CN104974112A - o-alkoxy cyclohexanol glycidyl ether and synthetic method thereof - Google Patents
o-alkoxy cyclohexanol glycidyl ether and synthetic method thereof Download PDFInfo
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- CN104974112A CN104974112A CN201510311928.6A CN201510311928A CN104974112A CN 104974112 A CN104974112 A CN 104974112A CN 201510311928 A CN201510311928 A CN 201510311928A CN 104974112 A CN104974112 A CN 104974112A
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- ZWAJLVLEBYIOTI-UHFFFAOYSA-N C1CC2OC2CC1 Chemical compound C1CC2OC2CC1 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/27—Condensation of epihalohydrins or halohydrins with compounds containing active hydrogen atoms
- C07D301/28—Condensation of epihalohydrins or halohydrins with compounds containing active hydrogen atoms by reaction with hydroxyl radicals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/24—Ethers with hydroxy compounds containing no oxirane rings with polyhydroxy compounds
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Abstract
The invention discloses an o-alkoxy cyclohexanol glycidyl ether and a synthetic method thereof. The synthetic method includes: subjecting o-alkoxy cyclohexanol with epichlorohydrin to a ring-opening reaction under acidic catalyst, then conducting a ring closure reaction on the reaction product and an inorganic base, so as to obtain the o-alkoxy cyclohexanol glycidyl ether. The o-alkoxy cyclohexanol glycidyl ether provided by the invention has never been reported, and has unique performance; and the synthetic method for the o-alkoxy cyclohexanol glycidyl ether is easy to control the contents of organic chlorine and epoxy value in the product.
Description
Technical field
The present invention relates to a kind of o-alkoxyl hexalin glycidyl ether and synthetic method thereof.
Background technology
Epoxy resin diluent refers to and coordinates basic mixed with resin to use, and can reduce curing system viscosity, increase mobility, increase the service life, be convenient to large-area construction; While improving operability, do not affect again a compounds of the fundamental property of cured article.
Divide by functional group, multi-epoxy (containing two or more) and monocycle oxygen can be divided into.Multi-epoxy is generally by binary or polyvalent alcohol (or amine, acid) corresponding synthesis, and the most common with alcohol radical glyceryl ether, and common raw material is as ethylene glycol, propylene glycol, hexylene glycol, cyclohexanediol, tetramethylolmethane, glycidyl ether that phthalic acid is corresponding.Monocycle oxygen is by the corresponding synthesis of monohydroxy-alcohol (or amine, acid), and the most common with alcohol radical glyceryl ether, glycidyl ether as corresponding in propyl alcohol, butanols, amylalcohol and phenylcarbinol etc.The preparation method of common glycidyl ether can reference: application number is the patent application document of 200910304479.7 " a kind of glycidyl ethers containing cyclohexyl binary ether alcohol and preparation method thereof " and application number is 200910308796.6 " a kind of method preparing cylohexanediol diglycidyl ether " patent application document etc.
Due to different in kinds such as its snappiness of glycidyl ether of different functional groups, chemical resistant properties and temperature tolerances, so exploitation glycidyl ether product innovation has positive meaning.
Summary of the invention
The object of this invention is to provide a kind of o-alkoxyl hexalin glycidyl ether and synthetic method thereof, this o-alkoxyl hexalin glycidyl ether belongs to monocycle oxygen product, never appears in the newspapers and has unique performance.
To achieve these goals, the invention provides a kind of o-alkoxyl hexalin glycidyl ether, described o-alkoxyl hexalin glycidyl ether is such as formula shown in I:
wherein, R
1for H or the straight or branched alkyl for containing 1-6 carbon, R
2for the straight or branched alkyl containing 1-8 carbon.
Preferably, according to o-alkoxyl hexalin glycidyl ether of the present invention, wherein, described R
1for being selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, isoolefine butyl, sec-butyl, the tertiary butyl, amyl group and hexyl; Described R
2for being selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, sec-butyl, the tertiary butyl, amyl group and hexyl.
The present invention also provides a kind of synthetic method of o-alkoxyl hexalin glycidyl ether, the method comprises: a, the epoxy chloropropane shown in the o-alkoxyl hexalin shown in formula II and formula III is carried out ring-opening reaction under the effect of an acidic catalyst, obtains the compound shown in formula IV; B, the compound shown in formula IV and mineral alkali are carried out ring-closure reaction, obtain such as formula the o-alkoxyl hexalin glycidyl ether shown in I;
wherein, R
1for H or the straight or branched alkyl for containing 1-6 carbon, R
2for the straight or branched alkyl containing 1-8 carbon.
Preferably, according to synthetic method of the present invention, wherein, described R
1for being selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, isoolefine butyl, sec-butyl, the tertiary butyl, amyl group and hexyl; Described R
2for being selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, sec-butyl, the tertiary butyl, amyl group and hexyl.
Preferably, according to synthetic method of the present invention, wherein, described an acidic catalyst is be selected from least one in boron trifluoride ethyl ether complex, boron trifluoride methanol complex compound, boron trifluoride acetonitrile complex compound, boron trifluoride tetrahydrofuran complex compound, fluoroboric acid and boron trifluoride.
Preferably, according to synthetic method of the present invention, wherein, the condition of described ring-opening reaction is: ring-opening reaction temperature is 10-90 DEG C; The mol ratio of described o-alkoxyl hexalin, an acidic catalyst and epoxy chloropropane is 1:(0.0002-0.01): (0.7-1.5).
Preferably, according to synthetic method of the present invention, wherein, the condition of described ring-opening reaction is: ring-opening reaction temperature is 45-75 DEG C; The mol ratio of described o-alkoxyl hexalin, an acidic catalyst and epoxy chloropropane is 1:(0.0006-0.003): (0.8-1.2).
Preferably, according to synthetic method of the present invention, wherein, the mol ratio of described o-alkoxyl hexalin and epoxy chloropropane is 1:(0.7-0.95).
Preferably, according to synthetic method of the present invention, wherein, the method also comprises: the o-alkoxyl hexalin glycidyl ether of step b gained is carried out rectifying or extracts excessive o-alkoxyl hexalin.
Preferably, according to synthetic method of the present invention, wherein, described mineral alkali is be selected from least one in alkali metal hydroxide, alkaline earth metal hydroxides, alkaline carbonate and alkaline earth metal carbonate.
Preferably, according to synthetic method of the present invention, wherein, described mineral alkali is be selected from least one in sodium hydroxide, potassium hydroxide, lithium hydroxide, calcium hydroxide, magnesium hydroxide, sodium carbonate, salt of wormwood and calcium carbonate.
Preferably, according to synthetic method of the present invention, wherein, the condition of described ring-closure reaction is: ring-closure reaction temperature is 0-90 DEG C; The mol ratio of described mineral alkali and described epoxy chloropropane is (0.8-1.2): 1.
Preferably, according to synthetic method of the present invention, wherein, the condition of described ring-closure reaction is: ring-closure reaction temperature is 20-70 DEG C; The mol ratio of described mineral alkali and described epoxy chloropropane is (0.95-1.1): 1.
Preferably, according to synthetic method of the present invention, wherein, the preparation method of described o-alkoxyl hexalin comprises: the epoxide shown in formula V and additional alcohol are carried out etherification reaction under the effect of extra catalyst, obtains the hexalin of o-alkoxyl shown in formula II;
Preferably, according to synthetic method of the present invention, wherein, described extra catalyst is be selected from least one in sulfuric acid, phosphoric acid, nitric acid, resin cation (R.C.), boron trifluoride ethyl ether complex, boron trifluoride methanol complex compound, boron trifluoride acetonitrile complex compound, boron trifluoride tetrahydrofuran complex compound, fluoroboric acid and boron trifluoride.
Preferably, according to synthetic method of the present invention, wherein, the temperature of described etherification reaction is-10 DEG C to 100 DEG C, and the mol ratio of described epoxide, additional alcohol and extra catalyst is 1:(1.5-30): (0.0001-0.01).
Preferably, according to synthetic method of the present invention, wherein, the temperature of described etherification reaction is 20 DEG C to 60 DEG C, and the mol ratio of described epoxide and described additional alcohol and an acidic catalyst is 1:(3-10): (0.0003-0.005).
O-alkoxyl hexalin glycidyl ether provided by the invention is a kind of good epoxide resin reactive diluent, chemically structure is seen, those skilled in the art are easy to know is, compared with existing monocycle oxygen and monoglycidyl ether, this material is except containing except the epoxide group that can react, alicyclic group also not only containing flexible ehter bond but also containing rigidity, weathering resistance, as with butyl glyceryl ether application ratio, after hardening the physical strength of material is significantly improved; With phenylcarbinol glyceryl ether apply more obvious than weathering resistance good.
In addition, adopt method of the present invention to synthesize o-alkoxyl hexalin glycidyl ether, also tool has the following advantages:
1, the catalyzer of etherification reaction and ring-opening reaction can be same acid (preferably fluorine-containing acid), and etherification reaction acid does not only affect the quality product of subsequent reactions, achieves the organic unity of two-step process catalyzer on the contrary;
2, present method is because of the innovation of catalyzer use-pattern, not only energy efficient but also shorten the process time, has both improve epoxide utilization ratio and turn avoid environmental influence because purification o-alkoxyl hexalin causes;
3, be not only convenient to production operation and control cost, and effectively can control the content of organochlorine and the oxirane value of product in product.
Other features and advantages of the present invention are described in detail in embodiment part subsequently.
Embodiment
Below the specific embodiment of the present invention is described in detail.Should be understood that, embodiment described herein, only for instruction and explanation of the present invention, is not limited to the present invention.
The invention provides a kind of o-alkoxyl hexalin glycidyl ether, described o-alkoxyl hexalin glycidyl ether is such as formula shown in I:
wherein, R
1for H or the straight or branched alkyl for containing 1-6 carbon, R
2for the straight or branched alkyl containing 1-8 carbon.
According to o-alkoxyl hexalin glycidyl ether of the present invention, described R
1preferably be selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, isoolefine butyl, sec-butyl, the tertiary butyl, amyl group and hexyl; Described R
2preferably be selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, sec-butyl, the tertiary butyl, amyl group and hexyl.
The present invention also provides a kind of synthetic method of o-alkoxyl hexalin glycidyl ether, the method comprises: a, the epoxy chloropropane shown in the o-alkoxyl hexalin shown in formula II and formula III is carried out ring-opening reaction under the effect of an acidic catalyst, obtains the compound shown in formula IV; B, the compound shown in formula IV and mineral alkali are carried out ring-closure reaction, obtain such as formula the o-alkoxyl hexalin glycidyl ether shown in I;
wherein, R
1for H or the straight or branched alkyl for containing 1-6 carbon, R
2for the straight or branched alkyl containing 1-8 carbon.
According to synthetic method of the present invention, described R
1preferably be selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, isoolefine butyl, sec-butyl, the tertiary butyl, amyl group and hexyl; Described R
2preferably be selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, sec-butyl, the tertiary butyl, amyl group and hexyl.
According to synthetic method of the present invention, the o-alkoxyl hexalin shown in formula II is well-known to those skilled in the art, and such as, O-methoxy hexalin, can be purchased, and also can synthesize.
According to synthetic method of the present invention, described an acidic catalyst can for being selected from least one in boron trifluoride ethyl ether complex, boron trifluoride methanol complex compound, boron trifluoride acetonitrile complex compound, boron trifluoride tetrahydrofuran complex compound, fluoroboric acid and boron trifluoride.
According to synthetic method of the present invention, described ring-opening reaction is well-known to those skilled in the art, and the condition of described ring-opening reaction can be: ring-opening reaction temperature is 10-90 DEG C; The mol ratio of described o-alkoxyl hexalin, an acidic catalyst and epoxy chloropropane is 1:(0.0002-0.01): (0.7-1.5).The condition optimization of described ring-opening reaction is: ring-opening reaction temperature is 45-75 DEG C; The mol ratio of described o-alkoxyl hexalin, an acidic catalyst and epoxy chloropropane is 1:(0.0006-0.003): (0.8-1.2).Further, in order to reduce the content of organochlorine in product, the mol ratio of described o-alkoxyl hexalin and epoxy chloropropane is preferably 1:(0.7-0.95).
According to synthetic method of the present invention, in order to improve the oxirane value of product, the method can also comprise: the o-alkoxyl hexalin glycidyl ether of step b gained is carried out rectifying or extracts excessive o-alkoxyl hexalin.
According to synthetic method of the present invention, described mineral alkali is well-known to those skilled in the art, such as, for being selected from least one in alkali metal hydroxide, alkaline earth metal hydroxides, alkaline carbonate and alkaline earth metal carbonate, can preferably be selected from least one in sodium hydroxide, potassium hydroxide, lithium hydroxide, calcium hydroxide, magnesium hydroxide, sodium carbonate, salt of wormwood and calcium carbonate.
According to synthetic method of the present invention, described ring-closure reaction is well-known to those skilled in the art, and the condition of described ring-closure reaction can be: ring-closure reaction temperature is 0-90 DEG C; The mol ratio of described mineral alkali and described epoxy chloropropane is (0.8-1.2): 1.Be preferably: ring-closure reaction temperature is 20-70 DEG C; The mol ratio of described mineral alkali and described epoxy chloropropane is (0.95-1.1): 1.
According to synthetic method of the present invention, the preparation method of described o-alkoxyl hexalin can comprise: the epoxide shown in formula V and additional alcohol are carried out etherification reaction under the effect of extra catalyst, obtains the hexalin of o-alkoxyl shown in formula II;
According to synthetic method of the present invention, described extra catalyst can for being selected from least one in sulfuric acid, phosphoric acid, nitric acid, resin cation (R.C.), boron trifluoride ethyl ether complex, boron trifluoride methanol complex compound, boron trifluoride acetonitrile complex compound, boron trifluoride tetrahydrofuran complex compound, fluoroboric acid and boron trifluoride.It will be appreciated by persons skilled in the art that described extra catalyst can be identical with an acidic catalyst, also can be different, preferably identical.
According to synthetic method of the present invention, described etherification reaction is well-known to those skilled in the art, the temperature of described etherification reaction can be-10 DEG C to 100 DEG C, and the mol ratio of described epoxide, additional alcohol and extra catalyst can be 1:(1.5-30): (0.0001-0.01).
According to synthetic method of the present invention, the temperature of described etherification reaction can be 20 DEG C to 60 DEG C, and the mol ratio of described epoxide and described additional alcohol and an acidic catalyst can be 1:(3-10): (0.0003-0.005).
To further illustrate the present invention by embodiment below, but the present invention is not therefore subject to any restriction.The present embodiment instrument and reagent, be instrument and the reagent of this area routine if no special instructions.
Embodiment reaction product oxirane value is measured by hydrochloric acid-acetone method (GB/T1677-1981), and in product, the content of organochlorine is measured by " mensuration of epoxy resin and the easy saponification chlorine of related materials " (GB/T4618-1984).
Embodiment 1
The first step, gets 10mol methyl alcohol, 0.002mol boron trifluoride ethyl ether complex joins in reactor, control temperature 50 DEG C ~ 60 DEG C, drips 1mol epoxy cyclohexane and carries out etherification reaction, after rectifying goes out methyl alcohol, generates O-methoxy hexalin.
Second largest step, 0.001mol boron trifluoride ethyl ether complex (be same catalyzer with previous step etherification reaction) added by still material, drips epoxy chloropropane 1mol, and 70 DEG C ~ 75 DEG C reactions 4 ~ 6 hours, ring-opening reaction was complete; Drip containing the heavy % solution of 1.05mol NaOH 30, dropwise between insulation 40 DEG C ~ 50 DEG C and react 4 ~ 5 hours; Ring-closure reaction is complete separates oil phase, and washing oil phase is to neutral, and then distill out light constituent and obtain product O-methoxy hexalin glycidyl ether, be designated as S1, the character of product S1 is as described in Table 1.
Embodiment 2
The technique of etherification reaction and rectifying methanol removal is the same, and it is as follows that the proportioning changing epoxy chloropropane and alkali carries out reaction.
0.001mol boron trifluoride ethyl ether complex added by still material after separation of methanol, drip epoxy chloropropane 0.7mol, 70 DEG C ~ 75 DEG C ring-opening reactions 4 ~ 6 hours, react complete, drip containing the heavy % solution of 0.7mol NaOH50, dropwise between insulation 40 DEG C ~ 50 DEG C and react 4 ~ 5 hours, react complete and separate oil phase, washing oil phase is to neutrality, and then the light constituent such as water of distilling off solvent obtains product O-methoxy hexalin glycidyl ether, be designated as S2, the character of product S2 is as described in Table 1.
Embodiment 3
Etherification reaction, rectifying methanol removal, ring-opening reaction are all identical with embodiment 2 with the technique of ring-closure reaction, and the O-methoxy hexalin that rectifying is excessive, obtain O-methoxy hexalin glycidyl ether, be designated as S3, the character of product S3 is as described in Table 1.
Embodiment 4
The first step, gets 10mol isoolefine butanols, 0.014mol sulfuric acid joins in reactor, control temperature-5 DEG C ~ 5 DEG C, drips 1.5mol 3-propyl group epoxy cyclohexane and carries out etherification reaction, after rectifying goes out methyl alcohol, generates 3-propyl group adjacent isoolefine butoxy hexalin.
Second largest step, 0.001mol boron trifluoride (be same catalyzer with previous step etherification reaction) added by still material, drips epoxy chloropropane 1.25mol, and 30 DEG C ~ 35 DEG C reactions 4 ~ 6 hours, ring-opening reaction was complete; Drip containing the heavy % solution of 1.5mol potassium hydroxide 30, dropwise between insulation 40 DEG C ~ 50 DEG C and react 4 ~ 5 hours; Ring-closure reaction is complete separates oil phase, and washing oil phase is to neutral, and then distill out light constituent and obtain product 3-propyl group adjacent isoolefine butoxy hexalin glycidyl ether, be designated as S4, the character of product S4 is as described in Table 1.
Embodiment 5
The first step, get 10mol Pentyl alcohol, 0.0002mol boron trifluoride methanol complex compound joins in reactor, control temperature 35 DEG C ~ 45 DEG C, drip 0.4mol 2-vinyl epoxy cyclohexane and carry out etherification reaction, after rectifying goes out methyl alcohol, generate the adjacent n-pentyloxy hexalin of 2-vinyl.
Second largest step, 0.0003mol boron trifluoride methanol complex compound added by still material, drips epoxy chloropropane 0.6mol, and 70 DEG C ~ 75 DEG C reactions 4 ~ 6 hours, ring-opening reaction was complete; Drip containing the heavy % solution of 0.48mol sodium carbonate 30, dropwise between insulation 40 DEG C ~ 50 DEG C and react 4 ~ 5 hours; Ring-closure reaction is complete separates oil phase, and washing oil phase is to neutral, and then distill out light constituent and obtain product 2-vinyl adjacent n-pentyloxy hexalin glycidyl ether, be designated as S5, the character of product S5 is as described in Table 1.
Table 1
| Product | Oxirane value (eq/100g) | Content of organic chloride (eq/100g) |
| S1 | 0.40 | 0.006 |
| S2 | 0.36 | 0.002 |
| S3 | 0.51 | 0.003 |
| S4 | 0.31 | 0.006 |
| S5 | 0.32 | 0.005 |
Claims (17)
1. an o-alkoxyl hexalin glycidyl ether, described o-alkoxyl hexalin glycidyl ether is such as formula shown in I:
(formula I),
Wherein, R
1for H or the straight or branched alkyl for containing 1-6 carbon, R
2for the straight or branched alkyl containing 1-8 carbon.
2. o-alkoxyl hexalin glycidyl ether according to claim 1, wherein, described R
1for being selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, isoolefine butyl, sec-butyl, the tertiary butyl, amyl group and hexyl; Described R
2for being selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, sec-butyl, the tertiary butyl, amyl group and hexyl.
3. a synthetic method for o-alkoxyl hexalin glycidyl ether, the method comprises:
A, the epoxy chloropropane shown in the o-alkoxyl hexalin shown in formula II and formula III is carried out ring-opening reaction under the effect of an acidic catalyst, obtain the compound shown in formula IV;
B, the compound shown in formula IV and mineral alkali are carried out ring-closure reaction, obtain such as formula the o-alkoxyl hexalin glycidyl ether shown in I;
(formula II),
(formula III),
(formula IV);
Wherein, R
1for H or the straight or branched alkyl for containing 1-6 carbon, R
2for the straight or branched alkyl containing 1-8 carbon.
4. synthetic method according to claim 3, wherein, described R
1for being selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, isoolefine butyl, sec-butyl, the tertiary butyl, amyl group and hexyl; Described R
2for being selected from the one in methyl, ethyl, vinyl, propyl group, sec.-propyl, propenyl, normal-butyl, isobutyl-, sec-butyl, the tertiary butyl, amyl group and hexyl.
5. synthetic method according to claim 3, wherein, described an acidic catalyst is be selected from least one in boron trifluoride ethyl ether complex, boron trifluoride methanol complex compound, boron trifluoride acetonitrile complex compound, boron trifluoride tetrahydrofuran complex compound, fluoroboric acid and boron trifluoride.
6. synthetic method according to claim 3, wherein, the condition of described ring-opening reaction is: ring-opening reaction temperature is 10-90 DEG C; The mol ratio of described o-alkoxyl hexalin, an acidic catalyst and epoxy chloropropane is 1:(0.0002-0.01): (0.7-1.5).
7. synthetic method according to claim 6, wherein, the condition of described ring-opening reaction is: ring-opening reaction temperature is 45-75 DEG C; The mol ratio of described o-alkoxyl hexalin, an acidic catalyst and epoxy chloropropane is 1:(0.0006-0.003): (0.8-1.2).
8. synthetic method according to claim 3, wherein, the mol ratio of described o-alkoxyl hexalin and epoxy chloropropane is 1:(0.7-0.95).
9. synthetic method according to claim 3, wherein, the method also comprises: the o-alkoxyl hexalin glycidyl ether of step b gained is carried out rectifying or extracts excessive o-alkoxyl hexalin.
10. synthetic method according to claim 3, wherein, described mineral alkali is be selected from least one in alkali metal hydroxide, alkaline earth metal hydroxides, alkaline carbonate and alkaline earth metal carbonate.
11. synthetic methods according to claim 3, wherein, described mineral alkali is be selected from least one in sodium hydroxide, potassium hydroxide, lithium hydroxide, calcium hydroxide, magnesium hydroxide, sodium carbonate, salt of wormwood and calcium carbonate.
12. synthetic methods according to claim 3, wherein, the condition of described ring-closure reaction is: ring-closure reaction temperature is 0-90 DEG C; The mol ratio of described mineral alkali and described epoxy chloropropane is (0.8-1.2): 1.
13. synthetic methods according to claim 12, wherein, the condition of described ring-closure reaction is: ring-closure reaction temperature is 20-70 DEG C; The mol ratio of described mineral alkali and described epoxy chloropropane is (0.95-1.1): 1.
14. synthetic methods according to claim 3, wherein, the preparation method of described o-alkoxyl hexalin comprises:
Epoxide shown in formula V and additional alcohol are carried out etherification reaction under the effect of extra catalyst, obtains the hexalin of o-alkoxyl shown in formula II;
(formula V).
15. synthetic methods according to claim 14, wherein, described extra catalyst is be selected from least one in sulfuric acid, phosphoric acid, nitric acid, resin cation (R.C.), boron trifluoride ethyl ether complex, boron trifluoride methanol complex compound, boron trifluoride acetonitrile complex compound, boron trifluoride tetrahydrofuran complex compound, fluoroboric acid and boron trifluoride.
16. synthetic methods according to claim 14, wherein, the temperature of described etherification reaction is-10 DEG C to 100 DEG C, and the mol ratio of described epoxide, additional alcohol and extra catalyst is 1:(1.5-30): (0.0001-0.01).
17. synthetic methods according to claim 14, wherein, the temperature of described etherification reaction is 20 DEG C to 60 DEG C, and the mol ratio of described epoxide and described additional alcohol and an acidic catalyst is 1:(3-10): (0.0003-0.005).
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| US6211389B1 (en) * | 2000-05-23 | 2001-04-03 | Dexter Corporation | Methods of reducing the chloride content of epoxy compounds |
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2015
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| US6211389B1 (en) * | 2000-05-23 | 2001-04-03 | Dexter Corporation | Methods of reducing the chloride content of epoxy compounds |
| CN101704803A (en) * | 2009-10-26 | 2010-05-12 | 岳阳昌德化工实业有限公司 | Method for preparing cylohexanediol diglycidyl ether |
| CN104072343A (en) * | 2013-03-28 | 2014-10-01 | 岳阳昌德化工实业有限公司 | Method for preparing o-alkoxyphenol from epoxy cyclohexane |
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