CN105541889A - Preparation method for boron difluoride diphenyl sulphur tetrafluoroborate compound - Google Patents
Preparation method for boron difluoride diphenyl sulphur tetrafluoroborate compound Download PDFInfo
- Publication number
- CN105541889A CN105541889A CN201610045164.5A CN201610045164A CN105541889A CN 105541889 A CN105541889 A CN 105541889A CN 201610045164 A CN201610045164 A CN 201610045164A CN 105541889 A CN105541889 A CN 105541889A
- Authority
- CN
- China
- Prior art keywords
- preparation
- phenylbenzene
- acid compound
- tetrafluoroboric acid
- coloured glaze
- 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.)
- Pending
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- -1 boron difluoride diphenyl sulphur tetrafluoroborate compound Chemical class 0.000 title claims abstract description 22
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 238000006243 chemical reaction Methods 0.000 claims abstract description 12
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910015900 BF3 Inorganic materials 0.000 claims abstract description 5
- 239000003960 organic solvent Substances 0.000 claims abstract description 5
- 230000035484 reaction time Effects 0.000 claims abstract description 4
- 238000000926 separation method Methods 0.000 claims abstract description 3
- 239000002253 acid Substances 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 18
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 15
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 13
- ZNNSPZOSKINXHF-UHFFFAOYSA-N 5-sulfinylcyclohexa-1,3-diene Chemical compound O=S=C1CC=CC=C1 ZNNSPZOSKINXHF-UHFFFAOYSA-N 0.000 claims description 12
- 238000001556 precipitation Methods 0.000 claims description 10
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical group CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 3
- 238000013019 agitation Methods 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000007788 liquid Substances 0.000 abstract description 8
- 239000000047 product Substances 0.000 abstract description 7
- 238000003756 stirring Methods 0.000 abstract description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 5
- 239000007795 chemical reaction product Substances 0.000 abstract description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract description 3
- 238000007151 ring opening polymerisation reaction Methods 0.000 abstract description 2
- JJHHIJFTHRNPIK-UHFFFAOYSA-N Diphenyl sulfoxide Chemical compound C=1C=CC=CC=1S(=O)C1=CC=CC=C1 JJHHIJFTHRNPIK-UHFFFAOYSA-N 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 239000012716 precipitator Substances 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- 238000005516 engineering process Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- AAORDHMTTHGXCV-UHFFFAOYSA-N uranium(6+) Chemical compound [U+6] AAORDHMTTHGXCV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/022—Boron compounds without C-boron linkages
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
- C08G65/06—Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
- C08G65/16—Cyclic ethers having four or more ring atoms
- C08G65/20—Tetrahydrofuran
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
Abstract
The invention relates to a preparation method for a boron difluoride diphenyl sulphur tetrafluoroborate compound. The method includes the steps that diphenyl sulfoxide is dissolved in an organic solvent, boron trifluoride is slowly dripped with stirring, and after dripping is finished, the solution is stirred for 10-50 min to ensure a complete reaction; an excess precipitator is added into the obtained solution, separation is carried out, and the boron difluoride diphenyl sulphur tetrafluoroborate compound is obtained. Compared with the prior art, the method has the advantages that the boron difluoride diphenyl sulphur tetrafluoroborate compound prepared through the method is brown liquid, the preparation process is simple, reaction conditions are mild, reaction time is short, the yield of the reaction product is high, the stability of the product is good, and the product can be applied to ring-opening polymerization of tetrahydrofuran and copolymers thereof.
Description
Technical field
The present invention relates to a kind of preparation method of difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound.
Background technology
As a kind of industrial chemicals, thionyl benzene is widely used in the intermediate producing ionic photoinitiator, such as, the intermediate of the Photoacid generator in photo-resist, uranium (VI) extraction agent, the part of rare earth luminescent material and the preparation etc. of some inorganic salt crystal.But do not have with thionyl benzene for causing the bibliographical information of high molecular polyreaction.
Summary of the invention
The present invention proposes a kind of reaction product productive rate high, the preparation method of the difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound that product stability is good.
The present invention solves the problems of the technologies described above adopted technical scheme: a kind of preparation method of difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound, it is characterized in that under certain temperature of reaction, thionyl benzene being dissolved in organic solvent, under agitation, slow dropping boron trifluoride, 10 ~ 50 minutes are stirred again, to guarantee complete reaction after dripping; In gained solution, add excessive precipitation agent, be separated and obtain described difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound.
By such scheme, described difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound, has the general structure of following expression:
By such scheme, described organic solvent is benzene or toluene.
By such scheme, described precipitation agent is normal heptane, hexanaphthene or normal hexane.
By such scheme, the temperature of described reaction is for being no more than 25 DEG C.
By such scheme, described temperature of reaction is 15 ~ 25 DEG C.
By such scheme, the described reaction times is 5 ~ 30 minutes.
By such scheme, the time of described separation is 5 ~ 20 minutes.
The present invention is with thionyl benzene and boron trifluoride for reactant, and in a solvent, the thionyl benzene of 1 mole and 2 moles of boron trifluoride reactions, generate the difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound of 1 mole.Its chemical equation is as follows:
Compared with the prior art comparatively, the technique effect that reached of the present invention:
A kind of difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound prepared by method of the present invention is brown liquid, and preparation process is simple, and reaction conditions is gentle, and the reaction times is shorter, and reaction product productive rate is high, and product stability is good.Product can be used for the ring-opening polymerization of tetrahydrofuran (THF) and multipolymer thereof.
Accompanying drawing explanation
Fig. 1 is the infrared spectrum of products therefrom of the present invention.
Embodiment
For a better understanding of the present invention, illustrate content of the present invention further below in conjunction with embodiment, but content of the present invention is not only confined to the following examples.
Embodiment 1
In the there-necked flask that stirrer is housed, add 5ml toluene successively, 0.0005mol thionyl benzene, make it dissolve, then add 0.001molBF
3diethyl ether solution, at keeping solution temperature to be no more than 20 DEG C, stirs after 20 minutes, adds 20ml normal heptane precipitation, uses separating funnel separatory, obtain lower floor's brown liquid, productive rate 95%.
Fig. 1 is the infrared figure of target product.
Embodiment 2
In the there-necked flask that stirrer is housed, add 5ml benzene successively, 0.0005mol thionyl benzene, make it dissolve, then add 0.001molBF
3diethyl ether solution, at keeping solution temperature 25 DEG C, stirs after 15 minutes, adds 15ml normal heptane precipitation, uses separating funnel separatory, obtain lower floor's brown liquid, productive rate 93%.
Embodiment 3
In the there-necked flask that stirrer is housed, add 5ml toluene successively, 0.0005mol thionyl benzene, make it dissolve, then add 0.001molBF
3diethyl ether solution, at keeping solution temperature 15 DEG C, stirs after 30 minutes, adds 25ml normal hexane precipitation, uses separating funnel separatory, obtain lower floor's brown liquid, productive rate 96%.
Embodiment 4
In the there-necked flask that stirrer is housed, add 5ml toluene successively, 0.0005mol thionyl benzene, make it dissolve, then add 0.001molBF
3diethyl ether solution, at keeping solution temperature 30 DEG C, stirs after 10 minutes, adds 20ml hexanaphthene precipitation, uses separating funnel separatory, obtain lower floor's brown liquid, productive rate 90%.
Embodiment 5
In the there-necked flask that stirrer is housed, add 5ml benzene successively, 0.0005mol thionyl benzene, make it dissolve, then add 0.001molBF
3diethyl ether solution, at keeping solution temperature to be no more than 20 DEG C, stirs after 50 minutes, adds 20ml normal hexane precipitation, uses separating funnel separatory, obtain lower floor's brown liquid, productive rate 94%.
Embodiment 6
In the there-necked flask that stirrer is housed, add 5ml benzene successively, 0.0005mol thionyl benzene, make it dissolve, then add 0.001molBF
3diethyl ether solution, at keeping solution temperature to be no more than 20 DEG C, stirs after 40 minutes, adds 15ml normal heptane precipitation, uses separating funnel separatory, obtain lower floor's brown liquid, productive rate 93%.
Claims (8)
1. the preparation method of a difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound, it is characterized in that under certain temperature of reaction, thionyl benzene being dissolved in organic solvent, under agitation, slowly drip boron trifluoride, 10 ~ 50 minutes are stirred again, to guarantee complete reaction after dripping; In gained solution, add excessive precipitation agent, be separated and obtain described difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound.
2., by the preparation method of difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound according to claim 1, it is characterized in that described difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound, there is the general structure of following expression:
3., by the preparation method of difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound according to claim 1, it is characterized in that described organic solvent is benzene or toluene.
4., by the preparation method of difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound according to claim 1, it is characterized in that described precipitation agent is normal heptane, hexanaphthene or normal hexane.
5., by the preparation method of difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound according to claim 1, it is characterized in that the temperature of described reaction is for being no more than 25 DEG C.
6., by the preparation method of difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound according to claim 5, it is characterized in that described temperature of reaction is 15 ~ 25 DEG C.
7., by the preparation method of difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound according to claim 1, it is characterized in that the described reaction times is 5 ~ 30 minutes.
8., by the preparation method of difluoro oxygen boron phenylbenzene coloured glaze Tetrafluoroboric acid compound according to claim 1, it is characterized in that the time of described separation is 5 ~ 20 minutes.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610045164.5A CN105541889A (en) | 2016-01-23 | 2016-01-23 | Preparation method for boron difluoride diphenyl sulphur tetrafluoroborate compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610045164.5A CN105541889A (en) | 2016-01-23 | 2016-01-23 | Preparation method for boron difluoride diphenyl sulphur tetrafluoroborate compound |
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| Publication Number | Publication Date |
|---|---|
| CN105541889A true CN105541889A (en) | 2016-05-04 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610045164.5A Pending CN105541889A (en) | 2016-01-23 | 2016-01-23 | Preparation method for boron difluoride diphenyl sulphur tetrafluoroborate compound |
Country Status (1)
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|---|---|
| CN (1) | CN105541889A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107163241A (en) * | 2016-12-20 | 2017-09-15 | 武汉工程大学 | A kind of tetrahydrofuran epoxide alternate copolymer and preparation method thereof |
| CN110218306A (en) * | 2019-05-24 | 2019-09-10 | 武汉工程大学 | A kind of preparation method of alkene and aldehyde copolymer |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102174185A (en) * | 2011-01-31 | 2011-09-07 | 武汉工程大学 | Synthesis technology of hydroxyl terminated polyepichlorohydrin |
| CN102731570A (en) * | 2012-07-10 | 2012-10-17 | 武汉工程大学 | Synthesis process of triphenyl alkoxyl phosphine salt |
| CN103965384A (en) * | 2014-05-16 | 2014-08-06 | 武汉工程大学 | Preparation method of polymethyl methacrylate |
-
2016
- 2016-01-23 CN CN201610045164.5A patent/CN105541889A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102174185A (en) * | 2011-01-31 | 2011-09-07 | 武汉工程大学 | Synthesis technology of hydroxyl terminated polyepichlorohydrin |
| CN102731570A (en) * | 2012-07-10 | 2012-10-17 | 武汉工程大学 | Synthesis process of triphenyl alkoxyl phosphine salt |
| CN103965384A (en) * | 2014-05-16 | 2014-08-06 | 武汉工程大学 | Preparation method of polymethyl methacrylate |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107163241A (en) * | 2016-12-20 | 2017-09-15 | 武汉工程大学 | A kind of tetrahydrofuran epoxide alternate copolymer and preparation method thereof |
| CN110218306A (en) * | 2019-05-24 | 2019-09-10 | 武汉工程大学 | A kind of preparation method of alkene and aldehyde copolymer |
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| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20160504 |
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| RJ01 | Rejection of invention patent application after publication |