CN103865065A - Preparation method of MT resin - Google Patents
Preparation method of MT resin Download PDFInfo
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- CN103865065A CN103865065A CN201410114528.1A CN201410114528A CN103865065A CN 103865065 A CN103865065 A CN 103865065A CN 201410114528 A CN201410114528 A CN 201410114528A CN 103865065 A CN103865065 A CN 103865065A
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- acetic acid
- trifluoromethanesulfonic acid
- reaction vessel
- resin
- silane
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/06—Preparatory processes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/70—Siloxanes defined by use of the MDTQ nomenclature
Abstract
The invention discloses a preparation method of MT resin. The preparation method comprises the following steps: a first step of adding anhydrous methylbenzene, anhydrous alcohol and alkoxy silane in a reaction container, then, under the temperature of 50 DEG C-70 DEGC and under protection of a nitrogen gas, by taking fluorine-containing methylsulfonic acid or fluorine-containing mesylate as a catalyst, dropwise adding acetic acid into the reaction container, so that alkoxy silane reacts with the acetic acid, wherein a molar ratio of the alkoxy silane to the acetic acid is 1:(0.95-1.2); a second step of removing a solvent in the reaction container; and a third step of adding tetramethyl dihydro disiloxane into the reaction container under the temperature of 80 DEG C-100 DEG C, then, dropwise adding acetic acid into the reaction container, and obtaining the MT resin after reacting sufficiently, wherein the molar ratio of the tetramethyl dihydro disiloxane to the alkoxy silane is 1:(0.45-0.55), and the molar ratio of the acetic acid to the alkoxy silane is 1:(0.9-1.2). The method of preparing the MT resin disclosed by the invention is simple, and the prepared MT resin is stable in structure.
Description
Technical field
The present invention relates to a kind of preparation method of MT resin, belong to production of adhesive technical field.
Background technology
In industry member, there are the materials such as epoxy adhesive, rubber adhesive, acrylic resin modified binding agent, polyurethane adhesive applicable to the caking agent on transparent optical element.
The shortcoming of epoxy resin is that anti-yellowing property is poor, and meanwhile, the performance of its cracking resistance and impact is also weak.The shortcoming of rubber adhesive is poor storage stability.Polyurethane adhesive shortcoming is that temperature tolerance is poor, facile hydrolysis under high temperature.The touch-screen that is widely used at present with OCA glue due to cost and price too high, and technique is loaded down with trivial details, has larger limitation.Although silicon gel has good transparency, because of the low binding agent that cannot directly be used as transparent optical element of its viscosity, need to add auxiliary agent to promote the cross-linking density of silicon gel.
Summary of the invention
The object of the invention is to provide a kind of preparation method of MT resin.
For achieving the above object, the technical solution used in the present invention is: a kind of preparation method of MT resin, comprises the following steps:
The first step: add dry toluene, dehydrated alcohol and organoalkoxysilane in reaction vessel, then under 50～70 ℃ of conditions, and under nitrogen protection, take fluorine-containing methylsulfonic acid or fluorine-containing mesylate as catalyzer, to dripping acetic acid in described reaction vessel, described organoalkoxysilane is reacted with described acetic acid; Wherein, described organoalkoxysilane and acetic acid mol ratio is between the two 1 ︰ 0.95～1.2;
Second step: remove the solvent in described reaction vessel;
The 3rd step: under 80～100 ℃ of conditions, add tetramethyl-dihydro base sily oxide in described reaction vessel, and then drip acetic acid in described reaction vessel, fully obtain MT resin after reaction; Wherein, described tetramethyl-dihydro base sily oxide and organoalkoxysilane mol ratio are between the two 1 ︰ 0.45～0.55; Described acetic acid and organoalkoxysilane mol ratio is between the two 1 ︰ 0.9～1.2.
Preferred technical scheme is: described organoalkoxysilane is selected from methyltrimethoxy silane, Union carbide A-162, methyl tripropoxy silane, dimethyldimethoxysil,ne, dimethyldiethoxysilane, ethyl trimethoxy silane, n-propyl Trimethoxy silane, isobutyl-Trimethoxy silane, isobutyl triethoxy silane, n-octyl triethoxyl silane, n-octyl Trimethoxy silane, trimethylammonium methoxy silane, trimethylethoxysilane, trimethylammonium methoxy silane.
Preferred technical scheme is: described fluorine-containing methylsulfonic acid is trifluoromethanesulfonic acid.
Preferred technical scheme is: described fluorine-containing mesylate is selected from that copper trifluoromethanesulfcomposite, silver trifluoromethanesulfonate, trifluoromethanesulfonic acid magnesium, trifluoromethanesulfonic acid zinc, trifluoromethanesulfonic acid are cuprous, trifluoromethanesulfonic acid cerium, trifluoromethanesulfonic acid samarium, trifluoromethanesulfonic acid europium, Ytterbiumtriflate, trifluoromethanesulfonic acid praseodymium, trifluoromethanesulfonic acid lanthanum, trifluoromethanesulfonic acid neodymium, trifluoromethanesulfonic acid erbium, trifluoromethanesulfonic acid dysprosium.
Preferred technical scheme is: after the 3rd EOS, to adding in described reaction vessel with the diacetyl oxide of the amount such as tetramethyl-dihydro base sily oxide to absorb the water generating in the 3rd step.
Because technique scheme is used, the present invention compared with prior art has following advantages and effect:
1, to prepare the method for MT resin simple in the present invention, and the MT resin structure making is stable.
2, the present invention, for full laminating silicon gel caking agent series, can improve the tensile strength of silica gel system.
Accompanying drawing explanation
Accompanying drawing 1 is the infrared spectrum of MT silicone resin.
Accompanying drawing 2 is the nucleus magnetic hydrogen spectrum of MT silicone resin.
Accompanying drawing 3 is the nuclear-magnetism silicon spectrum of MT silicone resin.
Embodiment
Below in conjunction with drawings and Examples, the invention will be further described:
Embodiment mono-: a kind of preparation method of MT resin
A preparation method for MT resin, comprises the following steps:
The first step: add dry toluene, dehydrated alcohol and methyltrimethoxy silane in reaction vessel, then under 50～70 ℃ of conditions, and under nitrogen protection, specifically refer to that reaction vessel is placed under nitrogen atmosphere, temperature condition and nitrogen protection condition are indispensable, then in reaction vessel, first add trifluoromethanesulfonic acid as catalyzer, then make described methyltrimethoxy silane react and make intermediate product with described acetic acid to dripping acetic acid in described reaction vessel; Wherein, described methyltrimethoxy silane and acetic acid mol ratio is between the two 1 ︰ 1.
Second step: remove the solvent in described reaction vessel; Specifically heating evaporation of the method for desolvation.
The 3rd step: under 80～100 ℃ of conditions, in described reaction vessel, add tetramethyl-dihydro base sily oxide, and then drip acetic acid in described reaction vessel, the intermediate product reaction that acetic acid and the first step make generates silicon hydroxyl, and silicon hydroxyl is made MT resin by tetramethyl-dihydro base sily oxide end-blocking; After cooling, washing, distillation, obtain pure MT silicone resin again.Wherein, described tetramethyl-dihydro base sily oxide and methyltrimethoxy silane mol ratio are between the two 1 ︰ 0.5; Described acetic acid and methyltrimethoxy silane mol ratio is between the two 1 ︰ 1.
The simplification two dimensional structure formula of the MT resin making is as follows, does not draw part for repeating silica structure unit.
The simplification of the MT resin making is three-dimensional as follows:
The MT resin spectrogram making is as shown in accompanying drawing 1～3.
In Fig. 1,2965cm
-1the absorption peak of C-H, 1268 cm
-1si-CH
3absorption peak, 1018 cm
-1it is the absorption peak of Si-O-Si.
Embodiment bis-: a kind of preparation method of MT resin
A preparation method for MT resin, comprises the following steps:
The first step: add dry toluene, dehydrated alcohol and dimethyldiethoxysilane in reaction vessel, then under 50～70 ℃ of conditions, and under nitrogen protection, specifically refer to that reaction vessel is placed under nitrogen atmosphere, temperature condition and nitrogen protection condition are indispensable, then in reaction vessel, first add trifluoromethanesulfonic acid zinc as catalyzer, then make described dimethyldiethoxysilane react and make intermediate product with described acetic acid to dripping acetic acid in described reaction vessel; Wherein, described dimethyldiethoxysilane and acetic acid mol ratio is between the two 1 ︰ 1.1.
Second step: remove the solvent in described reaction vessel; Specifically heating evaporation of the method for desolvation.
The 3rd step: under 80～100 ℃ of conditions, in described reaction vessel, add tetramethyl-dihydro base sily oxide, and then drip acetic acid in described reaction vessel, the intermediate product reaction that acetic acid and the first step make generates silicon hydroxyl, and silicon hydroxyl is made MT resin by tetramethyl-dihydro base sily oxide end-blocking.In described reaction vessel, add with the diacetyl oxide of the amounts such as tetramethyl-dihydro base sily oxide to absorb the water generating in the 3rd step.After cooling, washing, distillation, obtain pure MT silicone resin again.Wherein, described tetramethyl-dihydro base sily oxide and dimethyldiethoxysilane mol ratio are between the two 1 ︰ 0.52; Described acetic acid and dimethyldiethoxysilane mol ratio is between the two 1 ︰ 1.05.
Embodiment tri-: a kind of preparation method of MT resin
A preparation method for MT resin, comprises the following steps:
The first step: to the mixture that adds dry toluene, dehydrated alcohol, n-propyl Trimethoxy silane and methyl tripropoxy silane in reaction vessel, n-propyl Trimethoxy silane and methyl tripropoxy silane mass ratio are between the two 1 ︰ 1.Then under 50～70 ℃ of conditions, and under nitrogen protection, specifically refer to that reaction vessel is placed under nitrogen atmosphere, temperature condition and nitrogen protection condition are indispensable, then in reaction vessel, first add trifluoromethanesulfonic acid praseodymium as catalyzer, then make the mixture of described n-propyl Trimethoxy silane and methyl tripropoxy silane react and make intermediate product with described acetic acid to dripping acetic acid in described reaction vessel; Wherein, the mixture of described n-propyl Trimethoxy silane and methyl tripropoxy silane and acetic acid mol ratio are between the two 1 ︰ 1.1.
Second step: remove the solvent in described reaction vessel; Specifically heating evaporation of the method for desolvation.
The 3rd step: under 80～100 ℃ of conditions, in described reaction vessel, add tetramethyl-dihydro base sily oxide, and then drip acetic acid in described reaction vessel, the intermediate product reaction that acetic acid and the first step make generates silicon hydroxyl, and silicon hydroxyl is made MT resin by tetramethyl-dihydro base sily oxide end-blocking.In described reaction vessel, add with the diacetyl oxide of the amounts such as tetramethyl-dihydro base sily oxide to absorb the water generating in the 3rd step.After cooling, washing, distillation, obtain pure MT silicone resin again.Wherein, the mixture of described tetramethyl-dihydro base sily oxide and n-propyl Trimethoxy silane and methyl tripropoxy silane mol ratio is between the two 1 ︰ 0.5; The mixture of described acetic acid and n-propyl Trimethoxy silane and methyl tripropoxy silane mol ratio is between the two 1 ︰ 1.
Embodiment tetra-: a kind of preparation method of MT resin
A preparation method for MT resin, comprises the following steps:
The first step: add dry toluene in reaction vessel, dehydrated alcohol and trimethylethoxysilane, then under 50～70 ℃ of conditions, and under nitrogen protection, specifically refer to that reaction vessel is placed under nitrogen atmosphere, temperature condition and nitrogen protection condition are indispensable, then in reaction vessel, first add Ytterbiumtriflate and copper trifluoromethanesulfcomposite as catalyzer (Ytterbiumtriflate and copper trifluoromethanesulfcomposite mass ratio is between the two 1 ︰ 1), then make described trimethylethoxysilane react and make intermediate product with described acetic acid to dripping acetic acid in described reaction vessel, wherein, described trimethylethoxysilane and acetic acid mol ratio is between the two 1 ︰ 1.1.
Second step: remove the solvent in described reaction vessel; Specifically heating evaporation of the method for desolvation.
The 3rd step: under 80～100 ℃ of conditions, in described reaction vessel, add tetramethyl-dihydro base sily oxide, and then drip acetic acid in described reaction vessel, the intermediate product reaction that acetic acid and the first step make generates silicon hydroxyl, and silicon hydroxyl is made MT resin by tetramethyl-dihydro base sily oxide end-blocking.In described reaction vessel, add with the diacetyl oxide of the amounts such as tetramethyl-dihydro base sily oxide to absorb the water generating in the 3rd step.After cooling, washing, distillation, obtain pure MT silicone resin again.Wherein, described tetramethyl-dihydro base sily oxide and trimethylethoxysilane mol ratio are between the two 1 ︰ 0.55; Described acetic acid and trimethylethoxysilane mol ratio is between the two 1 ︰ 1.
Above-described embodiment is only explanation technical conceive of the present invention and feature, and its object is to allow person skilled in the art can understand content of the present invention and implement according to this, can not limit the scope of the invention with this.All equivalences that spirit is done according to the present invention change or modify, within all should being encompassed in protection scope of the present invention.
Claims (5)
1. a preparation method for MT resin, is characterized in that: comprise the following steps:
The first step: add dry toluene, dehydrated alcohol and organoalkoxysilane in reaction vessel, then under 50～70 ℃ of conditions, and under nitrogen protection, take fluorine-containing methylsulfonic acid or fluorine-containing mesylate as catalyzer, to dripping acetic acid in described reaction vessel, described organoalkoxysilane is reacted with described acetic acid; Wherein, described organoalkoxysilane and acetic acid mol ratio is between the two 1 ︰ 0.95～1.2;
Second step: remove the solvent in described reaction vessel;
The 3rd step: under 80～100 ℃ of conditions, add tetramethyl-dihydro base sily oxide in described reaction vessel, and then drip acetic acid in described reaction vessel, fully obtain MT resin after reaction; Wherein, described tetramethyl-dihydro base sily oxide and organoalkoxysilane mol ratio are between the two 1 ︰ 0.45～0.55; Described acetic acid and organoalkoxysilane mol ratio is between the two 1 ︰ 0.9～1.2.
2. the preparation method of MT resin according to claim 1, it is characterized in that: described organoalkoxysilane is selected from methyltrimethoxy silane, Union carbide A-162, methyl tripropoxy silane, dimethyldimethoxysil,ne, dimethyldiethoxysilane, ethyl trimethoxy silane, n-propyl Trimethoxy silane, isobutyl-Trimethoxy silane, isobutyl triethoxy silane, n-octyl triethoxyl silane, n-octyl Trimethoxy silane, trimethylammonium methoxy silane, trimethylethoxysilane, trimethylammonium methoxy silane.
3. the preparation method of MT resin according to claim 1, is characterized in that: described fluorine-containing methylsulfonic acid is trifluoromethanesulfonic acid.
4. the preparation method of MT resin according to claim 1, is characterized in that: described fluorine-containing mesylate is selected from that copper trifluoromethanesulfcomposite, silver trifluoromethanesulfonate, trifluoromethanesulfonic acid magnesium, trifluoromethanesulfonic acid zinc, trifluoromethanesulfonic acid are cuprous, trifluoromethanesulfonic acid cerium, trifluoromethanesulfonic acid samarium, trifluoromethanesulfonic acid europium, Ytterbiumtriflate, trifluoromethanesulfonic acid praseodymium, trifluoromethanesulfonic acid lanthanum, trifluoromethanesulfonic acid neodymium, trifluoromethanesulfonic acid erbium, trifluoromethanesulfonic acid dysprosium.
5. the preparation method of MT resin according to claim 1, is characterized in that: after the 3rd EOS, in described reaction vessel, add with the diacetyl oxide of the amounts such as tetramethyl-dihydro base sily oxide to absorb the water generating in the 3rd step.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201410114528.1A CN103865065B (en) | 2014-03-26 | 2014-03-26 | A kind of preparation method of MT resin |
| PCT/CN2014/001070 WO2015143592A1 (en) | 2014-03-26 | 2014-12-01 | Method for preparing mt resin |
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| CN201410114528.1A CN103865065B (en) | 2014-03-26 | 2014-03-26 | A kind of preparation method of MT resin |
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| CN103865065B CN103865065B (en) | 2017-01-04 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015143592A1 (en) * | 2014-03-26 | 2015-10-01 | 苏州桐力光电技术服务有限公司 | Method for preparing mt resin |
| CN112708137A (en) * | 2020-08-24 | 2021-04-27 | 惠州市永卓科技有限公司 | Preparation method of low-hydroxyl-content MDT silicone oil with end capped by dimethylvinylsiloxy group |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004073626A2 (en) * | 2003-02-14 | 2004-09-02 | Revlon Consumer Products Corporation | Cosmetic compositions containing siloxane polymers |
| CN102875810A (en) * | 2012-09-29 | 2013-01-16 | 中昊晨光化工研究院有限公司 | Phenyl-containing MT type resin and preparation method thereof |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JPS5966422A (en) * | 1982-10-08 | 1984-04-14 | Japan Synthetic Rubber Co Ltd | Preparation of silicone resin |
| US20060211836A1 (en) * | 2005-03-15 | 2006-09-21 | General Electric Company | Disproportionation of hydridosiloxanes and crosslinked polysiloxane network derived therefrom |
| DE102007055485A1 (en) * | 2007-11-21 | 2009-06-04 | Evonik Goldschmidt Gmbh | Process for the preparation of branched SiH-functional polysiloxanes and their use for the preparation of SiC- and SiOC-linked, branched organomodified polysiloxanes |
| CN101875724B (en) * | 2009-04-30 | 2012-08-08 | 东莞市贝特利新材料有限公司 | Preparation method of phenyl silicone resin |
| CN101891893B (en) * | 2010-07-23 | 2012-01-04 | 深圳市安品有机硅材料有限公司 | Preparation method of phenyl-based hydrogen-based silicone resin for encapsulating LED |
| CN103242531B (en) * | 2013-05-09 | 2015-04-22 | 成都硅宝新材料有限公司 | Preparation method of phenyl hydrogen-containing MT silicone resin |
| CN103865065B (en) * | 2014-03-26 | 2017-01-04 | 苏州桐力光电股份有限公司 | A kind of preparation method of MT resin |
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2014
- 2014-03-26 CN CN201410114528.1A patent/CN103865065B/en active Active
- 2014-12-01 WO PCT/CN2014/001070 patent/WO2015143592A1/en active Application Filing
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004073626A2 (en) * | 2003-02-14 | 2004-09-02 | Revlon Consumer Products Corporation | Cosmetic compositions containing siloxane polymers |
| CN102875810A (en) * | 2012-09-29 | 2013-01-16 | 中昊晨光化工研究院有限公司 | Phenyl-containing MT type resin and preparation method thereof |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015143592A1 (en) * | 2014-03-26 | 2015-10-01 | 苏州桐力光电技术服务有限公司 | Method for preparing mt resin |
| CN112708137A (en) * | 2020-08-24 | 2021-04-27 | 惠州市永卓科技有限公司 | Preparation method of low-hydroxyl-content MDT silicone oil with end capped by dimethylvinylsiloxy group |
| CN112708137B (en) * | 2020-08-24 | 2022-04-01 | 惠州市永卓科技有限公司 | Preparation method of low-hydroxyl-content MDT silicone oil with end capped by dimethylvinylsiloxy group |
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| Publication number | Publication date |
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| WO2015143592A1 (en) | 2015-10-01 |
| CN103865065B (en) | 2017-01-04 |
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Address after: Suzhou City, Jiangsu province 215000 Industrial Park Weiting kuangtang West JINDA Road No. 8 Applicant after: SUZHOU TONGLI PHOTOELECTRIC CO., LTD. Address before: 215000 No. 166 benevolence Road, Suzhou, Jiangsu Applicant before: Suzhou Tong Li photoelectric technology Services Co., Ltd |
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