CN1081666A - The production method of Polyethylene glycol dimethyl ether - Google Patents

The production method of Polyethylene glycol dimethyl ether Download PDF

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Publication number
CN1081666A
CN1081666A CN92108731A CN92108731A CN1081666A CN 1081666 A CN1081666 A CN 1081666A CN 92108731 A CN92108731 A CN 92108731A CN 92108731 A CN92108731 A CN 92108731A CN 1081666 A CN1081666 A CN 1081666A
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Prior art keywords
dimethyl ether
glycol dimethyl
polyethylene glycol
production method
organic
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CN92108731A
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CN1032811C (en
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李新民
朱国华
何同仁
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Hangzhou Chemical And Engineering Institute
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Hangzhou Chemical And Engineering Institute
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Publication of CN1032811C publication Critical patent/CN1032811C/en
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Expired - Fee Related legal-status Critical Current

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    • Y02P20/121

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The one-step process for producing of a kind of organic physical solvent Polyethylene glycol dimethyl ether (NHD solvent), in reactor, drop into many ethylene glycol, sodium hydroxide, organic reaction medium, its mol ratio is 1: 2~5: 0.5~8, logical halomethane (maintenance 0.01~0.6MPa) or the methyl-sulfate of adding, at 30~90 ℃, make abundant reaction; Separate Polyethylene glycol dimethyl ether CH 3-(OCH 2CH 2) x-OCH 3, X=2~9 wherein, molecular-weight average M=150~300.
The present invention have technology simple, safe, energy-conservation, produce advantages such as flexible, can require produce to the difference of molecular weight product according to the user, the product of producing with this law can be used for removing sour gas and has obvious effect.This product still a kind of fine chemicals can be used for light textile printing and dyeing, daily-use chemical industry, organic synthesis, printing ink paint etc.

Description

The production method of Polyethylene glycol dimethyl ether
The present invention relates to a kind of production method of the acyclic or organic physical solvent Polyethylene glycol dimethyl ether of isocyclic compound.
Polyethylene glycol dimethyl ether CH 3-(OCH 2CH 2) X-OCH 3Be a kind of lurid liquid, have advantages such as good, the no burn into of chemical stability is nontoxic, specific heat is low, steam forces down, viscosity is little, the regeneration heat dissipation is little, it is used for the gas sweetening of synthetic ammonia and hydrogen feedstock gas, town gas, Sweet natural gas and makes absorption agent, and sulfide and the carbonic acid gas that removes in the gas had obvious effect.When X=3~9, external trade(brand)name Selexol, X=2~9 o'clock, domestic title NHD solvent.Selexol has two kinds of production methods at present: (A) disclose a kind of sodium alkoxide method in US 3737392 documents, be that the reaction of oxyethane and methyl alcohol generates many ethylene glycol monomethyl ethers, generate many ethylene glycol monomethyl ether sodium with sodium Metal 99.5 and the reaction of many ethylene glycol monomethyl ethers then, carry out the methyl-etherified reaction with methyl chloride again and generate Polyethylene glycol dimethyl ether, formula as follows
Figure 921087314_IMG1
(B) disclose another kind of many ethylene glycol monomethyl ethers acetal hydrogenolysis method in G.B 1500020 documents: many ethylene glycol monomethyl ethers of promptly going up method generate acetal intermediates with formaldehyde reaction earlier, intermediate and hydrogen thermal degradation in the presence of special catalyzer generates Polyethylene glycol dimethyl ether and many ethylene glycol monomethyl ethers, formula as follows
More than two kinds of its weak points of producer legal system Polyethylene glycol dimethyl ether be:
(1) A, B two methods need more oxyethane and A method to need expensive sodium Metal 99.5, and raw materials cost is higher.
(2) use sodium Metal 99.5 in the A method reaction process, use hydrogen in the B method reaction process, sodium Metal 99.5 and hydrogen is safety inadequately all.
(3) the processing requirement height of A, B two methods, the temperature greater energy consumption is bigger, and pressure requires height to equipment and material more greatly, and the reaction times is also longer.
The processing condition of A, B two methods
Figure 921087314_IMG2
The objective of the invention is to provide for the deficiency that overcomes above-mentioned technology a kind of raw material cost that is easy to get low, technology is simple and safe, and temperature of reaction is low, pressure is low, the production method of a kind of single stage method system Polyethylene glycol dimethyl ether that the reaction times is short.
The present invention realizes by following method.The present invention is characterized in that in reactor dropping into many ethylene glycol, sodium hydroxide, organic reaction medium, its mol ratio be 1: 2~5: 0.5~8 logical add halomethane keep (0.01~0.6MPa) or methyl-sulfate and 30~90 ℃, make abundant reaction; Separate Polyethylene glycol dimethyl ether CH 3-(OCH 2CH 2) x-OCH 3, X=2-9 molecular-weight average M=150~300 wherein, the organic reaction medium can be benzene,toluene,xylene or Polyethylene glycol dimethyl ether, halomethane can be methyl chloride, monobromethane, methyl iodide.Adopt many ethylene glycol of different molecular weight can obtain the different molecular weight polyethylene glycol dme.
It reacts formula as follows
2NaOH, 2 halomethanes or methyl-sulfate, organic reaction medium
With method production Polyethylene glycol dimethyl ether of the present invention, technology is simple and safe; Raw material is easy to get; Temperature of reaction, reaction pressure are low, and the reaction times is short, and is energy-conservation; Can be according to the different requirements of user to molecular weight product, produce neatly, the Polyethylene glycol dimethyl ether of producing is all different with raw material and the method for making of external Selexol, and effect is similar, this product is a kind of fine chemicals still, can be used for light textile printing and dyeing, daily-use chemical industry, organic synthesis, printing ink paint etc.
Fig. 1 is the production method schematic flow sheet of Polyethylene glycol dimethyl ether of the present invention.
Embodiment 1, with many ethylene glycol (M=250) 417.5 grams, and 1047.5 milliliters of sodium hydroxide 357.5 grams and benzene, drop in the reactor, drip 380 milliliters of methyl-sulfates down at 40~60 ℃, through 6 hours, get Polyethylene glycol dimethyl ether 373.3 gram molecular-weight average M=282 after the separation, its chemical constitution:
Weight %
Diethylene glycol dimethyl ether 0.69
Triethylene glycol dme 8.28
Tetraethyleneglycol dimethyl ether 21.46
Five ethylene glycol dme 24.82
Six glycol dimethyl ethers 20.09
Seven glycol dimethyl ethers 13.77
Eight glycol dimethyl ethers 7.59
Nine glycol dimethyl ethers 2.75
Embodiment 2.After logical nitrogen chlorine carries out leak test, with 3.5 kilograms of many ethylene glycol (M=159), 2.7 kilograms in sodium hydroxide, 8.6 kilograms of benzene drop in the reactor, the logical methyl chloride that adds makes reaction keep 0.01~0.6MPa, temperature is 30~90 ℃, through 4 hours, separate 3.2 kilograms of Polyethylene glycol dimethyl ether, its molecular-weight average M=196, its chemical constitution:
Weight %
Diethylene glycol dimethyl ether 4.51
Triethylene glycol dme 52.66
Tetraethyleneglycol dimethyl ether 40.30
Five ethylene glycol dme 2.43
Embodiment 3.After logical nitrogen chlorine carries out leak test, with 10 kilograms of many ethylene glycol (M=250), 4.5 kilograms in sodium hydroxide, in 89 kilograms of input reactors of Polyethylene glycol dimethyl ether, the logical methyl chloride that adds makes reaction keep 0.01~0.6MPa, temperature be 30~90 ℃ through 5 hours, separate 9.9 kilograms of Polyethylene glycol dimethyl ether, M=260, its chemical constitution:
Weight %
Diethylene glycol dimethyl ether 0.91
Triethylene glycol dme 13.04
Tetraethyleneglycol dimethyl ether 27.17
Five ethylene glycol dme 26.41
Six glycol dimethyl ethers 19.97
Seven glycol dimethyl ethers 9.53
Eight glycol dimethyl ethers 2.47

Claims (3)

1, a kind of production method of organic physical solvent Polyethylene glycol dimethyl ether, it is characterized in that in reactor, dropping into many ethylene glycol, sodium hydroxide, the organic reaction medium, its mol ratio is 1: 2~5: 0.5~8, the logical halomethane that adds (keeps 0.01~0.6MPa) or methyl-sulfate, at 30~90 ℃, make abundant reaction; Separate Polyethylene glycol dimethyl ether CH 3-(OH 2CH 2) X-OCH 3, X=2~9 wherein, molecular-weight average M=150~300.
2,, it is characterized in that described organic medium is benzene,toluene,xylene or Polyethylene glycol dimethyl ether according to the production method of the described organic physical solvent Polyethylene glycol dimethyl ether of claim 1.
3,, it is characterized in that described halomethane is a methyl chloride according to the production method of the described organic physical solvent Polyethylene glycol dimethyl ether of claim 1.
CN92108731A 1992-07-30 1992-07-30 Production method for polyglycol dimethyl ether Expired - Fee Related CN1032811C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN92108731A CN1032811C (en) 1992-07-30 1992-07-30 Production method for polyglycol dimethyl ether

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN92108731A CN1032811C (en) 1992-07-30 1992-07-30 Production method for polyglycol dimethyl ether

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CN1081666A true CN1081666A (en) 1994-02-09
CN1032811C CN1032811C (en) 1996-09-18

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100376528C (en) * 2006-03-22 2008-03-26 王亚 Method for producing polyglycol dimethyl ether
CN102172436A (en) * 2011-03-08 2011-09-07 安徽淮化股份有限公司 NHD (polyethylene glycol dimethyl ether) desulfurization and decarburization condensate recovery method and system
CN110183313A (en) * 2019-06-27 2019-08-30 河北迈太特化工有限公司 A kind of preparation method of diethylene glycol dimethyl ether
CN112624910A (en) * 2021-01-13 2021-04-09 河南红东方化工股份有限公司 Production method of diethylene glycol dimethyl ether

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100376528C (en) * 2006-03-22 2008-03-26 王亚 Method for producing polyglycol dimethyl ether
CN102172436A (en) * 2011-03-08 2011-09-07 安徽淮化股份有限公司 NHD (polyethylene glycol dimethyl ether) desulfurization and decarburization condensate recovery method and system
CN110183313A (en) * 2019-06-27 2019-08-30 河北迈太特化工有限公司 A kind of preparation method of diethylene glycol dimethyl ether
CN112624910A (en) * 2021-01-13 2021-04-09 河南红东方化工股份有限公司 Production method of diethylene glycol dimethyl ether

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