CN104058929A - Production process for synthesizing p-dibromobenzene - Google Patents
Production process for synthesizing p-dibromobenzene Download PDFInfo
- Publication number
- CN104058929A CN104058929A CN201410244944.3A CN201410244944A CN104058929A CN 104058929 A CN104058929 A CN 104058929A CN 201410244944 A CN201410244944 A CN 201410244944A CN 104058929 A CN104058929 A CN 104058929A
- Authority
- CN
- China
- Prior art keywords
- bromide
- temperature
- bromobenzene
- paradibromobenzene
- dibromobenzene
- 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
Links
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- SWJPEBQEEAHIGZ-UHFFFAOYSA-N 1,4-dibromobenzene Chemical compound BrC1=CC=C(Br)C=C1 SWJPEBQEEAHIGZ-UHFFFAOYSA-N 0.000 title abstract 4
- 230000002194 synthesizing effect Effects 0.000 title abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 21
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 20
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 claims abstract description 20
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims abstract description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 15
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 10
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 10
- 229910052742 iron Inorganic materials 0.000 claims abstract description 10
- 238000001914 filtration Methods 0.000 claims abstract description 9
- 239000000203 mixture Substances 0.000 claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000001035 drying Methods 0.000 claims abstract description 6
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims abstract description 5
- 229910001628 calcium chloride Inorganic materials 0.000 claims abstract description 5
- 239000001110 calcium chloride Substances 0.000 claims abstract description 5
- 229910052573 porcelain Inorganic materials 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 10
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 claims description 4
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 claims description 4
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 238000001953 recrystallisation Methods 0.000 claims description 4
- 210000003298 dental enamel Anatomy 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 abstract description 3
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- 230000000694 effects Effects 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 238000005406 washing Methods 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a production process for synthesizing p-dibromobenzene, relating to the technical field of chemical industry. The production process comprises the steps of adding scrap iron into benzene, putting the mixture into a reaction kettle, adding bromine, and controlling the temperature at 100 DEG C; after adding bromine, controlling the temperature at 20-30 DEG C, and keeping the constant temperature for 1h; then, heating to 60 DEG C, and keeping the constant temperature for 45min until brown gas disappears to obtain bromide; filtering to remove the scrap iron in the bromide; then, washing, introducing steam to distill, separating to remove a water layer, drying and distilling by using calcium chloride, collecting distilled bromobenzene, and rapidly putting the remnants after reacting into a porcelain dish to condensate while heating; then, drying after merging the reacted remnants and bromobenzene, adding activated carbon for decolorizing, and recrystallizing by using methanol to obtain a finished product of p-dibromobenzene. The production process has the beneficial effects of convenience and simplicity in preparation, environment friendliness, easily-obtained raw materials, low equipment investment, high purity and convenience in operation; in addition, the prepared p-dibromobenzene is good in using effect and is safe and reliable.
Description
Technical field
The present invention relates to chemical technology field, be specifically related to the synthetic production technique of a kind of paradibromobenzene.
Background technology
Paradibromobenzene, canescence crystallization.Fusing point (DEG C): 87～89 boiling points (DEG C): 219 relative densities (water=1): 1.8410 refractive index: 1.5743 (99.3 DEG C).Flash-point: 219-220 DEG C is soluble in hot ethanol; Acetone; Ether and hot benzene, be dissolved in ethanol; Benzene, water insoluble, for organic synthesis, dyestuff intermediate, range of application is more extensive, has the problems such as yield is low, purity is not high at present in industrial production paradibromobenzene, and production technique is comparatively complicated, is difficult to meet human wants.
Summary of the invention
Technical problem to be solved by this invention is to provide a kind of purity high, the production technique that the simple paradibromobenzene of preparation technology is synthetic.
Technical problem to be solved by this invention realizes by the following technical solutions:
The production technique that paradibromobenzene is synthetic, is characterized in that: comprise following processing step,
A. choose in the benzene that 1-3g iron filings add 1-2mol and drop in reactor, adding bromine, controlling temperature at 100 DEG C.
B., after bromine adds in step a, temperature is controlled to 20-30 DEG C of constant temperature 1h, and then temperature is risen to 60 DEG C of constant temperature 45min.
C. in step b, reaction, until brown gas disappears, obtains bromide.
D. the bromide in step c is filtered to the iron filings of filtering bromide inside.
E. the bromide after filtering in steps d is washed, then passed into water vapour and distill, then branch vibration layer, adopts calcium chloride to carry out drying and distilling, collects the 150-170 DEG C of bromobenzene that cut goes out.
F. reacted resistates in step e is dropped into rapidly to condensation in porcelain dish while hot, then with step e in the bromobenzene that produces merge.
G. the mixture after merging in step f is dried, then adds gac to decolour.
H. again adopt methyl alcohol to carry out recrystallization in the mixture after decolouring in step g, thereby obtain paradibromobenzene finished product.
The reactor adopting in described step a is enamel reaction still.
The invention has the beneficial effects as follows: the present invention is easy to prepare simple, and environment friendly and pollution-free, raw material is easy to get, and facility investment is few, and purity is high, convenient operation, the paradibromobenzene result of use of preparation is good, safe and reliable.
Embodiment
For technique means, creation characteristic that the present invention is realized, reach object and effect is easy to understand, below in conjunction with specific embodiment, further set forth the present invention.
Embodiment 1
The production technique that paradibromobenzene is synthetic, comprises following processing step,
A. choose in the benzene that 3g iron filings add 2mol and drop in enamel reaction still, adding bromine, controlling temperature at 100 DEG C.
B., after bromine adds in step a, temperature is controlled to 30 DEG C of constant temperature 1h, and then temperature is risen to 60 DEG C of constant temperature 45min.
C. in step b, reaction, until brown gas disappears, obtains bromide.
D. the bromide in step c is filtered to the iron filings of filtering bromide inside.
E. the bromide after filtering in steps d is washed, then passed into water vapour and distill, then branch vibration layer, adopts calcium chloride to carry out drying and distilling, collects 170 DEG C of bromobenzene that cut goes out.
F. reacted resistates in step e is dropped into rapidly to condensation in porcelain dish while hot, then with step e in the bromobenzene that produces merge.
G. the mixture after merging in step f is dried, then adds gac to decolour.
H. again adopt methyl alcohol to carry out recrystallization in the mixture after decolouring in step g, thereby obtain paradibromobenzene finished product.
Embodiment 2
The production technique that paradibromobenzene is synthetic, comprises following processing step,
A. choose in the benzene that 2g iron filings add 1mol and drop in reactor, adding bromine, controlling temperature at 100 DEG C.
B., after bromine adds in step a, temperature is controlled to 25 DEG C of constant temperature 1h, and then temperature is risen to 60 DEG C of constant temperature 45min.
C. in step b, reaction, until brown gas disappears, obtains bromide.
D. the bromide in step c is filtered to the iron filings of filtering bromide inside.
E. the bromide after filtering in steps d is washed, then passed into water vapour and distill, then branch vibration layer, adopts calcium chloride to carry out drying and distilling, collects 160 DEG C of bromobenzene that cut goes out.
F. reacted resistates in step e is dropped into rapidly to condensation in porcelain dish while hot, then with step e in the bromobenzene that produces merge.
G. the mixture after merging in step f is dried, then adds gac to decolour.
H. again adopt methyl alcohol to carry out recrystallization in the mixture after decolouring in step g, thereby obtain paradibromobenzene finished product.
More than show and described ultimate principle of the present invention and principal character and advantage of the present invention.The technician of the industry should understand; the present invention is not restricted to the described embodiments; that in above-described embodiment and specification sheets, describes just illustrates principle of the present invention; without departing from the spirit and scope of the present invention; the present invention also has various changes and modifications, and these changes and improvements all fall in the claimed scope of the invention.The claimed scope of the present invention is defined by appending claims and equivalent thereof.
Claims (2)
1. the synthetic production technique of paradibromobenzene, is characterized in that: comprise following processing step,
A. choose in the benzene that 1-3g iron filings add 1-2mol and drop in reactor, adding bromine, controlling temperature at 100 DEG C.
B., after bromine adds in step a, temperature is controlled to 20-30 DEG C of constant temperature 1h, and then temperature is risen to 60 DEG C of constant temperature 45min.
C. in step b, reaction, until brown gas disappears, obtains bromide.
D. the bromide in step c is filtered to the iron filings of filtering bromide inside.
E. the bromide after filtering in steps d is washed, then passed into water vapour and distill, then branch vibration layer, adopts calcium chloride to carry out drying and distilling, collects the 150-170 DEG C of bromobenzene that cut goes out.
F. reacted resistates in step e is dropped into rapidly to condensation in porcelain dish while hot, then with step e in the bromobenzene that produces merge.
G. the mixture after merging in step f is dried, then adds gac to decolour.
H. again adopt methyl alcohol to carry out recrystallization in the mixture after decolouring in step g, thereby obtain paradibromobenzene finished product.
2. the synthetic production technique of a kind of paradibromobenzene according to claim 1, is characterized in that: the reactor adopting in described step a is enamel reaction still.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410244944.3A CN104058929A (en) | 2014-06-04 | 2014-06-04 | Production process for synthesizing p-dibromobenzene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410244944.3A CN104058929A (en) | 2014-06-04 | 2014-06-04 | Production process for synthesizing p-dibromobenzene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104058929A true CN104058929A (en) | 2014-09-24 |
Family
ID=51546903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410244944.3A Pending CN104058929A (en) | 2014-06-04 | 2014-06-04 | Production process for synthesizing p-dibromobenzene |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104058929A (en) |
-
2014
- 2014-06-04 CN CN201410244944.3A patent/CN104058929A/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| 李和平: "《含氟、溴、碘精细化学品 功能元素精细有机化学品结构、性质与合成》", 30 September 2010, 化学工业出版社 * |
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Application publication date: 20140924 |