CN1374286A - Process of extracting cyclohexandiol from cyclohexane oxidizing side product - Google Patents
Process of extracting cyclohexandiol from cyclohexane oxidizing side product Download PDFInfo
- Publication number
- CN1374286A CN1374286A CN 01106938 CN01106938A CN1374286A CN 1374286 A CN1374286 A CN 1374286A CN 01106938 CN01106938 CN 01106938 CN 01106938 A CN01106938 A CN 01106938A CN 1374286 A CN1374286 A CN 1374286A
- Authority
- CN
- China
- Prior art keywords
- cyclohexanediol
- water
- extracting
- cyclohexandiol
- oil
- 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention is the method of extracting cyclohexandiol from cyclohexane oxidizing side products light oil and X oil. The present invention features that the bottom material after light oil deep processing or X oil is coarse sorted to separate cyclohexandiol material, the cyclohexandiol material is then dissolved with water and extracting assistant and organic hydrocarbon extracted to eliminate organic impurity, and the water phase after being extracted is processed through concentration, crystallization, centrifugal separation and drying to obtain trans-1-, 12-cyclohexandiol with purity over 99% at the yield over 90%.
Description
The present invention relates to extract in a kind of cyclohexane oxidation by product lightweight oil and the X oil method of cyclohexanediol.
Cyclohexane oxidation is produced pimelinketone, and in the technology of hexalin, rectifying is mainly isolated light component (lightweight oil) and two kinds of by products of heavy component (X oil).Usually, in X oil, contain the cyclohexanediol of 5-15%, and lightweight oil further also can produce a certain amount of mixing solutions that contains cyclohexanediol in the course of processing.
Industrial chemicals had both been wasted in the processing that acts as a fuel usually of this cyclohexanediol mixture, had also caused the certain environment pollution.
It is reported the domestic report that cyclohexanediol research is just arranged recently.Chinese patent application numbers 98112735.5 is mentioned a kind of method that reclaims cyclohexanediol, and the rate of recovery only is 80%, and application number 98112736.3 is mentioned a kind of method by epoxy cyclohexane synthesizing cyclohexane 1 glycol.And external research for cyclohexanediol, being confined to the tetrahydrobenzene is starting raw material synthesizing cyclohexane 1 glycol, and this class synthetic route is very complicated, and cost height, yield are low, also will use expensive synthetic catalyst, and Shang Weijian is about extracting the report of cyclohexanediol from the cyclohexane oxidation by product.
The object of the present invention is to provide a kind of method of extracting cyclohexanediol from cyclohexane oxidation by product lightweight oil and X oil, yield can reach more than 90%.Reach the dual purpose of comprehensive utilization and environment protection.
The present invention is achieved in that and earlier X oil is distilled, the still material of (its cyclohexanediol content is greater than 10%) is as raw material after material section that cut ring hexylene glycol content is higher or the deep processing of employing lightweight oil, add the water of its raw material total amount 50-100% and the extraction auxiliary agent of 0.5-1 ‰, it extracts auxiliary agent can be polyoxyethylene glycol, quaternary amine, alkylsulfonate etc., at 40-70 ℃ of following thorough mixing, extract wherein cyclohexanediol.Get the layering water of above-mentioned technology gained, the organic hydrocarbon solvent that adds cyclohexanediol total amount 15-25%, its organic hydrocarbon solvent can be a 200# solvent oil hexanaphthene, benzene, toluene, dimethylbenzene etc., organic impurity in the aqueous phase extracted, through telling water behind the standing demix once more, wherein cyclohexanediol content is 35-45%, increase to 60-85% after concentrating, under 20-35 ℃ of condition, cool off then, crystallization, technology such as centrifugation and drying, obtain cyclohexanediol purity greater than 99% product, and mother liquid obtained in centrifugal separation processes, be added in the initial step and recycle.
The present invention have reclaim that technology is simple, less investment, production cost be relatively low, reclaims product cyclohexanediol purity height, can reach more than 99%, add extract auxiliary agent after, increased cyclohexanediol solubleness in water, total yield can be reached more than 90%.Except that the higher cyclohexanediol product of recovery value effectively, do not produce secondary pollution.Extract then fully dissolving and do not influence the quality of cyclohexanediol in the mother liquor of auxiliary agent, reusable basically.
Embodiment 1:
Cyclohexane oxidation by-product X oil is after distillation is handled, get its cyclohexanediol content and reach 12.5% material 2000ml adding 1000ml water and 0.8g polyoxyethylene glycol-400, be heated to 55 ℃, thorough mixing, standing demix is removed oil phase after half an hour, and residue water weight is 1242g, wherein cyclohexanediol is 230g, this water is added the 180g200# solvent oil extract organic impurity down in normal temperature.Go out water through standing demix again, reach 65% through being concentrated into cyclohexanediol concentration, cooling, crystallization, centrifugation, obtain containing wet cyclohexanediol 162g (water-content is 2.5%), get cyclohexanediol product 157g after drying, product appearance: white powdery crystallization, gas phase gas spectrum analysis: cyclohexanediol content is 99.66%.Melting range is measured: 102.8-104.5 ℃, the centrifugal separation processes gained separates mother liquor 192g, can be recycled; Extraction agent 200# solvent oil recycles after refining.
Embodiment 2:
Cyclohexane oxidation by product lightweight oil is after extracting Pentyl alcohol, epoxy cyclohexane, and its still liquid gets thick cyclohexanediol through cooling, centrifugation.Get this crude product 500g (containing oil phase 2-3%, cyclohexanediol content＞90%), in 50 ℃ of hot water of 300ml, stir, dissolve.Leave standstill half an hour then, tell oil phase 15g, water 783g.Add the extraction of 170g200# solvent oil normal temperature in aqueous phase, tell water through standing demix, be concentrated into cyclohexanediol content and reach 68%, cooling, crystallization, centrifugation, drying, get product 297g (once through yield is 66%), product quality analysis: cyclohexanediol content is 99.4%, and molten journey is measured: 102.5-105.1 ℃.
The mother liquid obtained 345g of centrifugal separation processes can be recycled, and extraction agent 200# solvent oil recycles after refining.
Claims (3)
1, a kind of method of from the cyclohexane oxidation by product, extracting cyclohexanediol, it is characterized in that cyclohexane oxidation by product X olein fraction from the cyclohexanediol material more than needed that obtains, or be raw material greater than 10% still material with its cyclohexanediol content after the lightweight oil deep processing, adopt water and extract auxiliary agent dissolving cyclohexanediol, remove organic impurity with the method for organic hydrocarbon aqueous phase extracted again, its technological process is:
A. in getting raw material, add total amount and be equivalent to the water of the 50-100% of cyclohexanediol content in the raw material and the extraction auxiliary agent of 0.5-1 ‰, stir fully dissolving down in 40-70 ℃, leave standstill and tell water, remove organic impurity through the organic hydrocarbon extracting substances of water total amount 15%-25% again;
B. will the water after extraction treatment dewater concentrated, through the water of concentration, crystallisation by cooling under 20-35 ℃ of condition, centrifugation then, drying promptly get cyclohexanediol.
2, according to claims 1 described method, it is characterized in that: the extraction auxiliary agent of adding is a tensio-active agent.As polyoxyethylene glycol, quaternary amine, alkylsulfonate etc.
3, method according to claim 1 and 2 is characterized in that: the organic hydrocarbon material that is used for extraction treatment is solvent oil, hexanaphthene, benzene, toluene or dimethylbenzene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 01106938 CN1374286A (en) | 2001-03-13 | 2001-03-13 | Process of extracting cyclohexandiol from cyclohexane oxidizing side product |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 01106938 CN1374286A (en) | 2001-03-13 | 2001-03-13 | Process of extracting cyclohexandiol from cyclohexane oxidizing side product |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1374286A true CN1374286A (en) | 2002-10-16 |
Family
ID=4655895
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 01106938 Pending CN1374286A (en) | 2001-03-13 | 2001-03-13 | Process of extracting cyclohexandiol from cyclohexane oxidizing side product |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1374286A (en) |
-
2001
- 2001-03-13 CN CN 01106938 patent/CN1374286A/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101328119B (en) | Synthetic process of methyl acetate and apparatus thereof | |
| CN100447118C (en) | Extractive distillation separation method of normal hexane and methylcyclopentane | |
| CN102229586B (en) | Preparation method for alpha-acetyl-gamma-butyrolactone | |
| CN102675176A (en) | Method for producing caprolactam by taking high-purity benzene as raw material | |
| CN101481307A (en) | Method for separating acetic acid and sec-butyl acetate from reaction products | |
| CN203923057U (en) | Improved Butanol Recycling device | |
| CN113214039B (en) | Extractive distillation process for separating ternary complex azeotropic mixture cyclohexane/normal propyl alcohol/water | |
| CN1793114B (en) | Process for producing cyclohexanone oxime | |
| CN106008186B (en) | A kind of separation method of isopropanol, acetone and water mixed solution | |
| CN112441929B (en) | Method for separating mixture of diisopropylamine and ethanol by azeotropic distillation | |
| CN105461517A (en) | Method for extracting and purifying 4-cumylphenol from phenolic tar | |
| US4346241A (en) | Process for recovering ethanol from dilute aqueous solutions employing liquid extraction media | |
| CN114436883B (en) | Method for recovering N, N-dimethylacetamide from multi-element solution system | |
| CN1374286A (en) | Process of extracting cyclohexandiol from cyclohexane oxidizing side product | |
| JPS5826825A (en) | Manufacture of tar base containing methylnaphthalene and indole | |
| CN105348046A (en) | Method for recycling 4-cumylphenol from phenolic tar | |
| CN113735797B (en) | Extracting agent for extracting, rectifying and purifying dimethyl oxalate, preparation method thereof and purifying method of dimethyl oxalate | |
| EP4058411A1 (en) | A process for working up water containing 4,4'-dichlorodiphenyl sulfoxide and/or 4,4'-dichlorodiphenyl sulfone as impurities | |
| CN213416720U (en) | Furanol molecule rectification purification device | |
| CN110724041B (en) | Separation method of glycerol monomethyl ether reaction mixed liquid | |
| CA1121829A (en) | Continuous manufacture of allyl diglycol carbonate | |
| CN107814687A (en) | A kind of synthetic method to chlorophenethylol | |
| CN1253939A (en) | Method for recovering resorcitol from cyclohexane oxidation by-product | |
| US4562264A (en) | Process for the recovery of five-membered ring dicarboxylic acid anhydrides | |
| JPH0625033A (en) | Production of ethyl alcohol |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |