CN106902869A - A kind of immobilized phase transfer catalyst and its application in the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating is prepared - Google Patents
A kind of immobilized phase transfer catalyst and its application in the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating is prepared Download PDFInfo
- Publication number
- CN106902869A CN106902869A CN201710071767.7A CN201710071767A CN106902869A CN 106902869 A CN106902869 A CN 106902869A CN 201710071767 A CN201710071767 A CN 201710071767A CN 106902869 A CN106902869 A CN 106902869A
- Authority
- CN
- China
- Prior art keywords
- phase transfer
- transfer catalyst
- herbaceous plants
- big flowers
- certain herbaceous
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- 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
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0254—Nitrogen containing compounds on mineral substrates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention provides a kind of immobilized phase transfer catalyst, and it is prepared using following methods：Carrier is added in the organic solvent containing phase transfer catalyst, is heated to reflux, is reacted 10~20h, washing and filtering is carried out afterwards, obtain immobilized quaternary ammonium salt phase transfer catalyst；Wherein, the phase transfer catalyst is quaternary ammonium salt or crown ether；The load capacity of phase transfer catalyst is 20~40wt%.The present invention also provides application of the described immobilized phase transfer catalyst in the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating is prepared.Immobilized phase transfer catalyst proposed by the present invention, the problem that homogeneous phase-transfering catalyst is difficult to separate, can not recycle with product can be effectively overcomed using the supported phase transfer catalyst, the immobilized phase transfer catalyst can be reused up to 50 times.
Description
Technical field
The invention belongs to organic chemistry filed, and in particular to a kind of phase transfer catalyst and its initiator preparation in
Using.
Background technology
With the fast development of domestic PVC industries, the kind and demand of PVC production initiators are lifted rapidly.Peroxide
Change neodecanoic acid isopropyl phenyl ester (CNP), as a kind of PVC productions higher effective initiator, compared with other types initiator, in PVC
Production process in have the advantages that initiator amount is few, efficiency of initiation is high, polymerisation heat release is uniform, be easy to control.But
In existing CNP production technologies, there is the defect that low production efficiency or used catalyst are not readily separated after the reaction, cause production
Cost is raised.
Such as Chinese patent literature of Publication No. 102532351A, is 50% it discloses a kind of emulsion-type mass fraction
Cumyl peroxyneodecanoate preparation method, but in the preparation process of the patent, due to the density of density and the water of mother liquor
It is close, cause mother liquor to be difficult layering, so that mother liquor is separated relatively being difficult to.And the Chinese patent of Publication No. 105693584A
Document, although disclose a kind of cumyl peroxyneodecanoate and peroxidating neodecanoic acid isopropyl is prepared by phase transfer catalyst
The method of phenyl ester, but the phase transfer catalyst used in the preparation process of the patent is homogeneous catalyst, although certain journey
Solve the problems, such as that mother liquor is separated from water on degree, but inefficient, and homogeneous phase-transfering catalyst is difficult to separate with product, no
Can recycle, cause the pressure in terms of cost and environmental protection, and the product to show polymer molecular weight equal in PVC productions
Even, reaction time shortens, product quality stabilization, the advantages of trigger quick and heat release uniform.
The content of the invention
For the weak point of the art, it is an object of the invention to provide a kind of immobilized phase transfer catalyst,
To solve the inefficiency problem that mother liquor is separated from water in the new certain herbaceous plants with big flowers acyl isopropylbenzene ester production process of peroxidating.
Second object of the present invention is to propose to prepare the new certain herbaceous plants with big flowers of emulsion-type peroxidating with the immobilized phase transfer catalyst
The method of acyl isopropyl phenyl ester, be a kind of easy to operate, process time it is short and be suitable to industrial applications prepare emulsion-type peroxidating
The method of new certain herbaceous plants with big flowers acyl isopropyl phenyl ester.
Realize that above-mentioned purpose technical scheme of the present invention is：
A kind of immobilized phase transfer catalyst, is prepared using following methods：Carrier is added to and contains phase transfer
In the organic solvent of catalyst, it is heated to reflux, reacts 10~20h, washing and filtering is carried out afterwards, obtains immobilized quaternary ammonium salt phase and turn
Shifting catalyst；
Wherein, the phase transfer catalyst is quaternary ammonium salt or crown ether；The load capacity of phase transfer catalyst is 20~40wt%.
Wherein, the carrier is mesopore molecular sieve or styrene-divinylbenzene copolymer；The organic solvent is isopropyl
One or more in alcohol, ethanol, ethylene glycol, n-butanol, acetone, toluene, dimethylbenzene.
Preferably, the mesopore molecular sieve be SBA-1, SBA-2, SBA-3, SBA-15, HMS, MCM-41, MCM-48,
One kind in MCM-50, SAPO-5, SAPO-34；Mesopore molecular sieve is 4g with the mass volume ratio of organic solvent：30~50mL.
The carrier is commercially available.
Wherein, the quaternary ammonium salt is 4 bromide, tetramethyl ammonium chloride, cetyl trimethylammonium bromide, benzyl group
One kind in triethyl ammonium chloride, the crown ether is 15- crown-s 5 or 18- crown-s 6；By phase transfer catalyst according to mass volume ratio
It is 3g：30~50mL is added in organic solvent, and carrier is added after 0.5~2h of stirring.
Application of the immobilized phase transfer catalyst of the present invention in the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating is prepared.
A kind of preparation method of the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating, including step：
The first step：Cumyl hydroperoxide is added in alkali lye, uniform, potassium hydroxide butt and peroxidating is sufficiently mixed
Hydrogen isopropylbenzene butt mass ratio is 0.42~0.65；
Second step：Immobilized phase transfer catalyst described in any one of Claims 1 to 4 is added to what step one was obtained
In solution, start to be slowly added dropwise new certain herbaceous plants with big flowers solution of acid chloride and reacted, cumyl hydroperoxide and new certain herbaceous plants with big flowers acyl chlorides add molar ratio 1
~1.2, new certain herbaceous plants with big flowers acyl chlorides is dripped off in 30~60min, reaction temperature control at 25~35 DEG C, the reaction time be 60min~
90min。
3rd step：Reaction terminate after, to reactant mixture in supported phase transfer catalyst separate, repeat profit
With.
Wherein, in the first step, the alkali lye is dissolved in the solution in desalted water, the cumyl hydroperoxide for potassium hydroxide
Usually non-aqueous solution purchased in market, containing a small amount of aromatic hydrocarbons, its mass concentration is 80~95%.
Wherein, after three-step reaction terminates, liquid phase is washed to pH5~7.
Preferably, product is washed 2~5 times, washing liquid caustic soda, sodium sulfite solution, sodium hydrogensulfite are molten every time
One kind in liquid, sodium chloride solution is washed.The mass concentration of cleaning solution is usually 2~30%, and (solid need not be washed, and only be needed
Above-mentioned washing is carried out to solution).
Further, the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating obtained in the 3rd step mixes with homogenized liquid, obtains emulsion-type peroxide
Change new certain herbaceous plants with big flowers acyl isopropyl phenyl ester；The homogenized liquid is dispersant, emulsifying agent, antifreezing agent, desalted water in mass ratio 1：(1.5~3.0)：
(12.0~14)：(55~57) are mixed to get；
The new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating obtained by step 3 is mixed with the homogenized liquid, both mass ratioes are 1：(0.8
~1.2), and stirred 1~3 hour at 0 ± 2 DEG C, emulsification pump is transferred to, it is emulsified at 0 ± 2 DEG C.The emulsion-type peroxidating for obtaining is new
Certain herbaceous plants with big flowers acyl isopropyl phenyl ester (CNP) concentration is 48%~52%.
The beneficial effects of the present invention are：
Immobilized phase transfer catalyst proposed by the present invention, can be efficiently against using the supported phase transfer catalyst
Homogeneous phase-transfering catalyst is difficult to the problem that separate, can not recycle with product, and the immobilized phase transfer catalyst can
Recycling up to 50 times.
The invention provides a kind of easy to operate, process time it is short and be suitable to industrial applications prepare emulsion-type peroxidating
The method of new certain herbaceous plants with big flowers acyl isopropyl phenyl ester.The product of the method production shows polymer molecular weight uniformly in PVC productions, reaction week
Phase shortens, product quality stabilization, and the advantages of trigger quick and heat release uniform, product content and yield are greatly improved, and catalyst is received
Rate is up to more than 95%.The preparation method of the new certain herbaceous plants with big flowers acyl isopropyl phenyl ester of emulsion-type peroxidating that the present invention is provided, efficiently solves
The inefficiency problem that mother liquor is separated from water in the new certain herbaceous plants with big flowers acyl isopropylbenzene ester production process of peroxidating.
Brief description of the drawings
Fig. 1：Embodiment 1 gained phase transfer catalyst recycles stability result figure.
Fig. 2：Embodiment 2 gained phase transfer catalyst recycles stability result figure.
Fig. 3：Embodiment 3 gained phase transfer catalyst recycles stability result figure.
Specific embodiment
The present invention is illustrated below by most preferred embodiment.Those skilled in the art institute it should be understood that, embodiment is only used for
Illustrate rather than for limiting the scope of the present invention.
In embodiment, unless otherwise instructed, means used are the conventional means in this area.
In embodiment, dispersant is carboxymethylcellulose calcium, and emulsifying agent is OP-10, and antifreezing agent is dimethyl sulfoxide (DMSO).
Embodiment 1：
Prepare the 4 bromide phase transfer catalyst with MCM-41 as carrier：Equipped with reflux condensing tube, thermometer
150ml three-necked bottles in add 2.2g 4 bromides and 40ml isopropanols, 0.5h is stirred at room temperature, be well mixed, then add
Enter and be refluxed 15h under 3.4g MCM-41, heating, filter while hot, be washed with water to neutrality, 10h is dried at 80 DEG C, obtain
Supported 4 bromide phase transfer catalyst, labeled as (TMAC)-MCM-41.
Recycled 48 times in the preparation reaction of the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating, it recycles stability indicator such as
Shown in Fig. 1.
Embodiment 2
Prepare the six alkyl trimethyl ammonium bromide phase transfer catalysts with SBA-15 as carrier：Equipped with reflux condensing tube,
2.9g 4 bromides and 45ml ethanol are added in the 150ml three-necked bottles of thermometer, 1h is stirred at room temperature, be well mixed, then
4.2g SBA-15 are added, 20h is stirred under heated reflux condition, filtered while hot, be washed with water to neutrality, dried at 80 DEG C
At one night, supported six alkyl trimethyl ammonium bromides phase transfer catalyst is obtained, labeled as (HTMAC)-SBA-15.
After recycling 46 times during the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating prepares reaction, product yield still reaches this catalyst
96%.It is as shown in Figure 2 that it recycles stability indicator.
Embodiment 3
Prepare the 15-crown-5 phase transfer catalyst with styrene-divinylbenzene copolymer as carrier：Equipped with returned cold
The 15-crown-5 and 40mL toluene of 3.3g are added in solidifying pipe, the 150ml three-necked bottles of thermometer, 0.5h is stirred at room temperature, added
10h is refluxed under 4.8g styrene-divinylbenzene copolymers, heating, is filtered while hot, a night is vacuum dried at 80 DEG C, obtained
To the supported phase transfer catalyst of 15- crown-s 5, labeled as (POCPD)-PSD.
Yield is 93% after the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of the peroxidating of embodiment 5 prepares reaction cycle using 36 times, its circulation
It is as shown in Figure 3 using stability indicator.
Embodiment 4
The new certain herbaceous plants with big flowers acid isopropyl phenyl ester of the peroxidating of the present embodiment is pressed and states preparation method and obtain：
The first step：Solid potassium hydroxide is dissolved in desalted water the alkali lye for obtaining 20% first, then by 90% peroxidating
Hydrogen cumene solution (purchased in market, Shandong Rui Huang Chemical Co., Ltd.s produce) is added in alkali lye, is sufficiently mixed uniformly, and potassium hydroxide is done
Base is 0.43 with cumyl hydroperoxide butt mass ratio.
Second step：Supported phase transfer catalyst (HTMAC)-SBA-15 that embodiment 2 is made is added to step one
In solution, phase transfer catalyst quality is the 0.1% of cumyl hydroperoxide solution；Start to be slowly added dropwise 97% new certain herbaceous plants with big flowers acyl chlorides
Solution is reacted, and it is 1.1 with new certain herbaceous plants with big flowers acyl chlorides mol ratio to control cumyl hydroperoxide, and new certain herbaceous plants with big flowers acyl chlorides is dripped off in 50min, instead
Answer temperature control at 30 DEG C, the reaction time is 90min.
3rd step：After step 2 reaction terminates, liquid phase finished product in kettle is washed with liquid caustic soda and sodium hydrogensulfite, reaction is given birth to
Product is washed till pH6, packs afterwards, then is separated that (standing sedimentation half an hour is carried out afterwards to supported phase transfer catalyst
Filtering), reuse.
4th step：By dispersant, emulsifying agent, antifreezing agent, desalted water in mass ratio 1：2.1：13.6：56 are well mixed, system
Obtain homogenized liquid.Finished product obtained by step 3 is mixed with the homogenized liquid, both mass ratioes are 1：0.9, stirred 2 hours at 0 DEG C,
Be transferred to emulsification pump, 0 DEG C emulsified twice.
Its product quality Testing index is as shown in table 1.Products obtained therefrom active oxygen mass fraction reaches 2.61%, and solid content is
50.73%, reach CNP product standards.
The product quality Testing index of 1 embodiment of table 4
| Project | Index |
| Active oxygen mass fraction, % | 2.61 |
| Solid content, % | 50.73 |
| Chlorine mass fraction, % | 0.03 |
Embodiment 5
Peroxidating new certain herbaceous plants with big flowers acid isopropyl phenyl ester is pressed and states preparation method and obtain：
The first step：Solid potassium hydroxide is dissolved in desalted water first, then 90% cumyl hydroperoxide solution is added
Enter in alkali lye, be sufficiently mixed uniformly, potassium hydroxide butt is 0.47 with cumyl hydroperoxide butt mass ratio.
Second step：Embodiment 3 is made into the solution that supported phase transfer catalyst (POCPD)-PSD is added to step one
In, phase transfer catalyst quality is the 0.2% of cumyl hydroperoxide solution；Starting to be slowly added dropwise new certain herbaceous plants with big flowers solution of acid chloride is carried out instead
Should, new certain herbaceous plants with big flowers acyl chlorides is dripped off in 45min, and reaction temperature is controlled at 31 DEG C, and the reaction time is 90min.
3rd step：After step 2 reaction terminates, to liquid phase finished product liquid caustic soda, sodium hydrogensulfite and NaCl in kettle,
Untill reaction production thing is washed till into pH5, pack afterwards.Supported phase transfer catalyst is separated, is reused, repeatedly
Product yield still reaches 93% after reuse.
4th step：By dispersant, emulsifying agent, antifreezing agent, desalted water in mass ratio 1：2.0：13.8：55.1 are well mixed,
Homogenized liquid is obtained.Finished product obtained by step 3 is mixed with the homogenized liquid, both mass ratioes are 1：1.0,2 are stirred at 0 DEG C small
When, be transferred to emulsification pump, 0 DEG C emulsified twice.
Its product quality Testing index is as shown in table 2.Products obtained therefrom active oxygen mass fraction reaches 2.61%, and solid content is
51.73%, reach CNP product standards.
The product quality Testing index of 2 embodiment of table 5
| Project | Index |
| Active oxygen mass fraction, % | 2.62 |
| Solid content, % | 51.73 |
| Chlorine mass fraction, % | 0.04 |
Embodiment 6
The present embodiment peroxidating new certain herbaceous plants with big flowers acid isopropyl phenyl ester is pressed and states preparation method and obtain：
The first step：Solid potassium hydroxide is dissolved in desalted water first, then 90% cumyl hydroperoxide solution is added
Enter in alkali lye, be sufficiently mixed uniformly, potassium hydroxide butt is 0.53 with cumyl hydroperoxide butt mass ratio.
Second step：By in supported phase transfer catalyst addition (POCPD)-PSD to the solution of step one, phase transfer is urged
The 0.2% of agent quality diperoxy hydrogen cumene solution；Start to be slowly added dropwise new certain herbaceous plants with big flowers solution of acid chloride and reacted, new certain herbaceous plants with big flowers acyl chlorides
Dripped off in 40min, reaction temperature is controlled at 29 DEG C, and the reaction time is 85min.
3rd step：After step 2 reaction terminates, sodium hydrogensulfite and NaCl are used respectively to finished product in kettle, will react
Untill production thing is washed till pH6, pack afterwards, then supported phase transfer catalyst is separated, reuse, product yield
Reach 96%.
4th step：By dispersant, emulsifying agent, antifreezing agent, desalted water in mass ratio 1：2.6：14：56 are well mixed, and are obtained
Homogenized liquid.Finished product obtained by step 3 is mixed with the homogenized liquid, both mass ratioes are 1：0.95,1.5 are stirred at 0 DEG C small
When, be transferred to emulsification pump, 0 DEG C emulsified twice.
Its product quality Testing index is as shown in table 3.Products obtained therefrom active oxygen mass fraction reaches 2.61%, and solid content is
50.43%, reach CNP product standards.
The product quality Testing index of 3 embodiment of table 6
| Project | Index |
| Active oxygen mass fraction, % | 2.61 |
| Solid content, % | 50.43 |
| Chlorine mass fraction, % | 0.02 |
Embodiment 7
The present embodiment peroxidating new certain herbaceous plants with big flowers acid isopropyl phenyl ester is pressed and states preparation method and obtain：
The first step：Solid potassium hydroxide is dissolved in desalted water first, then 90% cumyl hydroperoxide solution is added
Enter in alkali lye, be sufficiently mixed uniformly, potassium hydroxide butt is 0.52 with cumyl hydroperoxide butt mass ratio.
Second step：Supported phase transfer catalyst (HTMAC)-SBA-15 is added in the solution of step one, phase turns
The 0.1% of shifting catalyst quality diperoxy hydrogen cumene solution；Start to be slowly added dropwise new certain herbaceous plants with big flowers solution of acid chloride and reacted, new certain herbaceous plants with big flowers
Acyl chlorides is dripped off in 50min, and reaction temperature is controlled at 30 DEG C, and the reaction time is 90min.
3rd step：After step 2 reaction terminates, finished product in kettle is washed with water, liquid caustic soda, sodium hydrogensulfite and sodium chloride respectively
Wash, untill reaction production thing is washed till into pH6, pack afterwards, then supported phase transfer catalyst is separated, repetition makes
With product yield reaches 95%.
4th step：By dispersant, emulsifying agent, antifreezing agent, desalted water in mass ratio 1：2.4：14.3：56.2 are well mixed,
Homogenized liquid is obtained.Finished product obtained by step 3 is mixed with the homogenized liquid, both mass ratioes are 1：0.95,2 are stirred at 0 DEG C small
When, be transferred to emulsification pump, 0 DEG C emulsified twice.
Product quality Testing index is as shown in table 4.Products obtained therefrom active oxygen mass fraction reaches 2.62%, and solid content is
51.22%, reach CNP product standards.
The product quality Testing index of 4 embodiment of table 7
| Project | Index |
| Active oxygen mass fraction, % | 2.62 |
| Solid content, % | 51.22 |
| Chlorine mass fraction, % | 0.03 |
Embodiment 8
In the new certain herbaceous plants with big flowers acid isopropyl phenyl ester preparation method of the present embodiment peroxidating, its second step is：Embodiment 1 is made supported
Phase transfer catalyst (TMAC)-MCM-41 is added in the solution that step one is obtained, and phase transfer catalyst quality is hydrogen peroxide
The 0.1% of cumene solution；Start to be slowly added dropwise new certain herbaceous plants with big flowers solution of acid chloride and reacted, new certain herbaceous plants with big flowers acyl chlorides is dripped off in 45min, reaction
At 30 DEG C, the reaction time is 80min to temperature control.
Other operations are with embodiment 4.
Embodiment above is only that the preferred embodiment of the present invention is described, and not the scope of the present invention is entered
Row is limited, and on the premise of design spirit of the present invention is not departed from, this area ordinary skill technical staff is to technical side of the invention
The all variations and modifications that case is made, all should fall into the protection domain of claims of the present invention determination.
Claims (10)
1. a kind of immobilized phase transfer catalyst, it is characterised in that be prepared using following methods：Carrier is added to and is contained
Have in the organic solvent of phase transfer catalyst, be heated to reflux, react 10~20h, washing and filtering is carried out afterwards, obtain immobilized season
Ammonium salt phase transfer catalyst；
Wherein, the phase transfer catalyst is quaternary ammonium salt or crown ether；The load capacity of phase transfer catalyst is 20~40wt%.
2. immobilized phase transfer catalyst according to claim 1, it is characterised in that the carrier be mesopore molecular sieve or
Styrene-divinylbenzene copolymer；The organic solvent is isopropanol, ethanol, ethylene glycol, n-butanol, acetone, toluene, diformazan
One or more in benzene.
3. immobilized phase transfer catalyst according to claim 2, it is characterised in that the mesopore molecular sieve be SBA-1,
One kind in SBA-2, SBA-3, SBA-15, HMS, MCM-41, MCM-48, MCM-50, SAPO-5, SAPO-34；Mesopore molecular sieve
It is 4g with the mass volume ratio of organic solvent：30~50mL.
4. the immobilized phase transfer catalyst according to any one of claims 1 to 3, it is characterised in that the quaternary ammonium salt is
One kind in 4 bromide, tetramethyl ammonium chloride, cetyl trimethylammonium bromide, benzyl group triethyl ammonium chloride, it is described
Crown ether is 15- crown-s 5 or 18- crown-s 6；By phase transfer catalyst according to mass volume ratio be 3g：30~50mL is added to organic molten
In agent, carrier is added after 0.5~2h of stirring.
5. the immobilized phase transfer catalyst described in any one of Claims 1 to 4 is in the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating is prepared
Application.
6. the preparation method of a kind of peroxidating new certain herbaceous plants with big flowers acid isopropyl phenyl ester, it is characterised in that including step：
The first step：Cumyl hydroperoxide is added in alkali lye, is sufficiently mixed uniformly, potassium hydroxide butt is different with hydrogen peroxide
Propyl benzene butt mass ratio is 0.42~0.65；
Second step：Immobilized phase transfer catalyst described in any one of Claims 1 to 4 is added to the solution that step one is obtained
In, start to be slowly added dropwise new certain herbaceous plants with big flowers solution of acid chloride and reacted, cumyl hydroperoxide and new certain herbaceous plants with big flowers acyl chlorides add molar ratio 1~
1.2, new certain herbaceous plants with big flowers acyl chlorides is dripped off in 30~60min, and at 25~35 DEG C, the reaction time is 60min~90min for reaction temperature control.
3rd step：After reaction terminates, to reactant mixture in supported phase transfer catalyst carry out solid-liquor separation, low temperature dries
Dry recycling.
7. preparation method according to claim 6, it is characterised in that in the first step, the alkali lye is dissolved in for potassium hydroxide
Solution in desalted water, the mass concentration of the cumyl hydroperoxide solution is 80~95%.
8. preparation method according to claim 6, it is characterised in that after three-step reaction terminates, washed to liquid phase
To pH5~7.
9. preparation method according to claim 8, it is characterised in that washed 2~5 times to product, every time washing is used
One kind in liquid caustic soda, sodium sulfite solution, solution of sodium bisulfite, sodium chloride solution is washed.
10. the preparation method according to any one of claim 6~9, it is characterised in that the new certain herbaceous plants with big flowers of peroxidating obtained in the 3rd step
Sour isopropyl phenyl ester mixes with homogenized liquid, obtains the new certain herbaceous plants with big flowers acyl isopropyl phenyl ester of emulsion-type peroxidating；The homogenized liquid is dispersant, emulsification
Agent, antifreezing agent, desalted water in mass ratio 1：(1.5~3.0)：(12.0~14)：(55~57) are mixed to get；
The new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating obtained by step 3 is mixed with the homogenized liquid, both mass ratioes are 1：(0.8~
1.2), stirred 1~3 hour at 0 ± 2 DEG C, be transferred to emulsification pump, it is emulsified at 0 ± 2 DEG C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710071767.7A CN106902869B (en) | 2017-02-09 | 2017-02-09 | A kind of immobilized phase transfer catalyst and its application in the preparation new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710071767.7A CN106902869B (en) | 2017-02-09 | 2017-02-09 | A kind of immobilized phase transfer catalyst and its application in the preparation new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106902869A true CN106902869A (en) | 2017-06-30 |
| CN106902869B CN106902869B (en) | 2019-11-29 |
Family
ID=59209186
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710071767.7A Expired - Fee Related CN106902869B (en) | 2017-02-09 | 2017-02-09 | A kind of immobilized phase transfer catalyst and its application in the preparation new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN106902869B (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110922513A (en) * | 2019-10-22 | 2020-03-27 | 鄂尔多斯市瀚博科技有限公司 | Preparation method of emulsion type cumyl peroxyneodecanoate |
| CN110981778A (en) * | 2019-10-22 | 2020-04-10 | 鄂尔多斯市瀚博科技有限公司 | Preparation method of cumyl peroxyneodecanoate and solvent-based CNP |
| CN113275036A (en) * | 2021-05-12 | 2021-08-20 | 江苏理文化工有限公司 | Preparation and application of SBA-15 supported phase transfer catalyst |
| CN114539055A (en) * | 2022-03-15 | 2022-05-27 | 西安近代化学研究所 | Method for realizing phase transfer catalysis beta-dicarbonyl compound alkylation reaction by using microchannel reactor |
| CN115557870A (en) * | 2022-10-17 | 2023-01-03 | 辽宁中茂新材料有限公司 | Synthesis method of peroxy-2-ethylhexanoate tert-amyl ester |
| CN115611794A (en) * | 2022-08-18 | 2023-01-17 | 鄂尔多斯市瀚博科技有限公司 | Continuous purification process of peroxide initiator for vinyl chloride polymerization |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3900752A1 (en) * | 1989-01-12 | 1990-07-19 | Gnii Chimii I Technologii Elem | Process for preparing granulated peroxo compounds |
| CN102443078A (en) * | 2010-10-08 | 2012-05-09 | 淄博正华助剂股份有限公司 | Preparation method of emulsion type tert-butyl peroxyneo-caprate (BNP) |
| CN102532351A (en) * | 2011-12-26 | 2012-07-04 | 淄博正华助剂股份有限公司 | Preparation method of emulsion-type 50wt% cumenyl neocaprate peroxide |
| CN104987292A (en) * | 2015-06-04 | 2015-10-21 | 上海化学试剂研究所有限公司 | Method for preparing aromatic fluoride by using supported phase-transfer catalyst |
| CN105693584A (en) * | 2016-03-17 | 2016-06-22 | 乌鲁木齐市华泰隆化学助剂有限公司 | Peroxided neodecanoic acid isopropyl phenyl ester and method for preparing peroxided neodecanoic acid isopropyl phenyl ester through phase transfer catalyst |
-
2017
- 2017-02-09 CN CN201710071767.7A patent/CN106902869B/en not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3900752A1 (en) * | 1989-01-12 | 1990-07-19 | Gnii Chimii I Technologii Elem | Process for preparing granulated peroxo compounds |
| CN102443078A (en) * | 2010-10-08 | 2012-05-09 | 淄博正华助剂股份有限公司 | Preparation method of emulsion type tert-butyl peroxyneo-caprate (BNP) |
| CN102532351A (en) * | 2011-12-26 | 2012-07-04 | 淄博正华助剂股份有限公司 | Preparation method of emulsion-type 50wt% cumenyl neocaprate peroxide |
| CN104987292A (en) * | 2015-06-04 | 2015-10-21 | 上海化学试剂研究所有限公司 | Method for preparing aromatic fluoride by using supported phase-transfer catalyst |
| CN105693584A (en) * | 2016-03-17 | 2016-06-22 | 乌鲁木齐市华泰隆化学助剂有限公司 | Peroxided neodecanoic acid isopropyl phenyl ester and method for preparing peroxided neodecanoic acid isopropyl phenyl ester through phase transfer catalyst |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110922513A (en) * | 2019-10-22 | 2020-03-27 | 鄂尔多斯市瀚博科技有限公司 | Preparation method of emulsion type cumyl peroxyneodecanoate |
| CN110981778A (en) * | 2019-10-22 | 2020-04-10 | 鄂尔多斯市瀚博科技有限公司 | Preparation method of cumyl peroxyneodecanoate and solvent-based CNP |
| CN110922513B (en) * | 2019-10-22 | 2021-11-26 | 鄂尔多斯市瀚博科技有限公司 | Preparation method of emulsion type cumyl peroxyneodecanoate |
| CN110981778B (en) * | 2019-10-22 | 2022-05-13 | 鄂尔多斯市瀚博科技有限公司 | Preparation method of cumyl peroxyneodecanoate and solvent-based CNP |
| CN113275036A (en) * | 2021-05-12 | 2021-08-20 | 江苏理文化工有限公司 | Preparation and application of SBA-15 supported phase transfer catalyst |
| CN114539055A (en) * | 2022-03-15 | 2022-05-27 | 西安近代化学研究所 | Method for realizing phase transfer catalysis beta-dicarbonyl compound alkylation reaction by using microchannel reactor |
| CN115611794A (en) * | 2022-08-18 | 2023-01-17 | 鄂尔多斯市瀚博科技有限公司 | Continuous purification process of peroxide initiator for vinyl chloride polymerization |
| CN115611794B (en) * | 2022-08-18 | 2024-04-05 | 鄂尔多斯市瀚博科技有限公司 | Continuous purification process of peroxide initiator for vinyl chloride polymerization |
| CN115557870A (en) * | 2022-10-17 | 2023-01-03 | 辽宁中茂新材料有限公司 | Synthesis method of peroxy-2-ethylhexanoate tert-amyl ester |
| CN115557870B (en) * | 2022-10-17 | 2023-11-21 | 辽宁中茂新材料有限公司 | Synthesis method of tert-amyl peroxy-2-ethylhexanoate |
Also Published As
| Publication number | Publication date |
|---|---|
| CN106902869B (en) | 2019-11-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN106902869A (en) | A kind of immobilized phase transfer catalyst and its application in the new certain herbaceous plants with big flowers acid isopropyl phenyl ester of peroxidating is prepared | |
| CN103787874A (en) | Preparation process of benzoyl chloride | |
| CN104496778B (en) | A kind of solid acid alkali catalytic synthesizes the method for raspberry ketone | |
| EP1924543A2 (en) | Decomposition of cumene hydroperoxide | |
| CN101773840B (en) | Method for hydrothermal synthesis of carbon-silicon composite solid acid catalyst | |
| CN102731357B (en) | Preparation method of high purity N,N'-dicyclohexylthiourea | |
| CN109280007A (en) | A kind of method for continuously synthesizing of isooctyl ester nitrate | |
| CN102796035A (en) | Condensation method of m-,p-mixed di-(tert-butyl isopropyl peroxide)benzene | |
| CN105503513A (en) | Method for catalytically synthesizing 4,4'-bischloromethylbiphenyl by using silicon dioxide-loaded phosphotungstic acid | |
| CN101816944A (en) | Preparation method for solid acid catalyst for preparing diphenylmethane | |
| CN103396292B (en) | Method for industrially producing A,A'-dihydroxy-1,3-diisobutylbenzene | |
| CN102503779B (en) | Preparation method of 3, 4, 5-trifluoromethylphenol | |
| CN104262109A (en) | Synthesis method of resorcinol | |
| CN101092357B (en) | Method for catalyzing and synthesizing bibasic carboxylic ester by potassium hydrogen sulfate | |
| CN103073424B (en) | Green preparation method for intermediate of valproic acid derivatives | |
| CN102992369B (en) | Recycling method for catalyst alumina | |
| CN106946720A (en) | A kind of preparation method of diphenylamines | |
| CN105829282B (en) | Method for producing phthalimide | |
| CN106008239A (en) | Production method of solvent blue 35 | |
| AU2016353485A1 (en) | Process for preparing 2,6-substituted phenols | |
| CN105384610B (en) | A kind of method and system of the chlorophenesic acid of continuous production 2,5 | |
| CN105646191B (en) | A kind of method for preparing fragrant dimethyl chloride | |
| CN103319383A (en) | Preparation method of p-methylsulfonylbenzoic acid | |
| CN110423226A (en) | The preparation method of 4- methyl -5- alkoxy oxazole | |
| CN104230747B (en) | A kind of preparation method of asymmetry aromatic azo-compound |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20191129 Termination date: 20210209 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |