CN102126935A - Preparation method of 4-(2,4-dichlorophenoxy) phenol - Google Patents
Preparation method of 4-(2,4-dichlorophenoxy) phenol Download PDFInfo
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- CN102126935A CN102126935A CN201110021483XA CN201110021483A CN102126935A CN 102126935 A CN102126935 A CN 102126935A CN 201110021483X A CN201110021483X A CN 201110021483XA CN 201110021483 A CN201110021483 A CN 201110021483A CN 102126935 A CN102126935 A CN 102126935A
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- dichlorophenoxy
- sulfuric acid
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Abstract
The invention relates to a preparation method of 4-(2,4-dichlorophenoxy) phenol. The method is characterized by comprising the following steps of: diazotizing 4-(2,4-dichlorophenoxy) aniline in a sulfuric acid medium with nitrosylsulfuric acid; and hydrolyzing in the sulfuric acid medium to obtain the 4-(2,4-dichlorophenoxy) phenol. The adopted nitrosylsulfuric acid is an industrial byproduct which absorbs sulfur dioxide, and has very low price. Due to the adoption of a new process, the problem of three wastes is solved, and the production cost is lowered.
Description
Technical field
The present invention relates to a kind of 4-(2, the 4-dichlorophenoxy) preparation method of phenol, particularly a kind ofly can form multiple different filtered version easily, simultaneously can provide the dismounting of multiple water quality simple, compact construction, 4-(2 easy to maintenance, the 4-dichlorophenoxy) preparation method of phenol.
Background technology
The diclofop-methyl product is a systemic herbicide.This weedicide can be absorbed by root and leaf, only effective to annual gramineous weed, dicotyledons all shows safety except that cotton, to wild avena sativa, barnyard grass grass, yard grass, fescue, see that wheat grain, perennial root Chinese sorghum, lady's-grass and herba setariae viridis grass etc. all produce effect, thereby widespread use.All need to use intermediate 4-(2 and produce diclofop-methyl at present, the 4-dichlorophenoxy) phenol, but existing preparation 4-(2, the 4-dichlorophenoxy) technology of phenol is to adopt 4-(2 basically, the 4-dichlorophenoxy) aniline adopts Sodium Nitrite diazotization in sulfuric acid medium, hydrolysis obtains 4-(2 in sulfuric acid medium then, the 4-dichlorophenoxy) phenol.Can generate a large amount of sodium bisulfites in this employing Sodium Nitrite diazotization reaction process, sodium bisulfite is difficult to remove, and causes sulfuric acid to reclaim, and causes a large amount of saliferous strongly acid wastewaters, handle the very big problem of bringing to the three wastes, the sulfuric acid cost also increases much simultaneously.
Summary of the invention
The objective of the invention is to provides a kind of more environmental protection, 4-(2 that production cost is low, 4-dichlorophenoxy for overcoming the deficiencies in the prior art) preparation method of phenol.
The objective of the invention is to reach by the following technical programs: a kind of 4-(2, the 4-dichlorophenoxy) preparation method of phenol, it is characterized in that: adopt 4-(2, the 4-dichlorophenoxy) aniline is used nitrosyl-sulfuric acid diazotization in sulfuric acid medium, hydrolysis obtains 4-(2 in sulfuric acid medium then, the 4-dichlorophenoxy) phenol
Reaction equation is as follows:
The present invention has also reduced production cost simultaneously because the nitrosyl-sulfuric acid that adopts is the by product of industrial absorption sulfurous gas, and price is very cheap, adopts after the new technology, has solved three wastes problem.
The invention will be further described below in conjunction with specific embodiment.
Embodiment
Specific embodiment 1: add dimethylbenzene 1000L, 60% reclaim(ed) sulfuric acid 550kg in reactor, 4-(2,4-dichlorophenoxy) aniline 267kg (content 95%) is warmed up to 120
oC is incubated two hours.Insulation cools to 0 ~ 5 after finishing
oC drips nitrosyl-sulfuric acid (M=127) 130kg, and holding temperature is 0 ~ 5
oC drips off insulation 2 ~ 3 hours, and is stand-by.Above-mentioned diazonium solution is warmed up to 120
oC refluxes, and drips 60% sulfuric acid 525kg, and holding temperature is 115 ~ 120
oC added, and then is incubated 1 ~ 2 hour in about about 3 hours.Insulation cools to 70 ~ 80 after finishing
oThe C standing demix, lower floor's sour water layer recovery set used (1100kg, content 60 ~ 65%), and oil reservoir adds the 1500L water washing, standing demix, oil phase decompression precipitation to 120
oC gets 4-(2, the 4-dichlorophenoxy) phenol 255kg, content is 95%, and yield is 95%.
Specific embodiment 2: add dimethylbenzene 1000L, 60% reclaim(ed) sulfuric acid 550kg in reactor, 4-(2,4-dichlorophenoxy) aniline 267kg (content 95%) is warmed up to 120
oC is incubated two hours.Insulation cools to 0 ~ 5 after finishing
oC drips nitrosyl-sulfuric acid (M=127) 260kg, and holding temperature is 0 ~ 5
oC drips off insulation 2 ~ 3 hours, and is stand-by.Above-mentioned diazonium solution is warmed up to 120
oC refluxes, and drips 60% sulfuric acid 525kg, and holding temperature is 115 ~ 120
oC added, and then is incubated 1 ~ 2 hour in about about 3 hours.Insulation cools to 70 ~ 80 after finishing
oThe C standing demix, lower floor's sour water layer recovery set used (1200kg, content 60 ~ 65%), and oil reservoir adds the 1500L water washing, standing demix, oil phase decompression precipitation to 120
oC gets 4-(2, the 4-dichlorophenoxy) phenol 260kg, content is 95%, and yield is 96.8%.
Specific embodiment 3: add dimethylbenzene 1000L, 60% reclaim(ed) sulfuric acid 550kg in reactor, 4-(2,4-dichlorophenoxy) aniline 267kg (content 95%) is warmed up to 120
oC is incubated two hours.Insulation cools to 0 ~ 5 after finishing
oC drips nitrosyl-sulfuric acid (M=127) 520kg, and holding temperature is 0 ~ 5
oC drips off insulation 2 ~ 3 hours, and is stand-by.Above-mentioned diazonium solution is warmed up to 120
oC refluxes, and drips 60% sulfuric acid 525kg, and holding temperature is 115 ~ 120
oC added, and then is incubated 1 ~ 2 hour in about about 3 hours.Insulation cools to 70 ~ 80 after finishing
oThe C standing demix, lower floor's sour water layer recovery set used (1450kg, content 60 ~ 65%), and oil reservoir adds the 1500L water washing, standing demix, oil phase decompression precipitation to 120
oC gets 4-(2, the 4-dichlorophenoxy) phenol 250kg, content is 95%, and yield is 93.1%.
Specific embodiment 4: add dimethylbenzene 1000L, 60% reclaim(ed) sulfuric acid 200kg in reactor, 4-(2,4-dichlorophenoxy) aniline 267kg (content 95%) is warmed up to 120
oC is incubated two hours.Insulation cools to 0 ~ 5 after finishing
oC drips nitrosyl-sulfuric acid (M=127) 130kg, and holding temperature is 0 ~ 5
oC drips off insulation 2 ~ 3 hours, and is stand-by.Above-mentioned diazonium solution is warmed up to 120
oC refluxes, and drips 60% sulfuric acid 300kg, and holding temperature is 115 ~ 120
oC added, and then is incubated 1 ~ 2 hour in about about 3 hours.Insulation cools to 70 ~ 80 after finishing
oThe C standing demix, lower floor's sour water layer recovery set used (580kg, content 60 ~ 65%), and oil reservoir adds the 1500L water washing, standing demix, oil phase decompression precipitation to 120
oC gets 4-(2, the 4-dichlorophenoxy) phenol 160kg, content is 84%, and yield is 52%.
Specific embodiment 5: add dimethylbenzene 1000L, 60% reclaim(ed) sulfuric acid 200kg in reactor, 4-(2,4-dichlorophenoxy) aniline 267kg (content 95%) is warmed up to 120
oC is incubated two hours.Insulation cools to 0 ~ 5 after finishing
oC drips nitrosyl-sulfuric acid (M=127) 130kg, and holding temperature is 0 ~ 5
oC drips off insulation 2 ~ 3 hours, and is stand-by.Above-mentioned diazonium solution is warmed up to 120
oC refluxes, and drips 60% sulfuric acid 525kg, and holding temperature is 115 ~ 120
oC added, and then is incubated 1 ~ 2 hour in about about 3 hours.Insulation cools to 70 ~ 80 after finishing
oThe C standing demix, lower floor's sour water layer recovery set used (810kg, content 60 ~ 65%), and oil reservoir adds the 1500L water washing, standing demix, oil phase decompression precipitation to 120
oC gets 4-(2, the 4-dichlorophenoxy) phenol 210kg, content is 88%, and yield is 72%.
Specific embodiment 6: add dimethylbenzene 1000L, 60% reclaim(ed) sulfuric acid 650kg in reactor, 4-(2,4-dichlorophenoxy) aniline 267kg (content 95%) is warmed up to 120
oC is incubated two hours.Insulation cools to 0 ~ 5 after finishing
oC drips nitrosyl-sulfuric acid (M=127) 130kg, and holding temperature is 0 ~ 5
oC drips off insulation 2 ~ 3 hours, and is stand-by.Above-mentioned diazonium solution is warmed up to 120
oC refluxes, and drips 60% sulfuric acid 725kg, and holding temperature is 115 ~ 120
oC added, and then is incubated 1 ~ 2 hour in about about 3 hours.Insulation cools to 70 ~ 80 after finishing
oThe C standing demix, lower floor's sour water layer recovery set used (810kg, content 60 ~ 65%), and oil reservoir adds the 1500L water washing, standing demix, oil phase decompression precipitation to 120
oC gets 4-(2, the 4-dichlorophenoxy) phenol 255kg, content is 95%, and yield is 95%.
Specific embodiment 7: add dimethylbenzene 1000L, 60% reclaim(ed) sulfuric acid 550kg in reactor, 4-(2,4-dichlorophenoxy) aniline 267kg (content 95%) is warmed up to 120
oC is incubated two hours.Insulation cools to 20 ~ 25 after finishing
oC drips nitrosyl-sulfuric acid (M=127) 130kg, and holding temperature is 20 ~ 25
oC drips off insulation 2 ~ 3 hours, and is stand-by.Above-mentioned diazonium solution is warmed up to 120
oC refluxes, and drips 60% sulfuric acid 525kg, and holding temperature is 115 ~ 120
oC added, and then is incubated 1 ~ 2 hour in about about 3 hours.Insulation cools to 70 ~ 80 after finishing
oThe C standing demix, lower floor's sour water layer recovery set used (1200kg, content 60 ~ 65%), and oil reservoir adds the 1500L water washing, standing demix, oil phase decompression precipitation to 120
oC gets 4-(2, the 4-dichlorophenoxy) phenol 150kg, content is 78%, and yield is 45.9%.
Specific embodiment 8: add dimethylbenzene 1000L, 60% reclaim(ed) sulfuric acid 550kg in reactor, 4-(2,4-dichlorophenoxy) aniline 267kg (content 95%) is warmed up to 120
oC is incubated two hours.Insulation cools to 10 ~ 15 after finishing
oC drips nitrosyl-sulfuric acid (M=127) 130kg, and holding temperature is 10 ~ 15
oC drips off insulation 2 ~ 3 hours, and is stand-by.Above-mentioned diazonium solution is warmed up to 120
oC refluxes, and drips 60% sulfuric acid 525kg, and holding temperature is 115 ~ 120
oC added, and then is incubated 1 ~ 2 hour in about about 3 hours.Insulation cools to 70 ~ 80 after finishing
oThe C standing demix, lower floor's sour water layer recovery set used (1200kg, content 60 ~ 65%), and oil reservoir adds the 1500L water washing, standing demix, oil phase decompression precipitation to 120
oC gets 4-(2, the 4-dichlorophenoxy) phenol 220kg, content is 91%, and yield is 78.5%.
Claims (2)
1. 4-(2,4-dichlorophenoxy) preparation method of phenol is characterized in that: adopt 4-(2, the 4-dichlorophenoxy) aniline is used nitrosyl-sulfuric acid diazotization in sulfuric acid medium, hydrolysis obtains 4-(2 in sulfuric acid medium then, the 4-dichlorophenoxy) phenol
Reaction equation is as follows:
2. 4-(2 according to claim 1,4-dichlorophenoxy) preparation method of phenol is characterized in that: described 4-(2,4-dichlorophenoxy) aniline: nitrosyl-sulfuric acid is 1:1.05 ~ 1:5(mol ratio).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110021483XA CN102126935A (en) | 2011-01-19 | 2011-01-19 | Preparation method of 4-(2,4-dichlorophenoxy) phenol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110021483XA CN102126935A (en) | 2011-01-19 | 2011-01-19 | Preparation method of 4-(2,4-dichlorophenoxy) phenol |
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| Publication Number | Publication Date |
|---|---|
| CN102126935A true CN102126935A (en) | 2011-07-20 |
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| CN201110021483XA Pending CN102126935A (en) | 2011-01-19 | 2011-01-19 | Preparation method of 4-(2,4-dichlorophenoxy) phenol |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4316993A (en) * | 1976-10-27 | 1982-02-23 | Hoechst Aktiengesellschaft | Process for the preparation of 4-phenoxy-phenols |
-
2011
- 2011-01-19 CN CN201110021483XA patent/CN102126935A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4316993A (en) * | 1976-10-27 | 1982-02-23 | Hoechst Aktiengesellschaft | Process for the preparation of 4-phenoxy-phenols |
Non-Patent Citations (1)
| Title |
|---|
| 李正雄 等: "4-(2,4-二氯苯氧基)苯酚的合成", 《化学工业与工程》 * |
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Address after: 325000 No. 136 Zhongxing Road, poverty alleviation development zone, Longwan District, Wenzhou, Zhejiang Applicant after: YIFAN BIOTECHNOLOGY GROUP CO., LTD. Address before: 325000 No. 136 Zhongxing Road, poverty alleviation development zone, Longwan District, Wenzhou, Zhejiang Applicant before: Zhejiang Yifan Chemical Co.,Ltd. |
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Application publication date: 20110720 |