CN104557469A - Method for efficiently reducing 2-chloro-3,5-xylenol - Google Patents
Method for efficiently reducing 2-chloro-3,5-xylenol Download PDFInfo
- Publication number
- CN104557469A CN104557469A CN201410813249.4A CN201410813249A CN104557469A CN 104557469 A CN104557469 A CN 104557469A CN 201410813249 A CN201410813249 A CN 201410813249A CN 104557469 A CN104557469 A CN 104557469A
- Authority
- CN
- China
- Prior art keywords
- chloro
- xylenols
- reductase
- efficient
- xylenol
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
Abstract
The invention discloses a method for efficiently reducing 2-chloro-3,5-xylenol and aims at providing a method used for efficiently reducing 2-chloro-3,5-xylenol and capable of effectively avoiding catalyst poisoning in the process of reducing organic chloro compounds. The method comprises the following steps: adding 2-chloro-3,5-xylenol into a reaction still, respectively adding a supported catalyst, alkaline and water into the reaction still after dissolving the 2-chloro-3,5-xylenol with an organic solvent at the agitating speed of 300-400r/min in the reaction still, controlling the reaction temperature at 50-80DEG C, introducing hydrogen, keeping reaction pressure at 1.5-2.5 Mpa, and reacting for 2-4 h.
Description
Technical field
the present invention relates to a kind of efficient reductase 12-chloro-3, the method for 5 xylenols, belongs to field of fine chemical.
Background technology
4-chloro-3,5-xylenol is a kind of antimildew and antibacterial agent of wide spectrum, to most Gram-positive, negative bacterium, fungi, mould kills effect, it can be used as antimildew and antibacterial agent and is widely used in medical disinfecting or personal-care supplies, as in the antibacterial detergents such as anti-dandruff shampoo, Liquid soap, soap and other sanitary product.Also the industrial circles such as glue, coating, paint, weaving, leather, papermaking can be used for as sanitas and mould inhibitor.
In the middle of the industrial production of CDMP, consider for energy consumption, cost etc., under the reaction conditions of optimum, inevitably have part side reaction occur, namely there is the generation of the chloro-MX of the 2-of about 10%, add production cost.In the middle of production in the past, be all that chloro-for 2-MX is proposed, in the middle of another reactor, add the obtained chloro-MX of 2,4-bis-of SULPHURYL CHLORIDE sell as another product beyond CDMP.Produce 2, although the chloro-MX of 4-bis-is a kind of method more effectively processing by product, be not suitable for considering of market and cost etc. instantly.Now the by product of about 10% and the chloro-MX of 2-are proposed, hydrogenating reduction, then return autoclave reaction and make it to be converted into CDMP thus improve transformation efficiency, saved resource, reduced cost.But in the middle of the process that organochlorine is reduced for thing, the intoxicating phenomenon of catalyzer, the rate that is reduced of chloro thing not high is a difficult problem always.
Summary of the invention
The object of this invention is to provide in the middle of process that a kind of organochlorine is reduced for thing, effectively avoid the poisoning of catalyzer, efficient reductase 12-chloro-3, the method for 5 xylenols.
A kind of efficient reductase 12-chloro-3 of the present invention, the method of 5 xylenols, following step is adopted to be achieved: by chloro-for 2-3,5-xylenol add to reactor under the stir speed (S.S.) of 300-400r/min with organic solvent dissolution after, respectively to adding loaded catalyst, alkali and water in reactor, control temperature of reaction 50 ~ 80 DEG C and pass into hydrogen to make reaction pressure maintain 1.5 ~ 2.5Mpa, reaction 2 ~ 4 h.
Adopt technique scheme, catalyzer is selected with the Pd metal catalyst taking gac as carrier: wherein, and mass percentage is 5%, and the mass percentage of water is 59.5%; The mass ratio of the chloro-MX of 2-and catalyzer is 10: 1; Described alkali is preferably Na
2cO
3, the chloro-MX of 2-and Na
2cO
3the ratio of amount of substance be 1:2, the add-on of water is for making described Na
2cO
3dissolve completely.
In sum, the invention has the beneficial effects as follows: due at present in the industry in actual production process when non-alkali liquor adds, 2-chloro-3, the transformation efficiency of 5-xylenol hydrogenation is lower, and adopt technical solutions according to the invention: alkali add the phenomenon that can stop poisoning of catalyst, the introducing of water can ionize the inorganic salt of generation completely, makes it the inactivation that catalyzer is caused on the non-cohesive surface at catalyzer.Suitable raising temperature and pressure can make speed of reaction accelerate, and transformation efficiency is promoted.
Embodiment
Below in conjunction with embodiment, the present invention will be further described:
Embodiment one:
The chloro-MX of 78g 2-is added, 400ml methanol solution, 7.8g loaded catalyst (weight in wet base), 26g Na in 1L autoclave
2cO
3, 100mlH
2o, rotating speed of agitator 350r/min, pass into hydrogen and reach total pressure 2Mpa at 50 ~ 60 DEG C, reaction 3h, and reaction terminates, and takes out reaction solution, reclaims catalyzer.Through gas chromatographic analysis, in product, the content of MX is 96%.
Embodiment two:
The chloro-MX of 78g 2-is added, 400ml methanol solution, 7.8g loaded catalyst (weight in wet base), 26g Na in 1L autoclave
2cO
3, 100mlH
2o, rotating speed of agitator 350r/min, pass into hydrogen and reach total pressure 2Mpa at 40 ~ 50 DEG C, reaction 3h, and reaction terminates, and takes out reaction solution, reclaims catalyzer.Through gas chromatographic analysis, in product, the content of MX is 86%.
Embodiment three:
The chloro-MX of 78g 2-is added, 400ml methanol solution, 7.8g loaded catalyst (weight in wet base), 26g Na in 1L autoclave
2cO
3, 100mlH
2o, rotating speed of agitator 350r/min, pass into hydrogen and reach total pressure 2Mpa at 60 ~ 70 DEG C, reaction 3h, and reaction terminates, and takes out reaction solution, reclaims catalyzer.Through gas chromatographic analysis, in product, the content of MX is 91%.
Claims (7)
1. efficient reductase 12-chloro-3, the method of 5 xylenols, it is characterized in that adopting following steps: by chloro-for 2-3,5-xylenol add to reactor under the stir speed (S.S.) of 300-400r/min with organic solvent dissolution after, respectively to adding loaded catalyst, alkali and water in reactor, control temperature of reaction 50 ~ 80 DEG C and pass into hydrogen to make reaction pressure maintain 1.5 ~ 2.5Mpa, reaction 2 ~ 4 h.
2. the efficient reductase 12 of one according to claim 1-chloro-3, the method for 5 xylenols, is characterized in that: described catalyzer is take gac as the Pd metal catalyst of carrier.
3. the efficient reductase 12 of one according to claim 2-chloro-3, the method for 5 xylenols, is characterized in that: in described catalyzer, the mass percentage of Pd is 5%, and the mass percentage of water is 59.5%.
4. the efficient reductase 12 of one according to claim 1-chloro-3, the method for 5 xylenols, is characterized in that: the mass ratio of the chloro-MX of 2-and catalyzer is 10: 1.
5. the efficient reductase 12 of one according to claim 1-chloro-3, the method for 5 xylenols, is characterized in that: described alkali is Na
2cO
3.
6. a kind of efficient reductase 12-chloro-3 according to claim 1 or 5, the method for 5 xylenols, is characterized in that: the chloro-MX of 2-and Na
2cO
3the ratio of amount of substance be 1:2.
7. the efficient reductase 12 of one according to claim 6-chloro-3, the method for 5 xylenols, is characterized in that: the add-on of water is for making described Na
2cO
3dissolve completely.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410813249.4A CN104557469A (en) | 2014-12-24 | 2014-12-24 | Method for efficiently reducing 2-chloro-3,5-xylenol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410813249.4A CN104557469A (en) | 2014-12-24 | 2014-12-24 | Method for efficiently reducing 2-chloro-3,5-xylenol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104557469A true CN104557469A (en) | 2015-04-29 |
Family
ID=53074654
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410813249.4A Pending CN104557469A (en) | 2014-12-24 | 2014-12-24 | Method for efficiently reducing 2-chloro-3,5-xylenol |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104557469A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113429263A (en) * | 2020-08-10 | 2021-09-24 | 安徽润衍科技有限公司 | Device for hydrogenation reduction of 2-chloro-3, 5-dimethylphenol by solvent-free method and use method |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5177268A (en) * | 1992-04-06 | 1993-01-05 | Engelhard Corporation | Hydrodehalogenation of aromatic compounds |
| WO2005063663A1 (en) * | 2003-12-19 | 2005-07-14 | Lanxess Deutschland Gmbh | Method for the hydrodehalogenation of halogenated meta-cresols |
| CN101348420A (en) * | 2008-09-12 | 2009-01-21 | 湖南利洁生物化工有限公司 | Hydrogenation dehalogenation method of halogenated alkyl phenol coumpound |
-
2014
- 2014-12-24 CN CN201410813249.4A patent/CN104557469A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5177268A (en) * | 1992-04-06 | 1993-01-05 | Engelhard Corporation | Hydrodehalogenation of aromatic compounds |
| WO2005063663A1 (en) * | 2003-12-19 | 2005-07-14 | Lanxess Deutschland Gmbh | Method for the hydrodehalogenation of halogenated meta-cresols |
| CN101348420A (en) * | 2008-09-12 | 2009-01-21 | 湖南利洁生物化工有限公司 | Hydrogenation dehalogenation method of halogenated alkyl phenol coumpound |
Non-Patent Citations (2)
| Title |
|---|
| 周世伟，等: "水介质中催化剂Raney Ni催化2-氯酚加氢脱氯", 《环境化学》 * |
| 周昊，等: "Raney Ni催化4一氯酚加氢脱氯研究", 《烟台大学学报(自然科学与工程版)》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113429263A (en) * | 2020-08-10 | 2021-09-24 | 安徽润衍科技有限公司 | Device for hydrogenation reduction of 2-chloro-3, 5-dimethylphenol by solvent-free method and use method |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB0605512D0 (en) | Fabric treatment composition and process for preparation thereof | |
| CN103819375B (en) | A kind of synthetic method of high-purity solid Sodium Dimethyldithiocarbamate | |
| Sun et al. | Pretreatment by NaOH swelling and then HCl regeneration to enhance the acid hydrolysis of cellulose to glucose | |
| CN104003865A (en) | Method for catalytic oxidation of 1,2-propylene glycol at normal pressure | |
| CN104557469A (en) | Method for efficiently reducing 2-chloro-3,5-xylenol | |
| CN105214651A (en) | A kind of preparation method of the ozone catalyst for the process of cold-rolled steel sheet leveling precision | |
| CN103204830B (en) | A kind of cinnamic method of catalyzed oxidation | |
| WO2020248483A1 (en) | Preparation process of stearate | |
| CN106693960A (en) | Supported palladium catalyst for synthesizing 1,4-cyclohexanedicarboxylic acid | |
| CN105906797A (en) | Pentadecane (ene) naphthalenediol polyoxyethylene ether sulfo succinate monoester disodium salt and preparation method and application thereof | |
| Lee et al. | Solvent-free direct preparation of dichloropropanol from glycerol and hydrochloric acid gas in the presence of H3PMo12− XWXO40 catalyst and/or water absorbent | |
| CN103058190B (en) | Harmlessness treatment method for freon | |
| CN102863541A (en) | Method for producing sodium carboxymethylcellulose | |
| CN101185443B (en) | Process for producing chlorine dioxide used for treating water | |
| CN102304053A (en) | Preparation method for synthesizing naphthylamine by catalytic hydrogenation | |
| CN102850196A (en) | Method for preparing natural benzaldehyde by cinnamyl aldehyde or cinnamon oil | |
| CN102276733A (en) | Method for preparing ethyl cellulose with high degree of substitution | |
| CN101658687A (en) | Formula of nontoxic efficient formaldehyde eliminating solution and production method thereof | |
| CN102091622A (en) | Catalyst for liquid phase hydrogenation of chloronitrobenzene and preparation method thereof | |
| CN105925308A (en) | Catalytic pressurized bubbling method for producing chlorinated paraffin | |
| CN105461511A (en) | Preparation of 1,2-pentanediol through oxidative hydrolysis of alpha-amylene | |
| Li et al. | Elucidating reaction mechanisms in the oxidative depolymerization of sodium lignosulfonate for enhancing vanillin production: A Density Functional Theory study | |
| CN104447381A (en) | Synthesis method of N, N-dimethylformamide | |
| CN107913709A (en) | A kind of preparation method of silver catalyst | |
| CN102363595B (en) | Method for removing catalyst surface impurities in production of sodium gluconate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 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: 20150429 |
|
| RJ01 | Rejection of invention patent application after publication |