]ReO4) catalyze and synthesize Plasticizer Epoxidized Soybean Oil
[N(C4H9)4]ReO4Structural formula is shown below：
Weigh 0.5g [N (C4H9)4]ReO4Catalyst and 20g refined soybean oils are in equipped with reflux condensing tube, thermometer
In 50mL three-necked flasks, under stirring, 5g H are slowly added dropwise2O2(30%), and 60 DEG C are to slowly warm up to, in 60 DEG C of constant temperature stirring 6h.
After reaction terminates, question response liquid is cooled to after room temperature, centrifuges out catalyst, and reaction solution is washed with water to neutrality, is dried, i.e.,
Yellow oily product is obtained, is Plasticizer Epoxidized Soybean Oil.
It is 6.10% to determine Plasticizer Epoxidized Soybean Oil epoxide number according to GB/T 1677-2008, according to GB/T 1668-
2008 determine Plasticizer Epoxidized Soybean Oil acid number for 0.46mg KOH/g.
The catalyst isolated washs with ether, dry after it is reusable.Use five Plasticizer Epoxidized Soybean Oils
Epoxide number is respectively 6.07%, 6.01%, 5.93%, 5.88% and 5.81%.
The tetrabutyl ammonium perrhenate ionic liquid ([N (C of embodiment 84H9)4]ReO4) catalyze and synthesize epoxy aliphatic acid methyl ester increasing
Mould agent [N (CH3)4]ReO4Structural formula is shown below：
Weigh 0.5g [N (C4H9)4]ReO4Catalyst and 20g fatty acid methyl esters are in equipped with reflux condensing tube, thermometer
In 50mL three-necked flasks, under stirring, 5g H are slowly added dropwise2O2(30%), and 60 DEG C are to slowly warm up to, in 60 DEG C of constant temperature stirring 6h.
After reaction terminates, question response liquid is cooled to after room temperature, centrifuges out catalyst, and reaction solution is washed with water to neutrality, is dried, i.e.,
Yellow oily product is obtained, is epoxy aliphatic acid methyl ester plasticizer.
It is 6.16% to determine epoxy aliphatic acid methyl ester plasticizer epoxide number according to GB/T 1677-2008, according to GB/T
It is 0.44mg KOH/g that 1668-2008, which determines epoxy aliphatic acid methyl ester plasticizer acid number,.
The catalyst isolated washs with ether, dry after it is reusable.It is plasticized using five epoxy aliphatic acid methyl esters
The epoxide number of agent is respectively 6.16%, 6.11%, 6.04%, 6.00% and 5.93%.
Examples detailed above shows, can using a kind of epoxy plasticizer synthetic method based on perrhenate ions liquid of the present invention
So that the polyunsaturated vegetable oil such as soybean oil and fatty acid methyl ester are in H2O2Oxidation is lower to carry out epoxidation reaction, and obtaining has compared with epipodium
The epoxy plasticizer product of oxygen value and relatively low acid number.Perrhenate ions liquid catalyst does not dissolve in raw material during the course of the reaction
Oil, reaction terminates rear catalyst and is easily recycled and reuses.The catalytic process avoids using traditional strong acid catalyst, reaction
Process is simple to operation, and a new process route is provided for the synthesis of epoxy plasticizer.
Claims (7)
1. a kind of epoxy plasticizer synthetic method based on perrhenate ions liquid, it is characterised in that comprise the following steps：Take
Appropriate perrhenate ions liquid catalyst is mixed with raw oil material, and oxidant is added dropwise into perrhenate ions liquid and original
In the mixed system for expecting grease, 30~60 DEG C of 2~6h of reaction.
2. a kind of epoxy plasticizer synthetic method based on perrhenate ions liquid according to claim 1, its feature
It is, described perrhenate ions liquid is：Tetra-allkylammonium class perrhenate ions liquid of the structure as shown in (I)：
Wherein, R1、R2、R3And R4For methyl, ethyl, normal-butyl or n-hexadecyl.
3. a kind of epoxy plasticizer synthetic method based on perrhenate ions liquid according to claim 1, its feature
It is：Described perrhenate ions liquid is：Imidazoles perrhenate ions liquid of the structure as shown in (II)：
Wherein, n=1~8.
4. a kind of epoxy plasticizer synthetic method based on perrhenate ions liquid according to claim 1, its feature
It is, described oxidant is H2O2。
5. a kind of epoxy plasticizer synthetic method based on perrhenate ions liquid according to claim 1, its feature
It is：Perrhenate ions liquid catalyst consumption is the 1~20% of raw oil material quality, and oxidizer is feedstock oil lipid
The 10~100% of amount.
6. a kind of epoxy plasticizer synthetic method based on perrhenate ions liquid according to claim 1, its feature
It is：Described raw oil material is polyunsaturated vegetable oil or fatty acid methyl ester.
7. a kind of epoxy plasticizer synthetic method based on perrhenate ions liquid according to claim 6, its feature
It is：Described polyunsaturated vegetable oil is soybean oil.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109438393A (en) * | 2018-10-29 | 2019-03-08 | 辽宁石油化工大学 | A kind of epoxy plasticizer synthetic method |
| CN115594885A (en) * | 2022-11-23 | 2023-01-13 | 广东远承化工有限公司（Cn） | Composite plasticizer and application thereof |
| CN115594885B (en) * | 2022-11-23 | 2024-06-11 | 广东远承化工有限公司 | Composite plasticizer and application thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109438393A (en) * | 2018-10-29 | 2019-03-08 | 辽宁石油化工大学 | A kind of epoxy plasticizer synthetic method |
| CN115594885A (en) * | 2022-11-23 | 2023-01-13 | 广东远承化工有限公司（Cn） | Composite plasticizer and application thereof |
| CN115594885B (en) * | 2022-11-23 | 2024-06-11 | 广东远承化工有限公司 | Composite plasticizer and application thereof |
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| CN107325890B (en) | 2021-03-16 |
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