CN103289072A - Burning rate catalyst containing ferrocenyl derivative - Google Patents
Burning rate catalyst containing ferrocenyl derivative Download PDFInfo
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- CN103289072A CN103289072A CN2013101921930A CN201310192193A CN103289072A CN 103289072 A CN103289072 A CN 103289072A CN 2013101921930 A CN2013101921930 A CN 2013101921930A CN 201310192193 A CN201310192193 A CN 201310192193A CN 103289072 A CN103289072 A CN 103289072A
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Abstract
The invention provides a burning rate catalyst containing a ferrocenyl derivative. The catalyst has at least one monomer of a radical in cationic polymerization; ethanol, wherein the molar ratio of the radical in cationic polymerization in a polymerizable composition and ethanol is 6:1; ferrocenium (Cp)2FeX, wherein Cp is unsubstituted cyclopentadienyl and X is an anion which is tri-(fluorinated alkyl sulfonyl) methide, di-(fluorinated alkyl sulfonyl) imide, tri-(fluorinated aryl sulfonyl) methide, tetra-(fluorinated aryl) borate, alkyl sulfonate, fluorinated alkyl sulfonate, aryl sulfonate, fluorinated aryl sulfonate or a metal or non-metal complex containing halogens. The catalyst has the characteristic of good effect.
Description
Technical field
The present invention relates to a kind of burningrate catalyst that contains ferrocene deriv.
Background technology
Traditional to dye fast catalyst effect general, therefore needs a kind of new effective burningrate catalyst badly.
Summary of the invention
For these reasons, the present invention proposes a kind of burningrate catalyst that contains ferrocene deriv, and it is effective, specifically realizes by the following technical solutions:
A kind of burningrate catalyst that contains ferrocene deriv, it comprises: the monomer with group of at least a cationically polymerizable; Ethanol, wherein the mol ratio of the group of the cationically polymerizable in the polymerisable composition and ethanol is 6: 1; And ferrocene salt (Cp) 2FeX; Wherein Cp is unsubstituted cyclopentadienyl; With X be negatively charged ion; it is three-(fluorinated alkyl alkylsulfonyl) methides; two-(fluorinated alkyl alkylsulfonyl) imides; three-(fluoro aryl alkylsulfonyl) methides, four-(fluoro aryl) borates, alkyl azochlorosulfonate; the fluorinated alkyl sulfonate radical; the aryl sulfonic acid root, fluoro aryl sulfonate radical, or halogen-containing metal or nonmetallic title complex.
Embodiment
Embodiment 1
Prepare Ferrocenium-derived catalyzer
About 4 hours of the 0.005M solution of magnetic agitation hexafluoro-antimonic acid ferrocene in ethanol in air at room temperature.Use Rotary Evaporators to remove volatile component, then with pentane washing black product residue.The vacuum-drying at room temperature of the undissolved part of pentane is spent the night in the product residue, obtains Ferrocenium-derived catalyzer.Catalyzer is kept in the glove box that fills nitrogen.
Embodiment 2-3
With Ferrocenium-derived polymerization catalyst epoxy ERL4221
In filling the glove box of nitrogen, in the bottle of band nut, add the Ferrocenium-derived catalyzer (0.0102g) of Texacar PC (0.0868g) and embodiment 1.After catalyst dissolution is in Texacar PC, ERL4221 (2.01g) is added in the bottle.ERL4221 vacuumizes at first continuously, and recirculation charges into nitrogen to remove air from epoxide in flask.With poly-(tetrafluoroethylene) screw thread thread seal tape and plastic cap sealed bottle, from glove box, take out then.Use model DAC mixing tank (from Dantco Mixers Corp., Paterson, NJ obtains) with about 60 seconds of the mixture in the rotating speed mixing bottle of 3300rpm.Then bottle is put into glove box, and mixture is divided in two bottles.
For embodiment 2, with bottle uncap in filling the glove box of nitrogen.For embodiment 3, another bottle is taken out from glove box, uncap is in the atmosphere of laboratory mixture.The gel formation of monitoring mixture, test are when compressing into the material of bottle with wooden spreader, and mixture is the time when flowing around it no longer, the time when namely the material in the bottle moves in bottle with a kind of gelinite.The gel formation time that records among the embodiment 2 is greater than 35 minutes.The gel formation time that records among the embodiment 3 is about 8 minutes.
Embodiment 4-5
With Ferrocenium-derived polymerization catalyst epoxy EPON828
In filling the glove box of nitrogen, in the bottle of band nut, add the Ferrocenium-derived catalyzer (0.0107g) of Texacar PC (0.0804g) and embodiment 1.After catalyst dissolution is in Texacar PC, EPON828 (2.05g) is added in the bottle.EPON828 vacuumizes at first continuously, and recirculation charges into nitrogen to remove air from epoxide in flask.With poly-(tetrafluoroethylene) thread seal tape and plastic cap sealed bottle, from glove box, take out then.Use the DAC mixing tank with about 60 seconds of the mixture in the rotating speed mixing bottle of 3300rpm.Bottle is put into glove box, and mixture is divided in two shallow aluminium dish.
For embodiment 4, a plate is placed the glove box that fills nitrogen, be heated to 100 ℃ of temperature at hot plate.For embodiment 5, when with plate when hot plate is heated to 100 ℃ of temperature, another plate is taken out from glove box, and mixture is in the atmosphere of laboratory.Press described in the embodiment 2-3 gel formation of monitoring mixture.The gel formation time of measuring among the embodiment 4 is about 5 minutes.The gel formation time of measuring among the embodiment 5 is about 5 minutes.
Embodiment 6-7
With Ferrocenium-derived polymerization catalyst epoxy CELLOXIDE2081
[0113] in filling the glove box of nitrogen, in the bottle of band nut, adds the Ferrocenium-derived catalyzer (0.010g) of Texacar PC (0.063g) and embodiment 1.After catalyst dissolution is in Texacar PC, CELLOXIDE2081 (2.00g) is added in the bottle.CELLOXIDE2081 vacuumizes at first continuously, and recirculation charges into nitrogen to remove air from epoxide in flask.With poly-(tetrafluoroethylene) thread seal tape and plastic cap sealed bottle, from glove box, take out then.Use the DAC mixing tank with about 60 seconds of the mixture in the rotating speed mixing bottle of 3300rpm.Bottle is put into glove box, and mixture is divided in two bottles.
For embodiment 6, with bottle uncap in filling the glove box of nitrogen.For embodiment 7, another bottle is taken out from glove box, uncap is in the atmosphere of laboratory mixture.It is described to press embodiment 2-3, the gel formation of monitoring mixture.Gel formation time among the embodiment 6 was determined as greater than 100 minutes.Gel formation time among the embodiment 7 was determined as about 10 minutes.
Embodiment 8-9
With Ferrocenium-derived polymerization catalyst epoxy VIKOFLEX9080
In filling the glove box of nitrogen, in the bottle of band nut, add the Ferrocenium-derived catalyzer (0.0103g) of Texacar PC (0.068g) and embodiment 1.After catalyst dissolution is in Texacar PC, VIKOFLEX9080 (1.98g) is added in the bottle.VIKOFLEX9080 vacuumizes at first continuously, and recirculation charges into nitrogen to remove air from epoxide in flask.With poly-(tetrafluoroethylene) thread seal tape and plastic cap sealed bottle, from glove box, take out then.Use the DAC mixing tank with about 60 seconds of the mixture in the rotating speed mixing bottle of 3300rpm.Bottle is put into glove box, and mixture is divided in two bottles.
For embodiment 8, with bottle uncap in filling the glove box of nitrogen.For embodiment 9, another bottle is taken out from glove box, uncap is in the atmosphere of laboratory mixture.It is described to press embodiment 2-3, the gel formation of monitoring mixture.Gel formation time among the embodiment 8 was determined as greater than 48 hours.Gel formation time among the embodiment 9 was determined as about 24 hours.
Embodiment 10
Ferrocenium-derived polymerization catalyst epoxy ERL4221 with original position formation
In filling the glove box of nitrogen, in the bottle of band nut, add Texacar PC (0.055g) and hexafluoro-antimonic acid ferrocene (0.010g).After ferrocene salt is dissolved in the Texacar PC, the mixture (epoxide and alcohol mixture gross weight 2.0g) of 0.36wt.% ethanol in ERL4221 is added in the bottle.ERL4221 is vacuumized at first continuously, and recirculation charges into nitrogen to remove air from epoxide in flask.With poly-(tetrafluoroethylene) thread seal tape and plastic cap sealed bottle, from glove box, take out then.Use the DAC mixing tank with about 60 seconds of the mixture in the rotating speed mixing bottle of 3300rpm.
Bottle is put into glove box, and divide in two bottles (for embodiment 10 and comparative example 1) with mixture.For embodiment 10, bottle is taken out from glove box, uncap is in the atmosphere of laboratory mixture.It is described to press embodiment 2-3, the gel formation of monitoring mixture.Gel formation time among the embodiment 10 was determined as about 30 minutes.
Claims (1)
1. burningrate catalyst that contains ferrocene deriv, it comprises: the monomer with group of at least a cationically polymerizable; Ethanol, wherein the mol ratio of the group of the cationically polymerizable in the polymerisable composition and ethanol is 6: 1; And ferrocene salt (Cp)
2FeX; Wherein Cp is unsubstituted cyclopentadienyl; With X be negatively charged ion; it is three-(fluorinated alkyl alkylsulfonyl) methides; two-(fluorinated alkyl alkylsulfonyl) imides; three-(fluoro aryl alkylsulfonyl) methides, four-(fluoro aryl) borates, alkyl azochlorosulfonate; the fluorinated alkyl sulfonate radical; the aryl sulfonic acid root, fluoro aryl sulfonate radical, or halogen-containing metal or nonmetallic title complex.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013101921930A CN103289072A (en) | 2013-05-22 | 2013-05-22 | Burning rate catalyst containing ferrocenyl derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013101921930A CN103289072A (en) | 2013-05-22 | 2013-05-22 | Burning rate catalyst containing ferrocenyl derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103289072A true CN103289072A (en) | 2013-09-11 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2013101921930A Pending CN103289072A (en) | 2013-05-22 | 2013-05-22 | Burning rate catalyst containing ferrocenyl derivative |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002000758A1 (en) * | 2000-06-26 | 2002-01-03 | 3M Innovative Properties Company | Accelerators useful for energy polymerizable compositions |
| CN1950420A (en) * | 2004-05-10 | 2007-04-18 | 3M创新有限公司 | Ferrocenium-derived catalyst for cationically polymerizable monomers |
-
2013
- 2013-05-22 CN CN2013101921930A patent/CN103289072A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002000758A1 (en) * | 2000-06-26 | 2002-01-03 | 3M Innovative Properties Company | Accelerators useful for energy polymerizable compositions |
| CN1950420A (en) * | 2004-05-10 | 2007-04-18 | 3M创新有限公司 | Ferrocenium-derived catalyst for cationically polymerizable monomers |
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Application publication date: 20130911 |