CN105384595B - To the synthesis technique of benzyl dichloride - Google Patents
To the synthesis technique of benzyl dichloride Download PDFInfo
- Publication number
- CN105384595B CN105384595B CN201510932940.9A CN201510932940A CN105384595B CN 105384595 B CN105384595 B CN 105384595B CN 201510932940 A CN201510932940 A CN 201510932940A CN 105384595 B CN105384595 B CN 105384595B
- Authority
- CN
- China
- Prior art keywords
- benzyl dichloride
- benzyl
- synthesis technique
- dichloride
- reaction solution
- 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.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/14—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the side-chain of aromatic compounds
Abstract
The present invention relates to a kind of synthesis technique to benzyl dichloride, belong to organic chemical synthesis technical field.The described synthesis technique to benzyl dichloride is under LED light source irradiation, paraxylene is reacted with chlorine under ionic-liquid catalyst, obtain to benzyl dichloride reaction solution, then cooling separation will be carried out to benzyl dichloride reaction solution, obtain, to benzyl dichloride crude product, benzyl dichloride crude product being obtained to benzyl dichloride after rectification under vacuum.Of the invention obtained to benzyl dichloride, fusing point is 98 101 DEG C, and purity is up to more than 99%；The present invention is mixed into without any solvent, it is ensured that the high-purity of product, the characteristics of with high conversion rate, reaction fast, low cost, is adapted to industrialized production.
Description
Technical field
The present invention relates to a kind of synthesis technique to benzyl dichloride, belong to organic chemical synthesis technical field.
Background technology
It is a kind of important chemical raw material to benzyl dichloride, outward appearance is white flaky crystals, as the intermediate of organic synthesis,
Mainly for the manufacture of terephthalyl alcohol, terephthaldehyde's ether, terephthalaldehyde and other dyestuffs, additionally it is possible in the middle of medicine
Body.CN104230653A is disclosed carries out chlorination with paraxylene at 80 DEG C, when being reached to benzyl dichloride content in sample
Stop logical chlorine during 35wt%, then obtained to benzyl dichloride by carrying out flash distillation and rectifying, the technique is to benzyl dichloride conversion ratio
Just flashed and vacuum distillation when reaching 35%, there are problems that conversion rate of products it is low,.
The content of the invention
It is an object of the invention to provide a kind of synthesis technique to benzyl dichloride, with reaction speed is fast, high income, low cost
The characteristics of.
Synthesis technique to benzyl dichloride of the present invention, comprises the following steps：
(1) react：
Paraxylene and ionic-liquid catalyst are added in retort, chlorine is passed through thereto under LED light source irradiation
Gas is reacted, and is obtained to benzyl dichloride reaction solution；
The ionic-liquid catalyst is 1- dodecyl -3- methylimidazole villaumites or 1- butyl -2,3- methylimidazole villaumites；
(2) separate：
Benzyl dichloride reaction solution will be added in knockout drum carries out cooling separation, upper solution into continue in retort into
Row reaction, lower floor's solution is to benzyl dichloride crude product；
(3) refine：
Benzyl dichloride crude product will be added in rectifying column carries out rectification under vacuum, collects cut and obtains to benzyl dichloride.
Wherein, preferred technical scheme is as follows：
Step (1) intermediate ion liquid catalyst consumption is the 1 ‰ -5 ‰ of paraxylene quality.
Reaction temperature is 110-120 DEG C in step (1), and the reaction time is 3-10h.
Step (1) is 70-80wt% to the content in benzyl dichloride reaction solution to benzyl dichloride.
Paraxylene and the mol ratio of chlorine are 1 in step (1):1.3-2.0.
Cooling temperature is 85-90 DEG C in step (2), and the number of knockout drum is two or more.
Vacuum in step (3) during vacuum distillation is 8mmHg, and the cut temperature of collection is 150-155 DEG C.
Ionic liquid in the present invention is called " high-temperature fusion salt ", and it has liquid temperature scope and good thing wider
Reason and chemical property, it is non-volatile, nonflammable explosive, do not aoxidize, with heat endurance higher, water and air is stablized, together
When the advantageous characteristic with good solvability, larger polarity and controllability and approximate zero toxicity.
Reaction equation of the invention is as follows：
Paraxylene is mainly contained in the reaction solution to benzyl dichloride of the invention, to benzyl dichloride and to methyl benzyl chloride, to diformazan
The fusing point of benzene is -48 DEG C, and the fusing point to benzyl dichloride is 98-101 DEG C, and the fusing point to methyl benzyl chloride is 4 DEG C, using each in reaction solution
The fusing point of material is different, by the way of being separated using lowering the temperature, makes to separate benzyl dichloride with paraxylene and to methyl benzyl chloride, point
Paraxylene after and reactor is entered from knockout drum upper strata to methyl benzyl chloride continue to react, benzyl dichloride enters essence between lower floor
Tower processed is refined, so as to reduce react the continuation of benzyl dichloride and chlorine, can be played the generation of reduction accessory substance and be improved and receive
The purpose of rate.
Beneficial effects of the present invention are as follows：
Of the invention obtained to benzyl dichloride, fusing point is 98-101 DEG C, and purity is up to more than 99%；The present invention is mixed without any solvent
Enter, it is ensured that the high-purity of product, the characteristics of with high income, reaction fast, low cost, be adapted to industrialized production.
Brief description of the drawings
Fig. 1 is process chart of the invention.
Specific embodiment
The present invention is described further with reference to embodiments.
Embodiment 1
Synthesis technique to benzyl dichloride is as follows：
(1) react：
100g paraxylene and 0.1g 1- dodecyl -3- methylimidazole villaumites are added in retort, in LED light source
173.9g chlorine is passed through under irradiation, 10h is reacted at 110 DEG C, obtain to benzyl dichloride content being 70wt% to benzyl dichloride reaction solution；
(2) separate：
Benzyl dichloride reaction solution will be added in knockout drum, layered shaping will be carried out at 90 DEG C, upper solution will return to reaction
Proceed reaction in tank, lower floor's solution is to benzyl dichloride crude product；
(3) refine：
Benzyl dichloride crude product will be added in rectifying column, rectification under vacuum will be carried out under 8mmHg, collect 150-155 DEG C of cut,
116.60g is obtained to benzyl dichloride, content is 99%, fusing point is 98.5-100.9 DEG C.
Embodiment 2
Synthesis technique to benzyl dichloride is as follows：
(1) react：
100g paraxylene and 0.2g 1- dodecyl -3- methylimidazole villaumites are added in retort, in LED light source
200.6g chlorine is passed through under irradiation, 6h is reacted at 115 DEG C, obtain to benzyl dichloride content being 75wt% to benzyl dichloride reaction solution；
(2) separate：
Benzyl dichloride reaction solution will be added in knockout drum, layered shaping will be carried out at 85 DEG C, upper solution will return to reaction
Proceed reaction in tank, lower floor's solution is to benzyl dichloride crude product；
(3) refine：
Benzyl dichloride crude product will be added in rectifying column, rectification under vacuum will be carried out under 8mmHg, collect 150-155 DEG C of cut,
124.86g is obtained to benzyl dichloride, content is 99.05%, fusing point is 99.1-100.6 DEG C.
Embodiment 3
Synthesis technique to benzyl dichloride is as follows：
(1) react：
By 100g paraxylene and 0.5g 1- butyl -2,3- methylimidazole villaumites are added in retort, in LED light source
267.5g chlorine is passed through under irradiation, 3h is reacted at 120 DEG C, obtain to benzyl dichloride content being 80wt% to benzyl dichloride reaction solution；
(2) separate：
Benzyl dichloride reaction solution will be added in knockout drum by the overfall of retort, layered shaping is carried out at 80 DEG C,
Upper solution proceeds reaction in returning to retort, and lower floor's solution is to benzyl dichloride crude product；
(3) refine：
Benzyl dichloride crude product will be added in rectifying column, rectification under vacuum will be carried out under 8mmHg pressure, collect 150-155 DEG C
Cut, obtains 133.12g to benzyl dichloride, and content is 99.1%, and fusing point is 99.5-100.6 DEG C.
Claims (4)
1. a kind of synthesis technique to benzyl dichloride, it is characterised in that：Comprise the following steps：
(1) react：
Paraxylene and ionic-liquid catalyst are mixed, being then passed through chlorine to it under LED light source irradiation is carried out instead
Should, obtain to benzyl dichloride reaction solution；
The ionic-liquid catalyst is 1- dodecyl -3- methylimidazole villaumites or 1- butyl -2,3- methylimidazole villaumites, ion
Liquid catalyst consumption is the 1 ‰ -5 ‰ of paraxylene quality；Reaction temperature is 110-120 DEG C, and the reaction time is 3-10h；It is right
Content in benzyl dichloride reaction solution to benzyl dichloride is 70-80wt%；Paraxylene is 1 with the mol ratio of chlorine:1.3-2.0；
(2) separate：
Benzyl dichloride reaction solution will be added in knockout drum carries out cooling separation, obtains to benzyl dichloride crude product；
(3) refine：
Benzyl dichloride crude product will be added in rectifying column carries out rectification under vacuum, collects cut and obtains to benzyl dichloride.
2. the synthesis technique to benzyl dichloride according to claim 1, it is characterised in that：Cooling temperature is 85- in step (2)
90℃。
3. the synthesis technique to benzyl dichloride according to claim 1, it is characterised in that：In step (3) during vacuum distillation
Vacuum is 8mmHg.
4. the synthesis technique to benzyl dichloride according to claim 1, it is characterised in that：Received during vacuum distillation in step (3)
The cut temperature for integrating is 150-155 DEG C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510932940.9A CN105384595B (en) | 2015-12-14 | 2015-12-14 | To the synthesis technique of benzyl dichloride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510932940.9A CN105384595B (en) | 2015-12-14 | 2015-12-14 | To the synthesis technique of benzyl dichloride |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105384595A CN105384595A (en) | 2016-03-09 |
| CN105384595B true CN105384595B (en) | 2017-06-20 |
Family
ID=55417429
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510932940.9A Active CN105384595B (en) | 2015-12-14 | 2015-12-14 | To the synthesis technique of benzyl dichloride |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105384595B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108409528A (en) * | 2018-01-31 | 2018-08-17 | 青岛和兴精细化学有限公司 | A kind of new process prepared using novel reaction equipment to benzyl dichloride |
| CN112142552A (en) * | 2019-06-26 | 2020-12-29 | 张家港九力新材料科技有限公司 | Method for preparing p-dichlorobenzyl through ultraviolet light induced catalysis |
| CN110734357A (en) * | 2019-12-10 | 2020-01-31 | 江苏环保产业技术研究院股份公司 | benzyl chloride and its derivative preparing process |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1948245A (en) * | 2006-04-14 | 2007-04-18 | 浙江巍华化工有限公司 | Method of producing chlorobenzyl by photochlorination |
| CN104230653A (en) * | 2014-09-22 | 2014-12-24 | 潜江新亿宏有机化工有限公司 | Manufacturing technology of p-xylylene dichloride |
| CN104402698A (en) * | 2014-10-29 | 2015-03-11 | 柳州丰康泰科技有限公司 | 2-(4-methylphenyl)propionic acid syntehsis method |
-
2015
- 2015-12-14 CN CN201510932940.9A patent/CN105384595B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1948245A (en) * | 2006-04-14 | 2007-04-18 | 浙江巍华化工有限公司 | Method of producing chlorobenzyl by photochlorination |
| CN104230653A (en) * | 2014-09-22 | 2014-12-24 | 潜江新亿宏有机化工有限公司 | Manufacturing technology of p-xylylene dichloride |
| CN104402698A (en) * | 2014-10-29 | 2015-03-11 | 柳州丰康泰科技有限公司 | 2-(4-methylphenyl)propionic acid syntehsis method |
Non-Patent Citations (1)
| Title |
|---|
| 氯化烷基咪唑: 一种氯气吸收及氯化反应的媒介;施沈一等;《有机化学》;20111231;第31卷(第2期);227～230 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105384595A (en) | 2016-03-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105384595B (en) | To the synthesis technique of benzyl dichloride | |
| CN102363604B (en) | Industrialized production method for methyl p-tolyl sulfone | |
| CN104844556A (en) | Method for continuously preparing vinylene carbonate by tubular reactor | |
| CN103012026B (en) | Bromination reaction method | |
| CN104744423B (en) | A kind of process of continuous prodution vinylene carbonate | |
| CN107915631B (en) | Post-treatment method for continuously synthesizing 4-chloroacetoacetic acid methyl ester | |
| CN112430180A (en) | Process system and process for preparing chloropinacolone | |
| CN106699511A (en) | Method for recycling inorganic/organic matters from glycerin chlorination distillate | |
| CN103086870A (en) | Novel process for producing trichloro-acetic chloride | |
| CN104262227B (en) | A method of preparing (S) -1- (2- chloracetyls) pyrrolidines -2- formonitrile HCNs | |
| CN107417720B (en) | A kind of ammonia amination legal system takes O, the production technology of O- dimethyl thiophosphoryl amide | |
| CN103450245A (en) | Method for preparing ketoxime silane | |
| CN109694309A (en) | The method that chloroethanes is prepared by chlorination reaction byproduct hydrogen chloride | |
| CN105294392B (en) | To the preparation method of benzyl dichloride | |
| CN107652172A (en) | A kind of ultra-violet absorber UV 531 synthetic method | |
| CN105061177B (en) | A kind of preparation method of 10,10-- dimethyl anthrone | |
| CN105348036B (en) | To the continuous production processes and device of benzyl dichloride | |
| CN103553884B (en) | Method for preparing trifluoromethoxybenzene | |
| CN102120717B (en) | Method for producing trichloromethoxybenzene by using chlorobenzene as solvent | |
| CN103739516A (en) | Method for synthesizing adiponitrile by isomerization liquid of 2-methyl-3-crotononitrile | |
| CN105503942A (en) | Continuous production method for triethyl phosphite | |
| CN107540531A (en) | A kind of method that adjacent chlorine cyclohexanone is prepared using cyclohexanone by-product light oil | |
| CN105294391B (en) | Between benzyl dichloride synthesis technique | |
| CN109678647A (en) | A kind of preparation method of high-purity 1- chlorine normal butane | |
| CN105503516B (en) | Between benzyl dichloride continuous production processes and device |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| CB02 | Change of applicant information |
Address after: Double Yang Zichuan District 255190 Shandong city of Zibo Province Applicant after: Shandong Kaisheng New Materials Co.,Ltd. Address before: Double Yang Zichuan District 255190 Shandong city of Zibo Province Applicant before: SHANDONG KAISHENG NEW MATERIALS CO., LTD. |
|
| CB02 | Change of applicant information | ||
| CB03 | Change of inventor or designer information |
Inventor after: Xue Juqiang Inventor after: Zhang Liang Inventor after: Han Nannan Inventor after: Shi Yufei Inventor after: Sun Fengchun Inventor after: Zhang Shanmin Inventor after: Bi Yixia Inventor after: Zhang Taiming Inventor after: Xie Shengbin Inventor after: Sun Qingmin Inventor after: Wang Ronghai Inventor after: Li Guanghui Inventor before: Xue Juqiang Inventor before: Sun Fengchun Inventor before: Zhang Shanmin Inventor before: Bi Yixia Inventor before: Zhang Taiming Inventor before: Xie Shengbin |
|
| CB03 | Change of inventor or designer information | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |