CN105367799A - Modified polysiloxane room temperature vulcanized silicone rubber - Google Patents
Modified polysiloxane room temperature vulcanized silicone rubber Download PDFInfo
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- CN105367799A CN105367799A CN201510956629.8A CN201510956629A CN105367799A CN 105367799 A CN105367799 A CN 105367799A CN 201510956629 A CN201510956629 A CN 201510956629A CN 105367799 A CN105367799 A CN 105367799A
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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
- C08G77/38—Polysiloxanes modified by chemical after-treatment
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/04—Polysiloxanes
- C09J183/06—Polysiloxanes containing silicon bound to oxygen-containing groups
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Abstract
The invention relates to modified polysiloxane room temperature vulcanized silicone rubber. The vulcanized silicone rubber is prepared from, by weight, 25-80 parts of modified polysiloxane, 0-50 parts of filler, 0-10 parts of white carbon black, 0.1-4 parts of ketimine, 0.1-4 parts of catalyst, 0.1-4 parts of tackifier and 0-0.3 part of other auxiliaries. The room temperature vulcanized silicone adopts the epoxy modified polysiloxane, the bonding performance is improved, the range of application of the silicone rubber in the bonding field is enlarged, and the modified polysiloxane room temperature vulcanized silicone rubber can be applied to the fields of binding agents, conformal laminated adhesive, pouring sealant and the like.
Description
Technical field
The present invention relates to polymeric material field, be specifically related to a kind of polysiloxane room temperature vulcanized silicone rubber.
Background technology
Silicon rubber is that a kind of molecular chain has inorganic and macromolecular material that is organic nature concurrently, has unique over-all properties, as high-low temperature resistant, low pressure compression set, and hydrophobicity, weathering resistance, resistance to ozone ageing etc.Due to silicon rubber molecular chain structure, make it very low to the cohesive strength of material, thus the use of silicon rubber is very limited.The usual method improving the adhesive property of room temperature vulcanized silicone rubber to material low has: one, by coating silane coupling agent or coupling agent.Two, select novel crosslinker to improve adhesive property, three, by methods such as the selections of various filler.
And there is in the structure of epoxy resin the epoxy group(ing) of hydroxyl, ehter bond and activity, the molecule of epoxy resin and substrate interface is made to produce electromagnetic adsorption or chemical bond, especially there is crosslinking polymerization generating network macromole in epoxy group(ing) under solidifying agent effect, improve the force of cohesion of molecule own, therefore, epoxy resin adhesive has good cohesiveness to most metals and non-metallic material.
The current method improving silicon rubber cohesive force mainly solves by adding Cucumber, but not considers from molecular backbone chain.This is because silicon rubber molecular backbone chain does not almost affect the improvement of adhesive property.But, if by functional groups is incorporated into silicon rubber molecular backbone chain, then the interaction of silicon rubber molecular backbone chain and bonding substrates can be improved, thus improve the adhesive property of silicon rubber.
Summary of the invention
For above-mentioned problems of the prior art, the object of this invention is to provide a kind of polysiloxane of modification and room temperature vulcanized silicone rubber prepared therefrom, it is bonding that this room temperature vulcanized silicone rubber can adapt to multiple different substrate materials, has excellent tensile-sbear strength.
For achieving the above object, the invention provides following technical scheme:
A modified polyorganosiloxane containing epoxy group(ing) alkoxyl group, described modified polyorganosiloxane has following structural formula:
In this structure: R1: be C
1-C
20straight chain or branched paraffin;
R2: be methyl, ethyl, methoxyl group, one or both in oxyethyl group;
R3: be substituted or non-substituted aliphatics, alicyclic, aromatic series;
R4: be 2,3-glycidoxy, one or both in 3,4-epoxy cyclohexane base.
The preparation method of this modified polyorganosiloxane is as follows: by the silane coupling agent containing epoxy group(ing), hydroxy silicon oil and catalyzer add in reactor, be heated to 175-185 DEG C, preferable temperature is 180 DEG C, vacuum stirring 0.2-5 hour, after completion of the reaction, discharging, the hydroxyl of described hydroxy silicon oil is 1:1.1-5 with the ratio of the mole number of the silane coupling agent containing epoxy group(ing), described catalyzer alkalescence or an acidic catalyst, as the one in sodium hydroxide, phosphoric acid, dioctylphosphoric acid ester, consumption is the 0.001-0.1% of other raw material gross weights.The viscosity of described hydroxy silicon oil is 100-100000cps, be preferably 500-30000cps, the described silane coupling agent containing epoxy group(ing) is 3-(2,3-epoxy third oxygen) propyl trimethoxy silicane, 3-(2,3-epoxy third oxygen) propyl-triethoxysilicane, 3-(2,3-epoxy third oxygen) propyldimethoxy-silane, 3-(2,3-epoxy third oxygen) one or both in propyl group diethoxy silane and 2-(3,4-epoxy cyclohexane base) ethyl trimethoxy silane.
The room temperature vulcanized silicone rubber prepared by above-mentioned modified polyorganosiloxane, this silicon rubber has following composition by weight:
Be preferably:
Described filler is calcium carbonate, aluminium hydroxide, magnesium hydroxide, silicon powder, talcum powder, the one of wilkinite etc. or mixture; Described white carbon black is for being thermal silica, precipitated silica;
Described ketoimine is one or the mixture of the ketoimines such as quadrol ketoimine, hexanediamine ketoimine, diethylenetriamine ketoimine, benzophenone imine;
Described catalyzer is titanic acid ester, as titanium isopropylate, tetrabutyl titanate, metatitanic acid four tert-butyl ester, also can be titanium chelate, as diisopropoxy ethyl-diacetyl-acetate titanium, two isobutoxy ethyl-diacetyl-acetate titaniums, and the one of the catalyzer such as stannous octoate, dibutyl tin laurate or mixture;
Described tackifier are silane coupling agents, as TSL 8330, aminopropyltriethoxywerene werene, aminoethylaminopropyl Trimethoxy silane, aminoethylaminopropyl triethoxyl silane, glycidyl ether oxygen propyl trimethoxy silicane, glycidoxypropyltrietandysilane andysilane, the one of isocyanate group propyl trimethoxy silicane, isocyanate group triethoxyl silane, phenyl amino Trimethoxy silane, phenyl amino triethoxyl silane or mixture.Described other is mill base, pigment, flow agent, one or more mixtures in defoamer.
Advantage of the present invention and effect are: this room temperature vulcanized silicone rubber adopts epoxy-modified polysiloxane, and can significantly improve its adhesiveproperties, tensile strength can reach 1.6MPa, and elongation at break reaches 280%.Expand the range of application of silicon rubber in bonding field by above-mentioned improvement, the fields such as tackiness agent, conformal laminated adhesive and joint sealant can be applied to, there is wide market application foreground.
Embodiment
Below in conjunction with embodiment and embodiment, the present invention will be further described.
First, three kinds of modified polyorganosiloxane raw materials are prepared.
Modified polyorganosiloxane A
To in the reactor having installed thermometer, agitator, condenser, add the hydroxy silicon oil 100 parts of viscosity 700cps, 3-(2,3-epoxy third oxygen) propyl trimethoxy silicane 4 parts, phosphoric acid 0.2 part, stirs one hour under vacuum, obtains the reactant that viscosity is 850cps.
Modified polyorganosiloxane B
To in the reactor having installed thermometer, agitator, condenser, add the hydroxy silicon oil 100 parts of viscosity 5000cps, 2-(3,4-epoxy cyclohexane base) ethyl trimethoxy silane 4 parts, phosphoric acid 0.2 part, stirs one hour under vacuum, obtains the reactant that viscosity is 6000cps.
Modified polyorganosiloxane C
To in the reactor having installed thermometer, agitator, condenser, add hydroxy silicon oil 100 parts of 3-(2, the 3-epoxy third oxygen) propyl trimethoxy silicane 4 parts that viscosity is 20000, phosphoric acid 0.2, stir one hour under vacuum, obtain the reactant that viscosity is 22000cps.
Prepare according to the common process method preparing sulphurated siliastic the room temperature vulcanized silicone rubber that the present invention contains modified polyorganosiloxane, component used (by weight percentage) and test result are see table 1.
Table 1
As can be seen from above-described embodiment, the room temperature vulcanized silicone rubber prepared through the polysiloxane adding modification can significantly improve its adhesiveproperties, tensile strength can reach 1.6MPa, elongation at break reaches 280%, tensile-sbear strength comparatively uses unmodified hydroxy silicon oil to compare significantly to improve, particularly add composite after the performance of ketoimine component silicone rubber especially good.This silicon rubber, in the range of application in bonding field, can be applied to the fields such as tackiness agent, conformal laminated adhesive and joint sealant, have wide market application foreground.
The above embodiment only have expressed embodiments of the present invention, and it describes comparatively concrete and detailed, but therefore can not be interpreted as the restriction to the scope of the claims of the present invention.It should be pointed out that for the person of ordinary skill of the art, without departing from the inventive concept of the premise, can also make some distortion and improvement, these all belong to protection scope of the present invention.Therefore, the protection domain of patent of the present invention should be as the criterion with claims.
Claims (7)
1. the modified polyorganosiloxane containing epoxy group(ing) alkoxyl group, is characterized in that having following general formula:
Wherein: R1: be C
1-C
20straight chain or branched paraffin;
R2: be methyl, ethyl, methoxyl group, one or both in oxyethyl group;
R3: be substituted or non-substituted aliphatics, alicyclic, aromatic series;
R4: be 2,3-glycidoxy, one or both in 3,4-epoxy cyclohexane base.
2. prepare the method for the modified polyorganosiloxane containing epoxy group(ing) alkoxyl group according to claim 1 for one kind, it is characterized in that, by the silane coupling agent containing epoxy group(ing), hydroxy silicon oil and catalyzer add in reactor, be heated to 175-185 DEG C, preferable temperature is 180 DEG C, vacuum stirring 0.2-5 hour, after completion of the reaction, discharging, the hydroxyl of described hydroxy silicon oil is 1:1.1-5 with the ratio of the mole number of the silane coupling agent containing epoxy group(ing), and described catalyzer is alkalescence or an acidic catalyst, and consumption is the 0.001-0.1% of other raw material gross weights.
3. method according to claim 2, it is characterized in that, described catalyzer is sodium hydroxide, phosphoric acid, one in dioctylphosphoric acid ester, the viscosity of described hydroxy silicon oil is 100-100000cps, be preferably 500-30000cps, the described silane coupling agent containing epoxy group(ing) is 3-(2, 3-epoxy third oxygen) propyl trimethoxy silicane, 3-(2, 3-epoxy third oxygen) propyl-triethoxysilicane, 3-(2, 3-epoxy third oxygen) propyldimethoxy-silane, 3-(2, 3-epoxy third oxygen) propyl group diethoxy silane and 2-(3, 4-epoxy cyclohexane base) one or both in ethyl trimethoxy silane.
4. the room temperature vulcanized silicone rubber prepared by modified polyorganosiloxane described in claim 1, is characterized in that, it consists of:
5. room temperature vulcanized silicone rubber according to claim 4, is characterized in that, its by weight component consist of:
6. room temperature vulcanized silicone rubber according to claim 4, is characterized in that, described filler is calcium carbonate, aluminium hydroxide, magnesium hydroxide, silicon powder, talcum powder, one or more in wilkinite;
Described white carbon black is for being thermal silica, precipitated silica;
Described ketoimine is one or more in quadrol ketoimine, hexanediamine ketoimine, diethylenetriamine ketoimine, benzophenone imine;
Described catalyzer is one or several in titanic acid ester, titanium chelate, stannous octoate, dibutyl tin laurate;
Described tackifier are silane coupling agents;
Other auxiliary agent described is mill base, flow agent, one or more in defoamer.
7. room temperature vulcanized silicone rubber according to claim 6, is characterized in that, described titanic acid ester is one or more in titanium isopropylate, tetrabutyl titanate, metatitanic acid four tert-butyl ester;
Described titanium chelate is one or both in diisopropoxy ethyl-diacetyl-acetate titanium, two isobutoxy ethyl-diacetyl-acetate titaniums;
Described silane coupling agent be TSL 8330, aminopropyltriethoxywerene werene, aminoethylaminopropyl Trimethoxy silane, aminoethylaminopropyl triethoxyl silane, glycidyl ether oxygen propyl trimethoxy silicane, glycidoxypropyltrietandysilane andysilane, isocyanate group propyl trimethoxy silicane, isocyanate group triethoxyl silane, phenyl amino Trimethoxy silane, phenyl amino triethoxyl silane one or more.
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106753173A (en) * | 2016-12-15 | 2017-05-31 | 王礼 | A kind of preparation method of modified aqueous polyurethane pressure sensitive adhesive |
| CN110194933A (en) * | 2019-07-02 | 2019-09-03 | 杭州之江新材料有限公司 | A kind of silane-modified glue silane coupling agent and preparation method thereof |
| CN111117481A (en) * | 2019-12-31 | 2020-05-08 | 江苏微上新材料科技有限公司 | Addition type organic silicon liquid coating material and preparation method and application thereof |
| CN111171716A (en) * | 2019-12-31 | 2020-05-19 | 江苏微上新材料科技有限公司 | Epoxy silicone rubber coating material and preparation method and application thereof |
| CN112126349A (en) * | 2020-09-29 | 2020-12-25 | 中国科学院兰州化学物理研究所 | Polysiloxane long-acting lubricating protective coating with space environment resistance |
| CN112210068A (en) * | 2020-10-19 | 2021-01-12 | 肇庆市武大环境技术研究院 | Moisture-curable modified polysiloxane, and preparation method and application thereof |
| CN116178694A (en) * | 2021-11-26 | 2023-05-30 | 万华化学（宁波）容威聚氨酯有限公司 | Amino polyether polyol and preparation method thereof, and polyurethane rigid foam and preparation method thereof |
| CN116462848A (en) * | 2023-03-21 | 2023-07-21 | 江西宏柏新材料股份有限公司 | Preparation method of filler slow-release modifier |
| CN116477878A (en) * | 2022-01-13 | 2023-07-25 | 万华化学集团股份有限公司 | Fertilizer slow-release organic silicon composite flowerpot and preparation method thereof |
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| CN106753173A (en) * | 2016-12-15 | 2017-05-31 | 王礼 | A kind of preparation method of modified aqueous polyurethane pressure sensitive adhesive |
| CN110194933A (en) * | 2019-07-02 | 2019-09-03 | 杭州之江新材料有限公司 | A kind of silane-modified glue silane coupling agent and preparation method thereof |
| CN111117481A (en) * | 2019-12-31 | 2020-05-08 | 江苏微上新材料科技有限公司 | Addition type organic silicon liquid coating material and preparation method and application thereof |
| CN111171716A (en) * | 2019-12-31 | 2020-05-19 | 江苏微上新材料科技有限公司 | Epoxy silicone rubber coating material and preparation method and application thereof |
| CN111117481B (en) * | 2019-12-31 | 2021-10-22 | 江苏微上新材料科技有限公司 | Addition type organic silicon liquid coating material and preparation method and application thereof |
| CN112126349A (en) * | 2020-09-29 | 2020-12-25 | 中国科学院兰州化学物理研究所 | Polysiloxane long-acting lubricating protective coating with space environment resistance |
| CN112210068A (en) * | 2020-10-19 | 2021-01-12 | 肇庆市武大环境技术研究院 | Moisture-curable modified polysiloxane, and preparation method and application thereof |
| CN116178694A (en) * | 2021-11-26 | 2023-05-30 | 万华化学（宁波）容威聚氨酯有限公司 | Amino polyether polyol and preparation method thereof, and polyurethane rigid foam and preparation method thereof |
| CN116178694B (en) * | 2021-11-26 | 2024-08-20 | 万华化学（宁波）容威聚氨酯有限公司 | Amino polyether polyol and preparation method thereof, and polyurethane rigid foam and preparation method thereof |
| CN116477878A (en) * | 2022-01-13 | 2023-07-25 | 万华化学集团股份有限公司 | Fertilizer slow-release organic silicon composite flowerpot and preparation method thereof |
| CN116462848A (en) * | 2023-03-21 | 2023-07-21 | 江西宏柏新材料股份有限公司 | Preparation method of filler slow-release modifier |
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