CN105001613A - Method for preparing polyethylene glycol and butyl titanate compound - Google Patents
Method for preparing polyethylene glycol and butyl titanate compound Download PDFInfo
- Publication number
- CN105001613A CN105001613A CN201510291781.9A CN201510291781A CN105001613A CN 105001613 A CN105001613 A CN 105001613A CN 201510291781 A CN201510291781 A CN 201510291781A CN 105001613 A CN105001613 A CN 105001613A
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- CN
- China
- Prior art keywords
- organic solvent
- polyethylene glycol
- mixture
- butyl titanate
- polyoxyethylene glycol
- 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.)
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- -1 butyl titanate compound Chemical class 0.000 title claims abstract description 31
- 238000000034 method Methods 0.000 title claims abstract description 15
- 239000002202 Polyethylene glycol Substances 0.000 title abstract description 10
- 229920001223 polyethylene glycol Polymers 0.000 title abstract description 10
- 239000000203 mixture Substances 0.000 claims abstract description 26
- 239000003960 organic solvent Substances 0.000 claims abstract description 25
- 238000003756 stirring Methods 0.000 claims abstract description 12
- 238000007605 air drying Methods 0.000 claims abstract description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 42
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 20
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 15
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 15
- 229920000151 polyglycol Polymers 0.000 claims description 13
- 239000010695 polyglycol Substances 0.000 claims description 13
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 8
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 3
- 238000003828 vacuum filtration Methods 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000243 solution Substances 0.000 abstract 2
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000009776 industrial production Methods 0.000 abstract 1
- 239000011259 mixed solution Substances 0.000 abstract 1
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 11
- 238000001291 vacuum drying Methods 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000012752 auxiliary agent Substances 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 229960004756 ethanol Drugs 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 229960003511 macrogol Drugs 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229920002593 Polyethylene Glycol 800 Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012767 functional filler Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-dimethylbenzene Natural products CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229940093429 polyethylene glycol 6000 Drugs 0.000 description 1
- 229940085675 polyethylene glycol 800 Drugs 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
Landscapes
- Processes Of Treating Macromolecular Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The method discloses a method for preparing a polyethylene glycol and butyl titanate compound, and belongs to the field of auxiliary synthesis. The method includes the steps that a certain amount of polyethylene glycol is dissolved into anhydrous organic solvent to prepare a solution, the appropriate amount of butyl titanate is evenly dispersed into the polyethylene glycol solution in an ultrasonic or stirring mode, the mixed solution stands for 3-72 h so that organic solvent can volatilize naturally, and then water and residual organic solvent in the mixture are completely removed through the methods such as vacuum filtering and forced air drying to obtain the waxy or powdery polyethylene glycol and butyl titanate compound. The method for preparing the polyethylene glycol and butyl titanate compound is easy to operate and meets the requirement of industrial production, and the polyethylene glycol and butyl titanate compound is easy to produce in batches by means of the method.
Description
Technical field
The present invention relates to the preparation method of the mixture of a kind of polyoxyethylene glycol and butyl (tetra) titanate, belong to auxiliary agent synthesis field.
Background technology
Polyoxyethylene glycol (PEG) is the chain-like structure with linear (relative molecular weight 5000-30000) or branching (relative molecular weight is 40000-60000) that ethane via epoxyethane is polymerized, and the molecular formula of linear polyethylene glycol is H-(O-CH2-CH2)
n-OH.Polyoxyethylene glycol is neutral, nontoxic and has the high molecular polymer of unique physico-chemical property and good biocompatibility, also be one of the synthetic polymer through FDA approval, not only have good water-soluble, also can be dissolved in the organic solvents such as methylene dichloride, dimethyl formamide, benzene and ethanol.Polyoxyethylene glycol has excellent oilness, moisture retention, dispersiveness, static resistance etc., all has and apply very widely in the industries such as makeup, pharmacy, chemical fibre, rubber, plastics, papermaking, paint, plating, agricultural chemicals, intermetallic composite coating and food-processing.
Butyl (tetra) titanate can be dissolved in multiple organic solvent, easy hydrolysis, can be used for the modification tamanori manufacturing metal-rubber-plastics material, transesterification reaction, condensation catalyst, also can be used as linking agent, high-strength polyester paint properties-correcting agent, high-temperature resistant coating additive, environment-friendly plasticizer and medical adhesive etc.
Polyoxyethylene glycol has terminal hydroxy group, there is higher chemical reactivity, be easy to react with butyl (tetra) titanate formation mixture, gained mixture combines the structure and function of polyoxyethylene glycol and titanic acid ester, be expected to as multi-functional filler or auxiliary agent, the modification of the goods such as application of paint, plastics, rubber and fiber, but all also do not see identical product or product in current document He on market.
Summary of the invention
The object of this invention is to provide the preparation method of the mixture of a kind of polyoxyethylene glycol and butyl (tetra) titanate.
The object of the invention is to be realized by following principle: first a certain amount of polyoxyethylene glycol is dissolved in anhydrous organic solvent and makes solution, then appropriate butyl (tetra) titanate is evenly spread in polyglycol solution by modes such as ultrasonic or stirrings, mixing solutions being left standstill 3-72 hour again makes organic solvent naturally volatilize, remove moisture in mixture and residual organic solvent completely finally by the method such as vacuum filtration, forced air drying, the wax-like or polyoxyethylene glycol of powdery and the mixture of butyl (tetra) titanate can be obtained.
The mean polymerisation degree of polyoxyethylene glycol of the present invention is 5-2000, and the ratio of the amount of substance of polyoxyethylene glycol and butyl (tetra) titanate is 0.5:1-4:1, and organic solvent used is dehydrated alcohol, methylene dichloride, N`N`-dimethyl formamide, benzene etc.
Feature of the present invention is a kind of novel complexes that this auxiliary agent is obtained by the organic composite of two kinds of reactants, and this mixture has the function of polyoxyethylene glycol and butyl (tetra) titanate concurrently.Meanwhile, the operating process that the present invention prepares polyoxyethylene glycol and butyl (tetra) titanate mixture is comparatively simple, is easy to batch production, meets industrial requirement.The mixture of the polyoxyethylene glycol that the present invention obtains and butyl (tetra) titanate is wax-like or powdery, easily and polymkeric substance and other fillers or auxiliary agent Homogeneous phase mixing, very easy to use.The solubleness of the mixture that the present invention obtains in the organic solvents such as water, ethanol, acetone, tetrahydrofuran (THF) is less, is less likely to occur migration in goods use procedure, thus can long-term role.
Embodiment
Example 1
First the poly(oxyethylene glycol) 400 of 0.5 mole is dissolved in dehydrated alcohol and makes solution, then by 1 mole of tetrabutyl titanate dispersed with stirring in polyglycol solution, 3 hours are left standstill by room temperature uncovered for mixture, again by the organic solvent that vacuum-drying removes moisture wherein completely and dissociates, powdered product can be obtained.
Example 2
First the poly(oxyethylene glycol) 400 of 0.5 mole is dissolved in methylene dichloride and makes solution, then by 1 mole of tetrabutyl titanate ultrasonic disperse in polyglycol solution, 12 hours are left standstill by room temperature uncovered for mixture, again by the organic solvent that vacuum-drying removes moisture wherein completely and dissociates, powdered product can be obtained.
Example 3
First the poly(oxyethylene glycol) 400 of 1 mole is dissolved in dehydrated alcohol and makes solution, then by 1 mole of tetrabutyl titanate ultrasonic disperse in polyglycol solution, 24 hours are left standstill by room temperature uncovered for mixture, again by the organic solvent that vacuum-drying removes moisture wherein completely and dissociates, powdered product can be obtained.
Example 4
First the poly(oxyethylene glycol) 400 of 2 moles is dissolved in dehydrated alcohol and makes solution, then by 1 mole of tetrabutyl titanate dispersed with stirring in polyglycol solution, 36 hours are left standstill by room temperature uncovered for mixture, remove moisture and free organic solvent completely by vacuum-drying again, can wax-like products be obtained.
Example 5
First the polyethylene glycol-800 of 1 mole is dissolved in dehydrated alcohol and makes solution, then by 1 mole of tetrabutyl titanate dispersed with stirring in polyglycol solution, 24 hours are left standstill by room temperature uncovered for mixture, again by the organic solvent that vacuum-drying removes moisture wherein completely and dissociates, powdered product can be obtained.
Example 6
First 1 mole of polyethylene glycol 6000 is dissolved in dehydrated alcohol and makes solution, then by 1 mole of tetrabutyl titanate dispersed with stirring in polyglycol solution, 28 hours are left standstill by room temperature uncovered for mixture, again by the organic solvent that vacuum-drying removes moisture wherein completely and dissociates, powdered product can be obtained.
Example 7
First the Macrogol 2000 of 1 mole is dissolved in dehydrated alcohol and makes solution, then by 1 mole of tetrabutyl titanate dispersed with stirring in polyglycol solution, 24 hours are left standstill by room temperature uncovered for mixture, again by the organic solvent that vacuum-drying removes moisture wherein completely and dissociates, powdered product can be obtained.
Example 8
First 4 moles of polyethylene glycol 6000s are dissolved in dehydrated alcohol and make solution, then by 1 mole of tetrabutyl titanate dispersed with stirring in polyglycol solution, 72 hours are left standstill by room temperature uncovered for mixture, again by the organic solvent that vacuum-drying removes moisture wherein completely and dissociates, wax-like products can be obtained.
Example 9
First 3 moles of polyethylene glycol 6000s are dissolved in dehydrated alcohol and make solution, then by 1 mole of tetrabutyl titanate dispersed with stirring in polyglycol solution, 36 hours are left standstill by room temperature uncovered for mixture, again by the organic solvent that vacuum-drying removes moisture wherein completely and dissociates, wax-like products can be obtained.
Example 10
First the Macrogol 3000 of 4 moles is dissolved in dehydrated alcohol and makes solution, then by 1 mole of tetrabutyl titanate dispersed with stirring in polyglycol solution, 48 hours are left standstill by room temperature uncovered for mixture, again by the organic solvent that vacuum-drying removes moisture wherein completely and dissociates, wax-like products can be obtained.
Example 11
First the poly(oxyethylene glycol) 400 of 0.5 mole is dissolved in dehydrated alcohol and makes solution, then by 1 mole of tetrabutyl titanate dispersed with stirring in polyglycol solution, 24 hours are left standstill by room temperature uncovered for mixture, again by the organic solvent that forced air drying removes moisture wherein completely and dissociates, powdered product can be obtained.
Claims (4)
1. prepare the method for the mixture of polyoxyethylene glycol and butyl (tetra) titanate for one kind, it is characterized in that first a certain amount of polyoxyethylene glycol being dissolved in anhydrous organic solvent making solution, then by appropriate butyl (tetra) titanate by ultrasonic or stir and be distributed in polyglycol solution, then mixing solutions being left standstill 3-72 hour makes organic solvent naturally volatilize, remove moisture in mixture and residual organic solvent completely by vacuum filtration or forced air drying again, the wax-like or polyoxyethylene glycol of powdery and the mixture of butyl (tetra) titanate can be obtained.
2. method according to claim 1, is characterized in that the mean polymerisation degree of polyoxyethylene glycol of the present invention is 5-2000.
3. method according to claim 1, is characterized in that the ratio of the amount of substance of polyoxyethylene glycol and butyl (tetra) titanate is 0.5:1-4:1.
4. method according to claim 1, is characterized in that organic solvent used is dehydrated alcohol, methylene dichloride, N`N`-dimethyl formamide and benzene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510291781.9A CN105001613A (en) | 2015-05-30 | 2015-05-30 | Method for preparing polyethylene glycol and butyl titanate compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510291781.9A CN105001613A (en) | 2015-05-30 | 2015-05-30 | Method for preparing polyethylene glycol and butyl titanate compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105001613A true CN105001613A (en) | 2015-10-28 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510291781.9A Pending CN105001613A (en) | 2015-05-30 | 2015-05-30 | Method for preparing polyethylene glycol and butyl titanate compound |
Country Status (1)
| Country | Link |
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| CN (1) | CN105001613A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114210368A (en) * | 2021-11-18 | 2022-03-22 | 江西威科油脂化学有限公司 | Liquid phase catalyst and synthetic method for synthesizing erucamide by liquid phase catalysis |
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2015
- 2015-05-30 CN CN201510291781.9A patent/CN105001613A/en active Pending
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114210368A (en) * | 2021-11-18 | 2022-03-22 | 江西威科油脂化学有限公司 | Liquid phase catalyst and synthetic method for synthesizing erucamide by liquid phase catalysis |
| CN114210368B (en) * | 2021-11-18 | 2023-06-20 | 江西威科油脂化学有限公司 | Liquid phase catalyst and method for synthesizing erucamide by liquid phase catalysis |
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Application publication date: 20151028 |