CN106083508A - A kind of preparation method of 2,3 dimethyl 2,3 diphenyl butanes - Google Patents
A kind of preparation method of 2,3 dimethyl 2,3 diphenyl butanes Download PDFInfo
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- CN106083508A CN106083508A CN201610417258.0A CN201610417258A CN106083508A CN 106083508 A CN106083508 A CN 106083508A CN 201610417258 A CN201610417258 A CN 201610417258A CN 106083508 A CN106083508 A CN 106083508A
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- dimethyl
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- diphenyl butanes
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/76—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation of hydrocarbons with partial elimination of hydrogen
- C07C2/82—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation of hydrocarbons with partial elimination of hydrogen oxidative coupling
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/14—Purification; Separation; Use of additives by crystallisation; Purification or separation of the crystals
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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
- 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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Abstract
nullA kind of 2,3 dimethyl 2,The preparation method of 3 diphenyl butanes，2,3 dimethyl 2,3 diphenyl butanes，Have another name called bicummyl，Belong to carbon type radical activator，There is special structure，C C key between corresponding quaternary carbon atom is unstable，Easily dissociate and form free radical，This product is novel high polymer material additive，Can be used as fire-resistant synergistic consonance agent and the crosslinked polymer of macromolecular material、The catalyst of graft copolymerization or initiator，It is widely used in polyolefin、Polyacrylate、Merlon、The modification of the various macromolecular material such as polyethers，Owing to this initiator is the most oxygen-containing，Processing post-consumer polymer aging resistance and oxidation resistance are strong，With peroxide、It is high that the radical initiator that azo-compound etc. are general compares stability，Use safety，It is high that the present invention has yield，Reaction temperature is low，Response time is short，The recyclable recycling of raw material，Non-wastewater discharge，The advantage of energy-conserving and environment-protective.
Description
Technical field
The present invention relates to the preparing technical field of carbon type radical activator, be specifically related to a kind of 2,3-dimethyl-2,3 two
The preparation method of phenyl butane.
Background technology
2,3-dimethyl-2,3 diphenyl butanes, have another name called bicummyl, belong to carbon type radical activator, there is special structure,
C-C key between corresponding quaternary carbon atom is unstable, easily dissociates and forms free radical, and this product is that novel high polymer material adds
Agent, can be used as fire-resistant synergistic consonance agent and crosslinked polymer, the catalyst of graft copolymerization or the initiator of macromolecular material, extensively
The general modification for various macromolecular materials such as polyolefin, polyacrylate, Merlon, polyethers, owing to this initiator does not contains
Oxygen, processing post-consumer polymer aging resistance and oxidation resistance are strong, the radical initiator general with peroxide, azo-compound etc.
Compare stability high, use safety.
Due to 2,3-dimethyl-2,3 diphenyl butane bond dissociation energies are low, and when being heated or during illumination, easy homolysis forms freedom
Base, this free radical due to the hyperconjugation of the resonance and methyl with phenyl ring and more stable, 2,3-dimethyl-2,3 hexichol
Base butane is exactly based on free radical to the modifying function of polymer and realizes, and the most double cumyls and derivant thereof is attributed to
Having the radical initiator of unstable C-C key, common initiator generally uses temperature and is less than 220 DEG C, such as azo two isobutyl
65-85 DEG C of eyeball, tert-butyl peroxide 50-130 DEG C for the initiation of radical reaction such as polyreaction, 100 DEG C of half-life is
218h, 121 DEG C is 10h, and 130 DEG C is 9min, and 179 DEG C of half-life are 1min, and temperature raises, then the half-life shortens, and should not use,
But its application has difference with common radical initiator, and bicummyl decomposition temperature is higher, 230 DEG C, and the half-life is about
30min, used above at 200 DEG C, it is mainly used in needing the crosslinked polymer of higher temperature or graft reaction.
Summary of the invention
Present invention aims to defect and the deficiency of prior art, it is provided that a kind of, reasonable in design 2,3-diformazan
Base-2, the preparation method of 3 diphenyl butanes, yield is high, and reaction temperature is low, and the response time is short, the recyclable recycling of raw material, without useless
Water discharges, energy-conserving and environment-protective.
For achieving the above object, the technical solution used in the present invention is: a kind of 2,3-dimethyl-2,3 diphenyl butanes
Preparation method, its preparation technology is as follows:
(2), after completion of the reaction, stirring cooling crystallize；
(3) sucking filtration that reduces pressure, mother solution recovered under reduced pressure, by the crystallize mixture in step 2 are carried out；
(4), will take out crystal caught on a filter and carry out drying and processing, and obtain white powder, yield is 65-75%.[A1]
Described radical initiator is: organic peroxide, such as cyclohexanone peroxide, dibenzoyl peroxide, tert-butyl group mistake
Hydrogen oxide etc.；Azo-initiator, such as azodiisobutyronitrile, 2,2'-Azobis(2,4-dimethylvaleronitrile) etc., consumption 10%-20%.
Described catalyst is: Ferrous acetate, cobaltous acetate, consumption 1%-5%.
Present invention have the beneficial effect that prepared 2,3-dimethyl-2,3 diphenyl butane thermostabilitys are high, can be general relatively
In the engineering plastics of high processing temperature, the above feature becomes the additive-type fire retardant being favourably welcome；As polyene
The potentiation synergist that hydrocarbon plastic fireproof is fire-retardant, can substitute for antimony oxide in bromine system flame-retardant system, increases flame retardant effect,
While reducing amount of flame-retardant agent, increasing the physical and mechanical properties of plastics, this product has two main usess: as polyolefin plastics
Fire-resistant synergistic synergist, in bromine system flame-retardant system, can substitute for antimony oxide, it is possible to decrease the consumption of fire retardant, fire retardant
Addition at most can reduce 1/3, reduce the fire retardant impact on polymer performance, and give macromolecular material anti-flammability
Can, can play that synergistic is fire-retardant, reduce cost, press down cigarette, reduce toxicity, drop low-gravity effect；As crosslinked polymer, grafting,
The catalyst of copolymerization or initiator, can be used for the modification of various macromolecular material, and it can effectively take in bromine system flame-retardant system
In generation, part was for antimony oxide, and after replacement, the overall performance of high polymer remains intact, and compounds can make with polyphosphoric acids melamine (MPP)
Fire-retardant PP, with penta season the tetrol Caged bicyclic phosphate as base (such as 1-oxo-4-methylol-2,6,7-trioxa-1-phosphas
Dicyclo [2.2.2] octane, and derivant has abundant carbon source and acid source concurrently, with tripolycyanamide etc. with the use of can be used on epoxy
Resins fire retardant, is mainly used in the halogen sb systems such as modified engineered plastic such as PA, PBT, PET, PP, PE, ABS, PS, PVC fire-retardant common
In polymers, part for antimony oxide, plays that synergistic is fire-retardant, reduce cost, press down cigarette, reduce toxicity, drop low-gravity effect.
Detailed description of the invention
This detailed description of the invention (embodiment one) the technical scheme is that a kind of 2,3-dimethyl-2,3 diphenyl fourth
The preparation method of alkane, its preparation technology is as follows:
(1), take in isopropylbenzene, radical initiator and catalyst addition reactor, reactor is warming up to 60-100 DEG C, protects
Temperature reaction 6-12h；
(2), after completion of the reaction, stirring cooling crystallize；
(3) sucking filtration that reduces pressure, mother solution recovered under reduced pressure, by the crystallize mixture in step 2 are carried out；
(4), will take out crystal caught on a filter and carry out drying and processing, and obtain white powder, yield is 65-75%.
This detailed description of the invention has the beneficial effect that a kind of 2,3-dimethyl-2,3 diphenyl described in this detailed description of the invention
The preparation method of butane, yield is high, and reaction temperature is low, and the response time is short, the recyclable recycling of raw material, and non-wastewater discharge is energy-conservation
Environmental protection, the present invention has and arranges rationally, the advantages such as cost of manufacture is low.
Embodiment two:
The present embodiment the technical scheme is that its preparation technology is as follows:
One, taking isopropylbenzene, azo-bis-isobutyl cyanide and Ferrous acetate and add in reactor, stirring is warming up to 70 DEG C, insulation reaction 8h；
Two, after completion of the reaction, stirring cooling crystallize；
Three, the crystallize mixture in step 2 is carried out the sucking filtration that reduces pressure, mother solution recovered under reduced pressure；
Four, will take out crystal caught on a filter and carry out drying and processing, and obtain white powder 74g, yield is 74%.
Embodiment three:
The present embodiment the technical scheme is that its preparation technology is as follows:
One, taking isopropylbenzene, azo-bis-isobutyl cyanide and Ferrous acetate and add in reactor, stirring is warming up to 90 DEG C, insulation reaction
10h；
Two, after completion of the reaction, stirring cooling crystallize；
Three, the crystallize mixture in step 2 is carried out the sucking filtration that reduces pressure, mother solution recovered under reduced pressure；
Four, will take out crystal caught on a filter and carry out drying and processing, and obtain white powder 74.5g, yield is 74.5%.
The above, only in order to technical scheme to be described and unrestricted, those of ordinary skill in the art are to this
Other amendment or equivalent that bright technical scheme is made, without departing from the spirit and scope of technical solution of the present invention,
All should contain in the middle of scope of the presently claimed invention.
Claims (3)
1. one kind 2,3-dimethyl-2, the preparation method of 3 diphenyl butanes, it is characterised in that: its preparation technology is as follows:
(1), take in isopropylbenzene, radical initiator and catalyst addition reactor, reactor is warming up to 60-100 DEG C, protects
Temperature reaction 6-12h；
(2), after completion of the reaction, stirring cooling crystallize；
(3) sucking filtration that reduces pressure, mother solution recovered under reduced pressure, by the crystallize mixture in step 2 are carried out；
(4), will take out crystal caught on a filter and carry out drying and processing, and obtain white powder, yield is 65-75%.
The most according to claim 1 a kind of 2,3-dimethyl-2, the preparation method of 3 diphenyl butanes, it is characterised in that: institute
The radical initiator stated is: organic peroxide, such as cyclohexanone peroxide, dibenzoyl peroxide, tert-butyl hydroperoxide
Deng；Azo-initiator, such as azodiisobutyronitrile, 2,2'-Azobis(2,4-dimethylvaleronitrile) etc., consumption 10%-20%.
The most according to claim 1 a kind of 2,3-dimethyl-2, the preparation method of 3 diphenyl butanes, it is characterised in that: institute
The catalyst stated is: Ferrous acetate, cobaltous acetate, consumption 1%-5%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610417258.0A CN106083508A (en) | 2016-06-13 | 2016-06-13 | A kind of preparation method of 2,3 dimethyl 2,3 diphenyl butanes |
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| CN201610417258.0A CN106083508A (en) | 2016-06-13 | 2016-06-13 | A kind of preparation method of 2,3 dimethyl 2,3 diphenyl butanes |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108431061A (en) * | 2016-01-28 | 2018-08-21 | 陶氏环球技术有限责任公司 | Method for producing functional ethylene's based polyalcohol with low-gel content |
| CN108892873A (en) * | 2018-06-08 | 2018-11-27 | 广东宇星阻燃新材股份有限公司 | A kind of carrier-free highly effective flame-retardant master batch and its preparation method and application |
| CN110256183A (en) * | 2019-06-20 | 2019-09-20 | 武汉理工大学 | The preparation method of one kind 2,3- dimethyl -2,3- diphenyl butane |
| CN112694380A (en) * | 2019-10-23 | 2021-04-23 | 中国石油化工股份有限公司 | Preparation method of 2, 3-dimethyl-2, 3-diphenylbutane |
| CN117209168A (en) * | 2023-05-12 | 2023-12-12 | 上海飞凯材料科技股份有限公司 | Optical fiber coating composition, optical fiber and preparation method thereof |
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| DE3503886A1 (en) * | 1985-02-06 | 1986-08-07 | Kurt Dipl.-Chem. Dr. Rauer | Simplified process for dehydrogenating dimerisation |
| CN1496344A (en) * | 2001-03-14 | 2004-05-12 | ס�ѻ�ѧ��ҵ��ʽ���� | Method for recovering cumene |
| JP2009173580A (en) * | 2008-01-24 | 2009-08-06 | Nof Corp | Method for producing 2,3-dimethyl-2,3-diphenylbutane |
-
2016
- 2016-06-13 CN CN201610417258.0A patent/CN106083508A/en active Pending
Patent Citations (3)
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|---|---|---|---|---|
| DE3503886A1 (en) * | 1985-02-06 | 1986-08-07 | Kurt Dipl.-Chem. Dr. Rauer | Simplified process for dehydrogenating dimerisation |
| CN1496344A (en) * | 2001-03-14 | 2004-05-12 | ס�ѻ�ѧ��ҵ��ʽ���� | Method for recovering cumene |
| JP2009173580A (en) * | 2008-01-24 | 2009-08-06 | Nof Corp | Method for producing 2,3-dimethyl-2,3-diphenylbutane |
Non-Patent Citations (1)
| Title |
|---|
| 沈晓东等: ""2, 3- 二甲基- 2, 3 二苯基丁烷合成方法的比较"", 《江南学院学报》 * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108431061A (en) * | 2016-01-28 | 2018-08-21 | 陶氏环球技术有限责任公司 | Method for producing functional ethylene's based polyalcohol with low-gel content |
| CN108892873A (en) * | 2018-06-08 | 2018-11-27 | 广东宇星阻燃新材股份有限公司 | A kind of carrier-free highly effective flame-retardant master batch and its preparation method and application |
| CN110256183A (en) * | 2019-06-20 | 2019-09-20 | 武汉理工大学 | The preparation method of one kind 2,3- dimethyl -2,3- diphenyl butane |
| CN112694380A (en) * | 2019-10-23 | 2021-04-23 | 中国石油化工股份有限公司 | Preparation method of 2, 3-dimethyl-2, 3-diphenylbutane |
| CN112694380B (en) * | 2019-10-23 | 2023-03-03 | 中国石油化工股份有限公司 | Preparation method of 2, 3-dimethyl-2, 3-diphenylbutane |
| CN117209168A (en) * | 2023-05-12 | 2023-12-12 | 上海飞凯材料科技股份有限公司 | Optical fiber coating composition, optical fiber and preparation method thereof |
| CN117209168B (en) * | 2023-05-12 | 2024-03-15 | 上海飞凯材料科技股份有限公司 | Optical fiber coating composition, optical fiber and preparation method thereof |
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